Reaxys
PubChem
eMolecules
Reactions (10)
Substances (2)
Structure
Citations (16)
Structure/Compound Data Chemical Name: 2C-E Reaxys Registry Number: 10665879
Type of Substance: isocyclic Molecular Formula: C12H19NO2
Linear Structure Formula: C12H19NO2
Molecular Weight: 209.288 InChI Key: VDRGNAMREYBIHA-UHFFFAOYSA-N
N° of preparations All Preps | All Reactions 0 prep out of 1 reactions.
Available Data
N° of ref.
Identification Bioactivity (9)
14
1
Synthesize | Hide Details Find similar Chemical Names and Synonyms 2C-E, 2,5-dimethoxy-4-ethylphenethylamine, 2,5- dimethoxy-4-ethylphenethylamine Identification Substance Label (2) Label
Reference
2C-E
Nagai, Fumiko; Nonaka, Ryouichi; Satoh Hisashi Kamimura, Kanako
European Journal of Pharmacology, 2007 , vol. 559, # 2-3 p. 132 - 137 Title/Abstract Full Text View citing articles Show Details
Herth, Matthias M.; Leth-Petersen, Sebastian; Lehel, Szabolcs; Hansen, Martin; Knudsen, Gitte M.; Gillings, Nic; Madsen, Jacob; Kristensen, Jesper L.
RSC Advances, 2014 , vol. 4, # 41 p. 21347 - 21350 Title/Abstract Full Text View citing articles Show Details
37
Lewin, Anita H.; Navarro, Hernan A.; Wayne Mascarella
Bioorganic and Medicinal Chemistry, 2008 , vol. 16, # 15 p. 7415 - 7423 Title/Abstract Full Text View citing articles Show Details
Bioactivity Pharmacological Data (9) 1 of 9
Comment (Pharmacological Data)
Bioactivities present
Reference
Clare, Brian W.
Journal of Medicinal Chemistry, 1998 , vol. 41, # 20 p. 3845 - 3856 Title/Abstract Full Text View citing articles Show Details
Altun, Ahmet; Golcuk, Kurtulus; Kumru, Mustafa; Jalbout, Abraham F.
Bioorganic and Medicinal Chemistry, 2003 , vol. 11, # 18 p. 3861 - 3868 Title/Abstract Full Text View citing articles Show Details
Thakur, Mamta; Thakur, Abhilash; Khadikar, Padmakar V.
Bioorganic and Medicinal Chemistry, 2004 , vol. 12, # 4 p. 825 - 831 Title/Abstract Full Text View citing articles Show Details
Theobald, Denis S.; Maurer, Hans H.
Biochemical Pharmacology, 2007 , vol. 73, # 2 p. 287 - 297 Title/Abstract Full Text View citing articles Show Details
Nagai, Fumiko; Nonaka, Ryouichi; Satoh Hisashi Kamimura, Kanako
European Journal of Pharmacology, 2007 , vol. 559, # 2-3 p. 132 - 137 Title/Abstract Full Text View citing articles Show Details
Nonaka, Ryouichi; Nagai, Fumiko; Ogata, Akio; Satoh, Kanako
Biological and Pharmaceutical Bulletin, 2007 , vol. 30, # 12 p. 2328 - 2333 Title/Abstract Full Text View citing articles Show Details
Lewin, Anita H.; Navarro, Hernan A.; Wayne Mascarella
Bioorganic and Medicinal Chemistry, 2008 , vol. 16, # 15 p. 7415 - 7423 Title/Abstract Full Text View citing articles Show Details
Meyer, Markus R.; Maurer, Hans H.
Current Drug Metabolism, 2010 , vol. 11, # 5 p. 468 - 482 Title/Abstract Full Text View citing articles Show Details
Clare
Journal of Medicinal Chemistry, 1990 , vol. 33, # 2 p. 687 - 702 Title/Abstract Full Text Show Details
SATYA P. GUPTA; PRITHVI SINGH; MAHESH C. BINDAL
Chemical reviews, 1983 , vol. 83, # 6 p. 633 - 649 Title/Abstract Full Text Show Details
Herth, Matthias M.; Leth-Petersen, Sebastian; Lehel, Szabolcs; Hansen, Martin; Knudsen, Gitte M.; Gillings, Nic; Madsen, Jacob; Kristensen, Jesper L.
RSC Advances, 2014 , vol. 4, # 41 p. 21347 - 21350 Title/Abstract Full Text View citing articles Show Details
Randox Laboratories Ltd.; Benchik, Elouard; Fitzgerald, Peter; Lowry, Philip; McConnell, Ivan
Patent: EP2950104 A1, 2015 ; Title/Abstract Full Text Show Details
Glicksberg, Lindsay; Bryand, Kelsie; Kerrigan, Sarah
Journal of Chromatography B: Analytical Technologies in the Biomedical and Life Sciences, 2016 , vol. 1035, p. 91 - 103 Title/Abstract Full Text Show Details
Carbonaro, Theresa M.; Gatch, Michael B.
