Query Query
Results
Date
8 substances in Reaxys
2017-08-23 23h:17m:12s (EST)
HN
1. Query
O
O F
Search as: As drawn
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Reaxys ID 20483485 View in Reaxys
1/8 Linear Structure Formula: C14H18 (18)FNO2 Molecular Formula: C14H18FNO2 Molecular Weight: 250.302 InChI Key: XISBAJBPDVRSPG-HUYCHCPVSA-N Note:
HN O O
18F
Patent-Specific Data (1) Prophetic ComLocation in Patent References pound prophetic product
Page/page column 105
Patent; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; RITTER, Tobias; BRASS, Laura; KEITH, Curtis; WATSON, Alan; GREENBLATT, David, J.; WO2010/81036; (2010); (A2) English, View in Reaxys
Druglikeness (1) 1 of 1
LogP
2.666
H Bond Donors
1
H Bond Acceptors
3
Rotatable Bonds
4
TPSA
38.33
Lipinski Number
4
Veber Number
2
Reaxys ID 7517152 View in Reaxys O
2/8 Linear Structure Formula: C14H18FNO2 Molecular Formula: C14H18FNO2 Molecular Weight: 251.301 Type of Substance: heterocyclic InChI Key: XISBAJBPDVRSPG-STQMWFEESA-N Note:
O
H N
F racemate
Druglikeness (1) 1 of 1
LogP
2.666
H Bond Donors
1
H Bond Acceptors
3
Rotatable Bonds
4
TPSA
38.33
Lipinski Number
4
Veber Number
2
Derivative (1) Derivative
References
(S)-(4-Fluoro-phe- Deutsch, Howard M.; Shi, Qing; Gruszecka-Kowalik, Ewa; Schwer, Margaret M.; Journal of Medicinal nyl)-(S)-piperiChemistry; vol. 39; nb. 6; (1996); p. 1201 - 1209, View in Reaxys din-2-yl-acetic acid methyl ester; hydrochloride
Reaxys ID 7517153 View in Reaxys
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O
Linear Structure Formula: C14H18FNO2 Molecular Formula: C14H18FNO2 Molecular Weight: 251.301 Type of Substance: heterocyclic InChI Key: XISBAJBPDVRSPG-OLZOCXBDSA-N Note:
O
H N
F racemate
Druglikeness (1) 1 of 1
LogP
2.666
H Bond Donors
1
H Bond Acceptors
3
Rotatable Bonds
4
TPSA
38.33
Lipinski Number
4
Veber Number
2
Reaxys ID 10363200 View in Reaxys
O H N
4/8 Chemical Name: (+/-)-threo-4-fluoromethylphenidate Linear Structure Formula: C14H18FNO2 Molecular Formula: C14H18FNO2 Molecular Weight: 251.301 Type of Substance: heterocyclic InChI Key: XISBAJBPDVRSPG-UHFFFAOYSA-N Note:
O
threo threo F
Substance Label (1) Label References 4FTMP
Schweri; Deutsch; Massey; Holtzman; Journal of Pharmacology and Experimental Therapeutics; vol. 301; nb. 2; (2002); p. 527 - 535, View in Reaxys
Druglikeness (1) 1 of 1
LogP
2.666
H Bond Donors
1
H Bond Acceptors
3
Rotatable Bonds
4
TPSA
38.33
Lipinski Number
4
Veber Number
2
(0) Medchem (4) 1 of 4
Substance Effect
Behavioural Symptoms
Bioassay Category
In Vivo (Animal models)
Bioassay Name
In vivo Measurement
Bioassay Details
Bioassay : DTA: two-choice discrete-trial avoidance/escape procedure; ED50: dose resulting in selection of cocaine-appropriate choice lever in av. of 10 trials per session rats trained to discriminate between i.p. injections of 10 mg/kg cocaine and saline in a DTA; title comp. injected; after 30 min, test sessions conducted twice weekly, 3-4 d apart; discrimination between cocaine and saline detd.
