ChemicalBook > CAS DataBase List > 6-OH-BTA-1

6-OH-BTA-1

Product Name
6-OH-BTA-1
CAS No.
566169-93-5
Chemical Name
6-OH-BTA-1
Synonyms
Pittsburgh Compound-B;6-OH-BTA-1;PiB, 10 mM in DMSO;6-OH-BTA-1 (free base);6-OH-BTA-1(free base)566169-93-5;2-[4-(Methylamino)-phenyl]-6-benzothiazolol;6-Benzothiazolol, 2-[4-(methylamino)phenyl]-;2-(4-(Methylamino)phenyl)benzo[d]thiazol-6-ol;2-[4-(Methylamino)phenyl]-1,3-benzothiazol-6-ol;2-[4''-(Methylamino)phenyl]-6-hydroxybenzothiazole
CBNumber
CB11484156
Molecular Formula
C14H12N2OS
Formula Weight
256.32288
MOL File
566169-93-5.mol
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6-OH-BTA-1 Property

Boiling point:
475.7±51.0 °C(Predicted)
Density 
1.353±0.06 g/cm3(Predicted)
storage temp. 
2-8°C(protect from light)
pka
8.74±0.40(Predicted)
InChI
InChI=1S/C14H12N2OS/c1-15-10-4-2-9(3-5-10)14-16-12-7-6-11(17)8-13(12)18-14/h2-8,15,17H,1H3
InChIKey
ZQAQXZBSGZUUNL-UHFFFAOYSA-N
SMILES
S1C2=CC(O)=CC=C2N=C1C1=CC=C(NC)C=C1
CAS DataBase Reference
566169-93-5
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Safety

HS Code 
2934208090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

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N-Bromosuccinimide Price

Crysdot
Product number
CD11103314
Product name
2-(4-(Methylamino)phenyl)benzo[d]thiazol-6-ol
Purity
95+%
Packaging
100mg
Price
$232
Updated
2021/12/16
Chemenu
Product number
CM147936
Product name
2-(4-(Methylamino)phenyl)benzo[d]thiazol-6-ol
Purity
95%
Packaging
100mg
Price
$234
Updated
2021/12/16
Alichem
Product number
566169935
Product name
2-(4-(Methylamino)phenyl)benzo[d]thiazol-6-ol
Packaging
100mg
Price
$245.7
Updated
2021/12/16
Crysdot
Product number
CD11103314
Product name
2-(4-(Methylamino)phenyl)benzo[d]thiazol-6-ol
Purity
95+%
Packaging
250mg
Price
$371
Updated
2021/12/16
Alichem
Product number
566169935
Product name
2-(4-(Methylamino)phenyl)benzo[d]thiazol-6-ol
Packaging
250mg
Price
$371.25
Updated
2021/12/16
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6-OH-BTA-1 Chemical Properties,Usage,Production

Chemical Properties

Yellow solid

Uses

Pittsburgh Compound B (PiB) is a PET tracer for Aβ deposition in Alzheimer's disease (AD), with high affinity and specificity. Through click chemistry modification (introducing a PEG3 linker and an alkyne group at the 6-hydroxy position of Pittsburgh Compound B to generate a clickable Pittsburgh Compound B derivative, followed by covalent conjugation with azide-labeled fluorescent dyes or affinity tags via copper-catalyzed azide-alkyne cycloaddition (CuAAC)), Pittsburgh Compound B and its conjugates can be used for fluorescence imaging, ultrastructural studies, and the enrichment and characterization of Aβ complexes. Pittsburgh Compound B holds great potential in Alzheimer's disease research[1].

Synthesis

401813-34-1

566169-93-5

BBr3 (1.0 M in CH2Cl2, 10.5 mL, 10.5 mmol) was slowly added dropwise to a solution of 2-[4-(N-monomethyl)aminophenyl]-6-methoxybenzothiazole (44,588 mg, 2.06 mmol) dissolved in dichloromethane (25 mL). The reaction mixture was stirred continuously for 12 hours at room temperature. Upon completion of the reaction, water and aqueous sodium bicarbonate were carefully added to quench the reaction, followed by extraction of the organic phase with dichloromethane. The organic phase was dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford 2-[4-(N-monomethyl)aminophenyl]-6-hydroxybenzothiazole (45,530 mg, 99% yield) as a yellow solid, which did not require further purification. The structure of the product was confirmed by 1H NMR (200 MHz, DMSO-d6) and 13C NMR (100 MHz, DMSO-d6).

References

[1] Diner I, et al. Generation of Clickable Pittsburgh Compound B for the Detection and Capture of β-Amyloid in Alzheimer's Disease Brain. Bioconjug Chem. 2017 Oct 18;28(10):2627-2637. DOI:10.1021/acs.bioconjchem.7b00500

6-OH-BTA-1 Preparation Products And Raw materials

Raw materials

Preparation Products

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6-OH-BTA-1 Suppliers

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566169-93-5, 6-OH-BTA-1Related Search:


  • 6-Benzothiazolol, 2-[4-(methylamino)phenyl]-
  • 6-OH-BTA-1
  • 6-Benzothiazolol, 2-[4-(methylamino)phenyl]-hydrochloride
  • 6-OH-BTA-1 (free base)
  • 2-(4-(Methylamino)phenyl)benzo[d]thiazol-6-ol
  • 6-OH-BTA-1(free base)566169-93-5
  • 2-[4''-(Methylamino)phenyl]-6-hydroxybenzothiazole
  • 2-[4-(Methylamino)phenyl]-1,3-benzothiazol-6-ol
  • 2-[4-(Methylamino)-phenyl]-6-benzothiazolol
  • Pittsburgh Compound-B
  • PiB, 10 mM in DMSO
  • 566169-93-5
  • C14H12N2OSHCl