13120-04-2

Basic information

• Product Name: 1-cyclohexyl-3-methylthiourea
• CAS NO: 13120-04-2
• Molecular Formula: C₈H₁₆N₂S
• Molecular Weight: 172.291
• Mol File: 13120-04-2.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 246.5°C at 760 mmHg
• Flash Point: 102.9°C
• Density: 1.05g/cm³
• Vapor Pressure: 0.027mmHg at 25°C
• Refractive Index: 1.54
• CAS DataBase Reference: 1-cyclohexyl-3-methylthiourea(CAS DataBase Reference)
• NIST Chemistry Reference: 1-cyclohexyl-3-methylthiourea(13120-04-2)
• EPA Substance Registry System: 1-cyclohexyl-3-methylthiourea(13120-04-2)

Safety Data

• Hazardous Substances Data: 13120-04-2(Hazardous Substances Data)

Usage

Function

Inhibitor of metalloproteinases

Potential applications

a. Anti-cancer properties
b. Corrosion inhibitor in industrial applications
c. Rubber accelerator in tire and rubber product manufacturing

Investigation for

Treatment of obesity

Effects in animal studies

Reduction in food intake and body weight

Current status

Further research needed to understand biological effects and potential therapeutic uses

Upstream product

• 108-91-8 cyclohexylamine 
• 556-61-6 methyl thioisocyanate 
• 79645-01-5 N₁,N₃-dimethyl-N₁-nitrosothiourea 
• 79645-02-6 N₃-cyclohexyl-N₁-methyl-N₁-nitrosothiourea 
• 74-89-5 methylamine 
• 1122-82-3 isothiocyanatocyclohexane 

Downstream Products

• 1019107-81-3 3-cyclohexyl-1-methyl-5-[(E)-1-phenylmethylidene]-2-thioxoimidazolidin-4-one 
• 62971-33-9 4-(2,4-Dichloro-5-sulfamoylphenyl)-2-cyclohexylimino-3-methyl-1,3-thiazolidine-4-ol-hydrobromide 
• 59814-68-5 4-(4-chloro-3-sulfamoylphenyl)-2-cyclohexylimino-3-methyl-1,3-thiazolidine-4-ol-hydrobromide 
• 63398-70-9 4-(3-Acetylsulfamoyl-4-chloro-phenyl)-2-cyclohexylimino-3-methyl-1,3-thiazolidine-4-ol-hydrobromide 
• 39804-96-1 1-cyclohexyl-3-methylurea 
• 79645-02-6 N₃-cyclohexyl-N₁-methyl-N₁-nitrosothiourea 
• 16813-38-0 N-Methyl-N'-cyclohexyl-N-nitrosourea 
• 14041-90-8 cyclohexyl-methyl-carbodiimide 

Relevant articles and documents

Electronic and Steric Effects of Alkyl Group on Denitrosation of 3-Alkyl-1-methyl-1-nitrosothioureas

A series of 3-alkyl-1-methyl-1-nitrosothioureas with R=CH3, C2H5, cyclo-C6H11 (3), (CH3)2CH (4), C2H5(CH3)CH, and (CH3)3C were synthesized and their rates of acid catalyzes (pHH:kD is 1.25 for 4.Except 3, a linear plot of log kR/kMe for the denitrosation of RNHCSN(NO)CH3 vs. ?* provides ρ*=-0.98(r=-0.997).The significant factor affecting the rate determining step of the denitrosation of these N-nitrosothioureas at pH 4.6 is the electronic effect of the substituent at the N3 position.

A convenient route to cyanoguanidines

A facile and versatile method for the preparation of cyanoguanidines 7 from amines 3 and isothiocyanates 4 via a methylation, cyanamide-treatment sequence is described.

Synthesis of Novel N-Nitrosothioureas and Examination of Their Mechanisms of Formation by High-Field Nitrogen-15 and Carbon-13 Nuclear Magnetic Resonance Spectra of Specifically Labeled Compounds

An examination by 15N NMR of Na15NO2 under various conditions of acidity led to the identification of several electrophilic nitrogen species.This permitted the selection of reaction conditions of low acidity which favor nitrosation at the nitrogen atom of thioureas rather than on the normally more reactive sulfur, leading to the isolation of novel N-nitrosothioureas.In contrast it was shown by employing 15N and 13C labeling that higher acidity conditions favor reaction via a detectable thionitrosyl intermediate.