3,5-bis(2H3)methyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

• ChemBase ID: 175145
• Molecular Formular: C17H18N2O6
• Molecular Mass: 346.33462
• Monoisotopic Mass: 346.11648631
• SMILES: N1C(=C(C(C(=C1C)C(=O)OC)c1ccccc1[N+](=O)[O-])C(=O)OC)C
• Canonical SMILES: COC(=O)C1=C(C)NC(=C(C1c1ccccc1[N+](=O)[O-])C(=O)OC)C
• InChI: InChI=1S/C17H18N2O6/c1-9-13(16(20)24-3)15(14(10(2)18-9)17(21)25-4)11-7-5-6-8-12(11)19(22)23/h5-8,15,18H,1-4H3
• InChIKey: HYIMSNHJOBLJNT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,5-bis(^2H₃)methyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
• IUPAC Traditional name: 3,5-bis(^2H₃)methyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
• Synonyms: 1,4-Dihydro-2,6-dimethyl-4-(2-nitrophenyl)-3,5-pyridinedicarboxylic Acid Dimethyl Ester-d6; Adalate-d6; Aldipine-d6; Anifed-d6; Cardiate-d6; Nifedipine-d6

Database IDs

• CAS Number: 1188266-14-9
• PubChem SID: 164231055
• PubChem CID: 45040023

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 1.5918752
• LogD (pH = 7.4): 1.8118262
• Log P: 1.8154943
• Molar Refractivity: 92.1647 cm^3
• Polarizability: 33.98248 Å^3
• Polar Surface Area: 110.45 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Yellow Solid
• Melting Point: 164-165°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - N457002

Used as an antihypertensive and antianginal. A labelled dihydorpyridine calcium channel blocker.

REFERENCES

• Ali, S.L., et al.: Anal. Profiles Drug Subs., 18, 221 (1989)
• Soons, P.A., et al.: J. Pharm. Biomed. Anal., 9, 475 (1989)
• Brown, M.J., et al.: Lancet, 356, 366 (1989)