Welcome to LookChem.com Sign In|Join Free
  • or

Encyclopedia

Benzothiazole

Base Information
  • Chemical Name:Benzothiazole
  • CAS No.:95-16-9
  • Deprecated CAS:128366-28-9
  • Molecular Formula:C7H5NS
  • Molecular Weight:135.189
  • Hs Code.:29342080
  • European Community (EC) Number:202-396-2
  • NSC Number:8040
  • UNII:G5BW2593EP
  • DSSTox Substance ID:DTXSID7024586
  • Nikkaji Number:J40.177C
  • Wikipedia:Benzothiazole
  • Wikidata:Q419096
  • Metabolomics Workbench ID:45792
  • ChEMBL ID:CHEMBL510309
  • Mol file:95-16-9.mol
Benzothiazole

Synonyms:benzothiazole

Suppliers and Price of Benzothiazole
Supply Marketing:
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • Atlantic Research Chemicals
  • Benzothiazole 95%
  • 25gm:
  • $ 17.67
  • Atlantic Research Chemicals
  • Benzothiazole 95%
  • 10gm:
  • $ 14.14
  • American Custom Chemicals Corporation
  • BENZOTHIAZOLE 95.00%
  • 10G
  • $ 2148.30
  • American Custom Chemicals Corporation
  • BENZOTHIAZOLE 95.00%
  • 1G
  • $ 716.10
  • Alfa Aesar
  • Benzothiazole, 97%
  • 1000g
  • $ 157.00
  • Alfa Aesar
  • Benzothiazole, 97%
  • 50g
  • $ 20.00
  • Alfa Aesar
  • Benzothiazole, 97%
  • 250g
  • $ 57.60
  • AK Scientific
  • Benzothiazole
  • 100g
  • $ 40.00
  • AK Scientific
  • Benzothiazole
  • 25g
  • $ 20.00
  • TRC
  • Benzothiazole
  • 1g
  • $ 85.00
Total 171 raw suppliers
Chemical Property of Benzothiazole
Chemical Property:
  • Appearance/Colour:yellow liquid with an unpleasant odour 
  • Vapor Pressure:34 mm Hg ( 131 °C) 
  • Melting Point:2 °C(lit.) 
  • Refractive Index:n20/D 1.642(lit.)  
  • Boiling Point:227 °C at 760 mmHg 
  • PKA:0.85±0.10(Predicted) 
  • Flash Point:96.6 °C 
  • PSA:41.13000 
  • Density:1.272 g/cm3 
  • LogP:2.29630 
  • Storage Temp.:Refrigerator 
  • Solubility.:3g/l 
  • Water Solubility.:slightly soluble 
  • XLogP3:2
  • Hydrogen Bond Donor Count:0
  • Hydrogen Bond Acceptor Count:2
  • Rotatable Bond Count:0
  • Exact Mass:135.01427034
  • Heavy Atom Count:9
  • Complexity:105
Purity/Quality:

99% *data from raw suppliers

Benzothiazole 95% *data from reagent suppliers

Safty Information:
  • Pictogram(s): HarmfulXn 
  • Hazard Codes:Xn,T,Xi 
  • Statements: 22-20/21/22-36-25-24-20 
  • Safety Statements: 23-26-36-36/37-45 
MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:
  • Chemical Classes:Nitrogen Compounds -> Thiazoles
  • Canonical SMILES:C1=CC=C2C(=C1)N=CS2
  • Recent ClinicalTrials:Botulinum Toxin Injection to Prevent VT Storm
  • Description Benzothiazole and its derivative are recognized as the most important heterocyclic compounds. This series of compounds is of particular interests. It has various kinds of pharmacological properties and has been included in many kinds of natural products and pharmaceutical agents. The broad spectrum of pharmacological activity in individual benzothiazole derivative enables it to serve as unique and valuable scaffolds for experimental drug design. It is already known that benzothiazole and its derivative has various biological applications including anticancer, antimicrobial, anticonvulsant, antiviral, antidiabetic, antipsychotic, antiinflammatory, analgesic, fungicidal and diuretic. Its derivatives also have many applications in polymer chemistry, dyes, drugs, and silver photography as well as rubber industry.
  • Uses It is an interesting carbonyl equivalent and reacts with aldehydes or ketones to generate α-hydroxy carbonyl compounds. Benzothiazole is used as a chemical intermediate in organic synthesis. It is a precursor of rubber accelerators and a component of cyanine dyes. It is also used as a flavoring substance. It is also used as a flavor, antimicrobial agent, and component of cyanine dyes. Its derivatives are used as rubber accelerators. Various benzothiazole-benzamides synthesized were evaluated for their analgesic and antidepressant activities.
Technology Process of Benzothiazole

