n-nitroso-n'-methylpiperazine

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

N-nitroso-N'-methylpiperazine (NMNP) is a potent carcinogen that has been studied extensively for its potential to cause cancer in humans. It is formed through the reaction of secondary amines with nitrous acid, which can occur under conditions of high temperature and pressure, as well as in the presence of certain bacteria. NMNP has been shown to be carcinogenic in animal studies, and it is thought to exert its carcinogenic effects by damaging DNA. NMNP is also a potent mutagen, meaning that it can cause mutations in DNA, which can lead to cancer. The formation and fate of NMNP in foods has been investigated, with particular interest in its role in meat processing. NMNP is also found in some tobacco products. The presence of NMNP in foods and tobacco products has led to concerns about its potential to contribute to human cancer risk. NMNP is a potent carcinogen and mutagen, and its presence in foods and tobacco products raises concerns about its potential to contribute to human cancer risk.'

Cross-References

ID Source	ID
PubMed CID	27826
CHEMBL ID	164193
SCHEMBL ID	11623926
MeSH ID	M0063456

Synonyms (37)

Synonym
brn 0117135
n'-methyl-n-nitrosopiperazine
n-nitroso-n'-methylpiperazin [german]
n-methyl-npz
nsc 523886
ccris 1151
einecs 240-409-3
piperazine, 1-methyl-4-nitroso-
n-nitroso-n'-methylpiperazine
n-methylnitrosopiperazine
methylnitrosopiperidine
wln: t6n dntj ano d1
1-nitroso-4-methylpiperazine
n-methyl-n'-nitrosopiperazine
methylpiperazinenitrosamine
1-methyl-4-nitrosopiperazine
nsc-523886
16339-07-4
nsc523886
n-nitroso-n'-methylpiperazin
CHEMBL164193
AKOS006276505
5584mpj7f2 ,
5-23-03-00220 (beilstein handbook reference)
unii-5584mpj7f2
CEAIOKFZXJMDAS-UHFFFAOYSA-N
SCHEMBL11623926
1-methyl-4-nitroso-piperazine
methyl-4-nitrosopiperazine, 1-
DTXSID30167574
AS-60418
Z1198157883
Q27261293
D92907
A937115
1-methyl-4-nitrosopiperazine; 1-nitroso-4-methylpiperazine; n-nitroso-n'-methylpiperazine; nsc 523886;
EN300-25386041

[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (1)

Assay ID	Title	Year	Journal	Article
AID226733	Carcinogenic potency modelled in silico, (- = non-carcinogen)	1982	Journal of medicinal chemistry, Jul, Volume: 25, Issue:7	Computer-assisted studies of structure-activity relationships of N-nitroso compounds using pattern recognition.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	4 (80.00)	18.7374
1990's	1 (20.00)	18.2507
2000's	0 (0.00)	29.6817
2010's	0 (0.00)	24.3611
2020's	0 (0.00)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 19.14

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

Metric	This Compound (vs All)
Research Demand Index	19.14 (24.57)
Research Supply Index	1.79 (2.92)
Research Growth Index	4.31 (4.65)
Search Engine Demand Index	10.37 (26.88)
Search Engine Supply Index	2.00 (0.95)

This Compound (19.14)

All Compounds (24.57)

