ChemicalBook > CAS DataBase List > 4-(N-NITROSOMETHYLAMINO)-1-(3-PYRIDYL)-1-BUTANONE

4-(N-NITROSOMETHYLAMINO)-1-(3-PYRIDYL)-1-BUTANONE

Product Name
4-(N-NITROSOMETHYLAMINO)-1-(3-PYRIDYL)-1-BUTANONE
CAS No.
64091-91-4
Chemical Name
4-(N-NITROSOMETHYLAMINO)-1-(3-PYRIDYL)-1-BUTANONE
Synonyms
NNK;Chebi:32692;Nnk (carcinogen);Nicotine-derived nitrosamine ketone;NNK 100 UG/ML IN NONANE/ETHANOL (9:1);4-(METHYLNITROSAMINO)-(3-PYRIDYL)-1-BUTANONE;4-(METHYLNITROSAMINO)-1-(3-PYRIDYL)-BUTANONE;4-(METHYLNITROSAMINO)-1-(3-PYRIDYL)-1-BUTANONE;4-(METHYLNITROSAMINE)-1-(3-PYRIDYL)-1-BUTANONE;1-(3-Pyridyl)-4-(methylnitrosoamino)-1-butanone
CBNumber
CB0775599
Molecular Formula
C10H13N3O2
Formula Weight
207.23
MOL File
64091-91-4.mol
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4-(N-NITROSOMETHYLAMINO)-1-(3-PYRIDYL)-1-BUTANONE Property

Melting point:
63-65°C
Boiling point:
346.25°C (rough estimate)
Density 
1.1933 (rough estimate)
refractive index 
1.4830 (estimate)
Flash point:
9℃
storage temp. 
Amber Vial, -20°C Freezer
solubility 
DMF: 30 mg/ml, DMSO: 25 mg/ml, Ethanol: 25 mg/ml,
pka
3.19±0.10(Predicted)
form 
Solid
color 
White to light yellow
BRN 
3548355
Stability:
Stable. Incompatible with strong oxidizing agents.
InChI
InChI=1S/C10H13N3O2/c1-13(12-15)7-3-5-10(14)9-4-2-6-11-8-9/h2,4,6,8H,3,5,7H2,1H3
InChIKey
FLAQQSHRLBFIEZ-UHFFFAOYSA-N
SMILES
C(C1=CC=CN=C1)(=O)CCCN(C)N=O
CAS DataBase Reference
64091-91-4
IARC
1 (Vol. Sup 7, 89, 100E) 2012
EPA Substance Registry System
4-(Nitrosomethylamino)-1-(3-pyridyl)-1-butanone (64091-91-4)
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Safety

Hazard Codes 
Xn,T,F
Risk Statements 
26/27/28-45-43-40-22-39/23/24/25-23/24/25-11
Safety Statements 
45-53-36/37-16
RIDADR 
2811
WGK Germany 
3
RTECS 
OB6465000
HazardClass 
6.1
PackingGroup 
II
HS Code 
38220090
Hazardous Substances Data
64091-91-4(Hazardous Substances Data)
Toxicity
LD50 intraperitoneal in mouse: 1gm/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

H317May cause an allergic skin reaction

H351Suspected of causing cancer

Precautionary statements

P201Obtain special instructions before use.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
N-076
Product name
4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) solution
Purity
1.0?mg/mL in methanol, ampule of 1?mL, certified reference material, Cerilliant?
Packaging
1mL
Price
$146
Updated
2024/03/01
Sigma-Aldrich
Product number
78013
Product name
4-(Methylnitrosoamino)-1-(3-pyridinyl)-1-butanone
Purity
analytical standard
Packaging
10mg
Price
$213
Updated
2024/03/01
Alfa Aesar
Product number
L14860
Product name
4-(N-Nitrosomethylamino)-1-(3-pyridyl)-1-butanone, 98+%
Packaging
25mg
Price
$113
Updated
2021/12/16
Cayman Chemical
Product number
16414
Product name
4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone
Packaging
5mg
Price
$86
Updated
2024/03/01
Cayman Chemical
Product number
16414
Product name
4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone
Packaging
25mg
Price
$336
Updated
2021/12/16
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4-(N-NITROSOMETHYLAMINO)-1-(3-PYRIDYL)-1-BUTANONE Chemical Properties,Usage,Production

