5-nitrothiophene-2-carbonyl chloride

• ChemBase ID: 175534
• Molecular Formular: C5H2ClNO3S
• Molecular Mass: 191.59228
• Monoisotopic Mass: 190.94439161
• SMILES: c1c(sc(c1)C(=O)Cl)[N+](=O)[O-]
• Canonical SMILES: ClC(=O)c1ccc(s1)[N+](=O)[O-]
• InChI: InChI=1S/C5H2ClNO3S/c6-5(8)3-1-2-4(11-3)7(9)10/h1-2H
• InChIKey: BYEANWQDRDXPPA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-nitrothiophene-2-carbonyl chloride
• IUPAC Traditional name: 5-nitrothiophene-2-carbonyl chloride
• Synonyms: 5-Nitro-2-thenoyl Chloride; 5-Nitro-2-thiophenecarbonyl Chloride; 5-Nitrothiophene-2-carboxylic Acid Chloride; 5-Nitrothiophene-2-formyl Chloride; 5-Nitrothiophene-2-carbonyl Chloride

Database IDs

• CAS Number: 39978-57-9
• PubChem SID: 164231444
• PubChem CID: 12717207

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.1830199
• LogD (pH = 7.4): 2.1830199
• Log P: 2.1830199
• Molar Refractivity: 40.5472 cm^3
• Polarizability: 14.974866 Å^3
• Polar Surface Area: 62.89 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - N565500

A thiophene building block. An intermediate of raltitrexed.

REFERENCES

• Gbadamassi, M., et al.: Eur. J. Med. Chem., 23, 225 (1988)
• Marsham, P.R., et al.: J. Med. Chem., 34, 1594 (1988)