1-Pentyl-3-(1-naphthoyl)indole (JWH-018) [C24H23NO] by Asch

Reaxys

PubChem

eMolecules

LabNetwork

Bioactivities (101)

SigmaAldrich

Reactions (5)

Substances (1)

Structure

Targets (10)

Citations (75)

N° of preparations All Preps | All Reactions

Structure/Compound Data Chemical Name: 1-pentyl-3-(1-naphthoyl)indole

4 prep out of 5 reactions.

Reaxys Registry Number: 9348161

Type of Substance: heterocyclic Molecular Formula: C24H23NO Linear Structure Formula: C24H23NO Molecular Weight: 341.453 InChI Key: JDNLPKCAXICMBW-UHFFFAOYSA-N 1

Available Data

Target

N° of ref.

Druglikeness

Bioactivity

Identification Physical Data (6) Spectra (10)

Show Targets

Highest Clinical Phase: Preclinical

Synthesize | Hide Details Find similar Chemical Names and Synonyms 1-pentyl-3-(1-naphthoyl)indole, naphthalen 1 yl (1 pentylindol 3 yl)methanone, (1-naphthalenyl)-(1-pentyl-1H-indol-3-yl)methanone, (1pentyl-1H-indol-3-yl)-1-naphthalenyl-methanone, (1-pentyl-1H-indole-3-yl)-1-naphthalenylmethanone, (1-pentyl-1H-indol-3-yl)-1naphthalenylmethanone, naphthalen-1-yl(1-pentyl-1H-indol-3-yl)methanone Druglikeness Bioactivity In vitro: Efficacy (56) Quantitative Results pX

Parameter

8.32

IC50

Value (qual)

Value (quant) 4.8 45.9

Unit nM

Action on Target

Target

Tissue/Organ

Cell

Bioassay Electrophysiology

Dose

Effect

Reference (expand all/collapse all) British Journal of Pharm...

Title/Abstract Full Text View citing articles Show Details

Atwood, Brady K; Huffman, John; Straiker, Alex; MacKie, Ken

British Journal of Pharmacology, 2010 , vol. 160, # 3 p. 585 - 593 Title/Abstract Full Text View citing articles Show Details

8.8

EC50

1.6 - 6.3

Cannabinoid receptor 1:Wild

HEK 293

In Vitro (others)

British Journal of Pharm...

Title/Abstract Full Text View citing articles Show Details

HEK 293

In Vitro (others)

British Journal of Pharm...

Title/Abstract Full Text View citing articles Show Details

Atwood, Brady K; Huffman, John; Straiker, Alex; MacKie, Ken

British Journal of Pharmacology, 2010 , vol. 160, # 3 p. 585 - 593 Title/Abstract Full Text View citing articles Show Details

8.8

EC50

1.6 12.5

Atwood, Brady K; Huffman, John; Straiker, Alex; MacKie, Ken

British Journal of Pharmacology, 2010 , vol. 160, # 3 p. 585 - 593 Title/Abstract Full Text View citing articles Show Details

8.05

Cannabinoid receptor 1 [Rattus norvegicus]:Wild

brain cortex

Binding

0.100000 nM

Drug and Alcohol Depende...

Title/Abstract Full Text View citing articles Show Details

Aung, Mie Mie; Griffin, Graeme; Huffman, John W.; Wu, Ming-Jung; Keel, Cheryl; Yang, Bin; Showalter, Vincent M.; Abood, Mary E.; Martin, Billy R.

Drug and Alcohol Dependence, 2000 , vol. 60, # 2 p. 133 - 140 Title/Abstract Full Text View citing articles Show Details

8.53

2.94

Cannabinoid receptor 2 [human]:Wild

CHO

Binding

0.100000 nM

Drug and Alcohol Depende...

Title/Abstract Full Text View citing articles Show Details

Aung, Mie Mie; Griffin, Graeme; Huffman, John W.; Wu, Ming-Jung; Keel, Cheryl; Yang, Bin; Showalter, Vincent M.; Abood, Mary E.; Martin, Billy R.

Drug and Alcohol Dependence, 2000 , vol. 60, # 2 p. 133 - 140 Title/Abstract Full Text View citing articles Show Details

8.05

Cannabinoid receptor 1 [Rattus norvegicus]:Wild

brain

Binding

Journal of Pharmacology ...

Title/Abstract Full Text View citing articles Show Details

Wiley, Jenny L.; Compton, David R.; Dai, Dong; Lainton, Julia A. H.; Phillips, Michelle; Huffman, John W.; Martin, Billy R.

Journal of Pharmacology and Experimental Therapeutics, 1998 , vol. 285, # 3 p. 995 - 1004 Title/Abstract Full Text View citing articles Show Details

Emax(%)

73.5

Brain prefrontal cortical cell

European Journal of Medi...

Title/Abstract Full Text View citing articles Show Details

Blaazer, Antoni R.; Lange, Jos H.M.; Van Der Neut, Martina A.W.; Mulder, Arie; Den Boon, Femke S.; Werkman, Taco R.; Kruse, Chris G.; Wadman, Wytse J.

European Journal of Medicinal Chemistry, 2011 , vol. 46, # 10 p. 5086 - 5098 Title/Abstract Full Text View citing articles Show Details

8.2

pKi

8.2

Inhibitor

Cannabinoid receptor 2 [human]:Wild

CHO

European Journal of Medi...

Title/Abstract Full Text View citing articles Show Details

Blaazer, Antoni R.; Lange, Jos H.M.; Van Der Neut, Martina A.W.; Mulder, Arie; Den Boon, Femke S.; Werkman, Taco R.; Kruse, Chris G.; Wadman, Wytse J.

European Journal of Medicinal Chemistry, 2011 , vol. 46, # 10 p. 5086 - 5098 Title/Abstract Full Text View citing articles Show Details

6.55

IC50

0.28

µM

Brain prefrontal cortical cell

European Journal of Medi...

Title/Abstract Full Text View citing articles Show Details

Blaazer, Antoni R.; Lange, Jos H.M.; Van Der Neut, Martina A.W.; Mulder, Arie; Den Boon, Femke S.; Werkman, Taco R.; Kruse, Chris G.; Wadman, Wytse J.

