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379921

Sigma-Aldrich

Hydroxylamine hydrochloride

99.995% trace metals basis

Synonym(s):

Hydroxylammonium chloride

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About This Item

Linear Formula:
NH2OH · HCl
CAS Number:
5470-11-1
Molecular Weight:
69.49
Beilstein/REAXYS Number:
3539763
EC Number:
226-798-2
MDL number:
MFCD00051089
UNSPSC Code:
12352301
PubChem Substance ID:
24863700
NACRES:
NA.22

Quality Level

200

assay

99.995% trace metals basis

form

powder, crystals or chunks

pH

2.5-3.5 (20 °C, 50 g/L)

mp

155-157 °C (dec.) (lit.)

density

1.67 g/mL at 25 °C (lit.)

SMILES string

Cl.NO

InChI

1S/ClH.H3NO/c;1-2/h1H;2H,1H2

InChI key

WTDHULULXKLSOZ-UHFFFAOYSA-N

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Application

Reactant for preparation of:
  • Organosilane amines as potent inhibitors and structural probes of influenza A virus M2 proton channel
  • Lamellarin D analogues as inibitors of topoisomerase I and potential antitumor agents
  • Azapeptide tocolytic agents as inhibitors of prostaglandin F2α receptor for preventing preterm labor
  • Thiazolidinones spiro-fused to indolin-2-ones as potent and selective inhibitors of Mycobacterium tuberculosis protein tyrosine phosphatase B
  • Orally bioavailable quinoline-based antidiabetic dipeptidyl peptidase IV inhibitors targeting Lys554
  • Pyrimidine nucleoside derivatives with nitric oxide donors as antiviral agents
  • Benzyladenosine compounds targeting adenosine A2A receptor and adenosine transporter for neuroprotection
  • Naphthol derivatives as inhibitors of the vanilloid receptor TRPV1 with improved potency in rat cystometry models of urinary incontinence

Biochem/physiol Actions

MAO inhibitor; inhibits platelet aggregation.

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 2 - Carc. 2 - Eye Irrit. 2 - Met. Corr. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT RE 2 Oral

target_organs

spleen

Storage Class

4.1A - Other explosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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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Klaus Urbahns et al.
Bioorganic & medicinal chemistry letters, 21(11), 3354-3357 (2011-05-03)
We have identified naphthol derivatives as inhibitors of the vanilloid receptor TRPV1 by high throughput screening. The initial lead showed high clearance in rats and has been optimized by enhancing the acidity of the phenol group. Compound 6b has reduced
Ken Berglund et al.
Journal of neuroscience research, 98(3), 422-436 (2019-04-09)
Although molecular tools for controlling neuronal activity by light have vastly expanded, there are still unmet needs which require development and refinement. For example, light delivery into the brain is still a major practical challenge that hinders potential translation of
Shi, J.; et al.
Chinese Chemical Letters = Zhongguo Hua Xue Kuai Bao, 22, 899-899 (2011)
Salvatore Cananzi et al.
Bioorganic & medicinal chemistry, 19(16), 4971-4984 (2011-07-26)
A novel 5-oxa-6a,8-diazaindeno[2,1-b]phenanthren-7-one scaffold was designed and synthesized as an active analogue of the cytotoxic marine alkaloid Lamellarin D. The design was based on molecular modeling of the site of interaction of Lamellarin D with DNA-topoisomerase I cleavable complex, whereas
Hironobu Maezaki et al.
Bioorganic & medicinal chemistry, 19(15), 4482-4498 (2011-07-12)
Dipeptidyl peptidase IV (DPP-4) inhibition is a validated therapeutic option for type 2 diabetes, exhibiting multiple antidiabetic effects with little or no risk of hypoglycemia. In our studies involving non-covalent DPP-4 inhibitors, a novel series of quinoline-based inhibitors were designed
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