Study Types

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	5 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
3-methylcholanthrene Methylcholanthrene: A carcinogen that is often used in experimental cancer studies.. 3-methylcholanthrene : A pentacyclic ortho- and peri-fused polycyclic arene consisting of a dihydrocyclopenta[ij]tetraphene ring system with a methyl substituent at the 3-position.	1.95	1	ortho- and peri-fused polycyclic arene	aryl hydrocarbon receptor agonist; carcinogenic agent
diethylnitrosamine Diethylnitrosamine: A nitrosamine derivative with alkylating, carcinogenic, and mutagenic properties.. N-nitrosodiethylamine : A nitrosamine that is N-ethylethanamine substituted by a nitroso group at the N-atom.	1.96	1	nitrosamine	carcinogenic agent; hepatotoxic agent; mutagen
n-nitrosomorpholine N-nitrosomorpholine : A nitrosamine that is morpholine in which the hydrogen attached to the nitrogen is replaced by a nitroso group. A carcinogen and mutagen, it is found in snuff tobacco.	7.36	2	nitrosamine	carcinogenic agent; mutagen
dimethylnitrosamine Dimethylnitrosamine: A nitrosamine derivative with alkylating, carcinogenic, and mutagenic properties. It causes serious liver damage and is a hepatocarcinogen in rodents.	1.96	1	nitrosamine	geroprotector; mutagen
vinyl chloride Vinyl Chloride: A gas that has been used as an aerosol propellant and is the starting material for polyvinyl resins. Toxicity studies have shown various adverse effects, particularly the occurrence of liver neoplasms.. chloroethene : A monohaloethene that is ethene in which one of the hydrogens has been replaced by a chloro group.	6.95	1	chloroethenes; gas molecular entity; monohaloethene	carcinogenic agent
n-nitrosodiphenylamine N-nitrosodiphenylamine: RN given refers to parent cpd; structure in first source	1.96	1	phenylhydrazines
n-nitrosopiperidine N-nitrosopiperidine: structure. N-nitrosopiperidine : A nitrosamine that is piperidine in which the hydrogen attached to the nitrogen is replaced by a nitroso group. One of the many carcinogens detected in cigarette smoke, it is found in meat, cheese and spices that have been treated with the preservative sodium nitrite.	1.96	1	nitrosamine; piperidine	apoptosis inducer; carcinogenic agent; environmental contaminant; mutagen
n,n'-dinitrosopiperazine N,N'-dinitrosopiperazine: RN given refers to unlabeled cpd	1.96	1
diisopropylnitrosamine [no description available]	1.96	1
n-methyl-n-nitrosoaniline N-methyl-N-nitrosoaniline: structure	1.96	1
n-nitroso(di-n-propyl)amine [no description available]	1.96	1	nitroso compound
dibutylnitrosamine dibutylnitrosamine: structure	1.96	1	nitroso compound
n-nitrosopyrrolidine N-Nitrosopyrrolidine: Carcinogenic nitrosamine that may be formed from preservatives in meats during their preparation or in the liver during metabolism.	1.96	1	pyrrolidines
n-nitrosoperhydroazepine [no description available]	1.96	1
nitrosobenzylmethylamine nitrosobenzylmethylamine: structure	1.96	1
n-nitrosodiethanolamine [no description available]	1.96	1	nitroso compound
n-nitroso-2,6-dimethylmorpholine N-nitroso-2,6-dimethylmorpholine: RN given refers to parent cpd without isomeric designation	1.96	1
butylhydroxybutylnitrosamine Butylhydroxybutylnitrosamine: A substituted carcinogenic nitrosamine.. N-butyl-N-(4-hydroxybutyl)nitrosamine : A nitrosamine that has butyl and 4-hydroxybutyl substituents. In mice, it causes high-grade, invasive cancers in the urinary bladder, but not in any other tissues.	1.96	1	nitrosamine; primary alcohol	carcinogenic agent
n-nitroso-n-methylvinylamine N-nitroso-N-methylvinylamine: structure given in first source	1.96	1	nitroso compound
n-nitrosodibenzylamine N-nitrosodibenzylamine: structure	1.96	1
n-nitroso-n-methylcyclohexylamine [no description available]	1.96	1
1-nitrosopiperazine [no description available]	2.36	2	phytanoyl-CoAs
nitrosomethyl-n-butylamine nitrosomethyl-N-butylamine: RN given refers to parent cpd	1.96	1
meladrazine nitrosoproline: RN given refers to 1-nitroso-L-proline	1.96	1
methylethylnitrosamine [no description available]	1.96	1	nitroso compound
n-ethyl-n-hydroxyethylnitrosamine N-ethyl-N-(2-hydroxyethyl)nitrosamine : A nitrosamine that is N-nitrosodiethylamine in which one of the ethyl froups has been replaced by a 2-hydroxyethyl group. It is used to induce renal and liver tumours in rodents.	1.96	1	nitrosamine; primary alcohol	carcinogenic agent
n-amyl-n-methylnitrosamine N-methyl-N-pentylnitrosamine : A nitrosamine that has methyl and pentyl substituents. It is a potent oesophageal carcinogen.	1.96	1	nitrosamine	carcinogenic agent
vinylethylnitrosamine [no description available]	1.96	1
n-nitrososarcosine N-nitrososarcosine : A nitrosamine that is sarcosine in which the hydrogen attached to the nitrogen has been replaced by a nitroso group.	1.96	1	nitrosamine; non-proteinogenic amino acid derivative	carcinogenic agent
trinitrosotrimethylenetriamine [no description available]	1.96	1	1,3,5-triazinanes; nitrosamine
diallylnitrosamine [no description available]	1.96	1
n'-nitrosonornicotine N'-nitrosonornicotine: structure; a potent carcinogen in laboratory animals	1.96	1	pyridines; pyrrolidines
n-nitrosoephedrine [no description available]	1.96	1
n-nitrosoheptamethyleneimine [no description available]	1.96	1	nitrosamine
diisopropanolnitrosamine diisopropanolnitrosamine: experimental carcinogen. N,N-bis(2-hydroxypropyl)nitrosamine : A nitrosamine that is dipropylamine in which the hydrogen attached to the nitrogen has been replaced by a nitroso group. It is a genotoxic carcinogen, targeting the lung, liver, thyroid, and kidney.	1.96	1	diol; nitrosamine; secondary alcohol	carcinogenic agent
n-nitrosomethyldodecylamine N-nitrosomethyldodecylamine: product of reaction of dimethyl-n-dodecylamine with nitrous acid	1.96	1
n,n-dinitrosohomopiperazine [no description available]	1.96	1
methyl(acetoxymethyl)nitrosamine methyl(acetoxymethyl)nitrosamine: RN given refers to parent cpd; structure in seventh source	1.96	1
nitrosobis(2-oxopropyl)amine nitrosobis(2-oxopropyl)amine: structure. nitrosobis(2-oxopropyl)amine : A nitrosamine that is iminodiacetone that is substituted by a nitroso group at the N-atom. It induces pancreatic ductal adenocarcinomas in Syrian golden hamsters (other rodents are not susceptible).	1.96	1	ketone; nitrosamine	carcinogenic agent
n-nitrosoguvacoline N-nitrosoguvacoline: formed by nitrosation of arecoline	1.96	1	citraconoyl group
n-nitrososarcosine ethyl ester [no description available]	1.96	1
2-hydroxypropyl-n-propylnitrosamine [no description available]	1.96	1
2-oxopropyl-n-propylnitrosamine [no description available]	1.96	1
3-nitrosomethylaminopyridine 3-nitrosomethylaminopyridine: structure	1.96	1
2-nitrosomethylaminopyridine 2-nitrosomethylaminopyridine: structure	1.96	1
4-nitrosomethylaminopyridine 4-nitrosomethylaminopyridine: structure	1.96	1
n,n-diamylnitrosamine [no description available]	1.96	1

