396494
Aminoguanidine hydrochloride
≥98%
Synonym(s):
Guanylhydrazine hydrochloride
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All Photos(3)
About This Item
Linear Formula:
NH2NHC(=NH)NH2 · HCl
CAS Number:
Molecular Weight:
110.55
Beilstein:
3909606
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Assay
≥98%
form
solid
mp
162-166 °C (lit.)
SMILES string
Cl.NNC(N)=N
InChI
1S/CH6N4.ClH/c2-1(3)5-4;/h4H2,(H4,2,3,5);1H
InChI key
UBDZFAGVPPMTIT-UHFFFAOYSA-N
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General description
Aminoguanidine hydrochloride has been reported in a study as inhibitor of animal nitric oxide (NO)-synthase. Crystal structure of aminoguanidine hydrochloride has been investigated by Fourier and least squares method. Its crystals were monoclinic and the guanidine part of the aminoguanidinium ion is planar.
Application
Aminoguanidine hydrochloride may be employed as nitric oxide synthase (NOS) inhibitor to investigate its effect on the reduction of alveolar bone loss in ligature induced periodontitis in rats. It may be used in the synthesis of 5-guanylhydrazone derivatives, having antibacterial activity against antibacterial activity against both Escherichia coli and Staphylococcus aureus.
Biochem/physiol Actions
Inhibits both constitutive and inducible nitric oxide synthetase.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Aquatic Chronic 2 - Skin Sens. 1B
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
Certificates of Analysis (COA)
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The crystal structure of aminoguanidine hydrochloride.
Bryden JH.
Acta Crystallographica, 10(11), 677-680 (1957)
A K Gadad et al.
European journal of medicinal chemistry, 35(9), 853-857 (2000-09-28)
6-Arylimidazo[2,1-b]-1,3,4-thiadiazole-2-sulfonamides 3 on Vilsmeier-Haak reaction produced 5-formyl-6-arylimidazo[2,1-b]-1,3, 4-thiadiazole-2-[N-(dimethylaminomethino)]sulfonamides 4, while 3 on treatment with potassium thiocyanate in the presence of bromine in acetic acid produced 5-thiocyanato-2-sulfonamides 6. Interaction of 4 with aminoguanidine hydrochloride in ethanol produced the corresponding 5-guanylhydrazone derivatives
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The level of nitric oxide (NO) in roots of 2-day-old etiolated pea (Pisum sativum L.) seedlings was investigated by fluorescence microscopy using the fluorescent probe 4,5-diaminofluorescein diacetate. Segments representing transversal (cross) cuts of the roots having thickness of 100 to
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