methyl 6-bromo-1-benzothiophene-2-carboxylate

• ChemBase ID: 44470
• Molecular Formular: C10H7BrO2S
• Molecular Mass: 271.13038
• Monoisotopic Mass: 269.93501246
• SMILES: c1(sc2c(c1)ccc(c2)Br)C(=O)OC
• Canonical SMILES: COC(=O)c1cc2c(s1)cc(cc2)Br
• InChI: InChI=1S/C10H7BrO2S/c1-13-10(12)9-4-6-2-3-7(11)5-8(6)14-9/h2-5H,1H3
• InChIKey: SFDVDNLBYGHFNF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 6-bromo-1-benzothiophene-2-carboxylate
• IUPAC Traditional name: methyl 6-bromo-1-benzothiophene-2-carboxylate
• Synonyms: Methyl 6-bromo-1-benzothiophene-2-carboxylate; 6-Bromo-1-benzothiophene-2-carboxylic Acid Methyl Ester; 6-Bromobenzo[b]thiophene-2-carboxylic Acid Methyl Ester; Methyl 6-Bromobenzo[b]thiophene-2-carboxylate; 6-Bromobenzothiophene-2-carboxylic Acid Methyl Ester; Methyl 6-bromo-1-benzothiophene-2-carboxylate; 6-Bromo-2-(methoxycarbonyl)benzo[b]thiophene; Methyl 6-bromobenzo[b]thiophene-2-carboxylate

Database IDs

• CAS Number: 360576-01-8
• MDL Number: MFCD07371541
• PubChem SID: 162049233
• PubChem CID: 22474078

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 3.7539396
• LogD (pH = 7.4): 3.7539396
• Log P: 3.7539396
• Molar Refractivity: 58.8303 cm^3
• Polarizability: 23.734358 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 117 - 119 °C; 117-119°C

Safety Information

• Storage Warning: IRRITANT; Irritant
• TSCA Listed: false

Product Information

• Purity: >95%

DETAILS

Toronto Research Chemicals - B680265

6-Bromobenzo[b]thiophene-2-carboxylic acid methyl ester is used in the synthesis of benzothiophene derivatives as histone deacetylase inhibitors.

REFERENCES

• Romagnoli, R., et al.: J. Med. Chem., 48, 7906 (2005)