Chiral separation of rac-Ornidazole and detection of the impurity of (R)-Ornidazole in (S)-Ornidazole injection and raw material

• Published in: Chirality (New York, N.Y.) Vol. 18; no. 8; pp. 587 - 591
• Main Authors: Huang, Jianquan, Cao, Guoying, Hu, Xin, Sun, Chunhua, Zhang, Junren
• Format: Journal Article
• Language: English
• Published: Hoboken Wiley Subscription Services, Inc., A Wiley Company 2006
• Subjects: (R)-Ornidazole; (S)-Ornidazole; 2-Propanol - chemistry; Animals; Calibration; chiral separation; Chromatography, High Pressure Liquid - instrumentation; Chromatography, High Pressure Liquid - methods; Contraceptive Agents, Male - analysis; Contraceptive Agents, Male - chemistry; Contraceptive Agents, Male - isolation & purification; Contraceptive Agents, Male - standards; Drug Contamination; Drug Stability; Hexanes - chemistry; impurity detection; Male; Molecular Structure; normal-phase high-performance liquid chromatography; Ornidazole - analysis; Ornidazole - chemistry; Ornidazole - isolation & purification; Ornidazole - standards; Reproducibility of Results; Solutions - chemistry; Stereoisomerism
• ISSN: 0899-0042; 1520-636X
• DOI: 10.1002/chir.20292

(S)‐Ornidazole is a subject of research as an antifertility agent in male animals at present. However, there seems to be no relative report on chiral separation for rac‐Ornidazole, which has been used as an effective medicine for more than 30 years. In this article, the chiral separation of rac‐Ornidazole on a Chiralcel OB‐H column based on normal‐phase high‐performance liquid chromatography (NP‐HPLC) is investigated and the methodology for detection of impurity of (R)‐Ornidazole in (S)‐Ornidazole injection and raw material is established. The novel mobile phase is utilized by mixing n‐hexane, methanol and isopropyl alcohol (95:4:1, v/v/v) instead of the typical mobile phase of n‐hexane and isopropyl alcohol, although the methanol, which offers a good resolution factor for the enantiomeric separation in this system, is not recommended on the Chiralcel OB‐H column according to the instruction supplied by Daicel Chemical Ind., LTD (Japan). Chirality, 2006. © 2006 Wiley‐Liss, Inc.