There total 223 articles about Benzothiazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:
Guidance literature:
With potassium cyanide; In N,N-dimethyl-formamide; at 120 ℃; for 2h;
DOI:10.1248/cpb.46.199
Refernces

Palladium-catalyzed direct heteroarylation of chloropyridines and chloroquinolines

10.1016/j.jorganchem.2008.11.032

The research focuses on the palladium-catalyzed direct heteroarylation of chloropyridines and chloroquinolines, aiming to develop a sustainable and efficient method for the coupling of aryl chlorides with heteroarenes. The study explores the use of PdCl(dppb)(C3H5) as a catalyst for the C–H bond activation/functionalization reaction with a variety of substrates, yielding heteroaryl derivatives in low to high yields. The experiments involved the reaction of chloropyridines or chloroquinolines with heteroarenes such as benzoxazole, benzothiazole, thiophene, and thiazole derivatives, among others, under different reaction conditions. The position of the chloro substituent on pyridines and the nature of the heteroaryl derivative were investigated for their influence on the reaction yields. The analyses used to characterize the products included techniques such as 1H and 13C NMR spectroscopy, as well as elemental analysis, providing detailed information on the structure and composition of the synthesized compounds.

Design, Synthesis, and Antifungal Evaluation of Novel Benzoxazole Derivatives Containing a 1,2,3-Triazole Moiety

10.1002/jccs.201700129

The research focuses on the design, synthesis, and antifungal evaluation of 17 novel benzoxazole derivatives containing a 1,2,3-triazole moiety. These compounds were synthesized through a copper(II) acetylacetonate-catalyzed cyclization reaction between 2-aminophenol derivatives and 1H-1,2,3-triazole-4-carbaldehyde derivatives, which were prepared in three steps starting from aromatic amine. The antifungal activities of these compounds were evaluated against two plant pathogenic fungi, Botrytis cinerea (BC) and Fusarium Verticillium (FV), using hymexazol as the standard drug. The synthesized compounds were characterized using NMR, IR, and high-resolution mass spectroscopy (HRMS), and their structures were confirmed through these analyses. The antifungal activity was assessed by preparing a stock solution of each compound in DMSO, diluting it in potato dextrose agar, inoculating with fungal cakes, and measuring the inhibition of fungal growth after incubation at 28°C for 48 hours. The inhibition ratios were calculated by comparing the average diameter of fungal spread in the presence of the compounds to that of the control.

Synthesis and biological evaluation of cis-restricted triazole/tetrazole mimics of combretastatin-benzothiazole hybrids as tubulin polymerization inhibitors and apoptosis inducers

10.1016/j.bmc.2016.12.010

The study focuses on the synthesis and biological evaluation of cis-restricted triazole/tetrazole mimics of combretastatin-benzothiazole hybrids, which are designed to inhibit tubulin polymerization and induce apoptosis in cancer cells. These compounds were synthesized by modifying the combretastatin pharmacophore, replacing ring B with benzothiazole scaffolds and incorporating triazole and tetrazole rings to restrict the cis configuration of the olefinic bond. The synthesized compounds were evaluated for their antiproliferative activity on selected cancer cell lines, and the structure-activity relationship was developed. The most potent compounds demonstrated effects comparable to combretastatin A-4 (CA-4), a known tubulin-binding ligand. The study aimed to develop new molecules with improved properties, such as better aqueous solubility and reduced toxicity, to target microtubules and disrupt cancer cell division. The chemicals used in the study include various substituted anilines, p-nitrobenzoylchlorides, Lawesson's reagent, and other reagents for the synthesis of the target compounds, as well as CA-4 as a reference compound for biological evaluation. The purpose of these chemicals was to create a series of novel tubulin inhibitors that could potentially be developed into anticancer drugs.

