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A7009

Sigma-Aldrich

Aminoguanidine hemisulfate salt

≥98%

Synonym(s):

Guanylhydrazine hemisulfate salt

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About This Item

Linear Formula:
CH6N4 · 1/2H2SO4
CAS Number:
996-19-0
Molecular Weight:
123.12
EC Number:
213-628-7
MDL number:
MFCD00035665
UNSPSC Code:
12352200
PubChem Substance ID:
24278013
NACRES:
NA.77

biological source

synthetic (organic)

Assay

≥98%

form

powder

solubility

water: 50 mg/mL, clear to very slightly hazy, colorless

storage temp.

room temp

SMILES string

NNC(N)=N.NNC(N)=N.OS(O)(=O)=O

InChI

1S/2CH6N4.H2O4S/c2*2-1(3)5-4;1-5(2,3)4/h2*4H2,(H4,2,3,5);(H2,1,2,3,4)

InChI key

VKGQPUZNCZPZKI-UHFFFAOYSA-N

Gene Information

human ... NOS1(4842) , NOS2(4843) , NOS2B(201288) , NOS2C(645740) , NOS3(4846)

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Application

Aminoguanidine inhibits both constitutive and inducible nitric oxide synthetase. Aminoguanidine has also been used to study the effects of nitric oxide on ovulation and ovarian steroidogenesis and prostaglandin production.

Biochem/physiol Actions

Inhibits both constitutive and inducible nitric oxide synthetase

Features and Benefits

This compound is featured on the Nitric Oxide Synthases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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J Yamauchi et al.
Endocrinology, 138(9), 3630-3637 (1997-09-01)
Evidence supports the involvement of nitric oxide (NO) in ovarian physiology. The present study was undertaken to investigate the role of the NO/NO synthase (NOS) systems in ovulation, oocyte maturation, ovarian steroidogenesis, and PG production using in vitro perfused rabbit
Wei Chen et al.
Oxidative medicine and cellular longevity, 2022, 8854457-8854457 (2022-01-18)
Cerebral endothelial cells play an essential role in brain angiogenesis, and their function has been found to be impaired in diabetes. Methylglyoxal (MG) is a highly reactive dicarbonyl metabolite of glucose formed mainly during glycolysis, and its levels can be
Fernanda Hansen et al.
Amino acids, 48(2), 375-385 (2015-09-09)
Diabetes is a metabolic disease characterized by high fasting-glucose levels. Diabetic complications have been associated with hyperglycemia and high levels of reactive compounds, such as methylglyoxal (MG) and advanced glycation endproducts (AGEs) formation derived from glucose. Diabetic patients have a
Caroline Zanotto et al.
Molecular neurobiology, 56(5), 3538-3551 (2018-08-27)
Diabetes mellitus is a metabolic disorder that results in glucotoxicity and the formation of advanced glycated end products (AGEs), which mediate several systemic adverse effects, particularly in the brain tissue. Alterations in glutamatergic neurotransmission and cognitive impairment have been reported
Chao Chen et al.
Nitric oxide : biology and chemistry, 70, 31-41 (2017-08-02)
Inducible nitric oxide synthase (iNOS) aggravates and endothelial nitric oxide synthase (eNOS) ameliorates fibrosis in the lung. Our previous study demonstrated that aminoguanidine (AG), a preferred iNOS inhibitor, prevents bleomycin-induced injury and fibrosis in the lung. The diethylenetriamine nitric oxide
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