CPP-115

Investigational

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C7H9F2NO2.ClH
Molecular Weight	213.61
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Cl.N[C@H]1C[C@H](CC1=C(F)F)C(O)=O

InChI

InChIKey=PGVAKHBXGXBOSB-WINKWTMZSA-N

InChI=1S/C7H9F2NO2.ClH/c8-6(9)4-1-3(7(11)12)2-5(4)10;/h3,5H,1-2,10H2,(H,11,12);1H/t3-,5-;/m0./s1

HIDE SMILES / InChI

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	C7H9F2NO2
Molecular Weight	177.1487
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/22128851 | https://www.ncbi.nlm.nih.gov/pubmed/29381352 | https://www.ncbi.nlm.nih.gov/pubmed/24321005

CPP-115 is a gamma-aminobutyric acid aminotransferase activator, developed by Catalyst Pharmaceutical Partners, Inc. The compound does not exhibit other GABAergic or off-target activities and is rapidly and completely orally absorbed and eliminated. In rats, CPP-115 produced inhibition of cocaine-induced increases in extracellular dopamine and in synaptic dopamine in the nucleus accumbens. CPP-115 decreased spasms in the multiple-hit rat model of infantile spasms. CPP-115 was found to have high therapeutic potential for the treatment of cocaine addiction and for a variety of epilepsies, has successfully completed a Phase I safety clinical trial, and was found to be effective in the treatment of infantile spasms (West syndrome).

Approval Year

PubMed

Title	Date	PubMed
Mechanism of inactivation of γ-aminobutyric acid aminotransferase by (1S,3S)-3-amino-4-difluoromethylene-1-cyclopentanoic acid (CPP-115).	2015-02-25	25616005
CPP-115, a vigabatrin analogue, decreases spasms in the multiple-hit rat model of infantile spasms.	2014-01	24321005
The 2011 E. B. Hershberg award for important discoveries in medicinally active substances: (1S,3S)-3-amino-4-difluoromethylenyl-1-cyclopentanoic acid (CPP-115), a GABA aminotransferase inactivator and new treatment for drug addiction and infantile spasms.	2012-01-26	22168767
(1S, 3S)-3-amino-4-difluoromethylenyl-1-cyclopentanoic acid (CPP-115), a potent γ-aminobutyric acid aminotransferase inactivator for the treatment of cocaine addiction.	2012-01-12	22128851
Structural modifications of (1S,3S)-3-amino-4-difluoromethylenecyclopentanecarboxylic acid, a potent irreversible inhibitor of GABA aminotransferase.	2007-03-15	17267220

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 21:06:48 GMT 2025` Edited by `admin` on `Mon Mar 31 21:06:48 GMT 2025`
Record UNII	0285I2MVUA
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

(1S,3S)-3-AMINO-4-DIFLUOROMETHYLENYL-1-CYCLOPENTANOIC ACID HYDROCHLORIDE

Preferred Name

English

CPP-115

Common Name

English

(1S,3S)-3-AMINO-4-(DIFLUOROMETHYLENE)CYCLOPENTANECARBOXYLIC ACID HYDROCHLORIDE

Systematic Name

English

CYCLOPENTANECARBOXYLIC ACID, 3-AMINO-4-(DIFLUOROMETHYLENE)-, HYDROCHLORIDE, (1S,3S)-

Common Name

English

Classification Tree Code System Code

FDA ORPHAN DRUG

300410