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Dexrazoxane

CAS No.
24584-09-6
Chemical Name:
Dexrazoxane
Synonyms
adr529;cardioxane;DEXRAZOXANE;DEXTRAZOXANE;(S)-ICRF-187;DEXTRORAZOXANE;Dexrazoxane>Right razoxane;(+)-dexrazoxane;Dexrazoxane, >=99%
CBNumber:
CB2251448
Molecular Formula:
C11H16N4O4
Molecular Weight:
268.27
MDL Number:
MFCD00866449
MOL File:
24584-09-6.mol
Last updated:2024-11-19 23:02:33

Dexrazoxane Properties

Melting point 194-196°C
alpha D +11.35° (c = 5 in DMF)
Boiling point 531.5±50.0 °C(Predicted)
Density 1.333±0.06 g/cm3(Predicted)
storage temp. 2-8°C
solubility DMSO: >20mg/mL
form powder
pka 2.1(at 25℃)
color white to off-white
Merck 14,8123
InChIKey BMKDZUISNHGIBY-ZETCQYMHSA-N
CAS DataBase Reference 24584-09-6(CAS DataBase Reference)
FDA UNII 048L81261F
ATC code V03AF02

Pharmacokinetic data

Protein binding 2%
Excreted unchanged in urine Cardioxane? : 40; Savene? : 34-60%
Volume of distribution 0.13-1.3(L/kg)
Biological half-life Cardioxane? : 1-3.4; Savene? : 1.9-9.1 / Increased

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
RIDADR  UN 2811 6.1 / PGIII
WGK Germany  3
RTECS  TL6390000
HS Code  2933.59.9500
NFPA 704
0
2 0

Dexrazoxane price More Price(51)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich D1446 Dexrazoxane ≥95% (HPLC) 24584-09-6 5mg $106 2024-03-01 Buy
Sigma-Aldrich 05587 Dexrazoxane analytical standard 24584-09-6 25mg $94.4 2024-03-01 Buy
TCI Chemical D4227 Dexrazoxane >98.0%(T) 24584-09-6 100mg $67 2024-03-01 Buy
Cayman Chemical 14632 Dexrazoxane ≥98% 24584-09-6 5mg $32 2024-03-01 Buy
Cayman Chemical 14632 Dexrazoxane ≥98% 24584-09-6 10mg $48 2024-03-01 Buy
Product number Packaging Price Buy
D1446 5mg $106 Buy
05587 25mg $94.4 Buy
D4227 100mg $67 Buy
14632 5mg $32 Buy
14632 10mg $48 Buy

Dexrazoxane Chemical Properties,Uses,Production

Description

Dexrazoxane is the dextro-isomer of razoxane approved as a protectant against the cardiotoxicity of doxorubicin in breast cancer patients. This agent does not alter the anticancer effect of doxorubicin. Its mode of action suggests a chelation of free radicals. In mice, dexrazoxane also offers protection against cardiac side effects of epirubicin, but not mitoxantrone.

Originator

Imperial Cancer Research Fund (United Kingdom)

Uses

Cardioprotectant.

Uses

Dexrazoxane is a cardioprotective compound against anthracyclines. It is highly protective in reducing anthracycline-induced cardiotoxicity and extravasation injury. It functions by inhibiting topoisomerase II without inducing DNA strand breaks. Dexrazoxane is a + enantiomer of razoxane.

Uses

Dexrazoxane has been used in chromatin remodelling experiments.

Definition

ChEBI: (+)-dexrazoxane is a razoxane. It has a role as a chelator, an antineoplastic agent, a cardiovascular drug and an immunosuppressive agent.

brand name

Zinecard (Pharmacia & Upjohn);Cardioxane.

General Description

Dexrazoxane is a member of bis(2,6-dioxopiperazines), that functions as a topoisomerase 2 catalytic inhibitor. Dexrazoxane is a free radical scavenger. It might protect the heart from doxorubicin-associated damage. Dexrazoxane acts as a cardiopulmonary protectant, while treating Hodgkin′s disease (HD). It functions as a chelating agent, which limits the formation of anthracycline-iron complexes. It is used to synthesize antimalarial drugs.

Biological Activity

Topoisomerase II inhibitor and intracellular ion chelator. Bridges and stabilizes an interface between two ATPase promoters to inhibit topoisomerase II activity. Cardioprotective when co-administered with doxorubicin; decreases formation of reactive oxygen species (ROS) and activates the PI3K/Akt survival pathway.

Biochem/physiol Actions

Dexrazoxane is a cardioprotective compound against anthracyclines. It functions by inhibiting topoisomerase II without inducing DNA strand breaks. Dexrazoxane is a + enantiomer of razoxane.

Clinical Use

Cardioxane? Prevention of cardiotoxicity in patients receiving doxorubicin or epirubicin for breast cancer Savene? : Treatment of extravasation caused by anthracyclines

Veterinary Drugs and Treatments

Dexrazoxane may be useful to attenuate the cardiotoxic effects of doxorubicin in patients who are showing signs of anthracycline cardiotoxicity, have cardiac disease, or are at maximum cumulative dosages of doxorubicin. It is also used to treat extravasation injuries associated with doxorubicin.
While dexrazoxane has been shown to be cardioprotective when given at dosages of 10 times the doxorubicin dose, there is evidence that it may also partially protect the cancer cells being treated.

