64091-91-4
64091-91-4 structure
- Name: nnk
- Chemical Name: 4-(N-nitrosomethylamino)-1-(3-pyridyl)butan-1-one
- CAS Number: 64091-91-4
- Molecular Formula: C10H13N3O2
- Molecular Weight: 207.229
- Catalog: analytical chemistry Standard Food and beverage standards
- Create Date: 2019-01-14 18:39:51
- Modify Date: 2026-07-13 18:27:34
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NNK is a nicotine-nitrosated derivative. NNK simultaneously stimulates Bcl2 phosphorylation exclusively at Ser70 and c-Myc at Thr58 and Ser62 through activation of both ERK1/2 and PKCα[1]. NNK induces survival and proliferation of human lung cancer cells. NNK can be used for lung cancer mice model structure[2].
| Name | 4-(N-nitrosomethylamino)-1-(3-pyridyl)butan-1-one |
|---|---|
| Synonyms |
NNK, 10 mM in DMSO
NNK 4-(Methylnitrosamino)-1-(3-pyridinyl)-1-butanone, NNK MFCD00274580 n-methyl-n-nitroso-4-oxo-4-(3-pyridyl)butylamine 4-(N-Nitrosomethylamino)-1-(3-pyridyl)butan-1-one 4-(N-METHYLNITROSAMINO)-1-(3-PYRIDINYL)-1-BUTANONE ketone,3-pyridyl3-(n-methyl-n-nitrosamino)propyl YC/-2004 Nitrosamines Mixture 689 1000 μg/mL in Dichloromethane 4-(N-Nitroso-N-methylamino)-1-(3-pyridyl)-1-butanone 1-(3-Pyridyl)-4-(methylnitrosoamino)-1-butanone Chebi 4-(Methylnitrosoamino)-1-(3-pyridinyl)-1-butanone 4-[Methyl(nitroso)amino]-1-(3-pyridinyl)-1-butanone 4-(1-Methyl-2-oxohydrazino)-1-(3-pyridinyl)-1-butanone Nitrosamine Mixture 697 μg/mL in Acetonitrile 4-(N-Nitrosomethylamino)-1-(3-pyridyl)-1-butanone 3-Pyridyl 3-(N-methyl-N-nitrosoamino)propyl ketone 4-(methylnitrosoamino)-1-(3-pyridinyl)-1-butanon 4-(N-METHYL-N-NITROSOAMINO)-1-(3-PYRIDYL)-1-BUTANONE 4-(METHYLNITROSAMINO)-(3-PYRIDYL)-1-BUTANONE 4-(nitrosoamino-n-methyl)-1-(3-pyridyl)-1-butanone 4-(METHYLNITROSAMINE)-1-(3-PYRIDYL)-1-BUTANONE 4-(N-Methyl-N-nitrosamino)-1-(3-pyridyl)-1-butanon 4-(n-methyl-n-nitrosamino)-1-(3-pyridyl)-1-butanone 4-(MethylnitrosaMino)-1-(3-pyridyl)-1-butanone (1.0 Mg/ML in Acetonitrile) 4-(n-methyl-n-nitrosoamino)-4-(3-pyridyl)-1-butanone 4-(METHYL-N-NITROSAMINO)-1-(3-PYRIDYL)-1-BUTANONE 4-(Methylnitrosoamino)-1-(3-pyridinyl)-1-butanone,4-(Methylnitrosamino)-1-(3-pyridinyl)-1-butanone, NNK N-Nitrosonornicotine ketone Nnk (ccinogen) 5-(N-Methyl-N-Nitrosamino)-1-(3-pyridyl)-1-butanone Bcl2,inhibit,Inhibitor,NNK,Nicotine-nitrosated derivative,Lung cancer,c-Myc,Phosphorylation,Cell proliferation,Endogenous Metabolite 4-(NITROSOMETHYLAMINO)-1-(3-PYRIDYL)-1-BUTANONE 4-(METHYLNITROSAMINO)-1-(3-PYRIDYL)-BUTANONE 4-(N-Methyl-N-nitrosoamino)-1-(3-pyridyl)-1-butanone in acetonitrile 4-(METHYLNITROSAMINO)-1-(3-PYRIDYL)-1-BUTANONE 4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK), 100 μg/mL in Acetonitrile Ozone/NNK 