2,3-Dichloro-1,4-naphthoquinone - 98%, high purity , CAS No.117-80-6

1 Citations
  • ≥98%
Item Number
D109468
Grouped product items
SKUSizeAvailabilityPrice Qty
D109468-25g
25g
In stock
$14.90
D109468-100g
100g
In stock
$51.90
D109468-500g
500g
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$85.90
View related series
ketone Non heterocyclic block

Basic Description

Synonyms1,4-Naphthoquinone, 2,3-dichloro- | 2,3-Dichlor-1,4-naftochinon | 2,3-Dichloro-1,4-naphthoquinone, 98% | 2,3-DICHLORO-1,4-NAPTHALENEDIONE | FT-0609535 | 2,3-Dichlor-1,4-naftochinon [Czech] | CDS1_000275 | WLN: L66 BV EVJ CG DG | 2,3-dichloro-1,4-dihydrona
Specifications & Purity≥98%
Storage TempRoom temperature
Shipped InNormal

Associated Targets(Human)

IDO1 Tchem Indoleamine 2,3-dioxygenase 1 (1 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
CA2 Tclin Carbonic anhydrase II (17698 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ESR1 Tclin Estrogen receptor alpha (17718 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NR3C1 Tclin Glucocorticoid receptor (14987 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
AR Tclin Androgen Receptor (11781 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
VDR Tclin Vitamin D receptor (26531 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PPARG Tclin Peroxisome proliferator-activated receptor gamma (15191 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
THRB Tclin Thyroid hormone receptor beta-1 (7926 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RXRA Tclin Retinoid X receptor alpha (3637 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DNMT1 Tclin DNA (cytosine-5)-methyltransferase 1 (978 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
AHR Tclin Aryl hydrocarbon receptor (1071 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NR1H4 Tclin Bile acid receptor FXR (6228 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NFKB1 Tclin Nuclear factor NF-kappa-B p105 subunit (1459 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TP53 Tchem Cellular tumor antigen p53 (48468 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MCF7 (126967 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MOLT-3 (638 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MRC5 (9203 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SNB-19 (46794 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A549 (127892 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
T47D (39041 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HepG2 (196354 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HeLa (62764 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MDA-MB-231 (73002 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
IDO1 Tchem Indoleamine 2,3-dioxygenase (6650 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
C32 (251 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
COLO-829 (166 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DNMT3A Tclin DNMT3A2/3L complex (48 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Cruzipain (33337 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Ppard Peroxisome proliferator-activated receptor delta (358 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
gag Human immunodeficiency virus type 1 Gag protein (11 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
protease Human rhinovirus A protease (1343 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Carbonic anhydrase (69 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Aspergillus fumigatus (16427 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasmodium falciparum (966862 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Cryptococcus neoformans (21258 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Candida albicans (78123 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Candida parapsilosis (8521 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Trypanosoma cruzi (99888 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Trichoplusia ni (986 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mus musculus (284745 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Sporothrix schenckii (1580 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Vero (26788 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rhodesain Rhodesain (1463 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
mtcA1 Uncharacterized protein Rv1284/MT1322 (182 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Trichophyton mentagrophytes (4846 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Nr1i2 Nuclear receptor subfamily 1 group I member 2 (14 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CELA2A Pancreatic elastase (395 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Names and Identifiers

IUPAC Name 2,3-dichloronaphthalene-1,4-dione
INCHI InChI=1S/C10H4Cl2O2/c11-7-8(12)10(14)6-4-2-1-3-5(6)9(7)13/h1-4H
InChi Key SVPKNMBRVBMTLB-UHFFFAOYSA-N
Canonical SMILES C1=CC=C2C(=C1)C(=O)C(=C(C2=O)Cl)Cl
Isomeric SMILES C1=CC=C2C(=C1)C(=O)C(=C(C2=O)Cl)Cl
WGK Germany 3
RTECS QL7525000
PubChem CID 8342
UN Number 2902
Packing Group I
Molecular Weight 227.04
Beilstein 1073511

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

Find and download the COA for your product by matching the lot number on the packaging.

8 results found

Lot NumberCertificate TypeDateItem
G1531016Certificate of AnalysisMar 08, 2023 D109468
F23161072Certificate of AnalysisAug 01, 2022 D109468
F23161079Certificate of AnalysisAug 01, 2022 D109468
F2404012Certificate of AnalysisAug 01, 2022 D109468
H2308266Certificate of AnalysisAug 01, 2022 D109468
I2209410Certificate of AnalysisAug 01, 2022 D109468
I2209411Certificate of AnalysisAug 01, 2022 D109468
I2209412Certificate of AnalysisAug 01, 2022 D109468

Chemical and Physical Properties

SolubilitySoluble in water (0.008g/L). Soluble in hot toluene almost transparency
Boil Point(°C)275°C
Melt Point(°C)194-197°C

Safety and Hazards(GHS)

Pictogram(s) GHS06,   GHS09
Signal Danger
Hazard Statements

H315:Causes skin irritation

H319:Causes serious eye irritation

H302:Harmful if swallowed

H400:Very toxic to aquatic life

H410:Very toxic to aquatic life with long lasting effects

Precautionary Statements

P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing.

