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1,2,4-Triazolo[3,4-b]benzothiazole is a heterocyclic compound characterized by the fusion of a triazole ring with a benzothiazole ring. This unique chemical structure endows it with a range of biological activities, making it a valuable scaffold for drug development in medicinal chemistry. Its potential applications span across various therapeutic areas, including antibacterial, antifungal, anti-inflammatory, and notably, anticancer properties, which have been demonstrated through its activity against a spectrum of cancer cell lines.

247-92-7

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247-92-7 Usage

Uses

Used in Pharmaceutical Industry:
1,2,4-Triazolo[3,4-b]benzothiazole serves as a promising scaffold for the development of new drugs due to its diverse biological activities. Its potential applications include:
As an Antibacterial Agent: 1,2,4-Triazolo[3,4-b]benzothiazole exhibits antibacterial properties, making it useful in the development of antibiotics to combat bacterial infections.
As an Antifungal Agent: It shows antifungal activity, which can be harnessed to create antifungal medications for treating fungal infections.
As an Anti-Inflammatory Agent: 1,2,4-Triazolo[3,4-b]benzothiazole's anti-inflammatory properties suggest its use in medications aimed at reducing inflammation and related conditions.
As an Anticancer Agent: 1,2,4-Triazolo[3,4-b]benzothiazole has demonstrated significant activity against various cancer cell lines, positioning it as a candidate for the development of anticancer drugs.
1,2,4-Triazolo[3,4-b]benzothiazole's unique structure and broad spectrum of biological activities make it an interesting target for further research and development in the pharmaceutical industry, with the potential to contribute to the creation of innovative and effective therapeutic agents.

Check Digit Verification of cas no

The CAS Registry Mumber 247-92-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 2,4 and 7 respectively; the second part has 2 digits, 9 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 247-92:
(5*2)+(4*4)+(3*7)+(2*9)+(1*2)=67
67 % 10 = 7
So 247-92-7 is a valid CAS Registry Number.
InChI:InChI=1/C8H5N3S/c1-2-4-7-6(3-1)11-5-9-10-8(11)12-7/h1-5H

247-92-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,2,4-triazolo[4,3-b]benzothiazole

1.2 Other means of identification

Product number -
Other names 1,3,4-triazolo[2,1-b]benzothiazole

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:247-92-7 SDS

247-92-7Downstream Products

247-92-7Relevant academic research and scientific papers

Synthesis of Benzo[4,5]thiazolo[2,3-c][1,2,4]triazole Derivatives via C-H Bond Functionalization of Disulfide Intermediates

Ardón-Mu?oz, Luis G.,Bolliger, Jeanne L.

, (2022/03/01)

Many nitrogen-and sulfur-containing heterocyclic compounds exhibit biological activity. Among these heterocycles are benzo[4,5]thiazolo[2,3-c][1,2,4]triazoles for which two main synthetic approaches exist. Here we report a new synthetic protocol that allows the preparation of these tricyclic compounds via the oxidation of a mercaptophenyl moiety to its corresponding disulfide. Subsequent C-H bond functionalization is thought to enable an intramolecular ring closure, thus forming the desired benzo[4,5]thiazolo[2,3-c][1,2,4]triazole. This method combines a high functional group tolerance with short reaction times and good to excellent yields.

Synthesis and reactions of substituted 2H-as-triazino[3,4-b]benzothiazole-3,4-diones

Kuberkar

, p. 842 - 845 (2007/10/03)

3,4-Dihydro-2H-as-triazino[3,4-b]benzothiazole-3,4-diones (1a-c) have been synthesized by condensing substituted 2-hydrazinobenzothiazoles with diethyl oxalate. Three Mannich bases (2a-c) and N-phenacyl derivative (3) have been prepared from parent lactam

Synthesis and benzodiazepine receptor binding of some imidazo- and pyrimido[2,1-b]benzothiazoles

Trapani,Franco,Latrofa,Carotti,Genchi,Serra,Biggio,Liso

, p. 575 - 587 (2007/10/03)

A series of substituted imidazo[2,1-b]benzothiazoles 2a-u was synthesized and the compounds evaluated for their affinity at the central benzodiazepine receptors. Substitution at the 7-position generally resulted in a decreased ligand affinity whereas a significant increase was observed for 5-substituted compounds. The intrinsic efficacy of selected high-affinity ligands 2j,k,q, as well as some previously reported pyrimido[2,1-b]benzothiazoles 1, was measured in vitro through the determination of the GABA ratio and [35S]TBPS displacement. Consistent with a partial inverse agonist profile, the benzothiazole derivatives 2j,k,q increased [35S]TBPS binding. For compounds 1c and 1d, a discrepancy between GABA ratio and [35S]TBPS binding data was observed. Only the latter assay was in full agreement with the pharmacological data, which indicated an inverse agonist and a partial agonist profile for 2k,q and 1c,d respectively. The affinity and intrinsic activity data of compounds 1c,d and 2j,k,q are discussed in the light of the recently proposed pharmacophore model by Skolnick/Cook; in particular, the agonistic activity of 1c,d is interpreted on the basis of a possible interaction of substitutents in position 6 with the receptors lipophilic area L3 of Skolnick/Cook, whereas the observed inverse agonist profile of 2j,k,q is explained taking into account their structural analogy with the well known proconvulsant β-CCE.

SYNTHESIS AND TRANSFORMATIONS OF S- AND N-SUBSTITUTED 2-MERCAPTOBENZOTHIAZOLES

Rutavichyus, A. I.,Iokubaitite, S. P.

, p. 33 - 36 (2007/10/02)

2-Mercaptobenzothiazole reacts with alkyl halides and hydrazine hydrate in the thiol form, and with formaldehyde in the thione form.The alkylation of 2-mercaptobenzothiazolidin-3-yl-methanol has been performed with sulfoalkyl halides and with propan-1,3-s

Agent for the control of plant-pathogenic organisms

-

, (2008/06/13)

Methods employing and compositions comprising, for the control of plant-pathogenic organisms, specified triazolobenzoxazole and triazolobenzothiazole compounds; and novel methods for the preparation of the compounds.

Process for the preparation of s-triazolo[3,4-b]benzothiazoles

-

, (2008/06/13)

A novel process for the preparation of s-triazolo[3,4-b]benzothiazole compounds comprises reacting a molar equivalent of base in an amide solvent at a temperature from 60°C. to 200°C. with (a) a 1-acyl-4-(o-halophenyl)thiosemicarbazide compound or (b) a 4

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