Drug interactions

Potentially hazardous interactions with other drugs
Antiepileptics: may reduce absorption of fosphenytoin and phenytoin.
Ciclosporin: increased risk of immunosuppression with risk of lymphoproliferative disease.
Tacrolimus: increased risk of immunosuppression with risk of lymphoproliferative disease.
Vaccines: risk of generalised infections with live vaccines - avoid.

Metabolism

Dexrazoxane is hydrolysed by the enzyme dihydropyrimidine amidohydrolase in the liver and kidney to active metabolites that are capable of binding to metal ions.
It is excreted unchanged via the kidney

15250-41-6
24584-09-6
Synthesis of Dexrazoxane from (S)-(+)-1,2-Diaminopropane-N,N,N',N'-tetraacetic acid

Dexrazoxane Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 304)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Mojin Biotechnology Co., Ltd
+86 13288715578 +8613288715578 sales@hbmojin.com China 12839 58
Hebei Yanxi Chemical Co., Ltd.
+8617531190177 peter@yan-xi.com China 5857 58
Hebei Weibang Biotechnology Co., Ltd
+8617732866630 bess@weibangbio.com China 18153 58
Hangzhou Hyper Chemicals Limited
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hebei hongtan Biotechnology Co., Ltd
+86-86-1913198-3935 +8617331935328 sales03@chemcn.cn China 970 58
Shanghai Daken Advanced Materials Co.,Ltd
+86-371-66670886 info@dakenam.com China 18775 58
Shanghai Zheyan Biotech Co., Ltd.
18017610038 zheyansh@163.com CHINA 3619 58
career henan chemical co
+86-0371-86658258 +8613203830695 sales@coreychem.com China 29881 58
Zhejiang ZETian Fine Chemicals Co. LTD
+8618957127338 stella@zetchem.com China 2136 58
Chongqing Chemdad Co., Ltd
+86-023-6139-8061 +86-86-13650506873 sales@chemdad.com China 39894 58

View Lastest Price from Dexrazoxane manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Dexrazoxane pictures 2024-11-28 Dexrazoxane
24584-09-6
US $60.00 / kg 1kg 99% 1000 hebei hongtan Biotechnology Co., Ltd
Dexrazoxane pictures 2024-11-27 Dexrazoxane
24584-09-6
US $0.00 / Kg/Bag 1g 98%-102% 10KGS WUHAN FORTUNA CHEMICAL CO., LTD
Dexrazoxane pictures 2024-11-19 Dexrazoxane
24584-09-6
US $39.00-81.00 / mg 99.45% 10g TargetMol Chemicals Inc.
  • Dexrazoxane pictures
  • Dexrazoxane
    24584-09-6
  • US $60.00 / kg
  • 99%
  • hebei hongtan Biotechnology Co., Ltd
  • Dexrazoxane pictures
  • Dexrazoxane
    24584-09-6
  • US $0.00 / Kg/Bag
  • 98%-102%
  • WUHAN FORTUNA CHEMICAL CO., LTD
  • Dexrazoxane pictures
  • Dexrazoxane
    24584-09-6
  • US $39.00-81.00 / mg
  • 99.45%
  • TargetMol Chemicals Inc.

Dexrazoxane Spectrum

DEXRAZOXANE (s)-4,4'-(1-methyl-1,2-ethanediyl)bis-2,6-piperazinedione 4’-(1-methyl-1,2-ethanediyl)bis-6-piperazinedion(+)-4 4’-propylenedi-6-piperazinedion(+)-4 adr529 cardioxane DEXTRAZOXANE DEXTRORAZOXANE (S)-ICRF-187 [S,(+)]-4,4'-Propylenebis(2,6-piperazinedione) 4,4'-[(S)-1-Methyl-1,2-ethanediyl]bis(2,6-piperazinedione) 4-[(2S)-2-(3,5-Dioxopiperazin-1-yl)propyl]piperazine-2,6-dionehydrochloride 4-[(2S)-2-(3,5-dioxopiperazin-1-yl)propyl]piperazine-2,6-dione (S)-4,4'-(Propane-1,2-diyl)bis(piperazine-2,6-dione) Dexrazoxane ((S)-Razoxane) 2,6-Piperazinedione,4,4'-[(1S)-1-Methyl-1,2-ethanediyl]bis- (+)-(S)-4,4′-Propylenedi-2,6-piperazinedione (S)-(+)-1,2-Bis(3,5-dioxopiperazin-1-yl)propane Dexrazoxane (S)-4,4'-(1-Methyl-1,2-ethanediyl)bis-2,6-piperazinedione) Dexrazoxane, >=99% (S)-1,2-Bis(3,5-dioxo-1-piperazinyl)propane Ca rdioxane、Dextrazoxane、Eucardion、Zinecard ICRF-187;NSC-169780 Dexrazoxane (ICRF-187 Dexrazoxane> (+)-dexrazoxane Dexrazoxane Impurity Dexrazoxane (NSC-169780) Right razoxane Dextrozosan. - Dextropropimide Dexrazoxane 24584-09-6 4,4'-[(1S)-1-Methyl-1,2-ethanediyl]bis-2,6-piperazinedione 2,6-Piperazinedione, 4,4'-[(1S)-1-methyl-1,2-ethanediyl]bis- 24584-09-6 C11H16N4O4 API Chelating Agent 24584-09-6