P273:Avoid release to the environment.

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).

P501:Dispose of contents/container to ...

P264:Wash hands [and …] thoroughly after handling.

P270:Do not eat, drink or smoke when using this product.

P362+P364:Take off contaminated clothing and wash it before reuse.

P391:Collect spillage.

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.

WGK Germany 3
RTECS QL7525000
Class 6.1
Merck Index 3045

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Citations of This Product

1. Xiao-Fei Shang,Ying-Qian Liu,Xiao Guo,Xiao-Lou Miao,Cheng Chen,Jun-Xiang Zhang,Xiao-Shan Xu,Guan-Zhou Yang,Cheng-Jie Yang,Jun-Cai Li,Xiao-Shuai Zhang.  (2018-01-27)  Application of Sustainable Natural Resources in Agriculture: Acaricidal and Enzyme Inhibitory Activities of Naphthoquinones and Their Analogs against Psoroptes cuniculi..  Scientific reports,  ((1)): (1609-1609).  [PMID:29371639]

References

1. R M Vos,B Van Ommen,M S Hoekstein,J H De Goede,P J Van Bladeren.  (1989-01-01)  Irreversible inhibition of rat hepatic glutathione S-transferase isoenzymes by a series of structurally related quinones..  Chemico-biological interactions,  71  ((4)): (381-392).  [PMID:2582541]
2. A J Elliott,R S Pardini.  (1988-08-01)  Modulation of hepatic cytochrome P-450 and DT-diaphorase by oral and sub-cutaneous administration of the pro-oxidant fungicide dichlone (2,3-dichloro-1,4-naphthoquinone)..  Bulletin of environmental contamination and toxicology,  41  ((2)): (164-171).  [PMID:3145044]
3. C A Pritsos,L M Aaronson,R S Pardini.  (1986-04-01)  Metabolic consequences of dietary 2,3-dichloro-1,4-naphthoquinone (CNQ) in the rat. Alteration in anti-oxidant enzyme activities..  Biochemical pharmacology,  35  ((7)): (1131-1135).  [PMID:3964293]
4. C A Pritsos,D E Jensen,D Pisani,R S Pardini.  (1982-08-01)  Involvement of superoxide in the interaction of 2,3-dichloro-1,4-naphthoquinone with mitochondrial membranes..  Archives of biochemistry and biophysics,  217  ((1)): (98-109).  [PMID:6289757]
5. S Ahmad,K Zaman,R S MacGill,J P Batcabe,R S Pardini.  (1995-11-01)  Dichlone-induced oxidative stress in a model insect species, Spodoptera eridania..  Archives of environmental contamination and toxicology,  29  ((4)): (442-448).  [PMID:7574883]
6. H J Kallmayer,B Thierfelder.  (2002-10-09)  [Reactions of trialkylamine compounds with 2,3-dichloro-1,4-naphthoquinone]..  Die Pharmazie,  57  ((9)): (648-649).  [PMID:12369457]
7. Ibrahim A Darwish.  (2005-03-12)  Development and validation of spectrophotometric methods for determination of fluoxetine, sertraline, and paroxetine in pharmaceutical dosage forms..  Journal of AOAC International,  88  ((1)): (38-45).  [PMID:15759724]
8. Cláudia Valente,Rui Moreira,Rita C Guedes,Jim Iley,Mohammed Jaffar,Kenneth T Douglas.  (2007-05-29)  The 1,4-naphthoquinone scaffold in the design of cysteine protease inhibitors..  Bioorganic & medicinal chemistry,  15  ((15)): (5340-5350).  [PMID:17532221]
9. Sanjeev Kumar,William P Malachowski,James B DuHadaway,Judith M LaLonde,Patrick J Carroll,Daniel Jaller,Richard Metz,George C Prendergast,Alexander J Muller.  (2008-03-06)  Indoleamine 2,3-dioxygenase is the anticancer target for a novel series of potent naphthoquinone-based inhibitors..  Journal of medicinal chemistry,  51  ((6)): (1706-1718).  [PMID:18318466]
10. Avijit Saha,Amit S Tiwary,Asok K Mukherjee.  (2008-03-18)  Charge transfer interaction of 4-acetamidophenol (paracetamol) with 2,3-dichloro-1,4-naphthoquinone: a study in aqueous ethanol medium by UV-vis spectroscopic and DFT methods..  Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy,  71  ((3)): (835-840).  [PMID:18343717]
11. Vishnu K Tandon,Hardesh K Maurya,Ashutosh Tripathi,G B ShivaKeshava,Praveen K Shukla,Pallavi Srivastava,Dulal Panda.  (2008-08-19)  2,3-Disubstituted-1,4-naphthoquinones, 12H-benzo[b]phenothiazine-6,11-diones and related compounds: synthesis and biological evaluation as potential antiproliferative and antifungal agents..  European journal of medicinal chemistry,  44  ((3)): (1086-1092).  [PMID:18708272]
