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CAS No.: | 132866-11-6 |
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Name: | Lercanidipine hydrochloride |
Article Data: | 8 |
Molecular Structure: | |
Formula: | C36H42ClN3O6 |
Molecular Weight: | 648.199 |
Synonyms: | 3,5-Pyridinedicarboxylicacid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-,2-[(3,3-diphenylpropyl)methylamino]-1,1-dimethylethyl methyl ester,monohydrochloride (9CI);Cardiovasc;Carmen;Corifeo;Lercadip;Lercan;Lercapin;Lercaton;Lerkamen;Lerzam;R 75;Rec15/2375;Renovia;Vasodip;Zandip;Zanicor; |
EINECS: | 603-682-3 |
Melting Point: | 175-177 °C |
Boiling Point: | 712.5 °C at 760 mmHg |
Flash Point: | 384.7 °C |
Appearance: | pale-yellow powder |
Hazard Symbols: | T |
Risk Codes: | 25 |
Safety: | 36/37-45 |
Transport Information: | UN 2811 |
PSA: | 113.69000 |
LogP: | 8.13240 |
(R,S) 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid 2-[(3,3-diphenylpropyl)methylamino]-1,1-dimethylethyl methyl ester oxalate
lercanidipine hydrochloride
Conditions | Yield |
---|---|
Stage #1: (R,S) 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid 2-[(3,3-diphenylpropyl)methylamino]-1,1-dimethylethyl methyl ester oxalate With potassium carbonate In dichloromethane; water Stage #2: With hydrogenchloride In dichloromethane; water | 95% |
lercanidipine
lercanidipine hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride In diethyl ether; tert-butyl methyl ether Product distribution / selectivity; | 90% |
With hydrogenchloride In ethanol; tert-butyl methyl ether Product distribution / selectivity; | 90% |
With hydrogenchloride In water; acetone for 0.0833333 - 24h; Product distribution / selectivity; | 85% |
With hydrogenchloride In ethanol; water for 0.0833333h; Product distribution / selectivity; | 85% |
methyl 3-aminocrotonate
lercanidipine hydrochloride
Conditions | Yield |
---|---|
Stage #1: 2-[(3-nitrophenyl)methylene]-3-oxobutanoic acid 2-[(3,3-diphenylpropyl)methylamino]-1,1-dimethyl ethyl ester hydrochloride With triethylamine In propan-1-ol; dichloromethane at 25 - 30℃; pH=~ 8 - ~ 9; Stage #2: methyl 3-aminocrotonate In propan-1-ol; dichloromethane at 75 - 80℃; for 10h; Stage #3: With hydrogenchloride In propan-1-ol at 20 - 30℃; for 0.5h; pH=~ 3 - ~ 4; | 42% |
1-chloro-2-methyl-2-propyl methyl 1 ,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-1-pyridine-3 ,5-dicarboxylate
N-methyl-3,3-diphenylpropylamine
lercanidipine hydrochloride
Conditions | Yield |
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Stage #1: 1-chloro-2-methyl-2-propyl methyl 1 ,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-1-pyridine-3 ,5-dicarboxylate; N-methyl-3,3-diphenylpropylamine In xylene for 10h; Heating / reflux; Basic conditions; Stage #2: With hydrogenchloride In diethyl ether; xylene for 24h; |
2,N-dimethyl-N-(3,3-diphenylpropyl)-1-amino-2-propanol
lercanidipine hydrochloride
Conditions | Yield |
---|---|
Stage #1: C20H25N2O8PS; 2,N-dimethyl-N-(3,3-diphenylpropyl)-1-amino-2-propanol In toluene for 4h; Heating / reflux; Stage #2: With hydrogenchloride In water; ethyl acetate Product distribution / selectivity; |
2,N-dimethyl-N-(3,3-diphenylpropyl)-1-amino-2-propanol
lercanidipine hydrochloride
Conditions | Yield |
---|---|
Stage #1: C20H25N2O9P; 2,N-dimethyl-N-(3,3-diphenylpropyl)-1-amino-2-propanol In toluene for 4h; Heating / reflux; Stage #2: With hydrogenchloride In water; ethyl acetate Product distribution / selectivity; |
2-[(3-nitrophenyl)methylene]-3-oxobutanoic acid 2-[(3,3-diphenylpropyl)methylamino]-1,1-dimethyl ethyl ester hydrochloride
methyl 3-aminocrotonate
lercanidipine hydrochloride
Conditions | Yield |
---|---|
