2,3-Dichlor-1,4-naphthochinone

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Names

[ CAS No. ]:
117-80-6

[ Name ]:
2,3-Dichlor-1,4-naphthochinone

[Synonym ]:
2,3-Dichlor-1,4-naphthochinone
1,4-Naphthalenedione, 2,3-dichloro-
2,3-dichloro-1,4-dihydronaphthalene-1,4-dione
2,3-dichloronaphthalene-1,4-dione
EINECS 204-210-5
MFCD00001677
2,3-Dichloro-1,4-naphthoquinone
2,3-dichloro-1,4-naphthalenedione

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
304.0±42.0 °C at 760 mmHg

[ Melting Point ]:
194-197 °C(lit.)

[ Molecular Formula ]:
C10H4Cl2O2

[ Molecular Weight ]:
227.044

[ Flash Point ]:
127.5±28.5 °C

[ Exact Mass ]:
225.958832

[ PSA ]:
34.14000

[ LogP ]:
2.35

[ Vapour Pressure ]:
0.0±0.6 mmHg at 25°C

[ Index of Refraction ]:
1.634

[ Water Solubility ]:
0.008 g/L

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
QL7525000
CHEMICAL NAME :
1,4-Naphthoquinone, 2,3-dichloro-
CAS REGISTRY NUMBER :
117-80-6
LAST UPDATED :
199710
DATA ITEMS CITED :
14
MOLECULAR FORMULA :
C10-H4-Cl2-O2
MOLECULAR WEIGHT :
227.04
WISWESSER LINE NOTATION :
L66 BV EVJ CG DG

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
160 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
GTPZAB Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.1-36, 1957-1992. For publisher information, see MTPEEI Volume(issue)/page/year: 16(5),52,1972
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
440 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
85GMAT "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982 Volume(issue)/page/year: -,47,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
30 mg/kg
TOXIC EFFECTS :
Tumorigenic - active as anti-cancer agent
REFERENCE :
JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 26,570,1983
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
85JFAN "Agrochemicals Handbook," with updates, Hartley, D., and H. Kidd, eds., Nottingham, Royal Soc. of Chemistry, 1983-86 Volume(issue)/page/year: A137,1983 ** OTHER MULTIPLE DOSE TOXICITY DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
6 gm/kg/60D-C
TOXIC EFFECTS :
Liver - other changes Biochemical - Metabolism (Intermediary) - glycolytic
REFERENCE :
BECTA6 Bulletin of Environmental Contamination and Toxicology. (Springer-Verlag New York, Inc., Service Center, 44 Hartz Way, Secaucus, NJ 07094) V.1- 1966- Volume(issue)/page/year: 35,23,1985
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
300 mg/kg/10D-I
TOXIC EFFECTS :
Liver - other changes Blood - pigmented or nucleated red blood cells Blood - changes in erythrocyte (RBC) count
REFERENCE :
GTPZAB Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.1-36, 1957-1992. For publisher information, see MTPEEI Volume(issue)/page/year: 16(5),52,1972
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1300 mg/kg/13W-I
TOXIC EFFECTS :
Liver - other changes Blood - pigmented or nucleated red blood cells Blood - changes in erythrocyte (RBC) count
REFERENCE :
GTPZAB Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.1-36, 1957-1992. For publisher information, see MTPEEI Volume(issue)/page/year: 16(5),52,1972 ** TUMORIGENIC DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
3300 mg/kg/78W-I
TOXIC EFFECTS :
Tumorigenic - neoplastic by RTECS criteria Lungs, Thorax, or Respiration - tumors Blood - tumors
REFERENCE :
NTIS** National Technical Information Service. (Springfield, VA 22161) Formerly U.S. Clearinghouse for Scientific & Technical Information. Volume(issue)/page/year: PB223-159
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
22 mg/kg
TOXIC EFFECTS :
Tumorigenic - Carcinogenic by RTECS criteria Blood - tumors
REFERENCE :
NTIS** National Technical Information Service. (Springfield, VA 22161) Formerly U.S. Clearinghouse for Scientific & Technical Information. Volume(issue)/page/year: PB223-159 *** U.S. STANDARDS AND REGULATIONS *** EPA FIFRA 1988 PESTICIDE SUBJECT TO REGISTRATION OR RE-REGISTRATION FEREAC Federal Register. (U.S. Government Printing Office, Supt. of Documents, Washington, DC 20402) V.1- 1936- Volume(issue)/page/year: 54,7740,1989 *** OCCUPATIONAL EXPOSURE LIMITS *** OEL-RUSSIA:STEL 0.5 mg/m3 JAN 1993

Safety Information

[ Symbol ]:

