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Merck
CN

H7654

Hydroxyguanidine sulfate salt

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About This Item

Linear Formula:
CH5N3O · 1/2H2SO4
CAS Number:
Molecular Weight:
124.11
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352202
EC Number:
228-749-0
MDL number:
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InChI key

MTGDDPZRXSDPFH-UHFFFAOYSA-N

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)

SMILES string

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

biological source

synthetic (organic)

assay

≥98% (TLC)

form

powder

solubility

water: 25 mg/mL, clear, colorless

storage temp.

2-8°C

Quality Level

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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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
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
Zembowicz, A., et al.
British Journal of Pharmacology, 107, 1007-1007 (1992)
T Bill Cai et al.
Current topics in medicinal chemistry, 5(7), 721-736 (2005-08-17)
Nitric oxide (NO) has been implicated in a wide variety of disease states. Both inhibitors and substrates of nitric oxide synthase (NOS) could have great therapeutic potential in the treatment of these diseases. There is considerable pharmacological interest in developing
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

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