2-amino-5-[(4-hydroxyphenyl)methylidene]-4,5-dihydro-1,3-thiazol-4-one

• ChemBase ID: 154294
• Molecular Formular: C10H8N2O2S
• Molecular Mass: 220.24772
• Monoisotopic Mass: 220.03064851
• SMILES: c1cc(ccc1/C=C\1/C(=O)N=C(S1)N)O
• Canonical SMILES: O=C1N=C(S/C/1=C\c1ccc(cc1)O)N
• InChI: InChI=1S/C10H8N2O2S/c11-10-12-9(14)8(15-10)5-6-1-3-7(13)4-2-6/h1-5,13H,(H2,11,12,14)
• InChIKey: YBHQCJILTOVLHD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-5-[(4-hydroxyphenyl)methylidene]-4,5-dihydro-1,3-thiazol-4-one
• IUPAC Traditional name: 2-amino-5-[(4-hydroxyphenyl)methylidene]-1,3-thiazol-4-one
• Synonyms: 5-(4-Hydroxybenzylidene)-2-iminothiazolidin-4-one; Mirin

Database IDs

• CAS Number: 299953-00-7
• MDL Number: MFCD05885480
• PubChem SID: 162248433
• PubChem CID: 1206243

CALCULATED PROPERTIES

• Acid pKa: 8.893678
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.1639416
• LogD (pH = 7.4): 1.150486
• Log P: 1.1641185
• Molar Refractivity: 60.1811 cm^3
• Polarizability: 22.44492 Å^3
• Polar Surface Area: 75.68 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >10 mg/mL
• Apperance: red to orange powder

Safety Information

• Storage Condition: desiccated
• European Hazard Symbols: Irritant (Xi)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 36
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H319
• GHS Precautionary statements: P305 + P351 + P338
• RID/ADR: UN 2811 6.1/PG 3
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... MRE11A(4361)

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C10H8N2O2S

DETAILS

Sigma Aldrich - M9948

Biochem/physiol Actions
Mirin is an inhibitor of the Mre11-Rad50-Nbs1 complex. It disrupts nuclease activity of Mre11 and thus, the ability to repair DNA double strand breaks.