Dibutylnitrosamine

Details

Stereochemistry	ACHIRAL
Molecular Formula	C8H18N2O
Molecular Weight	158.2413
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCCCN(CCCC)N=O

InChI

InChIKey=YGJHZCLPZAZIHH-UHFFFAOYSA-N

InChI=1S/C8H18N2O/c1-3-5-7-10(9-11)8-6-4-2/h3-8H2,1-2H3

HIDE SMILES / InChI

Molecular Formula	C8H18N2O
Molecular Weight	158.2413
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Determination of volatile nitrosamines in various meat products using comprehensive gas chromatography-nitrogen chemiluminescence detection.	2010-11	20816717
Screening of N-nitrosamines in tap and swimming pool waters using fast gas chromatography.	2010-03	20127916
N-Nitrosopiperidine and N-Nitrosodibutylamine induce apoptosis in HepG2 cells via the caspase dependent pathway.	2009-12	19748591
Myricetin, quercetin, (+)-catechin and (-)-epicatechin protect against N-nitrosamines-induced DNA damage in human hepatoma cells.	2009-10	19628030
Detection and toxicity assessment of nitrosamines migration from latex gloves in the Chinese market.	2009-09	19395309
Synergistic potentiation of D-fraction with vitamin C as possible alternative approach for cancer therapy.	2009-07-30	20360893
Antiapoptotic effects of dietary antioxidants towards N-nitrosopiperidine and N-nitrosodibutylamine-induced apoptosis in HL-60 and HepG2 cells.	2009-07	19301245
Chemoprevention of rat liver toxicity and carcinogenesis by Spirulina.	2009-06-02	19521547
Identification of N-nitrosamines in treated drinking water using nanoelectrospray ionization high-field asymmetric waveform ion mobility spectrometry with quadrupole time-of-flight mass spectrometry.	2009-01	19161662
Organosulfur compounds alone or in combination with vitamin C protect towards N-nitrosopiperidine- and N-nitrosodibutylamine-induced oxidative DNA damage in HepG2 cells.	2008-05-09	18339364
Induction of apoptosis and reactive oxygen species production by N-nitrosopiperidine and N-nitrosodibutylamine in human leukemia cells.	2008-05	17929238
Protective effects of isothiocyanates alone or in combination with vitamin C towards N-nitrosodibutylamine or N-nitrosopiperidine-induced oxidative DNA damage in the single-cell gel electrophoresis (SCGE)/HepG2 assay.	2008-03	17582584
Nitrosamine carcinogens also swim in chlorinated pools.	2008-02-15	18351068
Protective effect of vitamin C towards N-nitrosamine-induced DNA damage in the single-cell gel electrophoresis (SCGE)/HepG2 assay.	2007-10	17512695
Photochemical attenuation of N-nitrosodimethylamine (NDMA) and other nitrosamines in surface water.	2007-09-01	17937298
Evaluating the impacts of membrane type, coating, fouling, chemical properties and water chemistry on reverse osmosis rejection of seven nitrosoalklyamines, including NDMA.	2007-09	17582457
Analysis of nitrosamines by capillary electrospray-high-field asymmetric waveform ion mobility spectrometry-MS with programmed compensation voltage.	2007-05	17367110
Fate and transport of N-nitrosamines under conditions simulating full-scale groundwater recharge operations.	2006-12	17243246
Molecular characterization of tumor associated antigen in mice exposed to a hepatocarcinogen.	2005-03	15881669
N-nitrosodi-n-butylamine.	2004	21089926
High susceptibility of p53 knockout mice to esophageal and urinary bladder carcinogenesis induced by N, N-dibutylnitrosamine.	2003-05-08	12706858
Correlation between induction of DNA fragmentation in urinary bladder cells from rats and humans and tissue-specific carcinogenic activity.	2002-09-30	12204548
N-Nitrosodi-n-butylamine.	2002	15326695
Cytochrome b(5) coexpression increases the CYP2E1-dependent mutagenicity of dialkylnitrosamines in methyltransferase-deficient strains of Salmonella typhimurium.	2001-12-12	11733072
Role of human cytochrome P450 (CYP) in the metabolic activation of N-alkylnitrosamines: application of genetically engineered Salmonella typhimurium YG7108 expressing each form of CYP together with human NADPH-cytochrome P450 reductase.	2001-11-01	11600130
Mutagenicity of nitrosamines in methyltransferase-deficient strains of Salmonella typhimurium coexpressing human cytochrome P450 2E1 and reductase.	2000-11-06	11035158
Identification of the cytochrome P450 isozymes involved in the metabolism of N-nitrosodipropyl-,N-nitrosodibutyl- and N-nitroso-n-butyl-n-propylamine.	1996-04	8625499
Different modifying responses of capsaicin in a wide-spectrum initiation model of F344 rat.	1991-03	1888447
Activation of N-ras gene in a rat hepatocellular carcinoma induced by dibutylnitrosamine and butylated hydroxytoluene.	1987-07	3040652
Effect of sodium phenobarbital and sodium saccharin in AIN-76A diet on carcinogenesis initiated with N-[4-(5-nitro-2-furyl)-2-thiazolyl]formamide and N,N-dibutylnitrosamine in male F344 rats.	1986-12	3779637

Substance Class	Chemical Created by `admin` on `Wed Apr 02 11:35:03 GMT 2025` Edited by `admin` on `Wed Apr 02 11:35:03 GMT 2025`
Record UNII	8K8942WN31
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-6830

Preferred Name

English

Dibutylnitrosamine

Common Name

English

N,N-DIBUTYLNITROSOAMINE [HSDB]

Common Name

English

N-NITROSODI-N-BUTYLAMINE

Common Name

English

1-BUTANAMINE, N-BUTYL-N-NITROSO-

Systematic Name

English

N-BUTYL-N-NITROSO-1-BUTANAMINE

Systematic Name

English

N-NITROSODIBUTYLAMINE

Systematic Name

English

N-NITROSODI-N-BUTYLAMINE [IARC]

Common Name

English

N,N-DI-N-BUTYLNITROSAMINE

Common Name

English

NDBA

Common Name

English

N-NITROSODIBUTYLAMINE [USP-RS]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C45398