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1,2-Naphthoquinone - 95%, high purity , CAS No.524-42-5

4 Citations

≥95%

CAS#: 524-42-5
Formula: C₁₀H₆O₂
Molecular Weight: 158.15
Beilstein Registry Number: 606546
EC Number: 208-360-2
MDL number: MFCD00001698
PubChem CID: 10667

Item Number

N113473

Grouped product items
SKU	Size	Availability	Price
N113473-200mg	200mg	Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding.	$9.90
N113473-250mg	250mg	In stock	$9.90
N113473-1g	1g	Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!	$26.90
N113473-5g	5g	In stock	$101.90
N113473-25g	25g	In stock	$457.90

View related series

Carbonyl compound ketone

Basic Description

Synonyms	BBL027354 \| 1,2-Naphthalenedione \| HSDB 2036 \| NAPHTHOQUINONE, 1,2- \| 1,2-Dihydro-1,2-diketo-naphthalene \| F30116 \| 1,2-NAPHTHOQUINONE \| AM85414 \| BRN 0606546 \| Z324553598 \| DTXSID2060171 \| 1,2-Naphthaquinone \| 1,2-NAPHTHOQUINONE [MI] \| 4-07-00-02417 (Bei
Specifications & Purity	≥95%
Storage Temp	Protected from light,Store at -20°C,Argon charged
Shipped In	Ice chest + Ice pads
Product Description	product description： 1,2-Naphthoquinone is one of the major metabolite of naphthalene, which is responsible for the cytotoxicity and genotoxicity associated with it. 1,2-Naphthoquinone is an atmospheric contaminant. It causes the contraction of trachea smooth muscles in guinea pig through the activation of epidermal growth factor receptor. 1,2-Naphthoquinone has been reported as an environmental quinone in diesel exhaust particles (DEP) and atmospheric particulate matter. application： 1,2-Naphthoquinone was employed as mediator during electrochemical mapping of redox activity in normal human breast (MCF-10A) cells by scanning electrochemical microscopy (SECM).

Associated Targets(Human)

CES1 Tchem Liver carboxylesterase 1 (1 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

ACHE Tclin Acetylcholinesterase (1 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

ACHE Tclin Acetylcholinesterase (18204 Activities)

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THRB Tclin Thyroid hormone receptor beta-1 (7926 Activities)

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POLB Tchem DNA polymerase beta (23632 Activities)

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BCHE Tclin Butyrylcholinesterase (7174 Activities)

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ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

Discover Target: ALDH1A1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CES1 Tchem Acyl coenzyme A:cholesterol acyltransferase (1029 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ALOX15 Tchem Arachidonate 15-lipoxygenase (7108 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PTPRC Tchem Leukocyte common antigen (2317 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PTPN22 Tchem Hematopoietic cell protein-tyrosine phosphatase 70Z-PEP (1215 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HL-60 (67320 Activities)

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HCT-116 (91556 Activities)

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IDO1 Tchem Indoleamine 2,3-dioxygenase (6650 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HSD17B10 Tchem Endoplasmic reticulum-associated amyloid beta-peptide-binding protein (20669 Activities)

Discover Target: HSD17B10

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

APEX1 Tchem DNA-(apurinic or apyrimidinic site) lyase (38016 Activities)

Discover Target: APEX1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)

Discover Target: EHMT2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

KDM4E Tchem Lysine-specific demethylase 4D-like (40243 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

LMNA Tbio Prelamin-A/C (36751 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

RECQL Tbio ATP-dependent DNA helicase Q1 (5575 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HPGD Tchem 15-hydroxyprostaglandin dehydrogenase [NAD+] (24926 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

GMNN Tbio Geminin (128009 Activities)

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KMT2A Tchem Histone-lysine N-methyltransferase MLL (17327 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MBNL1 Tbio Muscleblind-like protein 1 (34431 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

microRNA 21 (64692 Activities)

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BAZ2B Tchem Bromodomain adjacent to zinc finger domain protein 2B (56204 Activities)

Discover Target: BAZ2B

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

tat Human immunodeficiency virus type 1 Tat protein (75 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Papain (844 Activities)

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Ptpn1 Protein-tyrosine phosphatase 1B (270 Activities)

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Pkm Pyruvate kinase isozymes M1/M2 (66 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

protease Human rhinovirus A protease (1343 Activities)

Discover Target: protease

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Plasmodium falciparum (966862 Activities)

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Trichoplusia ni (986 Activities)

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dnaB Replicative DNA helicase (15 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

