SML3167
Pregabalin
≥95% (HPLC)
Synonym(s):
(S)-3-(Aminomethyl)-5-methylhexanoic acid; (S)-3-Isobutyl-γ-aminobutyric acid, 3-Isobutyl GABA, CI-1008, PD-144723
SMILES string
[N+H3]C[C@@H](CC(C)C)CC(=O)[O-]
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-/m0/s1
InChI key
AYXYPKUFHZROOJ-ZETCQYMHSA-N
assay
≥95% (HPLC)
form
powder
drug control
USDEA Schedule V
color
white to beige
solubility
H2O: 2 mg/mL, clear
storage temp.
−20°C
Quality Level
Related Categories
Biochem/physiol Actions
Lipophilic GABA analog/ligand at a2d subunit of voltage-dependent Ca2+ channels.
Pregabalin is a lipophilic GABA analog/ligand at α2δ subunit of voltage-dependent Ca2+ channels. Pregabalin is an anticonvulsant, anxiolytic analgesic used to treat peripheral neuropathic pain and fibromyalgia.
signalword
Warning
hcodes
Hazard Classifications
Repr. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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J H Jun et al.
Anesthesia and analgesia, 86(2), 348-354 (1998-02-12)
Gabapentin is an anticonvulsant that may represent a novel class of drugs, which has novel spinal antihyperalgesic activity. We sought to characterize this spinal action in a model of hyperalgesia that involves a mild thermal injury to the hind paw
M J Field et al.
British journal of pharmacology, 121(8), 1513-1522 (1997-08-01)
1. Gabapentin (neurontin) is a novel antiepileptic agent that binds to the alpha 2 delta subunit of voltage-dependent calcium channels. The only other compound known to possess affinity for this recognition site is the (S)-(+)-enantiomer of 3-isobutylgaba. However, the corresponding
M J Field et al.
The Journal of pharmacology and experimental therapeutics, 282(3), 1242-1246 (1997-10-08)
Gabapentin and S-(+)-3-isobutylgaba are anticonvulsant agents that selectively interact with the alpha2delta subunit of voltage-dependent calcium channels. This report describes the activities of these two compounds in a rat model of postoperative pain. An incision of the plantaris muscle of
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