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Sigma-Aldrich

1-Methyl-3-nitroguanidine

contains ~25% water

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About This Item

Linear Formula:
CH3NHC(=NH)NHNO2
CAS Number:
4245-76-5
Molecular Weight:
118.09
MDL number:
MFCD00024167
UNSPSC Code:
12352100
PubChem Substance ID:
24861030

form

solid

contains

~25% water

mp

153-155 °C (lit.)

SMILES string

CNC(=N)N[N+]([O-])=O

InChI

1S/C2H6N4O2/c1-4-2(3)5-6(7)8/h1H3,(H3,3,4,5)

InChI key

XCXKNNGWSDYMMS-UHFFFAOYSA-N

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General description

1-Methyl-3-nitroguanidine (MNG) is formed as intermediate during the production of hydroxyl radical during 1-methyl-3-nitro-1-nitrosoguanidine (MNNG) - induced gastric cancer in the xanthine oxidase system. MNG has been referred by the U.S. Air Force Armament Laboratory for use in explosive formulations. MNG is formed during nucleophilic attack by H2O2 on the nitroso nitrogen of MNNG. MNG is non-carcinogenic analog of N-methyl-N′-nitro-N-nitrosoguanidine (direct-acting carcinogen).

Application

1-Methyl-3-nitroguanidine (N-methyl-N′-nitroguanidine) was used in the synthesis of clothianidin hapten.

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Sol. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

4.1B - Flammable solid hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Tomiko Mikuni et al.
Free radical research, 36(6), 641-647 (2002-08-16)
We have examined the mechanism of 1-methyl-3-nitro-1-nitrosoguanidine (MNNG)-induced gastric cancer with respect to the production of hydroxyl free radical (OH). Nucleophilic attack by H2O2 on the nitroso group of MNNG produces 1-methyl-3-nitroguanidine (MNG) and the intermediate peroxynitric acid (ONOOH), which
E R Kinkead et al.
Toxicology and industrial health, 9(3), 457-477 (1993-05-01)
Currently, N-methyl-N'-nitroguanidine (MNG) is being considered by the U.S. Air Force Armament Laboratory for use in explosive formulations. A mammalian toxicity profile has been performed which includes the analysis of chemical impurities and an assessment of the potential for the
Shuji Ohno et al.
Toxicology letters, 322, 32-38 (2020-01-11)
Neonicotinoids (NNs), a widely used class of systemic pesticides, are regarded as exhibiting selective toxicity in insects. However, NNs are suspected of exerting adverse effects on mammals as well, including humans. To date, only adult male animal models have been
A W Hsie et al.
Molecular toxicology, 1(2-3), 217-234 (1987-04-01)
Previously, we have shown that Chinese hamster ovary (CHO) cells are useful for quantifying chemical-induced gene mutations. We have defined the conditions of a Multiplex CHO System which permits determination of mutagen-induced chromosome aberration, and sister chromatid exchange (SCE) in
Akihisa Abe et al.
Microbiological research, 162(2), 130-138 (2006-03-08)
The viable but nonculturable (VBNC) suppression mutant formed platable cells at low temperature stress after inoculation in artificial seawater (ASW). Suppression subtractive hybridization was used to identify differentially expressed genes among cDNAs of the VBNC suppression mutant and the wild-type
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