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Substance Name: Anthralin [USP]
RN: 1143-38-0
UNII: U8CJK0JH5M
InChIKey: NUZWLKWWNNJHPT-UHFFFAOYSA-N

Note

  • An anthracene derivative that disrupts MITOCHONDRIA function and structure and is used for the treatment of DERMATOSES, especially PSORIASIS. It may cause FOLLICULITIS.

Molecular Formula

  • C14-H10-O3

Molecular Weight

  • 226.23
 

Classification Codes

Classification Codes

  • Antipsoriatic
  • Dermatologic Agents
  • Mutation Data

Superlist Classification Code

  • Overall Carcinogenic Evaluation: Group 3
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Names and Synonyms

Name of Substance

  • Anthralin [USP]
  • Dithranol [INN]

MeSH Heading

  • Anthralin

Synonyms

  • 1,8-Dihydroxy-9-anthrone
  • 1,8-Dihydroxyanthrone
  • 4-06-00-07602 (Beilstein Handbook Reference)
  • 9(10H)-Anthracenone, 1,8-dihydroxy-
  • Anthra-Derm
  • Anthralin
  • Batridol
  • BRN 1976792
  • BRN 2054360
  • CCRIS 5592
  • CCRIS 628
  • Chrysodermol
  • Cignolin
  • Cigthranol
  • Dermaline
  • Derobin
  • Dioxyanthranol
  • Dithranol
  • Dithranolum
  • Dithranolum [INN-Latin]
  • DrithoCreme
  • Drithoscalp
  • EINECS 214-538-0
  • Lasan
  • NSC 43970
  • NSC 629313
  • Psoriacid-Stift
  • UNII-U8CJK0JH5M
  • Zithranol-RR

Systematic Names

  • 1,8-Dihydroxyanthracen-9(10H)-one
  • 9(10H)-Anthracenone, 1,8-dihydroxy-
  • 9(10H)-Anthracenone, 1,8-dihydroxy- (9CI)
  • Anthralin
  • Anthrone, 1,8-dihydroxy-

Superlist Name

  • Dithranol

Registry Numbers

CAS Registry Number

  • 1143-38-0

FDA UNII

  • U8CJK0JH5M

Other Registry Number

  • 480-22-8

System Generated Number

  • 0001143380

Structure Descriptors

InChI

1S/C14H10O3/c15-10-5-1-3-8-7-9-4-2-6-11(16)13(9)14(17)12(8)10/h1-6,15-16H,7H2

InChIKey

NUZWLKWWNNJHPT-UHFFFAOYSA-N

Smiles

c12c(Cc3cccc(c3C1=O)O)cccc2O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal > 1600mg/kg (1600mg/kg)   JNCI, Journal of the National Cancer Institute. Vol. 62, Pg. 911, 1979.
mouse LD50 oral 1542mg/kg (1542mg/kg)   Archives of Toxicology. Vol. 59, Pg. 180, 1986.
mouse LD50 oral 1542mg/kg (1542mg/kg) GASTROINTESTINAL: ULCERATION OR BLEEDING FROM SMALL INTESTINE

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Archives of Toxicology. Vol. 59, Pg. 180, 1986.
rat LD50 intraperitoneal 3mg/kg (3mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
Developments in Biochemistry. Vol. 23, Pg. 759, 1982.
rat LD50 oral 3216mg/kg (3216mg/kg)   Archives of Toxicology. Vol. 59, Pg. 180, 1986.
rat LD50 oral 3216mg/kg (3216mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

GASTROINTESTINAL: ULCERATION OR BLEEDING FROM SMALL INTESTINE
Archives of Toxicology. Vol. 59, Pg. 180, 1986.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 179 deg C   EXP
log P (octanol-water) 4.400 (none)   EST
Atmospheric OH Rate Constant 1.52E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.