European Journal of Medicinal Chemistry, 2011 , vol. 46, # 10 p. 5086 - 5098 Title/Abstract Full Text View citing articles Show Details

8.3

pEC50

8.3

Inhibitor

Cannabinoid receptor 2 [human]:Wild

CHO

European Journal of Medi...

Title/Abstract Full Text View citing articles Show Details

Blaazer, Antoni R.; Lange, Jos H.M.; Van Der Neut, Martina A.W.; Mulder, Arie; Den Boon, Femke S.; Werkman, Taco R.; Kruse, Chris G.; Wadman, Wytse J.

European Journal of Medicinal Chemistry, 2011 , vol. 46, # 10 p. 5086 - 5098

Title/Abstract Full Text View citing articles Show Details

8.7

pKi

8.7

Inhibitor

Cannabinoid receptor 1 [human]:Wild

CHO

European Journal of Medi...

Title/Abstract Full Text View citing articles Show Details

Blaazer, Antoni R.; Lange, Jos H.M.; Van Der Neut, Martina A.W.; Mulder, Arie; Den Boon, Femke S.; Werkman, Taco R.; Kruse, Chris G.; Wadman, Wytse J.

European Journal of Medicinal Chemistry, 2011 , vol. 46, # 10 p. 5086 - 5098 Title/Abstract Full Text View citing articles Show Details

8.3

pEC50

8.3

Inhibitor

Cannabinoid receptor 1 [human]:Wild

CHO

European Journal of Medi...

Title/Abstract Full Text View citing articles Show Details

Blaazer, Antoni R.; Lange, Jos H.M.; Van Der Neut, Martina A.W.; Mulder, Arie; Den Boon, Femke S.; Werkman, Taco R.; Kruse, Chris G.; Wadman, Wytse J.

European Journal of Medicinal Chemistry, 2011 , vol. 46, # 10 p. 5086 - 5098 Title/Abstract Full Text View citing articles Show Details

Ratio

3.23

Radioligand (/ligand)

Cannabinoid receptor 1:Wild

Patent: US6274635 B1, ...

Title/Abstract Full Text Show Details

Radioligand (/ligand)

Cannabinoid receptor 2:Wild

Patent: US6274635 B1, ...

Title/Abstract Full Text Show Details

Radioligand (/ligand)

Cannabinoid receptor 1 [Rattus norvegicus]:Wild

Bioorganic and Medicinal...

Title/Abstract Full Text View citing articles Show Details

Immugen Pharmaceuticals Inc.

Patent: US6274635 B1, 2001 ; Title/Abstract Full Text Show Details

8.53

2.94

Immugen Pharmaceuticals Inc.

Patent: US6274635 B1, 2001 ; Title/Abstract Full Text Show Details

8.05

Huffman, John W.; Mabon, Ross; Wu, Ming-Jung; Lu, Jianzhong; Hart, Richard; Hurst, Dow P.; Reggio, Patricia H.; Wiley, Jenny L.; Martin, Billy R.

Bioorganic and Medicinal Chemistry, 2003 , vol. 11, # 4 p. 539 - 549 Title/Abstract Full Text View citing articles Show Details

8.05

Radioligand (/ligand)

Cannabinoid receptor 1 [human]:Wild

HEK 293

Bioorganic and Medicinal...

Title/Abstract Full Text View citing articles Show Details

Wiley, Jenny L.; Smith, Valerie J.; Chen, Jianhong; Martin, Billy R.; Huffman, John W.

Bioorganic and Medicinal Chemistry, 2012 , vol. 20, # 6 p. 2067 - 2081 Title/Abstract Full Text View citing articles Show Details

8.54

2.9

Radioligand (/ligand)

Cannabinoid receptor 2 [human]:Wild

CHO

Bioorganic and Medicinal...

Title/Abstract Full Text View citing articles Show Details

Wiley, Jenny L.; Smith, Valerie J.; Chen, Jianhong; Martin, Billy R.; Huffman, John W.

Bioorganic and Medicinal Chemistry, 2012 , vol. 20, # 6 p. 2067 - 2081 Title/Abstract Full Text View citing articles Show Details

8.54

2.9

Radioligand (/ligand)

Cannabinoid receptor 2 [human]:Wild

CHO

Bioorganic and Medicinal...

Title/Abstract Full Text View citing articles Show Details

Huffman, John W.; Zengin, Gulay; Wu, Ming-Jung; Lu, Jianzhong; Hynd, George; Bushell, Kristen; Thompson, Alicia L.S.; Bushell, Simon; Tartal, Cindy; Hurst, Dow P.; Reggio, Patricia H.; Selley, Dana E.; Cassidy, Michael P.; Wiley, Jenny L.; Martin, Billy R.

Bioorganic and Medicinal Chemistry, 2005 , vol. 13, # 1 p. 89 - 112 Title/Abstract Full Text View citing articles Show Details

8.05

Radioligand (/ligand)

Cannabinoid receptor 1 [Rattus norvegicus]:Wild

Bioorganic and Medicinal...

Title/Abstract Full Text View citing articles Show Details

Bioorganic and Medicinal Chemistry, 2005 , vol. 13, # 1 p. 89 - 112 Title/Abstract Full Text View citing articles Show Details

Ratio

3.3

Radioligand

Cannabinoid

CHO

Bioorganic and Medicinal...

(/ligand)

receptor 2 [human]:Wild

Title/Abstract Full Text View citing articles Show Details

Bioorganic and Medicinal Chemistry, 2005 , vol. 13, # 1 p. 89 - 112 Title/Abstract Full Text View citing articles Show Details

Parameter

Value (qual)

Value (quant)

Unit

ED50

0.44

µM/kg

Action on Target

Target

Tissue/Organ

Cell

Bioassay

Dose

Effect

Reference (expand all/collapse all) Current pharmaceutical d...

