808755-67-1

Basic information

• Product Name: 6-Benzothiazolol,2-bromo-(9CI)
• Synonyms: 6-Benzothiazolol,2-bromo-(9CI);2-Bromo-6-Benzo[d]thiazolol;2-bromobenzo[d]thiazol-6-ol;2-broMo-1,3-benzothiazol-6-ol;2-BroMo-benzothiazol-6-ol;2-bromo-6-Benzothiazolol;2-Bromo-6-hydroxybenzothiazole
• CAS NO: 808755-67-1
• Molecular Formula: C₇H₄BrNOS
• Molecular Weight: 230.09
• Product Categories: BENZOTHIAZOLE
• Mol File: 808755-67-1.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 373.8 °C at 760 mmHg
• Flash Point: 179.9 °C
• Appearance: /
• Density: 1.903 g/cm³
• Vapor Pressure: 4.06E-06mmHg at 25°C
• Refractive Index: 1.768
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 8.21±0.40(Predicted)
• CAS DataBase Reference: 6-Benzothiazolol,2-bromo-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Benzothiazolol,2-bromo-(9CI)(808755-67-1)
• EPA Substance Registry System: 6-Benzothiazolol,2-bromo-(9CI)(808755-67-1)

Safety Data

• Hazardous Substances Data: 808755-67-1(Hazardous Substances Data)

Usage

Uses

2-bromobenzo[d]thiazol-6-ol is a useful research chemical.

InChI:InChI=1/C7H4BrNOS/c8-7-9-5-2-1-4(10)3-6(5)11-7/h1-3,10H

Upstream product

• 2941-58-4 2-bromo-6-methoxy-1,3 benzothiazole 
• 1747-60-0 6-methoxybenzothiazol-2-ylamine 

Downstream Products

• 1427773-38-3 2-amino-5-(ethoxymethoxy)benzenethiol 
• 178804-18-7 2-(4’-aminophenyl)-6-hydroxybenzothiazole 
• 480391-86-4 6-hydroxy-2-(4'-nitrophenyl)-1,3-benzothiazole 
• 1448780-05-9 2-(4'-amino-3-nitrophenyl)-6-hydroxybenzothiazole 
• 1440526-56-6 6-benzyloxy-2-bromo-benzothiazole 
• 945400-92-0 2-bromo-6-(tert-butyldimethylsilyloxy)benzo[d]thiazole 

Relevant articles and documents

Multicomponent Bioluminescence Imaging with a π-Extended Luciferin

Bioluminescence imaging with luciferase-luciferin pairs is commonly used for monitoring biological processes in cells and whole organisms. Traditional bioluminescent probes are limited in scope, though, as they cannot be easily distinguished in biological environments, precluding efforts to visualize multicellular processes. Additionally, many luciferase-luciferin pairs emit light that is poorly tissue penetrant, hindering efforts to visualize targets in deep tissues. To address these issues, we synthesized a set of π-extended luciferins that were predicted to be red-shifted luminophores. The scaffolds were designed to be rotationally labile such that they produced light only when paired with luciferases capable of enforcing planarity. A luciferin comprising an intramolecular "lock"was identified as a viable light-emitting probe. Native luciferases were unable to efficiently process the analog, but a complementary luciferase was identified via Rosetta-guided enzyme design. The unique enzyme-substrate pair is red-shifted compared to well-known bioluminescent tools. The probe set is also orthogonal to other luciferase-luciferin probes and can be used for multicomponent imaging. Four substrate-resolved luciferases were imaged in a single session. Collectively, this work provides the first example of Rosetta-guided design in engineering bioluminescent tools and expands the scope of orthogonal imaging probes.

Synthesis of Firefly Luciferin Analogues and Evaluation of the Luminescent Properties

Five new firefly luciferin (1) analogues were synthesized and their light emission properties were examined. Modifications of the thiazoline moiety in 1 were employed to produce analogues containing acyclic amino acid side chains (2–4) and heterocyclic rings derived from amino acids (5 and 6) linked to the benzothiazole moiety. Although methyl esters of all of the synthetic derivatives exhibited chemiluminescence activity, only carboluciferin (6), possessing a pyrroline-substituted benzothiazole structure, had bioluminescence (BL) activity (λmax=547 nm). Results of bioluminescence studies with AMP-carboluciferin (AMP=adenosine monophosphate) and AMP-firefly luciferin showed that the nature of the thiazoline mimicking moiety affected the adenylation step of the luciferin–luciferase reaction required for production of potent BL. In addition, BL of 6 in living mice differed from that of 1 in that its luminescence decay rate was slower.

BETA-AMYLOID IMAGING AGENTS, METHODS OF MANUFACTURE, AND METHODS OF USE THEREOF

Derivatives of benzothiazolylbenzeneamines useful as imaging agents for nuclear imaging such as positron emission tomography of beta-amyloids are described. Methods of detecting amyloid using the compounds are described. Also disclosed is a radiolabeling