Biological Species/NCBI Rattus norvegicus ID Substance RN
10363200View in Reaxys
Substance Name
4FTMP
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Substance Dose
0.100000 mg/kg
Substance Route of Adm.
intraperitoneal administration
Measurement Parameter
ED50
Unit
mg/kg
Quantitative value
0.26
Schweri; Deutsch; Massey; Holtzman; Journal of Pharmacology and Experimental Therapeutics; vol. 301; nb. 2; (2002); p. 527 - 535, View in Reaxys 2 of 4
Bioassay Category
In Vitro (Efficacy)
Bioassay Name
In Vitro (others)
Bioassay Details
Effect : binding affinity; inhibition of Target : Sprague-Dawley rat cortical tissue homogenate Bioassay : ref.: citalopram, (-)-cocaine binding to homogenate initiated by addn. of assay buffer, title comp. and 2 nmol/l <3H>citalopram; incubated for 3 h at 0 deg C; terminated; radioactivity counted on scintillation counter; nonspecific binding defined using clomipramine
Substance RN
10363200View in Reaxys
Substance Name
4FTMP
Measurement Parameter
IC50
Unit
nM
Quantitative value
10000
Measurement pX
5
Schweri; Deutsch; Massey; Holtzman; Journal of Pharmacology and Experimental Therapeutics; vol. 301; nb. 2; (2002); p. 527 - 535, View in Reaxys 3 of 4
Bioassay Category
In Vitro (Efficacy)
Bioassay Name
In Vitro (others)
Bioassay Details
Effect : binding affinity; inhibition of Target : Sprague-Dawley rat striatal tissue Bioassay : ref.: citalopram, (-)-cocaine <3H>WIN 35428 binding to dopamine transporter assay conducted using striatal tissues; IC50 determined
Substance RN
10363200View in Reaxys
Substance Name
4FTMP
Measurement Parameter
IC50
Unit
nM
Quantitative value
35
Measurement pX
7.46
Schweri; Deutsch; Massey; Holtzman; Journal of Pharmacology and Experimental Therapeutics; vol. 301; nb. 2; (2002); p. 527 - 535, View in Reaxys 4 of 4
Bioassay Category
In Vitro (Efficacy)
Bioassay Name
In Vitro (others)
Bioassay Details
Effect : transport; inhibition of Target : Sprague-Dawley rat striatal synaptosomes Bioassay : ref.: citalopram, (-)-cocaine synaptasomal preparation preincubated for 10 min in presence of title comp.; exposed to <3H>dopamine over a 2 min period at 37 deg C; accumulation of <3H>dopamine detd.
Substance RN
10363200View in Reaxys
Substance Name
4FTMP
Copyright © 2017 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
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Measurement Parameter
IC50
Unit
nM
Quantitative value
142
Measurement pX
6.85
Schweri; Deutsch; Massey; Holtzman; Journal of Pharmacology and Experimental Therapeutics; vol. 301; nb. 2; (2002); p. 527 - 535, View in Reaxys
Reaxys ID 20483465 View in Reaxys
5/8 CAS Registry Number: 1354631-33-6 Linear Structure Formula: C14H18FNO2 Molecular Formula: C14H18FNO2 Molecular Weight: 251.301 InChI Key: XISBAJBPDVRSPG-UHFFFAOYSA-N Note:
HN O O
F
Patent-Specific Data (1) Prophetic ComLocation in Patent References pound prophetic product
Page/page column 106
Patent; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; RITTER, Tobias; BRASS, Laura; KEITH, Curtis; WATSON, Alan; GREENBLATT, David, J.; WO2010/81036; (2010); (A2) English, View in Reaxys
Druglikeness (1) 1 of 1
LogP
2.666
H Bond Donors
1
H Bond Acceptors
3
Rotatable Bonds
4
TPSA
38.33
Lipinski Number
4
Veber Number
2
Reaxys ID 25264304 View in Reaxys F
6/8 Linear Structure Formula: C14H18FNO2 Molecular Formula: C14H18FNO2 Molecular Weight: 251.301 InChI Key: XISBAJBPDVRSPG-CHWSQXEVSA-N Note:
O O HN
Druglikeness (1) 1 of 1
LogP
2.666
H Bond Donors
1
H Bond Acceptors
3
Rotatable Bonds
4
TPSA
38.33
Lipinski Number
4
Copyright © 2017 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
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Veber Number
2
Medchem (4) 1 of 4
Target Mutant/Chimera Details
Sodium-dependent dopamine transporter [Rattus norvegicus]:Wild
Substance Action on Target
Inhibitor
Target Species (Bioactivity)
Rattus norvegicus
Target Subunit Proteins
