519055-62-0

Basic information

• Product Name: Tasisulam
• Synonyms: tasisulam;N-(2,4-Dichlorobenzoyl)-5-bromothiophene-2-sulfonamide;Benzamide, N-((5-bromo-2-thienyl)sulfonyl)-2,4-dichloro-;Ly573636;Ly-573636;TS81557;LY573636 (TasisulaM);Tasisulam(Ly-573636
• CAS NO: 519055-62-0
• Molecular Formula: C₁₁H₆BrCl₂NO₃S₂
• Molecular Weight: 415.11
• Product Categories: Inhibitors
• Mol File: 519055-62-0.mol

Chemical Properties

• Appearance: /
• Density: 1.812
• PKA: 3.45±0.10(Predicted)
• CAS DataBase Reference: Tasisulam(CAS DataBase Reference)
• NIST Chemistry Reference: Tasisulam(519055-62-0)
• EPA Substance Registry System: Tasisulam(519055-62-0)

Safety Data

• Hazardous Substances Data: 519055-62-0(Hazardous Substances Data)

Usage

Uses

Used in Anticancer Applications:
Tasisulam is used as an antineoplastic agent for its selective toxicity towards tumor cells. It is particularly effective in inducing tumor cell apoptosis by targeting the mitochondria, leading to the loss of mitochondrial membrane potential and the induction of reactive oxygen species (ROS). This mechanism contributes to the suppression of tumor growth and progression.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Tasisulam is used as a compound with potential applications in the development of novel cancer treatments. Its unique mechanism of action, targeting mitochondria in tumor cells, makes it a valuable asset in the search for more effective and targeted therapies against various types of cancer.

Upstream product

• 53595-65-6 5-bromo-thiophene-2-sulfonamide 
• 50-84-0 2,4 dichlorobenzoic acid 
• 874-42-0 2,4-dichlorobenzaldeyhde 
• 1152981-12-8 2-bromothiophene-5-sulfonyl azide 
• 89-75-8 2,4-dichlorobenzoyl chloride 

Downstream Products

• 1114547-80-6 N,N'-bis(5-bromothiophen-2-ylsulfonyl)-2,4-dichlorobenzimidamide 

Relevant articles and documents

Improvements of C-H Radio-Iodination of N-Acylsulfonamides toward Implementation in Clinics

An improved protocol to perform C-H radio-iodination is described. These new conditions allow rapid and clean formation of radio-iodinated N-acylsulfonamides using [125 I]NIS and catalytic amounts of palladium acetate and para-toluenesulfonic a

Facile synthesis of acyl sulfonamides from carboxyic acids using the Mukaiyama reagent

A fast and convenient method using the Mukaiyama reagent was developed to prepare acyl sulfonamides from carboxylic acids and sulfonamides. This methodology is effective for a range of acids and sulfonamides proceeding in moderate to good yields with the

Co-Catalyzed Synthesis of N-Sulfonylcarboxamides from Carboxylic Acids and Sulfonyl Azides

A Co-catalyzed effective synthesis of N-sulfonylcarboxamides from the reaction of carboxylic acids and organic azides in the presence of isocyanide has been developed. The protocol has the advantages of short time, low temperature, and being oxidant-free, which provides a new and simple approach for the synthesis of N-sulfonylcarboxamides in good to excellent yields with a broad substrate scope.

N - ((5 - bromo thiophene -2 - yl) sulfonyl) - 2, 4 - dichloro formamide synthetic method (by machine translation)

The invention relates to N - ((5 - bromo thiophene - 2 - yl) sulfonyl) - 2, 4 - dichloro formamide synthetic method, which belongs to the technical field of organic synthesis. The method of the invention comprises the following steps: (1) weigh the raw materials according to the mixture ratio, and the 2, 4 - dichloro formic acid, 2 - bromo thiophene sulfonyl azide is added to the reactor, then sequentially added to the reactor in a small amount of acetonitrile solvent, butyl [...] distal of a cobalt catalyst and, in 60 - 90 °C stirring reaction under the condition of 2 - 6 the H; (2) after the reaction, the reaction product and concentration, sample, utilizing column chromatography separation, to obtain the target product III. The invention through one-step can be to obtain the target product, the synthetic method is simple, short reaction time, without the need for the inert atmosphere, low energy consumption, and the present invention the target product of the one-way yield can reach 76%, high conversion rate of raw materials. In addition, the method of the invention the reaction low equipment requirements, cobalt catalyst cheap raw materials are easy, the industrial cost is low. (by machine translation)

Palladium-Mediated Site-Selective C-H Radio-iodination

The palladium-mediated C-H radio-iodination of arenes using sodium iodide as the primary isotopic source is reported and performed without chemical know-how in 30 min and applied to the synthesis of complex radio-iodinated compounds of biological interest.

Organocatalytic Direct N-Acylation of Amides with Aldehydes under Oxidative Conditions

The direct oxidative N-acylation reaction of primary amides with aryl/α,β-unsaturated aldehydes was achieved in the presence of azolium salt C3 and an inorganic base using 3,3′,5,5′-tetra-tert-butyldiphenoquinone as the oxidant, thus providing an efficient approach for the synthesis of three types of imide compounds including N-sulfonylcarboxamides, N-sulfinylcarboxamides, and dicarboxyimides in good yield.

Direct acyl substitution of carboxylic acids: A chemoselective o- to N-acyl migration in the traceless staudinger ligation

A chlorophosphite-modified, Staudinger-like acylation of azides involving a highly chemoselective, direct nucleophilic acyl substitution of carboxylic acids is described. The reaction provides the corresponding amides with analytical purity in 32-97 % yield after a simple aqueous workup without the need for a pre-activation step. The use of chlorophosphites as dual carboxylic acid-azide activating agents enables the formation of acyl C-N bonds in the presence of a wide range of nucleophilic and electrophilic functional groups, including amines, alcohols, amides, aldehydes, and ketones. The coupling of carboxylic acids and azides for the formation of alkyl amides, sulfonyl amides, lactams, and dipeptides is described. Copyright

Development of an acyl sulfonamide anti-proliferative agent, ly573636 ? na

The synthesis of 5-bromo-thiophene-2-sulfonic acid 2,4-dichlo- robenzoylamide sodium salt on multikilogram scale is described. The initial clinical supplies were made using carbonyl diimidazole to converge the two fragments. A more efficient acid chloride process has been developed, which also provides better control of impurities and color throughout the synthesis.

Acyl sulfonamide anti-proliferatives. Part 2: Activity of heterocyclic sulfonamide derivatives

The anti-proliferative activity of acylated heterocyclic sulfonamides is described in Vascular Endothelial Growth Factor-dependent Human Umbilical Vascular Endothelial Cells (VEGF-HUVEC) and in HCT116 tumor cells in a soft agar diffusion assay.