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396494

Sigma-Aldrich

Aminoguanidine hydrochloride

≥98%

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Synonym(s):
Guanylhydrazine hydrochloride
Linear Formula:
NH2NHC(=NH)NH2 · HCl
CAS Number:
Molecular Weight:
110.55
Beilstein:
3909606
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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.

Pictograms

Exclamation markEnvironment

Signal Word

Warning

Hazard 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

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  4. Is there another aminoguanidine product suitable for cell culture?

    Aminoguanidine hemisulfate salt, Product No. A7009, is water soluble, so it may be worth trying. But we do not offer an aminoguanidine product that has been cell culture tested by Sigma-Aldrich.

  5. What impurities might be present in Product 396494, Aminoguanidine hydrochloride?

    Malononitrile and urea might be present in minute amounts.

  6. At what temperature should Product 396494, Aminoguanidine hydrochloride, be stored?

    The material should be stored at room temperature.

  7. What solvent can Product 396494, Aminoguanidine hydrochloride, be dissolved in?

    This product is soluble in water at 50 mg/mL, yielding a clear, colorless to faint yellow solution. Heat may be required to get the material to dissolve at that concentration.

  8. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

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Lina Nordquist et al.
Advances in experimental medicine and biology, 765, 185-193 (2012-08-11)
Sustained hyperglycemia is closely associated with increased risk to develop nephropathy. We have previously reported alterations in the intrarenal oxygen metabolism already after the early onset of diabetes. Furthermore, formation of advanced glycation end-products (AGE) is postulated as a major
Ivaylo P Ivanov et al.
Molecular cell, 70(2), 254-264 (2018-04-21)
Translation initiation is typically restricted to AUG codons, and scanning eukaryotic ribosomes inefficiently recognize near-cognate codons. We show that queuing of scanning ribosomes behind a paused elongating ribosome promotes initiation at upstream weak start sites. Ribosomal profiling reveals polyamine-dependent pausing
Rekha Jagadish et al.
Journal of Indian Society of Periodontology, 18(1), 59-64 (2014-04-20)
Alveolar bone loss is the most striking feature of periodontal disease. The aim of this study was to investigate the effect of a cyclooxygenase (COX) pathway inhibitor and nitric oxide synthase (NOS) inhibitor in the reduction of alveolar bone loss
Manuella Lanzetti et al.
Free radical biology & medicine, 53(11), 1993-2001 (2012-09-25)
Our aim was to investigate the role of oxidative stress in elastase-induced pulmonary emphysema. C57BL/6 mice were subjected to pancreatic porcine elastase (PPE) instillation (0.05 or 0.5 U per mouse, i.t.) to induce pulmonary emphysema. Lungs were collected on days
Zahid M Delwar et al.
Cancer research, 78(3), 718-730 (2017-11-10)
The first oncolytic virotherapy employing HSV-1 (oHSV-1) was approved recently by the FDA to treat cancer, but further improvements in efficacy are needed to eradicate challenging refractory tumors, such as glioblastomas (GBM). Microglia/macrophages comprising approximately 40% of a GBM tumor

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