Dexrazoxane

Modify Date: 2024-01-02 20:09:17

Dexrazoxane Structure
Dexrazoxane structure
Common Name Dexrazoxane
CAS Number 24584-09-6 Molecular Weight 268.269
Density 1.3±0.1 g/cm3 Boiling Point 531.5±50.0 °C at 760 mmHg
Molecular Formula C11H16N4O4 Melting Point 194-196ºC
MSDS Chinese USA Flash Point 275.3±30.1 °C
Symbol GHS07
GHS07
Signal Word Warning

 Use of Dexrazoxane


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].

 Names

Name (+)-dexrazoxane
Synonym More Synonyms

 Dexrazoxane Biological Activity

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
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.

 Chemical & Physical Properties

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

 Toxicological Information

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

 Safety Information

Symbol GHS07
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 & DownStream

Precursor  1

DownStream  0

 Customs

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%

 Articles35

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 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
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