2,6-Dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-methyl ester 5-[2-(toluene-4-sulfonyloxy)-ethyl] ester
benzyl-methyl-amine
Nicardipine
Conditions | Yield |
---|---|
for 8h; Heating; | 77% |
Conditions | Yield |
---|---|
With potassium hydroxide In tetrahydrofuran at 25℃; for 24h; | 67% |
Conditions | Yield |
---|---|
With potassium hydroxide In tetrahydrofuran at 25℃; | 32% |
Conditions | Yield |
---|---|
With potassium hydroxide In tetrahydrofuran at 25℃; | 26% |
Nicardipine
Conditions | Yield |
---|---|
With sodium methylate In isopropyl alcohol Heating; |
Nicardipine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 93 percent / CHCl3 / Heating 2: 67 percent / KOH / tetrahydrofuran / 24 h / 25 °C View Scheme | |
Multi-step reaction with 2 steps 1: 95 percent / CHCl3 / Heating 2: 26 percent / KOH / tetrahydrofuran / 25 °C View Scheme | |
Multi-step reaction with 2 steps 1: 94 percent / acetone / 8 h / Heating 2: 32 percent / KOH / tetrahydrofuran / 25 °C View Scheme |
3-nitrooxypropyl acetoacetate
Nicardipine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 38 percent / piperidine / benzene / 11 h / Heating 2: 30 percent / sodium methoxide / propan-2-ol / Heating 3: sodium methoxide / propan-2-ol / Heating View Scheme |
3-nitroxypropyl 2-(3-cyanobenzylidene)acetoacetate
Nicardipine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 30 percent / sodium methoxide / propan-2-ol / Heating 2: sodium methoxide / propan-2-ol / Heating View Scheme |
2-hydroxyethyl methyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate
Nicardipine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 100 percent / 1.) Et3N; 2.) H2O / tetrahydrofuran / 1.) 1 h; 2.) 0.5 h 2: 77 percent / 8 h / Heating View Scheme |
Nicardipine
Nicardipine
allyl bromide
Conditions | Yield |
---|---|
In chloroform Heating; | 99% |
Nicardipine
methyl iodide
Conditions | Yield |
---|---|
In acetone Heating; | 93% |
Nicardipine
3-{2-[benzyl(methyl)amino]ethyl} 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylate
Conditions | Yield |
---|---|
With potassium phosphate; ethylenediaminetetraacetic acid; Emulgen 911; human liver cytochrome b5; human liver HL 39 lipid extract; rabbit liver NADPH-P-450 reductase; yeast P-450 IIIA4; magnesium chloride In water Rate constant; other human liver enzymes; | |
With nitric acid at 55 - 60℃; Yield given; |
Nicardipine
2-(N-benzyl-N-methylamino)ethyl methyl 4-(m-aminophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
Conditions | Yield |
---|---|
With hydrogen; nickel In tetrahydrofuran Ambient temperature; Yield given; |
Nicardipine
3-{2-[benzyl(methyl)amino]ethyl} 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylate
Conditions | Yield |
---|---|
With Britton-Robinson buffer In water; N,N-dimethyl-formamide at 37℃; pH=7.4; Kinetics; |
Nicardipine
B
3-{2-[benzyl(methyl)amino]ethyl} 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylate
C
2,6-Dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-(2-benzylamino-ethyl) ester 5-methyl ester
Conditions | Yield |
---|---|
In methanol Product distribution; Quantum yield; Further Variations:; Solvents; wavelengths; presence of air; Irradiation; |
Nicardipine
5-methoxycarbonyl-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 99 percent / CHCl3 / Heating 2: 72 percent / NaOH / H2O / 40 °C View Scheme |
Nicardipine
1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridine-dicarboxylic acid ethyl methyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 93 percent / acetone / Heating 2: 92 percent / KOH / ethanol / 25 °C View Scheme |
Nicardipine
methyl 2-(N-methylamino)ethyl 4-(m-aminophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: hydrogen / Raney- Ni / tetrahydrofuran / Ambient temperature 2: hydrogen / 10percent Pd/C / methanol / Ambient temperature View Scheme |
Nicardipine
C26H23(2)H6N3O6
Conditions | Yield |
---|---|
With water-d2; trifluoroacetic anhydride In chloroform-d1; [(2)H6]acetone at 57℃; for 168h; |
Conditions | Yield |
---|---|
With Chiralpak IC In hexane; isopropyl alcohol Reagent/catalyst; Solvent; Resolution of racemate; |
IUPAC Name: 3-O-[2-[benzyl(methyl)amino]ethyl] 5-O-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
Synonyms Methyl 2-(benzyl-methyl-amino)ethyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
Product Categories: Active Pharmaceutical Ingredients
Molecular Structure: m-nitrobenzaldehyde as raw materials, condensation of acetyl chloride acid methyl ester with the amino-crotonic to get 2,6 - dimethyl -4 - (Inter-nitrophenyl) -1,4 - dihydro-pyridine 3,5 - 2-carboxylic acid - (2 - chloro) ethyl -5 - methyl ester, then condensation with benzyl amine nicardipine.
Molecular Formula: C26H29N3O6
Molecular Weight : 479.52
CAS NO: 55985-32-5
EINECS : 259-932-3
Mol File: 55985-32-5.mol
Melting point 136-138 ºC
Index of Refraction: 1.581
Surface Tension: 48.7 dyne/cm
Density: 1.23 g/cm3
Flash Point: 318.7 °C
Enthalpy of Vaporization: 89.75 kJ/mol
Boiling Point: 603.4 °C at 760 mmHg
Vapour Pressure: 1.63E-14 mmHg at 25°C
Appearance: Nicardipine Hydrochloride (CAS NO.55985-32-5) is yellow-green crystalline powder.
Nicardipine Hydrochloride (CAS NO.55985-32-5) is a new calcium antagonist, vasodilator,mainly used for ischemic cerebrovascular disease and the treatment of essential hypertension.
M-Nitrobenzaldehyde as raw materials, condensation of acetyl chloride acid methyl ester with the amino-crotonic to get 2,6 - dimethyl -4 - (Inter-nitrophenyl) -1,4 - dihydro-pyridine 3,5 - 2-carboxylic acid - (2 - chloro) ethyl -5 - methyl ester, then condensation with benzyl amine nicardipine. Get Nicardipine Hydrochloride (CAS NO.55985-32-5) .
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
child | TDLo | oral | 1250ug/kg (1.25mg/kg) | GASTROINTESTINAL: NAUSEA OR VOMITING | American Journal of Emergency Medicine. Vol. 18, Pg. 581, 2000. |
mouse | LD50 | intravenous | 9700ug/kg (9.7mg/kg) | United States Patent Document. Vol. #4672068, | |
mouse | LD50 | oral | 305mg/kg (305mg/kg) | United States Patent Document. Vol. #4824855, | |
rat | LD50 | intravenous | 11800ug/kg (11.8mg/kg) | United States Patent Document. Vol. #4710505, | |
rat | LD50 | oral | 320mg/kg (320mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Arzneimittel-Forschung. Drug Research. Vol. 35, Pg. 915, 1985. |
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