| Identification | Back Directory | [Name]
Hexanoic acid,3-(aminomethyl)-5-methyl-, (3R)- | [CAS]
148553-51-9 | [Synonyms]
EOS-60963
PD 144550
ent-Pregabalin
PGL-R-isomer(IMP)
Pregabalin R-Isomer
Pregaballin R-Isomer
Pregabalin IMpurity V
Pregabalin EP impurity B
Pregablin R-isomer(Other isomer)
Pregabalin USP Related Compound A
Pregablin Impurity R-pregablin(isomer)
Pregabalin EP Impurity B ((R)-Pregabalin)
(R)-3-(AMinoMethyl)-5-Methylhexanoic acid
Pregabalin Related Compound A Minimum Pack
Hexanoic acid,3-(aminomethyl)-5-methyl-, (3R)-
Pregabalin EP Impurity B/ Pregabalin Related Compound A (Pregabalin (R)-Isomer)
Pregabalin impurity 2/Pregabalin EP Impurity B/(R)-Pregabalin/(R)-3-(aminomethyl)-5-methylhexanoic acid | [Molecular Formula]
C8H17NO2 | [MDL Number]
MFCD08277235 | [MOL File]
148553-51-9.mol | [Molecular Weight]
159.23 |
| Chemical Properties | Back Directory | [Boiling point ]
274.0±23.0 °C(Predicted) | [density ]
0.997±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C | [solubility ]
Methanol (Slightly), Water (Slightly) | [form ]
Solid | [pka]
4.23±0.10(Predicted) | [color ]
White | [Major Application]
pharmaceutical | [InChI]
1S/C8H17NO2/c1-6(2)3-7(5-9)4-8(10)11/h6-7H,3-5,9H2,1-2H3,(H,10,11)/t7-/m1/s1 | [InChIKey]
AYXYPKUFHZROOJ-SSDOTTSWSA-N | [SMILES]
[N+H3]C[C@H](CC(C)C)CC(=O)[O-] |
| Hazard Information | Back Directory | [Chemical Properties]
White Solid | [Uses]
(R)-Pregabalin is a GABA analogue used as an anticonvulsant, Anxiolytic analgesic used to treat peripheral neuropathic pain and fibromyalgia (less potent than the S-Enantiomer).
| [Synthesis]
Hexanoic acid,3-(aminomethyl)-5-methyl-, (3R)- was synthesized by the resolution of racemic amide with (S)-1-phenylethylamine in chloroform and ethanol followed by Hofmann reaction[1].
 | [References]
[1] Sripathi, S., Somesetti, N. R., Veeramalla, R., Challa, N. R., Peddi, S., Karnati, V. R. (2010). Synthesis and characterization of impurities of an anticonvulsant drug, Pregabalin. Arkivoc, 2010 1. https://doi.org/10.3998/ARK.5550190.0011.A22
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