1,4-Naphthalenedione,2,3-dichloro-5,8-dihydroxy-

Product Information

Molecular Formula:
C10H4 Cl2 O4
Molecular Weight:
259.04
Description
1,4-Naphthalenedione,2,3-dichloro-5,8-dihydroxy- is a potent biomedical agent recognized for its anti-cancer properties. Primarily, it is used in the formulation of drugs for treating patients with prostate cancer.
Synonyms
2,3-DICHLORO-5,8-DIHYDROXY-1,4-NAPHTHOQUINONE; 2,3-DICHLORO-5,8-DIHYDROXY-1,4-NAPHTOQUINONE; NA; RARECHEM AR PA 0036; 2,3-DICHLORO-5,8-DIHYDROXY-1,4-NAPHTOQUINONE 95+%; 2,3-DICHLORO-5,8-DIHYDROXY-1,4-NAPTHOQUINONE
IUPAC Name
6,7-dichloro-5,8-dihydroxynaphthalene-1,4-dione
Canonical SMILES
C1=CC(=O)C2=C(C1=O)C(=C(C(=C2O)Cl)Cl)O
InChI
InChI=1S/C10H4Cl2O4/c11-7-8(12)10(16)6-4(14)2-1-3(13)5(6)9(7)15/h1-2,15-16H
InChI Key
KFAVXUQFBGHURZ-UHFFFAOYSA-N
Boiling Point
540.4ºC at 760mmHg
Melting Point
197-199ºC(lit.)
Flash Point
Not applicable
Purity
95%
Density
1.807g/cm3
Appearance
dark purple powder

Safety Information

Hazards
H302 + H312 + H332 - H315 - H319 - H335
Precautionary Statement
P280 - P301 + P312 + P330 - P302 + P352 + P312 - P304 + P340 + P312 - P305 + P351 + P338

Computed Properties

XLogP3
3.1
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
0
Exact Mass
257.9486640 g/mol
Monoisotopic Mass
257.9486640 g/mol
Topological Polar Surface Area
74.6Ų
Heavy Atom Count
16
Formal Charge
0
Complexity
334
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes

Patents

Publication Number Title Priority Date
CN-113652716-A Process for electrolyzing high-nickel copper anode by adopting periodic reverse current 2021-09-13
CN-112961163-A High-capacity metal ion battery organic electrode material and preparation method and application thereof 2021-01-29
CN-112057440-A Medical application of 1, 4-naphthoquinone derivative 2020-09-25
JP-2022016389-A Soil conditioner and its use 2020-07-08
WO-2022009955-A1 Soil conditioner and use thereof 2020-07-08
US-2021144998-A1 Compositions and methods for treating huanglongbing disease in citrus 2019-11-15
WO-2021097410-A1 Compositions and methods for treating huanglongbing disease in citrus 2019-11-15
JP-2019183074-A Radical curable composition 2018-04-16
US-2021020943-A1 Redox Flow Battery Electrolytes 2018-02-13
KR-20190063669-A Thermoplastic polyester resin composition having good color and heat resistance 2017-11-30

Literatures

PMID Publication Date Title Journal
30996770 2019-04-11 Discovery of 1,4-Naphthoquinones as a New Class of Antiproliferative Agents Targeting GPR55 ACS medicinal chemistry letters
23037165 2012-01-01 Leishmanicidal activity of two naphthoquinones against Leishmania donovani Biological & pharmaceutical bulletin
19046417 2008-12-01 Caspase-3-mediated cleavage of p65/RelA results in a carboxy-terminal fragment that inhibits IkappaBalpha and enhances HIV-1 replication in human T lymphocytes Retrovirology
18924186 2008-01-01 Valence-state analysis through spectroelectrochemistry in a series of quinonoid-bridged diruthenium complexes [(acac)(2)Ru(mu-L)Ru(acac)(2)](n) (n=+2, +1, 0, -1, -2) Chemistry (Weinheim an der Bergstrasse, Germany)
14644418 2003-12-04 Involvement of Akt in mitochondria-dependent apoptosis induced by a cdc25 phosphatase inhibitor naphthoquinone analog FEBS letters
12785737 2003-05-01 Effects of a naphthoquinone analog on tumor growth and apoptosis induction Archives of pharmacal research
12095638 2002-07-03 Induction of p73beta by a naphthoquinone analog is mediated by E2F-1 and triggers apoptosis in HeLa cells FEBS letters
11320092 2001-07-06 Caspase-3-mediated cleavage of the NF-kappa B subunit p65 at the NH2 terminus potentiates naphthoquinone analog-induced apoptosis The Journal of biological chemistry
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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