263157-86-4

Basic information

• Product Name: 2-(2,6-DICHLOROBENZYL)-1,3-THIAZOLE-4-CARBONYL CHLORIDE
• Synonyms: 2-(2,6-DICHLOROBENZYL)THIAZOLE-4-CARBONYL CHLORIDE;2-(2,6-DICHLOROBENZYL)-1,3-THIAZOLE-4-CARBONYL CHLORIDE;CEHIRIMBRCVIJL-UHFFFAOYSA-N
• CAS NO: 263157-86-4
• Molecular Formula: C₁₁H₆Cl₃NOS
• Molecular Weight: 306.6
• Mol File: 263157-86-4.mol

Chemical Properties

• Melting Point: 104 °C
• Boiling Point: 422°C at 760 mmHg
• Flash Point: 209°C
• Appearance: /
• Density: 1.518g/cm³
• Vapor Pressure: 2.5E-07mmHg at 25°C
• Refractive Index: 1.632
• PKA: -0.47±0.10(Predicted)
• CAS DataBase Reference: 2-(2,6-DICHLOROBENZYL)-1,3-THIAZOLE-4-CARBONYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2,6-DICHLOROBENZYL)-1,3-THIAZOLE-4-CARBONYL CHLORIDE(263157-86-4)
• EPA Substance Registry System: 2-(2,6-DICHLOROBENZYL)-1,3-THIAZOLE-4-CARBONYL CHLORIDE(263157-86-4)

Safety Data

• Hazard Codes: Xi
• Statements: 34-36
• Safety Statements: 26-36/37/39-45
• RIDADR: 3261
• Hazardous Substances Data: 263157-86-4(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
2-(2,6-Dichlorobenzyl)-1,3-thiazole-4-carbonyl chloride is used as a chemical building block for the synthesis of various organic compounds. Its complex structure and the presence of multiple functional groups make it a promising candidate for further chemical reactions and modifications.
Used in Pharmaceutical Industry:
2-(2,6-Dichlorobenzyl)-1,3-thiazole-4-carbonyl chloride is used as an intermediate in the synthesis of pharmaceuticals. Its potential role in the development of new drugs is currently under investigation, and further research is needed to determine its properties and potential applications in this field.

InChI:InChI=1/C11H6Cl3NOS/c12-7-2-1-3-8(13)6(7)4-10-15-9(5-17-10)11(14)16/h1-3,5H,4H2

Upstream product

• 263015-68-5 2-(2,6-dichloro-benzyl)-thiazole-4-carboxylic acid ethyl ester 
• 263157-83-1 2-(2,6-dichlorobenzyl)-1,3-thiazole-4-carboxylic acid 

Downstream Products

• 612545-97-8 2-(2,6-dichloro-benzyl)-thiazole-4-carbonyl azide 

Relevant articles and documents

Vanilloid receptor ligands and their use in treatments

Compounds having the general structure and compositions containing them, for the treatment of acute, inflammatory and neuropathic pain, dental pain, general headache, migraine, cluster headache, mixed-vascular and non-vascular syndromes, tension headache, general inflammation, arthritis, rheumatic diseases, osteoarthritis, inflammatory bowel disorders, inflammatory eye disorders, inflammatory or unstable bladder disorders, psoriasis, skin complaints with inflammatory components, chronic inflammatory conditions, inflammatory pain and associated hyperalgesia and allodynia, neuropathic pain and associated hyperalgesia and allodynia, diabetic neuropathy pain, causalgia, sympathetically maintained pain, deafferentation syndromes, asthma, epithelial tissue damage or dysfunction, herpes simplex, disturbances of visceral motility at respiratory, genitourinary, gastrointestinal or vascular regions, wounds, burns, allergic skin reactions, pruritus, vitiligo, general gastrointestinal disorders, gastric ulceration, duodenal ulcers, diarrhea, gastric lesions induced by necrotising agents, hair growth, vasomotor or allergic rhinitis, bronchial disorders or bladder disorders.

A catch-and-release strategy for the combinatorial synthesis of 4-acylamino-1,3-thiazoles as potential CDK5 inhibitors

Two-dimensional libraries of 4-acylamino-1,3-thiazoles 9 were prepared via Curtius rearrangement of 1,3-thiazole-4-carbonyl azides 6, trapping of the intermediate isocyanates with oxime resin, and thermal regeneration of the isocyanates from the washed resin in the presence of nucleophiles. Several compounds proved to be selective inhibitors of CDK5/p25 versus the closely homologous CDK2/cyclin A enzyme, with the best analogue (43) possessing over 100-fold selectivity.