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Merck

396494

Aminoguanidine hydrochloride

≥98%

Synonym(s):

Guanylhydrazine hydrochloride

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About This Item

Linear Formula:
NH2NHC(=NH)NH2 · HCl
CAS Number:
1937-19-5
Molecular Weight:
110.55
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24864672
EC Number:
217-707-7
Beilstein/REAXYS Number:
3909606
MDL number:
MFCD00039074

Product Name

Aminoguanidine hydrochloride, ≥98%

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

mp

162-166 °C (lit.)

functional group

amine
hydrazine

Quality Level

200

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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.

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.

pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

hcodes

H317,H411

Hazard Classifications

Aquatic Chronic 2 - Skin Sens. 1B

Storage Class

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ5621
MKCX6909
MKCW1109
MKCT7127
MKCT1350

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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.

P-C Chang et al.
Journal of dental research, 93(4), 388-393 (2014-02-21)
The blocking of advanced glycation end-products (AGE) has been shown to reduce diabetic complications and control periodontitis. This study investigated the pattern of palatal wound-healing after graft harvesting under the administration of aminoguanidine (AG), an AGE inhibitor, or N-phenacylthiazolium bromide
Yoan Machado et al.
Journal of controlled release : official journal of the Controlled Release Society, 266, 87-99 (2017-09-19)
Due to its unique immunological properties, the skin is an attractive target tissue for allergen-specific immunotherapy. In our current work, we combined a dendritic cell targeting approach with epicutaneous immunization using an ablative fractional laser to generate defined micropores in
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
Manju Gurung et al.
Bioresource technology, 129, 108-117 (2012-12-15)
A new adsorption gel has been developed by immobilizing N-aminoguanidine (AG), a chelating ligand, on persimmon tannin extract through consecutive reactions. Adsorption behavior of the gel was investigated for the adsorptive separation and recovery of precious metal ions from varying
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