30216-51-4

Usage

Uses

Used in Pharmaceutical Synthesis:
2-Hydrazino-1,3-thiazole is utilized as a key intermediate in the development of various pharmaceutical compounds. Its unique structure allows for the creation of new drugs with specific therapeutic properties, contributing to the advancement of medicinal chemistry.
Used in Agrichemical Production:
In the agrichemical industry, 2-Hydrazino-1,3-thiazole serves as a vital component in the synthesis of pesticides and other agrochemicals. Its incorporation into these products enhances their effectiveness in protecting crops and managing pests, thereby supporting agricultural productivity.
Used as a Corrosion Inhibitor:
2-Hydrazino-1,3-thiazole has been studied for its potential as a corrosion inhibitor for metal surfaces. Its application in this field can help protect metals from degradation, extending their lifespan and improving the durability of structures and machinery.
Used in Organic Chemistry Research:
As a versatile building block, 2-Hydrazino-1,3-thiazole is extensively used in organic chemistry research for the preparation of various other organic compounds. Its ability to form diverse chemical structures makes it a valuable tool for exploring new reactions and syntheses in the field of organic chemistry.

Upstream product

• 7038-07-5 chloro-acetaldehyde-thiosemicarbazone 
• 30216-55-8 1-phenyl-ethanone thiazol-2-ylhydrazone 
• 79-19-6 thiosemicarbazide 
• 96-50-4 2-thiazolylamine 

Downstream Products

• 89408-03-7 2-acetylthiophene-2-thiazolylhydrazone 
• 89408-18-4 5-[1-(Thiazol-2-yl-hydrazono)-ethyl]-benzene-1,3-diol 
• 123510-85-0 C₁₆H₁₄N₅S₂⁽¹⁺⁾*BrH*Br^(1-) 
• 123510-83-8 C₁₉H₁₈N₅OS⁽¹⁺⁾*BrH*Br^(1-) 
• 89408-16-2 2-[1-(Thiazol-2-yl-hydrazono)-ethyl]-phenol 
• 30216-55-8 1-phenyl-ethanone thiazol-2-ylhydrazone 
• 307542-89-8 2-bromo-6-methoxy-4-(thiazol-2-yl-hydrazonomethyl)phenol 
• 347914-49-2 2,6-dimethoxy-4-(thiazol-2-yl-hydrazonomethyl)phenol 

Relevant academic research and scientific papers

Synthesis of 2-anilinopyridyl linked benzothiazole hydrazones as apoptosis inducing cytotoxic agents

A series of 2-anilinopyridyl linked benzothiazole-hydrazone conjugates (5a-aa) were designed, synthesized and evaluated for their in vitro cytotoxic potency against a panel of cancer cell lines like mouse skin melanoma (B16F10), lung adenocarcinoma (A549), breast adenocarcinoma (MCF-7), triple negative breast cancer (MDA-MB-231) and normal lung epithelial (L132) cell lines. Preliminary screening results revealed that some of these conjugates like 5i and 5l exhibited a significant antiproliferative effect against human breast cancer (MCF-7) with IC50 values of 1.03 and 1.69 μM respectively. Further, detailed biological studies of this promising conjugate (5i) were carried out on MCF-7 cells. The flow cytometric analysis revealed that this conjugate induces cell-cycle arrest in the G2/M phase in a dose dependent manner. Furthermore, in order to determine the effect of the conjugate on cell viability, various cell based assays such as clonogenic assay, ethidium bromide staining, Hoechst staining, detection of ROS generation and annexin V-FITC/PI assays were performed. In these studies, apoptotic features were clearly observed indicating that this conjugate inhibited cell proliferation by apoptosis.

Discovery of potent anti-tuberculosis agents targeting leucyl-tRNA synthetase

Tuberculosis is a serious infectious disease caused by human pathogen bacteria Mycobacterium tuberculosis. Bacterial drug resistance is a very significant medical problem nowadays and development of novel antibiotics with different mechanisms of action is an important goal of modern medical science. Leucyl-tRNA synthetase (LeuRS) has been recently clinically validated as antimicrobial target. Here we report the discovery of small-molecule inhibitors of M. tuberculosis LeuRS. Using receptor-based virtual screening we have identified six inhibitors of M. tuberculosis LeuRS from two different chemical classes. The most active compound 4-{[4-(4-Bromo-phenyl)-thiazol-2-yl]hydrazonomethyl}-2-methoxy-6-nitro-phenol (1) inhibits LeuRS with IC50 of 6 μM. A series of derivatives has been synthesized and evaluated in vitro toward M. tuberculosis LeuRS. It was revealed that the most active compound 2,6-Dibromo-4-{[4-(4-nitro-phenyl)-thiazol-2-yl]-hydrazonomethyl}-phenol inhibits LeuRS with IC50 of 2.27 μM. All active compounds were tested for antimicrobial effect against M. tuberculosis H37Rv. The compound 1 seems to have the best cell permeability and inhibits growth of pathogenic bacteria with IC50 = 10.01 μM and IC90 = 13.53 μM.

PYRAZOLE AND PYRROLE COMPOUNDS USEFUL IN TREATING IRON DISORDERS

This invention is directed to pyrazole and pyrrole compounds, for example, compounds of formula (I): wherein R1, R2, R3 and R4 are as defined herein, as stereoisomers, enantiomers, tautomers thereof or mixtures thereof; or pharmaceutically acceptable salts, solvates or prodrugs thereof, for the treatment of iron disorders. This invention is also directed to pharmaceutical compositions comprising the compounds and methods of using the compounds to treat iron disorders.

Synthesis and characterisation of some novel indeno[1,2-c]pyrazoles

1-(Benzothiazol-2-yl)-4-phenylindeno[1,2-c]pyrazoles (1) and 1-(4-arylthiazol-2-yl)-4-phenylindeno[1,2-c]pyrazoles (2) have been synthesised by the reaction between 1-oxo-3-phenylindan-2-carboxaldehyde (4) and 2-hydrazinobenzothiazoles or 2-hydrazinothiazoles.

3-[1-(2-Benzoxazolyl)hydrazino]propanenitrile derivatives: Inhibitors of immune complex induced inflammation

3-[1-(2-Benzoxazolyl)hydrazino]propanenitrile derivatives were evaluated in the dermal and pleural reverse passive Arthus reactions in the rat. In the pleural test these compounds were effective in reducing exudate volume and accumulation of white blood cells. This pattern of activity was similar to that of hydrocortisone and different from that of indomethacin. The structural requirements for inhibiting the Arthus reactions were studied by systematic chemical modification of 1. These structure-activity relationship studies revealed that nitrogen 1' of the hydrazino group is essential for activity and must be electron rich, whereas chemical modifications of other sites of 1 had only a modest effect on activity.