135773-25-0

Basic information

• Product Name: N,N-DIMETHYL 4-IODO-1H-IMIDAZOLE-1-SULFONAMIDE
• Synonyms: N,N-Dimethyl 4-iodo-1H-imidazole-;1-(Dimethylsulfamoyl)-4-iodo-1H-imidazole;N,N-Dimethyl-4-iodo-1H-imidazol-1-sulfonamide;4-Iodo-N,N-dimethyl-1H-imidazole-1-sulfonamide;N,N-DIMETHYL 4-IODO-1H-IMIDAZOLE-1-SULFONAMIDE;N,N-DIMETHYL 4-IODO-1H-IMIDAZOLE-1-SULPHONAMIDE;N,N-DIMENTHYL-4-IODO-1H-IMIDAZOLE-1SULFONA
• CAS NO: 135773-25-0
• Molecular Formula: C₅H₈IN₃O₂S
• Molecular Weight: 301.11
• Product Categories: Imidazoles;Iodides;Sulfonamides;blocks
• Mol File: 135773-25-0.mol

Chemical Properties

• Melting Point: 119-122°C
• Boiling Point: 387.275 °C at 760 mmHg
• Flash Point: 188.017 °C
• Appearance: /
• Density: 2.049 g/cm³
• Vapor Pressure: 3.33E-06mmHg at 25°C
• Refractive Index: 1.687
• Storage Temp.: Keep Cold
• PKA: -0.04±0.61(Predicted)
• CAS DataBase Reference: N,N-DIMETHYL 4-IODO-1H-IMIDAZOLE-1-SULFONAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-DIMETHYL 4-IODO-1H-IMIDAZOLE-1-SULFONAMIDE(135773-25-0)
• EPA Substance Registry System: N,N-DIMETHYL 4-IODO-1H-IMIDAZOLE-1-SULFONAMIDE(135773-25-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 135773-25-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research and Drug Development:
N,N-DIMETHYL 4-IODO-1H-IMIDAZOLE-1-SULFONAMIDE is utilized as an active pharmaceutical ingredient for its demonstrated antibacterial and antifungal properties, making it a valuable asset in the development of new treatments for various infections.
Used in Organic Synthesis:
N,N-DIMETHYL 4-IODO-1H-IMIDAZOLE-1-SULFONAMIDE serves as a reagent in organic synthesis, contributing to the creation of a range of chemical products and intermediates that can be further utilized in various applications.
Used in the Preparation of Bioactive Molecules:
N,N-DIMETHYL 4-IODO-1H-IMIDAZOLE-1-SULFONAMIDE is employed in the preparation of bioactive molecules, indicating its versatility in the synthesis of compounds that can have an impact on biological systems.
Used as an Intermediate in Synthesis:
Recognized as an important intermediate, N,N-DIMETHYL 4-IODO-1H-IMIDAZOLE-1-SULFONAMIDE plays a crucial role in the synthesis of potential biologically active compounds, underlining its significance in the advancement of pharmaceutical chemistry.

InChI:InChI=1/C5H8IN3O2S/c1-8(2)12(10,11)9-3-5(6)7-4-9/h3-4H,1-2H3

Upstream product

• 71759-89-2 4-iodoimidazole 
• 13360-57-1 dimethylamino sulfonyl chloride 
• 3034-62-6 2-iodo-1H-imidazole 
• 198127-92-3 4,5-diiodo-N,N-dimethyl-1H-imidazole-1-sulfonamide 

Downstream Products

• 258528-27-7 4-[hydroxy(3-nitrophenyl)methyl]-N,N-dimethyl-1H-imidazole-1-sulfonamide 
• 258528-02-8 4-[1-hydroxy-1-(3-nitrophenyl)ethyl]-N,N-dimethyl-1H-imidazole-1-sulfonamide 
• 258527-71-8 1H-imidazol-4-yl(4-methoxy-3-nitrophenyl)methanol 
• 1258289-23-4 4,4'-[3-(dibenzylamino)-1-hydroxypropane-1,1-diyl]bis(N,N-dimethyl-1H-imidazole-1-sulfonamide) 
• 1449431-53-1 C₂₃H₃₀N₆O₅S 
• 1449431-47-3 methyl 4-(1-(benzyloxy)-3-(1-(N,N-dimethylsulfamoyl)-1H-imidazole-4-yl)-1H-pyrazol-4-yl)piperidine-1-carboxylate 
• 1269422-70-9 N-(3-(1-(N,N-dimethylsulfamoyl)-1H-imidazol-4-yl)prop-2-ynyl)-N-trityl-1H-pyrrole-2-carboxamide 
• 1269422-75-4 N-(3-(1-(N,N-dimethylsulfamoyl)-1H-imidazol-4-yl)prop-2-ynyl)-1-methyl-N-trityl-1H-pyrrole-2-carboxamide 
• 1029690-49-0 4-(3-bromobenzyl)imidazole-1-sulfonic acid dimethylamide 
• 699021-08-4 4-(4-pyridinylmethyl)imidazole-1-sulfonic acid dimethylamide 
• 725233-28-3 4-(3-ethanesulfonylaminophenylsulfanyl)imidazole-1-sulfonic acid dimethylamide 
• 258528-03-9 N,N-dimethyl-4-[1-(3-nitrophenyl)vinyl]-1H-imidazole-1-sulfonamide 
• 725233-27-2 4-(3-aminophenylsulfanyl)imidazole-1-sulfonic acid dimethylamide 
• 258528-04-0 4-[1-(3-aminophenyl)ethyl]-N,N-dimethyl-1H-imidazole-1-sulfonamide 

