[4-cyano-4-(3,4-dimethoxyphenyl)-4-(propan-2-yl)butyl][2-(3,4-dimethoxyphenyl)ethyl][2-(methanesulfonylsulfanyl)ethyl](methyl)azanium bromide

• ChemBase ID: 179489
• Molecular Formular: C30H45BrN2O6S2
• Molecular Mass: 673.7221
• Monoisotopic Mass: 672.19024117
• SMILES: c1(c(ccc(c1)CC[N+](CCCC(c1ccc(c(c1)OC)OC)(C(C)C)C#N)(C)CCSS(=O)(=O)C)OC)OC.[Br-]
• Canonical SMILES: COc1ccc(cc1OC)CC[N+](CCCC(c1ccc(c(c1)OC)OC)(C(C)C)C#N)(CCSS(=O)(=O)C)C.[Br-]
• InChI: InChI=1S/C30H45N2O6S2.BrH/c1-23(2)30(22-31,25-11-13-27(36-5)29(21-25)38-7)15-9-16-32(3,18-19-39-40(8,33)34)17-14-24-10-12-26(35-4)28(20-24)37-6;/h10-13,20-21,23H,9,14-19H2,1-8H3;1H/q+1;/p-1
• InChIKey: BVUKZMOMCQMWEQ-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: [4-cyano-4-(3,4-dimethoxyphenyl)-4-(propan-2-yl)butyl][2-(3,4-dimethoxyphenyl)ethyl][2-(methanesulfonylsulfanyl)ethyl](methyl)azanium bromide
• IUPAC Traditional name: [4-cyano-4-(3,4-dimethoxyphenyl)-4-isopropylbutyl][2-(3,4-dimethoxyphenyl)ethyl][2-(methanesulfonylsulfanyl)ethyl](methyl)azanium bromide
• Synonyms: δ-Cyano-N-[2-(3,4-dimethoxyphenyl)ethyl]-3,4-dimethoxy-N-methyl-δ-(1-methylethyl)-N-[2-[(methylsulfonyl)thio]ethyl]benzenebutanaminium Bromide; Verapamil Ethyl Methanethiosulfonate, Bromide

Database IDs

• CAS Number: 353270-25-4
• PubChem SID: 164235399
• PubChem CID: 46783239

CALCULATED PROPERTIES

• H Acceptors: 7
• H Donor: 0
• LogD (pH = 5.5): 0.39315403
• LogD (pH = 7.4): 0.39315403
• Log P: 0.39315403
• Molar Refractivity: 174.2156 cm^3
• Polarizability: 64.31495 Å^3
• Polar Surface Area: 94.85 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; DMSO; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 105-110°C (foaming)

Safety Information

• Storage Condition: Amber Vial, Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - V125100

An analog of Verapamil. P Glycoprotein drug binding domain verapamil methanethiosulfonate. Useful for mapping the pore region of L-type calcium channels and Kv1.3 potassium channels.

REFERENCES

• Loo, T., et al.: J. Biol. Chem., 270, 843 (1995)
• Sharom, F., et al.: J. Membr. Biol., 160, 161 (1995)
• Kim, R., et al.: J. Clin. Invest., 101, 289 (1995)
• Lee, C., et al.: Biochemistry., 37, 3594 (1995)