ethyl 6-bromo-4-[(dimethylamino)methyl]-5-hydroxy-1-methyl-2-[(phenylsulfanyl)methyl]-1H-indole-3-carboxylate hydrochloride

• ChemBase ID: 160792
• Molecular Formular: C22H26BrClN2O3S
• Molecular Mass: 513.87544
• Monoisotopic Mass: 512.05360338
• SMILES: Cl.c1(c(c(c2c(c1)n(c(c2C(=O)OCC)CSc1ccccc1)C)CN(C)C)O)Br
• Canonical SMILES: CCOC(=O)c1c(CSc2ccccc2)n(c2c1c(CN(C)C)c(O)c(c2)Br)C.Cl
• InChI: InChI=1S/C22H25BrN2O3S.ClH/c1-5-28-22(27)20-18(13-29-14-9-7-6-8-10-14)25(4)17-11-16(23)21(26)15(19(17)20)12-24(2)3;/h6-11,26H,5,12-13H2,1-4H3;1H
• InChIKey: OMZHXQXQJGCSKN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 6-bromo-4-[(dimethylamino)methyl]-5-hydroxy-1-methyl-2-[(phenylsulfanyl)methyl]-1H-indole-3-carboxylate hydrochloride
• IUPAC Traditional name: ethyl 6-bromo-4-[(dimethylamino)methyl]-5-hydroxy-1-methyl-2-[(phenylsulfanyl)methyl]indole-3-carboxylate hydrochloride
• Synonyms: 6-Bromo-4-[(dimethylamino)methyl]-5-hydroxy-1-methyl-2-[(phenylthio)methyl]-,1H-indole-3-carboxylic Acid Ethyl Ester Hydrochloride; Arbidol Hydrochloride; Arbidol; Arbidol HCl

Database IDs

• CAS Number: 131707-23-8
• PubChem SID: 162254927
• PubChem CID: 9958103

CALCULATED PROPERTIES

• Acid pKa: 6.01408
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.1404963
• LogD (pH = 7.4): 3.743095
• Log P: 3.7530463
• Molar Refractivity: 124.4137 cm^3
• Polarizability: 48.375774 Å^3
• Polar Surface Area: 54.7 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Off White to Pale Yellow Solid
• Melting Point: 133-137°C

Safety Information

• Storage Condition: Hygroscopic, Refrigerator, Under Inert Atmosphere

Pharmacology Properties

• Target: Others

Product Information

• Salt Data: HCl

DETAILS

Toronto Research Chemicals - A766000

A medicinal agent for treating viral infections.

REFERENCES

• Chiou, W., et al.: J. Pharm. Sci., 60, 1281 (1971)
• Ford, J., et al.: J. Pharm. Pharmacol., 31, 726 (1971)
• Tamblyn, S., et al.: Eur. J. Epidemiol., 10, 503 (1971)
• Suzuki, H., et al.: Chem. Pharm. Bull., 45, 1688 (1971)