Sodium-dependent dopamine transporter [Rattus norvegicus]
Bioassay Category
In Vitro (Efficacy)
Bioassay Details
Inhibitory concentration of compound against [3H]WIN 35428 (2 nM) binding to rat striatal tissue dopamine transporter (DAT) upon incubation in 25 mM sodium phosphate buffer, pH 7.7 for 2 hours
Biological Species/NCBI Rattus norvegicus ID Substance RN
25264304View in Reaxys
Measurement Parameter
IC50
Unit
nM
Qualitative value
=
Quantitative value
35
Deviation
3
Measurement pX
7.46
Target, Subunit, Species Sodium-dependent dopamine transporter [Rattus norvegicus] 2 of 4
Target Mutant/Chimera Details
Sodium-dependent dopamine transporter:Wild
Substance Action on Target
Inhibitor
Target Subunit Proteins
Sodium-dependent dopamine transporter
Bioassay Category
In Vitro (Efficacy)
Bioassay Details
Compound was tested for the inhibition of [3H]DA uptake from dopamine transporter
Substance RN
25264304View in Reaxys
Measurement Parameter
IC50
Unit
nM
Qualitative value
=
Quantitative value
142
Deviation
2
Measurement pX
6.85
Target, Subunit, Species Sodium-dependent dopamine transporter 3 of 4
Target Mutant/Chimera Details
Sodium-dependent dopamine transporter:Wild
Substance Action on Target
Inhibitor
Target Subunit Proteins
Sodium-dependent dopamine transporter
Bioassay Category
In Vitro (Efficacy)
Bioassay Details
Ratio of the inhibitory concentration of compound against dopamine uptake to that of radioligand binding to DAT
Copyright © 2017 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
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Substance RN
25264304View in Reaxys
Measurement Parameter
Qualitative
Qualitative value
Not Published
Target, Subunit, Species Sodium-dependent dopamine transporter 4 of 4
Target Mutant/Chimera Details
Sodium-dependent dopamine transporter:Wild; Sodium-dependent serotonin transporter:Wild
Substance Action on Target
Inhibitor
Target Subunit Proteins
Sodium-dependent dopamine transporter; Sodium-dependent serotonin transporter
Bioassay Category
In Vitro (Efficacy)
Bioassay Details
Compound was tested for the inhibition of radioligand [3H]WIN 35428 binding to dopamine transporter (DAT)
Substance RN
25264304View in Reaxys
Measurement Parameter
IC50
Unit
nM
Qualitative value
=
Quantitative value
35
Deviation
3
Measurement pX
7.46
Target, Subunit, Species Sodium-dependent dopamine transporter; Sodium-dependent serotonin transporter
Reaxys ID 7502169 View in Reaxys Cl
O
7/8
H
Linear Structure Formula: C14H18FNO2*ClH Molecular Formula: C14H18FNO2*ClH Molecular Weight: 287.762 Type of Substance: heterocyclic InChI Key: NCCJEXAXCWALQG-QNTKWALQSA-N Note:
O
H N
F racemate
Druglikeness (1) 1 of 1
LogP
3.178
H Bond Donors
1
H Bond Acceptors
3
Rotatable Bonds
4
TPSA
38.33
Lipinski Number
4
Veber Number
2
Melting Point (1) 1 of 1
Melting Point [°C]
208.5 - 210.5
Solvent (Melting Point)
ethyl acetate; methanol
Deutsch, Howard M.; Shi, Qing; Gruszecka-Kowalik, Ewa; Schwer, Margaret M.; Journal of Medicinal Chemistry; vol. 39; nb. 6; (1996); p. 1201 - 1209, View in Reaxys (0) Medchem (1)
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1 of 1
Bioassay Category
In Vivo (Animal models)
Bioassay Details Substance RN
7502169View in Reaxys
Measurement Parameter
Qualitative
Qualitative value
ND
Deutsch, Howard M.; Shi, Qing; Gruszecka-Kowalik, Ewa; Schwer, Margaret M.; Journal of Medicinal Chemistry; vol. 39; nb. 6; (1996); p. 1201 - 1209, View in Reaxys
Reaxys ID 24460343 View in Reaxys
8/8 Linear Structure Formula: C14H18FNO2*ClH Molecular Formula: C14H18FNO2*ClH Molecular Weight: 287.762 Note:
F
H N
HCl
O O
(0) Medchem (6) 1 of 6
Target Mutant/Chimera Details
Sodium-dependent dopamine transporter [Rattus norvegicus]:Wild
Target Species (Bioactivity)
Rattus norvegicus
Target Subunit Proteins
Sodium-dependent dopamine transporter [Rattus norvegicus]
Target Transfection
Non Transfected
Bioassay Category
In Vitro (Efficacy)
Bioassay Name
Binding
