20158-15-0

Usage

Hydrazine derivative

A compound that contains a hydrazine functional group (N2H4) as part of its structure.

Phenyl group

A benzene ring (six carbon atoms forming a hexagon with alternating single and double bonds) with a hydrogen atom replaced by a side chain or functional group.

Thioamide functional group

A functional group consisting of a sulfur atom bonded to a carbonyl group (C=O) with a nitrogen atom attached to the carbon atom.

Yellow solid

The physical state and color of the compound, indicating that it is a solid with a yellow appearance.

Scientific research use

The compound is used as a reagent and building block in the synthesis of other organic compounds, making it valuable in chemical research.

Promising candidate for further study

The structure and properties of the compound make it a potential candidate for various chemical and biological applications, warranting further investigation.

Upstream product

• 62-53-3 aniline 
• 103-72-0 phenyl isothiocyanate 
• 121-33-5 vanillin 
• 302-01-2 hydrazine 
• 26151-89-3 methyl 2-(4-hydroxy-3-methoxybenzylidene)hydrazine-1-carbodithioate 
• 5351-69-9 4-Phenyl-3-thiosemicarbazide 

Downstream Products

• 801178-01-8 2-(3-methoxy-4-hydroxyphenyl)-5-(phenylamino)-1,3,4-thiadiazole 
• 98052-64-3 2-{[(4-hydroxy-3-methoxyphenyl)methylidene]hydrazinylidene}-3-phenyl-1,3-thiazolidin-4-one 
• 98654-76-3 4-hydroxy-3-methoxy-benzaldehyde (5-methyl-4-oxo-3-phenyl-thiazolidin-2-ylidene)-hydrazone 
• 101378-27-2 4-hydroxy-3-methoxy-benzaldehyde (4-oxo-3,5-diphenyl-thiazolidin-2-ylidene)-hydrazone 
• 1380075-10-4 N¹-benzylidene-N²-[3-(4-hydroxy-3-methoxyphenyl)-4-(1,4-benzoquinon-2-yl)-1,3-thiazol-2-ylidene]hydrazine 
• 1380074-89-4 N¹-benzylidene-N²-[3-(4-hydroxy-3-methoxyphenyl)-4-(2,5-dihydroxyphenyl)-1,3-thiazol-2-ylidene]hydrazine 

Relevant academic research and scientific papers

Discovery of Novel Bromophenol-Thiosemicarbazone Hybrids as Potent Selective Inhibitors of Poly(ADP-ribose) Polymerase-1 (PARP-1) for Use in Cancer

Poly(ADP-ribose) polymerase-1 (PARP-1) is a new potential target for anticancer drug discovery. A series of bromophenol-thiosemicarbazone hybrids as PARP-1 inhibitors were designed, synthesized, and evaluated for their antitumor activities. Among them, the most promising compound, 11, showed excellent selective PARP-1 inhibitory activity (IC50 = 29.5 nM) over PARP-2 (IC50 > 1000 nM) and potent anticancer activities toward the SK-OV-3, Bel-7402 and HepG2 cancer cell lines (IC50 = 2.39, 5.45, and 4.60 μM), along with inhibition of tumor growth in an in vivo SK-OV-3 cell xenograft model. Further study demonstrated that compound 11 played an antitumor role through multiple anticancer mechanisms, including the induction of apoptosis and cell cycle arrest, cellular accumulation of DNA double-strand breaks, DNA repair alterations, inhibition of H2O2-triggered PARylation, antiproliferative effects via the production of cytotoxic reactive oxygen species, and autophagy. In addition, compound 11 displayed good pharmacokinetic characteristics and favorable safety. These observations demonstrate that compound 11 may serve as a lead compound for the discovery of new anticancer drugs.

Design and synthesis of novel thiosemicarbazones as potent anti-breast cancer agents

Background: Thiosemicarbazones and its derivatives received a great pharmaceutical importance due to their prominent biological activities. Methods: A series of disubstituted thiosemicarbazone derivatives (1-12) were designed and synthesized as pure compo

Synthesis and in vitro anti-toxoplasma gondii activity of novel thiazolidin-4-one derivatives

Recent findings on the biological activity of thiazolidin-4-ones and taking into account the lack of effective drugs used in the treatment of toxoplasmosis, their numerous side effects, as well as the problem of drug resistance of parasites prompted us to

Synthesis and biological evaluation of novel benzoquinones as potential antimicrobial agents

New series of 2,5-dihydroxyphenyl-1,3-thiazoles 4a-l was synthesized by reacting 2,5-dihydroxyphenacyl bromide with various 4-aryl thiosemicarbazones 3a-l that on oxidation with ferric chloride yielded the corresponding N 1-substituted benzylid

One-pot synthesis and anticancer studies of 2-arylamino-5-aryl-1,3,4- thiadiazoles

A series of 2-arylamino-5-aryl-1,3,4-thiadiazoles 1a-j were synthesized and screened for their anticancer activity against various human cancer cell lines. The novel one-pot synthesis of 1,3,4-thiadiazoles was achieved by refluxing aryl aldehydes, hydrazi

One-pot and catalyst-free synthesis of thiosemicarbazones via multicomponent coupling reactions

A novel and efficient procedure for the synthesis of thiosemicarbazones has been achieved via a multicomponent and catalyst-free reaction of phenyl or p-chlorophenyl isothiocyanate, hydrazine, and aldehydes or ketones. The method afforded 20 thiosemicarba

Synthesis and Ribonucleotide reductase inhibitory activity of thiosemicarbazones

Ribonucleotide reductase (RR) is an important therapeutic target for anticancer drugs. The structure of human RR features a 1:1 complex of two homodimeric subunits, hRRM1 and hRRM2. Prokaryotically expressed and highly purified recombinant human RR subunits, hRRM1 and hRRM2, were used for holoenzyme-based [3H]CDP reduction in vitro assay. Ten new thiosemicarbazones (7-16) were synthesized and screened for their RR inhibitory activity. Two thiosemicarbazones derived from p-hydroxy benzaldehyde (9 and 10) were found to be active but less potent than the standard, Hydroxyurea (HU). Guided by the activity of compounds 9 and 10, 11 new thiosemicarbazones (17-27) derived from p-hydroxy benzaldehyde were prepared and screened for their RR inhibitory activity. All the 11 compounds were more potent than HU.