CAS 76093-33-9 (4R)-5-(Methoxycarbonyl)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid (HCID 748472)

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Basic information

CAS: 76093-33-9
Standard SMILES: COC(=O)C1=C(C)NC(C)=C(C(=O)O)[C@H]1c1cccc([N+](=O)[O-])c1
InChIKey: JPXPPUOCSLMCHK-CQSZACIVSA-N
Molecular formula: C16H16N2O6
Average molar mass: 332.31 g/mol
Monoisotopic mass: 332.10083623

Names & identifiers

Preferred name: (4R)-5-(Methoxycarbonyl)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid
IUPAC: (4R)-5-methoxycarbonyl-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid
English name: (R)-(-)-1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic Acid Monomethyl Ester
Molecular formula: C16H16N2O6
Molecular weight: 332.31

Names & synonyms

76093-33-9(4r)-5-(methoxycarbonyl)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acidDTXSID20353702RefChem:209171DTXCID30304765(R)-5-(Methoxycarbonyl)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid(R)-(-)-1,4-DIHYDRO-2,6-DIMETHYL-4-(3-NITROPHENYL)-3,5-PYRIDINEDICARBOXYLIC ACID MONOMETHYL ESTERMFCD09952191(4R)-5-methoxycarbonyl-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid(4r)-1,4-dihydro-2,6-dimethyl-3-methyloxycarbonyl-4-(3-nitrophenyl)-pyridine-5-carboxylic acidJPXPPUOCSLMCHK-CQSZACIVSA-NSCHEMBL4654952

Show more names

Benidipine Impurity 37(R)-Lercanidipine EP Impurity A(-)-1,4-Dihydro-5-(methoxycarbonyl)-2,6-dimethyl-4-(3-nitrophenyl)-3-pyridinecarboxylic Aci(-)-1,4-Dihydro-5-(methoxycarbonyl)-2,6-dimethyl-4-(3-nitrophenyl)-3-pyridinecarboxylic Acid(R)-(-)-1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid monomethyl es

Properties

Computed structural properties

XLogP: 2.2
Topological polar surface area: 121 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 7
Rotatable bonds: 4
Heavy atoms: 24
Formal charge: 0
Complexity: 631

Physicochemical properties

Melting point: 168 · 168-172 °C
Boiling point: 505 · 505.0±50.0 °C(Predicted)
Density: 1.345 · 1.345±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
solubility: DMSO (Slightly), Methanol (Slightly, Heated)
form: Solid
pka: 1.66 · 1.66±0.70(Predicted)
color: Pale Yellow to Yellow
CAS DataBase Reference: 76093 · 76093-33-9
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 303 · H303-H320
Precautionary statements: 312 · P312-P264-P305+P351+P338-P337+P313

Safety & regulation

Safety data

Signal word: Warning
Symbol(GHS): GHS07
Hazard statements: H303-H320
Precautionary statements: P312-P264-P305+P351+P338-P337+P313

Chemistry & industry

Pharmacology

Metabolism/Metabolites(4R)-5-(methoxycarbonyl)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid has known human metabolites that include OPC-13463.

Applications

Uses1,4-Dihydropyridine derivative used in the prevention and therapy of atherosclerotic degradation of arterial walls.

Uses(R)-(-)-1,4-Dihydro-2,6-diMethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic Acid MonoMethyl Ester is used in the prevention and therapy of atherosclerotic degradation of arterial walls.