12. Christophe Morisseau,Oleg Merzlikin,Amy Lin,Guochun He,Wei Feng,Isela Padilla,Michael S Denison,Isaac N Pessah,Bruce D Hammock.  (2010-01-06)  Toxicology in the fast lane: application of high-throughput bioassays to detect modulation of key enzymes and receptors..  Environmental health perspectives,  117  ((12)): (1867-1872).  [PMID:20049205]
13. Pamela P Vaughan,Paul Novotny,Nicole Haubrich,Luther McDonald,Michael Cochran,Julia Serdula,Raid W Amin,Wade H Jeffrey.  (2010-10-07)  Bacterial growth response to photoactive quinones..  Photochemistry and photobiology,  86  ((6)): (1327-1333).  [PMID:20923439]
14. S Ohta,S Hatakeyama,C Aono,T Koike,I Tanimizu,H Hirakawa.  (1992-08-01)  [Preparation of water-soluble hydronaphthoquinone derivatives and its application to the determination of hydrogen peroxide in clinical chemistry]..  Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan,  112  ((8)): (585-591).  [PMID:1432607]
15. C A Pritsos,D E Pisani,R S Pardini.  (1985-07-01)  Inhibition of liver glycolysis in rats by dietary dichlone (2,3-dichloro-1,4-naphthoquinone)..  Bulletin of environmental contamination and toxicology,  35  ((1)): (23-28).  [PMID:4027405]
16. C A Pritsos,R S Pardini.  (1983-11-01)  A role for glutathione disulfide as a scavenger of oxygen radicals produced by 2,3-dichloro-1,4-naphthoquinone..  Research communications in chemical pathology and pharmacology,  42  ((2)): (271-280).  [PMID:6318284]
17. C A Pritsos,R S Pardini.  (1984-12-01)  A redox cycling mechanism of action for 2,3-dichloro-1,4-naphthoquinone with mitochondrial membranes and the role of sulfhydryl groups..  Biochemical pharmacology,  33  ((23)): (3771-3777).  [PMID:6508833]
18. N Gallo,P Bianco,R Tapino,G Luisi.  (1983-04-14)  [Interaction of methimazole and quinones. Spectrophotometric determination of methimazole in blood]..  Minerva medica,  74  ((16)): (875-877).  [PMID:6843873]
19. M Alnabari,S Bittner.  (2001-07-17)  New quinone-amino acid conjugates linked via a vinylic spacer..  Amino acids,  20  ((4)): (381-387).  [PMID:11452981]
20. H J Kallmayer,B Thierfelder.  (2002-09-14)  [Reactions between dialkylamine drugs, 2,3-dichloro-1,4-naphthoquinone and acetaldehyde]..  Die Pharmazie,  57  ((8)): (530-534).  [PMID:12227191]
21. H J Kallmayer,B Thierfelder.  (2003-03-19)  [Reactions of isopropyl-alkylamine with 2,3-dichloro-1,4-naphthoquinone and 2,3-dichloro-1,4-naphthoquinone/acetaldehyde]..  Die Pharmazie,  58  ((2)): (104-107).  [PMID:12641324]
22. Gururaj M Neelgund,M L Budni.  (2005-05-03)  Interaction of 2,3-dichloro-1,4-naphthoquinone with n-butylamine in halocarbon solvents..  Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy,  61  ((8)): (1729-1735).  [PMID:15863041]
23. Sam Mula,Anton Savitsky,Klaus Möbius,Wolfgang Lubitz,John H Golbeck,Mahir D Mamedov,Alexey Yu Semenov,Art van der Est.  (2012-01-17)  Incorporation of a high potential quinone reveals that electron transfer in Photosystem I becomes highly asymmetric at low temperature..  Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology,  11  ((6)): (946-956).  [PMID:22246442]
24. Angupillai Satheshkumar,Kuppanagounder P Elango.  (2012-09-18)  Spectroscopic and theoretical studies on the nucleophilic substitution of 2,3-dichloronaphthoquinone with para-substituted anilines in solid state via initial charge transfer complexation..  Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy,  98  (378-383).  [PMID:22981514]
25. Xiao-Fei Shang,Ying-Qian Liu,Xiao Guo,Xiao-Lou Miao,Cheng Chen,Jun-Xiang Zhang,Xiao-Shan Xu,Guan-Zhou Yang,Cheng-Jie Yang,Jun-Cai Li,Xiao-Shuai Zhang.  (2018-01-27)  Application of Sustainable Natural Resources in Agriculture: Acaricidal and Enzyme Inhibitory Activities of Naphthoquinones and Their Analogs against Psoroptes cuniculi..  Scientific reports,  ((1)): (1609-1609).  [PMID:29371639]

Solution Calculators