28406-15-7

Basic information

• Product Name: pilocarpic acid
• Synonyms: pilocarpic acid;(αS,βR)-α-Ethyl-β-(hydroxymethyl)-1-methyl-1H-imidazole-5-butanoic acid
• CAS NO: 28406-15-7
• Molecular Formula: C₁₁H₁₈N₂O₃
• Molecular Weight: 226.27222
• Mol File: 28406-15-7.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 367.89°C (rough estimate)
• Flash Point: 244.9°C
• Appearance: /
• Density: 1.1376 (rough estimate)
• Vapor Pressure: 4.5E-10mmHg at 25°C
• Refractive Index: 1.4620 (estimate)
• Water Solubility: 0.12g/L(23 oC)
• CAS DataBase Reference: pilocarpic acid(CAS DataBase Reference)
• NIST Chemistry Reference: pilocarpic acid(28406-15-7)
• EPA Substance Registry System: pilocarpic acid(28406-15-7)

Safety Data

• Hazardous Substances Data: 28406-15-7(Hazardous Substances Data)

Usage

InChI:InChI=1/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

Upstream product

• 878542-48-4 Pilocarpine 
• 54-71-7 pilocarpine hydrochloride 
• 92-13-7 pilocarpine 
• 92598-95-3 O-butyryl pilocarpic acid 4-methylbenzyl ester 
• 92598-84-0 Benzoic acid (2R,3S)-3-benzyloxycarbonyl-2-(3-methyl-3H-imidazol-4-ylmethyl)-pentyl ester 

Downstream Products

• 34350-99-7 Isopilocarpinsaeure 

Relevant articles and documents

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Evaluation of monolithic C18 HPLC columns for the fast analysis of pilocarpine hydrochloride in the presence of its degradation products

Monolithic Performance C18 HPLC columns (Chromolith Performance RP-18e, Merck) were applied for the determination of pilocarpine hydrochloride in the presence of its degradation products isopilocarpine, pilocarpic acid and isopilocarpic acid. The method was validated using a set of six monolithic columns and compared to a conventional C18 column. The separation of pilocarpine from its degradation products was investigated on monolithic columns at different flow rates from 1 to 9 ml/min. Superior resolution was obtained using monolithic columns over the conventional C18 column at the same flow rate of 1 ml/min with a total run time of 9 min compared to 13.5 min for the conventional C18 column. Comparable resolution to that obtained in the C18 column (but with better peak symmetry) was obtained at a flow rate of 4 ml/min, although the total run time was reduced to 3.5 min. The precision for both retention time and peak area was investigated over a wide concentration range and found to be equal, or slightly better on Chromolith Performance compared to the conventional column. The overall RSDs% ranged from 0.5% to 1.16% for the conventional column, while for monolithic columns ranged from 0.38% to 0.87% at a flow rate of 1 ml/min and from 0.38% to 0.89% at a flow rate of 4 ml/min. Monolithic column to column reproducibility (n = 6) was measured. The RSDs% ranged from 0.34% to 0.68% for retention time and from 0.3% to 0.94% for peak areas. The detection and quantitation limits on monolithic columns at both flow rates (1 and 4 ml/min) were found to be 0.17 μg/ml and 0.5 μg/ml, compared to 0.31 μg/ml and 1 μg/ml on the conventional column. Monolithic silica rods have also shown the advantage of reducing the time to wash and to re-equilibrate the column. The method showed good linearity and recovery and was found to be suitable for the analysis of pilocarpine hydrochloride formulations.

On the stability of pilocarpine hydrochloride in eye drops

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