GCN5 Histone acetyltransferase GCN5 (89 Activities)

Discover Target: GCN5

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Luciferin 4-monooxygenase (66902 Activities)

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pfk 6-phospho-1-fructokinase (7870 Activities)

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TGR Thioredoxin glutathione reductase (28579 Activities)

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Mapt Microtubule-associated protein tau (6 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

fba Putative fructose-1,6-bisphosphate aldolase (15559 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ffp 4'-phosphopantetheinyl transferase ffp (24982 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

recA Protein RecA (2211 Activities)

Discover Target: recA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Names and Identifiers

IUPAC Name	naphthalene-1,2-dione
INCHI	InChI=1S/C10H6O2/c11-9-6-5-7-3-1-2-4-8(7)10(9)12/h1-6H
InChi Key	KETQAJRQOHHATG-UHFFFAOYSA-N
Canonical SMILES	C1=CC=C2C(=C1)C=CC(=O)C2=O
Isomeric SMILES	C1=CC=C2C(=C1)C=CC(=O)C2=O
WGK Germany	3
RTECS	QL7000000
PubChem CID	10667
UN Number	2811
Packing Group	I
Molecular Weight	158.15
Beilstein	606546
Reaxy-Rn	606546

Certificates

Certificate of Analysis(COA)

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4 results found

Lot Number	Certificate Type	Date	Item
K2405398	Certificate of Analysis	Jul 11, 2024	N113473
B2323578	Certificate of Analysis	Dec 14, 2021	N113473
F2309040	Certificate of Analysis	Dec 14, 2021	N113473
K2406180	Certificate of Analysis	Dec 14, 2021	N113473

Chemical and Physical Properties

Solubility	Chloroform (Slightly), DMSO (Slightly)
Sensitivity	Sensitive to heat, air, and light
Melt Point(°C)	139-142 °C (dec.) (lit.)

Safety and Hazards(GHS)

Pictogram(s)	GHS07
Signal	Warning
Hazard Statements	H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation H302:Harmful if swallowed
Precautionary Statements	P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P271:Use only outdoors or in a well-ventilated area. P270:Do not eat, drink or smoke when using this product. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P362+P364:Take off contaminated clothing and wash it before reuse. P330:Rinse mouth. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P301+P317:IF SWALLOWED: Get medical help. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help. P319:Get medical help if you feel unwell.
WGK Germany	3
RTECS	QL7000000
Reaxy-Rn	606546
Class	6.1
Merck Index	6394

Citations of This Product

How to Cite Aladdin Scientific Products?

1. Shuyan Zang,Bin Lian,Juan Wang,Yanjie Yang. (2010-07-09) Biodegradation of 2-naphthol and its metabolites by coupling Aspergillus niger with Bacillus subtilis.. Journal of environmental sciences (China), 22 ((5)): (669-674). [PMID:20608501]
2. Junqi Liu, Meng Wang, Saijin Wang, Yanli Zhao, Shi Zhou, Jinlian Li, Dongmei Wu. (2024) Assessment of oxygenated polycyclic aromatic hydrocarbon cytotoxicity using TiO2-MXene/MWCNTs/PDA/GCE electrochemical sensor. ELECTROCHIMICA ACTA, 474 (8): (143515). [PMID:9873016] [10.1016/j.electacta.2023.143515]
3. Wenzhe Xu, Yang Chen, Ruixu Yang, Yiying Fu, Wanxin Zhuang, Yonggang Wang, Yi Liu, Hao Zhang. (2023) “Reaction”-Like Shaping of Self-Delivery Supramolecular Nanodrugs in the Nanoprecipitation Process. ACS Nano, 17 (18): (18227–18239). [PMID:37668306] [10.1021/acsnano.3c05229]
4. Yitao Lv, Yi Zhang, Yunyin Yang, Jingyan Li, Jiacheng Wang, Xilin Xiao, Min Zhang. (2023) Strategy of In Situ Electrochemical Regulation for Highly Enhanced Nonenzymatic Sensing of Carbaryl. ANALYTICAL CHEMISTRY, 95 (8): (4015–4023). [PMID:36802553] [10.1021/acs.analchem.2c04373]

