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Received: 2005-09-15

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Journal of Zhejiang University SCIENCE B 2006 Vol.7 No.4 P.310~313

http://doi.org/10.1631/jzus.2006.B0310


Characterization of a novel impurity in bulk drug of lisinopril by multidimensional NMR technique


Author(s):  Wang Dan-Hua, Pei Sai-Feng, Zhou Ming-Hua, Sun Cui-Rong, Pan Yuan-Jiang

Affiliation(s):  Department of Chemistry, Zhejiang University, Hangzhou 310027, China; more

Corresponding email(s):   suncuirong@zju.edu.cn

Key Words:  Lisinopril, Impurity, Structural characterization, NMR


Wang Dan-Hua, Pei Sai-Feng, Zhou Ming-Hua, Sun Cui-Rong, Pan Yuan-Jiang. Characterization of a novel impurity in bulk drug of lisinopril by multidimensional NMR technique[J]. Journal of Zhejiang University Science B, 2006, 7(4): 310~313.

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author="Wang Dan-Hua, Pei Sai-Feng, Zhou Ming-Hua, Sun Cui-Rong, Pan Yuan-Jiang",
journal="Journal of Zhejiang University Science B",
volume="7",
number="4",
pages="310~313",
year="2006",
publisher="Zhejiang University Press & Springer",
doi="10.1631/jzus.2006.B0310"
}

%0 Journal Article
%T Characterization of a novel impurity in bulk drug of lisinopril by multidimensional NMR technique
%A Wang Dan-Hua
%A Pei Sai-Feng
%A Zhou Ming-Hua
%A Sun Cui-Rong
%A Pan Yuan-Jiang
%J Journal of Zhejiang University SCIENCE B
%V 7
%N 4
%P 310~313
%@ 1673-1581
%D 2006
%I Zhejiang University Press & Springer
%DOI 10.1631/jzus.2006.B0310

TY - JOUR
T1 - Characterization of a novel impurity in bulk drug of lisinopril by multidimensional NMR technique
A1 - Wang Dan-Hua
A1 - Pei Sai-Feng
A1 - Zhou Ming-Hua
A1 - Sun Cui-Rong
A1 - Pan Yuan-Jiang
J0 - Journal of Zhejiang University Science B
VL - 7
IS - 4
SP - 310
EP - 313
%@ 1673-1581
Y1 - 2006
PB - Zhejiang University Press & Springer
ER -
DOI - 10.1631/jzus.2006.B0310


Abstract: 
During the routine impurity profile of lisinopril bulk drug by HPLC (high-performance liquid chromatography), a potential impurity was detected. Using multidimensional NMR (nuclear magnetic resonance) technique, the trace-level impurity was unambiguously identified to be 2-(-2-oxo-azocan-3-ylamino)-4-phenyl-butyric acid after isolation from lisinopril bulk drug by semi-preparative HPLC. Formation of the impurity was also discussed. To our knowledge, this is a novel impurity and not reported elsewhere.

Darkslateblue:Affiliate; Royal Blue:Author; Turquoise:Article

Reference

[1] Cao, X.J., Tai, Y.P., Sun, C.R., Wang, K.W., Pan, Y.J., 2005. Characterization of impurities in semi-synthetic vinorelbine bitartrate by HPLC-MS with mass spectrometric shift technique. Journal of Pharmaceutical and Biomedical Analysis, 39(1-2):39-45.

[2] Goa, K.L., Balfour, J.A., Zuanetti, G., 1996. Lisinopril. A review of its pharmacology and clinical efficacy in the early management of acute myocardial infarction. Drugs, 52(4):564-588.

[3] Krishna Reddy, K.V.S.R., Mahender Rao, S., Om Reddy, G., Suresh, T., Moses Babu, J., Dubey, P.K., Vyas, K., 2002. Isolation and characterization of process-related impurities in linezolid. Journal of Pharmaceutical and Biomedical Analysis, 30(3):635-642.

[4] Lancaster, S.G., Todd, P.A., 1988. Lisinopril. A preliminary review of its pharmacodynamic and pharmacokinetic properties, and therapeutic use in hypertension and congestive heart failure. Drugs, 35(6):646-669.

[5] Simpson, K., Jarvis, B., 2000. Lisinopril: a review of its use in congestive heart failure. Drugs, 59(5):1149-1167.

[6] Sun, A.M., Zhi, Y.H., 1997. Synthetic Method for Lisinopril. CN Patent, 1140708.

[7] Zhou, H., Tai, Y.P., Sun, C.R., Pan, Y.J., 2005. Separation and characterization of synthetic impurities of triclabendazole by reversed-phase high-performance liquid chromatography/electrospray ionization mass spectrometry. Journal of Pharmaceutical and Biomedical Analysis, 37(1):97-107.

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