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Novel antihypertensive drug lercanidipine and its derivatives

Author: DaiHouLing
Tutor: ChenYuBin
School: Shenyang Pharmaceutical University
Course: Medicinal Chemistry
Keywords: antihypertensive drug lercanidipine structure-activity relationships synthesis
CLC: R914
Type: Master's thesis
Year: 2004
Downloads: 265
Quote: 1
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Abstract


Lercanidipine, as a new dihydropyridines calcium channel blockers drug ,was developed by the company of Recordati and launded in Horland in 1997 for antihypertensive.Benzaldehyde and Cinnamyl alcohol as the starting materials, Lercanidipine was synthesized successfully via a eleven-step route with overall yields 7.4%. Its structure was identified by the data of 1H-NMR and MS.Benzaldehyde as the starting material, the intermediate （5） was prepared by nitration、 Hantzsch reaction and hydrolysis.Cinnamyl alcohol as the starting material, the intermediate （8） was prepared by halogenation、 amination and Friedel-Crafts reation to avoid using NaBH4 and lower cost.Added bromine and sodium hydroxide to the desposed mixture of the preparation of the intermediate （10）, the material NBS was recovered by 50%, which could be directly used in the next reaction. As a result, the cost was lowered.The structure-activity relationships of lercanidipine and its derivatives were summarized. On the basis of these theories, sixteen compounds were synthesized, including thirteen new compounds. Their structures were identified by the data of 1H-NMR and MS.

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