2302-84-3

Usage

Uses

Used in Pharmaceutical and Chemical Industries:
1-formylthiosemicarbazide is used as a reagent in chemical reactions for the formation of various derivatives and compounds. Its solubility in water and ethanol makes it a valuable component in the synthesis of other organic compounds.
Used in the Production of Insecticides and Herbicides:
In the agricultural sector, 1-formylthiosemicarbazide is utilized as a starting material for the preparation of semicarbazones, which are key components in the production of insecticides and herbicides, contributing to pest and weed control.
Used in Research and Development:
1-formylthiosemicarbazide is used as a subject of research for its potential pharmacological activity. It has shown promise in antimicrobial and anticancer properties, making it a candidate for further exploration in the development of new therapeutic agents.
Overall, 1-formylthiosemicarbazide's diverse applications across different industries highlight its importance as a chemical intermediate and a compound of interest in scientific research.

InChI:InChI=1/C2H5N3OS/c3-2(7)5-4-1-6/h1H,(H,4,6)(H3,3,5,7)

Upstream product

• 64-18-6 formic acid 
• 79-19-6 thiosemicarbazide 
• 2258-42-6 formyl acetic anhydride 
• 2565-30-2 formyl chloride 
• 3129-90-6 isothiocyanic acid 
• 624-84-0 formic acid hydrazide 

Downstream Products

• 3179-31-5 2,3-dihydro-1H-1,2,4-triazole-3-thione 
• 4005-51-0 [1,3,4]Thiadiazol-2-ylamin 
• 5393-55-5 2-acetylamino-1,3,4-thiadiazole 
• 26861-87-0 [1,3,4]thiadiazol-2-ylamine; hydrochloride 
• 46503-03-1 formic acid N'-(4-amino-5-phenyl-thiazol-2-yl)-hydrazide 
• 3179-31-5 1H-1,2,4-triazole-5-thiol 
• 3775-60-8 1,3,4-oxadiazol-2-amine 
• 3179-31-5 3-mercapto-1,2,4-triazole 
• 3179-31-5 1H-[1,2,4]triazole-3-thiol 
• 3179-31-5 2,4-dihydro-[1,2,4]triazole-3-thione 

Relevant academic research and scientific papers

Synthesis, characterization and anti-inflammatory activity evaluation of 1,2,4-triazole and its derivatives as a potential scaffold for the synthesis of drugs against prostaglandin-endoperoxide synthase

Substituted 1,2,4-triazole nucleus is common in several drugs used in a variety of clinical conditions including infections, hypoglycemia, hypertension and cancer. In this study, we synthesized 1,2,4-triazole and its 16 hydrazone derivatives (B1–B16), characterized them by IR, NMR and Mass spectroscopy, and evaluated their radical scavenging and anti-inflammatory activities in?vitro and in?vivo. Out of 16 derivatives, five (B1, B5, B6, B9, and B13) demonstrated a significant radical scavenging and anti-inflammatory activity in?vitro. B6, which possessed two electron-donating hydroxyl groups, was most active among all. Molecular docking and MD simulation of the complex of B6 with prostaglandin-endoperoxide synthase (PTGS) or cyclooxygenase (COX) showed that B6 occupied celecoxib binding site in COX with high affinity (the binding free energy of the complex with COX-1 was –10.5, and –11.2 kcal/mol with COX-2). Maximum anti-inflammatory activity was also shown by the B6 derivative in?vivo, in the rat model of carrageenan-induced inflammation. B6, along with four other derivatives (B1, B5, B9 and B13) exhibited 80–90% free radical scavenging activity. The IC50 values of these compounds were ≥40 μM. Griess nitrite and dichloro-dihydro-fluorescein-diacetate assays suggested a significant inhibition of nitric oxide and reactive oxygen species, especially by B6 and B9. Taken together, out of 16 derivatives, B6 is reported to have highest anti-inflammatory and antioxidant activity at a low dose level, which may be attributed to its two electron-donating hydroxyls. B6 is proposed to be an important scaffold for the synthesis of new drugs against PTGS for use in a myriad of inflammatory and infectious diseases. Communicated by Ramaswamy H. Sarma.

