9-hydroxyellipticine

Modify Date: 2024-01-02 11:18:23

9-hydroxyellipticine structure	Common Name	9-hydroxyellipticine
	CAS Number	51131-85-2	Molecular Weight	262.30600
	Density	1.349g/cm3	Boiling Point	557.7ºC at 760mmHg
	Molecular Formula	C₁₇H₁₄N₂O	Melting Point	N/A
	MSDS	N/A	Flash Point	291.1ºC

Use of 9-hydroxyellipticine

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
Synonym	More Synonyms

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

6H-Pyrido[4,3-b...

CAS#:10371-86-5

~67%

9-hydroxyellipticine

CAS#:51131-85-2

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

9-formylellipticine

CAS#:115552-64-2

~93%

9-hydroxyellipticine

CAS#:51131-85-2

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

5,11-dimethylpy...

CAS#:76004-29-0

~93%

9-hydroxyellipticine

CAS#:51131-85-2

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

ELLIPTICINE

CAS#:519-23-3

9-hydroxyellipticine

CAS#:51131-85-2

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

Precursor 4
CAS#:10371-86-5 6H-Pyrido[4,3-b... CAS#:115552-64-2 9-formylellipticine CAS#:76004-29-0 5,11-dimethylpy... CAS#:519-23-3 ELLIPTICINE
DownStream 3
CAS#:76004-29-0 5,11-dimethylpy... CAS#:102353-63-9 5,11-dimethyl-6... CAS#:86542-48-5 10-((5,11-dimet...