Skip to Content
MilliporeSigma
All Photos(3)

Key Documents

View All Documentation

396494

Sigma-Aldrich

Aminoguanidine hydrochloride

≥98%

Synonym(s):

Guanylhydrazine hydrochloride

Sign Into View Organizational & Contract Pricing

Select a Size

25 G
$72.50
100 G
$221.00

$72.50

In StockDetails

Request a Bulk Order
All Photos(3)

Select a Size

Change View
25 G
$72.50
100 G
$221.00

About This Item

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

$72.50

In StockDetails

Request a Bulk Order

Quality Level

200

assay

≥98%

form

solid

mp

162-166 °C (lit.)

functional group

amine
hydrazine

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

Looking for similar products? Visit Product Comparison Guide

General description

Aminoguanidine hydrochloride has been reported in a study as inhibitor of animal nitric oxide (NO)-synthase.[1] 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.[2]

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.[3] It may be used in the synthesis of 5-guanylhydrazone derivatives, having antibacterial activity against antibacterial activity against both Escherichia coli and Staphylococcus aureus.[4]

Biochem/physiol Actions

Inhibits both constitutive and inducible nitric oxide synthetase.

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCW1109
MKCT7127
MKCT1350
MKCQ7167
MKCS1426

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 1

1 of 1

(+)-Sodium L-ascorbate crystalline, ≥98%

Sigma-Aldrich

A7631

(+)-Sodium L-ascorbate

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
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
The crystal structure of aminoguanidine hydrochloride.
Bryden JH.
Acta Crystallographica, 10(11), 677-680 (1957)
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
View All Related Papers

Questions

1–8 of 8 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

      Helpful?

  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

  3. Are aqueous stock solutions of aminoguanidine hydrochloride in water stable at 4 degrees or should aliquots be frozen?

    1 answer

    1. The solution stability of this product has not been investigated. In order to assure full activity it is recommended to prepare fresh. Other sources suggest that solutions in DMSO may be stored at -80 °C for extended periods. The literature indicates that Aminoguanidine is unstable in aqueous solutions for more than 1 day.

      Helpful?

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

    1 answer

    1. 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.

      Helpful?

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

    1 answer

    1. The material should be stored at room temperature.

      Helpful?

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

    1 answer

    1. 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.

      Helpful?

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

    1 answer

    1. Malononitrile and urea might be present in minute amounts.

      Helpful?

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

    1 answer

    1. 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.

      Helpful?

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service