1-(1-benzothiophen-2-yl)ethan-1-one

• ChemBase ID: 69924
• Molecular Formular: C10H8OS
• Molecular Mass: 176.23492
• Monoisotopic Mass: 176.02958588
• SMILES: c1(cc2c(s1)cccc2)C(=O)C
• Canonical SMILES: CC(=O)c1cc2c(s1)cccc2
• InChI: InChI=1S/C10H8OS/c1-7(11)10-6-8-4-2-3-5-9(8)12-10/h2-6H,1H3
• InChIKey: SGSGCQGCVKWRNM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(1-benzothiophen-2-yl)ethan-1-one
• IUPAC Traditional name: 1-(1-benzothiophen-2-yl)ethanone
• Synonyms: 1-Benzo[b]thiophen-2-yl-ethanone; 2-Acetylbenzothiophene; 1-Benzo[b]thien-2-yl-ethanone; Benzo[b]thien-2-yl Methyl Ketone; 1-(Benzo[b]thiophen-2-yl)ethan-1-one; 2-Acetylbenzo[b]thiophene; 2-Acetylbenzothiophene; 2-Acetylthianaphthene; 2-Acetylbenzo[b]thiophene; 2-乙酰基苯并[b]噻吩; 2-乙酰基苯并噻吩; 2-乙酰基苯并[b]噻吩

Database IDs

• CAS Number: 22720-75-8
• EC Number: 245-177-7
• MDL Number: MFCD00090217
• PubChem SID: 24885767; 162035649
• PubChem CID: 89805

CALCULATED PROPERTIES

• Acid pKa: 14.835729
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.5393577
• LogD (pH = 7.4): 2.5393574
• Log P: 2.5393577
• Molar Refractivity: 49.585 cm^3
• Polarizability: 20.262154 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Brown Solid
• Melting Point: 79-83°C; 86-88°C; 86-90 °C

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: IRRITANT
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95+%; 97%; 98%
• Empirical Formula (Hill Notation): C10H8OS

DETAILS

Sigma Aldrich - 683477

Application
Starter in benzothiophene chemistry.1
Packaging
1, 5 g in glass bottle

Toronto Research Chemicals - A170325

A novel anti-osteoporosis agent, by enhansing expression of the BMP-2 gene.

REFERENCES

• Horiguchi, Y., et al.: Chem. Pharm. Bull., 52, 214 (2004)
• Joshi, E., et al.: Chem. Res. Toxicol., 17, 137 (2004)
• Liu, Z., et al.: Bioorg. Med. Chem. Lett., 19, 4167 (2004)