Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C37H42N4O13 |
| Molecular Weight | 750.7484 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 6 / 6 |
| E/Z Centers | 1 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@@]1(C[C@H](N)[C@H](O)[C@H](C)O1)O[C@H]2C[C@@](O)(CC3=C(O)C4=C(C(=O)C5=C(OC)C=CC=C5C4=O)C(O)=C23)C(\CO)=N\NC(=O)CCCCCN6C(=O)C=CC6=O
InChI
InChIKey=OBMJQRLIQQTJLR-USGQOSEYSA-N
InChI=1S/C37H42N4O13/c1-17-32(46)20(38)13-27(53-17)54-22-15-37(51,23(16-42)39-40-24(43)9-4-3-5-12-41-25(44)10-11-26(41)45)14-19-29(22)36(50)31-30(34(19)48)33(47)18-7-6-8-21(52-2)28(18)35(31)49/h6-8,10-11,17,20,22,27,32,42,46,48,50-51H,3-5,9,12-16,38H2,1-2H3,(H,40,43)/b39-23+/t17-,20-,22-,27-,32+,37-/m0/s1
| Molecular Formula | C37H42N4O13 |
| Molecular Weight | 750.7484 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 6 / 6 |
| E/Z Centers | 1 |
| Optical Activity | UNSPECIFIED |
DescriptionCurator's Comment: The description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/28846045 | https://clinicaltrials.gov/ct2/show/NCT02049905 | https://www.ncbi.nlm.nih.gov/pubmed/26378637 | https://clinicaltrials.gov/ct2/show/NCT02014844 | https://www.ncbi.nlm.nih.gov/pubmed/25312684 | https://clinicaltrials.gov/ct2/show/NCT02200757
Curator's Comment: The description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/28846045 | https://clinicaltrials.gov/ct2/show/NCT02049905 | https://www.ncbi.nlm.nih.gov/pubmed/26378637 | https://clinicaltrials.gov/ct2/show/NCT02014844 | https://www.ncbi.nlm.nih.gov/pubmed/25312684 | https://clinicaltrials.gov/ct2/show/NCT02200757
Aldoxorubicin (INNO-206) is a tumor-targeted doxorubicin conjugate developed by CytRx for treating relapsed and refractory sarcomas, especially L-sarcomas. Aldoxorubicin is a rationally-engineered cytotoxic which delivers a well-established anti-cancer agent, doxorubicin, into the tumor. Currently, in late-stage clinical trials, Aldoxorubicin appears to overcome the key limitations of doxorubicin, including cumulative dose restrictions. Aldoxorubicin utilizes an acid-sensitive linker that selectively binds to albumin, which may allow the cytotoxic payload to preferentially accumulate in the tumor and potentially spare the surrounding healthy tissue. This mechanism leverages the tumor's low pH environment and accompanying dependency upon circulating albumin to fuel growth, to enable the delivery of multifold times the standard dosing of doxorubicin. The preferential uptake of Aldoxorubicin by tumor tissue and the acid sensitive release of doxorubicin allow for Aldoxorubicin to be a very promising anticancer agent. In phase I and II trials, Aldoxorubicin demonstrates superior efficacy over doxorubicin. Although the studies were not powered for OS, Aldoxorubicin shows improved PFS and tumor response in comparison to doxorubicin. The safety profile was also comparable to that of doxorubicin. Similarly, results from the recent phase III study showed a benefit in PFS in the leiomyosarcoma subtypes.
