3-[3-(4,4-diphenylpiperidin-1-yl)propyl] 5-methyl (4S)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate hydrochloride

• ChemBase ID: 133061
• Molecular Formular: C36H40ClN3O6
• Molecular Mass: 646.1723
• Monoisotopic Mass: 645.2605637
• SMILES: CC1=C([C@@H](C(=C(N1)C)C(=O)OCCCN1CCC(CC1)(c1ccccc1)c1ccccc1)c1cccc(c1)[N+](=O)[O-])C(=O)OC.Cl
• Canonical SMILES: COC(=O)C1=C(C)NC(=C([C@H]1c1cccc(c1)[N+](=O)[O-])C(=O)OCCCN1CCC(CC1)(c1ccccc1)c1ccccc1)C.Cl
• InChI: InChI=1S/C36H39N3O6.ClH/c1-25-31(34(40)44-3)33(27-12-10-17-30(24-27)39(42)43)32(26(2)37-25)35(41)45-23-11-20-38-21-18-36(19-22-38,28-13-6-4-7-14-28)29-15-8-5-9-16-29;/h4-10,12-17,24,33,37H,11,18-23H2,1-3H3;1H/t33-;/m0./s1
• InChIKey: MHOSUIMBPQVOEU-WAQYZQTGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[3-(4,4-diphenylpiperidin-1-yl)propyl] 5-methyl (4S)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate hydrochloride
• IUPAC Traditional name: 3-[3-(4,4-diphenylpiperidin-1-yl)propyl] 5-methyl (4S)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate hydrochloride
• Synonyms: S(+)-1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid 3-(4,4-diphenyl-1-piperidinyl)-propyl methyl ester hydrochloride; S(+)-Niguldipine hydrochloride

Database IDs

• CAS Number: 113165-32-5
• MDL Number: MFCD00873564
• PubChem SID: 162227338; 24897482
• PubChem CID: 16219720

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 1.93182
• LogD (pH = 7.4): 3.4240158
• Log P: 5.5991387
• Molar Refractivity: 186.8993 cm^3
• Polarizability: 66.689835 Å^3
• Polar Surface Area: 113.69 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: dilute aqueous acid: insoluble; DMSO: soluble13 mg/mL; ethanol: soluble16 mg/mL; H2O: insoluble; methanol: soluble8 mg/mL
• Apperance: yellow solid
• Optical Rotation: [α]22/D +14.62°, c = 0.13 in methanol(lit.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

DETAILS

Sigma Aldrich - N135

Caution
Photosensitive. This compound adsorbs strongly to plastic.
Biochem/physiol Actions
α1A-adrenoceptor antagonist; antihypertensive agent; L-type Ca2+ channel blocker; potassium agonist that activates Ca2+-activated maxi K-channels.