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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 of CP-601927

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

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

Targets

Primary TargetPharmacologyConditionPotency
25.0 nM [IC50]
PubMed

PubMed

TitleDatePubMed
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
Toxicity study in juvenile rats with the α4β2 nicotinic acetylcholine receptor partial agonist CP-601,927.
2011 Aug
Therapeutic doses of antidepressants are projected not to inhibit human α4β2 nicotinic acetylcholine receptors.
2013 Sep
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
  • Download
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
Created by admin on Sat Dec 16 10:06:01 GMT 2023 , Edited by admin on Sat Dec 16 10:06:01 GMT 2023
ALTERNATIVE
PUBCHEM
11498153
Created by admin on Sat Dec 16 10:06:01 GMT 2023 , Edited by admin on Sat Dec 16 10:06:01 GMT 2023
PRIMARY
CAS
357425-02-6
Created by admin on Sat Dec 16 10:06:01 GMT 2023 , Edited by admin on Sat Dec 16 10:06:01 GMT 2023
PRIMARY
ChEMBL
CHEMBL3707250
Created by admin on Sat Dec 16 10:06:01 GMT 2023 , Edited by admin on Sat Dec 16 10:06:01 GMT 2023
PRIMARY
DRUG BANK
DB12244
Created by admin on Sat Dec 16 10:06:01 GMT 2023 , Edited by admin on Sat Dec 16 10:06:01 GMT 2023
PRIMARY
FDA UNII
VI5LR1EU47
Created by admin on Sat Dec 16 10:06:01 GMT 2023 , Edited by admin on Sat Dec 16 10:06:01 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY