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H7654

Sigma-Aldrich

Hydroxyguanidine sulfate salt

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About This Item

Fórmula lineal:
CH5N3O · 1/2H2SO4
Número de CAS:
6345-29-5
Peso molecular:
124.11
EC Number:
228-749-0
MDL number:
MFCD00042033
UNSPSC Code:
12352202
PubChem Substance ID:
329815245
NACRES:
NA.77

biological source

synthetic (organic)

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Rémy Ricoux et al.
European journal of biochemistry, 270(1), 47-55 (2002-12-21)
Nitric oxide (NO) is a potent intra- and intercellular messenger involved in the control of vascular tone, neuronal signalling and host response to infection. In mammals, NO is synthesized by oxidation of l-arginine catalysed by hemeproteins called NO-synthases with intermediate
Ming Xian et al.
Bioorganic & medicinal chemistry, 10(9), 3049-3055 (2002-07-12)
Enzymatic generation of nitric oxide (NO) by nitric oxide synthase (NOS) consists of two oxidation steps. The first step converts L-arginine to N(G)-hydroxy-L-arginine (NOHA), a key intermediate, and the second step converts NOHA to NO and L-citrulline. To fully probe
Tingwei Cai et al.
Bioorganic & medicinal chemistry letters, 12(11), 1507-1510 (2002-05-29)
The electrochemical properties of a series of N-substituted-N'-hydroxyguanidines were studied. Two oxidation potentials of each compound were obtained by cyclic voltammetry. The E(ox1) values were from 0.51 to 0.62V, while the E(ox2) values were from 1.14 to 1.81V in acetonitrile
David Lefèvre-Groboillot et al.
Biochemistry, 42(13), 3858-3867 (2003-04-02)
The interaction of various N-alkyl- and N-aryl-N'-hydroxyguanidines with recombinant NOS containing or not containing tetrahydrobiopterin (BH(4)) was studied by visible, electronic paramagnetic resonance (EPR), and resonance Raman (RR) spectroscopy. N-Hydroxyguanidines interact with the oxygenase domain of BH(4)-free inducible NOS (BH(4)-free
S A Everett et al.
Free radical biology & medicine, 24(1), 1-10 (1998-01-22)
The oxidative denitrification of the antitumour agent hydroxyguanidine (HOG) has been investigated by radiolysis methods and EPR spectroscopy. The azide radical (N3.), a model one-electron oxidant, reacts with HOG with the rate constant 5.1 x 10(9) dm3 mol(-1) s(-1) to
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