6-(benzenesulfinyl)-[1,2,3,4]tetrazolo[1,5-b]pyridazine

• ChemBase ID: 153152
• Molecular Formular: C10H7N5OS
• Molecular Mass: 245.26048
• Monoisotopic Mass: 245.03713087
• SMILES: c1ccc(cc1)S(=O)c1ccc2nnnn2n1
• Canonical SMILES: O=S(c1ccc2n(n1)nnn2)c1ccccc1
• InChI: InChI=1S/C10H7N5OS/c16-17(8-4-2-1-3-5-8)10-7-6-9-11-13-14-15(9)12-10/h1-7H
• InChIKey: JFSXSNSCPNFCDM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-(benzenesulfinyl)-[1,2,3,4]tetrazolo[1,5-b]pyridazine
• IUPAC Traditional name: 6-(benzenesulfinyl)-[1,2,3,4]tetrazolo[1,5-b]pyridazine
• Synonyms: Tetrazolopyridazine-phenylsulfoxide; Ro 106-9920

Database IDs

• CAS Number: 62645-28-7
• MDL Number: MFCD06660085
• PubChem SID: 162247292; 24724597
• PubChem CID: 3906779

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 1.4362974
• LogD (pH = 7.4): 1.4362974
• Log P: 1.4362974
• Molar Refractivity: 77.4487 cm^3
• Polarizability: 24.044376 Å^3
• Polar Surface Area: 73.04 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble12 mg/mL
• Apperance: solid

Safety Information

• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C10H7N5OS

DETAILS

Sigma Aldrich - R9154

Biochem/physiol Actions
Exhibits anti-inflammatory activities. Small molecule inhibitor of a novel E3 or IκBα ubiquitin ligase distinct from SCFβTRCP (Skp1-cullin-F box conplex). Prevents IκBα degradation in cell culture (IC50 2.3 ± 0.09 μM). Blocks expression of NF-κB dependent cytokines: TNFα, IL-1β, and IL-6 in both cell culture (IC50 600-700 nM) and in vivo in animal models (NF-KB gene activation requires degradation of IKBα upon phosphorylation by IKK followed by ubiquitination).
Packaging
Light sensitive.