(4S)-Pregabalin Amide Lactose Adduct

• CAT Number: C001086
• CAS Number: 466678-44-4
• Molecular Formula: C₂₀H₃₅NO₁₁
• Molecular Weight: 465.49
• Purity: ≥95%
• Synonyms: (4S)-1-(4-O-?-D-Galactopyranosyl-?-D-glucopyranosyl)-4-(2-methylpropyl)-2-pyrrolidinone; (S)-1-((2R,3R,4R,5S,6R)-3,4-Dihydroxy-6-(hydroxymethyl)-5-(((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)-4-isobutylpyrrolidin-2-one
• Solubility: DMSO (Slightly), Methanol (Slightly), Water (Slightly)
• Appearance: White to Pale Beige Solid
• Storage: 4°C, Hygroscopic
• IUPAC Name: (4S)-1-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]-4-(2-methylpropyl)pyrrolidin-2-one
• InChI: InChI=1S/C20H35NO11/c1-8(2)3-9-4-12(24)21(5-9)19-16(28)15(27)18(11(7-23)30-19)32-20-17(29)14(26)13(25)10(6-22)31-20/h8-11,13-20,22-23,25-29H,3-7H2,1-2H3/t9-,10+,11+,13-,14-,15+,16+,17+,18+,19+,20-/m0/s1
• InChIKey: BSKMCHXCKWARJQ-PZXPMIFTSA-N
• SMILES: CC(C)C[C@H]1CC(=O)N(C1)[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O[C@H]3[C@@H]([C@H]([C@H]([C@H](O3)CO)O)O)O)O)O

(4S)-Pregabalin amide lactose adduct（Cat No.:C001086）is a molecular complex formed between the amide derivative of (4S)-pregabalin and lactose, typically arising during pharmaceutical formulation or stability studies. Pregabalin, a GABA analog used for neuropathic pain and epilepsy, contains a chiral center at the 4-position, and its amide form improves chemical stability or bioavailability in some applications. When it interacts with lactose—often used as an excipient in solid dosage forms—an adduct may form through hydrogen bonding or Maillard-type reactions. Studying such adducts is crucial for ensuring drug stability, efficacy, and safety in final formulations.

Reference

Lovdahl, M.J., et al.: J. Pharma. Biomed. Anal., 28, 917 (2002);