Type	HazMat fee for 500 gram (Estimated)
Excepted Quantity	USD 0.00
Limited Quantity	USD 15-60
Inaccessible (Haz class 6.1), Domestic	USD 80+
Inaccessible (Haz class 6.1), International	USD 150+
Accessible (Haz class 3, 4, 5 or 8), Domestic	USD 100+
Accessible (Haz class 3, 4, 5 or 8), International	USD 200+

CAS No. :	64091-91-4
Formula :	C₁₀H₁₃N₃O₂
M.W :	207.23
SMILES Code :	O=C(C1=CC=CN=C1)CCCN(N=O)C
MDL No. :	MFCD00274580
InChI Key :	FLAQQSHRLBFIEZ-UHFFFAOYSA-N
Pubchem ID :	47289

GHS Pictogram:
Signal Word:	Danger
Hazard Statements:	H301-H317-H351
Precautionary Statements:	P280-P301+P310
Class:	6.1
UN#:	2811
Packing Group:	Ⅲ

MLE-12 cells	10 µM	24 hours	NNK significantly increased AGT protein expression.	Exp Mol Med. 2023 Jun;55(6):1131-1144
DMS79 cells	10 µM	48 and 72 hours	NNK treatment significantly increased DNMT1 expression	Sci Rep. 2018 Mar 20;8(1):4903
A549	10 mM	12 hours	NNK upregulated CD36 expression and promoted cell proliferation, migration, and invasion.	iScience. 2023 Jul 27;26(8):107477
Bet1A	10 mM	12 hours	NNK upregulated CD36 expression and promoted cell proliferation, migration, and invasion.	iScience. 2023 Jul 27;26(8):107477
NCI-H23	10 mM	12 hours	NNK upregulated CD36 expression and promoted cell proliferation, migration, and invasion.	iScience. 2023 Jul 27;26(8):107477
Alveolar type II cells	0.1 µM and 1.2 µM	180 minutes	To study the metabolism of NNK in the lung and the distribution of its metabolites, it was found that NNK is metabolized in the lung primarily through detoxification pathways, with approximately 55% of metabolites formed through detoxification pathways and roughly 30% through bioactivation pathways.	Drug Metab Dispos. 2010 May;38(5):752-60
HBEL/p53i cells	10 µM	2 weeks	NNK significantly increased foci formation, which was significantly abrogated by treatment with an ACE inhibitor or AGTR1 antagonist.	Exp Mol Med. 2023 Jun;55(6):1131-1144
BEAS-2B cells	10 µM	24 hours	NNK induced AGT expression and secretion of AngII, leading to the acquisition of transformed phenotypes in lung epithelial cells.	Exp Mol Med. 2023 Jun;55(6):1131-1144
H1299	10 µM	24 hours	NNK increased DNMT1 protein levels and resulted in hypermethylation of TSG promoters	J Clin Invest. 2010 Feb;120(2):521-32
A549	10 µM	24 hours	NNK increased DNMT1 protein levels and resulted in hypermethylation of TSG promoters	J Clin Invest. 2010 Feb;120(2):521-32
IMR90	10 µM	24 hours	NNK increased DNMT1 protein levels and resulted in hypermethylation of TSG promoters	J Clin Invest. 2010 Feb;120(2):521-32
BEAS-2B cells	50, 100, 200 mg/L	24 hours	To detect the expression level of RRM2-C2orf48 in BEAS-2B cells after NNK treatment, results showed that 200 mg/L dose significantly upregulated RRM2-C2orf48 expression	iScience. 2022 Dec 2;26(1):105708
BEAS-2B cells	50, 100, 200, 400 mg/L	24 hours	To assess the effect of NNK on the viability of BEAS-2B cells, results showed that NNK reduced cell viability in a dose-dependent manner	iScience. 2022 Dec 2;26(1):105708
H1299 cells	100 pM	24 hours	NNK significantly enhances migration and invasion of H1299 cells and accelerates wound healing.	Cancer Lett. 2012 May 1;318(1):106-13
B-Vector cells	265.04 µM	24 hours	Evaluate the cytotoxicity of NNK in B-Vector cells, results showed B-Vector cells were moderately sensitive to NNK	Molecules. 2022 Jul 29;27(15):4851
B-2A13 cells	24.52 µM	24 hours	Evaluate the cytotoxicity of NNK in B-2A13 cells, results showed B-2A13 cells were more sensitive to NNK	Molecules. 2022 Jul 29;27(15):4851
BEAS-2B cells	376.14 µM	24 hours	Evaluate the cytotoxicity of NNK in BEAS-2B cells, results showed BEAS-2B cells were less sensitive to NNK	Molecules. 2022 Jul 29;27(15):4851
