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SML1515

Sigma-Aldrich

Anle138b

≥98% (HPLC)

Synonym(s):

3-(1,3-Benzodioxol-5-yl)-5-(3-bromophenyl)-1H-pyrazole, 5-(1,3-Benzodioxol-5-yl)-3-(3-bromophenyl)-1H-pyrazole, Anle 138b, CID 44608289

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About This Item

Empirical Formula (Hill Notation):
C16H11BrN2O2
CAS Number:
882697-00-9
Molecular Weight:
343.17
UNSPSC Code:
12352200
PubChem Substance ID:
329825932
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

2-8°C

SMILES string

BrC1=CC(C2=CC(C3=CC(OCO4)=C4C=C3)=NN2)=CC=C1

InChI

1S/C16H11BrN2O2/c17-12-3-1-2-10(6-12)13-8-14(19-18-13)11-4-5-15-16(7-11)21-9-20-15/h1-8H,9H2,(H,18,19)

InChI key

RCQIIBJSUWYYFU-UHFFFAOYSA-N

Biochem/physiol Actions

Anle138b is a fluorescent inhibitor of α-synuclein and prion-protein (PrPSc) aggregation that reduces the progression of prion and Parkinson′s disease in animal models. Anle138b extends the survival of mice infected with prions. Anle138b strongly inhibits BSE-derived and human prions. The fluorescence strongly increases upon binding with α-synuclein fibrils. Apparently, Anie138b binds to hydrophobic pockets in the fibrils.
Anle138b, an oligomer modulator, inhibits neuronal degeneration. It rescues neurons from the aggregation effects of α-synuclein.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Jens Wagner et al.
Acta neuropathologica, 125(6), 795-813 (2013-04-23)
In neurodegenerative diseases such as Alzheimer's disease (AD), Parkinson's disease (PD) and prion diseases, deposits of aggregated disease-specific proteins are found. Oligomeric aggregates are presumed to be the key neurotoxic agent. Here we describe the novel oligomer modulator anle138b [3-(1,3-benzodioxol-5-yl)-5-(3-bromophenyl)-1H-pyrazole]
Elisa Turriani et al.
Proceedings of the National Academy of Sciences of the United States of America, 114(25), E4971-E4977 (2017-06-07)
Recent epidemiological and clinical studies have reported a significantly increased risk for melanoma in people with Parkinson's disease. Because no evidence could be obtained that genetic factors are the reason for the association between these two diseases, we hypothesized that

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