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Pilocarpic acid

Pilocarpic acid is a tropane alkaloid derivative characterized by a bicyclic nitrogen-containing heterocycle fused to a pyrrolidine ring, substituted with a hydroxyl group at C-6 and a carboxylic acid moiety at C-1. Its sodium salt (CAS 92598-79-3_Na) arises as a degradation byproduct of pilocarpine via oxidative cleavage of the C-8 methoxy group, yielding a polar, zwitterionic species with enhanced aqueous solubility. This impurity exhibits distinct chromatographic behavior due to its ionized carboxylate functionality, serving as an HPLC reference standard for quantifying process-related degradation in pilocarpine formulations.

On Request
Molecular Formula C11H18N2O3
Molecular Weight 226.2700
CAS Number 92598-79-3_Na
PubChem CID 182186 โ†—
Purity N/A
Product Type API Impurity
Parent Drug Pilocarpic
Lead Time On Request
IUPAC Name (2S,3R)-2-ethyl-3-(hydroxymethyl)-4-(3-methylimidazol-4-yl)butanoic acid

๐Ÿ“ Synonyms

Pilocarpic acid 28406-15-7 978XN1E1ZN (2R,3R)-2-ethyl-3-(hydroxymethyl)-4-(3-methyl-4-imidazolyl)butanoic acid 1H-Imidazole-5-butanoic acid, alpha-ethyl-beta-(hydroxymethyl)-1-methyl-, (alphaS,betaR)- 1H-Imidazole-5-butanoic acid, alpha-ethyl-beta-(hydroxymethyl)-1-methyl-, (S-(R*,S*))- RefChem:174247 (2S,3R)-2-ethyl-3-(hydroxymethyl)-4-(3-methylimidazol-4-yl)butanoic acid (2S,3R)-2-Ethyl-4-hydroxy-3-((1-methyl-1H-imidazol-5-yl)methyl)butanoic acid UNII-978XN1E1ZN

๐Ÿ”ฌ Chemical Identifiers

CC[C@@H]([C@@H](CC1=CN=CN1C)CO)C(=O)O
InChI=1S/C11H18N2O3/c1-3-10(11(15)16)8(6-14)4-9-5-12-7-13(9)2/h5,7-8,10,14H,3-4,6H2,1-2H3,(H,15,16)/t8-,10-/m0/s1
WJRPDGADPABWOY-WPRPVWTQSA-N

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