69812-29-9

Basic information

• Product Name: 2-ACETYLAMINO-4-METHYL-THIAZOLE-5-SULFONYL CHLORIDE
• Synonyms: TIMTEC-BB SBB003120;2-ACETAMIDO-4-METHYL-5-THIAZOLESULFONYL CHLORIDE;2-ACETYLAMINO-4-METHYL-THIAZOLE-5-SULFONYL CHLORIDE;2-acetamido-4-methylthiazole-5-sulphonyl chloride;2-acetamido-4-methyl-1,3-thiazole-5-sulfonyl chloride;2-acetamido-4-methyl-thiazole-5-sulfonyl chloride;2-AcetaMido-4-Methyl-5-thiazolesulfonyl chloride 97%
• CAS NO: 69812-29-9
• Molecular Formula: C₆H₇ClN₂O₃S₂
• Molecular Weight: 254.71
• EINECS: 274-127-7
• Product Categories: Building Blocks;Heterocyclic Building Blocks;Thiazoles
• Mol File: 69812-29-9.mol
• Article Data: 2

Chemical Properties

• Melting Point: 161-164 °C(lit.)
• Appearance: White to brown/Crystalline Powder
• Density: 1.61 g/cm ³
• Refractive Index: 1.598
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 2-ACETYLAMINO-4-METHYL-THIAZOLE-5-SULFONYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-ACETYLAMINO-4-METHYL-THIAZOLE-5-SULFONYL CHLORIDE(69812-29-9)
• EPA Substance Registry System: 2-ACETYLAMINO-4-METHYL-THIAZOLE-5-SULFONYL CHLORIDE(69812-29-9)

Safety Data

• Hazard Codes: C,Xi
• Statements: 34
• Safety Statements: 26-27-28-36/37/39-45
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 69812-29-9(Hazardous Substances Data)

Usage

Description

2-ACETYLAMINO-4-METHYL-THIAZOLE-5-SULFONYL CHLORIDE is a chemical compound characterized by its unique molecular structure, which features a thiazolyl core with an acetylamino group at the 2nd position, a methyl group at the 4th position, and a sulfonyl chloride group at the 5th position. 2-ACETYLAMINO-4-METHYL-THIAZOLE-5-SULFONYL CHLORIDE is known for its reactivity and potential applications in various fields.
Used in Pharmaceutical Industry:
2-ACETYLAMINO-4-METHYL-THIAZOLE-5-SULFONYL CHLORIDE is used as a reagent in the synthesis of pharmaceutical compounds, particularly for the preparation of acetazolamide, a medication used to treat glaucoma and altitude sickness. Its reactivity allows for the formation of key intermediates in the synthesis process, contributing to the development of effective treatments.
Used in Analytical Chemistry:
2-ACETYLAMINO-4-METHYL-THIAZOLE-5-SULFONYL CHLORIDE is used as a derivatizing agent in high-performance liquid chromatographic (HPLC) assays. Its ability to react with specific functional groups in target molecules enables the detection and quantification of acetazolamide in various samples, such as pharmaceutical formulations and biological fluids. This application aids in quality control and monitoring of drug levels in clinical settings.

InChI:InChI=1/C6H7ClN2O3S2/c1-3-5(14(7,11)12)13-6(8-3)9-4(2)10/h1-2H3,(H,8,9,10)

Upstream product

• 7790-94-5 chlorosulfonic acid 
• 7336-51-8 2-acetamido-4-methylthiazole 
• 502145-24-6 2-acetylamino-4-methyl-thiazole-5-sulfonic acid 

Downstream Products

• 1313803-05-2 N-(4-methyl-5-(N-(3-(4-(4-(trifluoromethyl)phenyl)-1H-indol-1-yl)phenyl)sulfamoyl)thiazol-2-yl)acetamide 
• 1430414-10-0 C₂₀H₂₄FN₅O₆S₂ 
• 1365699-71-3 4β-[2-acetamido-4-methylthiazole-5-sulfonamido]podophyllotoxin 
• 1335106-03-0 N-[4-methyl-5-[[[4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]amino]sulfonyl]-2-thiazolyl]acetamide 
• 955969-91-2 N-{(1S,2R,3S,4R)-4-[2-[(R)-3-(2-acetylamino-4-methyl-thiazole-5-sulfonylamino)-pyrrolidin-1-yl]-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-2,3-dihydroxy-cyclopentyl}-propionamide trifluoroacetate 
• 182500-14-7 [2-[(2-acetamido-4-methyl-5-thiazole)sulfonamido]aniline] 
• 901309-31-7 N-[5-(Benzyl-methyl-sulfamoyl)-4-methyl-thiazol-2-yl]-acetamide 
• 684287-21-6 2-acetylamino-4-methyl-thiazole-5-sulfonic acid 9-benzhydryloxy-7-(4-fluoro-benzyl)-8-oxo-7,8-dihydro-6H-pyrrolo[3,4-g]quinolin-5-yl ester 
• 685534-33-2 1-methyl-1H-imidazole-4-sulfonic acid (5-chloro-2-[(E)-3-[(R)-4-(4-fluorobenzyl)-2-methyl-piperazin-1-yl]-3-oxo-propenyl]-phenyl)-amide 

Relevant articles and documents

Synthesis of sulofenur analoges as antitumour agents: Part II

A series of N-aryl-N′-heteroaryl or N,N′-diheteroaryl sulfonylurea has been prepared using two different methods. All the intermediates were prepared including heteroarylsulfonyl chlorides and aryl- or hetero-arylurea derivatives. Structural elucidation of the newly synthesized compounds were based on elementary analysis, IR, 1H & 1C NMR and mass spectra. The antitumor screening of the prepared compounds were performed at the National Cancer Institute (NCI) Bethesda, Maryland, USA. Compound N-(3-methylbenzothiazol-2-yl)-N′ -(1-benzodiazolyl-sulfonyl)urea (13) with GI50, TGI, LC50 (MG-MID) values of 25.1, 77.5, 93.3 μM, respectively is the most active compound in this study. It showed a broad spectrum antitumor activity as well as selective activity toward individual cell lines. It showed distinctive activities compared to that of sulofenur against RPMI-8226 leukemia, EKVX Non-small lung cancer, PC-3 prostate cancer, OVCAR-4 Ovarian cancer, CAKI-1Renal cancer, MDA-MB-435 and T-47D Breast cancer with GI50 values of 21.5, 1.7, 28.7, 25.9, 15.9, 27.9, 15.1 μM, respectively.