References

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2. Mihaela Necula,Rakez Kayed,Saskia Milton,Charles G Glabe. (2007-02-08) Small molecule inhibitors of aggregation indicate that amyloid beta oligomerization and fibrillization pathways are independent and distinct.. The Journal of biological chemistry, 282 ((14)): (10311-10324). [PMID:17284452]
3. Noriko Iwamoto,Daigo Sumi,Takeshi Ishii,Koji Uchida,Arthur K Cho,John R Froines,Yoshito Kumagai. (2007-09-20) Chemical knockdown of protein-tyrosine phosphatase 1B by 1,2-naphthoquinone through covalent modification causes persistent transactivation of epidermal growth factor receptor.. The Journal of biological chemistry, 282 ((46)): (33396-33404). [PMID:17878162]
4. Janice L Hyatt,Randy M Wadkins,Lyudmila Tsurkan,Latorya D Hicks,M Jason Hatfield,Carol C Edwards,Charles R Ross,Stephanie A Cantalupo,Guy Crundwell,Mary K Danks,R Kip Guy,Philip M Potter. (2007-10-19) Planarity and constraint of the carbonyl groups in 1,2-diones are determinants for selective inhibition of human carboxylesterase 1.. Journal of medicinal chemistry, 50 ((23)): (5727-5734). [PMID:17941623]
5. Graham M Pumphrey,Eugene L Madsen. (2007-11-03) Naphthalene metabolism and growth inhibition by naphthalene in Polaromonas naphthalenivorans strain CJ2.. Microbiology (Reading, England), 153 ((Pt 11)): (3730-3738). [PMID:17975081]
6. Daigo Sumi,Yoshito Kumagai. (2007-12-07) [Chemical biology of 1,2-naphthoquinone, a novel air pollutant that affects signal transduction pathways].. Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan, 127 ((12)): (1949-1956). [PMID:18057784]
7. Ken-Ichiro Inoue,Hirohisa Takano,Yoshito Kumagai. (2008-03-04) Pin1 blockade in asthma by naphthoquinone?. The Journal of allergy and clinical immunology, 121 ((4)): (1064-1064). [PMID:18314185]
8. Hsueh-Cheng Chiang,Koichi Iijima,Inessa Hakker,Yi Zhong. (2009-03-04) Distinctive roles of different beta-amyloid 42 aggregates in modulation of synaptic functions.. FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 23 ((6)): (1969-1977). [PMID:19255256]
9. Edna R Meza-Escalante,Anne-Claire Texier,Flor Cuervo-López,Jorge Gómez,Francisco J Cervantes. (2009-05-29) Effects of different quinoid redox mediators on the simultaneous removal of p-cresol and sulphide in a denitrifying process.. Water science and technology : a journal of the International Association on Water Pollution Research, 59 ((10)): (1945-1950). [PMID:19474488]
10. Ashley A Reinke,Han Yiau Seh,Jason E Gestwicki. (2009-07-31) A chemical screening approach reveals that indole fluorescence is quenched by pre-fibrillar but not fibrillar amyloid-beta.. Bioorganic & medicinal chemistry letters, 19 ((17)): (4952-4957). [PMID:19640715]
11. Daigo Sumi,Masako Akimori,Ken-Ichiro Inoue,Hirohisa Takano,Yoshito Kumagai. (2010-12-09) 1,2-Naphthoquinone suppresses lipopolysaccharide-dependent activation of IKKβ/NF-κB/NO signaling: an alternative mechanism for the disturbance of inducible NO synthase-catalyzed NO formation.. The Journal of toxicological sciences, 35 ((6)): (891-898). [PMID:21139339]
12. Takashi Miura,Hidenao Kakehashi,Yasuhiro Shinkai,Yuko Egara,Reiko Hirose,Arthur K Cho,Yoshito Kumagai. (2011-08-11) GSH-mediated S-transarylation of a quinone glyceraldehyde-3-phosphate dehydrogenase conjugate.. Chemical research in toxicology, 24 ((11)): (1836-1844). [PMID:21827172]
13. Takashi Miura,Yasuhiro Shinkai,Reiko Hirose,Noriko Iwamoto,Arthur K Cho,Yoshito Kumagai. (2011-10-04) Glyceraldehyde-3-phosphate dehydrogenase as a quinone reductase in the suppression of 1,2-naphthoquinone protein adduct formation.. Free radical biology & medicine, 51 ((11)): (2082-2089). [PMID:21963991]
