24584-09-6

24584-09-6 structure

Name: Dexrazoxane
Chemical Name: (+)-dexrazoxane
CAS Number: 24584-09-6
Molecular Formula: C₁₁H₁₆N₄O₄
Molecular Weight: 268.269
Catalog: Research Areas Cardiovascular Disease
Create Date: 2018-03-15 08:00:00
Modify Date: 2024-01-02 20:09:17
Dexrazoxane(ICRF187) is a cardioprotective agent.Target: OthersDexrazoxane is a cardioprotective agent. Dexrazoxane is a derivative of EDTA, dexrazoxane chelates iron and thus reduces the number of metal ions complexed with anthracycline and, consequently, decrease the formation of superoxide radicals. The exact chelation mechanism is unknown, but it has be postulated that dexrazoxane can be converted into ring-opened form intracellularly and interfere with iron-mediated free radical generation that is in part thought to be responsible for anthryacycline induced cadiomyopathy. It was speculated that dexrazoxane could be used for further investigation to synthesize new antimalarial drugs [1, 2].

Name	(+)-dexrazoxane
Synonyms	4-[(2S)-2-(3,5-dioxopiperazin-1-yl)propyl]piperazine-2,6-dione (+)-4,4'-(1-Methyl-1,2-ethanediyl)bis-2,6-piperazinedione 2,6-Piperazinedione, 4,4'-[(1S)-1-methyl-1,2-ethanediyl]bis- 4,4'-(2S)-Propan-1,2-diyldipiperazin-2,6-dion 4,4'-[(2S)-1,2-Propanediyl]di(2,6-piperazinedione) (+)-4,4'-Propylenedi-2,6-piperazinedione Dexrazoxane Desrazoxane Razoxane (+)-form (S)-1,2-Bis(3,5-dioxo-1-piperazinyl)propane 4,4'-(2S)-Propane-1,2-diyldipiperazine-2,6-dione Eucardion MFCD00866449 (+)-dexrazoxane 4,4'-(2S)-propane-1,2-diyldipipérazine-2,6-dione (s)-4,4'-(1-methyl-1,2-ethanediyl)bis-2,6-piperazinedione

Description	Dexrazoxane(ICRF187) is a cardioprotective agent.Target: OthersDexrazoxane is a cardioprotective agent. Dexrazoxane is a derivative of EDTA, dexrazoxane chelates iron and thus reduces the number of metal ions complexed with anthracycline and, consequently, decrease the formation of superoxide radicals. The exact chelation mechanism is unknown, but it has be postulated that dexrazoxane can be converted into ring-opened form intracellularly and interfere with iron-mediated free radical generation that is in part thought to be responsible for anthryacycline induced cadiomyopathy. It was speculated that dexrazoxane could be used for further investigation to synthesize new antimalarial drugs [1, 2].
Related Catalog	Signaling Pathways >> Others >> Others Research Areas >> Cardiovascular Disease
References	[1]. Jones, R.L., Utility of dexrazoxane for the reduction of anthracycline-induced cardiotoxicity. Expert Rev Cardiovasc Ther, 2008. 6(10): p. 1311-7. [2]. Loyevsky, M., et al., Plasmodium falciparum and Plasmodium yoelii: effect of the iron chelation prodrug dexrazoxane on in vitro cultures. Exp Parasitol, 1999. 91(2): p. 105-14.

Density	1.3±0.1 g/cm3
Boiling Point	531.5±50.0 °C at 760 mmHg
Melting Point	194-196ºC
Molecular Formula	C₁₁H₁₆N₄O₄
Molecular Weight	268.269
Flash Point	275.3±30.1 °C
Exact Mass	268.117157
PSA	98.82000
LogP	-0.37
Vapour Pressure	0.0±1.4 mmHg at 25°C
Index of Refraction	1.540
Storage condition	Desiccate at RT

CHEMICAL IDENTIFICATION

RTECS NUMBER :: TL6390000

CHEMICAL NAME :: 2,6-Piperazinedione, 4,4'-propylenedi-, (+)-

CAS REGISTRY NUMBER :: 24584-09-6

LAST UPDATED :: 199612

DATA ITEMS CITED :: 7

MOLECULAR FORMULA :: C11-H16-N4-O4

MOLECULAR WEIGHT :: 268.31

WISWESSER LINE NOTATION :: T6VMV ENTJ EY1&U1- ET6VMV ENTJ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Human - man

DOSE/DURATION :: 383 mg/kg

TOXIC EFFECTS :: Gastrointestinal - nausea or vomiting Liver - liver function tests impaired Blood - leukopenia

TYPE OF TEST :: LD10 - Lethal Dose

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 500 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 2 gm/kg

TOXIC EFFECTS :: Behavioral - food intake (animal) Gastrointestinal - hypermotility, diarrhea Gastrointestinal - nausea or vomiting

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 1250 mg/kg/5D-I

TOXIC EFFECTS :: Behavioral - food intake (animal) Blood - hemorrhage Related to Chronic Data - death

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 1875 mg/kg/33D-I

TOXIC EFFECTS :: Behavioral - food intake (animal) Blood - changes in erythrocyte (RBC) count Nutritional and Gross Metabolic - weight loss or decreased weight gain

MUTATION DATA

TYPE OF TEST :: Mutation test systems - not otherwise specified

TEST SYSTEM :: Human Lymphocyte

DOSE/DURATION :: 20 mg/L

REFERENCE :: INNDDK Investigational New Drugs. The Journal of New Anticancer Agents. Kluwer Academic Pub., POB 358, Accord Stn., Hingham, MA 02018) V.1- 1983- Volume(issue)/page/year: 1,283,1983

Symbol	GHS07
Signal Word	Warning
Hazard Statements	H315-H319-H335
Precautionary Statements	P261-P305 + P351 + P338
Hazard Codes	Xi
Risk Phrases	36/37/38
Safety Phrases	26-36
RIDADR	UN 2811 6.1 / PGIII
HS Code	2933599090

Precursor 1
4408-81-5
DownStream 0

HS Code	2933599090
Summary	2933599090. other compounds containing a pyrimidine ring (whether or not hydrogenated) or piperazine ring in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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