Skip to Content
Merck
All Photos(1)

Key Documents

109266

Sigma-Aldrich

Aminoguanidine bicarbonate

97%

Synonym(s):

Aminoguanidine hydrogencarbonate, Guanylhydrazine hydrogencarbonate

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
NH2NHC(=NH)NH2 · H2CO3
CAS Number:
Molecular Weight:
136.11
Beilstein:
3569869
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

mp

170-172 °C (dec.) (lit.)

solubility

H2O: soluble 2.7 g/L at 20 °C
H2O: soluble 3.3 g/L at 30 °C

functional group

amine
hydrazine

SMILES string

OC(O)=O.NNC(N)=N

InChI

1S/CH6N4.CH2O3/c2-1(3)5-4;2-1(3)4/h4H2,(H4,2,3,5);(H2,2,3,4)

InChI key

OTXHZHQQWQTQMW-UHFFFAOYSA-N

Application

Aminoguanidine bicarbonate was used to study the effect of addition of polyamines to rat embryo cell cultures infected with adenovirus type 5.

Biochem/physiol Actions

Aminoguanidine bicarbonate protects the cells infected with adenovirus from chromosomal damage. Aminoguanidine is a specific and highly effective inhibitor of diamine oxidase present in fetal calf serum.

Pictograms

Exclamation markEnvironment

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Aquatic Chronic 2 - Skin Sens. 1

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

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

Visit the Document Library

Catiúcia R M O Matos et al.
Dalton transactions (Cambridge, England : 2003), 49(45), 16359-16367 (2020-05-28)
The Cu(ii) heptanuclear complex (Cu7atac) was synthesised using the hydrated amino acid ligand 2-(5-amino-1H-1,2,4-triazol-3-yl)acetic acid (Hatac·H2O). Single crystal X-ray diffraction analysis revealed a μ3-hydroxo bridged Cu(ii) heptanuclear complex, consisting of two triangular subunits and one Cu(ii) ion as a bridge
A J Bellett et al.
Chromosoma, 84(4), 571-583 (1982-01-01)
Adenovirus uncouples DNA replication from polyamine biosynthesis and causes chromosome aberrations in rodent cells. Addition of polyamines protected infected cells from this chromosome damage. Spermine was the only individual polyamine which protected. The diamine oxidase inhibitor aminoguanidine also protected. Neither
Paola Mirra et al.
Biochimica et biophysica acta, 1863(2), 440-449 (2016-11-20)
Methylglyoxal (MGO) is a reactive dicarbonyl produced as by-product of glycolysis, and its formation is heightened in hyperglycaemia. MGO plasma levels are two-fold to five-fold increased in diabetics and its accumulation promotes the progression of vascular complications. Impairment of endothelium-derived
Sebastiano Intagliata et al.
Antioxidants (Basel, Switzerland), 10(1) (2020-12-31)
Resveratrol (RSV) is well known for its many beneficial activities, but its unfavorable physicochemical properties impair its effectiveness after systemic and topical administration; thus, several strategies have been investigated to improve RSV efficacy. With this aim, in this work, we
W A Gahl et al.
Chemico-biological interactions, 22(1), 91-98 (1978-07-01)
The inhibitory effect of the polyamines, spermidine and spermine, on the proliferation of human fibroblasts in culture was found to be reversed by the addition of aminoguanidine (AM), a specific and highly effective inhibitor of diamine oxidase (DAO) present in

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