4- (N- methyl- N- nitrosamino)- 1- (3- pyridyl)- 1- butanone

structure; from tobacco smoke

Also Known As:

4'-(nitrosomethylamino)-1-(3-pyridyl)-1-butanone; 4-(N-nitrosomethylamino)-1-(3-pyridyl)-1-butanone; 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone; 4-(methylnitrosoamino)-1-(3-pyridyl)-1-butanone; NNK cpd

Networked: 328 relevant articles (7 outcomes, 56 trials/studies)

Relationship Network

Bio-Agent Context: Research Results

Organic Chemicals: 133
- Nitroso Compounds: 446
  - Nitrosamines: 1539
    - 4-(N-methyl-N-nitrosamino)-1-(3-pyridyl)-1-butanone: 328

Experts

1.	Hecht, Stephen S: 29 articles (01/2022 - 04/2002)
2.	Upadhyaya, Pramod: 27 articles (01/2022 - 04/2002)
3.	Kassie, Fekadu: 15 articles (01/2022 - 07/2007)
4.	Imaida, Katsumi: 13 articles (12/2014 - 11/2003)
5.	Yokohira, Masanao: 13 articles (12/2014 - 11/2003)
6.	Saoo, Kousuke: 10 articles (12/2014 - 11/2003)
7.	Yamakawa, Keiko: 10 articles (12/2014 - 03/2006)
8.	Xing, Chengguo: 9 articles (01/2022 - 11/2008)
9.	Carmella, Steven G: 8 articles (03/2016 - 04/2002)
10.	Kuno, Toshiya: 7 articles (12/2013 - 09/2008)

Related Diseases

1.	Carcinogenesis 11/01/2014 - "Previous studies have demonstrated that pulmonary P450-mediated bioactivation is necessary for lung tumorigenesis induced by the tobacco-specific lung procarcinogen 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK), and that CYP2A5 mediates a noteworthy fraction, but not all, of NNK bioactivation in the lung. " 05/01/2011 - "A mechanistic study on how 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) promotes gastric carcinogenesis is lacking. " 02/01/2002 - "The present study was undertaken to estimate the effect of acerola cherry extract (ACE) pretreatment on cell proliferation and the activation of Ras signal pathway at a promotion stage of lung tumorigenesis in mice treated with 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK). " 12/28/2001 - "Present study was conducted to test whether these MJs could modify carcinogenesis in other organ, lung initiated with 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) in male A/J mice. " 06/15/1993 - "A study of tobacco carcinogenesis: effect of the fat content of the diet on the carcinogenic activity of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone in F344 rats."
2.	Neoplasms (Cancer) 05/01/2006 - "The results of this study show substantial uptake of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone in infants exposed to ETS and support the concept that persistent ETS exposure in childhood could be related to cancer later in life." 01/01/1994 - "Our previous studies have demonstrated that doses of 300-50 mg/kg 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) injected subcutaneously into pregnant hamsters cause a 44% incidence of respiratory-tract tumors in the offspring. " 01/01/1992 - "In this study, EA at a dose of 4 g/kg diet inhibited multiplicity of tumors induced by 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) in A/J mice by 54%. " 11/17/2022 - "Finally, 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) intoxication led to the formation tumors in lungs of A/J mice and alternate day intranasal treatment with low dose of recombinant SARS-CoV-2 spike S1 from 22-weeks of NNK insult (late stage) induced apoptosis and tumor regression in the lungs. " 01/01/2022 - "4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) is the main metabolite of tobacco burning and has been shown to be associated with cancer development and chemoresistance. "
3.	Lung Neoplasms (Lung Cancer) 09/01/2008 - "Establishment of a bioassay model for lung cancer chemoprevention initiated with 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) in female A/J mice." 08/15/2007 - "The lung-Cpr-null mouse was studied to resolve whether pulmonary P450 plays a major role in 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK)-induced lung cancer by producing carcinogenic metabolites in the target tissue. " 03/22/2017 - "In this study, we determined the inhibitory effects of 5DN and its two major metabolites in the 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK)-induced lung tumorigenesis mouse model as well as in human and mouse lung cancer cell models. " 01/01/2023 - "Then nitrosamines 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK)-induced lung cancer mouse model and A549 cells were used to study the effect of Stenotrophomonas maltophilia (S. " 01/28/2016 - "This study aimed to determine the in vivo role of TXS in lung cancer induced by 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK), a smoking carcinogen. "
4.	Non-Small-Cell Lung Carcinoma (Carcinoma, Non-Small Cell Lung) 01/15/2008 - "The study examined the levels of iNOS/NO in nonsmall-cell lung cancer (NSCLC) tissues of smokers and nonsmokers and in NSCLC cells (NCI-H23) treated by 4-(N-Methyl-N-nitrosamino)-1-(3-pyridyl)-1-butanone (NNK), a potent tobacco-specific carcinogen. " 01/28/2016 - "Tumorigenesis of smoking carcinogen 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone is related to its ability to stimulate thromboxane synthase and enhance stemness of non-small cell lung cancer stem cells." 03/10/2014 - "To study epidermal growth factor receptor-tyrosine kinase inhibitor (EGFR-TKI) resistance mechanisms, we established a novel gefitinib-resistant lung cancer cell line derived from an EGFR-mutant non-small cell lung cancer cell line (PC-9) pretreated with 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (designated PC9-GR). "
5.	Chronic Obstructive Pulmonary Disease (COPD) 01/01/2021 - "In this study, we used LC-MS/MS to measure the archetypical tobacco-specific carcinogenic 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK), its major metabolite, 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol (NNAL), three biomarkers of oxidative stress (8-oxo-7,8-dihydroguanine, 8-oxoGua; 8-oxo-7,8-dihydro-2'-deoxyguanosine, 8-oxodGuo; 8-oxo-7,8-dihydroguanosine, 8-oxoGuo) and two biomarkers of alkylating stress (N7-methylguanine, N7-MeGua and N3-methyladenine, N3-MeAde), in the urine of smoking and non-smoking COPD patients and healthy controls. " 11/13/2020 - "In this study, we compared the status of immune cells and immune checkpoint proteins in lung tumors induced by the tobacco smoke carcinogen 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) or NNK + lipopolysaccharide (LPS), a model for COPD-associated lung tumors. "

Related Drugs and Biologics

1.	Carcinogens
2.	Benzo(a)pyrene
3.	Smoke
4.	3,3'-diindolylmethane (diindolylmethane)
5.	indole-3-carbinol
6.	Lipopolysaccharides
7.	7,8-dihydromethysticin
8.	1,4-phenylenebis(methylene)selenocyanate
9.	Drinking Water
10.	Arachidonate 5-Lipoxygenase (5 Lipoxygenase)

Related Therapies and Procedures

1.	Chemoprevention
2.	Intraperitoneal Injections
3.	Aftercare (After-Treatment)
4.	Cardiopulmonary Resuscitation (CPR)
5.	Subcutaneous Injections