4-(4-{[2-(4-chlorophenyl)-5,5-dimethylcyclohex-1-en-1-yl]methyl}piperazin-1-yl)benzoic acid

• ChemBase ID: 164506
• Molecular Formular: C26H31ClN2O2
• Molecular Mass: 438.98954
• Monoisotopic Mass: 438.20740592
• SMILES: c1cc(ccc1Cl)C1=C(CC(CC1)(C)C)CN1CCN(CC1)c1ccc(cc1)C(=O)O
• Canonical SMILES: Clc1ccc(cc1)C1=C(CN2CCN(CC2)c2ccc(cc2)C(=O)O)CC(CC1)(C)C
• InChI: InChI=1S/C26H31ClN2O2/c1-26(2)12-11-24(19-3-7-22(27)8-4-19)21(17-26)18-28-13-15-29(16-14-28)23-9-5-20(6-10-23)25(30)31/h3-10H,11-18H2,1-2H3,(H,30,31)
• InChIKey: JBZBOOYFIKNESP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(4-{[2-(4-chlorophenyl)-5,5-dimethylcyclohex-1-en-1-yl]methyl}piperazin-1-yl)benzoic acid
• IUPAC Traditional name: 4-(4-{[2-(4-chlorophenyl)-5,5-dimethylcyclohex-1-en-1-yl]methyl}piperazin-1-yl)benzoic acid
• Synonyms: A 803467; 5-(4-Chlorophenyl)-N-(3,5-dimethoxyphenyl)-2-furancarboxamide; 4-[4-[[2-(4-Chlorophenyl)-5,5-dimethyl-1-cyclohexen-1-yl]methyl]-1-piperazinyl]benzoic Acid; 4-(4-((4'-Chloro-4,4-dimethyl-3,4,5,6-tetrahydro-[1,1'-biphenyl]-2-yl)methyl)piperazin-1-yl)benzoic acid

Database IDs

• CAS Number: 1044598-91-5; 944261-79-4
• MDL Number: MFCD16251302
• PubChem SID: 162258641
• PubChem CID: 25058455

CALCULATED PROPERTIES

• Acid pKa: 4.5346828
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.3563466
• LogD (pH = 7.4): 3.3582478
• Log P: 3.3805048
• Molar Refractivity: 128.5164 cm^3
• Polarizability: 49.086704 Å^3
• Polar Surface Area: 43.78 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Ethanol; Methanol
• Apperance: Pale Pink Solid; White Solid
• Melting Point: 128-130°C; 191-193°C

Safety Information

• Storage Condition: Refrigerator

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - C377880

Intermediate in the production of cell death regulators and apoptosis promoters.

Toronto Research Chemicals - C377840

A selective NaV1.8 sodium channel blocker, reduces behavioral measures of chronic pain. Analgesic.

REFERENCES

• Park, C., et al.: J. Med. Chem., 51, 6902 (2008)
• Olah, Z., et al.: J. Biol. Chem., 276, 11021 (2001)
• Akada, Y., et al.: Eur. J. Pharmacol., 536, 248 (2001)
• Joshi, S., et al.: Pain, 123, 75 (2001)
• McGaraughty, S., et al.: J. Pharmacol. Exp. Ther., 324, 1204 (2001)