2950-43-8

Usage

Uses

Used in Pharmaceutical Synthesis:
Hydroxylamine-O-sulfonic acid is used as a key intermediate in the synthesis of quinolones for the benzodiazepine site of GABAA receptors. It is also used as an aminating reagent in the synthesis of various pharmaceutical compounds, including 1-aminotetrazoles, 2-aminotetrazoles, N-aminopiperidine (NAPP), and 1H,1′ H-2,2′-biimidazole-1,1′-diamine.
Used in Polymerization:
Hydroxylamine-O-sulfonic acid serves as a polymerization catalyst, facilitating the formation of polymers in various industrial applications.
Used in Chemical Reactions:
HOSA is involved in the preparation of diazene by reacting with an alkali, which is useful in various chemical processes.
Used in Environmental Applications:
Hydroxylamine-O-sulfonic acid is used in the inhibition of polychlorinated dibenzo-p-dioxins (PCDD) and polychlorinated biphenyl (PCB) formation in co-combustion processes, contributing to a cleaner and more sustainable environment.

Purification Methods

Stir the solid vigorously with anhydrous Et2O and filter it off using large volumes of dry Et2O. Drain dry at the pump for 5minutes and then for 12-14hours in a vacuum. Store it in a vacuum desiccator over conc H2SO4. Determine the purity by oxidation of iodide to I2. It must be stored in a dry atmosphere at 0-4o. It decomposes slowly in H2O at 25o and more rapidly above this temperature. [Matsuguma & Andrieth Inorg Synth V 122 1957.]

InChI:InChI=1/H3NO4S/c1-5-6(2,3)4/h1H2,(H,2,3,4)

Upstream product

• 75-52-5 nitromethane 
• 7446-11-9 sulfur trioxide 
• 7803-49-8 hydroxylamine 
• 7664-93-9 sulfuric acid 
• 7790-94-5 chlorosulfonic acid 
• 5470-11-1 hydroxylamine hydrochloride 
• 7782-79-8 hydrogen azide 
• 779261-61-9 hydroxylamido-O,N-bis(sulfuric) acid 
• 1817-57-8 4-phenyl-3-butyne-2-one 

Downstream Products

• 122534-72-9 2-sulfamoylfuro[3,2-b]pyridine 
• 4806-79-5 p-Chloro-b-methylphenylethylamine 
• 133541-45-4 4-bromo-2,5-difluoro-benzonitrile 
• 114772-53-1 2-Cyano-4'-methylbiphenyl 
• 181039-93-0 4-(1,3-Benzodioxol-5-ylmethoxy)-2-hydroxybenzonitrile 
• 116313-86-1 3,4-dihydroxy-5-nitrobenzonitrile 
• 116314-79-5 4,5-dihydroxyisophthalonitrile 
• 141798-18-7 1,3-dihydro-1-(5-chloro-2-hydroxyphenyl)-3-amino-5-trifluoromethyl-2H-benzimidazol-2-one 
• 116314-86-4 3-cyano-5-nitropyrocatechol 
• 141307-00-8 1-amino-3-(4-fluorophenyl)-5-methyl-1H-indole 
• 53406-38-5 1H-indol-1-amine 
• 168299-83-0 4-[6-(4-fluorophenyl)spiro[2.4]hept-5-en-5-yl]benzenesulfonamide 
• 158959-56-9 4-[2-(4-fluorophenyl)-4,4-dimethylcyclopenten-1-yl]benzenesulfonamide 
• 142294-57-3 5-ethyl-2-thiophenesulfonamide 

Relevant academic research and scientific papers

Multigram Synthesis of Functionalized Spirocyclic Diazirines

An approach to the synthesis of spirocyclic diazirines from cyclic ketones was examined on a series of carbo- and heterocyclic substrates containing the amine or carboxylic acid moiety. A mini-library of stereochemically diverse functionalized spirocyclic diazirines was synthesized on a multigram scale with 30–81 % yield.

Synthesis of novel 7-azaindole derivatives containing pyridin-3-ylmethyl dithiocarbamate moiety as potent PKM2 activators and PKM2 nucleus translocation inhibitors

Multiple lines of evidence have indicated that pyruvate kinase M2 (PKM2) is upregulated in most cancer cells and it is increasingly recognized as a potential therapeutic target in oncology. In a continuation of our discovery of lead compound 5 and SAR study, the 7-azaindole moiety in compound 5 was systematically optimized. The results showed that compound 6f, which has a difluoroethyl substitution on the 7-azaindole ring, exhibited high PKM2 activation potency and anti-proliferation activities on A375 cell lines. In a xenograft mouse model, oral administration of compound 6f led to significant tumor regression without obvious toxicity. Further mechanistic studies revealed that 6f could influence the translocation of PKM2 into nucleus, as well as induction of apoptosis and autophagy of A375 cells. More importantly, compound 6f significantly inhibited migration of A375 cells in a concentration-dependent manner. Collectively, 6f may serve as a lead compound in the development of potent PKM2 activators for cancer therapy.

Method for the production of O-substituted hydroxylamines

A new method for the production of O-substituted hydroxylamines is disclosed. Hydroxylamine-O-sulfonic acid is reacted with alkali alkoxide in the presence of a polar aprotic solvent.

Antimicrobial 1,3-disubstituted/imidazolium salts

The imidazolium compounds of the formula STR1 wherein the various substituents are defined hereinbelow and their pharmaceutically acceptable acid addition salts, which possess valuable pharmacological properties are described. In particular, they possess antibacterial, antimycotic, protozoacidal and/or anthelmintic properties and are especially active against parasitic protozoa and worms. The compounds of formula I can be prepared according to known methods.