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Key Documents

H7654

Sigma-Aldrich

Hydroxyguanidine sulfate salt

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About This Item

Linear Formula:
CH5N3O · 1/2H2SO4
CAS Number:
Molecular Weight:
124.11
EC Number:
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

Assay

≥98% (TLC)

form

powder

solubility

water: 25 mg/mL, clear, colorless

storage temp.

2-8°C

SMILES string

NC(=N)NO.NC(=N)NO.OS(O)(=O)=O

InChI

1S/2CH5N3O.H2O4S/c2*2-1(3)4-5;1-5(2,3)4/h2*5H,(H4,2,3,4);(H2,1,2,3,4)

InChI key

MTGDDPZRXSDPFH-UHFFFAOYSA-N

Biochem/physiol Actions

An early antitumor agent. Oxidation results in release of NO, and formation of other reactive oxygen species, including peroxynitrite and peroxyl radicals. Reacts with NO to form an adduct which is a potent and stable vasodilator.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Zhi-guo Zhang et al.
Yao xue xue bao = Acta pharmaceutica Sinica, 39(9), 705-710 (2004-12-21)
To search for novel antiasthmatic agents. Coupling seratrodast (SD), an antiasthmatic drug, with several different types of NO donors including oxatriazoles, N-hydroxyguanidines and furoxans; evaluating the antiasthmatic effects of coupled compounds by determining their inhibitory activity of guinea pig asthma
Patrick Slama et al.
Biochemical and biophysical research communications, 316(4), 1081-1087 (2004-03-27)
Conversion of neurotransmitter dopamine into norepinephrine is catalyzed by dopamine beta-hydroxylase (DbH). The reaction requires the presence of both molecular oxygen and a reducing cosubstrate, the assumed physiological cosubstrate being ascorbic acid. We have investigated the ability of a new
David Lefèvre-Groboillot et al.
The FEBS journal, 272(12), 3172-3183 (2005-06-16)
The binding of several alkyl- and aryl-guanidines and N-hydroxyguanidines to the oxygenase domain of inducible NO-synthase (iNOS(oxy)) was studied by UV/Vis difference spectroscopy. In a very general manner, monosubstituted guanidines exhibited affinities for iNOS(oxy) that were very close to those
Daniel Mansuy et al.
Free radical biology & medicine, 37(8), 1105-1121 (2004-09-29)
Nitric oxide (NO) is a key inter- and intracellular molecule involved in the maintenance of vascular tone, neuronal signaling, and host response to infection. The biosynthesis of NO in mammals involves a two-step oxidation of L-arginine (L-Arg) to citrulline and
Patrick Slama et al.
Journal of inorganic biochemistry, 103(3), 455-462 (2009-01-31)
N-Aryl-N'-hydroxyguanidines are compounds that display interesting pharmacological properties but their chemical reactivity remains poorly investigated. Some of these compounds are substrates for the heme-containing enzymes nitric-oxide synthases (NOS) and act as reducing co-substrates for the copper-containing enzyme Dopamine beta-Hydroxylase (DBH)

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