722-03-2

Basic information

• Product Name: 1-CYCLOHEXYL-3-PHENYL-2-THIOUREA
• Synonyms: RARECHEM AM UH V205;N-CYCLOHEXYL-N'-PHENYLTHIOUREA;1-CYCLOHEXYL-3-PHENYL-2-THIOUREA;1-Cyclohexyl-3-phenylthiourea;1-Phenyl-3-cyclohexylthiourea
• CAS NO: 722-03-2
• Molecular Formula: C₁₃H₁₈N₂S
• Molecular Weight: 234.36
• Mol File: 722-03-2.mol
• Article Data: 27

Chemical Properties

• Melting Point: 148 °C
• Boiling Point: 346.1°C at 760 mmHg
• Flash Point: 163.1°C
• Appearance: /
• Density: 1.12g/cm³
• Vapor Pressure: 5.89E-05mmHg at 25°C
• Refractive Index: 1.605
• PKA: 12.69±0.70(Predicted)
• CAS DataBase Reference: 1-CYCLOHEXYL-3-PHENYL-2-THIOUREA(CAS DataBase Reference)
• NIST Chemistry Reference: 1-CYCLOHEXYL-3-PHENYL-2-THIOUREA(722-03-2)
• EPA Substance Registry System: 1-CYCLOHEXYL-3-PHENYL-2-THIOUREA(722-03-2)

Safety Data

• Hazardous Substances Data: 722-03-2(Hazardous Substances Data)

Usage

Description

1-Cyclohexyl-3-phenyl-2-thiourea is an organic compound with a unique molecular structure that features a cyclohexyl group, a phenyl group, and a thiourea functional group. 1-CYCLOHEXYL-3-PHENYL-2-THIOUREA has garnered interest in the scientific community due to its potential applications in various fields, particularly in the pharmaceutical industry.

Uses

Used in Pharmaceutical Industry:
1-Cyclohexyl-3-phenyl-2-thiourea is used as a serine biosynthetic pathway inhibitor for the treatment of cancer. By targeting and inhibiting the serine biosynthetic pathway, this compound can disrupt the growth and proliferation of cancer cells, making it a promising candidate for cancer therapy.
1-CYCLOHEXYL-3-PHENYL-2-THIOUREA's ability to inhibit the serine biosynthetic pathway is particularly useful in targeting cancer cells that rely heavily on this pathway for their survival and growth. This selective targeting can potentially lead to fewer side effects and increased efficacy compared to traditional chemotherapy treatments.

InChI:InChI=1/C13H18N2S/c16-13(14-11-7-3-1-4-8-11)15-12-9-5-2-6-10-12/h1,3-4,7-8,12H,2,5-6,9-10H2,(H2,14,15,16)

Upstream product

• 108-91-8 cyclohexylamine 
• 103-72-0 phenyl isothiocyanate 
• 62-53-3 aniline 
• 1122-82-3 isothiocyanatocyclohexane 
• 102-08-9 N,N-diphenylthiourea 
• 86864-53-1 N-Cyclohexyl-1,1,1-triphenylmethanesulfenamide 
• 19573-22-9 cyclohexyl azide 
• 74734-11-5 1H-imidazole-1-carbodithioic acid methyl ester 
• 953-91-3 cyclohexyl tosylate 
• 123-30-8 4-amino-phenol 
• 104-94-9 4-methoxy-aniline 
• 1212-29-9 1,3-dicyclohexylthiourea 
• 95-55-6 2-amino-phenol 
• 156-43-4 4-Ethoxyaniline 

Downstream Products

• 3878-67-9 N-phenyl-N'-cyclohexyl carbodiimide 
• 28291-75-0 N-cyclohexyl-2-benzothiazolamine 
• 39964-50-6 (2-cyclohexylimino-4-oxo-3-phenyl-thiazolidin-5-yl)-acetic acid 
• 92375-41-2 N-Phenyl-N'-cyclohexyl-isothioharnstoff-S-methylaether 
• 57204-45-2 2,4-dicyclohexyl-N,N'-diphenyl-[1,2,4]thiadiazolidine-3,5-diylidenediamine 
• 104445-61-6 2-(3-cyclohexyl-4-oxo-2-phenylimino-1,3-thiazolidin-5-yl)acetic acid 
• 130256-05-2 2-Cyclohexyl-4-phenyl-3-thioxo-[1,2,4]thiadiazolidin-5-one 
• 102936-66-3 3-Cyclohexyl-2-[(Z)-phenylimino]-thiazolidin-4-one 
• 886-59-9 N-cyclohexyl-N'-phenylurea 
• 60006-46-4 N-cyclohexyl-N′-phenylmorpholine-4-carboximidamide 
• 4833-42-5 N-phenyl-N',N-dicyclohexylguanidine 
• 102936-73-2 3-cyclohexylthiazolidine-2,4-dione 
• 7341-63-1 N¹-phenyl-N²-allylthiourea 
• 114710-76-8 3-Allyl-2-[(Z)-phenylimino]-thiazolidin-4-one 

Relevant articles and documents

Hydroamination and Hydrophosphination of Isocyanates/Isothiocyanates under Catalyst-Free Conditions

Symmetrical and unsymmetrical N,N’-disubstituted as well as trisubstituted ureas/thioureas by the hydroamination of isocyanates/isothiocyanates, and various phosphathioureas by the hydrophosphination of isothiocyanates have been synthesized in good to excellent yields under catalyst-free and mild conditions. This protocol is also applicable for the efficient synthesis of chiral ureas and thioureas and common herbicides, such as fenuron and monuron.

Hydrogen-Bond Catalysis of Imine Exchange in Dynamic Covalent Systems

The reversibility of imine bonds has been exploited to great effect in the field of dynamic covalent chemistry, with applications such as preparation of functional systems, dynamic materials, molecular machines, and covalent organic frameworks. However, acid catalysis is commonly needed for efficient equilibration of imine mixtures. Herein, it is demonstrated that hydrogen bond donors such as thioureas and squaramides can catalyze the equilibration of dynamic imine systems under unprecedentedly mild conditions. Catalysis occurs in a range of solvents and in the presence of many sensitive additives, showing moderate to good rate accelerations for both imine metathesis and transimination with amines, hydrazines, and hydroxylamines. Furthermore, the catalyst proved simple to immobilize, introducing both reusability and extended control of the equilibration process.

Nickle Catalysis Enables Access to Thiazolidines from Thioureas via Oxidative Double Isocyanide Insertion Reactions

An efficient synthesis of thiazolidine-2,4,5-triimine derivatives was developed via Ni-catalyzed oxidative double isocyanide insertion to thioureas under air conditions, in which thioureas play three roles as a substrate, a ligand, and overcoming isocyanide polymerization. The reaction is featured by employing a low-cost and low loading Ni(acac)2 catalyst, without any additives, and high atom economy. This is the first example to directly apply a Ni(II) catalyst in oxidative double isocyanide insertion reactions.