Brain Research Bulletin, 2016 , vol. 126, p. 74 - 88 Title/Abstract Full Text Show Details
2 of 9
Comment (Pharmacological Data)
physiological behaviour discussed
Reference
Randox Laboratories Ltd.; Benchik, Elouard; Fitzgerald, Peter; Lowry, Philip; McConnell, Ivan
Patent: EP2950104 A1, 2015 ; Title/Abstract Full Text Show Details
3 of 9
Effect (Pharmacological Data)
agonist
Species or TestSystem (Pharmacological Data)
RD-HGA16 cells expressing human TAAR 1 receptor
Method (Pharmacological Data)
hTAAR1 activation assay; title comp. incubated with test cells in presence of Calcium 3 dye as fluorescent substrate (HAM's F-12 medium, 10percent FBS, 5percent CO2/95percent air, 37 deg C, 1 h); title comp. effect on internal calcium mobilization assessed; fluorimetry
Further Details (Pharmacological Data)
hTAAR1: human trace amine receptor 1; Emax: maximal title comp. efficacy
Type (Pharmacological Data)
EC50
4 of 9
Value of Type (Pharmacological Data)
6410 nmol/l
Results
title comp. exhibited Emax 32percent
Reference
Lewin, Anita H.; Navarro, Hernan A.; Wayne Mascarella
Bioorganic and Medicinal Chemistry, 2008 , vol. 16, # 15 p. 7415 - 7423 Title/Abstract Full Text View citing articles Show Details
Effect (Pharmacological Data)
transmitter releasing
Species or TestSystem (Pharmacological Data)
brain cortex synaptosomes of Sprague-Dawley rat
Sex
male
Kind of Dosing (Pharmacological Data)
title comp. purity was 100percent
Method (Pharmacological Data)
synaptosomes pre-loaded with <3H>norepinephrine added to plate containing title comp.; 30 min at 25 deg C; scintillation counted
Further Details (Pharmacological Data)
non-displaceable tritium measured in the presence of tyramine; positive control: methamphetamine (EC50 = 1.1E-8 M); cocaine: no effect
Type (Pharmacological Data)
EC50
Value of Type (Pharmacological Data)
5 of 9
Results
title comp. slightly stimulated release of norepinephrine
Reference
Nagai, Fumiko; Nonaka, Ryouichi; Satoh Hisashi Kamimura, Kanako
European Journal of Pharmacology, 2007 , vol. 559, # 2-3 p. 132 - 137 Title/Abstract Full Text View citing articles Show Details
Effect (Pharmacological Data)
transmitter releasing
Species or TestSystem (Pharmacological Data)
brain cortex synaptosomes of Sprague-Dawley rat
Sex
male
Kind of Dosing (Pharmacological Data)
title comp. purity was 100percent
Method (Pharmacological Data)
synaptosomes pre-loaded with <3H>5-HT added to plate containing title comp.; 30 min at 25 deg C; scintillation counted
Further Details (Pharmacological Data)
non-displaceable tritium measured in the presence of tyramine; positive control: methamphetamine (EC50 = 7.9E-7 M); cocaine: no effect; 5-HT: serotonin
Type (Pharmacological Data)
EC50
Value of Type (Pharmacological Data)
6 of 9
> 1E-4 mol/l
> 1E-4 mol/l
Results
title comp. slightly stimulated release of 5-HT
Reference
Nagai, Fumiko; Nonaka, Ryouichi; Satoh Hisashi Kamimura, Kanako
European Journal of Pharmacology, 2007 , vol. 559, # 2-3 p. 132 - 137 Title/Abstract Full Text View citing articles Show Details
Effect (Pharmacological Data)
transmitter releasing
Species or TestSystem (Pharmacological Data)
brain crude striatum synaptosomes of Sprague-Dawley rat
Sex
male
Kind of Dosing (Pharmacological Data)
title comp. purity was 100percent
Method (Pharmacological Data)
synaptosomes pre-loaded with <3H>dopamine added to plate containing title comp.; 5 min at 25 deg C; scintillation counted
Further Details (Pharmacological Data)
non-displaceable tritium measured in the presence of tyramine; positive control: methamphetamine (EC50 = 2.80E-8 M); cocaine: no effect
Type (Pharmacological Data)
EC50
Value of Type (Pharmacological Data)
7 of 9
8 of 9
> 1E-4 mol/l
Results
title comp. slightly stimulated release of dopamine
Reference
Nagai, Fumiko; Nonaka, Ryouichi; Satoh Hisashi Kamimura, Kanako
European Journal of Pharmacology, 2007 , vol. 559, # 2-3 p. 132 - 137 Title/Abstract Full Text View citing articles Show Details
Effect (Pharmacological Data)
monoamine re-uptake; inhibition of
Species or TestSystem (Pharmacological Data)
brain cortex synaptosomes of Sprague-Dawley rat
Sex
male
Kind of Dosing (Pharmacological Data)
title comp. purity was 100percent
Method (Pharmacological Data)
