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Methylnitronitrosoguanidine

Cat No.:V29570 Purity: ≥98%
Methylnitronitrosoguanidine (MNNG) is an orally bioactive alkylating agent with toxic and mutagenic effects.
Methylnitronitrosoguanidine
Methylnitronitrosoguanidine Chemical Structure CAS No.: 70-25-7
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5g
Other Sizes
Official Supplier of:
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Product Description
Methylnitronitrosoguanidine (MNNG) is an orally bioactive alkylating agent with toxic and mutagenic effects. Methylnitronitrosoguanidine works as a carcinogen and mutagen. Water content is 50%, specifications are based on dry weight.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
Methylnitrosoguanidine (MNNG, 0-1100 nM; 24 h) exerts toxic and mutagenic effects on three human diploid lymphoblastoid cell lines, MIT-2, WI-L2, and GM 130 [1].
ln Vivo
Methylnitrosoguanidine (MNNG; 200 mg/kg; po) enhances the number of rises in Wistar albinos [2].
Animal Protocol
Animal/Disease Models: Male Wistar albino rat [2]
Doses: 200 mg/kg
Route of Administration: po (po (oral gavage)) at 0 Day 14
Experimental Results: The incidence of gastric cancer in Wistar albino rats was 100%.
ADME/Pharmacokinetics
Absorption, Distribution and Excretion
Following an oral dose of (14)C-labeled N-methyl-N'-nitro-N-nitrosoguanidine, most of the radioactivity was excreted in the urine within 24 hrs and less than 3 percent in the feces. Less than 3 percent of the radioactivity remained in the body as acid-insoluble materials at 24 to 48 hrs.
Metabolism / Metabolites
After oral administration of MNNG about 90% is excreted in the urine, mostly as N-methyl-N'-nitro-guanidine, in the first 9 hr. There is evidence that denitrosation of MNNG is effected by enzymes occurring in the stomach, liver and kidney. ...
References

[1]. Comparison of toxicity and mutagenicity of methylnitrosourea, methylnitronitrosoguanidine and ICR-191 among human lymphoblast lines. Mutat Res. 1980 May;70(3):365-71.

[2]. Corilagin induces apoptosis and inhibits HMBG1/PI3K/AKT signaling pathways in a rat model of gastric carcinogenesis induced by methylnitronitrosoguanidine. Environ Toxicol. 2022 May;37(5):1222-1230.

[3]. Temporal dissociation in the exposure times required for maximal induction of cytotoxicity, mutation, and transformation by N-methyl-N'-nitro-N-nitrosoguanidine in the BALB/3T3 ClA31-1-1 cell line. Cancer Res. 1984 Jun;44(6):2452-7.

[4]. Therapeutic effects and potential mechanism of dehydroevodiamine on N-methyl-N'-nitro-N-nitrosoguanidine-induced chronic atrophic gastritis. Phytomedicine. 2021 Oct;91:153619.

[5]. Hydroferrate fluid, MRN-100, provides protection against chemical-induced gastric and esophageal cancer in Wistar rats. Int J Biol Sci. 2015 Jan 28;11(3):295-303.

Additional Infomation
N-Methyl-N'-nitro-N-nitrosoguanidine can cause cancer according to an independent committee of scientific and health experts.
N-methyl-n'-nitro-n-nitrosoguanidine appears as a yellow powder. Melting point 244 °F. Decomposes above 212 °F. A suspected carcinogen. Extremely hazardous as a mutagen. Avoid skin contact and inhalation of of vapors. Usually stored frozen (below 32 °F) in polyethylene bottles that are tightly closed and contained in a metal can. May decomposed during prolonged storage and develop sufficient pressure in a closed container to explode. Keep away from heat, sparks, and open flame.
N-methyl-N'-nitro-N-nitrosoguanidine is an N-nitroguanidine compound having nitroso and methyl substituents at the N'-position It has a role as an alkylating agent. It is functionally related to a nitroguanidine.
A nitrosoguanidine derivative with potent mutagenic and carcinogenic properties.
Mechanism of Action
In vitro and in vivo, MNNG causes methylation of nucleic acids, forming mainly 7-methylguanine with smaller amounts of 3-methyladenine, 1-methyladenine, 3-methylcytosine and (6)o-methylguanine. ... MNNG can modify proteins by transferring its nitroguanidine residue, eg, by converting lysine into nitrohomoarginine. Cytochrome C thus modified no longer acts as an electron acceptor. Histones from ascites tumor cells contained nitrohomoarginine after MNNG treatment.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C2H5N5O3
Molecular Weight
147.0928
Exact Mass
147.039
CAS #
70-25-7
PubChem CID
135436526
Appearance
Light yellow to yellow solid-liquid Mixture
Density
1.8±0.1 g/cm3
Boiling Point
207.8±23.0 °C at 760 mmHg
Melting Point
118°C (dec.)
Flash Point
79.5±22.6 °C
Vapour Pressure
0.2±0.4 mmHg at 25°C
Index of Refraction
1.641
LogP
-0.79
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
2
Heavy Atom Count
10
Complexity
161
Defined Atom Stereocenter Count
0
SMILES
[O-][N+](N([H])/C(=N/[H])/N(C([H])([H])[H])N=O)=O
InChi Key
VZUNGTLZRAYYDE-UHFFFAOYSA-N
InChi Code
InChI=1S/C2H5N5O3/c1-6(5-8)2(3)4-7(9)10/h1H3,(H2,3,4)
Chemical Name
1-methyl-3-nitro-1-nitrosoguanidine
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: This product is not stable in solution, please use freshly prepared working solution for optimal results.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~125 mg/mL (~849.82 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.08 mg/mL (14.14 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.08 mg/mL (14.14 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.08 mg/mL (14.14 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 6.7986 mL 33.9928 mL 67.9856 mL
5 mM 1.3597 mL 6.7986 mL 13.5971 mL
10 mM 0.6799 mL 3.3993 mL 6.7986 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
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Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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