Synthesis and biological activities of some 3,6-disubstituted thiazolo[3,2-b][1,2,4]triazoles

Some new 2,3-dihydro-3-hydroxy-6-phenyl-3-(4- substituted)phenylthiazolo[3,2-b][1,2,4]triazole derivatives were synthesized as antifungal agents. After their structures were confirmed by microanalysis and IR and NMR spectral analysis, their antifungal activities against Candida albicans, Candida parapsilosis, Canada stellatoidea, and Candida pseudotropicalis were investigated. Contrary to our expectations, all proved to have poor antifungal activities. Because 2,4-dihydro-3H-1,2,4-triazol-3- ones are a new class of anticonvulsant agents, a series of thiazolo[3,2- b][1,2,4]triazoles was evaluated for anticonvulsant activity and observed as potential anticonvulsant candidates. All compounds examined exhibited activity against both maximal electroshock and pentylene tetrazole-induced seizures in mice.

HETEROCYCLIC AMIDE COMPOUND

PROBLEM TO BE SOLVED: To provide a heterocyclic amide compound useful as an active ingredient of a herbicide. SOLUTION: The present disclosure provides a heterocyclic amide compound represented by the following formula or a salt thereof. Q-N(R3)-C(=X)-W (Q: a substituted/unsubstituted 1,3,4-oxadiazole, 1,2,5-oxadiazole or the like. W: a substituted/unsubstituted [1,2,4]triazolo[4,3-a]pyridine or the like. X: O, S. R3: H, C1-C6 alkyl or the like). SELECTED DRAWING: None COPYRIGHT: (C)2021,JPOandINPIT

Design, Synthesis, and Structure-Activity Relationship of Economical Triazole Sulfonamide Aryl Derivatives with High Fungicidal Activity

Plant fungal diseases have caused great decreases in crop quality and yield. As one of the considerable agricultural diseases, cucumber downy mildew (CDM) caused by pseudoperonospora cubensis seriously influences the production of cucumber. Amisulbrom is a commercial agricultural fungicide developed by Nissan Chemical, Ltd., for the control of oomycetes diseases that is highly effective against CDM. However, the synthesis of amisulbrom has a high cost because of the introduction of the bromoindole ring. In addition, the continuous use of amisulbrom might increase the risk of resistance development. Hence, there is an imperative to develop active fungicides with new scaffolds but low cost against CDM. In this study, a series of 1,2,4-triazole-1,3-disulfonamide derivatives were designed, synthesized, and screened. Compound 1j showed a comparable fungicidal activity with amisulbrom, but it was low cost and ecofriendly. It has the potential to be developed as a new fungicide candidate against CDM. Further investigations of structure-activity relationship exhibited the structural requirements of 1,2,4-triazole-1,3-disulfonamide and appropriate modification in N-alkyl benzylamine groups with high fungicidal activity. This research will provide powerful guidance for the design of highly active lead compounds with a novel skeleton and low cost.

Novel panaxadiol triazole derivatives induce apoptosis in HepG-2 cells through the mitochondrial pathway

In this study, we introduced 1, 2, 4-triazole groups into panaxadiol (PD) to obtain 18 panaxadiol triazole derivatives. Five cancer cells and one normal cell were evaluated for cytotoxicity by MTT assay. The results showed that most of the derivatives could inhibit cancer cell proliferation, and the anti-proliferative activity of compound A1 was the most significant. For HepG-2 cells, the IC50 value was 4.21 ± 0.54 μM, which was nearly 15 times higher than the activity of PD. Further studies showed that compound A1 could induce apoptosis in HepG-2 cells, and could enhance the expression of Cl-caspase-3, Cl-caspase-9 and Cl-PARP. Moreover, Western blot analysis showed that after treating HepG-2 cells with compound A1, the expression of p53 protein was increased and the ratio of Bax/Bcl-2 was gradually increased. The cytoplasmic Bax is then translocated to the mitochondria, causing the release of Cyt c protein. Therefore, the results indicate that compound A1 induces apoptosis through the mitochondrial pathway and can be used the potential to develop new anti-proliferative agents.