4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) solution 4-[Methyl(nitroso)amino]-1-(pyridin-3-yl)butan-1-one Nicotine-derived nitrosamine ketone 4-(n-nitrosomethylamino)-1-(3-pyridyl)-1-butanone 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone 4-(N-Methylnitrosoamino)-1-(3-pyridyl)-1-butanone 4-(METHYLNITROSAMINO)-1-(3-PYRIDIYL)-1-BUTANONE N-Nitrosonornicotine-ketone(mixture of isomers) N-methyl-N-(4-oxo-4-pyridin-3-ylbutyl)nitrous amide NNK 100 UG/ML IN NONANE/ETHANOL (9:1) |
| Description | NNK is a nicotine-nitrosated derivative. NNK simultaneously stimulates Bcl2 phosphorylation exclusively at Ser70 and c-Myc at Thr58 and Ser62 through activation of both ERK1/2 and PKCα[1]. NNK induces survival and proliferation of human lung cancer cells. NNK can be used for lung cancer mice model structure[2]. |
|---|---|
| Related Catalog | |
| Target |
Human Endogenous Metabolite |
| In Vitro | NNK (100 pM; 0-60 min) stimulates activation of PKCα and MAPKs ERK1/2 that directly induce c-Myc phosphorylation[1]. NNK (100 pM; 96 hours) enhances proliferation of cells expressing WT but not AA c-Myc mutant[1]. Western Blot Analysis Cell Line: NCI-H82 cells[1] Concentration: 100 pM Incubation Time: 0-60 min Result: Stimulated activation of PKCα and MAPKs ERK1/2 that directly induced c-Myc phosphorylation. Apoptosis Analysis Cell Line: H1299 lung cancer cells[1] Concentration: 100 pM Incubation Time: 96 hours Result: Enhanced proliferation of cells expressing WT but not T58A/S62A c-Myc mutant. |
| References |
| Density | 1.2±0.1 g/cm3 |
|---|---|
| Boiling Point | 423.9±25.0 °C at 760 mmHg |
| Melting Point | 63-65ºC |
| Molecular Formula | C10H13N3O2 |
| Molecular Weight | 207.229 |
| Flash Point | 210.2±23.2 °C |
| Exact Mass | 207.100784 |
| PSA | 62.63000 |
| LogP | 0.09 |
| Vapour Pressure | 0.0±1.0 mmHg at 25°C |
| Index of Refraction | 1.557 |
| Storage condition | Amber Vial, -20°C Freezer |
| Stability | Stable. Incompatible with strong oxidizing agents. |
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATAACUTE TOXICITY DATA
MUTATION DATA
|
| Symbol |
GHS06, GHS08 |
|---|---|
| Signal Word | Danger |
| Hazard Statements | H301-H317-H351 |
| Precautionary Statements | P280-P301 + P310 |
| Personal Protective Equipment | Eyeshields;Faceshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges |
| Hazard Codes | Xn |
| Risk Phrases | R26/27/28;R45 |
| Safety Phrases | S45-S53 |
| RIDADR | UN 2811 |
| RTECS | OB6465000 |
| Packaging Group | II |
| Hazard Class | 6.1 |
|
~43%
64091-91-4 |
| Literature: Pathak, Tanmaya; Thomas, Noel F.; Akhtar, Mahmoud; Gani, David Tetrahedron, 1990 , vol. 46, # 5 p. 1733 - 1744 |
| Precursor 1 | |
|---|---|
| DownStream 1 | |