14. Naoyuki Takayama,Noriko Iwamoto,Daigo Sumi,Yasuhiro Shinkai,Toshiko Tanaka-Kagawa,Hideto Jinno,Yoshito Kumagai. (2011-12-02) Peroxiredoxin 6 is a molecular target for 1,2-naphthoquinone, an atmospheric electrophile, in human pulmonary epithelial A549 cells.. The Journal of toxicological sciences, 36 ((6)): (817-821). [PMID:22129745]
15. S Shukla,R S Srivastava,S K Shrivastava,A Sodhi,Pankaj Kumar. (2012-01-20) Synthesis, characterization and antiproliferative activity of 1,2-naphthoquinone and its derivatives.. Applied biochemistry and biotechnology, 167 ((5)): (1430-1445). [PMID:22258648]
16. Yasuhiro Shinkai,Noriko Iwamoto,Takashi Miura,Takeshi Ishii,Arthur K Cho,Yoshito Kumagai. (2012-05-17) Redox cycling of 1,2-naphthoquinone by thioredoxin1 through Cys32 and Cys35 causes inhibition of its catalytic activity and activation of ASK1/p38 signaling.. Chemical research in toxicology, 25 ((6)): (1222-1230). [PMID:22587396]
17. Payal Pahwa,Manju Papreja. (2012-05-19) Cheminformatics based 3D-QSAR study on a series of 1,2-naphthoquinone derivatives as PTP 1B inhibitors.. Acta poloniae pharmaceutica, 69 ((3)): (535-543). [PMID:22594268]
18. Safwan Ashour,Roula Bayram. (2012-10-09) Novel spectrophotometric method for determination of some macrolide antibiotics in pharmaceutical formulations using 1,2-naphthoquinone-4-sulphonate.. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 99 (74-80). [PMID:23041925]
19. Yoshinari Sawama,Yuko Shishido,Takayoshi Yanase,Koichi Kawamoto,Ryota Goto,Yasunari Monguchi,Yasuyuki Kita,Hironao Sajiki. (2012-12-21) Efficient generation of ortho-naphthoquinone methides from 1,4-epoxy-1,4-dihydronaphthalenes and their annulation with allyl silanes.. Angewandte Chemie (International ed. in English), 52 ((5)): (1515-1519). [PMID:23255488]
20. Takashi Toyama,Yasuhiro Shinkai,Aki Yazawa,Hidenao Kakehashi,Toshiyuki Kaji,Yoshito Kumagai. (2014-03-04) Glutathione-mediated reversibility of covalent modification of ubiquitin carboxyl-terminal hydrolase L1 by 1,2-naphthoquinone through Cys152, but not Lys4.. Chemico-biological interactions, 214 (41-48). [PMID:24582816]
21. Jan Hintzpeter,Hans-Joerg Martin,Edmund Maser. (2014-11-08) Reduction of lipid peroxidation products and advanced glycation end-product precursors by cyanobacterial aldo-keto reductase AKR3G1—a founding member of the AKR3G subfamily.. FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 29 ((1)): (263-273). [PMID:25376835]
22. Francesco Ciriello,Maurizio Gualtieri,Eleonora Longhin,Riccardo Ruffo,Marina Camatini,Paolo Parenti. (2015-04-24) A new method and tool for detection and quantification of PM oxidative potential.. Environmental science and pollution research international, 22 ((16)): (12469-12478). [PMID:25903194]
23. Qianshan Xiong,Haoran Yu,Runran Wang,Jinlai Wei,Vishal Verma. (2017-05-11) Rethinking Dithiothreitol-Based Particulate Matter Oxidative Potential: Measuring Dithiothreitol Consumption versus Reactive Oxygen Species Generation.. Environmental science & technology, 51 ((11)): (6507-6514). [PMID:28489384]
24. Sun-Yong Kim,Tomoyuki Mori,Min Fey Chek,Shunji Furuya,Ken Matsumoto,Taisei Yajima,Toshihiko Ogura,Toshio Hakoshima. (2021-01-24) Structural insights into vesicle amine transport-1 (VAT-1) as a member of the NADPH-dependent quinone oxidoreductase family.. Scientific reports, 11 ((1)): (2120-2120). [PMID:33483563]
25. Suramya Waidyanatha,Melissa A Troester,Andrew B Lindstrom,Stephen M Rappaport. (2002-10-19) Measurement of hemoglobin and albumin adducts of naphthalene-1,2-oxide, 1,2-naphthoquinone and 1,4-naphthoquinone after administration of naphthalene to F344 rats.. Chemico-biological interactions, 141 ((3)): (189-210). [PMID:12385719]
