14101-58-7

Usage

Uses

Used in Veterinary Medicine:
SulfaMide, N-[5-(4-bromophenyl)-6-chloro-4-pyrimidinyl]-N'-(phenylmethyl)is employed as an antimicrobial agent for treating a range of bacterial infections in animals. It is particularly effective against respiratory and urinary tract infections, providing a crucial treatment option for these conditions in veterinary practice.
Used as a Feed Additive in Livestock:
In addition to its therapeutic applications, SulfaMide, N-[5-(4-bromophenyl)-6-chloro-4-pyrimidinyl]-N'-(phenylmethyl)is also used as a feed additive in livestock. Its inclusion in animal feed serves multiple purposes, including promoting growth and preventing the onset of bacterial diseases. This dual functionality makes it a valuable component in the maintenance of animal health and productivity in the livestock industry.

Upstream product

• 100-46-9 benzylamine 
• 1189-71-5 isocyanate de chlorosulfonyle 
• 104-94-9 4-methoxy-aniline 
• 107-85-7 1-amino-3-methylbutane 
• 147000-78-0 N¹-BOC-N³-benzylsulfamide 
• 153028-15-0 tert-Butyl benzyl(sulfamoyl)carbamate 
• 371-40-4 4-fluoroaniline 
• 5631-35-6 1-[4,4-bis(4-fluorophenyl)butyl]piperazine 
• 62-53-3 aniline 
• 110-89-4 piperidine 

Downstream Products

• 50692-07-4 N-benzylsulfamoyl-3-oxo-butyramide 
• 50692-05-2 2-benzyl-5-methyl-1,1-dioxo-1,6-dihydro-2H-1λ⁶-[1,2,6]thiadiazin-3-one 
• 72179-89-6 2-benzyl-1,1,3-trioxo-1,2,3,6-tetrahydro-1λ⁶-[1,2,6]thiadiazine-4-carboxylic acid methyl ester 
• 63845-67-0 C₁₀H₁₅N₃O₂S 
• 67095-47-0 2-benzyl-1,1-dioxo-1λ⁶-[1,2,6]thiadiazinane-3,5-dione 
• 85515-70-4 C₁₅H₂₆N₂O₂S 
• 122172-60-5 3,4-Diamino-2-benzyl-1,1-dioxo-1H-1λ⁶-[1,2,5]thiadiazol-2-ium; chloride 
• 93252-78-9 (E)-3-(N'-benzylsulfamido)-2-methyl-2-propenoic acid 
• 134704-02-2 2-Benzyl-5-isopropyl-2H-[1,2,6]thiadiazine 1,1-dioxide 
• 134704-03-3 2-Benzyl-5-(4-methoxy-phenyl)-2H-[1,2,6]thiadiazine 1,1-dioxide 
• 79991-35-8 2-benzyl-5-phenyl-3-methyl-1,2,6-thiadiazine 1,1-dioxide 
• 85515-68-0 C₁₂H₂₀N₂O₂S 
• 93252-83-6 6-benzyl-4-methyl-2H-1,2,6-thiadiazin-3(6H)-one 1,1-dioxide 
• 93252-82-5 N-benzyl-N'-<3-(N'-benzylsulfamido)-2-methyl-2-propenoyl>sulfamide 

Relevant academic research and scientific papers

Affinity of sulfamates and sulfamides to carbonic anhydrase II isoform: Experimental and molecular modeling approaches

Sixteen aromatic and aliphatic sulfamides and sulfamates were synthesized and tested in their inhibition to carbonic anhydrase CAII activity. The weaker inhibition pattern shown by sulfamides as compared to sulfamates is interpreted in this research by means of molecular modeling techniques, including known inhibitors (topiramate and its sulfamide cognate) in the analysis. The results nicely explain the origin of the inhibitory activity, which is not only related to positive interactions of the ligand with the active site residues but also to the solvation pattern characteristic of each ligand.

Design, synthesis, and anticonvulsant activity of some sulfamides

As part of our search for potential anticonvulsant agents, a set of compounds were designed, synthesized, and evaluated against MES and PTZ tests. Bioisosteric functional group information was used to design a new functionality, sulfamides, that complies with the requirements of the pharmacophore previously defined. Some of the molecules showed a promising anticonvulsant profile as selective anti-MES drugs, being active at low concentrations (30 mg/kg). The biological data were confirmed in Phase II of the Anticonvulsant Drug Development Program of the National Institute of Health.

