U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C2H5N5O3
Molecular Weight 147.0928
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of N-METHYL-N'-NITRO-N-NITROSOGUANIDINE

SMILES

CN(N=O)C(=N)N[N+]([O-])=O

InChI

InChIKey=VZUNGTLZRAYYDE-UHFFFAOYSA-N
InChI=1S/C2H5N5O3/c1-6(5-8)2(3)4-7(9)10/h1H3,(H2,3,4)

HIDE SMILES / InChI

Molecular Formula C2H5N5O3
Molecular Weight 147.0928
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Cocarcinogenic action of aspirin on gastric tumors induced by N-nitroso-N-methylnitroguanidine in rats.
1983 Jun
Effects of sodium chloride, saccharin, phenobarbital and aspirin on gastric carcinogenesis in rats after initiation with N-methyl-N'-nitro-N-nitrosoguanidine.
1984 Jun
Experimental models for gastric leiomyosarcoma. The effects of N-methyl-N'-nitro-N-nitrosoguanidine in combination with stress, aspirin, or sodium taurocholate.
1984 Mar 1
[Promoting effect of bile acids on gastric carcinogenesis induced by MNNG in rats].
1989 Jan
Induction of altered hepatocellular foci of hamster for a possible short-term assay for carcinogens.
1989 Mar
Expression of human O6-methylguanine-DNA methyltransferase in a DNA excision repair-deficient Chinese hamster ovary cell line and its response to certain alkylating agents.
1992 Jan 1
Dissociation of sensitivities to tumor promotion and progression in outbred and inbred SENCAR mice.
1992 Jun 15
Effects of caffeine on glandular stomach carcinogenesis induced in rats by N-methyl-N'-nitro-N-nitrosoguanidine and sodium chloride.
1995 Jan
Strain differences in mouse skin tumorigenesis by the promotion of 12-o-tetradecanoylphorbol-13-acetate or benzoyl peroxide.
1995 May
A new approach to identifying genotoxic carcinogens: p53 induction as an indicator of genotoxic damage.
1998 Jun
Promoting effects of 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone on rat glandular stomach carcinogenesis initiated with N-methyl-N'-nitro-N-nitrosoguanidine.
1999 May 1
Cell cycle was disturbed in the MNNG-induced initiation stage during in vitro two-stage transformation of Balb/3T3 cells.
2001 Jun 21
Poly(ADP-ribose) glycohydrolase mediates oxidative and excitotoxic neuronal death.
2001 Oct 9
Cadmium affects genes involved in growth regulation during two-stage transformation of Balb/3T3 cells.
2002 Aug 15
Characterization of gene expression changes associated with MNNG, arsenic, or metal mixture treatment in human keratinocytes: application of cDNA microarray technology.
2002 Dec
Gene expression patterns as potential molecular biomarkers for malignant transformation in human keratinocytes treated with MNNG, arsenic, or a metal mixture.
2003 Jul
Loss of ATM sensitizes against O6-methylguanine triggered apoptosis, SCEs and chromosomal aberrations.
2004 Apr 1
Transient adenoviral N-methylpurine DNA glycosylase overexpression imparts chemotherapeutic sensitivity to human breast cancer cells.
2004 Aug
Failure to degrade poly(ADP-ribose) causes increased sensitivity to cytotoxicity and early embryonic lethality.
2004 Dec 21
Persistence of gene expression changes in stomach mucosae induced by short-term N-methyl-N'-nitro-N-nitrosoguanidine treatment and their presence in stomach cancers.
2004 May 18
[Cell proliferation inhibitive and apoptosis promoting effects of sanchi extract on GES-1 cell after being transformed by MNNG].
2005 Aug
Combination of S-allylcysteine and lycopene induces apoptosis by modulating Bcl-2, Bax, Bim and caspases during experimental gastric carcinogenesis.
2005 Aug
The monofunctional alkylating agent N-methyl-N'-nitro-N-nitrosoguanidine triggers apoptosis through p53-dependent and -independent pathways.
2005 Jan 1
Characterization of chemically induced hepatotoxicity in collagen sandwiches of rat hepatocytes.
2005 Jun
N-methyl-N'-nitro-N-nitrosoguanidine interferes with the epidermal growth factor receptor-mediated signaling pathway.
2005 Mar 1
Role of O6-methylguanine-DNA methyltransferase and effect of O6-benzylguanine on the anti-tumor activity of cis-diaminedichloroplatinum(II) in oral cancer cell lines.
2005 Nov
Apaf-1 deficient mouse fibroblasts are resistant to MNNG and MMS-induced apoptotic death without attenuation of Bcl-2 decline.
2005 Sep 1
Comparison of the mutagenic potential of 17 physical and chemical agents analyzed by the flow cytometry mutation assay.
2006 Dec 1
Exposure to the tobacco smoke constituent 4-aminobiphenyl induces chromosomal instability in human cancer cells.
2007 Aug 1
Resveratrol protects dopaminergic neurons in midbrain slice culture from multiple insults.
