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Usage

General Description

2-[(3-chlorophenyl)methylideneamino]guanidine is a chemical compound with the molecular formula C8H9ClN4. It is a guanidine derivative with a 3-chlorophenylmethylideneamino group attached to the guanidine moiety. 2-[(3-chlorophenyl)methylideneamino]guanidine is primarily used in research and pharmaceutical development, and it has been studied for its potential pharmacological properties, including its potential as an antihypertensive and antidiabetic agent. Additionally, it has been investigated for its ability to target and modulate specific receptors in the body. The compound's chemical structure and functional groups make it a valuable tool for understanding biological processes and developing new drugs. However, its specific uses and applications are still being explored through ongoing research.

Upstream product

• 1937-19-5 1-aminoguanidine hydrochloride 
• 587-04-2 m-Chlorobenzaldehyde 
• 79-17-4 aminoguanidine 

Downstream Products

• 1221005-01-1 (2E)-N-{[2-(3-chlorobenzylidene)hydrazino](imino)methyl}-3-phenylacrylamide 

Relevant academic research and scientific papers

Synthesis, Antileishmanial Activity and In Silico Studies of Aminoguanidine Hydrazones (AGH) and Thiosemicarbazones (TSC) Against Leishmania chagasi Amastigotes

Background: Leishmaniasis is a worldwide health problem, highly endemic in developing countries. Among the four main clinical forms of the disease, visceral leishmaniasis is the most se-vere, fatal in 95% of cases. The undesired side-effects from first-li

An unprecedented intramolecular to intermolecular mechanistic switch in 1,1-diaminoazines leading to differential product formation during the I2-induced tandem oxidative transformation

The tautomeric preference of guanylhydrazones towards the azine form induces an unprecedented intramolecular to intermolecular mechanistic switch during the I2-catalyzed oxidative transformation leading to 4,5-disubstituted-3-amino-1,2,4-triazoles in contrast to the reaction of semicarbazones and thiosemicarbazones to form 1,3,4-oxa/thiadiazoles. This intramolecular to intermolecular cyclization shift was established through control experiments and was attributed to the high energy demand (～22 kcal mol-1) for the azine tautomer to adopt the s-cis conformation which is essential for the intramolecular reaction. An I2 induced protocol for an efficient and straightforward synthesis of 4,5-disubstituted-3-amino-1,2,4-triazoles has been developed via tandem oxidative transformation of guanylhydrazones (in its preferentially existing azine tautomeric form) with distinct advantages such as wide substrate scope, use of substoichiometric amounts of iodine, no requirement of external oxidizing agents, base free reaction conditions, short reaction time and moderate to good yields. The role of silver salt in improving the yield and shortening of reaction time was also highlighted.

Novel molecular hybrids of cinnamic acids and guanylhydrazones as potential antitubercular agents

In an attempt to identify potential new agents active against tuberculosis, 20 novel phenylacrylamide derivatives incorporating cinnamic acids and guanylhydrazones were synthesized using microwave assisted synthesis. Activity of the synthesized compounds was evaluated using resazurin microtitre plate assay (REMA) against Mycobacterium tuberculosis H37Rv. Based on empirical structure-activity relationship data it was observed that both steric and electronic parameters play major role in the activity of this series of compounds. Compound 7s (2E)-N-((-2-(3,4-dimethoxybenzylidene) hydrazinyl) (imino) methyl)-3-(4-methoxyphenyl) acrylamide showed MIC of 6.49 μM along with good safety profile of >50-fold in VERO cell line. Thus, this compound could act as a potential lead for further antitubercular studies.