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B9934

BTA-1

Name: BTA-1
Brand: SIGMA

≥98% (HPLC), solid

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Synonym(s):

2-(4´-Methylaminophenyl)benzothiazole

Empirical Formula (Hill Notation):

C₁₄H₁₂N₂S

CAS Number:

439858-28-3

Molecular Weight:

240.32

MDL number:

MFCD04974146

PubChem Substance ID:

24724428

NACRES:

NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

solid

color

yellow

solubility

DMSO: soluble ~10 mg/mL

storage temp.

2-8°C

SMILES string

CNc1ccc(cc1)-c2nc3ccccc3s2

InChI

1S/C14H12N2S/c1-15-11-8-6-10(7-9-11)14-16-12-4-2-3-5-13(12)17-14/h2-9,15H,1H3

InChI key

FHJRKGXJBXPBGA-UHFFFAOYSA-N

Gene Information

human ... APP(351)

Biochem/physiol Actions

BTA-1 is a probe for β-amyloid aggregates; fluorescent thioflavin-T derivative; exhibits high affinity for amyloid deposits; displays 50-fold higher affinity than thioflavin-T; selectively stains cerebral plaques and cerebrovascular amyloid deposits in the brains of PS1/APP transgenic mice, as well as Aβ fibrils in postmortem brain tissue obtained from AD patients; crosses the blood brain barrier.

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

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A lipophilic thioflavin-T derivative for positron emission tomography (PET) imaging of amyloid in brain.

Chester A Mathis et al.

Bioorganic & medicinal chemistry letters, 12(3), 295-298 (2002-01-30)

The synthesis of a new lipophilic thioflavin-T analogue (2-[4' -(methylamino)phenyl]benzothiazole, 6) with high affinity for amyloid is reported. Intravenous injection of [(11)C]-labeled 6 in control mice resulted in high brain uptake. Amyloid deposits were imaged with multiphoton microscopy in the

Optical visualization of Alzheimer's pathology via multiphoton-excited intrinsic fluorescence and second harmonic generation.

Alex C Kwan et al.

Optics express, 17(5), 3679-3689 (2009-03-05)

Intrinsic optical emissions, such as autofluorescence and second harmonic generation (SHG), are potentially useful for functional fluorescence imaging and biomedical disease diagnosis for neurodegenerative diseases such as Alzheimer's disease (AD). Here, using multiphoton and SHG microscopy, we identified sources of

Astrocytosis precedes amyloid plaque deposition in Alzheimer APPswe transgenic mouse brain: a correlative positron emission tomography and in vitro imaging study.

Elena Rodriguez-Vieitez et al.

European journal of nuclear medicine and molecular imaging, 42(7), 1119-1132 (2015-04-22)

Pathological studies suggest that neuroinflammation is exacerbated by increased beta-amyloid (Aβ) levels in the brain early in Alzheimer's disease (AD). The time course and relationships between astrocytosis and Aβ deposition were examined using multitracer in vivo positron emission tomography (PET)

The binding of 2-(4'-methylaminophenyl)benzothiazole to postmortem brain homogenates is dominated by the amyloid component.

William E Klunk et al.

The Journal of neuroscience : the official journal of the Society for Neuroscience, 23(6), 2086-2092 (2003-03-27)

2-(4'-methylaminophenyl)benzothiazole (BTA-1) is an uncharged derivative of thioflavin-T that has high affinity for Abeta fibrils and shows very good brain entry and clearance. In this study, we asked whether BTA-1, at concentrations typical of those achieved during positron emission tomography

Comparative In Vitro and In Vivo Quantifications of Pathologic Tau Deposits and Their Association with Neurodegeneration in Tauopathy Mouse Models.

Ruiqing Ni et al.

Journal of nuclear medicine : official publication, Society of Nuclear Medicine, 59(6), 960-966 (2018-02-09)

Fibrillary tau aggregates in Alzheimer disease and allied neurodegenerative disorders have been visualized in vivo by PET, whereas mechanistic links between PET-detectable tau deposits and neurotoxicity remain elusive. Here, we took advantage of transgenic mouse models of tauopathies to evaluate

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