Riodipine

Base Information

• Chemical Name: Riodipine
• CAS No.: 71653-63-9
• Deprecated CAS: 99400-53-0
• Molecular Formula: C18H19 F2 N O5
• Molecular Weight: 367.349
• UNII: W12VDB26LB
• DSSTox Substance ID: DTXSID5046148
• Nikkaji Number: J23.275K
• Wikipedia: Riodipine
• Wikidata: Q7385274
• NCI Thesaurus Code: C76582
• ChEMBL ID: CHEMBL1891684,CHEMBL347573
• Mol file: 71653-63-9.mol

Synonyms:2,6-dimethyl-3,5-dimethoxycarbonyl-4-(O-difluoromethoxy)phenyl-1,4-dihydropyridine;Foridon;PP-1466;riodipine;ryodipine

Chemical Property of Riodipine

Chemical Property:

• Vapor Pressure: 3.97E-08mmHg at 25°C
• Melting Point: 157°C
• Refractive Index: 1.509
• Boiling Point: 445.4°C at 760 mmHg
• Flash Point: 223.2°C
• PSA: 73.86000
• Density: 1.242g/cm³
• LogP: 3.19760
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 7
• Exact Mass: 367.12312903
• Heavy Atom Count: 26
• Complexity: 591

Purity/Quality:

95% ^*data from raw suppliers

DIMETHYL-4-[2-(DIFLUOROMETHOXY)PHENYL]-2,6-DIMETHYL-1,4-DIHYDROPYRIDINE-3,5-DICARBOXYLATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(C(=C(N1)C)C(=O)OC)C2=CC=CC=C2OC(F)F)C(=O)OC
• Uses: Replenisher (fluid); replenisher (electrolyte).

Technology Process of Riodipine

There total 3 articles about Riodipine 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: 53.2%

o-difluoromethoxybenzaldehyde (71653-64-0) + acetoacetic acid methyl ester (105-45-3) → 2,6-dimethyl-3,5-diethoxycarbonyl-4-(-o-difluoromethoxyphenyl)-1,4-dihydropyridine (84761-70-6) + Riodipine (71653-63-9) + 2,6-dimethyl-3-methoxycarbonyl-5-carbamoyl-4-(o-difluoromethoxyphenyl)-1,4-dihydropyridine (99460-93-2) + 2,6-dimethyl-3-methoxycarbonyl-5-ethoxycarbonyl-4-(o-difluoromethoxyphenyl)-1,4-dihydropyridine (99460-92-1)

Guidance literature:

With ammonia; methyl 3-aminocrotonate; In methanol; Product distribution; further solvents, different pH-values;

Reference yield:

o-difluoromethoxybenzaldehyde (71653-64-0) + acetoacetic acid methyl ester (105-45-3) → Riodipine (71653-63-9)

Guidance literature:

With ammonium hydroxide; In ethanol; Heating;

DOI:10.1007/BF00770311

Reference yield:

→ Riodipine (71653-63-9)

Guidance literature:

Difluormethoxybenzaldehyd, Acetessigester, NH3;

upstream raw materials:

o-difluoromethoxybenzaldehyde

acetoacetic acid methyl ester

Downstream raw materials:

2-Methyl-3-methoxycarbonyl-5-oxo-4-(2'-difluoromethoxyphenyl)-1,4,5,7-tetrahydrofuro<3,4-b>pyridine

N-<2-Methyl-3,5-dimethoxycarbonyl-4-(2'-difluoromethoxyphenyl)-1,4-dihydropyridine-6-methylene>pyridinium bromide

1,7-Dioxo-8-(2'-difluoromethoxyphenyl)-1,3,4,5,7,8-hexahydro(difuro)-<3,4-b; 3',4'-e>pyridine

2-Dibromomethyl-3-methoxycarbonyl-5-oxo-4-(2'-difluoromethoxyphenyl)-1,4,5,7-tetrahydrofuro<3,4-b>pyridine

Refernces

• 1、 Kastron, V. V.,Dubur, G. Ya.,Vitolin', R. O.,Kimenis, A. A.,Selga, M. Ya.,et al.. "SYNTHESIS AND PHARMACOLOGICAL ACTIVITY OF 4-ARYL-1,4-DIHYDROPYRIDINES". . p. 817 - 824. Retrieved 2007/10/02.