85175-59-3 Usage
Description
(Z)-3-(3-chloropropyl)-7,8-diethyl-1H-benzo[d] azepin-2 (3H)-one is an organic compound that serves as the side chain of ivabradine hydrochloride, a medication with significant pharmacological and therapeutic properties, particularly in slowing down the heart rate. It is used to treat various clinical myocardial ischemia conditions, such as angina pectoris, myocardial infarction, and related rhythm disorders, as well as pathologies involving rhythm disorders, especially supraventricular rhythm disorders.
Uses
Used in Pharmaceutical Industry:
(Z)-3-(3-chloropropyl)-7,8-diethyl-1H-benzo[d] azepin-2 (3H)-one is used as a pharmaceutical intermediate for the synthesis of ivabradine hydrochloride and its medicinal salts, which possess important therapeutic properties in managing heart rate and treating myocardial ischemia conditions.
Used in Synthesis of Zatebradine Analogues:
(Z)-3-(3-chloropropyl)-7,8-diethyl-1H-benzo[d] azepin-2 (3H)-one is used as a reactant in the synthesis of Zatebradine analogues, which are potential blockers of hyperpolarization-activated current, indicating its utility in developing new compounds with potential therapeutic applications.
synthetic
1.5g (6.8mmol) of 7,8-dimethoxy-1,3-dihydro-2h-3-benzoaza-2-one, 1.5g (9.5mmol) of 1,3-bromochloropropane and 6ml of DMF into a flask, raise the temperature of the mixture to 40 ℃, and add 0.8g of 40% sodium hydroxide (8mmol) solution. The mixture was then heated to 60 ° C and stirred for 2 hours; Add 30 ml of ice water and stir for 1 hour under the cooling of ice water bath. Filter out solid precipitates, wash and dry. The yield of the title compound was 85%.
Check Digit Verification of cas no
The CAS Registry Mumber 85175-59-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,5,1,7 and 5 respectively; the second part has 2 digits, 5 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 85175-59:
(7*8)+(6*5)+(5*1)+(4*7)+(3*5)+(2*5)+(1*9)=153
153 % 10 = 3
So 85175-59-3 is a valid CAS Registry Number.
InChI:InChI=1/C15H18ClNO3/c1-19-13-8-11-4-7-17(6-3-5-16)15(18)10-12(11)9-14(13)20-2/h4,7-9H,3,5-6,10H2,1-2H3
85175-59-3Relevant articles and documents
AN IMPROVED PROCESS FOR THE SYNTHESIS OF IVABRADINE AND ITS PHARMACEUTICALLY ACCEPTABLE SALTS
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Page/Page column 19, (2019/11/12)
: Disclosed herein is an improved process for the preparation of Ivabradine and pharmaceutically acceptable salts thereof. The invention more particularly disclosesthe synthesis of key intermediates viz.,(S)-N-[(4,5-dimethoxybenzocydobut-l-yl)-methyl]-N- (methyl)amine hydrochloride of Formula-II and 3-(3-Iodopropyl)-7,8-dimethoxy-1,3-dihydro-2H-3-benzapin-2-one of Formula-III, and its use in industrial synthesis of Ivabradine and pharmaceutically acceptable salts thereof.
PROCESS FOR THE PREPARATION OF BENZAZEPINE-2-ONE DERIVATIVE
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, (2017/09/05)
The present, invention relates to a cost effective, environment friendly industrially viable process for the preparation of 7,8-dimethoxy-1,3-dihydro-2H-3-benzazepine-2-one, an intermediate used in the preparation of ivabradine, without using acid chloride intermediate and condensing agent.
IVABRADINE HYDROCHLORIDE AND THE PROCESSES FOR PREPARATION THEREOF
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Page/Page column 12; 13, (2014/02/16)
The present disclosure relates to a process of preparing Ivabradine Hydrochloride, which is devoid of product related impurities. More specifically, the present disclosure provides a process to obtain a new polymorph of Ivabradine Hydrochloride, wherein said polymorph is pure and devoid of impurities at particular RRTs. The disclosure further relates to the removal of specific impurities of Formula 8 and/or Formula 9 during the preparation of said Ivabradine Hydrochloride. The disclosure also specifically provides the said polymorphic form of Ivabradine Hydrochloride.
