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109266

Sigma-Aldrich

Aminoguanidine bicarbonate

97%

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Synonym(s):
Aminoguanidine hydrogencarbonate, Guanylhydrazine hydrogencarbonate
Linear Formula:
NH2NHC(=NH)NH2 · H2CO3
CAS Number:
Molecular Weight:
136.11
Beilstein/REAXYS Number:
3569869
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

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

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This Item
396494451614A96606
Aminoguanidine bicarbonate 97%

109266

Aminoguanidine bicarbonate

Aminoguanidine hydrochloride ≥98%

396494

Aminoguanidine hydrochloride

Sodium carbonate anhydrous, powder, 99.999% trace metals basis

451614

Sodium carbonate

Azodicarboxamide 97%

A96606

Azodicarboxamide

solubility

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

solubility

-

solubility

soluble 217 g/L at 20 °C (completely)

solubility

water: soluble 0.033 g/L at 20 °C

mp

170-172 °C (dec.) (lit.)

mp

162-166 °C (lit.)

mp

851 °C (lit.)

mp

220-225 °C (dec.) (lit.)

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

signalword

Warning

Hazard Classifications

Aquatic Chronic 2 - Skin Sens. 1

Storage Class

13 - Non 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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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
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
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

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