Title/Abstract Full Text Show Details

Huffman

Current pharmaceutical design, 2000 , vol. 6, # 13 p. 1323 - 1337 Title/Abstract Full Text Show Details

8.02

9.5

Inhibitor

Cannabinoid receptor 1 [Rattus norvegicus]:Wild

Current pharmaceutical d...

Title/Abstract Full Text Show Details

Huffman

Current pharmaceutical design, 2000 , vol. 6, # 13 p. 1323 - 1337 Title/Abstract Full Text Show Details

ED50

1.7

µM/kg

Current pharmaceutical d...

Title/Abstract Full Text Show Details

Huffman

Current pharmaceutical design, 2000 , vol. 6, # 13 p. 1323 - 1337 Title/Abstract Full Text Show Details

ED50

0.09

µM/kg

Current pharmaceutical d...

Title/Abstract Full Text Show Details

Huffman

Current pharmaceutical design, 2000 , vol. 6, # 13 p. 1323 - 1337 Title/Abstract Full Text Show Details

8.54

2.9

Inhibitor

Cannabinoid receptor 2 [human]:Wild

Current pharmaceutical d...

Title/Abstract Full Text Show Details

Huffman

Current pharmaceutical design, 2000 , vol. 6, # 13 p. 1323 - 1337 Title/Abstract Full Text Show Details

ED50

0.44

µM/kg

Current Medicinal Chemis...

Title/Abstract Full Text View citing articles Show Details

Huffman; Padgett

Current Medicinal Chemistry, 2005 , vol. 12, # 12 p. 1395 - 1411 Title/Abstract Full Text View citing articles Show Details

Activity

1.7

Current Medicinal Chemis...

Title/Abstract Full Text View citing articles Show Details

Huffman; Padgett

Current Medicinal Chemistry, 2005 , vol. 12, # 12 p. 1395 - 1411 Title/Abstract Full Text View citing articles Show Details

8.05

Radioligand (/ligand)

Cannabinoid receptor 1 [Rattus norvegicus]:Wild

Current Medicinal Chemis...

Title/Abstract Full Text View citing articles Show Details

Huffman; Padgett

Current Medicinal Chemistry, 2005 , vol. 12, # 12 p. 1395 - 1411 Title/Abstract Full Text View citing articles Show Details

Activity

0.09

µM/kg

Current Medicinal Chemis...

Title/Abstract Full Text View citing articles Show Details

Huffman; Padgett

Current Medicinal Chemistry, 2005 , vol. 12, # 12 p. 1395 - 1411 Title/Abstract Full Text View citing articles Show Details

8.54

2.9

Radioligand (/ligand)

Cannabinoid receptor 2 [Mus musculus]:Wild

Cannabinoid receptor 1 [Rattus norvegicus]:Wild

Current Medicinal Chemis...

Title/Abstract Full Text View citing articles Show Details

Huffman; Padgett

Current Medicinal Chemistry, 2005 , vol. 12, # 12 p. 1395 - 1411 Title/Abstract Full Text View citing articles Show Details

8.05

pKi

8.045

Radioligand (/ligand)

European Journal of Medi...

Title/Abstract Full Text View citing articles Show Details

De Freitas, Guilherme B.L.; da Silva, Leandro L.; Romeiro, Nelilma C.; Fraga, Carlos A.M.

European Journal of Medicinal Chemistry, 2009 , vol. 44, # 6 p. 2482 - 2496 Title/Abstract Full Text View citing articles Show Details

Ratio

0.942

Radioligand (/ligand)

Cannabinoid receptor 1 [Rattus norvegicus]:Wild

European Journal of Medi...

Title/Abstract Full Text View citing articles Show Details

De Freitas, Guilherme B.L.; da Silva, Leandro L.; Romeiro, Nelilma C.; Fraga, Carlos A.M.

European Journal of Medicinal Chemistry, 2009 , vol. 44, # 6 p. 2482 - 2496 Title/Abstract Full Text View citing articles Show Details

8.54

pKi

8.538

Radioligand (/ligand)

Cannabinoid receptor 2 [human]:Wild

European Journal of Medi...

Title/Abstract Full Text View citing articles Show Details

De Freitas, Guilherme B.L.; da Silva, Leandro L.; Romeiro, Nelilma C.; Fraga, Carlos A.M.

European Journal of Medicinal Chemistry, 2009 , vol. 44, # 6 p. 2482 - 2496 Title/Abstract Full Text View citing articles Show Details

8.54

pKi

8.537

Radioligand (/ligand)

Cannabinoid receptor 2 [human]:Wild

CHO

Letters in Drug Design a...

Title/Abstract Full Text View citing articles Show Details

Rituparna; Mahmood; Ravikumar

Letters in Drug Design and Discovery, 2009 , vol. 6, # 8 p. 599 - 619 Title/Abstract Full Text View citing articles Show Details

8.05

Radioligand (/ligand)

Cannabinoid receptor 1 [human]:Wild

Mini-Reviews in Medicina...

Title/Abstract Full Text View citing articles Show Details

Manera, Clementina; Tuccinardi, Tiziano; Martinelli, Adriano

Mini-Reviews in Medicinal Chemistry, 2008 , vol. 8, # 4 p. 370 - 387 Title/Abstract Full Text View citing articles Show Details

8.54

2.9

Radioligand (/ligand)

Cannabinoid receptor 2 [human]:Wild

Mini-Reviews in Medicina...

Title/Abstract Full Text View citing articles Show Details

Manera, Clementina; Tuccinardi, Tiziano; Martinelli, Adriano

Mini-Reviews in Medicinal Chemistry, 2008 , vol. 8, # 4 p. 370 - 387 Title/Abstract Full Text View citing articles Show Details

8.05

Radioligand (/ligand)

Cannabinoid receptor 1 [Rattus norvegicus]:Wild

brain

Patent: US2005/9903 A1...

Title/Abstract Full Text Show Details

Cannabinoid receptor 1 [Rattus norvegicus]:Wild

brain

Patent: US2005/9903 A1...

Title/Abstract Full Text Show Details

Martin, Billy R.; Huffman, John W.

Patent: US2005/9903 A1, 2005 ; Title/Abstract Full Text Show Details

Ratio

3.3

Martin, Billy R.; Huffman, John W.

