2740-97-8

Basic information

• Product Name: Thiourea, N-(4-chlorophenyl)-N'-methyl-
• CAS NO: 2740-97-8
• Molecular Formula: C8H9ClN2S
• Molecular Weight: 200.692
• Mol File: 2740-97-8.mol

Chemical Properties

• CAS DataBase Reference: Thiourea, N-(4-chlorophenyl)-N'-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Thiourea, N-(4-chlorophenyl)-N'-methyl-(2740-97-8)
• EPA Substance Registry System: Thiourea, N-(4-chlorophenyl)-N'-methyl-(2740-97-8)

Safety Data

• Hazardous Substances Data: 2740-97-8(Hazardous Substances Data)

Upstream product

• 2131-55-7 4-Chlorophenyl isothiocyanate 
• 74-89-5 methylamine 
• 106-47-8 4-chloro-aniline 
• 556-61-6 methyl thioisocyanate 

Downstream Products

• 34551-19-4 6-chloro-N-methylbenzo[d]thiazol-2-amine 
• 91066-64-7 (4-chloro-phenyl)-(3,4-dimethyl-3H-thiazol-2-ylidene)-amine 
• 57204-46-3 N,N'-bis-(4-chloro-phenyl)-2,4-dimethyl-[1,2,4]thiadiazolidine-3,5-diylidenediamine 
• 1350612-59-7 (5Z)-5-(3-chloro-5-ethoxy-4-hydroxybenzylidene)-2-(4-chlorophenylimino)-3-methylthiazolidin-4-one 
• 174212-69-2 C₁₀H₉ClN₂OS 

Relevant articles and documents

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.

HL005 - A new selective PPARγ antagonist specifically inhibits the proliferation of MCF-7

Peroxisome proliferator-activated receptor-γ (PPARγ) is a nuclear transcription factor which is involved in many diseases, such as diabetes, inflammation, dyslipidemia, hypertension, and cancer. Recently, there are many reports showing that PPARγ agonists have preclinical and clinical anticancer activity, with relatively few reports on anticancer effects of PPARγ antagonists. From our compound library, a novel 3-thiazolinone- modified benzoic acid derivative HL005 is found as PPARγ selective ligand through SPR analysis (KD = 0.21 μM), yeast two-hybrid results suggest that HL005 antagonize the potent PPARγ agonist rosiglitazone-induced recruitment of the coactivator for PPARγ (IC 50 = 7.97 μM). Different from the most reported PPARγ antagonist, HL005 can inhibit the proliferation of MCF-7 cell line in a concentration-dependent manner and induce cell cycle arrest at G2/M phase, other than interference with cell adhesion. In order to study the binding mode of this compound, three derivatives are synthesized to get more detail about the structure-activity relationship, molecular docking and the NMR spectra indicate that similar to most PPARγ ligand, the carboxylic acid group is an important moiety for HL005 and contributes strong interaction with PPARγ.

Synthesis and biological evaluation of 3-benzyl-1-methyl- and 1-methyl-3-phenyl-isothioureas as potential inhibitors of iNOS

Novel benzyl- and phenyl-isothioureidic derivatives have been synthesised and evaluated as inhibitors of nitric oxide synthesis, induced in lipopolysaccharide (LPS)-activated J774.A1 macrophage cell line. The most potent iNOS inhibitor resulting was 1-methyl-3-phenyl-S-methyl isothiourea 5l.

Quantitative solid-state reactions of amines with carbonyl compounds and isothiocyanates

A series of solid-state reactions is reported of gaseous or solid amines with aldehydes to give imines, with solid anhydrides to give diamides (therefrom imides) or amidic carboxylic salts or imides, with solid imides to give diamides, with solid lactones or carbonates to give functionalized carbamic esters, with polycarbonates to give degradative aminolysis, and with solid isothiocyanates to give thioureas. Diamides give imides by solid-state thermolysis or acid catalysis. Various double, two-step, 3-cascade, and sequential reactions are reported in the solid state without melting. The yields are quantitative in 53 reported reaction examples and no workup (except for washings in four cases) is required in the 100% yield reactions. Three initially solid-state reactions but with liquid product were not quantitative. An upscaling to the kg scale shows promise of the technique for large scale applications. Supermicroscopic analyses with AFM elucidate the solid-state mechanism by virtue of far-reaching anisotropic molecular movements in three-step processes. Gas-solid aminolyses of polycarbonates are also studied with AFM. The implications to sustainable chemistry are discussed. (C) 2000 Elsevier Science Ltd.

A facile synthesis of 2-N(methyl amino) benzothiazoles

Reaction of aromatic primary amines with methylisothiocyanate (MITC) yielded N-methyl-N1-(benzelene-1-yl)thioureas which underwent oxidative cyclization in the presence of bromine in acetic acid, at room temperature, affording the title compounds.