147000-89-3

Basic information

• Product Name: CarbaMic acid, N-(chlorosulfonyl)-, 1,1-diMethylethyl ester
• Synonyms: CarbaMic acid, N-(chlorosulfonyl)-, 1,1-diMethylethyl ester;tert-butyl chlorosulfonylcarbaMate;2-Methyl-2-propanyl (chlorosulfonyl)carbamate
• CAS NO: 147000-89-3
• Molecular Formula: C₅H₁₀ClNO₄S
• Molecular Weight: 215.6552
• Mol File: 147000-89-3.mol
• Article Data: 110

Chemical Properties

• Appearance: /
• Density: 1.383±0.06 g/cm3(Predicted)
• PKA: 0.65±0.40(Predicted)
• CAS DataBase Reference: CarbaMic acid, N-(chlorosulfonyl)-, 1,1-diMethylethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: CarbaMic acid, N-(chlorosulfonyl)-, 1,1-diMethylethyl ester(147000-89-3)
• EPA Substance Registry System: CarbaMic acid, N-(chlorosulfonyl)-, 1,1-diMethylethyl ester(147000-89-3)

Safety Data

• Hazardous Substances Data: 147000-89-3(Hazardous Substances Data)

Usage

General Description

CarbaMic acid, N-(chlorosulfonyl)-, 1,1-diMethylethyl ester is a chemical compound with the molecular formula C6H11ClO4NS. It is often used as a reagent in organic synthesis, particularly in the preparation of pharmaceuticals and agrochemicals. CarbaMic acid, N-(chlorosulfonyl)-, 1,1-diMethylethyl ester is a highly reactive sulfonyl chloride derivative, which makes it useful in various chemical reactions, such as amidation, esterification, and sulfonation. It is important to handle this compound with caution, as it is considered to be highly toxic and can cause irritation to the skin, eyes, and respiratory system. Additionally, it is flammable and should be kept away from sources of ignition.

Upstream product

• 1189-71-5 isocyanate de chlorosulfonyle 
• 75-65-0 tert-butyl alcohol 

Downstream Products

• 331839-52-2 benzyl N-(tert-butyloxycarbonyl)sulfamoylhydroxamate 
• 352275-00-4 (tert-butoxycarbonyl)-((4-(dimethyliminio)pyridin-1(4H)-yl)sulfonyl)amide 
• 612531-59-6 N-[2-benzyloxy-4-(2,5-dioxo-2,3,4,5-tetrahydro-1H-benzo[1,4]diazepin-3-ylmethyl)-phenyl]-N-[t-butyloxycarbonylaminosulfonyl]-amino-acetic acid ethyl ester 
• 1140322-01-5 C₁₃H₁₆N₄O₄S₂ 
• 1140322-38-8 C₁₄H₁₈N₄O₅S₂ 
• 1140322-85-5 C₁₃H₁₅BrN₄O₄S₂ 
• 908296-84-4 C₁₅H₂₃N₃O₄S 
• 409108-06-1 C₁₆H₂₄N₂O₇S 
• 153028-13-8 N-(tert-butoxycarbonyl)-N'-(phenyl)sulfamide 
• 233281-67-9 methyl 5-[(1-tert-butoxycarbonyl-4-piperidyl)oxy]-N-(tert-butoxycarbonylsulfamoyl)-N-[(7-cyano-2-naphthyl)methyl]anthranilate 
• 233282-02-5 methyl 5-[(1-tert-butoxycarbonyl-4-piperidyl)oxy]-N-(tert-butoxycarbonylsulfamoyl)-N-{[(3-cyanophenyl)carbamoyl]methyl}anthranilate 
• 540765-43-3 methyl 5-[(1-tert-butoxycarbonyl-4-piperidyl)oxy]-N-(tert-butoxycarbonylsulfamoyl)-N-{[(3-cyanophenyl)(methyl)carbamoyl]methyl}anthranilate 
• 540765-40-0 methyl 5-[(1-tert-butoxycarbonyl-4-piperidyl)oxy]-N-(tert-butoxycarbonylsulfamoyl)-N-[2-(3-cyanophenoxy)ethyl]anthranilate 
• 233281-63-5 methyl 5-[(1-tert-butoxycarbonyl-4-piperidyl)oxy]-N-(tert-butoxycarbonylsulfamoyl)-N-[(E)-3-cyanocinnamyl]anthranilate 

