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Merck

396494

Aminoguanidine hydrochloride

≥98%

Sinónimos:

Guanylhydrazine hydrochloride

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Fórmula lineal:
NH2NHC(=NH)NH2 · HCl
Número CAS:
Peso molecular:
110.55
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
217-707-7
Beilstein/REAXYS Number:
3909606
MDL number:
Assay:
≥98%
Form:
solid
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InChI key

UBDZFAGVPPMTIT-UHFFFAOYSA-N

InChI

1S/CH6N4.ClH/c2-1(3)5-4;/h4H2,(H4,2,3,5);1H

SMILES string

Cl.NNC(N)=N

assay

≥98%

form

solid

Quality Level

functional group

amine, hydrazine

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

signalword

Warning

hcodes

Hazard Classifications

Aquatic Chronic 2 - Skin Sens. 1B

Clase de almacenamiento

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  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. 

  9. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

The crystal structure of aminoguanidine hydrochloride.
Bryden JH.
Acta Crystallographica, 10(11), 677-680 (1957)
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
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
A K Glyan'ko
Biochemistry. Biokhimiia, 78(5), 471-476 (2013-07-16)
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
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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