FaDu (human hypopharyngeal squamous cancer cells)	1 µM and 2 µM	24 hours	To investigate the effect of NNK on MSH2 and MLH1 protein and mRNA expression in FaDu cells. Results showed that NNK significantly upregulated miR-21 and miR-155, downregulated miR-422a, and reduced MSH2 and MLH1 protein and mRNA expression. Inhibition of miR-21 restored NNK-induced reduction in MSH2 expression.	Cells. 2020 Apr 21;9(4):1031
NCI-H1703 (human lung squamous cancer cells)	1 µM and 2 µM	24 hours	To investigate the effect of NNK on MSH2 and MLH1 protein and mRNA expression in NCI-H1703 cells. Results showed that NNK significantly upregulated miR-21 and miR-155, downregulated miR-422a, and reduced MSH2 and MLH1 protein and mRNA expression. Inhibition of miR-21 restored NNK-induced reduction in MSH2 expression.	Cells. 2020 Apr 21;9(4):1031
Het-1A cells	1 µM	24 hours	NNK stimulated expression of oncogenic genes, including ETS1, NRAS and SRC, which could be abolished in the presence of rSLURP-1.	Life Sci. 2012 Nov 27;91(21-22):1122-5
BEP2D cells	1 µM	24 hours	NNK stimulated expression of oncogenic genes, including MYB and PIK3CA, which could be abolished in the presence of rSLURP-1.	Life Sci. 2012 Nov 27;91(21-22):1122-5
MRC-5 cells	10 µM	24, 48, and 72 hours	NNK treatment significantly reduced GRα mRNA and protein expression levels and caused accumulation of DNMT1 at GR promoters 1B and 1F	Sci Rep. 2018 Mar 20;8(1):4903
Panc-1	1 µM	24-48 hours	NNK significantly enhanced the colony formation ability and spherogenesis of pancreatic cancer cells, while increasing the expression levels of stem cell markers OCT-4, SOX-2, and Nanog.	Mol Oncol. 2022 Aug;16(15):2881-2895
BxPC-3	1 µM	24-48 hours	NNK significantly enhanced the colony formation ability and spherogenesis of pancreatic cancer cells, while increasing the expression levels of stem cell markers OCT-4, SOX-2, and Nanog.	Mol Oncol. 2022 Aug;16(15):2881-2895
NCI-H23 cells	10 µM	28 days	To study the role of TCTP in NNK-induced EMT, results showed up-regulation of TCTP and vimentin expression	J Transl Med. 2020 Feb 11;18(1):66
Bet1A cells	10 µM	28 days	To study the role of TCTP in NNK-induced EMT, results showed up-regulation of TCTP and vimentin expression	J Transl Med. 2020 Feb 11;18(1):66
Beas-2B	10 µM	6 hours	DNMT1 protein returned to basal levels 2–6 hours after discontinuation of NNK treatment	J Clin Invest. 2010 Feb;120(2):521-32
LLC	25 µM	72 hours	NNK significantly upregulated IDO1 expression but did not affect IDO2, TDO, or TPH1 expression.	Signal Transduct Target Ther. 2022 Sep 7;7(1):311
EPLC-32M	25 µM	72 hours	NNK significantly upregulated IDO1 expression but did not affect IDO2, TDO, or TPH1 expression.	Signal Transduct Target Ther. 2022 Sep 7;7(1):311
A549	25 µM	72 hours	NNK significantly upregulated IDO1 expression but did not affect IDO2, TDO, or TPH1 expression.	Signal Transduct Target Ther. 2022 Sep 7;7(1):311
16HBE	25 µM	72 hours	NNK significantly upregulated IDO1 expression but did not affect IDO2, TDO, or TPH1 expression.	Signal Transduct Target Ther. 2022 Sep 7;7(1):311
CAL-27 cells	5 µM	96 hours	NNK stimulates DEPDC1 expression by promoting the methylation of its gene body through increased DNMT1 expression in OSCC cells.	Am J Cancer Res. 2020 Jun 1;10(6):1745-1760
HSC-3 cells	5 µM	96 hours	NNK stimulates DEPDC1 expression by promoting the methylation of its gene body through increased DNMT1 expression in OSCC cells.	Am J Cancer Res. 2020 Jun 1;10(6):1745-1760
2B-NNK cells	100 mg/L	multiple exposures	To evaluate the effect of RRM2-C2orf48 overexpression on NNK-induced malignant transformation of BEAS-2B cells, results showed that RRM2-C2orf48 overexpression accelerated malignant transformation	iScience. 2022 Dec 2;26(1):105708

