N'-[4-(4-nitrophenyl)-1,3-thiazol-2-yl]-1H-1,3-benzodiazole-5-carbohydrazide hydrobromide

• ChemBase ID: 154443
• Molecular Formular: C17H13BrN6O3S
• Molecular Mass: 461.29252
• Monoisotopic Mass: 459.99532131
• SMILES: c1cc(ccc1c1csc(n1)NNC(=O)c1ccc2c(c1)nc[nH]2)[N+](=O)[O-].Br
• Canonical SMILES: O=C(c1ccc2c(c1)nc[nH]2)NNc1scc(n1)c1ccc(cc1)[N+](=O)[O-].Br
• InChI: InChI=1S/C17H12N6O3S.BrH/c24-16(11-3-6-13-14(7-11)19-9-18-13)21-22-17-20-15(8-27-17)10-1-4-12(5-2-10)23(25)26;/h1-9H,(H,18,19)(H,20,22)(H,21,24);1H
• InChIKey: HVNYYJJWBWMGCO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N'-[4-(4-nitrophenyl)-1,3-thiazol-2-yl]-1H-1,3-benzodiazole-5-carbohydrazide hydrobromide
• IUPAC Traditional name: N'-[4-(4-nitrophenyl)-1,3-thiazol-2-yl]-1H-1,3-benzodiazole-5-carbohydrazide hydrobromide
• Synonyms: 2-[4-(4-Nitrophenyl)-2-thiazolyl]hydrazide-1H-benzimidazole-6-carboxylic acid monohydrobromide; BSc3094 monohydrobromide

Database IDs

• MDL Number: MFCD12912398
• PubChem SID: 162248582
• PubChem CID: 71311862

CALCULATED PROPERTIES

• Acid pKa: 11.329358
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 3.4460642
• LogD (pH = 7.4): 3.5272331
• Log P: 3.52845
• Molar Refractivity: 100.4981 cm^3
• Polarizability: 38.799843 Å^3
• Polar Surface Area: 128.52 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble22 mg/mL
• Apperance: solid

Safety Information

• Storage Condition: protect from light
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H319
• GHS Precautionary statements: P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C17H12N6O3S·HBr

DETAILS

Sigma Aldrich - B7937

Biochem/physiol Actions
BSc3094 is a potent inhibitor of tau aggregation and dissolves preformed tau paired helical filaments. BSc3094 interacts closely with the tau protein at the edge involving protons I-IV, while the second attachment site seems to be at the nitro group. In N2A cells (model system for tau aggregation), BSc3094 exhibited low toxicity.