Patent: US2005/9903 A1, 2005 ;

Title/Abstract Full Text Show Details

8.54

2.9

Radioligand (/ligand)

Cannabinoid receptor 2 [human]:Wild

Patent: US2005/9903 A1...

Title/Abstract Full Text Show Details

Cannabinoid receptor 1:Wild

Binding

Patent: WO2014/15298 A...

Title/Abstract Full Text Show Details

Martin, Billy R.; Huffman, John W.

Patent: US2005/9903 A1, 2005 ; Title/Abstract Full Text Show Details

5.37

4.31

µM

THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; RESEARCH TRIANGLE INSTITUTE; SPIGELMAN, Igor; SELTZMAN, Herbert, H.; SHINER, Craig

Patent: WO2014/15298 A1, 2014 ; Title/Abstract Full Text Show Details

5.13

7.38

µM

Cannabinoid receptor 2:Wild

Binding

Patent: WO2014/15298 A...

Title/Abstract Full Text Show Details

THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; RESEARCH TRIANGLE INSTITUTE; SPIGELMAN, Igor; SELTZMAN, Herbert, H.; SHINER, Craig

Patent: WO2014/15298 A1, 2014 ; Title/Abstract Full Text Show Details

9.01

0.97

Cannabinoid receptor 1 [Mus musculus]:Wild

brain

Binding

Journal of Pharmacology ...

Title/Abstract Full Text View citing articles Show Details

Brents, Lisa K.; Zimmerman, Sarah M.; Saffell, Amanda R.; Prather, Paul L.; Fantegrossi, William E.

Journal of Pharmacology and Experimental Therapeutics, 2013 , vol. 346, # 3 p. 350 - 361 Title/Abstract Full Text View citing articles Show Details

8.27

IC50

5.31

Agonist

cannabinoid receptor [Mus musculus]:Wild

Neuro 2A

Adenylate cyclase activity

GTPgammaS

Journal of Pharmacology ...

Title/Abstract Full Text View citing articles Show Details

Brents, Lisa K.; Zimmerman, Sarah M.; Saffell, Amanda R.; Prather, Paul L.; Fantegrossi, William E.

Journal of Pharmacology and Experimental Therapeutics, 2013 , vol. 346, # 3 p. 350 - 361 Title/Abstract Full Text View citing articles Show Details

8.1

EC50

Agonist

Cannabinoid receptor 1 [Mus musculus]:Wild

brain

Patent: WO2013/106349 ...

Title/Abstract Full Text Show Details

THE BOARD OF TRUSTEES OF THE UNIVERSITY OF ARKANSAS; THE UNIVERSITY OF KANSAS; PRATHER, Paul, L.; PRISINZANO, Thomas, E.; FANTEGROSSI, William, E.; BRENTS, Lisa, K.; MORAN, Jeffery; RADOMINSKA-PANDYA, Anna; VASILJEVIK, Tamara

Patent: WO2013/106349 A1, 2013 ; Title/Abstract Full Text Show Details

8.54

2.9

Radioligand (/ligand)

Cannabinoid receptor 2:Wild

binding activity

Journal of Medicinal Che...

Title/Abstract Full Text View citing articles Show Details

Han, Sangdon; Thatte, Jayant; Buzard, Daniel J.; Jones, Robert M.

Journal of Medicinal Chemistry, 2013 , vol. 56, # 21 p. 8224 - 8256 Title/Abstract Full Text View citing articles Show Details

% Inhibition

Not active

Stimulator

Sodiumdependent dopamine transporter [Mus musculus]:Wild

neostriatum

100 nM

2017 , vol. 8, # AUG ...

Title/Abstract Full Text View citing articles Show Details

Ossato, Andrea; Bilel, Sabrine; Canazza, Isabella; Beggiato, Sarah; Ferraro, Luca; Marti, Matteo; De-Giorgio, Fabio; Uccelli, Licia; Boschi, Alessandra; Di Domenico, Giovanni; Pasquali, Micol; Pupillo, Gaia; De Luca, Maria Antonietta; Vincenzi, Fabrizio; Varani, Katia; Borea, Pier Andrea; Rimondo, Claudia; Serpelloni, Giovanni

2017 , vol. 8, # AUG art. no. 130 Title/Abstract Full Text View citing articles Show Details

% Inhibition

Not active

Inhibitor

Sodiumdependent dopamine transporter [Mus musculus]:Wild

neostriatum

100 nM

2017 , vol. 8, # AUG ...

Title/Abstract Full Text View citing articles Show Details

2017 , vol. 8, # AUG art. no. 130 Title/Abstract Full Text View citing articles Show Details

5.14

7183

Radioligand (/ligand)

Sodiumdependent dopamine transporter [human]:Wild

CHO cell line

2017 , vol. 8, # AUG ...

Title/Abstract Full Text View citing articles Show Details

2017 , vol. 8, # AUG art. no. 130 Title/Abstract Full Text View citing articles Show Details

10000

Radioligand (/ligand)

Sodiumdependent dopamine transporter [Mus musculus]:Wild

neostriatum

2017 , vol. 8, # AUG ...

Title/Abstract Full Text View citing articles Show Details

2017 , vol. 8, # AUG art. no. 130 Title/Abstract Full Text View citing articles Show Details

Qualitative Information 1 of 7

2 of 7

3 of 7

Target

Cannabinoid receptor 1:Wild

Biological material

HEK 293

Assay Description

Effect : CB1 receptor internalization internalization measured after 3h exposure at 100 nmol/l and after 2h exposure at 1μmol/l

Results

internalization rate 54.7 - 61.9 percent

Citation

Atwood, Brady K; Huffman, John; Straiker, Alex; MacKie, Ken

British Journal of Pharmacology, 2010 , vol. 160, # 3 p. 585 - 593 Title/Abstract Full Text View citing articles Show Details

Target

Cannabinoid receptor 2 [human]:Wild

Substance action on target

Inhibitor

Biological material

human CHO

Assay Description

Ratio of Binding affinity of compound towards human Cannabinoid receptor 2 to that of human Cannabinoid receptor 1 stably transfected in CHO cells using [3H]CP-55940 as radioligand determined by LIQUID SCINTILLATION COUNTING ASSAY

Citation

Blaazer, Antoni R.; Lange, Jos H.M.; Van Der Neut, Martina A.W.; Mulder, Arie; Den Boon, Femke S.; Werkman, Taco R.; Kruse, Chris G.; Wadman, Wytse J.