Fischer 344 rats	Isolated perfused rat lung (IPRL) model	Perfusion	0.1 μM and 1.2 μM	Single perfusion, lasting 180 minutes	To study the metabolism of NNK in the lung and the formation of DNA adducts, it was found that NNK is metabolized in the lung primarily through detoxification pathways, with approximately 55% of metabolites formed through detoxification pathways and roughly 30% through bioactivation pathways. The addition of PEITC significantly reduced the formation of oxidative metabolites and increased the formation of NNAL and the percentage of unmetabolized NNK. PEITC also significantly decreased the formation of DNA adducts in the lung tissue.	Drug Metab Dispos. 2010 May;38(5):752-60
Mice	NNK-induced lung cancer model and K-rasLA1 transgenic mice	Intravenous injection	10 μM	Once a week for 13 weeks (NNK model) or 5 weeks (K-rasLA1 model)	MiR-124 agomiR significantly suppressed NNK-induced and K-ras mutation-driven lung tumorigenesis	Mol Ther Nucleic Acids. 2017 Dec 15;9:145-154
A/J mice	NNK-induced lung adenocarcinoma model	Intraperitoneal injection	100 mg/kg	Every other day, three times, lasting for 16 weeks	NNK promoted lung adenocarcinoma development through CD36.	iScience. 2023 Jul 27;26(8):107477
A/J mice	A/J mice	Intraperitoneal injection	100 mg/kg	Single injection	To evaluate the protective effect of HB diet against NNK-induced lung tumorigenesis, results showed HB downregulated cyp2a4 and cyp2a5 mRNA expression and facilitated the formation of non-carcinogenic NNK metabolites	Pharmaceuticals (Basel). 2024 Nov 30;17(12):1615
Mice	Pten +/− mice	Intraperitoneal injection	100 mg/kg	Single dose or three doses weekly, lasting 16-24 weeks	To evaluate the effect of NNK on lung tumorigenesis in Pten +/? mice. Results showed that in lung tumor-susceptible pseudo–A/J mice, NNK treatment led to increased lung tumor size in Pten +/? mice but did not increase tumor multiplicity. In lung tumor-resistant C57BL/6 mice, NNK treatment did not induce lung tumors.	Neoplasia. 2008 Aug;10(8):866-72
A/J and C3H mice	Lung tumor model	Intraperitoneal injection	100 mg/kg/day	Every other day for three doses	To study the effect of NNK on lung tumorigenesis in A/J and C3H mice. Results showed that NNK induced lung tumors in A/J mice but not in C3H mice.	Am J Respir Cell Mol Biol. 2007 Jan;36(1):13-9
A/J mice	Lung adenoma model	Intraperitoneal injection	2 mg	Single injection, terminated 24 weeks after treatment	NNK induced increased expression levels of DNMT1, p-AKTser473, p-GSK3βser9, cytoplasmic hnRNP-U, and cytoplasmic βTrCP proteins	J Clin Invest. 2010 Feb;120(2):521-32
Mice	Agt+/+ and Agt+/- mice	Oral gavage	3 μmol	Twice a week for 20 weeks	NNK significantly increased the multiplicity, volume, and load of lung tumor nodules, and these changes were significantly suppressed in Agt+/- mice.	Exp Mol Med. 2023 Jun;55(6):1131-1144
A/J mice	NNK-induced lung cancer model	Injection	50 mg/kg	Twice, one week apart, for 20 weeks	To compare the efficacy of different fat types in ketogenic diets in preventing NNK-induced lung cancer. Results showed that the fish oil-enriched ketogenic diet (FO-KD) was most effective in reducing lung nodule numbers.	Sci Rep. 2024 Mar 7;14(1):5610
A/J mice	Lung cancer model	Gavage	50 mg/kg	Twice a week for 5 weeks	NNK significantly upregulated IDO1 expression in lung tissues and reduced CD8+T cells while increasing Tregs.	Signal Transduct Target Ther. 2022 Sep 7;7(1):311
Ferrets (Mustela putorius furo)	Human lung cancer model	Intraperitoneal injection	50 mg/kg	Once a month for four consecutive months, followed by observation for 24, 26, and 32 weeks	To investigate whether NNK exposure alone induces both preneoplastic and neoplastic lesions in ferret lungs. Results showed that NNK exposure led to preneoplastic lesions (squamous metaplasia, dysplasia, and atypical adenomatous hyperplasia) and tumors (squamous cell carcinoma, adenocarcinoma, and adenosquamous carcinoma) in ferret lungs, with tumor incidence being time-dependent (16.7%, 40.0%, and 66.7% at 24, 26, and 32 weeks, respectively). Additionally, NNK exposure significantly increased α7 nAChR protein expression and showed a tendency for increased phospho-ERK and cyclin D1 protein levels.	Lung Cancer. 2013 Dec;82(3):390-6
A/J mice	NNK-induced lung cancer model	Intraperitoneal injection	50 mg/kg	Two injections, one week apart, for 20 weeks	To investigate the inhibitory effect of soy saponins and isoflavones on NNK-induced lung nodule formation. Results showed that the combination of soy saponins and isoflavones significantly reduced the number of lung nodules and increased plasma isoflavone levels.	Sci Rep. 2025 Apr 13;15(1):12714

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CAS No.: 64091-91-4

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CAS No.: 64091-91-4

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Precautionary Statements-General

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Response

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Preparing Stock Solutions		1mg	5mg	10mg
Preparing Stock Solutions	1 mM 5 mM 10 mM	4.83mL 0.97mL 0.48mL	24.13mL 4.83mL 2.41mL	48.26mL 9.65mL 4.83mL
Dissolving Methods	Animal experiment The prepared working fluid is recommended to be prepared now and used up as soon as possible in a short period of time. The percentage shown in front of the following solvent refers to the volume ratio of the solvent in the final solution; If precipitation or precipitation occurs in the preparation process, it can be assisted by heating and/or ultrasound. Protocol 1

Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed