10014-52-5

Basic information

• Product Name: 5-chloromethyl-4-Methyl-1,3-thiazole
• Synonyms: 5-chloromethyl-4-Methyl-1,3-thiazole;5-(Chloromethyl)-4-methyl-1,3-thiazole hydrochloride
• CAS NO: 10014-52-5
• Molecular Formula: C₅H₆ClNS
• Molecular Weight: 147.63
• Mol File: 10014-52-5.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-chloromethyl-4-Methyl-1,3-thiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-chloromethyl-4-Methyl-1,3-thiazole(10014-52-5)
• EPA Substance Registry System: 5-chloromethyl-4-Methyl-1,3-thiazole(10014-52-5)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 10014-52-5(Hazardous Substances Data)

Usage

General Description

5-Chloromethyl-4-Methyl-1,3-thiazole, also known as clometacin or tinoridine, is a chemical compound that belongs to the thiazole class of organic compounds. It is a derivative of the anti-inflammatory medication indomethacin and is commonly used as a nonsteroidal anti-inflammatory drug (NSAID) for the treatment of inflammatory conditions such as arthritis, gout, and joint pain. 5-chloromethyl-4-Methyl-1,3-thiazole works by inhibiting the production of prostaglandins, which are responsible for causing inflammation and pain in the body. It is mostly available in the form of tablets or capsules and is administered orally for therapeutic use. Additionally, it has also shown potential as a treatment for neurodegenerative disorders such as Alzheimer's disease due to its anti-inflammatory properties. Overall, 5-Chloromethyl-4-Methyl-1,3-thiazole is a promising pharmaceutical compound with potential applications in the treatment of various inflammatory and neurodegenerative conditions.

Upstream product

• 1977-06-6 (4-methyl-1,3-thiazol-5-yl)methanol 
• 3581-91-7 4,5-Dimethylthiazole 
• 141305-45-5 4,5-dimethyl-1,3-thiazole 3-oxide 

Downstream Products

• 352308-51-1 4-Nitrobenzyl (1S,5R,6S)-6-((1R)-1-hydroxy-ethyl)-2-[6-(4-methylthiazol-5-yl)methyl-7-methylthio-imidazo[5,1-b]thiazolium-2-yl]-1-methyl-1-carbapen-2-em-3-carboxylate iodide 

Relevant articles and documents

5-HETEROARYL-3,9-DIAZASPIRO[5.5]UNDECANE COMPOUNDS

The present invention covers 5-heteroaryl-3,9-diazaspiro[5.5]undecane compounds of general formula (I), in which Y, Z, R1, R2, R3 and R4 are as defined herein, methods of preparing said compounds, intermediate compounds useful for preparing said compounds, pharmaceutical compositions and combinations comprising said compounds and the use of said compounds for manufacturing pharmaceutical compositions for the treatment and/or prophylaxis of diseases, in particular of hyperproliferative disorders, as a sole agent or in combination with other active ingredients.

New Methods for the Introduction of Substituents into Thiazoles

New methods for the regioselective introduction of substituents into thiazoles have been developed using thiazole, 2-phenylthiazole and 4,5-dimethylthiazole as representative thiazoles.Improved halogenation methods, displacement of hydroxy groups in combination with dehalogenation at C-5 yield all eight possible 2-phenyl-4-halo-, 5-halo and 4,5-dihalo-thiazoles in which halogen is chlorine and bromine.Peracid oxidation of the thiazoles gives the corresponding thiazole 3-oxides.These are not activated towards halogenation but are deprotonated with sodium hydride.The anion formed react with electrophiles such as paraformaldehyde, 2,2-dimethylpropanal, 2,2-dimethylpropanoyl chloride, hexachloroethane, tetrabromomethane, and dimethyl disulfide leading to the introduction of carbon substituents, halogen, and methylthio groups.In these reactions, the reactivity of the thiazole ring positions decreases in the order 2 than 5 than 4.Monoselectivity is low when halogen and methylthio groups are introduced since these substituents enhance the acidity of adjacent ring protons. 2-Phenyl-4,5-dihalothiazole 3-oxides lose the 5-halogen when treated with sulfite ion.Trimethyloxonium tetrafluoroborate O-methylates thiazole 3-oxides.Thiazole N-oxides also react with acetyl chloride and phosphorus oxychloride to afford chlorothiazoles in a non-selective manner.Phosphorus trichloride deoxygenates thiazole 3-oxides.