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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

Quality Level

100

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PDSCL

Deleterious substance

FSL

Group 5: Self-reactive substances
Materials containing Hydroxylamine
Hazardous rank II
2nd self-reactive materials

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

467804-10ML:4548173155524
467804-BULK:
467804-50ML:4548173155531
467804-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
STBL4188
STBL1755
STBL1408
STBK6006
STBK9341

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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)
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)
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)
Rika Goda et al.
Drug metabolism and disposition: the biological fate of chemicals, 34(5), 828-835 (2006-03-02)
Flutamide (2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]-propanamide), a nonsteroidal antiandrogen, is used in the treatment of prostate cancer but is occasionally associated with hepatic dysfunction. In the present study, the metabolism of flutamide including the formation of the possible reactive toxic metabolites was investigated using
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