Relevant articles and documents

Novel acyl-CoA: Cholesterol acyltransferase inhibitor: Indoline-based sulfamide derivatives with low lipophilicity and protein binding ratio

To find a novel acyl-CoA: cholesterol acyltransferase inhibitor, a series of sulfamide derivatives were synthesized and evaluated. Compound 1d, in which carboxymethyl moiety at the 5-position of Pactimibe was replaced by a sulfamoylamino group, showed 150-fold more potent anti-foam cell formation activity (IC50: 0.02 μM), 1.6-fold higher log D7.0 (4.63), and a slightly lower protein binding ratio (93.2%) than Pactimibe. Compound 1i, in which the octyl chain at the 1-position in 1d was replaced by an ethoxyethyl, showed markedly low log D7.0 (1.73) and maintained 3-fold higher anti-foam cell formation activity (IC50: 1.0 μM), than Pactimibe. The plasma protein binding ratio (PBR) of 1i was much lower than that of Pactimibe (62.5% vs. 98.1%), and its partition ratio to the rabbit atherosclerotic aorta after oral administration was higher than that of Pactimibe. Compound 1i at 10 μM markedly inhibited cholesterol esterification in atherosclerotic rabbit aortas even when incubated with serum, while Pactimibe had little effect probably due to its high PBR. In conclusion, compound 1i is expected to more efficiently inhibit the progression of atherosclerosis than Pactimibe.

N,N′-substituted 1,2,5 thiadiazolidine 1,1-dioxides: Synthesis, selected chemical and spectral proprieties and antimicrobial evaluation

The sulfamide functional group is increasingly relevant in both medicinal and bioorganic chemistry. We report here practical access to a series of N2,N5-substituted five-membered cyclosulfamides. The five-membered heterocyclic motif was prepared starting from proteogenic amino acids and chlorosulfonyl isocyanate via the Mitsunobu reaction. Selected chemical and spectral proprieties and the antimicrobial evaluation of these compounds are detailed.

Direct synthesis of Z, BOC, FMOC, ALLOC... Derivatives of 5- aminooxazoles starting from acylamino acids and chlorosulfonylcarbamates

A one-step synthesis of 5-oxazolecarbamates 1-11 can be easily carried out starting from N-acetylated and benzoylated aminoacids such as Gly, Ala, Leu, Phe, and chlorosulfonyl carbamates, prepared in situ by addition of alcohols on chlorosulfonyl isocyanate (CSI). The structure of the compounds was confirmed by X-Ray crystallography. A subsequent exocyclic N-alkylation gave substituted 12. 18 derivatives. Carbamate cleavage gave by spontaneous reopening substituted N-acylaminoamides, in excellent yields.

Development of sulfahydantoin derivatives as β-lactamase inhibitors

Sulfahydantoin-based molecules may provide a means to counteract antibiotic resistance, which is on the rise. These molecules may act as inhibitors of β-lactamase enzymes, which are key in some resistance mechanisms. In this paper, we report on the synthe

Exploiting the Tolerant Region i of the Non-Nucleoside Reverse Transcriptase Inhibitor (NNRTI) Binding Pocket: Discovery of Potent Diarylpyrimidine-Typed HIV-1 NNRTIs against Wild-Type and E138K Mutant Virus with Significantly Improved Water Solubility an

Diarylpyrimidine derivatives (DAPYs) exhibit robust anti-HIV-1 potency, although they have been compromised by E138K variant and severe side-effects and been suffering from poor water solubility. In the present work, hydrophilic morpholine or methylsulfon