Biological Species/NCBI Sprague Dawley rat ID Organs/Tissues
corpus striatum
Cell Fraction
Membrane
Substance RN
24460343View in Reaxys
Substance Name
1p
Measurement Parameter
IC50
Unit
nM
Quantitative value
35
Deviation
3
Measurement pX
7.46
Target, Subunit, Species Sodium-dependent dopamine transporter [Rattus norvegicus] 2 of 6
Target Mutant/Chimera Details
Sodium-dependent dopamine transporter [Rattus norvegicus]:Wild
Target Species (Bioactivity)
Rattus norvegicus
Target Subunit Proteins
Sodium-dependent dopamine transporter [Rattus norvegicus]
Target Transfection
Non Transfected
Copyright © 2017 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
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Bioassay Category
In Vitro (Efficacy)
Bioassay Name
Binding
Biological Species/NCBI Sprague Dawley rat ID Organs/Tissues
corpus striatum
Cell Fraction
Membrane
Substance RN
24460343View in Reaxys
Substance Name
1p
Measurement Parameter
nH
Quantitative value
0.97
Deviation
0.0200000
Target, Subunit, Species Sodium-dependent dopamine transporter [Rattus norvegicus] 3 of 6
Target Mutant/Chimera Details
Sodium-dependent dopamine transporter [Rattus norvegicus]:Wild
Target Species (Bioactivity)
Rattus norvegicus
Target Subunit Proteins
Sodium-dependent dopamine transporter [Rattus norvegicus]
Target Transfection
Non Transfected
Bioassay Category
In Vitro (Efficacy)
Bioassay Name
Flux uptake
Biological Species/NCBI Sprague Dawley rat ID Organs/Tissues
corpus striatum
Cell Fraction
Synaptosome
Substance RN
24460343View in Reaxys
Substance Name
1p
Measurement Parameter
IC50
Unit
nM
Quantitative value
142
Deviation
2
Measurement pX
6.85
Target, Subunit, Species Sodium-dependent dopamine transporter [Rattus norvegicus] 4 of 6
Target Mutant/Chimera Details
Sodium-dependent dopamine transporter [Rattus norvegicus]:Wild
Substance Action on Target
Inhibitor
Target Species (Bioactivity)
Rattus norvegicus
Target Subunit Proteins
Sodium-dependent dopamine transporter [Rattus norvegicus]
Bioassay Category
In Vitro (Efficacy)
Bioassay Details
Inhibitory concentration against binding of 25 uL of [3H]WIN 35,428 radioligand to dopamine transporter from rat striatal tissue incubated in phosphate buffer at 0 degree C for 2 h
Biological Species/NCBI Rattus norvegicus ID
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Substance RN
24460343View in Reaxys
Measurement Parameter
IC50
Unit
nM
Qualitative value
=
Quantitative value
35
Deviation
3
Measurement pX
7.46
Target, Subunit, Species Sodium-dependent dopamine transporter [Rattus norvegicus] Deutsch, Howard M.; Shi, Qing; Gruszecka-Kowalik, Ewa; Schwer, Margaret M.; Journal of Medicinal Chemistry; vol. 39; nb. 6; (1996); p. 1201 - 1209, View in Reaxys 5 of 6
Substance Action on Target
Inhibitor
Bioassay Category
In Vitro (Efficacy)
Bioassay Details
Inhibition of [3H]dopamine uptake in rat striatal tissue upon incubation for 10 min at 37 using 50 uL of [3H]dopamine as radioligand
Biological Species/NCBI Rattus norvegicus ID Substance RN
24460343View in Reaxys
Measurement Parameter
IC50
Unit
nM
Qualitative value
=
Quantitative value
142
Deviation
2
Measurement pX
6.85
Deutsch, Howard M.; Shi, Qing; Gruszecka-Kowalik, Ewa; Schwer, Margaret M.; Journal of Medicinal Chemistry; vol. 39; nb. 6; (1996); p. 1201 - 1209, View in Reaxys 6 of 6
Bioassay Category
In Vitro (Efficacy)
Bioassay Details
Discrimination ratio of the compound was determined between IC50 of compound against Dopamine uptake to that of Dopamine transporter in rat striatal tissue
Biological Species/NCBI Rattus norvegicus ID Substance RN
24460343View in Reaxys
Measurement Parameter
Ratio
Quantitative value
4.1
Deutsch, Howard M.; Shi, Qing; Gruszecka-Kowalik, Ewa; Schwer, Margaret M.; Journal of Medicinal Chemistry; vol. 39; nb. 6; (1996); p. 1201 - 1209, View in Reaxys
Copyright © 2017 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
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