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2D Structure
Also known as: 149003-01-0, Dexrazoxane hcl, Totect, Cardioxane, Zinecard, Cardioxan
Molecular Formula
C11H17ClN4O4
Molecular Weight
304.73  g/mol
InChI Key
BIFMNMPSIYHKDN-FJXQXJEOSA-N
FDA UNII
5346058Q7S

The (+)-enantiomorph of razoxane.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
4-[(2S)-2-(3,5-dioxopiperazin-1-yl)propyl]piperazine-2,6-dione;hydrochloride
2.1.2 InChI
InChI=1S/C11H16N4O4.ClH/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);1H/t7-;/m0./s1
2.1.3 InChI Key
BIFMNMPSIYHKDN-FJXQXJEOSA-N
2.1.4 Canonical SMILES
CC(CN1CC(=O)NC(=O)C1)N2CC(=O)NC(=O)C2.Cl
2.1.5 Isomeric SMILES
C[C@@H](CN1CC(=O)NC(=O)C1)N2CC(=O)NC(=O)C2.Cl
2.2 Other Identifiers
2.2.1 UNII
5346058Q7S
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Adr 529

2. Adr-529

3. Adr529

4. Cardioxan

5. Cardioxane

6. Dexrazoxane

7. Hydrochloride, Dexrazoxane

8. Icrf 187

9. Icrf-187

10. Icrf187

11. Nsc 169780

12. Nsc-169780

13. Nsc169780

14. Razoxane, (s)-isomer

15. Razoxane, (s)-isomer, Hydrochloride

16. Zinecard

2.3.2 Depositor-Supplied Synonyms

1. 149003-01-0

2. Dexrazoxane Hcl

3. Totect

4. Cardioxane

5. Zinecard

6. Cardioxan

7. Savene

8. Adr-529 Hydrochloride

9. Icrf-187 Hydrochloride

10. Icrf-187

11. 1263283-43-7

12. (+)-razoxane Hydrochloride

13. Razoxane Hydrochloride, (s)-

14. Dexrazoxane (hydrochloride)

15. 4-[(2s)-2-(3,5-dioxopiperazin-1-yl)propyl]piperazine-2,6-dione Hydrochloride

16. Dexrazoxane Hydrochloride [vandf]

17. Dexrazoxane Hydrochloride [who-dd]

18. 2,6-piperazinedione, 4,4'-((1s)-1-methyl-1,2-ethanediyl)bis-, Hydrochloride (1:1)

19. Razoxane (+)-form Hydrochloride [mi]

20. Dexrazoxane Hydrochloride [orange Book]

21. 5346058q7s

22. (s)-4,4'-(propane-1,2-diyl)bis(piperazine-2,6-dione) Hydrochloride

23. Dexrazoxane Hcl (icrf-187, Adr-529)

24. 2,6-piperazinedione, 4,4'-(1-methyl-1,2-ethanediyl)bis-, Hydrochloride, (s)-

25. Chebi:50224

26. Icrf 187 Hydrochloride

27. Topotect

28. Unii-5346058q7s

29. Zinecard (tn)

30. (s)-4,4'-(1-methyl-1,2-ethanediyl)bis-2,6-piperazinedione Hydrochloride

31. Savene (tn)

32. Totect (tn)

33. Dexrazoxanehydrochloride

34. Cardioxane Hydrochloride

35. Schembl18188

36. Chembl1200778

37. Dtxsid60164152

38. 4-[(2s)-2-(3,5-dioxopiperazin-1-yl)propyl]piperazine-2,6-dione;hydrochloride

39. Kdx-0811

40. S1222

41. Akos015900046

42. Ac-9014

43. Ccg-267515

44. As-16976

45. Dexrazoxane Hcl (icrf-187; Adr-529)

46. Sw220147-1

47. C72836

48. D07807

49. 003d010

50. Dexrazoxane Hydrochloride (icrf-187, Adr-529)

51. Q27121988

2.4 Create Date
2006-07-28
3 Chemical and Physical Properties
Molecular Weight 304.73 g/mol
Molecular Formula C11H17ClN4O4
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count6
Rotatable Bond Count3
Exact Mass304.0938327 g/mol
Monoisotopic Mass304.0938327 g/mol
Topological Polar Surface Area98.8 Ų
Heavy Atom Count20
Formal Charge0
Complexity404
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 6  
Drug NameDexrazoxane hydrochloride
PubMed HealthDexrazoxane (Injection)
Drug ClassesCardioprotective Agent, Dermatological Agent
Active IngredientDexrazoxane hydrochloride
Dosage FormInjectable
RouteInjection
Strengtheq 500mg base/vial; eq 250mg base/vial
Market StatusPrescription
CompanyMylan Institutional; Eurohlth Intl

