21198-18-5

Basic information

• Product Name: 4-CYCLOHEXYL-3-THIOSEMICARBAZIDE
• Synonyms: 4-CYCLOHEXYL-3-THIOSEMICARBAZIDE;4-cyclohexylthiosemicarbazide;n-cyclohexyl-hydrazinecarbothioamid;n-cyclohexylhydrazinecarbothioamide;n-cyclohexylthiosemicarbazide;4-CHCLOHEXYLTHIOSEMICARBAZIDE;N1-cyclohexylhydrazine-1-carbothioamide;HydrazinecarbothioaMide, N-cyclohexyl-
• CAS NO: 21198-18-5
• Molecular Formula: C₇H₁₅N₃S
• Molecular Weight: 173.28
• Product Categories: Indolines ,Indoles ,Indazoles
• Mol File: 21198-18-5.mol
• Article Data: 55

Chemical Properties

• Melting Point: 142 °C
• Boiling Point: 281.3 °C at 760 mmHg
• Flash Point: 123.9 °C
• Appearance: /
• Density: 1.14 g/cm³
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 10.73±0.70(Predicted)
• CAS DataBase Reference: 4-CYCLOHEXYL-3-THIOSEMICARBAZIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CYCLOHEXYL-3-THIOSEMICARBAZIDE(21198-18-5)
• EPA Substance Registry System: 4-CYCLOHEXYL-3-THIOSEMICARBAZIDE(21198-18-5)

Safety Data

• Hazard Codes: Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 21198-18-5(Hazardous Substances Data)

Usage

Uses

4-Cyclohexylthiosemicarbazide, is a new 4-aryl-thiosemicarbazides derivative, which has potential antimicrobial properties. It can also be used as an intermediate for the synthesis of Pharmaceutical goods.

InChI:InChI=1/C7H15N3S/c8-7(11)10(9)6-4-2-1-3-5-6/h6H,1-5,9H2,(H2,8,11)

Upstream product

• 1122-82-3 isothiocyanatocyclohexane 
• 5397-03-5 hydrazinecarbodithioic acid methyl ester 
• 108-91-8 cyclohexylamine 
• 66917-87-1 N-cyclohexyl(aminosulfanyl)carbothioamide 
• 2801-07-2 monocyclohexyldithiocarbamate sodium 
• 20635-13-6 N-cyclohexylmethanethioamide 
• 7803-57-8 hydrazine hydrate 
• 701971-00-8 C₁₂H₂₃N₃O₂S 
• 690634-04-9 benzotriazole-1-carbothioic acid cyclohexylamide 
• 302-01-2 hydrazine 
• 112864-51-4 cyclohexylthiocarbamoylsulfanyl-acetic acid 
• 75-15-0 carbon disulfide 

Downstream Products

• 149381-62-4 C₂₀H₂₇N₅OS 
• 473429-29-7 C₁₅H₁₇N₅O₃S 
• 1019283-38-5 C₁₇H₂₃N₃S 
• 1240322-71-7 benzyl (1-(2-(cyclohexylcarbamothioyl)hydrazinyl)-1-oxopropan-2-yl)carbamate 
• 1240322-70-6 (S)-benzyl (1-(2-(cyclohexylcarbamothioyl)hydrazinyl)-1-oxopropan-2-yl)carbamate 
• 1240322-69-3 (S)-benzyl (1-(2-(cyclohexylcarbamothioyl)hydrazinyl)-1-oxo-3-phenylpropan-2-yl)carbamate 
• 104827-61-4 1-((2-chloro-8-methylquinolin-3-yl)methylene)-4-cyclohexylthiosemicarbazide 
• 1313027-79-0 N-(4-acetyl-5-(2-chloro-8-methylquinolin-3-yl)-4,5-dihydro-1,3,4-thiadiazol-2-yl)-N-cyclohexylacetamide 
• 1313027-61-0 1-((2,8-dichloroquinolin-3-yl)methylene)-4-cyclohexylthiosemicarbazide 
• 1318765-17-1 (Z)-N-cyclohexyl-2-(2-oxoindolin-3-ylidene)hydrazinecarbothioamide 
• 1309573-69-0 pyruvic acid N⁽⁴⁾-cyclohexylthiosemicarbazone 
• 160683-53-4 4-(N-cyclohexyl thiocarbamoylhydrazono)-2,6-di-tert-butyl-2,5-cyclohexadien-1-one 
• 77523-85-4 3-Methyl-5-phenyl-pyrazole-1-carbothioic acid cyclohexylamide 
• 76884-17-8 (5-Cyclohexylamino-[1,3,4]thiadiazol-2-yl)-carbamic acid methyl ester 

Relevant articles and documents

Cu(II) and Zn(II) complexes from a thiosemicarbazone derivative: Investigating the intermolecular interactions, crystal structures and cytotoxicity

Two complexes of Cu(II) and Zn(II) were prepared from a thiosemicarbazone derivative (H2esct) using their corresponding metal acetates and 2,2′-bipyridine as base. The complexes were characterized by elemental analyses, UV–visible, FT-IR and NM

Synthesis of oxadiazole-thiadiazole hybrids and their anticandidal activity

In the field of infection management, it is a major challenge to discover a potent and safe antifungal agent due to the emergence of resistant strains. Hence, the goal of this paper is to design and synthesize novel oxadiazole-thiadiazole hybrid compounds

Synthesis, crystal structures, and biological evaluation of manganese(II) and nickel(II) complexes of 4-cyclohexyl-1-(1-(pyrazin-2-yl)ethylidene) thiosemicarbazide

4-Cyclohexyl-1-(1-(pyrazin-2-yl)ethylidene)thiosemicarbazide (HL) and its transition metal complexes formulated as [Mn(L)2] (1) and [Ni(L) 2] (2) have been prepared in 55-75% yield and characterized by elemental analysis, IR, MS, NMR

