methyl 5-bromo-1-benzothiophene-2-carboxylate

• ChemBase ID: 42226
• Molecular Formular: C10H7BrO2S
• Molecular Mass: 271.13038
• Monoisotopic Mass: 269.93501246
• SMILES: c1(sc2c(c1)cc(cc2)Br)C(=O)OC
• Canonical SMILES: COC(=O)c1cc2c(s1)ccc(c2)Br
• InChI: InChI=1S/C10H7BrO2S/c1-13-10(12)9-5-6-4-7(11)2-3-8(6)14-9/h2-5H,1H3
• InChIKey: XDYVZHUZZZKQOS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 5-bromo-1-benzothiophene-2-carboxylate
• IUPAC Traditional name: methyl 5-bromo-1-benzothiophene-2-carboxylate
• Synonyms: Methyl 5-bromo-1-benzothiophene-2-carboxylate; 5-Bromobenzo[b]thiophene-2-carboxylic Acid Methyl Ester; Methyl 5-Bromobenzo[b]thiophen-2-carboxylate; Methyl 5-Bromobenzo[b]thiophene-2-carboxylate; 5-Bromobenzothiophene-2-carboxylic Acid Methyl Ester

Database IDs

• CAS Number: 7312-11-0
• MDL Number: MFCD05662034
• PubChem SID: 162046989
• PubChem CID: 2824065

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: 23.73389 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 118 - 119 °C; 118-119°C

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: >95%; >97%; 97%

DETAILS

Toronto Research Chemicals - B680185

5-Bromobenzothiophene-2-carboxylic acid methyl ester is used in the preparation of new derivatives of (heterocycle-tetrahydropyridine)-(piperazinyl)-1-alkanone and (heterocycle-dihydropyrrolidine)-(piperazinyl)-1-alkanone, as p75 neurotrophin receptor lig

REFERENCES

• Werz, et al.: Expert. Opin. Ther. Patents, 15, 505 (2005)