N-[4-oxo-2-(1H-1,2,3,4-tetrazol-5-yl)-4H-chromen-8-yl]-4-(4-phenylbutoxy)benzamide

• ChemBase ID: 176799
• Molecular Formular: C27H23N5O4
• Molecular Mass: 481.50262
• Monoisotopic Mass: 481.17500424
• SMILES: c1ccc(cc1)CCCCOc1ccc(cc1)C(=O)Nc1cccc2c1oc(cc2=O)c1nnn[nH]1
• Canonical SMILES: O=C(c1ccc(cc1)OCCCCc1ccccc1)Nc1cccc2c1oc(cc2=O)c1[nH]nnn1
• InChI: InChI=1S/C27H23N5O4/c33-23-17-24(26-29-31-32-30-26)36-25-21(23)10-6-11-22(25)28-27(34)19-12-14-20(15-13-19)35-16-5-4-9-18-7-2-1-3-8-18/h1-3,6-8,10-15,17H,4-5,9,16H2,(H,28,34)(H,29,30,31,32)
• InChIKey: NBQKINXMPLXUET-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[4-oxo-2-(1H-1,2,3,4-tetrazol-5-yl)-4H-chromen-8-yl]-4-(4-phenylbutoxy)benzamide
• IUPAC Traditional name: N-[4-oxo-2-(1H-1,2,3,4-tetrazol-5-yl)chromen-8-yl]-4-(4-phenylbutoxy)benzamide
• Synonyms: N-{4-Oxo-2-(1H-tetrazol-5-yl)-4H-1-benzopyran-8-yl]-4-(4-phenylbutoxy)benzamide; ONO-1078; ONO-RS-411; Onon; Pranlukast

Database IDs

• CAS Number: 103177-37-3
• PubChem SID: 164232709
• PubChem CID: 4887

CALCULATED PROPERTIES

• Acid pKa: 1.7264557
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 2.8283622
• LogD (pH = 7.4): 2.8248737
• Log P: 4.437205
• Molar Refractivity: 139.2753 cm^3
• Polarizability: 50.519333 Å^3
• Polar Surface Area: 119.09 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-white solid
• Melting Point: 236-238°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - P701100

A potent, selective and orally active CysLT receptor antagonist. Leukotriene antagonist. Used as an antiasthmatic.

REFERENCES

• Obata, T., et al.: Adv. Prostaglandin Thromboxane Leukot. Res., 15, 229 (1985)
• Taniguchi, Y., et al.: J. Allergy Clin. Immunol., 92, 507 (1985)
• Yamamoto, H., et al: Am. J. Respir. Crit. Care Med., 150, 254 (1985)
• Miyagawa, N., et al.: Biol. Pharm. Bull