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431362

Sigma-Aldrich

Hydroxylamine hydrochloride

99.999% 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:
24867012
NACRES:
NA.22

grade

ACS reagent (specifications)

Quality Level

200

assay

99.999% trace metals basis

form

crystals

impurities

≤0.005% S compounds
≤0.25 meq/g Titr. free acid
<10 ppm total metallic impurities

ign. residue

≤0.05%

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.)

cation traces

Fe: ≤5 ppm
NH4+:, passes test
heavy metals: ≤5 ppm

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 F2a 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.

Features and Benefits

Meets A.C.S. reagent specifications.

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCM6407
MKCJ7604
MKCF4222
MKCF1217
MKCB0034V

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Carine B Bourguet et al.
Journal of medicinal chemistry, 54(17), 6085-6097 (2011-07-22)
The prostaglandin-F2α (PGF2α) receptor (FP) was targeted to develop tocolytic agents for inhibiting preterm labor. Azabicycloalkane and azapeptide mimics 2-10 were synthesized based on the (3S,6S,9S)-indolizidin-2-one amino acid analogue PDC113.824 (1), which was shown to modulate FP by a biased
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
Jun Wang et al.
Journal of the American Chemical Society, 133(35), 13844-13847 (2011-08-09)
We describe the use of organosilanes as inhibitors and structural probes of a membrane protein, the M2 proton channel from influenza A virus. Organosilane amine inhibitors were found to be generally as potent as their carbon analogues in targeting WT
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
Shi, J.; et al.
Chinese Chemical Letters = Zhongguo Hua Xue Kuai Bao, 22, 899-899 (2011)
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