Dexrazoxane

ChemicalBook > CAS DataBase List > Dexrazoxane

Product Name: Dexrazoxane
CAS No.: 24584-09-6
Chemical Name: Dexrazoxane
Synonyms: adr529;cardioxane;DEXRAZOXANE;(S)-ICRF-187;DEXTRAZOXANE;DEXTRORAZOXANE;Dexrazoxane>Right razoxane;(+)-dexrazoxane;Dextropropimine
CBNumber: CB2251448
Molecular Formula: C11H16N4O4
Formula Weight: 268.27
MOL File: 24584-09-6.mol

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Dexrazoxane Property

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)

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Safety

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
Hazardous Substances Data: 24584-09-6(Hazardous Substances Data)

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: D1446
Product name: Dexrazoxane
Purity: ≥95% (HPLC)
Packaging: 5mg
Price: $106
Updated: 2024/03/01

Sigma-Aldrich

Product number: 05587
Product name: Dexrazoxane
Purity: analytical standard
Packaging: 25mg
Price: $94.4
Updated: 2024/03/01

TCI Chemical

Product number: D4227
Product name: Dexrazoxane
Purity: >98.0%(T)
Packaging: 100mg
Price: $67
Updated: 2024/03/01

Cayman Chemical

Product number: 14632
Product name: Dexrazoxane
Purity: ≥98%
Packaging: 5mg
Price: $32
Updated: 2024/03/01

Cayman Chemical

Product number: 14632
Product name: Dexrazoxane
Purity: ≥98%
Packaging: 10mg
Price: $48
Updated: 2024/03/01

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Dexrazoxane Chemical Properties,Usage,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

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.

Uses

Cardioprotectant.

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

Dexrazoxane Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Dexrazoxane manufacturers

Hebei Mujin Biotechnology Co.,Ltd

Product: Dexrazoxane 24584-09-6
Price: US $0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 50000KG/month
Release date: 2023-11-30

WUHAN FORTUNA CHEMICAL CO., LTD

Product: Dexrazoxane 24584-09-6
Price: US $0.00/Kg/Bag
Min. Order: 1g
Purity: 98%-102%
Supply Ability: 10KGS
Release date: 2021-07-16

hebei hongtan Biotechnology Co., Ltd

Product: Dexrazoxane 24584-09-6
Price: US $60.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 1000
Release date: 2024-03-25

24584-09-6, DexrazoxaneRelated Search:

Methyl acrylate Methylparaben Thiophanate-methyl Methyl acetate METSULFURON METHYL Bensulfuron methyl Kresoxim-methyl 4,4'-propylenebis(piperazine-2,6-dione) N-(2-Amino-2-oxoethyl)-N-[(1S)-2-(3,5-dioxo-1-piperazinyl)-1-methylethyl]-glycine ICRF 198 N-(2-Amino-2-oxoethyl)-N-[(2S)-2-(3,5-dioxo-1-piperazinyl)propyl]-glycine 2,2',2'',2'''-[[(1S)-1-Methyl-1,2-ethanediyl]dinitrilo]tetrakisacetamide ICRF-186 (S)-(+)-1,2-Diaminopropane-N,N,N',N'-tetraacetic acid Glycine, N-(2-amino-2-oxoethyl)-N-[(2R)-2-(3,5-dioxo-1-piperazinyl)propyl]- Glycine, N-(2-amino-2-oxoethyl)-N-[2-(3,5-dioxo-1-piperazinyl)propyl]- Dexrazoxane IMpurity D (N-oxide) Methyl

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)-1,2-Bis(3,5-dioxo-1-piperazinyl)propane

(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

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%

Ca rdioxane、Dextrazoxane、Eucardion、Zinecard

ICRF-187;NSC-169780

Dexrazoxane (ICRF-187

Dexrazoxane&gt

(+)-dexrazoxane

Dexrazoxane Impurity

Dexrazoxane (NSC-169780)

Dextrozosan. - Dextropropimide

Right razoxane

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-

Dextropropimine

(S)-4,4'-(propane-1,2-diyl)bis(piperazine-2,6-dione)

Dexrazoxane, 10 mM in DMSO

24584-09-6

C11H16N4O4

API

Chelating Agent

24584-09-6