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438227

Sigma-Aldrich

Hydroxylamine solution

50 wt. % in H2O

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:
24867438
NACRES:
NA.22

vapor pressure

9 mmHg ( 40 °C)

Quality Level

200

form

liquid

concentration

50 wt. % in H2O

bp

>100 °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 is a weak base that is mainly used as a reducing agent in organic reactions.

Application

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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Elie Akanny et al.
Analytical and bioanalytical chemistry, 411(21), 5563-5576 (2019-06-19)
The Surface-enhanced Raman spectroscopy (SERS) method based on gold nanoparticles as SERS substrate was investigated for the label-free detection and quantification of probiotic bacteria that are widely used in various pharmaceutical formulations. Indeed, the development of a simple and fast
Reducing graphene oxide via hydroxylamine: a simple and efficient route to graphene.
Zhou X, et al.
The Journal of Physical Chemistry C, 115(24), 11957-11961 (2011)
Assembly of cyclic peptide dendrimers from unprotected linear building blocks in aqueous solution.
DavidaPallin T.
Chemical Communications (Cambridge, England), 11, 1345-1346 (1996)
A E Cribb et al.
Clinical pharmacology and therapeutics, 51(5), 522-526 (1992-05-01)
The oxidation of sulfamethoxazole to its hydroxylamine metabolite was investigated in vitro with human liver microsomes and in vivo by detection in the urine. Sulfamethoxazole was oxidized to the hydroxylamine in an NADPH-dependent process by liver microsomes prepared from two
Claire-Lise Ciana et al.
Bioorganic & medicinal chemistry letters, 23(3), 658-662 (2012-12-25)
A novel series of anti-malarials, based on a hydroxy-ethyl-amine scaffold, initially identified as peptidomimetic protease inhibitors is described. Combination of the hydroxy-ethyl-amine anti-malarial phramacophore with the known Mannich base pharmacophore of amodiaquine (57) resulted in promising in vivo active novel
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