129262-07-3

Basic information

• Product Name: (R,R)-KW 3049
• Synonyms: (R,R)-KW 3049;3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, methyl (3R)-1-(phenylmethyl)-3-piperidinyl ester, monohydrochloride, (4R)-;3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, methyl 1-(phenylmethyl)-3-piperidinyl ester, monohydrochloride, [R-(R*,R*)]-;(-)-alfa-Benidipine Hydrochloride ((R,R)-Benidipine HCl);(-)-alfa-Benidipine-d5 Hydrochloride
• CAS NO: 129262-07-3
• Molecular Formula: C28H32ClN3O6
• Molecular Weight: 542.03
• Product Categories: Aromatics;Chiral Reagents;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Aromatics, Chiral Reagents, Heterocycles, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 129262-07-3.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (R,R)-KW 3049(CAS DataBase Reference)
• NIST Chemistry Reference: (R,R)-KW 3049(129262-07-3)
• EPA Substance Registry System: (R,R)-KW 3049(129262-07-3)

Safety Data

• Hazardous Substances Data: 129262-07-3(Hazardous Substances Data)

Usage

Uses

The R-enantiomer

Upstream product

• 100-44-7 benzyl chloride 
• 14813-01-5 1-benzyl-3-hydroxypiperidine 
• 62214-78-2 1-benzyl-3-hydroxypyridin-1-ium bromide 
• 3323-73-7 1-Benzyl-3-hydroxypyridinium chloride 
• 100-39-0 benzyl bromide 
• 109-00-2 3-HYDROXYPYRIDINE 
• 39562-17-9 methyl 2-(3-nitrophenylmethylene)acetoacetate 
• 85387-34-4 1-benzylpiperidin-3-yl acetoacetate 
• 88712-56-5 1,4-dihydro-2,6-dimethyl-3-methoxycarbonyl-4-(3-nitrophenyl)-pyridine-5-carboxylic acid chloride 
• 74936-72-4 5-methoxycarbonyl-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid 
• 99-61-6 3-nitro-benzaldehyde 
• 105-45-3 acetoacetic acid methyl ester 

Relevant articles and documents

Preparation method of benidipine hydrochloride

The invention belongs to the field of chemical synthesis of drugs, and particularly relates to a preparation method of a hypotensive drug benidipine hydrochloride. The method comprises the following steps: carrying out a Knoevenagel reaction, a Michael addition reaction, cyclization and hydrolysis on starting raw materials 3-nitrobenzaldehyde and methyl acetoacetate in the presence of a catalyst, reacting with thionyl chloride, directly reacting with 1-benzyl-3-hydroxypiperidine, and refining to obtain the benidipine hydrochloride. The benidipine hydrochloride obtained by adopting the preparation method of the benidipine hydrochloride is high in purity, column chromatography isolation is not needed, and the HPLC purity of the product is 99.5% or above. The yield of the obtained benidipine hydrochloride is relatively high and can reach 68% or above.

BENIDIPINE HYDROCHLORIDE

Disclosed is a method for preparing benidipine hydrochloride, which comprising: 1) during the pre-treatment stage including acylchloridizing the main ring of dihydropyridine and then linking the side chain to synthesize directly benidipine hydrochloride, ultrasound technology is introduced, and the reactant material is dispersed and dissolved by untrasound to increase reaction rate; and/or 2) during the post-treatment stage, ultrasound technology is introduced and crude crystals or product obtained by heating to dryness of benidipine hydrochloride obtained via the method described above or any other synthetic routes is dissolved once more and then highly purified benidipine hydrochloride is obtained by untrasound.

1,4-Dihydropyridine derivatives

Compounds having coronary and vasodilator effects, a hypotensive effect, and useful as antianginal drugs and drugs for treating hypertension are represented by the following general formula: STR1 wherein R1 and R2 are the same or different groups and each represents a lower alkyl group, one of R3 and R4 represents a lower alkyl group and the other represents a group of the general formula: STR2 wherein R5 represents an aralkyl group or an acyl group and n represents 0 or an integer of 1-3; the pharmaceutically acceptable acid addition salts thereof are also effective therapeutic compounds.