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467804

Sigma-Aldrich

Hydroxylamine solution

50 wt. % in H2O, 99.999%

Synonym(s):

HDA

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About This Item

Linear Formula:
NH2OH
CAS Number:
7803-49-8
Molecular Weight:
33.03
EC Number:
232-259-2
MDL number:
MFCD00044522
UNSPSC Code:
12352116
PubChem Substance ID:
24870439
NACRES:
NA.22

Assay

99.999%

concentration

50 wt. % in H2O

bp

107 °C

density

1.078 g/mL at 25 °C

SMILES string

NO

InChI

1S/H3NO/c1-2/h2H,1H2

InChI key

AVXURJPOCDRRFD-UHFFFAOYSA-N

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General description

Hydroxylamine solution is widely used as a reducing agent and antioxidant in organic synthesis, polymer industry and water treatment.

Application

Hydroxylamine solution (NH2OH) can be used as a reactant for the preparation of:
  • Primary amides from aldehydes catalyzed by an arene–ruthenium(II) complex.
  • Hydroxyaminoguanidines and carboxamide derivatives of ofloxacin for biological studies.
  • Fe3O4/Au (GoldMag) nanoparticles for antibody immobilization.

Reactant for preparation of:
  • Prodrug for cardiovascular agent Nω-hydroxy-L-arginine (NOHA, nitric oxide precursor)
  • Hydroxyaminoguanidines as anti-cancer agents
  • Nonsteroidal 2,3-dihydroquinoline glucocorticoid receptor agonists with reduced phosphoenolpyruvate caboxykinase (PEPCK) transactivation
  • Carboxamide derivatives of ofloxacin with improved antimicrobial properties
  • Analogues of coumarin based TNF-α converting enzyme (TACE) inhibitors
  • HIV integrase inhibitors

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Carc. 2 - Desen. Expl. 4 - Eye Dam. 1 - Met. Corr. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT RE 2 - STOT SE 3

Target Organs

Blood, Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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N-Hydroxy-N′-aminoguanidines as anti-cancer lead molecule: QSAR, synthesis and biological evaluation
Basu A, et al.
Bioorganic & Medicinal Chemistry Letters, 21(11), 3324-3328 (2011)
Ruthenium-catalyzed one-pot synthesis of primary amides from aldehydes in water
Garcia-Alvarez R, et al.
Royal Society of Chemistry Advances, 3(17), 5889-5894 (2013)
The synthesis of GoldMag nano-particles and their application for antibody immobilization
Cui Y, et al.
Biomedical Microdevices, 7(2), 153-156 (2005)
Sequential α-ketoacid-hydroxylamine (KAHA) ligations: synthesis of C-terminal variants of the modifier protein UFM1.
Ayodele O Ogunkoya et al.
Angewandte Chemie (International ed. in English), 51(38), 9693-9697 (2012-08-24)
Synthesis, characterization and biological activity of a series of carboxamide derivatives of ofloxacin
Arayne MS, et al.
Archives of Pharmacal Research, 33(12), 1901-1909 (2010)
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