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

• ChemBase ID: 133264
• Molecular Formular: C26H37ClN2O4
• Molecular Mass: 477.03598
• Monoisotopic Mass: 476.24418535
• SMILES: CC(C)C(CCCNCCc1ccc(c(c1)OC)OC)(C#N)c1ccc(c(c1)OC)OC.Cl
• Canonical SMILES: COc1ccc(cc1OC)CCNCCCC(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
• InChIKey: OEAFTRIDBHSJDC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl]amino}-2-(propan-2-yl)pentanenitrile hydrochloride
• IUPAC Traditional name: norverapamil hydrochloride
• Synonyms: N-Nor-(±)-verapamil hydrochloride; (±)-Norverapamil hydrochloride; α-[3-[[2-(3,4-Dimethoxyphenyl)ethyl]amino]propyl]-3,4-dimethoxy-α-(1-methylethyl)-benzeneacetonitrile; Nor Verapamil Hydrochloride

Database IDs

• CAS Number: 67812-42-4
• MDL Number: MFCD00078605
• PubChem SID: 24900707; 162227541
• PubChem CID: 155002

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: Choroform; H2O: >10 mg/mL; Methanol; Water
• Apperance: Off-White Solid; white solid
• Melting Point: 144-147°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere; desiccated
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• RID/ADR: UN 2811 6.1/PG 3

Product Information

• Purity: ≥98% (HPLC)

DETAILS

Sigma Aldrich - V108

Biochem/physiol Actions
(±)-Norverapamil is a Ca2+ channel (L-type) antagonist; N-demethylated metabolite of verapamil.

Toronto Research Chemicals - N877500

A metabolite of Verapamil.

REFERENCES

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