Synthetic strategies to derivatizable triphenylamines displaying high two-photon absorption

10.1021/jo702002y

The study explores the development of highly fluorescent π-conjugated triphenylamines (TPAs) designed for large two-photon absorption (2PA) and biomolecule labeling. The researchers synthesized a set of TPA derivatives with functional linkers at various positions on one phenyl ring, allowing for the introduction of electron-withdrawing groups and chemical functions suitable for biomolecule conjugation. Key chemicals involved include trisformylated or trisiodinated intermediates, which enable the attachment of various electron-withdrawing groups and functional linkers. The monoderivatized three-branched compounds, particularly the benzothiazole (TP-3Bz) series, exhibit remarkable linear and nonlinear optical properties, such as high extinction coefficients, high quantum yields, and high 2-photon cross sections. The study also highlights that the presence of functional side chains does not disturb the two-photon absorption, and monoderivatized two-branched derivatives are also promising candidates for biomolecule labeling. The synthesized compounds' small size, good optical properties, and compatibility with bioconjugation protocols suggest they could be a new class of labels for tracking biomolecules using two-photon scanning microscopy.

Organocatalytic syntheses of benzoxazoles and benzothiazoles using aryl iodide and oxone via C-H functionalization and C-O/S bond formation

10.1021/jo501216h

The study presents an organocatalytic protocol for synthesizing 2-substituted benzoxazoles and benzothiazoles using alkyl-/arylanilides and alkyl-/arylthioanilides as substrates. The key chemicals involved are 1-iodo-4-nitrobenzene, which acts as a catalyst, and oxone, an inexpensive and environmentally safe terminal oxidant. The reaction occurs at room temperature in air via oxidative C-H functionalization and C-O/S bond formation. The protocol is simple, general, and provides an effective route for constructing functionalized benzoxazoles and benzothiazoles with moderate to high yields. The study also explores the optimization of reaction conditions, the scope and functional group compatibility of the protocol, and proposes a catalytic cycle involving the generation of an active hypervalent iodine(III) species that catalyzes the oxidative cyclization of the substrates.

Double C-S bond formation: Via C-H bond functionalization: Synthesis of benzothiazoles and naphtho[2,1- d] thiazoles from N -substituted arylamines and elemental sulfur

10.1039/c7cc07366f

The research focuses on the development of an atom-economic and environmentally friendly method for synthesizing benzothiazoles and naphtho[2,1-d]yhiazoles from N-substituted arylamines and elemental sulfur under metal-free conditions. The study involves a series of experiments where various N-substituted arylamines react with elemental sulfur in the presence of DMSO as both a solvent and an oxidant at 140°C under a nitrogen atmosphere, leading to the formation of double C-S bonds through C-H bond functionalization. The reaction conditions were optimized to achieve high yields, and the scope of the reaction was explored with different substituted arylamines. Control experiments and GC-MS analysis were conducted to propose a reaction mechanism involving the formation of an imine intermediate and subsequent cyclization. The research also demonstrates the synthesis of extended π-conjugated systems and the compatibility of the method with a wide range of functional groups, highlighting the advantages of readily available starting materials and tolerance to various substituents.

Reaction of Benzoxa(thia)zoles with Allenylmagnesium Bromide: Synthesis of Propargylbenzothiazolines and Dipropargylalkyl-o-aminophenols

10.1055/s-1986-31727

The research focuses on the reaction of benzoxa(thia)zoles with allenylmagnesium bromide, aiming to synthesize propargylbenzothiazolines and dipropargylalkyl-o-aminophenols. The study explores the reactivity of these heterocycles with organometallic reagents, specifically the allenyl(propargyl) Grignard reagent, which is expected to behave as an allylic Grignard due to its ambident nature. The researchers found that benzoxazoles could be readily converted to dipropargylalkyl-o-aminophenols, while benzothiazoles reacted to form propargylbenzothiazolines and, in one case, a 2-allenylbenzothiazole. The reactions were proposed to proceed via an S_N2' mechanism, with the formation of intermediate benzoxa(thia)zoline, which could then lead to ring-opened products or further react with the Grignard reagent. Key chemicals used in the process include benzoxazoles (2a-e), benzothiazole (4a), allenylmagnesium bromide (1), and 2-methoxybenzothiazole (8). The study concludes with the successful synthesis of these novel compounds, which could be used for the synthesis of tricyclic dienes and phenols fused with S-membered rings.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1 Customer Service

What can I do for you?
Get Best Price

Get Best Price for 95-16-9