Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C7H9F2NO2 |
| Molecular Weight | 177.1487 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
N[C@H]1C[C@H](CC1=C(F)F)C(O)=O
InChI
InChIKey=CBSRETZPFOBWNG-UCORVYFPSA-N
InChI=1S/C7H9F2NO2/c8-6(9)4-1-3(7(11)12)2-5(4)10/h3,5H,1-2,10H2,(H,11,12)/t3-,5-/m0/s1
| 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 |
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 |
|---|---|---|
| Structural modifications of (1S,3S)-3-amino-4-difluoromethylenecyclopentanecarboxylic acid, a potent irreversible inhibitor of GABA aminotransferase. | 2007 Mar 15 |
|
| (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 Jan 12 |
|
| 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 Jan 26 |
|
| CPP-115, a vigabatrin analogue, decreases spasms in the multiple-hit rat model of infantile spasms. | 2014 Jan |
|
| Mechanism of inactivation of γ-aminobutyric acid aminotransferase by (1S,3S)-3-amino-4-difluoromethylene-1-cyclopentanoic acid (CPP-115). | 2015 Feb 25 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 02:01:50 GMT 2023
by
admin
on
Sat Dec 16 02:01:50 GMT 2023
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| Record UNII |
5TD9324Z2U
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| Record Status |
Validated (UNII)
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| Record Version |
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5TD9324Z2U
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9794014
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DTXSID10214277
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640897-20-7
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