3-(2H3)methyl 5-propan-2-yl 4-(2,1,3-benzoxadiazol-4-yl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

• ChemBase ID: 171997
• Molecular Formular: C19H21N3O5
• Molecular Mass: 371.38714
• Monoisotopic Mass: 371.14812079
• SMILES: c12c(cccc1C1C(=C(NC(=C1C(=O)OC)C)C)C(=O)OC(C)C)non2
• Canonical SMILES: COC(=O)C1=C(C)NC(=C(C1c1cccc2c1non2)C(=O)OC(C)C)C
• InChI: InChI=1S/C19H21N3O5/c1-9(2)26-19(24)15-11(4)20-10(3)14(18(23)25-5)16(15)12-7-6-8-13-17(12)22-27-21-13/h6-9,16,20H,1-5H3
• InChIKey: HMJIYCCIJYRONP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(^2H₃)methyl 5-propan-2-yl 4-(2,1,3-benzoxadiazol-4-yl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
• IUPAC Traditional name: 3-isopropyl 5-(^2H₃)methyl 4-(2,1,3-benzoxadiazol-4-yl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
• Synonyms: 4-(4-Benzofurazanyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylic Acid Methyl-d3 1-Methylethyl Ester; Isrodipine-3; PN-200-110-d3; Clivoten-d3; DynaCirc-d3; Esradin-d3; Lomir-d3; Prescal-d3; Isradipine-d3

Database IDs

• PubChem SID: 164227907
• PubChem CID: 45039616

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 1.7748289
• LogD (pH = 7.4): 1.995238
• Log P: 1.9989158
• Molar Refractivity: 100.0842 cm^3
• Polarizability: 38.38981 Å^3
• Polar Surface Area: 103.55 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO
• Apperance: Yellow Solid
• Melting Point: 144-146°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - I925002

Dihydropyridine calcium channel blocker. Antihypertensive; antianginal.

REFERENCES

• Nelson, E.B., et al.: Clin. Pharmacol. Ther., 40, 694 (1986)
• Hof, R.P., et al.: J. Cardiovasc. Pharmacol., 8, 221 (1986)