CP-601927

Investigational

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C12H12F3N
Molecular Weight	227.2256
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

FC(F)(F)C1=CC=C2[C@H]3C[C@H](CNC3)C2=C1

InChI

InChIKey=RNOBTWYQAWEZHH-JGVFFNPUSA-N

InChI=1S/C12H12F3N/c13-12(14,15)9-1-2-10-7-3-8(6-16-5-7)11(10)4-9/h1-2,4,7-8,16H,3,5-6H2/t7-,8+/m0/s1

HIDE SMILES / InChI

Molecular Formula	C12H12F3N
Molecular Weight	227.2256
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/21594972 | https://isctm.org/public_access/Feb_2012/22Feb2012_Posters_Abstracts.pdf | https://www.ncbi.nlm.nih.gov/pubmed/23639435

CP-601927 is a selective α4β2 nicotinic acetylcholine receptor partial agonist developed by Pfizer. The compound has antidepressant-like activity in animal models and was investigated in a phase 2 trial as an augmentation to other antidepressant therapy in patients with Major Depressive Disorder. However, CP-601927 ultimately lacked efficacy as an adjuvant in these patients because of insufficient activity of α4β2 at therapeutic doses.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Neuronal acetylcholine receptor; alpha4/beta2 76 Target ID: CHEMBL1907589 Sources: https://www.ncbi.nlm.nih.gov/pubmed/29980822	Partial Agonist 290		25.0 nM [IC50]

PubMed

Title	Date	PubMed
Species differences in the biotransformation of an alpha 4 beta 2 nicotinic acetylcholine receptor partial agonist: the effects of distinct glucuronide metabolites on overall compound disposition.	2010 Feb	19910512

Substance Class	Chemical Created by `admin` on `Sat Dec 16 10:06:01 GMT 2023` Edited by `admin` on `Sat Dec 16 10:06:01 GMT 2023`
Record UNII	VI5LR1EU47
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CP-601927

Common Name

English

CP-601,927

Code

English

1,5-METHANO-1H-3-BENZAZEPINE, 2,3,4,5-TETRAHYDRO-7-(TRIFLUOROMETHYL)-, (1R,5S)-

Systematic Name

English

1,5-METHANO-1H-3-BENZAZEPINE, 2,3,4,5-TETRAHYDRO-7-(TRIFLUOROMETHYL)-, (1R,5S)-(+)-

Systematic Name

English

Code System Code Type Description

CAS

1448551-01-6