HETEROCYCLIC AMIDE COMPOUND

PROBLEM TO BE SOLVED: To provide a herbicide that reliably has an effect on various weeds at a reduced dosage, has reduced trouble such as soil pollution and influence on succeeding crops, and is highly safe. SOLUTION: The present invention provides a heterocyclic amide compound represented by the following formula and a herbicide containing the same. SELECTED DRAWING: None COPYRIGHT: (C)2021,JPOandINPIT

Structure-activity relationships of triazole-benzodioxine inhibitors of cathepsin X

Cathepsin X is a cysteine carboxypeptidase that is involved in various physiological and pathological processes. In particular, highly elevated expression and activity of cathepsin X has been observed in cancers and neurodegenerative diseases. Previously, we identified compound Z9 (1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-2-((4-isopropyl-4H-1,2,4-triazol-3-yl)thio)ethan-1-one) as a potent and specific reversible cathepsin X inhibitor. Here, we have explored the effects of chemical variations to Z9 of either benzodioxine or triazol moieties, and the importance of the central ketomethylenethio linker. The ketomethylenethio linker was crucial for cathepsin X inhibition, whereas changes of the triazole heterocycle did not alter the inhibitory potencies to a greater extent. Replacement of benzodioxine moiety with substituted benzenes reduced cathepsin X inhibition. Overall, several synthesized compounds showed similar or improved inhibitory potencies against cathepsin X compared to Z9, with IC50 values of 7.1 μM–13.6 μM. Additionally, 25 inhibited prostate cancer cell migration by 21%, which is under the control of cathepsin X.

HETEROCYCLIC AMIDO COMPOUND

PROBLEM TO BE SOLVED: To provide a novel pesticide, especially a herbicide. SOLUTION: There are provided a heterocycle amide compound such as 3-isopropyl-N-(5-methyl-1, 3, 4-oxadiazole-2-yl)-5-(trifluoromethyl)-[1, 2, 4]triazolo [4,3-a] pyridine-8-carboxamide (compound No.1-004), 3-isopropyl-N-(5-methyl-1, 3, 4-oxadiazole-2-yl)-5-(methylthio)-[1,2,4] triazolo [4,3-a] pyridine-8-carboxamide (compound No.1-009), and a herbicide containing them. SELECTED DRAWING: None COPYRIGHT: (C)2018,JPOandINPIT

The heterocyclic amide compound (by machine translation)

[Problem] an agrochemical, especially useful as a herbicide, the novel 1, 2, 4: triazolo 4,3-: pyridine-based compound. (1) the heterocyclic amide compound represented by the formula [a] and containing the herbicide. [Q may have a substituent can be an oxadiazole group, a tetrazole group, a triazole group, an oxazole group, an isoxazole group; W is a substituent group which may have 1, 2, 4: triazolo 4,3-: pyridine group][Drawing] no (by machine translation)

Synthesis and biological evaluation of novel thiazolidinone derivatives as potential anti-inflammatory agents

The modulation of pro-inflammatory cytokines provides a target for controlling inflammatory diseases and attracts much attention in current anti-inflammatory drug development. Here, four series of thiazolidinone derivatives were synthesized and screened for anti-inflammatory activities. A majority of these compounds showed excellent inhibition on the expression of TNF-α and IL-6 in LPS-stimulated macrophages. Discussions are given regarding the structure-activity relationships. Compounds 12d and 12h inhibited LPS-induced TNF-α and IL-6 release in a dose-dependent manner. Furthermore, 12d exhibited a significant protection against LPS-induced septic death in mouse model. Together, these data present a series of new thiazolidinones with potential therapeutic effects in acute inflammatory diseases and they could be important leads in the continuing anti-inflammatory drug research.