Synthesis and crystal structure of new monometallic and bimetallic copper(II) complexes with N-substituted isatin thiosemicarbazone ligands: Effects of the complexes on DNA/protein-binding property, DNA cleavage study and in vitro anticancer activity

A novel series of N-substituted isatin thiosemicarbazone ligands (L1–L3) and their copper(II) complexes [Cu(II)(ITSC)] were synthesized and characterized by elemental analyses and UV–Vis, FT-IR,1H &13C NMR/EPR and mass spectroscopic

Synthesis and spectroscopic characterization of organotin(IV) complexes with 2-benzoylpyridine-N(4)-cyclohexylthiosemicarbazone (HBPCT): X-ray crystal structure of [PhSnCl2(BPCT)]

The reaction of 2-benzoylpyridine-N(4)-cyclohexylthiosemicarbazone [HBPCT, (1)] ligand with organotin(IV) chloride(s) lead to the formation of three new organotin(IV) complexes: [MeSnCl2(BPCT)] (2), [PhSnCl 2(BPCT)] (3) and [Ph2

Synthesis, crystal structures and biological activities of 2-acetylpyridine N(4)-cyclohexylthiosemicarbazone and its manganese(II) and nickel(II) complexes

2-Acetylpyridine N(4)-cyclohexylthiosemicarbazone (HL) and its manganese(II) and nickel(II) complexes formulated as [Mn(L)2] (1) and [Ni(L)2] (2) have been synthesized and characterized by elemental analysis, infrared spectra, mass s

Synthesis and characterization of tin(IV)/organotin(IV) complexes with 2-benzoylpyridine-N(4)-cyclohexylthiosemicarbazone [HBPCT]: X-ray crystal structure of [SnCl3(BPCT)]

Four new tin(IV)/organotin(IV) complexes, [SnCl3(BPCT)] (2), [MeSnCl2(BPCT)] (3), [Me2SnCl(BPCT)] (4), and [Ph2SnCl(BPCT)] (5), have been synthesized by the direct reaction of 2-benzoylpyridine-N(4)- cyclohexylthiosemicarbazone [HBPCT, (1)] and

Synthesis, structural, and spectral studies of diorganotin(IV) complexes with 2-hydroxy-5-methylbenzaldehyde-N (4)-cyclohexylthiosemicarbazone

Three new diorganotin(IV) complexes, [Me2Sn(L)] (2), [Bu2Sn(L)] (3), and [Ph2Sn(L)] (4) [where H2L (1) = 2-hydroxy-5-methylbenzaldehyde-N(4)-cyclohexylthiosemicarbazone] have been synthesized by reacting the cor

Experimental and theoretical studies of novel hydroxynaphthalene based chemosensor, and construction of molecular logic gates

2-Hydroxynaphthalenyl-N(4)-cyclohexyl thiosemicarbazone (CHNT) was synthesized and characterized for selective sensing of fluoride, cyanide and copper ions. The interaction between CHNT with fluoride, cyanide and copper ions have been investigated through

Pyridoxal hydrochloride thiosemicarbazones with copper ions inhibit cell division via Topo-I and Topo-IIɑ

Topoisomerase (Topo) accelerates cell growth and division, and has been a theoretical target for anti-cancer drugs for decades. A series of pyridoxal thiosemicarbazone (PLT) ligands were designed and synthesized, and the dependence of their antiproliferative activity on copper was investigated. The insertion of N-cyclohexyl-2-((3-hydroxy-5-(hydroxymethyl)-2-methylpyridin-4-yl)methylene)-N-methylhydrazinecarbothioamide hydrochloride (compound 9) and Chlorido(N-cyclohexyl-2-((3-hydroxy-5-(hydroxymethyl)-2-methylpyridin-4-yl)methylene)-N-methylhydrazinecarbothioamide hydrochloride-O,N,S)?copper(II) nitrate (9-Cu complex) into Topo-I and Topo-II prevented uncoiling of DNA through hydrogen bonds and intermolecular forces. The combination of PLT derivatives and copper gluconate (CuGlu) improved their anti-tumour activity against a cell line with high expression of topoisomerase (SK-BR-3). The non-linear regression equations of the inhibitory activity and anti-tumour activity of Topo-I and Topo-IIɑ in SK-BR-3 cells had R2 values of 0.93 and 0.94, respectively. In addition to lipophilicity, inhibition of topoisomerase also affected the activity of PLT ligands by coordinating with copper ions. At the cellular level, PLTs and CuGlu penetrate the cell membrane to form metabolites in the cell, thus selectively inhibiting the activity of Topo-I and Topo-IIɑ, and ultimately inhibiting cell division. These findings will inform the design of future anti-cancer thiosemicarbazone drugs.

Synthesis and Antiproliferative Activity of New Thiosemicarboxamide Derivatives

To discover new anticancer agents, two series of thiosemicarboxamide derivatives were synthesized and evaluated for their antiproliferative activity against human cancer cells in vitro. Most target compounds (especially 3f, 3g, and 3h) exhibit potent antiproliferative activity against HeLa cells. Importantly, compound 3h, bearing a 4-methylphenyl substituent at N position of thiourea moiety, has significant and broad-spectrum inhibitory activities against cancer cells (HepG2, HeLa, MDA-MB231, A875, and H460 cells) with low IC50 values (5.0 μM) and shows low toxicity to normal LO2 and MRC-5 cells. Further studies show that compound 3h exerts high inhibitory activity in cancer cells by inducing the G2/M-phase arrest of cancer cells. Collectively, this study presents compound 3h as a new entity for the development of cell cycle arrest inducers for the treatment of cancer.