GHS07, GHS09

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302-H315-H319-H410

[ Precautionary Statements ]:
P273-P305 + P351 + P338-P501

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Faceshields;Gloves

[ Hazard Codes ]:
Xn:Harmful;N:Dangerousfortheenvironment;

[ Risk Phrases ]:
R22;R36/38;R50/53

[ Safety Phrases ]:
S26-S60-S61

[ RIDADR ]:
UN 2811 6.1/PG 3

[ WGK Germany ]:
3

[ RTECS ]:
QL7525000

[ Packaging Group ]:
III

[ Hazard Class ]:
6.1

[ HS Code ]:
29147090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • 1,4-naphthoquinone
  • 2-Chloro-1,4-naphthoquinone
  • BENZOHYDROQUINONE
  • 1,4-Naphthalenedione,2,3-dichloro-2,3-dihydro-
  • 9,10-Dimethoxyanthracene
  • 1-Naphthalenol
  • Ethanone,1-(4-hydroxy-1-naphthalenyl)-
  • N-(4-hydroxynaphthalen-1-yl)-4-methylbenzenesulfonamide
  • Naphthionic acid
  • 2,2,3,4,4-PENTACHLORO-1,2,3,4-TETRAHYDRONAPHTHALEN-1-ONE

DownStream

  • 1,4-Naphthalenedione,2-chloro-3-(diethylamino)-
  • 1,4-Naphthalenedione,2-chloro-3-[[3-(4-morpholinyl)propyl]amino]-
  • 2-chloro-3-(4-methoxyanilino)naphthalene-1,4-dione
  • 1,4-Naphthalenedione,2-[(4-methoxyphenyl)amino]-
  • 2,5-dimethoxy-2,3,5-triphenylthiazolidin-4-one
  • p-Dimethylaminobenzaldehyde
  • Benzaldehyde
  • 1,4-Naphthalenedione,2-chloro-3-(1H-indazol-6-ylamino)-
  • 1,4-Naphthalenedione,2-chloro-3-(pentylamino)-
  • 1,4-Naphthalenedione,2-chloro-3-(propylamino)-

Customs

[ HS Code ]: 2914700012

[ Summary ]:
2914700012 2,3-dichloronaphthalene-1,4-dione。supervision conditions:s(import or export registration certificate for pesticides)。VAT:17.0%。tax rebate rate:0.0%。MFN tarrif:5.5%。general tariff:30.0%

Articles

Indoleamine 2,3-dioxygenase is the anticancer target for a novel series of potent naphthoquinone-based inhibitors.

J. Med. Chem. 51 , 1706-18, (2008)

Indoleamine 2,3-dioxygenase (IDO) is emerging as an important new therapeutic target for the treatment of cancer, chronic viral infections, and other diseases characterized by pathological immune supp...

The 1,4-naphthoquinone scaffold in the design of cysteine protease inhibitors.

Bioorg. Med. Chem. 15 , 5340-50, (2007)

A series of 1,4-naphthoquinone derivatives diversely substituted at C-2, C-3, C-5 and C-8, prepared by reaction of amines, amino acids and alcohols with commercial 1,4-naphthoquinones, has been evalua...

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).

Bull. Environ. Contam. Toxicol. 41(2) , 164-71, (1988)


More Articles

Related Compounds

  • 2,3-Dichlor-1,4-naphthochinone
  • 2,3-Dichlor-1,4-dianilino-1,2,3,4-tetrahydro-naphthalin
  • 2,3-Dichlor-1,4-naphthosemichinon
  • trans-2,3-Dichlor-1,4-dithian
  • 5-Acetoxy-2,3-dichlor-1,4-dimethoxynaphthalin
  • 2,3-Dichlor-2,5-di-t-pentyl-5-cyclohexen-1,4-dion
  • 4-((Cyclohexylamino)methyl)benzoic acid hydrochloride
  • 1-[(2,4-Dichlorophenyl)methyl]-N-(1,1-dimethylethyl)-2-methyl-1H-indole-3-methanamine
  • 1-methyl-5-(3-methyloxetan-3-yl)-1H-pyrazol-4-amine
  • 2-Methoxy-6-(pyrazol-1-yl)-benzonitrile
  • 1H-3-Benzazepin-7-ol, 8-chloro-2,3,4,5-tetrahydro-5-(3-iodophenyl)-3-methyl-, (S)-
  • 4-[(3-Methylazetidin-3-yl)oxy]benzene-1,3-diol
  • (4-Methyl-tetrahydro-furan-2-yl)-methanol
  • N-(1-cyanocyclopentyl)-2-[4-(4-fluorobenzenesulfonyl)-1,4-diazepan-1-yl]acetamide
  • 4,5,6,7-Tetrahydrobenzo[d]isoxazole-3-carbaldehyde
  • tert-Butyl-DL-alanine