Stage #1: 2-[(3-nitrophenyl)methylene]-3-oxobutanoic acid 2-[(3,3-diphenylpropyl)methylamino]-1,1-dimethyl ethyl ester hydrochloride With triethylamine In propan-1-ol at 25 - 40℃; for 0.166667h; Stage #2: methyl 3-aminocrotonate In propan-1-ol at 75 - 80℃; for 10h; Stage #3: With hydrogenchloride In propan-1-ol at 25 - 30℃; for 0.5h; pH=2; |
1,4-dihydro-2,6-dimethyl-3-methoxycarbonyl-4-(3-nitrophenyl)-pyridine-5-carboxylic acid chloride
lercanidipine hydrochloride
Conditions | Yield |
---|---|
In dichloromethane at -10 - 30℃; |
3-nitro-benzaldehyde
1,1,N-trimethyl-N-(3,3-diphenylpropy)-2-aminoethyl acetoacetate
lercanidipine hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: hydrogenchloride / toluene / 9 h / 0 °C 2.1: triethylamine / propan-1-ol / 0.17 h / 25 - 40 °C 2.2: 10 h / 75 - 80 °C 2.3: 0.5 h / 25 - 30 °C / pH 2 View Scheme |
2,N-dimethyl-N-(3,3-diphenylpropyl)-1-amino-2-propanol
lercanidipine hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: zinc / xylene / 7 h / 25 - 145 °C 2.1: hydrogenchloride / toluene / 9 h / 0 °C 3.1: triethylamine / propan-1-ol / 0.17 h / 25 - 40 °C 3.2: 10 h / 75 - 80 °C 3.3: 0.5 h / 25 - 30 °C / pH 2 View Scheme |
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IUPAC Name: 3-O-[1-[3,3-Diphenylpropyl(methyl)amino]-2-methylpropan-2-yl] 5-O-methyl2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylatehydrochloride
Following is the structure of 3,5-Pyridinedicarboxylicacid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-,3-[2-[(3,3-diphenylpropyl)methylamino]-1,1-dimethylethyl] 5-methyl ester,hydrochloride (1:1) (CAS NO.132866-11-6):
Empirical Formula: C36H42ClN3O6
Molecular Weight: 648.1882
Flash Point: 384.7 °C
Storage temp.: 2-8 °C
Melting point: 175-177 °C
Enthalpy of Vaporization: 104.17 kJ/mol
Boiling Point: 712.5 °C at 760 mmHg
Vapour Pressure: 3.77E-20 mmHg at 25 °C
Appearance 3,5-Pyridinedicarboxylicacid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-,3-[2-[(3,3-diphenylpropyl)methylamino]-1,1-dimethylethyl] 5-methyl ester,hydrochloride (1:1) (CAS NO.132866-11-6): Pale-Yellow Powder
Product Categories 3,5-Pyridinedicarboxylicacid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-,3-[2-[(3,3-diphenylpropyl)methylamino]-1,1-dimethylethyl] 5-methyl ester,hydrochloride (1:1) (CAS NO.132866-11-6): Miscellaneous Natural Products; Dihydropyridine Class Chemicals; Intermediates & Fine Chemicals; Pharmaceuticals; Calcium Channel Modulators; Inhibitors and Activators; Voltage-gated Ion Channels
Canonical SMILES: CC1=C(C(C(=C(N1)C)C(=O)OC(C)(C)CN(C)CCC(C2=CC=CC=C2)C3=CC=CC=C3)C4=CC(=CC=C4)[N+](=O)[O-])C(=O)OC.Cl
InChI: InChI=1S/C36H41N3O6.ClH/c1-24-31(34(40)44-6)33(28-18-13-19-29(22-28)39(42)43)32(25(2)37-24)35(41)45-36(3,4)23-38(5)21-20-30(26-14-9-7-10-15-26)27-16-11-8-12-17-27;/h7-19,22,30,33,37H,20-21,23H2,1-6H3;1H
InChIKey: WMFYOYKPJLRMJI-UHFFFAOYSA-N
3,5-Pyridinedicarboxylicacid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-,3-[2-[(3,3-diphenylpropyl)methylamino]-1,1-dimethylethyl] 5-methyl ester,hydrochloride (1:1) (CAS NO.132866-11-6) can be used as a dihydropyridine calcium channel blocker.
Hazard Codes: T
Risk Statements: 25
S25:Avoid contact with eyes.
Safety Statements: 36/37-45
S36/37:Wear suitable protective clothing and gloves.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: UN 2811
3,5-Pyridinedicarboxylicacid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-,3-[2-[(3,3-diphenylpropyl)methylamino]-1,1-dimethylethyl] 5-methyl ester,hydrochloride (1:1) , its cas register number 132866-11-6. It also can be called Lercanidipine hydrochloride ; and 1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid 2-[(3,3-diphenylpropyl)methylamino]-1,1-dimethylethyl methyl ester hydrochloride ; Cardiovasc ; Carmen ; Corifeo ; Lercadip ; Lercan ; Lercanidipine HCl ; Lercanidipine hydrochloride ; Lercapin ; Lercaton ; Lerkamen ; Lerzam ; Vasodip ; Zandip ; and Zanicor . Its classification code are Antihypertensive compound and Calcium channel blockers.