synaptosomes incubated with title comp. for 10 min at 37 deg C before <3H>norepinephrine addition; 5 min at 37 deg C; scintillation counted
Further Details (Pharmacological Data)
non-specific uptake obtained at 0 deg C; positive control: cocaine (IC50 = 3.4E-7 M) and methamphetamine (IC50 = 2.0E-7 M)
Type (Pharmacological Data)
IC50
Value of Type (Pharmacological Data)
8.9E-5 mol/l
Results
title comp. slightly inhibited norepinephrine re-uptake
Reference
Nagai, Fumiko; Nonaka, Ryouichi; Satoh Hisashi Kamimura, Kanako
European Journal of Pharmacology, 2007 , vol. 559, # 2-3 p. 132 - 137 Title/Abstract Full Text View citing articles Show Details
Effect (Pharmacological Data)
monoamine re-uptake; inhibition of
Species or TestSystem (Pharmacological Data)
brain crude striatum synaptosomes of Sprague-Dawley rat
Sex
male
Kind of Dosing (Pharmacological Data)
title comp. purity was 100percent
Method (Pharmacological Data)
synaptosomes incubated with title comp. for 10 min at 37 deg C before <3H>dopamine addition; 5 min at 37 deg C; scintillation counted
Further Details (Pharmacological Data)
non-specific uptake obtained in the presence of GBR12909; positive control: cocaine (IC50 = 8.5E-7 M) and methamphetamine (IC50 = 3.7E-7 M)
Type (Pharmacological Data)
IC50
Value of Type (Pharmacological Data)
9 of 9
> 1E-4 mol/l
Results
title comp. slightly inhibited re-uptake of dopamine
Reference
Nagai, Fumiko; Nonaka, Ryouichi; Satoh Hisashi Kamimura, Kanako
European Journal of Pharmacology, 2007 , vol. 559, # 2-3 p. 132 - 137 Title/Abstract Full Text View citing articles Show Details
Effect (Pharmacological Data)
monoamine re-uptake; inhibition of
Species or TestSystem (Pharmacological Data)
brain cortex synaptosomes of Sprague-Dawley rat
Sex
male
Kind of Dosing (Pharmacological Data)
title comp. purity was 100percent
Method (Pharmacological Data)
synaptosomes incubated with title comp. for 10 min at 37 deg C before <3H>5-HT addition; 5 min at 37 deg C; scintillation counted
Further Details (Pharmacological Data)
non-specific uptake obtained in the presence of citalopram; positive control: cocaine (IC50 = 2.1E-6 M) and methamphetamine (IC50 = 4.0E-6 M); 5-HT: serotonin
Type (Pharmacological Data)
IC50
Value of Type (Pharmacological Data)
7.2E-5 mol/l
Results
title comp. slightly inhibited re-uptake of 5-HT
Reference
Nagai, Fumiko; Nonaka, Ryouichi; Satoh Hisashi Kamimura, Kanako
European Journal of Pharmacology, 2007 , vol. 559, # 2-3 p. 132 - 137 Title/Abstract Full Text View citing articles Show Details
Chemical Name: 2C-E Reaxys Registry Number: 10716286
Type of Substance: isocyclic Molecular Formula: C12H19NO2*ClH Linear Structure Formula: C12H19NO2*ClH Molecular Weight: 245.749 InChI Key: CTDRFXSMYFXGIH-UHFFFAOYSA-N
2
Synthesize | Hide Details Find similar Chemical Names and Synonyms 2C-E, 4-ethyl-2,5-dimethoxy-β-phenethylamine hydrochloride, 2,5-dimethoxy-4-ethylphenethylamine hydrochloride Identification Substance Label (1) Label
Reference
0 prep out of 9 reactions.
Identification Bioactivity (2)
3
2C-E
Theobald, Denis S.; Maurer, Hans H.
Biochemical Pharmacology, 2007 , vol. 73, # 2 p. 287 - 297 Title/Abstract Full Text View citing articles Show Details
Bioactivity Pharmacological Data (2) 1 of 2
2 of 2
Comment (Pharmacological Data)
Bioactivities present
Reference
Theobald, Denis S.; Maurer, Hans H.
Biochemical Pharmacology, 2007 , vol. 73, # 2 p. 287 - 297 Title/Abstract Full Text View citing articles Show Details
Eshleman, Amy J.; Forster, Michael J.; Wolfrum, Katherine M.; Johnson, Robert A.; Janowsky, Aaron; Gatch, Michael B.
Psychopharmacology, 2014 , vol. 231, # 5 p. 875 - 888 Title/Abstract Full Text View citing articles Show Details
Hansen, Martin; Phonekeo, Karina; Paine, James S.; Leth-Petersen, Sebastian; Begtrup, Mikael; Braeuner-Osborne, Hans; Kristensen, Jesper L.
ACS Chemical Neuroscience, 2014 , vol. 5, # 3 p. 243 - 249 Title/Abstract Full Text View citing articles Show Details
Comment (Pharmacological Data)
physiological behaviour discussed
Reference
Eshleman, Amy J.; Forster, Michael J.; Wolfrum, Katherine M.; Johnson, Robert A.; Janowsky, Aaron; Gatch, Michael B.
Psychopharmacology, 2014 , vol. 231, # 5 p. 875 - 888 Title/Abstract Full Text View citing articles Show Details