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CAS No 148553-50-8 , (3S)-3-(aminomethyl)-5-methylhexanoic acid

  • Name: (3S)-3-(aminomethyl)-5-methylhexanoic acid
  • Synonyms: (R-)-3-isobutyl GABA; 148553-50-8; (S)-3-(Aminomethyl)-5-methylhexanoic acid;(3S)-3-(aminomethyl)-5-methylhexanoic acid; 3-isobutyl GABA;Lyrica; CI 1008; CI-1008; Pregablin;
  • CAS Registry Number:
  • Density: 0.997 g/cm3
  • Refractive index: 1.464
  • Molecular Weight: 159.22608
  • InchiKey: AYXYPKUFHZROOJ-ZETCQYMHSA-N
  • InChI: 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
  • Molecular Formula: C8H17NO2
  • Molecular Structure:CAS No:148553-50-8 (3S)-3-(aminomethyl)-5-methylhexanoic acid

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References of (3S)-3-(aminomethyl)-5-methylhexanoic acid
Title: Pregabalin
CAS Registry Number: 148553-50-8
CAS Name: (3S)-3-(Aminomethyl)-5-methylhexanoic acid
Synonyms: (S)-(+)-4-amino-3-(2-methylpropyl)butanoic acid; (S)-(+)-3-isobutyl-g-aminobutyric acid
Manufacturers' Codes: CI-1008; PD-144723
Trademarks: Lyrica (Pfizer)
Molecular Formula: C8H17NO2
Molecular Weight: 159.23
Percent Composition: C 60.34%, H 10.76%, N 8.80%, O 20.10%
Literature References: Structural analog of g-aminobutyric acid, q.v.; ligand at a2d subunit of voltage-gated calcium channels. Prepn of racemate: R. Andruszkiewicz, R. B. Silverman, Synthesis 1989, 953. Enantioselective synthesis: P. Yuen et al., Bioorg. Med. Chem. Lett. 4, 823 (1994). Manufacturing process: M. S. Hoekstra et al., Org. Process Res. Dev. 1, 26 (1997). HPLC determn in biological fluids: B. L. Windsor, L. L. Radulovic, J. Chromatogr. B 674, 143 (1995). Clinical trial in post-herpetic neuralgia: R. Sabatowski et al., Pain 109, 26 (2004). Overview of mechanism and pharmacology: S. M. Stahl, J. Clin. Psychiatry 65, 596, 1033 (2004). Review of pharmacology and clinical experience: B. A. Lauria-Horner, R. B. Pohl, Expert Opin. Invest. Drugs 12, 663-672 (2003); R. Huckle, Curr. Opin. Invest. Drugs 5, 82-89 (2004).
Properties: White crystalline solid, mp 186-188°. [a]D23 +10.52° (c = 1.06 in water).
Melting point: mp 186-188°
Optical Rotation: [a]D23 +10.52° (c = 1.06 in water)
Therap-Cat: Anticonvulsant; anxiolytic; analgesic in treatment of peripheral neuropathic pain.
Keywords: Anticonvulsant; Anxiolytic; Analgesic (Non-Narcotic).