Condition	Relationship Strength	Studies
Experimental Neoplasms [description not available]	2.36	2
Cancer of Nose [description not available]	2.38	2
Hyperplasia An increase in the number of cells in a tissue or organ without tumor formation. It differs from HYPERTROPHY, which is an increase in bulk without an increase in the number of cells.	1.96	1
Carcinoma, Anaplastic [description not available]	1.96	1
Cancer of Head [description not available]	1.96	1
Experimental Leukemia [description not available]	1.96	1
Carcinoma, Thymic [description not available]	1.96	1
Carcinoma A malignant neoplasm made up of epithelial cells tending to infiltrate the surrounding tissues and give rise to metastases. It is a histological type of neoplasm and not a synonym for cancer.	1.96	1
Head and Neck Neoplasms Soft tissue tumors or cancer arising from the mucosal surfaces of the LIP; oral cavity; PHARYNX; LARYNX; and cervical esophagus. Other sites included are the NOSE and PARANASAL SINUSES; SALIVARY GLANDS; THYROID GLAND and PARATHYROID GLANDS; and MELANOMA and non-melanoma skin cancers of the head and neck. (from Holland et al., Cancer Medicine, 4th ed, p1651)	1.96	1
Thymoma A neoplasm originating from thymic tissue, usually benign, and frequently encapsulated. Although it is occasionally invasive, metastases are extremely rare. It consists of any type of thymic epithelial cell as well as lymphocytes that are usually abundant. Malignant lymphomas that involve the thymus, e.g., lymphosarcoma, Hodgkin's disease (previously termed granulomatous thymoma), should not be regarded as thymoma. (From Stedman, 25th ed)	1.96	1
Carcinoma, Colloid [description not available]	2	1
Carcinoma, Epidermoid [description not available]	2	1
Adenocarcinoma, Mucinous An adenocarcinoma producing mucin in significant amounts. (From Dorland, 27th ed)	2	1
Carcinoma, Squamous Cell A carcinoma derived from stratified SQUAMOUS EPITHELIAL CELLS. It may also occur in sites where glandular or columnar epithelium is normally present. (From Stedman, 25th ed)	2	1

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