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Merck

SML1852

8-Aminoguanosine

≥98% (HPLC)

Synonym(s):

2,8-Diamino-inosine, NSC 90390

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About This Item

Empirical Formula (Hill Notation):
C10H14N6O5
CAS Number:
Molecular Weight:
298.26
NACRES:
NA.77
UNSPSC Code:
12352200
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
Technical Service
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Quality Level

assay

≥98% (HPLC)

form

powder

color

white to brown

solubility

DMSO: 1 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

NC1=NC(C2=C(N1)N([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)C(N)=N2)=O

InChI

1S/C10H14N6O5/c11-9-14-6-3(7(20)15-9)13-10(12)16(6)8-5(19)4(18)2(1-17)21-8/h2,4-5,8,17-19H,1H2,(H2,12,13)(H3,11,14,15,20)

InChI key

FNXPTCITVCRFRK-UHFFFAOYSA-N

Biochem/physiol Actions

8-Aminoguanosine, a guanosine derivative, is an orally available and highly efficacious potassium-sparing diuretic/natriuretic that increased sodium excretion by 26.2-fold and decrease potassium excretion by 69.1%. 8-Aminoguanosine increases glucose excretion by 12.2-fold. Also 8-Aminoguanosine suppressed deoxycorticosterone/salt-induced hypertension.
Orally available and highly efficacious potassium-sparing diuretic/natriuretic
8-Aminoguanosine is known to stimulate diuresis, natriuresis, glucosuria and antikaliuresis. It is an analog of guanosine, that can block purine nucleoside phosphorylase, in vitro and in intact lymphoid cells. 8-aminoguanosine triphosphate can be used to block GTP (guanosine triphosphate) cyclohydrolase I from human liver and Escherichia coli.


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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The application of 8-aminoguanosine triphosphate, a new inhibitor of GTP cyclohydrolase I, to the purification of the enzyme from human liver
Blau N and Niederwieser A
Biochim. Biophys. Acta Gen. Subj., 880(1), 26-31 (1986)
Inhibition of purine nucleoside phosphorylase by 8-aminoguanosine: selective toxicity for T lymphoblasts
Kazmers IS, et al.
Science, 214(4525), 1137-1139 (1981)
8-Aminoguanosine Exerts Diuretic, Natriuretic, and Glucosuric Activity via Conversion to 8-Aminoguanine, Yet Has Direct Antikaliuretic Effects
Jackson EK, et al.
Journal of Pharmacology and Experimental Therapeutics, 363(3), 358-366 (2017)