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143413

Sigma-Aldrich

1,3-Diaminoguanidine monohydrochloride

98%

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About This Item

Linear Formula:
H2NNHC(=NH)NHNH2·HCl
CAS Number:
Molecular Weight:
125.56
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

98%

mp

180-182 °C (dec.) (lit.)

solubility

water: soluble 50 mg/mL, clear to very slightly hazy, colorless to faintly yellow

SMILES string

Cl.NNC(=N)NN

InChI

1S/CH7N5.ClH/c2-1(5-3)6-4;/h3-4H2,(H3,2,5,6);1H

InChI key

HAZRIBSLCUYMQP-UHFFFAOYSA-N

General description

1,3-Diaminoguanidine monohydrochloride undergoes condensation reaction with:
  • 4-isothiocyanato-4-methylpentane-2-one to yield condensed pyrimidines
  • various aldehydes and ketones to yield bis guanidine derivatives

Other Notes

Contains sodium chloride

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

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J Brimnes et al.
APMIS : acta pathologica, microbiologica, et immunologica Scandinavica, 107(6), 555-565 (1999-06-24)
Several N-N-and N-O-containing compounds were analysed for their ability to act as substrates for horseradish peroxidase and peroxidases in Mycobacterium tuberculosis extracts. Aminoguanidine, diaminoguanidine, isoniazid, hydroxylamine and hydrazine were found to be weak substrates for horseradish peroxidase in reaction I
Anthony J Lee et al.
Chemical research in toxicology, 18(12), 1927-1933 (2005-12-20)
It is established that aminoguanidine (AG), diaminoguanidine (DAG), and NG-amino-l-arginine (NAA) are metabolism-based inactivators of the three major isoforms of nitric oxide synthase (NOS). In the case of neuronal NOS (nNOS), heme alteration is known to be a major cause
Synthesis of biologically active novel bis Schiff bases, bis hydrazone and bis guanidine derivatives.
Sondhi SM, et al.
Indian J. Chem. B, 48(8), 1128-1128 (2009)
Synthesis of condensed pyrimidines and their evaluation for anti-inflammatory and analgesic activities.
Sondhi SM, et al.
Indian J. Chem. B, 47(1), 136-136 (2008)
D Dvornik et al.
Journal of diabetes and its complications, 10(1), 23-30 (1996-01-01)
Aminoguanidine, nucleophilic hydrazine derivative, has been shown to inhibit diamine oxidase, the formation of advanced glycation endproducts, nitric oxide synthase, and catalase. Prompted by the reports that aminoguanidine also inhibits aldose reductase (AR), we have investigated the effect of aminoguanidine

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