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

• ChemBase ID: 175734
• Molecular Formular: C26H37ClN2O4
• Molecular Mass: 477.03598
• Monoisotopic Mass: 476.24418535
• SMILES: c1(c(ccc(c1)[C@](CCCNCCc1ccc(c(c1)OC)OC)(C(C)C)C#N)OC)OC.Cl
• Canonical SMILES: COc1ccc(cc1OC)CCNCCC[C@@](c1ccc(c(c1)OC)OC)(C(C)C)C#N.Cl
• InChI: InChI=1S/C26H36N2O4.ClH/c1-19(2)26(18-27,21-9-11-23(30-4)25(17-21)32-6)13-7-14-28-15-12-20-8-10-22(29-3)24(16-20)31-5;/h8-11,16-17,19,28H,7,12-15H2,1-6H3;1H/t26-;/m0./s1
• InChIKey: OEAFTRIDBHSJDC-SNYZSRNZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl]amino}-2-(propan-2-yl)pentanenitrile hydrochloride
• IUPAC Traditional name: (2S)-2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl]amino}-2-isopropylpentanenitrile hydrochloride
• Synonyms: (αS)-α-[3-[[2-(3,4-Dimethoxyphenyl)ethyl]amino]propyl]-3,4-dimethoxy-α-(1-methylethyl)-benzeneacetonitrile Hydrochloride; (S)-Norverapamil Hydrochloride; (S)-(-)-Nor Verapamil Hydrochloride; (αR)-α-[3-[[2-(3,4-Dimethoxyphenyl)ethyl]amino]propyl]-3,4-dimethoxy-α-(1-methylethyl)-benzeneacetonitrile Hydrochloride; (R)-Norverapamil Hydrochloride; (R)-(+)-Nor Verapamil Hydrochloride

Database IDs

• CAS Number: 123932-43-4; 123931-31-7
• PubChem SID: 164231644
• PubChem CID: 46782602

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 1.4302044
• LogD (pH = 7.4): 1.9285427
• Log P: 4.6601377
• Molar Refractivity: 127.3532 cm^3
• Polarizability: 49.69834 Å^3
• Polar Surface Area: 72.74 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: MeOH; Methanol; Water
• Apperance: White Solid; White to Off-White Solid
• Melting Point: 131-133°C; 74-76°C

Safety Information

• Storage Condition: -20°C Freezer; Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Storage Warning: Hygroscopic; TBD

DETAILS

Toronto Research Chemicals - N877491

The metabolite of (S)-Verapamil.

Toronto Research Chemicals - N877490

The chiral metabolite of Verapamil.

REFERENCES

• Mutlib, A.E., et al.: The Journal of Pharm. & Exp. Therapeutics, 252, 2, 593 (1989)
• Mutlib, A.E., et al.: The Journal of Pharm. & Exp. Therapeutics, 252, 2, 593 (1989)