2 of 6  
Drug NameTotect
Active IngredientDexrazoxane hydrochloride
Dosage FormInjectable
RouteInjection
Strengtheq 500mg base/vial
Market StatusPrescription
CompanyBiocodex

3 of 6  
Drug NameZinecard
PubMed HealthDexrazoxane (Injection)
Drug ClassesCardioprotective Agent, Dermatological Agent
Drug LabelZINECARD (dexrazoxane for injection), a cardioprotective agent for use in conjunction with doxorubicin, is a sterile, pyrogen-free lyophilizate intended for intravenous administration.Chemically, dexrazoxane is (S)-4,4'-(1-methyl-1,2-ethanediyl)bis-2
Active IngredientDexrazoxane hydrochloride
Dosage FormInjectable
RouteInjection
Strengtheq 500mg base/vial; eq 250mg base/vial
Market StatusPrescription
CompanyPharmacia And Upjohn

4 of 6  
Drug NameDexrazoxane hydrochloride
PubMed HealthDexrazoxane (Injection)
Drug ClassesCardioprotective Agent, Dermatological Agent
Active IngredientDexrazoxane hydrochloride
Dosage FormInjectable
RouteInjection
Strengtheq 500mg base/vial; eq 250mg base/vial
Market StatusPrescription
CompanyMylan Institutional; Eurohlth Intl

5 of 6  
Drug NameTotect
Active IngredientDexrazoxane hydrochloride
Dosage FormInjectable
RouteInjection
Strengtheq 500mg base/vial
Market StatusPrescription
CompanyBiocodex

6 of 6  
Drug NameZinecard
PubMed HealthDexrazoxane (Injection)
Drug ClassesCardioprotective Agent, Dermatological Agent
Drug LabelZINECARD (dexrazoxane for injection), a cardioprotective agent for use in conjunction with doxorubicin, is a sterile, pyrogen-free lyophilizate intended for intravenous administration.Chemically, dexrazoxane is (S)-4,4'-(1-methyl-1,2-ethanediyl)bis-2
Active IngredientDexrazoxane hydrochloride
Dosage FormInjectable
RouteInjection
Strengtheq 500mg base/vial; eq 250mg base/vial
Market StatusPrescription
CompanyPharmacia And Upjohn

4.2 Drug Indication

Savene is indicated for the treatment of anthracycline extravasation.


5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Antineoplastic Agents

Substances that inhibit or prevent the proliferation of NEOPLASMS. (See all compounds classified as Antineoplastic Agents.)


Cardiotonic Agents

Agents that have a strengthening effect on the heart or that can increase cardiac output. They may be CARDIAC GLYCOSIDES; SYMPATHOMIMETICS; or other drugs. They are used after MYOCARDIAL INFARCT; CARDIAC SURGICAL PROCEDURES; in SHOCK; or in congestive heart failure (HEART FAILURE). (See all compounds classified as Cardiotonic Agents.)


Topoisomerase II Inhibitors

Compounds that inhibit the activity of DNA TOPOISOMERASE II. Included in this category are a variety of ANTINEOPLASTIC AGENTS which target the eukaryotic form of topoisomerase II and ANTIBACTERIAL AGENTS which target the prokaryotic form of topoisomerase II. (See all compounds classified as Topoisomerase II Inhibitors.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Cytoprotective Agent [EPC]
5.3 ATC Code

V03AF02


V03AF02

S76 | LUXPHARMA | Pharmaceuticals Marketed in Luxembourg | Pharmaceuticals marketed in Luxembourg, as published by d'Gesondheetskeess (CNS, la caisse nationale de sante, www.cns.lu), mapped by name to structures using CompTox by R. Singh et al. (in prep.). List downloaded from https://cns.public.lu/en/legislations/textes-coordonnes/liste-med-comm.html. Dataset DOI:10.5281/zenodo.4587355