N-(6-methoxypyridin-2-yl)-N-methyl-1-(5,6,7,8-tetrahydronaphthalen-2-yloxy)methanethioamide

• ChemBase ID: 73250
• Molecular Formular: C18H20N2O2S
• Molecular Mass: 328.4286
• Monoisotopic Mass: 328.12454889
• SMILES: c12c(ccc(c1)OC(=S)N(c1cccc(n1)OC)C)CCCC2
• Canonical SMILES: COc1cccc(n1)N(C(=S)Oc1ccc2c(c1)CCCC2)C
• InChI: InChI=1S/C18H20N2O2S/c1-20(16-8-5-9-17(19-16)21-2)18(23)22-15-11-10-13-6-3-4-7-14(13)12-15/h5,8-12H,3-4,6-7H2,1-2H3
• InChIKey: VPHPQNGOVQYUMG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(6-methoxypyridin-2-yl)-N-methyl-1-(5,6,7,8-tetrahydronaphthalen-2-yloxy)methanethioamide
• IUPAC Traditional name: liranaftate
• Synonyms: Liranaftate; (6-Methoxy-2-pyridinyl)-methylcarbamothioic Acid; O-(5,6,7,8-Tetrahydro-2-naphthyl) N-(6-Methoxy-2-pyridyl)-N-methylthiocarbamate; Piritetrate, M-732, Zefnart; O-(5,6,7,8-Tetrahydro-2-naphthalenyl) Ester

Database IDs

• CAS Number: 88678-31-3
• PubChem SID: 162038170
• PubChem CID: 3936

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 5.5079627
• LogD (pH = 7.4): 5.507967
• Log P: 5.507967
• Molar Refractivity: 95.8445 cm^3
• Polarizability: 36.975636 Å^3
• Polar Surface Area: 34.59 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Dichloromethane; DMF; DMSO; Ether; Hexane Methanol,
• Apperance: White Crystalline Solid
• Melting Point: 97-99°C

Safety Information

• Storage Condition: -20°C; -20°C Freezer

Product Information

• Salt Data: Free Base

DETAILS

Selleck Chemicals - S1997

Research Area: Infection
Biological Activity:

Toronto Research Chemicals - L468850

A squalene epoxidase inhibitor. Used as an antifungal.

REFERENCES

• Iwata, K., et al.: Antimicrob. Ag. chemother., 33, 2118 (1989)