Skip to Content
Merck
All Photos(1)

Documents

SML1856

Sigma-Aldrich

8-Aminoguanine

≥95% (HPLC)

Synonym(s):

2,8-Diamino-1,9-dihydro-6H-purin-6-one; 2,8-Diamino-hypoxanthine, NSC 23170

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C5H6N6O
CAS Number:
28128-41-8
Molecular Weight:
166.14
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥95% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

0.1 M NaOH: 2 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

O=C1C2=C(N=C(N)N2)NC(N)=N1

InChI

1S/C5H6N6O/c6-4-8-1-2(9-4)10-5(7)11-3(1)12/h(H6,6,7,8,9,10,11,12)

InChI key

WYDKPTZGVLTYPG-UHFFFAOYSA-N

Biochem/physiol Actions

8-Aminoguanine, a guanine derivative, is an orally available and highly efficacious potassium-sparing diuretic/natriuretic that increased sodium excretion by 17.2-fold and decrease potassium excretion by 71.0%. 8-Aminoguanine increases glucose excretion by 12.1-fold. Also, 8-Aminoguanine suppressed deoxycorticosterone/salt-induced hypertension.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Iwona Sieradzan et al.
The journal of physical chemistry. A, 118(35), 7194-7200 (2014-01-05)
Electronic structure methods are used to estimate differences in reaction barriers for transfer of an electron from singlet ππ* excited 8-aminoguanine (A) or deprotonated 8-aminoguanine anion (A(-)) to a proximal thymine dimer site compared to barriers when ππ* excited 8-oxoguanine
Edwin K Jackson et al.
Physiological reports, 2(5) (2014-05-30)
In cell culture, extracellular guanosine increases extracellular adenosine by attenuating the disposition of extracellular adenosine (American Journal of Physiology - Cell Physiology 304: C406-C421, 2013). The goal of this investigation was to determine whether this "guanosine-adenosine mechanism" is operative in
Edwin K Jackson et al.
The Journal of pharmacology and experimental therapeutics, 359(3), 420-435 (2016-09-30)
In vivo, guanine moieties in DNA, RNA, guanine nucleotides, or guanosine or guanine per se can undergo nitration (for example, by peroxynitrite) or hydroxylation (for example, by superoxide anion) on position 8 of the purine ring. Subsequent catabolism of these
Edwin K Jackson et al.
The Journal of pharmacology and experimental therapeutics, 363(3), 358-366 (2017-09-21)
8-Aminoguanosine induces diuresis, natriuresis, glucosuria, and antikaliuresis. These effects could be mediated via 8-aminoguanosine's metabolism to 8-aminoguanine. In this study, we tested this hypothesis in anesthetized rats. First, we demonstrated that at 55- to 85-minutes post-i.v. administration, 8-aminoguanosine and 8-aminoguanine

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service