36770-74-8

Usage

Uses

Used in Pharmaceutical Industry:
N-Methyl-N-(3-chloropropyl)-3,4-dimethoxyphenethylamine is used as a reagent for the synthesis of Zatebradine, an anti-anginal agent. It plays a crucial role in the production process, contributing to the development of medications aimed at treating angina and related cardiovascular conditions.

InChI:InChI=1/C14H22ClNO2/c1-16(9-4-8-15)10-7-12-5-6-13(17-2)14(11-12)18-3/h5-6,11H,4,7-10H2,1-3H3

Upstream product

• 3490-06-0 N-methylhomoveratrylamine 
• 109-70-6 1.3-chlorobromopropane 
• 98-09-9 benzenesulfonyl chloride 
• 85175-54-8 3-[N-methyl-N-(2-{3,4-dimethoxy-phenyl}-ethyl)amino]-propanol 
• 120-20-7 2-(3,4-dimethoxyphenyl)-ethylamine 

Downstream Products

• 57010-18-1 N-(3,4-dimethoxyphenetyl)-N-methyl-2-(2-naphthyl)-m-dithiane-2-propylamine hydrochloride 
• 121345-64-0 SR 33741 
• 118646-17-6 3-<<2-(3,4-dimethoxyphenyl)ethyl>methylamino>propyl carbamimidothioate dihydrochloride 
• 1026432-88-1 1-(3-{[2-(3,4-Dimethoxy-phenyl)-ethyl]-methyl-amino}-propyl)-piperidin-4-one 
• 114432-13-2 fantofarone 
• 121346-61-0 1-Isobutyryl-1-[4-{3-[N methyl-N-(3,4-dimethoxy-β-phenethyl)amino]propyloxy}-benzenesulphonyl]cyclopropane 
• 121345-73-1 4-{3-[N-methyl-N-(3,4-dimethoxy-β-phenethyl)amino]propyloxy}benzenesulphonylbenzene hydrochloride 
• 57010-06-7 N-(3,4-dimethoxyphenethyl)-2-(3,4-dimethoxyphenyl)-N-methyl-m-dithiane-2-propylamine hydrobromide 
• 23313-68-0 verapamil hydrochloride 
• 52-53-9 Verapamil 

Relevant academic research and scientific papers

A PROCESS FOR THE PREPARATION OF VERAPAMIL HYDROCHLORIDE

The present invention relates to a process for the preparation of 5-(3,4-dimethoxyphenylethyl) methyl-amino-2-(3,4-dimethoxyphenyl)-2-isopropyl valeronitrile, which is known as Verapamil. The present invention also relates to a process for improving the purity of verapamil and therefore of its hydrochloride represented as the compound of formula I, by efficient removal of the impurities formed, affording a product of purity greater than 99 %. The process of the present invention is simple, efficient, cost-effective and industrially feasible.

Silver nitrate-promoted ring enlargement of 1-tribromomethyl-1,2-dihydro- and 1-tribromomethyl-1,2,3,4-tetrahydro-isoquinoline derivatives: Application to the synthesis of the anti-anginal zatebradine

The one step AgNO3-mediated ring enlargement of 1-tribromomethyl-1,2-dihydro- and 1-tribromomethyl-1,2,3,4-tetrahydro-isoquinoline derivatives into 1,2-dihydro- and 1,2,3,4-tetrahydro-benzo[d]azepin-2-ones, respectively, is reported. This reaction offers a convenient entry to potentially active substances such as the anti-anginal zatebradine.

(Phenylalkylaminoalkyloxy)-heteroaryl-compounds, processes and intermediates for their production and pharmaceutical compositions containing them

3-(Phenylalkylaminoalkylozy)-heteroaryl compounds having heart rate lowering and/or anti-ischemic effects, methods for their preparation and pharmaceutical compositions containing them are described. The compounds correspond to the general formula I STR1 or to the general formula XXXI STR2 in which the substituents have the meanings given the specification.

Synthesis and Activity against Multidrug Resistance in Chinese Hamster Ovary Cells of New Acridone-4-carboxamides

A number of tricyclic carboxamides have been synthesized and tested to evaluate their ability to reverse multidrug resistance in the CHRC/5 cell line.Among them the acridone derivatives were the most potent.A key feature is the presence of a dimethoxybenzyl or phenethylamine cationic site, separated from the tricyclic lipophilic part by a carbamoylphenyl chain.Optimization led to compounds 2 orders of magnitude more active than the prototype inhibitors verapamil and amiodarone.On the basis of in vitro and in vivo activities, 9,10-dihydro-5-methoxy-9-oxo-N-phenyl>-4-acridinecarboxamide (84) has been selected for further development.

Benzazepine derivatives, their pharmaceutical compositions and method of use

Compounds of the formula STR1 wherein A is --CH2 --CH2 --, --CH=CH--, --NH--CO--, --CH2 --CO-- or STR2 where R7 is alkyl of 1 to 3 carbon atoms, and B is methylene, carbonyl or thiocarbonyl, or A is --CO--CO--, --N=CH--, STR3 where R8 is hydrogen or alkyl of 1 to 3 carbon atoms substituted by a phenyl, methoxyphenyl or dimethoxyphenyl, and B is methylene; E is n-alkylene of 2 to 4 carbon atoms optionally substituted by an alkyl of 1 to 3 carbon atoms, 2-hydroxy-n-propylene, 2-hydroxy-n-butylene or 3-hydroxy-n-butylene; G is n-alkylene of 1 to 5 carbon atoms optionally substituted by an alkyl of 1 to 3 carbon atoms, wherein one methylene group of an n-alkylene of 2 to 5 carbon atoms can be replaced by a carbonyl group, with the proviso that B represents a methylene or carbonyl group, or methylene-n-hydroxy-alkylene of 1 to 4 carbon atoms, where the methylene group is attached to the nitrogen atom; and R1 to R5 are simple substituents of various types; and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as their salts are useful as bradycardiacs.