100-90-3

Basic information

• Product Name: sulfamethazine-n4-acetyl
• Synonyms: acetylsulfadimidine;4'-[(4,6-Dimethyl-2-pyrimidinyl)sulfamoyl]acetanilide;N-[4-[[(4,6-Dimethyl-2-pyrimidinyl)amino]sulfonyl]phenyl]acetamide;N4-Acetylsulfadimidine;N4-Acetylsulmet
• CAS NO: 100-90-3
• Molecular Formula: C₁₄H₁₆N₄O₃S
• Molecular Weight: 320.36700
• Product Categories: Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Sulfur & Selenium Compounds
• Mol File: 100-90-3.mol
• Article Data: 1

Chemical Properties

• Melting Point: 249-251°C
• Appearance: /
• Density: 1.3086 (rough estimate)
• Refractive Index: 1.6270 (estimate)
• Storage Temp.: Refrigerator
• Water Solubility: 929.1mg/L(37 oC)
• CAS DataBase Reference: sulfamethazine-n4-acetyl(CAS DataBase Reference)
• NIST Chemistry Reference: sulfamethazine-n4-acetyl(100-90-3)
• EPA Substance Registry System: sulfamethazine-n4-acetyl(100-90-3)

Safety Data

• Hazardous Substances Data: 100-90-3(Hazardous Substances Data)

Usage

Chemical Properties

Off-White Solid

Uses

The main metabolite of Sulfamethazine

Definition

ChEBI: A sulfonamide that is benzenesulfonamide substituted by an acetylamino group at position 4 and a 4,6-dimethyl-pyrimidin-2-yl group at the nitrogen atom. It is a metabolite of the antibiotic sulfamethazine.

InChI:InChI=1/C14H16N4O3S/c1-9-8-10(2)16-14(15-9)18-22(20,21)13-6-4-12(5-7-13)17-11(3)19/h4-8H,1-3H3,(H,17,19)(H,15,16,18)

Upstream product

• 57-68-1 sulfadimesine 
• 121-61-9 p-acetylaminobenzenesulfonamide 
• 7220-71-5 4,6-dimethyl-2-phenoxy-pyrimidine 
• 57-67-0 1-amino-4-({[amino(imino)methyl]amino}sulfonyl)benzene 
• 123-54-6 acetylacetone 
• 4472-44-0 2-chloro-4,6-dimethylpyrimidine 
• 19077-97-5 N-(4-{[(aminoiminomethyl)amino]sulfonyl}phenyl)acetamide 
• 63913-41-7 (E)-4-(piperidino)pent-3-en-2-one 
• 767-15-7 2-Amino-4,6-dimethylpyrimidine 
• 121-60-8 p-acetylaminobenzenesulfonyl chloride 
• 60-35-5 acetamide 
• 77767-94-3 (4,6-dimethylpyrimid-2′-yl)-trimethylammonium chloride 
• 3079-36-5 4-acetylamino-benzenesulfonamide; monosodium salt 

Downstream Products

• 57-68-1 sulfadimesine 

Relevant articles and documents

The metabolism of four sulphonamides in cows

The metabolism of sulphanilamide, sulphadimidine (4,6 dimethyl 2 sulphanilamido pyrimidine), sulphamethoxazole (5 methyl 3 sulphanilamidoisoxazole) and sulphadoxine (5,6 dimethoxy 4 sulphanilamidopyrimidine) given by intravenous injection has been examined in cows. The sulphonamides were present mainly as unchanged drugs in blood samples collected 2 hr after administration. The sulphonamides were excreted in the milk partly as unchanged drugs and partly as conjugated metabolites whereas only small amounts were excreted as the N4 acetyl derivatives. The unchanged drug and the N4 acetyl derivative were the major constituents in urine samples after administration of sulphanilamide, sulphamethoxazole and sulphadoxine. Besides the unchanged drug, the N4 acetyl derivative and the conjugated metabolites, three further metabolites of sulphadimidine were isolated from urine samples and identified. They were 5 hydroxy 4,6 dimethyl 2 sulphanilamidopyrimidine, 4 hydroxymethyl 6 methyl 2 sulphanilamido pyrimidine and sulphaguanidine.