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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:
Molecular Weight:
33.03
EC Number:
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.22

vapor pressure

9 mmHg ( 40 °C)

Quality Level

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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Ian R Kelsall et al.
Proceedings of the National Academy of Sciences of the United States of America, 116(27), 13293-13298 (2019-06-19)
The linear ubiquitin assembly complex (LUBAC) comprises 3 components: HOIP, HOIL-1, and Sharpin, of which HOIP and HOIL-1 are both members of the RBR subfamily of E3 ubiquitin ligases. HOIP catalyses the formation of Met1-linked ubiquitin oligomers (also called linear
Assembly of cyclic peptide dendrimers from unprotected linear building blocks in aqueous solution.
DavidaPallin T.
Chemical Communications (Cambridge, England), 11, 1345-1346 (1996)
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)
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
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)

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