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B7937

Sigma-Aldrich

BSc3094 monohydrobromide

≥98% (HPLC)

Synonym(s):

2-[4-(4-Nitrophenyl)-2-thiazolyl]hydrazide-1H-benzimidazole-6-carboxylic acid monohydrobromide

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About This Item

Empirical Formula (Hill Notation):
C17H12N6O3S·HBr
CAS Number:
1173021-98-1
Molecular Weight:
461.29
MDL number:
MFCD12912398
UNSPSC Code:
12352200
PubChem Substance ID:
329773303
NACRES:
NA.25

Assay

≥98% (HPLC)

form

solid

storage condition

protect from light

solubility

DMSO: 22 mg/mL

storage temp.

2-8°C

SMILES string

Br.[O-][N+](=O)c1ccc(cc1)-c2csc(NNC(=O)c3ccc4[nH]cnc4c3)n2

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

InChI key

HVNYYJJWBWMGCO-UHFFFAOYSA-N

Application

BSc3094 is used in tau protein amyloidogenicity/tauopathy research to study the processes of tau aggregation and cross-linking in neurodegenerative disease development.

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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H319

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Chronis Fatouros et al.
Human molecular genetics, 21(16), 3587-3603 (2012-05-23)
Increased Tau protein amyloidogenicity has been causatively implicated in several neurodegenerative diseases, collectively called tauopathies. In pathological conditions, Tau becomes hyperphosphorylated and forms intracellular aggregates. The deletion of K280, which is a mutation that commonly appears in patients with frontotemporal
M Pickhardt et al.
Current Alzheimer research, 4(4), 397-402 (2007-10-03)
Cell models of tauopathy were generated in order to study mechanisms of neurodegeneration involving abnormal changes of tau. They are based on neuroblastoma cell lines (N2a) that inducibly express different forms of the repeat domain of tau (tau(RD)), e.g. the
Luc Buée et al.
Biochemical Society transactions, 38(4), 967-972 (2010-07-28)
Tau pathology is characterized by intracellular aggregates of abnormally and hyperphosphorylated tau proteins. It is encountered in many neurodegenerative disorders, but also in aging. These neurodegenerative disorders are referred to as tauopathies. Comparative biochemistry of the tau aggregates shows that

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