European Journal of Medicinal Chemistry, 2011 , vol. 46, # 10 p. 5086 - 5098 Title/Abstract Full Text View citing articles Show Details

Target

Cannabinoid receptor 1 [human]:Wild

Substance action on target

Radioligand (/ligand)

Biological material

human

Assay Description

Ratio of binding affinity of the compound towards human Cannabinoid receptor 1 to that of human Cannabinoid receptor 2

Citation

Wiley, Jenny L.; Smith, Valerie J.; Chen, Jianhong; Martin, Billy R.; Huffman, John W.

Bioorganic and Medicinal Chemistry, 2012 , vol. 20, # 6 p. 2067 - 2081 Title/Abstract Full Text View citing articles Show Details

4 of 7

5 of 7

6 of 7

7 of 7

Target

Cannabinoid receptor 2 [Mus musculus]:Wild

Substance action on target

Inhibitor

Biological material

Mus musculus

Assay Description

Inhibition of [3H]SR141716A (0.5 nM) or [3H]CP55940 (0.5 nM) binding to mouse cannabinoid receptor 2 upon incubation for 60 min at 37 degree C with compound dissolved in DMSO

Citation

THE UNIVERSITY COURT OF THE UNIVERSITY OF ABERDEEN

Patent: WO2004/78261 A1, 2004 ; Title/Abstract Full Text Show Details

Target

Cannabinoid receptor 1 [Mus musculus]:Wild

Substance action on target

Inhibitor

Biological material

Mus musculus

Assay Description

Inhibition of [3H]SR141716A (0.5 nM) or [3H]CP55940 (0.5 nM) binding to mouse cannabinoid receptor 1 upon incubation for 60 min at 37 degree C with compound dissolved in DMSO

Citation

THE UNIVERSITY COURT OF THE UNIVERSITY OF ABERDEEN

Patent: WO2004/78261 A1, 2004 ; Title/Abstract Full Text Show Details

Target

Cannabinoid receptor 2 [human]:Wild

Substance action on target

Radioligand (/ligand)

Biological material

human CHO

Assay Description

Binding affinity of the compound towards human cannabinoid receptor 2 expressed in CHO membranes using 102.9 Ci/mmol [3H]CP 55940 as radioligand upon incubation in 50 mM Tris-HCl, pH 7.4 for 1 h at 30 degree C

Results

Ki not calculated

Citation

Rituparna; Mahmood; Ravikumar

Letters in Drug Design and Discovery, 2009 , vol. 6, # 8 p. 599 - 619 Title/Abstract Full Text View citing articles Show Details

Effect

binding activity

Target

Cannabinoid receptor 1:Wild

Substance action on target

Radioligand (/ligand)

Assay Description

Binding affinity of the compound towards Cannabinoid receptor 1

Citation

Han, Sangdon; Thatte, Jayant; Buzard, Daniel J.; Jones, Robert M.

Journal of Medicinal Chemistry, 2013 , vol. 56, # 21 p. 8224 - 8256 Title/Abstract Full Text View citing articles Show Details

In vivo: Animal Model (35)

Quantitative Results pX

Parameter

Value (qual)

Value (quant)

Unit

Action on Target

Animal Model

Biological Species

Route of administration

ED50

0.44

µmol/kg

Institute for Cancer Research mouse

intravenous administration

Dose

Dosing regimen

Single

Effect

Reference (expand all/collapse all)

Antiinflammatory: non-steroidal

Journal of Pharmacology ...

Title/Abstract Full Text View citing articles Show Details

Wiley, Jenny L.; Compton, David R.; Dai, Dong; Lainton, Julia A. H.; Phillips, Michelle; Huffman, John W.; Martin, Billy R.

Journal of Pharmacology and Experimental Therapeutics, 1998 , vol. 285, # 3 p. 995 - 1004 Title/Abstract Full Text View citing articles Show Details

ED50

0.09

µmol/kg

tail flick test

Institute for Cancer Research mouse

Analgesic

Journal of Pharmacology ...

Title/Abstract Full Text View citing articles Show Details

Wiley, Jenny L.; Compton, David R.; Dai, Dong; Lainton, Julia A. H.; Phillips, Michelle; Huffman, John W.; Martin, Billy R.

Journal of Pharmacology and Experimental Therapeutics, 1998 , vol. 285, # 3 p. 995 - 1004 Title/Abstract Full Text View citing articles Show Details

ED50

1.7

µmol/kg

Institute for Cancer Research mouse

Antiinflammatory: non-steroidal

Journal of Pharmacology ...

Title/Abstract Full Text View citing articles Show Details

Wiley, Jenny L.; Compton, David R.; Dai, Dong; Lainton, Julia A. H.; Phillips, Michelle; Huffman, John W.; Martin, Billy R.

Journal of Pharmacology and Experimental Therapeutics, 1998 , vol. 285, # 3 p. 995 - 1004 Title/Abstract Full Text View citing articles Show Details

ED50

3.9

µmol/kg

Institute for Cancer Research mouse

Antiinflammatory: non-steroidal

Journal of Pharmacology ...

Title/Abstract Full Text View citing articles Show Details

Wiley, Jenny L.; Compton, David R.; Dai, Dong; Lainton, Julia A. H.; Phillips, Michelle; Huffman, John W.; Martin, Billy R.

Journal of Pharmacology and Experimental Therapeutics, 1998 , vol. 285, # 3 p. 995 - 1004 Title/Abstract Full Text View citing articles Show Details

ED50

drug discrimination test

Sprague Dawley rat

oral administration

Repeated

Antiinflammatory: non-steroidal

Journal of Pharmacology ...

