N-Nitroso amines, compounds of the structure R2NNO. Compounds RNHNO are not ordinarily isolable, but they, too, are nitrosamines. The name is a contraction of N-nitrosoamine and, as such, does not require the N locant.
| Member | Definition | Role |
|---|
| 4-(methylnitrosamino)-1-(3-pyridyl)-1-butan-1-ol | A member of the class of nitrosamines that is butan-1-ol substituted by a pyridin-3-yl group at position 1 and by a methyl(nitroso)amino group at position 4. It is a major metabolite of nitrosamine 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK), which is a carcinogen found in tobacco and responsible for inducing lung cancer in smokers. | 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol |
| 4-(n-methyl-n-nitrosamino)-1-(3-pyridyl)-1-butanone | | 4-(N-nitrosomethylamino)-1-(3-pyridyl)butan-1-one |
| butyl(3-carboxypropyl)nitrosamine | A nitrosamine that has butyl and 4-carboxybutyl substituents. It is the principal metabolite of the bladder carcinogen N-butyl-N-(4-hydroxybutyl)nitrosamine (BHBN-4). | N-butyl-N-(3-carboxypropyl)nitrosamine |
| butylhydroxybutylnitrosamine | 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. | N-butyl-N-(4-hydroxybutyl)nitrosamine |
| diethylnitrosamine | A nitrosamine that is N-ethylethanamine substituted by a nitroso group at the N-atom. | N-nitrosodiethylamine |
| diisopropanolnitrosamine | A nitrosamine that is dipropylamine in which the hydrogen attached to the nitrogen has been replaced by a nitroso group.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. | N,N-bis(2-hydroxypropyl)nitrosamine |
| dimethylnitrosamine | | N-nitrosodimethylamine |
| hexahydro-1-nitroso-3,5-dinitro-1,3,5-triazine | | 1,3-dinitro-5-nitroso-1,3,5-triazinane |
| n-3-methylbutyl-n-1-methylacetonylnitrosamine | | 3-[(3-Methylbutyl)nitrosoamino]-2-butanone |
| n-amyl-n-methylnitrosamine | A nitrosamine that has methyl and pentyl substituents. It is a potent oesophageal carcinogen. | N-methyl-N-pentylnitrosamine |
| n-ethyl-n-hydroxyethylnitrosamine | A nitrosamine that is N-nitrosodiethylamine in which one of the ethyl froups has been replaced by a 2-hydroxyethyl group.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. | N-ethyl-N-(2-hydroxyethyl)nitrosamine |
| n-nitrosoheptamethyleneimine | | Nitrosoheptamethyleneimine |
| 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. | N-nitrosomorpholine |
| 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. | N-nitrosopiperidine |
| n-nitrososarcosine | A nitrosamine that is sarcosine in which the hydrogen attached to the nitrogen has been replaced by a nitroso group. | N-nitrososarcosine |
| n-nitrosothiazolidine | | N-nitroso-1,3-thiazolidine |
| 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). | nitrosobis(2-oxopropyl)amine |
| trinitrosotrimethylenetriamine | | 1,3,5-trinitroso-1,3,5-triazinane |