Relevant articles and documents

Characterization of the binding site of the histamine H3 receptor. 1. Various approaches to the synthesis of 2-(1H-imidazol-4-yl)cyclopropylamine and histaminergic activity of (1R,2R)- and (1S,2S)-2-(1H-imidazol-4-yl)- cyclopropylamine

Various approaches to the synthesis of all four stereoisomers of 2-(1H- imidazol-4-yl)cyclopropylamine (cyclopropylhistamine) are described. The rapid and convenient synthesis and resolution of trans-cyclopropylhistamine is reported. The absolute configur

Synthesis and Diels-Alder reactions of 4-vinylimidazoles

(equation presented) The synthesis of several 4-vinylimidazoles via Stille cross-coupling reactions of the corresponding protected 4-iodoimidazoles with tributylvinylstannane is described. These heterocyclic dienes are shown to be effective partners in th

Total synthesis of the putative structure of nagelamide D

A total synthesis of the putative structure of nagelamide D from imidazole is described. A Stille cross-coupling is used to construct the bis imidazole skeleton, and the pyrrolecarboxamides are introduced via a double Mitsunobu reaction using a pyrrolehyd

Exploring the orthosteric binding site of the γ-aminobutyric acid type a receptor using 4-(Piperidin-4-yl)-1-hydroxypyrazoles 3- or 5-imidazolyl substituted: Design, synthesis, and pharmacological evaluation

A series of 4-(piperidin-4-yl)-1-hydroxypyrazole (4-PHP) 3- or 5-imidazolyl substituted analogues have been designed, synthesized, and characterized pharmacologically. All analogues showed binding affinities in the low micro- to low nanomolar range at nat

Certain Nitrogen Containing Bicyclic Chemical Entities for Treating Viral Infections

Provided are certain chemical entities, pharmaceutical compositions, and methods of treatment of a member of the flaviviradae family of viruses such as hepacivirus (Hepatitis C or HCV).

Preparation and diels-alder chemistry of 4-vinylimidazoles

(Chemical Equation Presented) Various 4-vinylimidazole derivatives have been prepared from the corresponding 4-iodoimidazoles or from urocanic acid. Several methods for the elaboration of these vinylimidazoles and their Diels-Alder reactions are reported. All of the vinylimidazoles prepared in the course of this study react with N-phenylmaleimide quite readily with mild thermal activation providing a single cycloadduct, in most cases the initial, nonaromatic adduct. With more electron rich substrates, there is a tendency for these initial cycloadducts to undergo aromatization, ene reaction, and oxidation although this can be circumvented to a large extent by the choice of reaction conditions. Limited reactions were observed with other dienophiles, providing the expected cycloadducts in most cases, although an abnormal adduct was obtained in one case with dimethyl acetylene dicarboxylate. These substrates also participate in regioselective Diels-Alder reactions with monoactivated dienophiles, but require fairly forcing conditions, thus only providing the aromatized cycloadducts in modest yields. An investigation of substituent effects at the 2-position of the imidazole moiety was undertaken, in which electron-donating and weakly electron-withdrawing substituents are tolerated. In addition, several substrates with terminally substituted vinyl moieties have been investigated.

Efficient route to 1-dimethylsulfamoyl-4-iodoimidazole, isomerisation of 1-dimethylsulfamoyl-5-iodoimidazole to 1-dimethylsulfamoyl-4-iodoimidazole

An efficient method has been developed for regioselective protection of 4-iodoimidazole using N,N-dimethylsulfamoyl chloride and 50% aqueous NaOH in THF leading to N,N-dimethylsulfamoyl-4-iodoimidazole(1) in 97% yield and >98% purity. The rearrangement of by-product 5-iodosulfonamide (2) to the desired product (1) is a key feature of this procedure.

Tetrahydronaphthyl and thiazole, oxazole or imidazole substituted ethene derivatives having retinoid-like activity, reduced skin toxicity and reduced teratogenecity

Compounds of the formula STR1 as herein defined, have retinoid-like activity and are substantially non-teratogenic and non-irritating to the skin.