Title/Abstract Full Text View citing articles Show Details

Wiley, Jenny L.; Compton, David R.; Dai, Dong; Lainton, Julia A. H.; Phillips, Michelle; Huffman, John W.; Martin, Billy R.

Journal of Pharmacology and Experimental Therapeutics, 1998 , vol. 285, # 3 p. 995 - 1004 Title/Abstract Full Text View citing articles Show Details

ED50

0.09

µmol/kg

Mus musculus

intravenous administration

Bioorganic and Medicinal...

Title/Abstract Full Text View citing articles Show Details

Wiley, Jenny L.; Smith, Valerie J.; Chen, Jianhong; Martin, Billy R.; Huffman, John W.

Bioorganic and Medicinal Chemistry, 2012 , vol. 20, # 6 p. 2067 - 2081 Title/Abstract Full Text View citing articles Show Details

ED50

1.7

µmol/kg

Mus musculus

intravenous administration

Bioorganic and Medicinal...

Title/Abstract Full Text View citing articles Show Details

Wiley, Jenny L.; Smith, Valerie J.; Chen, Jianhong; Martin, Billy R.; Huffman, John W.

Bioorganic and Medicinal Chemistry, 2012 , vol. 20, # 6 p. 2067 - 2081 Title/Abstract Full Text View citing articles Show Details

ED50

0.44

µmol/kg

Mus musculus

intravenous administration

Bioorganic and Medicinal...

Title/Abstract Full Text View citing articles Show Details

Wiley, Jenny L.; Smith, Valerie J.; Chen, Jianhong; Martin, Billy R.; Huffman, John W.

Bioorganic and Medicinal Chemistry, 2012 , vol. 20, # 6 p. 2067 - 2081 Title/Abstract Full Text View citing articles Show Details

ID50

0.58

mg/kg

mouse NIH/Swiss

Single

Journal of Pharmacology ...

Title/Abstract Full Text View citing articles Show Details

Brents, Lisa K.; Zimmerman, Sarah M.; Saffell, Amanda R.; Prather, Paul L.; Fantegrossi, William E.

Journal of Pharmacology and Experimental Therapeutics, 2013 , vol. 346, # 3 p. 350 - 361 Title/Abstract Full Text View citing articles Show Details

ED50

2.52

mg/kg

mouse NIH/Swiss

intraperitoneal administration

Single

Journal of Pharmacology ...

Title/Abstract Full Text View citing articles Show Details

Brents, Lisa K.; Zimmerman, Sarah M.; Saffell, Amanda R.; Prather, Paul L.; Fantegrossi, William E.

Journal of Pharmacology and Experimental Therapeutics, 2013 , vol. 346, # 3 p. 350 - 361 Title/Abstract Full Text View citing articles Show Details

ID10

3.89

mg/kg

mouse NIH/Swiss

intraperitoneal administration

Single

Journal of Pharmacology ...

Title/Abstract Full Text View citing articles Show Details

Brents, Lisa K.; Zimmerman, Sarah M.; Saffell, Amanda R.; Prather, Paul L.; Fantegrossi, William E.

Journal of Pharmacology and Experimental Therapeutics, 2013 , vol. 346, # 3 p. 350 - 361 Title/Abstract Full Text View citing articles Show Details

ID50

1.43

mg/kg

mouse NIH/Swiss

intraperitoneal administration

Single

Journal of Pharmacology ...

Title/Abstract Full Text View citing articles Show Details

Brents, Lisa K.; Zimmerman, Sarah M.; Saffell, Amanda R.; Prather, Paul L.; Fantegrossi, William E.

Journal of Pharmacology and Experimental Therapeutics, 2013 , vol. 346, # 3 p. 350 - 361 Title/Abstract Full Text View citing articles Show Details

% Increase

Active

experimental pain

CD-1/ICR mouse

intraperitoneal administration

0.01 100 mg/kg

Analgesic

Human Psychopharmacology...

Title/Abstract Full Text View citing articles Show Details

Canazza, Isabella; Ossato, Andrea; Vincenzi, Fabrizio; Gregori, Adolfo; Di Rosa, Fabiana; Nigro, Federica; Rimessi, Alessandro; Pinton, Paolo; Varani, Katia; Borea, Pier Andrea; Marti, Matteo

Human Psychopharmacology, 2017 , vol. 32, # 3 art. no. E2601 Title/Abstract Full Text View citing articles Show Details

% Increase

Active

experimental pain

CD-1/ICR mouse

intraperitoneal administration

0.01 100 mg/kg

Analgesic

Human Psychopharmacology...

Title/Abstract Full Text View citing articles Show Details

Canazza, Isabella; Ossato, Andrea; Vincenzi, Fabrizio; Gregori, Adolfo; Di Rosa, Fabiana; Nigro, Federica; Rimessi, Alessandro; Pinton, Paolo; Varani, Katia; Borea, Pier Andrea; Marti, Matteo

Human Psychopharmacology, 2017 , vol. 32, # 3 art. no. E2601 Title/Abstract Full Text View citing articles Show Details

% Inhibition

Active

intraperitoneal administration

0.01 100 mg/kg

Human Psychopharmacology...

Title/Abstract Full Text View citing articles Show Details

Canazza, Isabella; Ossato, Andrea; Vincenzi, Fabrizio; Gregori, Adolfo; Di Rosa, Fabiana; Nigro, Federica; Rimessi, Alessandro; Pinton, Paolo; Varani, Katia; Borea, Pier Andrea; Marti, Matteo

Human Psychopharmacology, 2017 , vol. 32, # 3 art. no. E2601 Title/Abstract Full Text View citing articles Show Details

ED50

0.27

μmol/kg

C57BL 6 mouse

intraperitoneal administration

Journal of Pharmacology ...

Title/Abstract Full Text View citing articles Show Details

Thomas, Brian F.; Lefever, Timothy W.; Cortes, Ricardo A.; Grabenauer, Megan; Kovach, Alexander L.; Cox, Anderson O.; Patel, Purvi R.; Pollard, Gerald T.; Marusich, Julie A.; Kevin, Richard C.; Gamage, Thomas F.; Wiley, Jenny L.

