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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:
36062-19-8
Molecular Weight:
125.56
EC Number:
252-854-0
MDL number:
MFCD00012948
UNSPSC Code:
12352100
PubChem Substance ID:
24848585
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[1]
  • various aldehydes and ketones to yield bis guanidine derivatives[2]

Other Notes

Contains sodium chloride

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - 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

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Certificates of Analysis (COA)

Lot/Batch Number
WXBD5838V
WXBD1867V
STBH6615
STBH0380
STBG8224

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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)
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
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)
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
K Hasan et al.
European journal of pharmacology, 249(1), 101-106 (1993-11-02)
Aminoguanidine, N,N'-diaminoguanidine, methylguanidine, and 1,1-dimethylguanidine were compared to NG-monomethyl-L-arginine (L-NMMA) for their ability to inhibit nitric oxide (NO) formation by cytokine-inducible and vascular constitutive isoforms of NO synthase. These comparisons were performed by assessing (1) cytokine-induced production of nitrite by
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