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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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Amila Kahvedžić et al.
Journal of medicinal chemistry, 56(2), 451-459 (2012-12-21)
In this paper we report the synthesis of a new family of hydroxyguanidinium aromatic derivatives (4a-g) as potential minor groove binders and cytotoxic agents. Their DNA affinity was evaluated by thermal denaturation experiments using salmon sperm DNA. The antiproliferative effects
Alycen Pond Nigro et al.
Archives of biochemistry and biophysics, 500(1), 66-73 (2010-03-30)
Yeast cytochrome c peroxidase was used to construct a model for the reactions catalyzed by the second cycle of nitric oxide synthase. The R48A/W191F mutant introduced a binding site for N-hydroxyguanidine near the distal heme face and removed the redox
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
Zembowicz, A., et al.
British Journal of Pharmacology, 107, 1007-1007 (1992)
Kamil Brożewicz et al.
European journal of medicinal chemistry, 55, 384-394 (2012-08-16)
Twenty four 1-[2-alkylthio-5-(azol-2 or 5-yl)-4-chlorobenzenesulfonyl]-3-hydroxyguanidines 6a-x have been synthesized in order to evaluate their biological activity. Compounds 6a, 6c, 6d, 6f, 6g, 6i-p, 6r-t, and 6v-x were tested for their in vitro anticancer activity at the US National Cancer Institute. The
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