Journal of Pharmacology and Experimental Therapeutics, 2017 , vol. 361, # 1 p. 162 - 171 Title/Abstract Full Text View citing articles Show Details

% increase

Not active

CD-1 mouse

intraperitoneal administration

0.3 mg/kg

Single

Psychostimulant

2017 , vol. 8, # AUG ...

Title/Abstract Full Text View citing articles Show Details

2017 , vol. 8, # AUG art. no. 130 Title/Abstract Full Text View citing articles Show Details

% increase

Not active

CD-1 mouse

intraperitoneal administration

0.3 mg/kg

Single

Psychostimulant

2017 , vol. 8, # AUG ...

Title/Abstract Full Text View citing articles Show Details

2017 , vol. 8, # AUG art. no. 130

Title/Abstract Full Text View citing articles Show Details

% increase

Not active

CD-1 mouse

intraperitoneal administration

0.3 mg/kg

Single

Psychostimulant

2017 , vol. 8, # AUG ...

Title/Abstract Full Text View citing articles Show Details

2017 , vol. 8, # AUG art. no. 130 Title/Abstract Full Text View citing articles Show Details

% increase

Not active

CD-1 mouse

intraperitoneal administration

0.3 mg/kg

Single

Psychostimulant

2017 , vol. 8, # AUG ...

Title/Abstract Full Text View citing articles Show Details

2017 , vol. 8, # AUG art. no. 130 Title/Abstract Full Text View citing articles Show Details

Parameter

% increase

Value (qual) Not active

Value (quant)

Unit

Action on Target

Animal Model

Biological Species

Route of administration

Dose

CD-1 mouse

intraperitoneal administration

0.3 mg/kg

Dosing regimen

Effect

Reference (expand all/collapse all)

Single

Psychostimulant

2017 , vol. 8, # AUG ...

Title/Abstract Full Text View citing articles Show Details

2017 , vol. 8, # AUG art. no. 130 Title/Abstract Full Text View citing articles Show Details

% increase

Not active

CD-1 mouse

intraperitoneal administration

0.3 mg/kg

Single

Psychostimulant

2017 , vol. 8, # AUG ...

Title/Abstract Full Text View citing articles Show Details

2017 , vol. 8, # AUG art. no. 130 Title/Abstract Full Text View citing articles Show Details

% increase

Not active

CD-1 mouse

intraperitoneal administration

0.3 mg/kg

Single

Psychostimulant

2017 , vol. 8, # AUG ...

Title/Abstract Full Text View citing articles Show Details

2017 , vol. 8, # AUG art. no. 130 Title/Abstract Full Text View citing articles Show Details

% increase

Active

CD-1 mouse

intraperitoneal administration

0.3 mg/kg

Single

Psychostimulant

2017 , vol. 8, # AUG ...

Title/Abstract Full Text View citing articles Show Details

2017 , vol. 8, # AUG art. no. 130 Title/Abstract Full Text View citing articles Show Details

% increase

Active

CD-1 mouse

intraperitoneal administration

0.3 mg/kg

Single

Psychostimulant

2017 , vol. 8, # AUG ...

Title/Abstract Full Text View citing articles Show Details

2017 , vol. 8, # AUG art. no. 130 Title/Abstract Full Text View citing articles Show Details

% increase

Active

CD-1 mouse

intraperitoneal administration

0.3 mg/kg

Single

Psychostimulant

2017 , vol. 8, # AUG ...

Title/Abstract Full Text View citing articles Show Details

2017 , vol. 8, # AUG art. no. 130 Title/Abstract Full Text View citing articles Show Details

% increase

Not active

CD-1 mouse

intraperitoneal administration

0.3 mg/kg

Single

Psychostimulant

2017 , vol. 8, # AUG ...

Title/Abstract Full Text View citing articles Show Details

2017 , vol. 8, # AUG art. no. 130 Title/Abstract Full Text View citing articles Show Details

% increase

Not active

CD-1 mouse

intraperitoneal administration

0.3 mg/kg

Single

Psychostimulant

2017 , vol. 8, # AUG ...

Title/Abstract Full Text View citing articles Show Details

2017 , vol. 8, # AUG art. no. 130 Title/Abstract Full Text View citing articles Show Details

% increase

Not active

CD-1 mouse

intraperitoneal administration

0.3 mg/kg

Single

Psychostimulant

2017 , vol. 8, # AUG ...

Title/Abstract Full Text View citing articles Show Details

2017 , vol. 8, # AUG art. no. 130 Title/Abstract Full Text View citing articles Show Details

% increase

Not active

CD-1 mouse

intraperitoneal administration

0.3 mg/kg

Single

Psychostimulant

2017 , vol. 8, # AUG ...

Title/Abstract Full Text View citing articles Show Details

2017 , vol. 8, # AUG art. no. 130 Title/Abstract Full Text View citing articles Show Details

% increase

Not active

CD-1 mouse

intraperitoneal administration

0.3 mg/kg

Single

Psychostimulant

2017 , vol. 8, # AUG ...

Title/Abstract Full Text View citing articles Show Details

2017 , vol. 8, # AUG art. no. 130 Title/Abstract Full Text View citing articles Show Details

% increase

Not active

CD-1 mouse

intraperitoneal administration

0.3 mg/kg

Single

Psychostimulant

2017 , vol. 8, # AUG ...

Title/Abstract Full Text View citing articles Show Details

2017 , vol. 8, # AUG art. no. 130 Title/Abstract Full Text View citing articles Show Details

% Inhibition

CD-1 mouse

intraperitoneal administration

0.3 mg/kg

Single

2017 , vol. 8, # AUG ...

Title/Abstract Full Text View citing articles Show Details

2017 , vol. 8, # AUG art. no. 130 Title/Abstract Full Text View citing articles Show Details

% increase

150

CD-1 mouse

intraperitoneal administration

0.3 mg/kg

Single

Psychostimulant

2017 , vol. 8, # AUG ...

