2-(pyridin-2-yl)-4H-1,3-benzothiazin-4-one

• ChemBase ID: 153249
• Molecular Formular: C13H8N2OS
• Molecular Mass: 240.28042
• Monoisotopic Mass: 240.03573389
• SMILES: c1ccc2c(c1)c(=O)nc(s2)c1ccccn1
• Canonical SMILES: O=c1nc(sc2c1cccc2)c1ccccn1
• InChI: InChI=1S/C13H8N2OS/c16-12-9-5-1-2-7-11(9)17-13(15-12)10-6-3-4-8-14-10/h1-8H
• InChIKey: GBAKVEWPYUIGHN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(pyridin-2-yl)-4H-1,3-benzothiazin-4-one
• IUPAC Traditional name: 2-(pyridin-2-yl)-1,3-benzothiazin-4-one
• Synonyms: 2-Pyridin-2-yl-4H-1,3-benzothiazin-4-one; BTZO-1

Database IDs

• CAS Number: 99420-15-2
• MDL Number: MFCD19690951
• PubChem SID: 162247388
• PubChem CID: 9837640

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.4551294
• LogD (pH = 7.4): 2.5068052
• Log P: 2.5075088
• Molar Refractivity: 67.8108 cm^3
• Polarizability: 25.80082 Å^3
• Polar Surface Area: 42.32 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: ≥7 mg/mL
• Apperance: white to tan powder

Safety Information

• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C13H8N2OS

DETAILS

Sigma Aldrich - SML0121

Biochem/physiol Actions
BTZO-1 is a suppressor of cardiomyocyte apoptosis presumably by activation of antioxidant response element (ARE)-mediated gene expression. BTZO-1 binds to the macrophage migration inhibitory factor (MIF) that is required to activate the glutathione S-transferase Ya subunit (GST Ya) gene ARE.