Chemical Properties

Off-White Crystals

Uses

This compound was present in the highest concentrations in smokeless tobacco out of the nitrosamines identified. Readily produces cancer in rats and hamsters

Production Methods

NNK is not produced commercially. NNK is formed by oxidation and nitrosation of nicotine and is produced during the curing, aging, processing, and smoking of tobacco. NNK has been found in tobacco at levels up to 35 mg/kg, in snuff up to 8.3 mg/kg, and in cigarette smoke up to 0.5 mg per cigarette (179, 193). Common cigarette filters considerably reduce the amount of NNK that reaches the smoker. NNK is extracted from snuff by the saliva of users, and as much as 0.2 μg/g of saliva has been measured. Potential exposure to NNK is widespread also among those exposed to sidestream smoke and has been detected at 0.2–15.7 μg/ cigarette. Evidence from one comparative study of tobacco-specific nitrosamines in cigarettes suggests that levels of NNK (measured as a sum of all tobacco-specific nitrosamines) are higher in non-Moldovan cigarette tobacco and Moldovan blended cigarettes, suggesting that current tobacco production and manufacturing technologies may create conditions that favor N-nitrosation of alkaloids and other tobacco constituents.

Definition

ChEBI: 4-(N-nitrosomethylamino)-1-(3-pyridyl)butan-1-one is a nitrosamine and a member of pyridines.

General Description

Pale yellow crystalline solid.

Air & Water Reactions

4-(N-NITROSOMETHYLAMINO)-1-(3-PYRIDYL)-1-BUTANONE may be sensitive to prolonged exposure to air and light.

Reactivity Profile

A nitrated amine and ketone. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides. Ketones are reactive with many acids and bases liberating heat and flammable gases (e.g., H2). The amount of heat may be sufficient to start a fire in the unreacted portion of the ketone. Ketones react with reducing agents such as hydrides, alkali metals, and nitrides to produce flammable gas (H2) and heat. Ketones are incompatible with isocyanates, aldehydes, cyanides, peroxides, and anhydrides. They react violently with aldehydes, HNO3, HNO3 + H2O2, and HClO4.

Fire Hazard

Flash point data for 4-(N-NITROSOMETHYLAMINO)-1-(3-PYRIDYL)-1-BUTANONE are not available; however, 4-(N-NITROSOMETHYLAMINO)-1-(3-PYRIDYL)-1-BUTANONE is probably combustible.

Safety Profile

Confirmed carcinogen with experimental carcinogenic and neoplastigenic data. An experimental teratogen. Mutation data reported. A flammable liquid. When heated to decomposition it emits toxic fumes of NOx.

Carcinogenicity

4-(N-Nitrosomethylamino)-1-(3-pyridyl)-1-butanone (NNK) is reasonably anticipated to be a human carcinogen based on sufficient evidence of carcinogenicity from studies in experimental animals.

4-(N-NITROSOMETHYLAMINO)-1-(3-PYRIDYL)-1-BUTANONE Preparation Products And Raw materials

Raw materials

Preparation Products

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4-(N-NITROSOMETHYLAMINO)-1-(3-PYRIDYL)-1-BUTANONE Suppliers

Hubei Qingbei Yunyan Pharmaceutical Technology Co., Ltd
Tel
18162595016; 18162595016
Email
3287908757@qq.com
Country
China
ProdList
9122
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
94657
Advantage
76
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15839
Advantage
69
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30123
Advantage
84
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44689
Advantage
61
Beijing Ouhe Technology Co., Ltd
Tel
010-82967028 13552068683
Fax
+86-10-82967029
Email
2355560935@qq.com
Country
China
ProdList
12438
Advantage
60
Accela ChemBio Co.,Ltd.
Tel
021-50795510 4000665055
Fax
021-50795055
Email
sales@accelachem.com
Country
China
ProdList
11655
Advantage
64
Chemsky(shanghai)International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32321
Advantage
50
ChemStrong Scientific Co.,Ltd
Tel
0755-0755-66853366 13670046396
Fax
0755-28363542
Email
sales@chem-strong.com
Country
China
ProdList
18043
Advantage
56
Shanghai Macklin Biochemical Co.,Ltd.
Tel
15221275939 15221275939
Fax
021-50706099
Email
shenlinxing@macklin.cn
Country
China
ProdList
16166
Advantage
55

