(+)-dexrazoxane (CHEBI:50223)

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ChEBI Name	(+)-dexrazoxane

ChEBI ID	CHEBI:50223

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information	ChemicalBook:CB2251448, eMolecules:30069809, ZINC000087515509

Download	Molfile XML SDF

Wikipedia	License
Dexrazoxane hydrochloride, sold under the brand name Zinecard among others, is a cardioprotective agent. It was discovered in 1972. The IV administration of dexrazoxane is in acidic condition with HCl adjusting the pH.
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Formula

C11H16N4O4

Net Charge

Average Mass

268.26930

Monoisotopic Mass

268.11716

InChI

InChI=1S/C11H16N4O4/c1-7(15-5-10(18)13-11(19)6-15)2-14-3-8(16)12-9(17)4-14/h7H,2-6H2,1H3,(H,12,16,17)(H,13,18,19)/t7-/m0/s1

InChIKey

BMKDZUISNHGIBY-ZETCQYMHSA-N

SMILES

C[C@@H](CN1CC(=O)NC(=O)C1)N1CC(=O)NC(=O)C1

Roles Classification
Chemical Role(s):	chelator A ligand with two or more separate binding sites that can bind to a single metallic central atom, forming a chelate. Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound )

Biological Role(s):	immunosuppressive agent An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.

Application(s):	antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms. cardiovascular drug A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume. immunosuppressive agent An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.

ChEBI Ontology
Outgoing	(+)-dexrazoxane (CHEBI:50223) has role antineoplastic agent (CHEBI:35610) (+)-dexrazoxane (CHEBI:50223) has role cardiovascular drug (CHEBI:35554) (+)-dexrazoxane (CHEBI:50223) has role chelator (CHEBI:38161) (+)-dexrazoxane (CHEBI:50223) has role immunosuppressive agent (CHEBI:35705) (+)-dexrazoxane (CHEBI:50223) is a razoxane (CHEBI:50225)

Incoming	dexrazoxane hydrochloride (CHEBI:50224) has part (+)-dexrazoxane (CHEBI:50223)

IUPAC Name

4,4'-(2S)-propane-1,2-diyldipiperazine-2,6-dione

Synonyms	Sources
(+)-(S)-4,4'-Propylenedi-2,6-piperazinedione	ChemIDplus
(+)-1,2-Bis(3,5-dioxo-1-piperazinyl)propane	ChemIDplus
Dextrorazoxane	DrugBank

Last Modified

22 February 2017