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51131-85-2

51131-85-2 structure
51131-85-2 structure
  • Name: 9-hydroxyellipticine
  • Chemical Name: 5,11-dimethyl-6H-pyrido[4,3-b]carbazol-9-ol
  • CAS Number: 51131-85-2
  • Molecular Formula: C17H14N2O
  • Molecular Weight: 262.30600
  • Create Date: 2016-08-22 09:32:10
  • Modify Date: 2025-08-25 17:51:58
  • 9-hydroxyellipticine, also known as IGIG 929 and LS133324, is a potent cytotoxic and antitumor agent. Structurally, 9-hydroxyellipticine is a 9-hydroxy derivative of ellipticine. The hydroxy group in 9-hydroxyellipticines increases the apparent affinity for DNA, stabilisation of toposiomerase II-DNA cleavable complex, oxidation to reactive quinone-imine intermediates, phosphorylation of p53 suppressor proteins and cytotoxicity relative to the parent ellipticines.
Name 5,11-dimethyl-6H-pyrido[4,3-b]carbazol-9-ol
Synonyms ELLIPTICINE,9-HYDROXY
9-Hydroxyellipticin
9-Hydroxyellipticine
EINECS 257-000-0
9-hydroxyelipticine
IGIG 929
Hydroxyellipticine
Density 1.349g/cm3
Boiling Point 557.7ºC at 760mmHg
Molecular Formula C17H14N2O
Molecular Weight 262.30600
Flash Point 291.1ºC
Exact Mass 262.11100
PSA 48.91000
LogP 4.19170

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UU8886500
CHEMICAL NAME :
6H-Pyrido(4,3-b)carbazol-9-ol, 5,11-dimethyl-
CAS REGISTRY NUMBER :
51131-85-2
LAST UPDATED :
199410
DATA ITEMS CITED :
16
MOLECULAR FORMULA :
C17-H14-N2-O
MOLECULAR WEIGHT :
262.33
WISWESSER LINE NOTATION :
T D6 B656 FM KMJ C1 J1 OQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
50 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
102 mg/kg
TOXIC EFFECTS :
Behavioral - changes in motor activity (specific assay) Nutritional and Gross Metabolic - weight loss or decreased weight gain Nutritional and Gross Metabolic - body temperature decrease
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
55 mg/kg/11D-I
TOXIC EFFECTS :
Blood - leukopenia Related to Chronic Data - death
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
30 mg/kg
SEX/DURATION :
female 10 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - Central Nervous System Reproductive - Specific Developmental Abnormalities - eye/ear Reproductive - Specific Developmental Abnormalities - musculoskeletal system
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
20 mg/kg
SEX/DURATION :
female 9 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - craniofacial (including nose and tongue)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
20 mg/kg
SEX/DURATION :
female 8 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
10 mg/kg
SEX/DURATION :
female 8 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus)
TYPE OF TEST :
Micronucleus test
TYPE OF TEST :
Cytogenetic analysis
TYPE OF TEST :
Sister chromatid exchange

MUTATION DATA

TYPE OF TEST :
Mutation in mammalian somatic cells
TEST SYSTEM :
Rodent - hamster Ovary
DOSE/DURATION :
1 ug/L
REFERENCE :
CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut Sts., Philadelphia, PA 19106) V.1- 1941- Volume(issue)/page/year: 43,3544,1983
10371-86-5 structure

10371-86-5

~67%

51131-85-2 structure

51131-85-2

Literature: Anderson, Wayne K.; Gopalsamy, Ariamala; Reddy, Peech S. Journal of Medicinal Chemistry, 1994 , vol. 37, # 13 p. 1955 - 1963
115552-64-2 structure

115552-64-2

~93%

51131-85-2 structure

51131-85-2

Literature: Plug; Koomen; Pandit Synthesis, 1992 , # 12 p. 1221 - 1222
76004-29-0 structure

76004-29-0

~93%

51131-85-2 structure

51131-85-2

Literature: Pautet; Formisyn; Bourgois Archiv der Pharmazie, 1993 , vol. 326, # 8 p. 499 - 500
519-23-3 structure

519-23-3

~%

51131-85-2 structure

51131-85-2

Literature: Plug; Koomen; Pandit Synthesis, 1992 , # 12 p. 1221 - 1222
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