23705-43-3

Usage

Uses

Used in Pharmaceutical Industry:
N-(propan-2-yl)methanesulfonamide is utilized as a pharmaceutical intermediate for the synthesis of various drugs. Its unique chemical structure allows it to serve as a building block in the development of new medications, contributing to the advancement of pharmaceutical research and drug discovery.
Used in Chemical Industry:
In the chemical industry, N-(propan-2-yl)methanesulfonamide is employed in the synthesis of a range of chemical products. Its versatility in chemical reactions enables its use in creating diverse compounds for various applications, from industrial processes to consumer products.

Upstream product

• 124-63-0 methanesulfonyl chloride 
• 75-31-0 isopropylamine 
• 3144-09-0 methanesulfonamide 
• 67-63-0 isopropyl alcohol 

Downstream Products

• 120344-47-0 5-(p-Chlorophenyl)-2-isopropyl-2H-1,2,4-thiadiazin-3(4H)-one 1,1-dioxide 
• 89557-10-8 2-(4-Chloro-phenyl)-2-oxo-ethanesulfonic acid isopropylamide 

Relevant academic research and scientific papers

QUINOLINONE PYRIMIDINES COMPOSITIONS AS MUTANT-ISOCITRATE DEHYDROGENASE INHIBITORS

The invention relates to inhibitors of mutant isocitrate dehydrogenase (mt-IDH) proteins with neomorphic activity useful in the treatment of cell-proliferation disorders and cancers, having the Formula: where A, B, W1, W2, W3, and R1-R6 are described herein.

Carbazole-containing sulfonamides and sulfamides: Discovery of cryptochrome modulators as antidiabetic agents

A series of novel carbazole-containing sulfonamides and sulfamides were synthesized. A structure-activity relationship study of these compounds led to the identification of potent cryptochrome modulators. Based on the results of efficacy studies in diet-induced obese (DIO) mice, and the desired pharmacokinetic parameters, compound 41 was selected for further profiling.

Carbazole-Containing Sulfonamides as Cryptochrome Modulators

The subject matter herein is directed to carbazole-containing sulfonamide derivatives and pharmaceutically acceptable salts or hydrates thereof of structural formula I wherein the variable R1, R2, R3, R4, R5, R6, R7, A, B, C, D, E, F, G, H, a, and b are accordingly described. Also provided are pharmaceutical compositions comprising the compounds of formula I to treat a Cry-mediated disease or disorder, such as diabetes, obesity, metabolic syndrome, Cushing's syndrome, and glaucoma.

Cerium(III) chloride-mediated reactions of sulfonamide dianions

Presented here is the first report on the ability of cerium(III) chloride to mediate high-yielding and, oftentimes, highly diastereoselective additions of N-benzyl-α, N-dilithio methanesulfonamide to aldehydes and ketones of biological importance. Smooth addition was effected to base-sensitive substrates such as Fmoc-protected alaninal, citral, 5-cholesten-3-one, uridine 5′-aldehyde, 3′-ketouridine, and 3′-ketothymidine. The reaction was chemoselective for aldehydes in the presence of nitriles. Acetoxy groups are labile and thus not suitable protecting groups for alcohols under these conditions. N-Benzyl-α, N-dilithio methanesulfonamide was found to be of sufficient basicity to cause enolate formation with sensitive substrates, such as 1-phenylacetone. However, the addition of cerium(III) chloride mediated the basicity of the dianion and suppressed enolate formation in these cases. Further, cerium(III) has general utility for the addition of various N-aliphatic/aromatic methanesulfonamide dianions to 3′-ketouridine.

Phosphonamidic-Sulfonic Mixed Anhydrides: Possible Initial Products in the Base-induced Rearrangement Reactions of N-Phosphinoyl-O-sulfonylhydroxylamines

In PriNH2-ButNH2 competition experiments the behaviour of the two phosphonamidic-sulfonic mixed anhydrides 2 and 7 resembles that of the corresponding hydroxylamine derivatives 1 and 6.

α,N-Alkanesulfonamide Dianions: Formation and Chemoselective C-Alkylation

Mono-N-substituted alkanesulfonamides such as 11 (Scheme I) can be treated with 2 equiv of a strong base (n-butyllithium or LDA) to generate the hitherto unreported dianionic species 12.Addition of electrophiles (alkylhalides, aldehydes, ketones, nitriles) to THF solutions of these dianions results in clean, chemoselective reaction on the carbon atom.Removal of the "protecting" group from nitrogen releases a primary sulfonamide, which may then be selectively functionalized.This method permits the preparation of a wide variety of substituted sulfonamides that might otherwise prove difficult to synthesize.As demonstration of the further utility of these adducts, β-hydroxy sulfonamides such as 14 were converted to either β-styrenesulfonamides 15 (and 16) or 1,2-thiazetidine 1,1-dioxides (18) (Scheme II).

β1-Selective Adrenoceptor Antagonists. 1. Synthesis and β-Adrenergic Blocking Activity of a Series of Binary (Aryloxy)propanolamines

A series of binary (aryloxy)propanolamines has been prepared and examined in vitro and in vivo for β-adrenoreceptor blocking activity.These symmetrical compounds consist of two (S)-(phenyloxy)propanolamine pharmacophores coupled through alkylenedioxy or poly(oxyethylenedioxy) linking units of varying lengths.Examples of such binary compounds linked through the 2,2', 3,3', and 4,4' positions in the aromatic rings of the pharmacophores have been prepared.In vitro and in vivo test data indicate that the 2,2' compounds tend to be selective β2-adrenergic blocking agents, the 4,4' binaries tend to be selective β1-blocking agents, and those compounds with 3,3' linkages exhibit intermediate selectivities.One of the 4,4'-linked binary compounds, 4s, exhibited potent, cardioselective β-blockade in vivo, which was of short duration and was accompanied by a prolonged tachycardia.