methyl 2-{4-[2-(piperidin-1-yl)ethoxy]benzoyl}benzoate

• ChemBase ID: 176807
• Molecular Formular: C22H25NO4
• Molecular Mass: 367.4382
• Monoisotopic Mass: 367.17835829
• SMILES: C1CCCN(C1)CCOc1ccc(cc1)C(=O)c1c(cccc1)C(=O)OC
• Canonical SMILES: COC(=O)c1ccccc1C(=O)c1ccc(cc1)OCCN1CCCCC1
• InChI: InChI=1S/C22H25NO4/c1-26-22(25)20-8-4-3-7-19(20)21(24)17-9-11-18(12-10-17)27-16-15-23-13-5-2-6-14-23/h3-4,7-12H,2,5-6,13-16H2,1H3
• InChIKey: NZHMAQSCHUSSSJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-{4-[2-(piperidin-1-yl)ethoxy]benzoyl}benzoate
• IUPAC Traditional name: pitofenone
• Synonyms: 2-[4-[2-(1-Piperidinyl)ethoxy]benzoyl]benzoic Acid Methyl Ester Hydrochloride; 4'-(β-Piperidinoethoxy)-2-(carbomethoxy)benzophenone Ηydrochloride; Baralgin Ketone Hydrochloride; Baralgin-Ketone; Bulgarketone; Pitofenone Hydrochloride

Database IDs

• CAS Number: 1248-42-6
• PubChem SID: 164232717
• PubChem CID: 121098

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 1.6742605
• LogD (pH = 7.4): 3.439091
• Log P: 4.147415
• Molar Refractivity: 105.2831 cm^3
• Polarizability: 40.760334 Å^3
• Polar Surface Area: 55.84 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 169-170°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - P536500

Diclofenac and its combination with Pitofenone and Fenpiverinium shows antispasmodic activity.

REFERENCES

• Lundstam, S., et al.: Lancet, 1, 1096 (1982)
• Thompson, J., et al.: Br. Med. J., 299, 1140 (1982)
• Marthak, K., et al.: Curr. Med. Res. Opi.,12, 366 (1982)