Title/Abstract Full Text View citing articles Show Details

2017 , vol. 8, # AUG art. no. 130 Title/Abstract Full Text View citing articles Show Details

Qualitative Information 1 of 1

Effect

Cataleptogenic

Biological material

Mus musculus

Assay Description

In vivo effective dose of the compound required to measure immobility index in Male ICR mouse after 40-45 min upon intravenous administration

Results

RANGE = 3-9 umol/Kg

Citation

Wiley, Jenny L.; Smith, Valerie J.; Chen, Jianhong; Martin, Billy R.; Huffman, John W.

Bioorganic and Medicinal Chemistry, 2012 , vol. 20, # 6 p. 2067 - 2081 Title/Abstract Full Text View citing articles Show Details

Metabolism (4) Quantitative Results pX

Parameter

Value (qual)

Value (quant)

Unit

Action on Target

Target

Tissue/Organ

Cell

Cell fraction

Substrate /Carried Molecule

Dose

Reference (expand all/collapse all)

Concentration

ng/ml

liver

Microsome

NADH

5 μM

Toxicology Letters, 2016...

Title/Abstract Full Text View citing articles Show Details

Holm, Niels Bjerre; Noble, Carolina; Linnet, Kristian

Toxicology Letters, 2016 , vol. 259, p. 35 - 43 Title/Abstract Full Text View citing articles Show Details

Clint

7.1

μl/min/mg protein

liver

Microsome

5 μM

Toxicology Letters, 2016...

Title/Abstract Full Text View citing articles Show Details

Holm, Niels Bjerre; Noble, Carolina; Linnet, Kristian

Toxicology Letters, 2016 , vol. 259, p. 35 - 43 Title/Abstract Full Text View citing articles Show Details

Clint

104

μl/min/mg protein

liver

Microsome

NADH

5 μM

Toxicology Letters, 2016...

Title/Abstract Full Text View citing articles Show Details

Holm, Niels Bjerre; Noble, Carolina; Linnet, Kristian

Toxicology Letters, 2016 , vol. 259, p. 35 - 43 Title/Abstract Full Text View citing articles Show Details

Concentration

0.4

ng/ml

liver

Microsome

NADH

5 μM

Toxicology Letters, 2016...

Title/Abstract Full Text View citing articles Show Details

Holm, Niels Bjerre; Noble, Carolina; Linnet, Kristian

Toxicology Letters, 2016 , vol. 259, p. 35 - 43 Title/Abstract Full Text View citing articles Show Details

Toxicity/Safety Pharmacology (6) Quantitative Results pX

Parameter

Value (qual)

Value (quant)

Unit

Action on Target

Target

Tissue/Organ

Cell

Bioassay

Dose

Effect

Reference (expand all/collapse all)

% Decrease

Active

0.01 100 mg/kg

Human Psychopharmacology...

Title/Abstract Full Text View citing articles Show Details

Canazza, Isabella; Ossato, Andrea; Vincenzi, Fabrizio; Gregori, Adolfo; Di Rosa, Fabiana; Nigro, Federica; Rimessi, Alessandro; Pinton, Paolo; Varani, Katia; Borea, Pier Andrea; Marti, Matteo

Human Psychopharmacology, 2017 , vol. 32, # 3 art. no. E2601 Title/Abstract Full Text View citing articles Show Details

% Inhibition

Active

0.01 100 mg/kg

Human Psychopharmacology...

Title/Abstract Full Text View citing articles Show Details

Canazza, Isabella; Ossato, Andrea; Vincenzi, Fabrizio; Gregori, Adolfo; Di Rosa, Fabiana; Nigro, Federica; Rimessi, Alessandro; Pinton, Paolo; Varani, Katia; Borea, Pier Andrea; Marti, Matteo

Human Psychopharmacology, 2017 , vol. 32, # 3 art. no. E2601 Title/Abstract Full Text View citing articles Show Details

% Inhibition

Active

0.01 100 mg/kg

Human Psychopharmacology...

Title/Abstract Full Text View citing articles Show Details

Canazza, Isabella; Ossato, Andrea; Vincenzi, Fabrizio; Gregori, Adolfo; Di Rosa, Fabiana; Nigro, Federica; Rimessi, Alessandro; Pinton, Paolo; Varani, Katia; Borea, Pier Andrea; Marti, Matteo

Human Psychopharmacology, 2017 , vol. 32, # 3 art. no. E2601 Title/Abstract Full Text View citing articles Show Details

% Increase

Active

6 mg/kg

Human Psychopharmacology...

Title/Abstract Full Text View citing articles Show Details

Canazza, Isabella; Ossato, Andrea; Vincenzi, Fabrizio; Gregori, Adolfo; Di Rosa, Fabiana; Nigro, Federica; Rimessi, Alessandro; Pinton, Paolo; Varani, Katia; Borea, Pier Andrea; Marti, Matteo

Human Psychopharmacology, 2017 , vol. 32, # 3 art. no. E2601 Title/Abstract Full Text View citing articles Show Details

% Decrease

Active

0.01 100 mg/kg

Human Psychopharmacology...

Title/Abstract Full Text View citing articles Show Details

Canazza, Isabella; Ossato, Andrea; Vincenzi, Fabrizio; Gregori, Adolfo; Di Rosa, Fabiana; Nigro, Federica; Rimessi, Alessandro; Pinton, Paolo; Varani, Katia; Borea, Pier Andrea; Marti, Matteo

Human Psychopharmacology, 2017 , vol. 32, # 3 art. no. E2601 Title/Abstract Full Text View citing articles Show Details

% Decrease

Active

0.01 100 mg/kg

Human Psychopharmacology...

Title/Abstract Full Text View citing articles Show Details

Canazza, Isabella; Ossato, Andrea; Vincenzi, Fabrizio; Gregori, Adolfo; Di Rosa, Fabiana; Nigro, Federica; Rimessi, Alessandro; Pinton, Paolo; Varani, Katia; Borea, Pier Andrea; Marti, Matteo

Human Psychopharmacology, 2017 , vol. 32, # 3 art. no. E2601 Title/Abstract Full Text View citing articles Show Details

Identification Physical Data Spectra