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    Chemistry

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

    Dexrazoxane

    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

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    [{"dataSource":"API Export","activeIngredients":"DEXRAZOXANE","year":"2021","qtr":"Q2","strtotime":1617820200,"product":"DEXRAZOXANE (GROUP:C)(TAX INV NO:1905205 335 DT:31.03.2021","address":"8-3-167\/D\/16, KALYAN NAGAR - I,VENGAL RAO NAGAR","city":"HYDERABAD, A.P.","supplier":"MSN LABORATORIES","supplierCountry":"INDIA","foreign_port":"ZURICH","customer":"SCHENKER SCHWEIZ AG","customerCountry":"SWITZERLAND","quantity":"3.00","actualQuantity":"3","unit":"KGS","unitRateFc":"40098.6","totalValueFC":"116419.3","currency":"USD","unitRateINR":2889102,"date":"08-Apr-2021","totalValueINR":"8667306","totalValueInUsd":"116419.3","indian_port":"HYDERABAD AIR","hs_no":"29337990","bill_no":"9968268","productDescription":"API","marketType":"REGULATED MARKET","country":"SWITZERLAND","selfForZScoreResived":"Pharma Grade","supplierPort":"HYDERABAD AIR","supplierAddress":"8-3-167\/D\/16, KALYAN NAGAR - I,VENGAL RAO NAGAR, HYDERABAD, A.P.","customerAddress":""},{"dataSource":"API Export","activeIngredients":"","year":"2022","qtr":"Q4","strtotime":1670437800,"product":"DEXRAZOXANE","address":"MSN HOUSE, PLOT NO. C-24,INDUSTRIAL HYDERABAD","city":"HYDERABAD","supplier":"MSN LABORATORIES","supplierCountry":"INDIA","foreign_port":"SHANGHAI","customer":"TO THE ORDER OF","customerCountry":"CHINA","quantity":"0.03","actualQuantity":"0.03","unit":"KGS","unitRateFc":"40000","totalValueFC":"1104.3","currency":"USD","unitRateINR":3033333.3333333335,"date":"08-Dec-2022","totalValueINR":"91000","totalValueInUsd":"1104.3","indian_port":"HYDERABAD AIR","hs_no":"29337990","bill_no":"6009024","productDescription":"API","marketType":"REGULATED MARKET","country":"CHINA","selfForZScoreResived":"Pharma Grade","supplierPort":"HYDERABAD AIR","supplierAddress":"MSN HOUSE, PLOT NO. C-24,INDUSTRIAL HYDERABAD, HYDERABAD","customerAddress":""}]
    08-Apr-2021
    08-Dec-2022
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    DOSAGE - INJECTABLE;INJECTION - EQ 250MG BASE...DOSAGE - INJECTABLE;INJECTION - EQ 250MG BASE/VIAL

    USFDA APPLICATION NUMBER - 20212

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    DOSAGE - INJECTABLE;INJECTION - EQ 500MG BASE...DOSAGE - INJECTABLE;INJECTION - EQ 500MG BASE/VIAL

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    DOSAGE - INJECTABLE;INJECTION - EQ 500MG BASE...DOSAGE - INJECTABLE;INJECTION - EQ 500MG BASE/VIAL **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

    USFDA APPLICATION NUMBER - 22025

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