Originator
Sources: https://books.google.ru/books?id=_J2ti4EkYpkC&pg=PA1397&lpg=PA1397&dq=DOXORUBICIN retrieved from Pharmaceutical Manufacturing Encyclopedia William Andrew Publishing, p.1397https://encrypted.google.com/patents/WO2012167255A1
Curator's Comment: Introduced as Adriblastina by Farmitalia, Italy, in 1971
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL2094255 |
2.67 µM [IC50] | ||
Target ID: CHEMBL3253 |
|||
Target ID: CHEMBL1806 Sources: http://www.drugbank.ca/drugs/DB00997 |
|||
Target ID: CHEMBL2094255 |
2.67 µM [IC50] | ||
Target ID: CHEMBL614517 |
200.0 nM [IC50] | ||
Target ID: CHEMBL395 |
24.68 µM [IC50] | ||
Target ID: CHEMBL613895 |
0.074 µM [IC50] |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | Unknown Approved UseUnknown |
|||
| Primary | Unknown Approved UseUnknown |
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| Primary | Unknown Approved UseUnknown |
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| Primary | Unknown Approved UseUnknown |
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| Primary | Unknown Approved UseUnknown |
|||
| Primary | DOXIL Approved UseIndicated for:
Ovarian cancer
After failure of platinum-based chemotherapy.
AIDS-related Kaposi’s Sarcoma
After failure of prior systemic chemotherapy or intolerance to such therapy.
Multiple Myeloma Launch Date1995 |
|||
| Primary | DOXIL Approved UseIndicated for:
Ovarian cancer
After failure of platinum-based chemotherapy.
AIDS-related Kaposi’s Sarcoma
After failure of prior systemic chemotherapy or intolerance to such therapy.
Multiple Myeloma Launch Date1995 |
|||
| Primary | DOXIL Approved UseIndicated for:
Ovarian cancer
After failure of platinum-based chemotherapy.
AIDS-related Kaposi’s Sarcoma
After failure of prior systemic chemotherapy or intolerance to such therapy.
Multiple Myeloma Launch Date1995 |
Cmax
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
2 μM EXPERIMENT https://www.ncbi.nlm.nih.gov/pubmed/26115930 |
60 mg/m² 1 times / day steady-state, intravenous dose: 60 mg/m² route of administration: Intravenous experiment type: STEADY-STATE co-administered: |
DOXORUBICIN plasma | Homo sapiens population: UNHEALTHY age: CHILD sex: FEMALE / MALE food status: UNKNOWN |
AUC
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
7.4 μM × h EXPERIMENT https://www.ncbi.nlm.nih.gov/pubmed/26115930 |
60 mg/m² 1 times / day steady-state, intravenous dose: 60 mg/m² route of administration: Intravenous experiment type: STEADY-STATE co-administered: |
DOXORUBICIN plasma | Homo sapiens population: UNHEALTHY age: CHILD sex: FEMALE / MALE food status: UNKNOWN |
T1/2
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
34.8 h EXPERIMENT https://www.ncbi.nlm.nih.gov/pubmed/26115930 |
60 mg/m² 1 times / day steady-state, intravenous dose: 60 mg/m² route of administration: Intravenous experiment type: STEADY-STATE co-administered: |
DOXORUBICIN plasma | Homo sapiens population: UNHEALTHY age: CHILD sex: FEMALE / MALE food status: UNKNOWN |
Funbound
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
25% |
DOXORUBICIN plasma | Homo sapiens population: UNKNOWN age: UNKNOWN sex: UNKNOWN food status: UNKNOWN |
Doses
| Dose | Population | Adverse events |
|---|---|---|
150 mg/m2 1 times / day multiple, intravenous Overdose Dose: 150 mg/m2, 1 times / day Route: intravenous Route: multiple Dose: 150 mg/m2, 1 times / day Sources: |
unhealthy, 17 years n = 1 Health Status: unhealthy Age Group: 17 years Sex: F Population Size: 1 Sources: |
