Barnidipine

Barnidipine Basic information
Product Name:Barnidipine
Synonyms:BARNIDIPINE;(4S)-1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid 3-methyl 5-[(3S)-1-benzylpyrrolidin-3β-yl] ester;(4S)-1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylic acid 5-methyl 3-[(3S)-1-benzylpyrrolidin-3-yl] ester;(4S)-2,6-Dimethyl-1,4-dihydro-4-(3-nitrophenyl)pyridine-3,5-dicarboxylic acid 5-methyl 3-[(3S)-1-benzylpyrrolidin-3-yl] ester;(S)-3-((S)-1-Benzylpyrrolidin-3-yl) 5-Methyl 2,6-diMethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate;(+)-(3'S,4S)-1-Benzyl-3-pyrrolidinyl methyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate;(S)-3-((S)-1-Benzylpyrrolidin-3-yl) 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3;(S)-3-((S)-1-Benzylpyrrolidin-3-yl)-5-methyl-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridin
CAS:104713-75-9
MF:C27H29N3O6
MW:491.54
EINECS:
Product Categories:API
Mol File:104713-75-9.mol
Barnidipine Structure
Barnidipine Chemical Properties
Melting point 137-139°
alpha D20 +64.8° (c = 1 in methanol)
Boiling point 614.5±55.0 °C(Predicted)
density 1.31±0.1 g/cm3(Predicted)
storage temp. 2-8°C
solubility Soluble in DMSO
pka7.62±0.40(Predicted)
Safety Information
MSDS Information
Barnidipine Usage And Synthesis
OriginatorBarnidipine,Yamanouchi
DefinitionChEBI: Barnidipine is a dihydropyridine.
Manufacturing ProcessIn 5 ml of isopropyl alcohol were dissolved 1.5 g (0.01 mole) of 3- nitrobenzaldehyde, 2.6 g (0.01 mole) of 1-benzyl-3-acetoacetyloxypyrrolidine, and 1.3 g (0.01 mole) of β-aminocrotonic acid methyl ester and then the solution was refluxed for 8 hours. The solvent was distilled off under reduced pressure, the residue obtained was dissolved in a small amount of chloroform, and the solution was applied to silica gel column chromatography (column diameter 1.5 cm, height 20 cm, and about 200 ml of chloroform was used as the eluent). The eluates were collected and concentrated to give 3.4 g of oily 2,6-dimethyl-4-(3'-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid-3- (1-benzylpyrrolidin-3-yl)ester-5-methyl ester: [α]D 20=+64.8° (c = 1 in methanol).
Therapeutic FunctionCoronary vasodilator
Barnidipine Preparation Products And Raw materials
Raw materials1-BENZYL-3-ACETOACETYLOXYPYRROLIDINE-->3-Nitrobenzaldehyde
Preparation ProductsBarnidipine
Barnidipine-d4 Barnidipine-d5 HCl 3-BUTOXYPYRROLIDINE 3-PROPOXYPYRROLIDINE Barnidipine Benzyl isocyanate (R)-(-)-1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic Acid Monomethyl Ester 2,5-Dimethylpyrrolidine 2-(Diethylamino)ethyl methacrylate (S)-1-Benzyl-3-pyrrolidinol (S)-(+)-1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic Acid Monomethyl Ester METHYL-2-PYRROLIDONE N-Benzyl-3-pyrrolidinol (-)-Nitrendipine ETHOXYPYRROLIDINE(S-3-) Benzyl (S)-3-METHOXYPYRROLIDINE Benzyl nicotinate

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