Product Name

  • Name

    Lercanidipine hydrochloride

  • EINECS 603-682-3
  • CAS No. 132866-11-6
  • Article Data8
  • CAS DataBase
  • Density
  • Solubility
  • Melting Point 175-177 °C
  • Formula C36H42ClN3O6
  • Boiling Point 712.5 °C at 760 mmHg
  • Molecular Weight 648.199
  • Flash Point 384.7 °C
  • Transport Information UN 2811
  • Appearance pale-yellow powder
  • Safety 36/37-45
  • Risk Codes 25
  • Molecular Structure Molecular Structure of 132866-11-6 (Lercanidipine hydrochloride)
  • Hazard Symbols ToxicT
  • 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;
  • PSA 113.69000
  • LogP 8.13240

Synthetic route

(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
957215-03-1

(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

lercanidipine hydrochloride
132866-11-6

lercanidipine hydrochloride

Conditions
ConditionsYield
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
100427-26-7

lercanidipine

lercanidipine hydrochloride
132866-11-6

lercanidipine hydrochloride

Conditions
ConditionsYield
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
21731-17-9

methyl 3-aminocrotonate

lercanidipine hydrochloride
132866-11-6

lercanidipine hydrochloride

Conditions
ConditionsYield
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
890045-70-2

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
28075-29-8

N-methyl-3,3-diphenylpropylamine

lercanidipine hydrochloride
132866-11-6

lercanidipine hydrochloride

Conditions
ConditionsYield
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;
C20H25N2O8PS

C20H25N2O8PS

2,N-dimethyl-N-(3,3-diphenylpropyl)-1-amino-2-propanol
100442-33-9

2,N-dimethyl-N-(3,3-diphenylpropyl)-1-amino-2-propanol

lercanidipine hydrochloride
132866-11-6

lercanidipine hydrochloride

Conditions
ConditionsYield
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;
C20H25N2O9P

C20H25N2O9P

2,N-dimethyl-N-(3,3-diphenylpropyl)-1-amino-2-propanol
100442-33-9

2,N-dimethyl-N-(3,3-diphenylpropyl)-1-amino-2-propanol

lercanidipine hydrochloride
132866-11-6

lercanidipine hydrochloride

Conditions
ConditionsYield
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
929212-20-4

2-[(3-nitrophenyl)methylene]-3-oxobutanoic acid 2-[(3,3-diphenylpropyl)methylamino]-1,1-dimethyl ethyl ester hydrochloride

methyl 3-aminocrotonate
14205-39-1

methyl 3-aminocrotonate

lercanidipine hydrochloride
132866-11-6

lercanidipine hydrochloride

Conditions
ConditionsYield
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;
2,N-dimethyl-2-(trimethylsilyloxy)-N-(3,3-diphenylpropyl)-1-propanamine

2,N-dimethyl-2-(trimethylsilyloxy)-N-(3,3-diphenylpropyl)-1-propanamine

1,4-dihydro-2,6-dimethyl-3-methoxycarbonyl-4-(3-nitrophenyl)-pyridine-5-carboxylic acid chloride
88712-56-5, 125185-92-4

1,4-dihydro-2,6-dimethyl-3-methoxycarbonyl-4-(3-nitrophenyl)-pyridine-5-carboxylic acid chloride

lercanidipine hydrochloride
132866-11-6

lercanidipine hydrochloride

Conditions
ConditionsYield
In dichloromethane at -10 - 30℃;
3-nitro-benzaldehyde
99-61-6

3-nitro-benzaldehyde

1,1,N-trimethyl-N-(3,3-diphenylpropy)-2-aminoethyl acetoacetate
100427-51-8

1,1,N-trimethyl-N-(3,3-diphenylpropy)-2-aminoethyl acetoacetate

lercanidipine hydrochloride
132866-11-6

lercanidipine hydrochloride

Conditions
ConditionsYield
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
100442-33-9

2,N-dimethyl-N-(3,3-diphenylpropyl)-1-amino-2-propanol

lercanidipine hydrochloride
132866-11-6

lercanidipine hydrochloride

Conditions
ConditionsYield
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
lercanidipine hydrochloride
132866-11-6

lercanidipine hydrochloride

lercanidipine
100427-26-7

lercanidipine

Conditions
ConditionsYield
With sodium methylate In methanol at 20 - 25℃; for 4.5h; Product distribution / selectivity;77.1%
With borax In methanol; water at 20℃; pH=9.2; Product distribution / selectivity;
With potassium carbonate In water; ethyl acetate at 20℃; for 1.91667h; Product distribution / selectivity;
With sodium hydroxide In methanol; water at 20℃; Product distribution / selectivity;
lercanidipine hydrochloride
132866-11-6

lercanidipine hydrochloride

benzenesulfonic acid
98-11-3

benzenesulfonic acid

methyl 1,1,N-trimethyl-N-(3,3-diphenylpropyl)-2-aminoethyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylate besylate
877372-46-8

methyl 1,1,N-trimethyl-N-(3,3-diphenylpropyl)-2-aminoethyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylate besylate

Conditions
ConditionsYield
Stage #1: lercanidipine hydrochloride With sodium hydroxide In methanol; water
Stage #2: benzenesulfonic acid In tetrahydrofuran

Lercanidipine hydrochloride Chemical Properties

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

Lercanidipine hydrochloride Uses

 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.

Lercanidipine hydrochloride Safety Profile

Hazard Codes: ToxicT
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

Lercanidipine hydrochloride Specification

 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.

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