ChemicalBook > CAS DataBase List > Nicardipine
Nicardipine
Nicardipine
- CAS No.55985-32-5
- Chemical Name:Nicardipine
- CBNumber:CB2487861
- Molecular Formula:C26H29N3O6
- Formula Weight:479.53
- MOL File:55985-32-5.mol
Nicardipine Property
- Melting point 136-138 °C
- Boiling point 603.4±55.0 °C(Predicted)
- Density 1.230±0.06 g/cm3(Predicted)
- storage temp. Store at -20°C
- solubility Dichloromethane; Methanol
- form Solid
- pka 7.30±0.50(Predicted)
- color Yellow
- CAS DataBase Reference 55985-32-5(CAS DataBase Reference)
- FDA UNII CZ5312222S
- NCI Drug Dictionary nicardipine
- ATC code C08CA04
-
Symbol(GHS)
- Signal wordWarning
- Hazard statements H302
- Precautionary statements P264-P270-P301+P312-P330-P501
Nicardipine Chemical Properties,Usage,Production
- Originator Nicodel,Mitsui,Japan,1981
- Uses It is used for arterial hypertension, chronic, stable angina pectoris, preventing angina pectoris, and for ischemic-type abnormalities of brain blood flow.
- Uses Vasodilator.
- Uses Nicardipine is a dihydropyridine calcium channel blocker. Antianginal; antihypertensive. Neuroprotective & Neuroresearch products.
- Definition ChEBI: Nicardipine is a racemate comprising equimolar amounts of (R)- and (S)-nicardipine. It is a calcium channel blocker which is used to treat hypertension. It has a role as an antihypertensive agent, a calcium channel blocker, a vasodilator agent and an autophagy inhibitor. It contains a (S)-nicardipine and a (R)-nicardipine.
- Manufacturing Process A mixture of 4.98 g of acetoacetic acid N-benzyl-N-methylaminoethyl ester, 2.3 g of β-aminocrotonic acid methyl ester, and 3 g of m-nitrobenzaldehyde was stirred for 6 hours at 100°C in an oil bath. The reaction mixture was subjected to a silica gel column chromatography (diameter 4 cm and height 25 cm) and then eluted with a 20:1 mixture of chloroform and acetone. The effluent containing the subject product was concentrated and checked by thin layer chromatography. The powdery product thus obtained was dissolved in acetone and after adjusting the solution with an ethanol solution saturated with hydrogen chloride to pH 1-2, the solution was concentrated to provide 2 g of 2,6-dimethyl-4-(3'-nitrophenyl)1,4-dihydropyridine-3,5-dicarboxylic acid 3-methylester-5-β-(N-benzyl-N-methylamino)ethyl ester hydrochloride. The product thus obtained was then crystallized from an acetone mixture, melting point 136°C to 140°C (decomposed).
- brand name Cardene(PDL Biopharma); Cardene (Roche).
- Therapeutic Function Vasodilator
- Mechanism of action Nicardipin relaxes smooth musculature of vessels, lowers resistance of coronary and peripheral vessels, increases blood flow in vessels of the brain, causes a moderate and stable hypotensive effect, and reduces the myocardial need for oxygen.
-
Synthesis
Nicardipine, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-methyl-2-[(methylphenylmethyl)-
amino]ethyl ester 3,5-pirididincarboxylic acid (19.3.7), is synthesized in a
manner analogous to the synthesis of nifedipine, the only difference being that in the
Hantsch synthesis, two different |?-dicarbonyl compounds are used simultaneously with
o-nitrobenzaldehyde. During this, one of these in the enamine form of acetoacetic ester is
simultaneously used as an amine component. A heterocyclization reaction is accomplished
by reacting, the methyl ester of |?-aminocrotonic acid with the 2-methyl-2-benzylaminoethyl
ester of acetoacetic acid.
Nicardipine Preparation Products And Raw materials
Raw materials
Preparation Products
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- Active Pharmaceutical Ingredients
- 杂质对照品
- 合成有机化合物配体
- 原料药
- 抑制剂
- 医药、农药及染料中间体
- 医药原料药
- 医药原料
- C26H29N3O6
- 尼卡地平,10 MM DMSO 溶液
- 尼卡地平相关杂质
- 2-(甲基苯甲氨)乙基 2,6-二甲基-4-间硝基苯基-1,4-二氢吡啶-3,5-二羧酸甲酯
- 甲基 2-(甲基苯甲氨)乙基 2,6-二甲基-4-间硝基苯基-1,4-二氢吡啶-3,5-二羧酸酯
- 硝苯苄啶
- 1,4-二氢-2,6-二甲基-4-间硝基苯基-3,5-吡啶二羧酸甲基2-(甲基苯甲氨)乙基酯盐酸盐
- 硝苯苄胺啶
- 佩尔地平
- 尼卡地平
- 55985-32-5
- Nicardipine, 10 mM in DMSO
- NICARDIPINE 20% SR, 33% SR PELLETS
- Nicardipine USP/EP/BP
- 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, 3-methyl 5-[2-[methyl(phenylmethyl)amino]ethyl] ester
- 5-O-[2-[benzyl(methyl)amino]ethyl] 3-O-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
- NICARDIPINE
- O5-methyl O3-[2-[methyl(phenylmethyl)amino]ethyl] 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
- 5-O-methyl 3-O-[2-[methyl(phenylmethyl)amino]ethyl] 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
- 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid O3-[2-[benzyl(methyl)amino]ethyl] ester O5-methyl ester
- 2,6-Dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-methyl 5-[2-(N-methylbenzylamino)ethyl] ester
- 2,6-Dimethyl-4-(3-nitrophenyl)-1,4-dihydro-3,5-pyridinedicarboxylic acid 3-methyl 5-[2-[methyl(benzyl)amino]ethyl] ester
- benzylmethylamino)ethylmethylester
- 2-(benzylmethylamino)ethyl methyl 1,4-dihydro-2,6-dimethyl-4-(m-nitrophenyl)pyridine-3,5-dicarboxylate
- Nicardipine Hcl 54527-84-3 / Base
- NicardipineBase
- 1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid 3-[2-[methyl(benzyl)amino]ethyl]5-methyl ester
- Methyl 2-(benzyl-methyl-amino)ethyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
- Nicardipine (base and/or unspecified salts)
- 1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid methyl 2-[methy(phenyl-methyl)amino]ethyl ester hydrochloride