2007 Feb 15
Poly (ADP-ribose) polymerase activity regulates apoptosis in HeLa cells after alkylating DNA damage.
2008 Jun
Rosiglitazone suppresses gastric carcinogenesis by up-regulating HCaRG expression.
2008 Nov
N-methyl-N'-nitro-N-nitrosoguanidine induces and cooperates with 12-O-tetradecanoylphorbol-1,3-acetate/sodium butyrate to enhance Epstein-Barr virus reactivation and genome instability in nasopharyngeal carcinoma cells.
2010 Dec 5
PTEN loss compromises homologous recombination repair in astrocytes: implications for glioblastoma therapy with temozolomide or poly(ADP-ribose) polymerase inhibitors.
2010 Jul 1
Eugenol induces apoptosis and inhibits invasion and angiogenesis in a rat model of gastric carcinogenesis induced by MNNG.
2010 Jun 19
Comparison of gene expression profiles in BALB/c 3T3 transformed foci exposed to tumor promoting agents.
2010 Mar
ICAM-1 and AMPK regulate cell detachment and apoptosis by N-methyl-N'-nitro-N-nitrosoguanidine, a widely spread environmental chemical, in human hormone-refractory prostate cancers.
2011 Dec 15
Eugenol inhibits cell proliferation via NF-κB suppression in a rat model of gastric carcinogenesis induced by MNNG.
2011 Feb
Cyclin D1/cdk4, estrogen receptors α and β, in N-methyl-N'-nitro-N-nitrosoguanidine-induced rat gastric carcinogenesis: immunohistochemical study.
2011 Jun
α4 is highly expressed in carcinogen-transformed human cells and primary human cancers.
2011 Jun 30
Sex-associated difference in estrogen receptor β expression in N-methyl-N'-nitro-N-nitrosoguanidine-induced gastric cancers in rats.
2011 Oct
Validation of a genotoxicity test based on p53R2 gene expression in human lymphoblastoid cells.
2011 Sep 18
Quantitative and subcellular localization analysis of the nuclear isoform dUTP pyrophosphatase in alkylating agent-induced cell responses.
2011 Sep 5
Promotion of hepatocarcinogenesis by perfluoroalkyl acids in rainbow trout.
2012 Jan
miR-21 regulates N-methyl-N-nitro-N'-nitrosoguanidine-induced gastric tumorigenesis by targeting FASLG and BTG2.
2014 Aug 4
The γH2AX assay for genotoxic and nongenotoxic agents: comparison of H2AX phosphorylation with cell death response.
2014 Jul
Evaluation of cytogenetic and DNA damage in human lymphocytes treated with adrenaline in vitro.
2015 Feb
PP2A-B56ϵ complex is involved in dephosphorylation of γ-H2AX in the repair process of CPT-induced DNA double-strand breaks.
2015 May 4
Substance Class Chemical
Created
by admin
on Sat Dec 16 03:58:58 GMT 2023
Edited
by admin
on Sat Dec 16 03:58:58 GMT 2023
Record UNII
12H3O2UGSF
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
N-METHYL-N'-NITRO-N-NITROSOGUANIDINE
MI  
Systematic Name English
1-METHYL-1-NITROSO-2-NITROGUANIDINE
Systematic Name English
1-METHYL-1-NITROSO-3-NITROGUANIDINE
Systematic Name English
N-METHYL-N'-NITRO-N-NITROSOGUANIDINE [MI]
Common Name English
N-METHYL-N-NITROSO-N'-NITROGUANIDINE
Systematic Name English
NSC-9369
Code English
GUANIDINE, N-METHYL-N'-NITRO-N-NITROSO-
Systematic Name English
NA-0473
Code English
MNNG
Common Name English
METHYLNITRONITROSOGUANIDINE
Systematic Name English
NA0473
Code English
Code System Code Type Description
ECHA (EC/EINECS)
200-730-1
Created by admin on Sat Dec 16 03:58:59 GMT 2023 , Edited by admin on Sat Dec 16 03:58:59 GMT 2023
PRIMARY
CHEBI
21759
Created by admin on Sat Dec 16 03:58:59 GMT 2023 , Edited by admin on Sat Dec 16 03:58:59 GMT 2023
PRIMARY
HSDB
5104
Created by admin on Sat Dec 16 03:58:59 GMT 2023 , Edited by admin on Sat Dec 16 03:58:59 GMT 2023
PRIMARY
MESH
D008769
Created by admin on Sat Dec 16 03:58:59 GMT 2023 , Edited by admin on Sat Dec 16 03:58:59 GMT 2023
PRIMARY
MERCK INDEX
m7446
Created by admin on Sat Dec 16 03:58:59 GMT 2023 , Edited by admin on Sat Dec 16 03:58:59 GMT 2023
PRIMARY Merck Index
NSC
9369
Created by admin on Sat Dec 16 03:58:59 GMT 2023 , Edited by admin on Sat Dec 16 03:58:59 GMT 2023
PRIMARY
PUBCHEM
6261
Created by admin on Sat Dec 16 03:58:59 GMT 2023 , Edited by admin on Sat Dec 16 03:58:59 GMT 2023
PRIMARY
EPA CompTox
DTXSID2020846
Created by admin on Sat Dec 16 03:58:59 GMT 2023 , Edited by admin on Sat Dec 16 03:58:59 GMT 2023
PRIMARY
CAS
70-25-7
Created by admin on Sat Dec 16 03:58:59 GMT 2023 , Edited by admin on Sat Dec 16 03:58:59 GMT 2023
PRIMARY
FDA UNII
12H3O2UGSF
Created by admin on Sat Dec 16 03:58:59 GMT 2023 , Edited by admin on Sat Dec 16 03:58:59 GMT 2023
PRIMARY
WIKIPEDIA
METHYLNITRONITROSOGUANIDINE
Created by admin on Sat Dec 16 03:58:59 GMT 2023 , Edited by admin on Sat Dec 16 03:58:59 GMT 2023
PRIMARY