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Details

Stereochemistry ABSOLUTE
Molecular Formula C17H22N4
Molecular Weight 282.384
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PF-04479745

SMILES

C[C@@]1([H])CNCCc2c1nc(Cc3ccccc3)[nH]c2=NC

InChI

InChIKey=IHHALLDEDARSAL-LBPRGKRZSA-N
InChI=1S/C17H22N4/c1-12-11-19-9-8-14-16(12)20-15(21-17(14)18-2)10-13-6-4-3-5-7-13/h3-7,12,19H,8-11H2,1-2H3,(H,18,20,21)/t12-/m0/s1

HIDE SMILES / InChI

Molecular Formula C17H22N4
Molecular Weight 282.384
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

PF-04479745 (PF-4479745) is a selective serotonin 5HT2C agonist. PF-4479745 displayed robust pharmacology in a preclinical canine model of stress urinary incontinence (SUI) and no measurable functional agonism at the key selectivity targets 5-HT2A and 5-HT2B in relevant tissue-based assay systems.

CNS Activity

Curator's Comment:: shown in in vivo canine PUP model of SUI

Originator

Curator's Comment:: # Pfizer

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
10.0 nM [EC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Multiparameter optimization in CNS drug discovery: design of pyrimido[4,5-d]azepines as potent 5-hydroxytryptamine 2C (5-HT₂C) receptor agonists with exquisite functional selectivity over 5-HT₂A and 5-HT₂B receptors.
2014 Jun 26

Sample Use Guides

In Vivo Use Guide
Curator's Comment:: PF-04479745 was administered as continuous infusions in appropriate vehicle, doses and infusion rate were calculated based on previously obtained pharmacokinetic (IV bolus) data in order to achieve plasma concentrations in the region of between 3 and 10 times the in vitro EC50 against the human 5-HT2c receptor from cell-based assays.
Rats: Following single intravenous administration of PF-04479745 to rat, systemic clearance was high (104 mL min−1 kg−1, approximately equal to hepatic blood flow).
Route of Administration: Intravenous
In Vitro Use Guide
Curator's Comment:: Agonist activity at recombinant human 5-HT2C receptor expressed in CHO K1 cells assessed as calcium mobilization by FLIPR assay
PF-04479745 exhibited agonist activity at recombinant human 5-HT2C receptor with EC50 10 nM
Substance Class Chemical
Created
by admin
on Sat Jun 26 11:12:13 UTC 2021
Edited
by admin
on Sat Jun 26 11:12:13 UTC 2021
Record UNII
73HBY5P486
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PF-04479745
Code English
PF04479745
Code English
(9S)-6,7,8,9-TETRAHYDRO-N,9-DIMETHYL-2-(PHENYLMETHYL)-5H-PYRIMIDO(4,5-D)AZEPIN-4-AMINE
Systematic Name English
5H-PYRIMIDO(4,5-D)AZEPIN-4-AMINE, 6,7,8,9-TETRAHYDRO-N,9-DIMETHYL-2-(PHENYLMETHYL)-, (9S)-
Systematic Name English
Code System Code Type Description
CAS
1065110-43-1
Created by admin on Sat Jun 26 11:12:13 UTC 2021 , Edited by admin on Sat Jun 26 11:12:13 UTC 2021
PRIMARY
PUBCHEM
90644511
Created by admin on Sat Jun 26 11:12:13 UTC 2021 , Edited by admin on Sat Jun 26 11:12:13 UTC 2021
PRIMARY
FDA UNII
73HBY5P486
Created by admin on Sat Jun 26 11:12:13 UTC 2021 , Edited by admin on Sat Jun 26 11:12:13 UTC 2021
PRIMARY
Related Record Type Details
TARGET -> AGONIST
Related Record Type Details
ACTIVE MOIETY