5-[(2,2-difluoro-2H-1,3-benzodioxol-5-yl)methylidene]-1,3-thiazolidine-2,4-dione

• ChemBase ID: 153905
• Molecular Formular: C11H5F2NO4S
• Molecular Mass: 285.2235064
• Monoisotopic Mass: 284.99073509
• SMILES: c1cc2c(cc1/C=C/1\C(=O)NC(=O)S1)OC(O2)(F)F
• Canonical SMILES: O=C1NC(=O)/C(=C\c2ccc3c(c2)OC(O3)(F)F)/S1
• InChI: InChI=1S/C11H5F2NO4S/c12-11(13)17-6-2-1-5(3-7(6)18-11)4-8-9(15)14-10(16)19-8/h1-4H,(H,14,15,16)
• InChIKey: SRLVNYDXMUGOFI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(2,2-difluoro-2H-1,3-benzodioxol-5-yl)methylidene]-1,3-thiazolidine-2,4-dione
• IUPAC Traditional name: 5-[(2,2-difluoro-1,3-benzodioxol-5-yl)methylidene]-1,3-thiazolidine-2,4-dione
• Synonyms: 5-(2,2-Difluoro-benzo[1,3]dioxol-5-ylmethylene)-thiazolidine-2,4-dione; PI3Kγ inhibitor; AS 604850

Database IDs

• CAS Number: 648449-76-7
• MDL Number: MFCD19705528
• PubChem SID: 162248044; 24724381
• PubChem CID: 11492951

CALCULATED PROPERTIES

• Acid pKa: 7.402612
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.8605978
• LogD (pH = 7.4): 2.5711064
• Log P: 2.8659368
• Molar Refractivity: 60.0578 cm^3
• Polarizability: 23.4004 Å^3
• Polar Surface Area: 64.63 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >10 mg/mL; H2O: <2 mg/mL
• Apperance: off-white solid

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 43
• Safety Statements: 36/37
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H317
• GHS Precautionary statements: P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Shipped in: wet ice
• Empirical Formula (Hill Notation): C11H5F2NO4S

DETAILS

Sigma Aldrich - A0231

Biochem/physiol Actions
AS 604850 is a selective PI3Kγ inhibitor