64091-91-4, 4-(N-NITROSOMETHYLAMINO)-1-(3-PYRIDYL)-1-BUTANONERelated Search:


  • 4-(1-Methyl-2-oxohydrazino)-1-(3-pyridinyl)-1-butanone
  • 4-(methylnitrosoamino)-1-(3-pyridinyl)-1-butanon
  • 4-(nitrosoamino-n-methyl)-1-(3-pyridyl)-1-butanone
  • 4-(Methylnitrosoamino)-1-(3-pyridinyl)-1-butanone
  • 1-(3-Pyridyl)-4-(methylnitrosoamino)-1-butanone
  • 3-Pyridyl 3-(N-methyl-N-nitrosoamino)propyl ketone
  • 4-(N-Methylnitrosoamino)-1-(3-pyridyl)-1-butanone
  • 4-(N-Nitrosomethylamino)-1-(3-pyridyl)butan-1-one
  • 4-[Methyl(nitroso)amino]-1-(pyridin-3-yl)butan-1-one
  • Chebi:32692
  • Nnk (carcinogen)
  • 4-(Methylnitrosoamino)-1-(3-pyridinyl)-1-butanone,4-(Methylnitrosamino)-1-(3-pyridinyl)-1-butanone, NNK
  • 4-(N-METHYL-N-NITROSOAMINO)-1-(3-PYRIDYL)-1-BUTANONE
  • 4-(N-NITROSOMETHYLAMINO)-1-(3-PYRIDYL)-1-BUTANONE
  • 4-(METHYLNITROSAMINO)-1-(3-PYRIDYL)-1-BUTANONE
  • NNK 100 UG/ML IN NONANE/ETHANOL (9:1)
  • 4-(MethylnitrosaMino)-1-(3-pyridyl)-1-butanone (1.0 Mg/ML in Acetonitrile)
  • 4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) solution
  • 4-(N-Methyl-N-nitrosamino)-1-(3-pyridyl)-1-butanon
  • 4-(N-Nitrosomethylamino)-1-(3-pyridyl)-1-butanone, 98+%
  • 4-(Methylnitrosamino)-1-(3-pyridinyl)-1-butanone, NNK
  • 4-(n-methyl-n-nitrosamino)-1-(3-pyridyl)-1-butanone
  • 4-(n-methyl-n-nitrosoamino)-4-(3-pyridyl)-1-butanone
  • 4-(N-Nitroso-N-methylamino)-1-(3-pyridyl)-1-butanone
  • ketone,3-pyridyl3-(n-methyl-n-nitrosamino)propyl
  • n-methyl-n-nitroso-4-oxo-4-(3-pyridyl)butylamine
  • NNK
  • 4-(METHYLNITROSAMINE)-1-(3-PYRIDYL)-1-BUTANONE
  • 4-(NITROSOMETHYLAMINO)-1-(3-PYRIDYL)-1-BUTANONE
  • 4-(METHYLNITROSAMINO)-1-(3-PYRIDIYL)-1-BUTANONE
  • 4-(METHYLNITROSAMINO)-(3-PYRIDYL)-1-BUTANONE
  • 4-(METHYLNITROSAMINO)-1-(3-PYRIDYL)-BUTANONE
  • 4-(N-METHYLNITROSAMINO)-1-(3-PYRIDINYL)-1-BUTANONE
  • 4-(METHYL-N-NITROSAMINO)-1-(3-PYRIDYL)-1-BUTANONE
  • Nicotine-derived nitrosamine ketone
  • Bcl2,inhibit,Inhibitor,NNK,Nicotine-nitrosated derivative,Lung cancer,c-Myc,Phosphorylation,Cell proliferation,Endogenous Metabolite
  • N-Nitrosonornicotine-ketone(mixture of isomers)
  • 5-(N-Methyl-N-Nitrosamino)-1-(3-pyridyl)-1-butanone
  • 4-(N-Methyl-N-nitrosoamino)-1-(3-pyridyl)-1-butanone in acetonitrile
  • 64091-91-4
  • Mutagenesis Research Chemicals
  • Aromatics
  • Nicotine Derivatives