SULFAMIDE LINKER, CONJUGATES THEREOF, AND METHODS OF PREPARATION

The present invention relates to a compound comprising an alpha-end and an omega-end, the compound comprising on the alpha-end a reactive group Qlcapable of reacting with a functional group F1present on a biomolecule and on the omega-end a target molecule, the compound further comprising a group according to formula (1) or a salt thereof: Said compound may also be referred to as a linker-conjugate. The invention also relates to a process for the preparation of a bioconjugate, the process comprising the step of reacting a reactive group Q1of a linker-conjugate according to the invention with a functional group F1of a biomolecule. The invention further relates to a bioconjugate obtainable by the process according to the invention. In a preferred embodiment, the invention concerns a process for the preparation of a bioconjugate via a cycloaddition, such as a (4+2)-cycloaddition (e.g. a Diels-Alder reaction) or a (3+2)-cycloaddition (e.g. a 1,3-dipolar cycloaddition).

Synthesis and antitumor evaluation of novel sulfonylcycloureas derived from nitrogen mustard

A new series of sulfonylcycloureas derivatives have been synthesized and evaluated in vitro for their antitumor activity against four cancer cell lines (A431, Jurkat, U266, and K562). These compounds were prepared by the condensation of several sulfonamides (2am) with ethyl bis(2-chloroethyl)carbamate (1a). The relative cytotoxicity of these new derivatives in comparison to chlorambucil is reported.

Simple, rapid, and clean condensation of sulfonamide and maleic anhydride derivatives: Synthesis of novel 1H- Pyrrole-2,5-diones under heterogeneous conditions

H6P2W18O62is used as an efficient catalyst for the synthesis of novel N-substituted sulfonyl maleimides (1H-Pyrrole-2,5-diones) via the condensation of sulfonamide and maleic anhydride derivatives. The Dawson heteropolyacid was used with a catalytic amount of 2?mmol% in acetonitrile at reflux. The reuse of H6P2W18O62as heterogeneous catalyst several times without decrease in their activity, short reaction times, easy isolation of desired products with good to excellent yields shows the advantages of this novel methodology.

Convenient Synthesis of Novel N -Acylsulfonamides Containing Phosphonate Moiety

The present study describes a convenient method for the synthesis of new N-acylsulfonamides containing phosphonate moiety. The N-acylsulfonamides were prepared starting from chlorosulfonyl isocyanate (CSI) in four steps (carbamoylation, sulfamoylation, deprotection, and acylation). Trimethylphosphite has been used to introduce the phosphonate moiety into N-acylsulfonamides via Arbuzov reaction. GRAPHICAL ABSTRACT

Synthesis of new substituted N-sulfonyl pyrrolidine-2,5-dione using dawson-type heteropolyacid as catalyst

The synthesis of new series of pyrrolidine-2,5-diones having sulfonamide moieties is described. These compounds are synthesized in good yield in three steps (carbamoylation-sulfamoylation, deprotection and condensation) using a catalytic amount of H6P2W18O62 in acetonitrile under refluxing conditions.

Synthesis and antibacterial activity of sulfonamides. SAR and DFT studies

A series of substituted sulfonamide derivatives were synthesized from chlorosulfonyl isocyanate (CSI) in tree steps (carbamoylation, sulfamoylation and deprotection). Antibacterial activity in vitro of some newly formed compounds investigated against clinical strains Gram-positive and Gram-negative: Escherichia coli and Staphylococcus aureus applying the method of dilution and minimal inhibition concentration (MIC) methods. These compounds have significant bacteriostatic activity with totalities of bacterial strains used. DFT calculations with B3LYP/6-31G(d) level have been used to analyze the electronic and geometric characteristics deduced for the stable structure of three compounds presenting conjugation between a nitrogen atom N through its lone pair and an aromatic ring next to it. The principal quantum chemical descriptors have been correlated with the antibacterial activity.

Hypervalent iodine reagent mediated diamination of [60]fullerene with sulfamides or phosphoryl diamides

A hypervalent iodine-promoted intermolecular diamination reactions of C60 with sulfamides or phosphoryl diamides affords two classes of novel C60-fused cyclic sulfamide or phosphoryl diamide derivatives. The reaction between C60 and sulfamides can be effectively controlled to selectively synthesize diamination products or azafulleroids under PhIO/I2 or PhI(OAc)2/I2 conditions, respectively. Moreover, phosphoryl diamides were first used as an amine source in the diamination of alkenes.

Inhibition pattern of sulfamide-related compounds in binding to carbonic anhydrase isoforms I, II, VII, XII and XIV

A set of sulfamides and sulfamates were synthesized and tested against several isoforms of carbonic anhydrase: CA I, CA II, CA VII, CA XII and CA XIV. The biological assays showed a broad range of inhibitory activity, and interesting results were found for several compounds in terms of activity (Ki 1 μm) and selectivity: some aromatic sulfamides are active against CA I, CA II and/or CA VII; while they are less active in CA XII and CA XIV. On the other hand, bulky sulfamides are selective to CA VII. To understand the origin of the different inhibitory activity against each isozyme we used molecular modeling techniques such as docking and molecular dynamic simulations.