26. Shota Kikuno,Keiko Taguchi,Noriko Iwamoto,Shigeru Yamano,Arthur K Cho,John R Froines,Yoshito Kumagai. (2005-07-26) 1,2-Naphthoquinone activates vanilloid receptor 1 through increased protein tyrosine phosphorylation, leading to contraction of guinea pig trachea.. Toxicology and applied pharmacology, 210 ((1-2)): (47-54). [PMID:16039679]
27. Rex Munday,Barry L Smith,Christine M Munday. (2007-02-01) Structure-activity relationships in the haemolytic activity and nephrotoxicity of derivatives of 1,2- and 1,4-naphthoquinone.. Journal of applied toxicology : JAT, 27 ((3)): (262-269). [PMID:17265417]
28. Akiko Endo,Daigo Sumi,Yoshito Kumagai. (2007-07-31) 1,2-Naphthoquinone disrupts the function of cAMP response element-binding protein through covalent modification.. Biochemical and biophysical research communications, 361 ((1)): (243-248). [PMID:17658470]
29. Soraia K P Costa,Aila Mirtes Teles,Yoshito Kumagai,Susan D Brain,Simone A Teixeira,Ana A Varriano,Maria Alice A G Barreto,Wothan Tavares de Lima,Edson Antunes,Marcelo N Muscará,Soraia K P Costa. (2009-04-29) Involvement of sensory nerves and TRPV1 receptors in the rat airway inflammatory response to two environment pollutants: diesel exhaust particles (DEP) and 1,2-naphthoquinone (1,2-NQ).. Archives of toxicology, 84 ((2)): (109-117). [PMID:19399481]
30. Stefan Wirth,Christoph J Rohbogner,Marcin Cieslak,Julia Kazmierczak-Baranska,Stefan Donevski,Barbara Nawrot,Ingo-Peter Lorenz. (2010-01-22) Rhodium(III) and iridium(III) complexes with 1,2-naphthoquinone-1-oximate as a bidentate ligand: synthesis, structure, and biological activity.. Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry, 15 ((3)): (429-440). [PMID:20091072]
31. Shuyan Zang,Bin Lian,Juan Wang,Yanjie Yang. (2010-07-09) Biodegradation of 2-naphthol and its metabolites by coupling Aspergillus niger with Bacillus subtilis.. Journal of environmental sciences (China), 22 ((5)): (669-674). [PMID:20608501]
32. Takashi Miura,Yoshito Kumagai. (2010-12-09) Immunochemical method to detect proteins that undergo selective modification by 1,2-naphthoquinone derived from naphthalene through metabolic activation.. The Journal of toxicological sciences, 35 ((6)): (843-852). [PMID:21139334]
33. Akiko Endo,Daigo Sumi,Noriko Iwamoto,Yoshito Kumagai. (2011-05-03) Inhibition of DNA binding activity of cAMP response element-binding protein by 1,2-naphthoquinone through chemical modification of Cys-286.. Chemico-biological interactions, 192 ((3)): (272-277). [PMID:21530497]
34. Chao-Jian Chen,Gong-Yan Liu,Ye-Ting Shi,Cong-Shan Zhu,Shao-Peng Pang,Xiang-Sheng Liu,Jian Ji. (2011-06-16) Biocompatible micelles based on comb-like PEG derivates: formation, characterization, and photo-responsiveness.. Macromolecular rapid communications, 32 ((14)): (1077-1081). [PMID:21674666]
35. Wan-Yun Cheng,Jenna Currier,Philip A Bromberg,Robert Silbajoris,Steven O Simmons,James M Samet. (2011-10-15) Linking oxidative events to inflammatory and adaptive gene expression induced by exposure to an organic particulate matter component.. Environmental health perspectives, 120 ((2)): (267-274). [PMID:21997482]
36. Robert F Jacob,Michael D Aleo,Yehudi Self-Medlin,Colleen M Doshna,R Preston Mason. (2013-10-17) 1,2-naphthoquinone stimulates lipid peroxidation and cholesterol domain formation in model membranes.. Investigative ophthalmology & visual science, 54 ((12)): (7189-7197). [PMID:24130176]
37. Junqi Liu, Meng Wang, Saijin Wang, Yanli Zhao, Shi Zhou, Jinlian Li, Dongmei Wu. (2024) Assessment of oxygenated polycyclic aromatic hydrocarbon cytotoxicity using TiO2-MXene/MWCNTs/PDA/GCE electrochemical sensor. ELECTROCHIMICA ACTA, 474 (8): (143515). [PMID:9873016] [10.1016/j.electacta.2023.143515]
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1,2-Naphthoquinone - 95%, high purity , CAS No.524-42-5

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