CID 10532254

Base Information

• Chemical Name: CID 10532254
• CAS No.: 132866-11-6
• Molecular Formula: C36H42ClN3O6
• Molecular Weight: 648.199
• Mol file: 132866-11-6.mol

Synonyms:

Chemical Property of CID 10532254

Chemical Property:

• Appearance/Colour: pale-yellow powder
• Vapor Pressure: 3.77E-20mmHg at 25°C
• Melting Point: 175-177 °C
• Boiling Point: 712.5 °C at 760 mmHg
• Flash Point: 384.7 °C
• PSA: 113.69000
• LogP: 8.13240
• Storage Temp.: 2-8°C
• Solubility.: soluble in Methanol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 13
• Exact Mass: 647.2762138
• Heavy Atom Count: 46
• Complexity: 1090

Purity/Quality:

99.5%min ^*data from raw suppliers

Lercanidipine Hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25
• Safety Statements: 36/37-45

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(C(C(=C(N1)C)C(=O)OC(C)(C)C[NH+](C)CCC(C2=CC=CC=C2)C3=CC=CC=C3)C4=CC(=CC=C4)[N+](=O)[O-])C(=O)OC.[Cl-]
• Uses: A dihydropyridine calcium channel blocker. Antihypertensive. long-acting dihydropyridine calcium channel blocker, antihypertensive
• Clinical Use: #N/A
• Drug interactions: Potentially hazardous interactions with other drugs Aminophylline and theophylline: possibly increased aminophylline and theophylline concentration. Anaesthetics: enhanced hypotensive effect. Antibacterials: metabolism possibly inhibited by clarithromycin, erythromycin and telithromycin - avoid with erythromycin. Antidepressants: enhanced hypotensive effect with MAOIs. Antiepileptics: effect reduced by carbamazepine, barbiturates, phenytoin and primidone. Antifungals: metabolism possibly inhibited by itraconazole and ketoconazole - avoid; negative inotropic effect possibly increased with itraconazole. Antihypertensives: enhanced hypotensive effect, increased risk of first dose hypotensive effect of postsynaptic alpha-blockers. Antivirals: concentration increased by ritonavir - avoid. Cardiac glycosides: digoxin concentration increased. Ciclosporin: concentration of both drugs may be increased - avoid. Grapefruit juice: concentration increased - avoid

Technology Process of CID 10532254

There total 11 articles about CID 10532254 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

(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) → lercanidipine hydrochloride (132866-11-6,184866-29-3)

Guidance literature:

(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;

With hydrogenchloride; In dichloromethane; water;

Reference yield: 90.0%

lercanidipine (100427-26-7) → lercanidipine hydrochloride (132866-11-6,184866-29-3)

Guidance literature:

With hydrogenchloride; In diethyl ether; tert-butyl methyl ether; Product distribution / selectivity;

Reference yield: 42.0%

methyl 3-aminocrotonate (21731-17-9) → lercanidipine hydrochloride (132866-11-6,184866-29-3)

Guidance literature:

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;

methyl 3-aminocrotonate; In propan-1-ol; dichloromethane; at 75 - 80 ℃; for 10h;

With hydrogenchloride; In propan-1-ol; at 20 - 30 ℃; for 0.5h; pH=~ 3 - ~ 4;

upstream raw materials:

(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

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

Downstream raw materials:

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

lercanidipine

Refernces

• 1、 -. "NOVEL PROCESS FOR THE PREPARATION OF LERCANIDIPINE". Page/Page column 3. . Retrieved 2009/09/26.
• 2、 -. "PROCESS FOR PREPARING LERCANIDIPINE HYDROCHLORIDE". Page/Page column 9. . Retrieved 2008/12/07.