Preferred Name |
Doxorubicin Hydrochloride |
|
Synonyms |
Doxorubicin hydrochloride 3-Hydroxyacetyldaunorubicin Hydrochloride hydroxydaunorubicin Adriamycin PFS ADRIAMYCIN, HYDROCHLORIDE doxorubicin hydrochloride Doxorubicin Hydrochloride 5,12-Naphthacenedione, 10-[(3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-,hydrochloride, (8S-cis)-(9CI) DOXORUBICIN HYDROCHLORIDE Chloridrato de Doxorrubicina Doxorubicin HCl Adriblastine Adriamycine Farmiblastina 14-Hydroxydaunorubicin Hydrochloride L-Lyxo-hexopyranoside, 3b-glycol-1,2,3,4,6,11-hexahydro-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1a-naphthacenyl 3-amino-2,3,6-trideoxy-alpha-, hydrochloride Adriblastina Doxorubicin.HCl 5,12-Naphthacenedione, 10-[(3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranosyl)oxy]-7,8, 9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-, hydrochloride, (8S-cis)- (9CI) Adriamycin RDF Adriamycin hydrochloride Adriamycin Hydrochloride ADM Adriacin Adriamycin Adrimedac DOX DOXO-CELL Doxolem Doxorubin FI 106 FI-106 Rubex |
|
Definitions |
The hydrochloride salt of doxorubicin, an anthracycline antibiotic with antineoplastic activity. Doxorubicin, isolated from the bacterium Streptomyces peucetius var. caesius, is the hydroxylated congener of daunorubicin. Doxorubicin intercalates between base pairs in the DNA helix, thereby preventing DNA replication and ultimately inhibiting protein synthesis. Additionally, doxorubicin inhibits topoisomerase II which results in an increased and stabilized cleavable enzyme-DNA linked complex during DNA replication and subsequently prevents the ligation of the nucleotide strand after double-strand breakage. Doxorubicin also forms oxygen free radicals resulting in cytotoxicity secondary to lipid peroxidation of cell membrane lipids; the formation of oxygen free radicals also contributes to the toxicity of the anthracycline antibiotics, namely the cardiac and cutaneous vascular effects. |
|
ID |
http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C1326 |
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Accepted_Therapeutic_Use_For |
Acute Lymphoblastic Leukemia; Acute Myeloid Leukemia; Wilms' tumor; neuroblastoma; soft tissue and bone sarcomas; small cell carcinoma of the lung; lymphomas; multiple myeloma; mesotheliomas; germ cell tumors of the ovary or testis. Carcinomas of breast, thyroid, gastric, ovarian, bronchogenic, head and neck, prostate, cervical, pancreatic, uterine, hepatic, and transitional cell bladder carcinomas. |
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ALT_DEFINITION |
A drug that is used to treat many types of cancer and is being studied in the treatment of other types of cancer. Adriamycin PFS comes from the bacterium Streptomyces peucetius. It damages DNA and may kill cancer cells. It is a type of anthracycline antitumor antibiotic. |
|
CAS_Registry |
25316-40-9 |
|
Chemical_Formula |
C27H29NO11.HCl |
|
code |
C1326 |
|
Concept_In_Subset |
http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C176424 http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C157711 http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C157712 http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C116978 http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C116977 http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C179484 http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C128784 |
|
Contributing_Source |
CTRP FDA GDC PCDC |
|
DEFINITION |
The hydrochloride salt of doxorubicin, an anthracycline antibiotic with antineoplastic activity. Doxorubicin, isolated from the bacterium Streptomyces peucetius var. caesius, is the hydroxylated congener of daunorubicin. Doxorubicin intercalates between base pairs in the DNA helix, thereby preventing DNA replication and ultimately inhibiting protein synthesis. Additionally, doxorubicin inhibits topoisomerase II which results in an increased and stabilized cleavable enzyme-DNA linked complex during DNA replication and subsequently prevents the ligation of the nucleotide strand after double-strand breakage. Doxorubicin also forms oxygen free radicals resulting in cytotoxicity secondary to lipid peroxidation of cell membrane lipids; the formation of oxygen free radicals also contributes to the toxicity of the anthracycline antibiotics, namely the cardiac and cutaneous vascular effects. |
|
Display_Name |
Doxorubicin Hydrochloride |
|
FDA_UNII_Code |
82F2G7BL4E |
|
FULL_SYN |
Doxorubicin hydrochloride 3-Hydroxyacetyldaunorubicin Hydrochloride hydroxydaunorubicin Adriamycin PFS ADRIAMYCIN, HYDROCHLORIDE doxorubicin hydrochloride Doxorubicin Hydrochloride 5,12-Naphthacenedione, 10-[(3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-,hydrochloride, (8S-cis)-(9CI) DOXORUBICIN HYDROCHLORIDE Chloridrato de Doxorrubicina Doxorubicin HCl Adriblastine Adriamycine Farmiblastina 14-Hydroxydaunorubicin Hydrochloride L-Lyxo-hexopyranoside, 3b-glycol-1,2,3,4,6,11-hexahydro-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1a-naphthacenyl 3-amino-2,3,6-trideoxy-alpha-, hydrochloride Adriblastina Doxorubicin.HCl 5,12-Naphthacenedione, 10-[(3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranosyl)oxy]-7,8, 9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-, hydrochloride, (8S-cis)- (9CI) Adriamycin RDF Adriamycin hydrochloride Adriamycin Hydrochloride ADM Adriacin Adriamycin Adrimedac DOX DOXO-CELL Doxolem Doxorubin FI 106 FI-106 Rubex |
|
Has_Free_Acid_Or_Base_Form | ||
Has_Target | ||
Is_Value_For_GDC_Property | ||
label |
Doxorubicin Hydrochloride |
|
Legacy Concept Name |
Doxorubicin_Hydrochloride |
|
Maps_To |
Doxorubicin Hydrochloride |
|
NCI_Drug_Dictionary_ID |
38860 |
|
NSC Number |
123127 |
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PDQ_Closed_Trial_Search_ID |
38860 |
|
PDQ_Open_Trial_Search_ID |
38860 |
|
Preferred_Name |
Doxorubicin Hydrochloride |
|
prefixIRI |
Thesaurus:C1326 |
|
Semantic_Type |
Pharmacologic Substance |
|
UMLS_CUI |
C0546861 |
|
subClassOf |