6-(2-fluorophenyl)-2H,5H,8H-[1,3]dioxolo[4,5-g]quinolin-8-one hydrate

• ChemBase ID: 154038
• Molecular Formular: C16H12FNO4
• Molecular Mass: 301.2691832
• Monoisotopic Mass: 301.07503609
• SMILES: c1ccc(c(c1)c1cc(=O)c2cc3c(cc2[nH]1)OCO3)F.O
• Canonical SMILES: Fc1ccccc1c1cc(=O)c2c([nH]1)cc1c(c2)OCO1.O
• InChI: InChI=1S/C16H10FNO3.H2O/c17-11-4-2-1-3-9(11)12-6-14(19)10-5-15-16(21-8-20-15)7-13(10)18-12;/h1-7H,8H2,(H,18,19);1H2
• InChIKey: KIAVGSCBJYDTIM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-(2-fluorophenyl)-2H,5H,8H-[1,3]dioxolo[4,5-g]quinolin-8-one hydrate
• IUPAC Traditional name: 6-(2-fluorophenyl)-2H,5H-[1,3]dioxolo[4,5-g]quinolin-8-one hydrate
• Synonyms: 2-(2-fluorophenyl)-6,7-methylenedioxy-2-4-quinolone hydrate; NSC 656158; CHM-1 hydrate

Database IDs

• CAS Number: 154554-41-3(anhydrous)
• MDL Number: MFCD11114577
• PubChem SID: 162248177
• PubChem CID: 71311781

CALCULATED PROPERTIES

• Acid pKa: 9.697336
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.0137436
• LogD (pH = 7.4): 3.0116944
• Log P: 3.0137699
• Molar Refractivity: 76.6851 cm^3
• Polarizability: 27.890715 Å^3
• Polar Surface Area: 47.56 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: ≥5 mg/mL
• Apperance: solid

Safety Information

• Storage Condition: desiccated
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99% (HPLC)
• Empirical Formula (Hill Notation): C16H10FNO3 · xH2O

DETAILS

Sigma Aldrich - C1244

Biochem/physiol Actions
CHM-1 possess antimitotic antitumor activity. It is a potent and selective antitumor agent in human hepatocellular carcinoma. CHM-1 induces apoptosis, and it binds tubulin and inhibits tubulin polymerization.