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SML3167

Sigma-Aldrich

Pregabalin

≥95% (HPLC)

Synonym(s):

(S)-3-(Aminomethyl)-5-methylhexanoic acid; (S)-3-Isobutyl-γ-aminobutyric acid, 3-Isobutyl GABA, CI-1008, PD-144723

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About This Item

CAS Number:
148553-50-8
MDL number:
MFCD00917044
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥95% (HPLC)

form

powder

drug control

USDEA Schedule V

color

white to beige

solubility

H2O: 2 mg/mL, clear

storage temp.

−20°C

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

Biochem/physiol Actions

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.

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Warning

Hazard Statements

H336,H361

Hazard Classifications

Repr. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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

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