2-(4-{1-hydroxy-4-[4-(hydroxydiphenylmethyl)piperidin-1-yl]butyl}phenyl)-2-(2H3)methyl(2H3)propanoic acid

• ChemBase ID: 168955
• Molecular Formular: C32H39NO4
• Molecular Mass: 501.65636
• Monoisotopic Mass: 501.28790873
• SMILES: c1c(ccc(c1)C(O)CCCN1CCC(CC1)C(O)(c1ccccc1)c1ccccc1)C(C)(C)C(=O)O
• Canonical SMILES: OC(=O)C(c1ccc(cc1)C(CCCN1CCC(CC1)C(c1ccccc1)(c1ccccc1)O)O)(C)C
• InChI: InChI=1S/C32H39NO4/c1-31(2,30(35)36)25-17-15-24(16-18-25)29(34)14-9-21-33-22-19-28(20-23-33)32(37,26-10-5-3-6-11-26)27-12-7-4-8-13-27/h3-8,10-13,15-18,28-29,34,37H,9,14,19-23H2,1-2H3,(H,35,36)
• InChIKey: RWTNPBWLLIMQHL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(4-{1-hydroxy-4-[4-(hydroxydiphenylmethyl)piperidin-1-yl]butyl}phenyl)-2-(^2H₃)methyl(^2H₃)propanoic acid
• IUPAC Traditional name: 2-(4-{1-hydroxy-4-[4-(hydroxydiphenylmethyl)piperidin-1-yl]butyl}phenyl)-2-(^2H₃)methyl(^2H₃)propanoic acid
• Synonyms: 4-[1-Hydroxy-4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]butyl]-α,α-(dimethyl-d6)benzeneacetic Acid; 4-[4-[4-(Hydroxydiphenylmethyl)-1-piperidinyl]-1-hydroxybutyl]-α,α-(dimethyl-d6)phenylacetic Acid; Carboxyterfenadine-d6; MDL 16455-d6; Terfenadine-d6 Acid Metabolite; Terfenadine-d6 Carboxylate; Fexofenadine-d6

Database IDs

• CAS Number: 548783-71-7
• PubChem SID: 162263087
• PubChem CID: 45039254

CALCULATED PROPERTIES

• Acid pKa: 4.040438
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 2.9300497
• LogD (pH = 7.4): 2.9334483
• Log P: 2.938501
• Molar Refractivity: 147.9846 cm^3
• Polarizability: 57.843266 Å^3
• Polar Surface Area: 81.0 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid
• Melting Point: 193-196°C

Safety Information

• Storage Condition: Amber Vial, -20°C Freezer

DETAILS

Toronto Research Chemicals - F322500

The active labelled metabolite of Terfenadine (T114500), a H1-histamine receptor antagonist.

REFERENCES

• Garteiz, D.A., et al.: Arzneim.-Forsch., 32, 1185 (1982)
• Rampe, D., et al.: Mol. Pharmacol., 44, 1240 (1982)
• Obradovic, T., et al.: Pharm. Res., 24, 318 (1982)