(2S)-2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)pentanenitrile hydrate hydrochloride

• ChemBase ID: 155502
• Molecular Formular: C27H41ClN2O5
• Molecular Mass: 509.07784
• Monoisotopic Mass: 508.2704001
• SMILES: CC(C)[C@](CCCN(C)CCc1ccc(c(c1)OC)OC)(C#N)c1ccc(c(c1)OC)OC.O.Cl
• Canonical SMILES: COc1ccc(cc1OC)CCN(CCC[C@@](c1ccc(c(c1)OC)OC)(C(C)C)C#N)C.O.Cl
• InChI: InChI=1S/C27H38N2O4.ClH.H2O/c1-20(2)27(19-28,22-10-12-24(31-5)26(18-22)33-7)14-8-15-29(3)16-13-21-9-11-23(30-4)25(17-21)32-6;;/h9-12,17-18,20H,8,13-16H2,1-7H3;1H;1H2/t27-;;/m0../s1
• InChIKey: ICKXRKHJKXMFLR-LPCSYZHESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)pentanenitrile hydrate hydrochloride
• IUPAC Traditional name: (2S)-2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-isopropylpentanenitrile hydrate hydrochloride
• Synonyms: S(-)-Verapamil hydrochloride hydrate

Database IDs

• CAS Number: 36622-28-3(anhydrous)
• EC Number: 253-132-8
• MDL Number: MFCD11045898
• PubChem SID: 24900705; 162249640
• PubChem CID: 71312145

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 1.6246759
• LogD (pH = 7.4): 2.7877045
• Log P: 5.0431857
• Molar Refractivity: 132.6479 cm^3
• Polarizability: 51.54108 Å^3
• Polar Surface Area: 63.95 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: ethanol: soluble; H2O: >30 mg/mL
• Apperance: white powder
• Optical Rotation: [α]22/D -6.1°, c = 0.1 in ethanol(lit.)

Safety Information

• Storage Condition: desiccated; protect from light
• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 25
• Safety Statements: 45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• GHS Precautionary statements: P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C27H38N2O4 · HCl · xH2O

DETAILS

Sigma Aldrich - V105

Biochem/physiol Actions
Active enantiomer of (±)-verapamil. Ca2+ channel (L-type) modulator; adrenoceptor antagonist; cardiac depressant.