methyl 4-(butylamino)benzoate

• ChemBase ID: 161266
• Molecular Formular: C12H17NO2
• Molecular Mass: 207.26888
• Monoisotopic Mass: 207.12592879
• SMILES: c1c(ccc(c1)C(=O)OC)NCCCC
• Canonical SMILES: CCCCNc1ccc(cc1)C(=O)OC
• InChI: InChI=1S/C12H17NO2/c1-3-4-9-13-11-7-5-10(6-8-11)12(14)15-2/h5-8,13H,3-4,9H2,1-2H3
• InChIKey: IHRPJNDVWBJCEH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 4-(butylamino)benzoate
• IUPAC Traditional name: methyl 4-(butylamino)benzoate
• Synonyms: α-[4-(Butylamino)benzoyl]-ω-methoxy-poly(oxy-1,2-ethanediyl); Benzononantin; Benzononatine; Exangit; KM 65; Tesalon; Tessalin; Tessalon; Tessalon-Ciba; Ventussin; Benzonatate

Database IDs

• CAS Number: 32760-16-0
• PubChem SID: 162255401
• PubChem CID: 12045722

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.7692814
• LogD (pH = 7.4): 2.7733479
• Log P: 2.7733998
• Molar Refractivity: 62.1507 cm^3
• Polarizability: 23.25023 Å^3
• Polar Surface Area: 38.33 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Light Brown Oil

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - B204500

Antitussive. Chain between 6 and 17 units of ethylene glycol with the major product containing 10 units.

REFERENCES

• Scholtissek, C., et al.: Antiviral Res., 38, 213 (1998)
• McGovern, S., et al.: J. Med. Chem., 45, 1712 (1998)
• Regenthal, R., et al.: Hum. Exp. Toxicol., 21, 343 (1998)