Other AEs: Mucositis, Chills... Other AEs: Mucositis (severe, 1 patient) Sources: Chills (1 patient) Pyrexia (1 patient) |
300 mg/m2 single, intravenous Overdose Dose: 300 mg/m2 Route: intravenous Route: single Dose: 300 mg/m2 Sources: |
unhealthy, 58 years n = 1 Health Status: unhealthy Condition: acute lymphoblastic leukemia Age Group: 58 years Sex: M Population Size: 1 Sources: |
Other AEs: Sinus tachycardia, Neutropenia... Other AEs: Sinus tachycardia (1 patient) Sources: Neutropenia (grade 4, 1 patient) Thrombocytopenia (1 patient) Mucositis (severe, 1 patient) Sepsis (severe, 1 patient) |
60 mg/m2 1 times / 3 weeks multiple, intravenous Recommended Dose: 60 mg/m2, 1 times / 3 weeks Route: intravenous Route: multiple Dose: 60 mg/m2, 1 times / 3 weeks Sources: |
unhealthy Health Status: unhealthy Sources: |
Disc. AE: Tissue injury... Other AEs: Acute myeloid leukaemia, Myelodysplastic syndrome... AEs leading to discontinuation/dose reduction: Tissue injury (severe) Other AEs:Acute myeloid leukaemia Sources: Myelodysplastic syndrome Myelosuppression (severe) |
300 mg/m2 1 times / 3 weeks multiple, intravenous (total) Dose: 300 mg/m2, 1 times / 3 weeks Route: intravenous Route: multiple Dose: 300 mg/m2, 1 times / 3 weeks Sources: |
unhealthy Health Status: unhealthy Sources: |
Other AEs: Cardiomyopathy... Other AEs: Cardiomyopathy Sources: |
450 mg/m2 1 times / 3 weeks multiple, intravenous Highest studied dose Dose: 450 mg/m2, 1 times / 3 weeks Route: intravenous Route: multiple Dose: 450 mg/m2, 1 times / 3 weeks Sources: Page: p.574 |
unhealthy, ADULT n = 2 Health Status: unhealthy Condition: cancer Age Group: ADULT Sex: F Food Status: UNKNOWN Population Size: 2 Sources: Page: p.574 |
DLT: Neutropenia, Febrile neutropenia... Disc. AE: Anemia, Neutropenia... Dose limiting toxicities: Neutropenia (grade 4, 50%) AEs leading toFebrile neutropenia (grade 3, 50%) discontinuation/dose reduction: Anemia (grade 3, 50%) Sources: Page: p.574Neutropenia (grade 3, 50%) |
350 mg/m2 1 times / 3 weeks multiple, intravenous MTD Dose: 350 mg/m2, 1 times / 3 weeks Route: intravenous Route: multiple Dose: 350 mg/m2, 1 times / 3 weeks Sources: Page: p.574 |
unhealthy, ADULT n = 18 Health Status: unhealthy Condition: cancer Age Group: ADULT Sex: M+F Food Status: UNKNOWN Population Size: 18 Sources: Page: p.574 |
DLT: Dehydration, Neutropenia... Disc. AE: Septic shock, Anemia... Dose limiting toxicities: Dehydration (5.6%) AEs leading toNeutropenia (5.6%) Sepsis (5.6%) discontinuation/dose reduction: Septic shock (grade 5, 5.6%) Sources: Page: p.574Anemia (grade 3, 5.6%) |
AEs
| AE | Significance | Dose | Population |
|---|---|---|---|
| Chills | 1 patient | 150 mg/m2 1 times / day multiple, intravenous Overdose Dose: 150 mg/m2, 1 times / day Route: intravenous Route: multiple Dose: 150 mg/m2, 1 times / day Sources: |
unhealthy, 17 years n = 1 Health Status: unhealthy Age Group: 17 years Sex: F Population Size: 1 Sources: |
| Pyrexia | 1 patient | 150 mg/m2 1 times / day multiple, intravenous Overdose Dose: 150 mg/m2, 1 times / day Route: intravenous Route: multiple Dose: 150 mg/m2, 1 times / day Sources: |
unhealthy, 17 years n = 1 Health Status: unhealthy Age Group: 17 years Sex: F Population Size: 1 Sources: |
| Mucositis | severe, 1 patient | 150 mg/m2 1 times / day multiple, intravenous Overdose Dose: 150 mg/m2, 1 times / day Route: intravenous Route: multiple Dose: 150 mg/m2, 1 times / day Sources: |
unhealthy, 17 years n = 1 Health Status: unhealthy Age Group: 17 years Sex: F Population Size: 1 Sources: |
| Sinus tachycardia | 1 patient | 300 mg/m2 single, intravenous Overdose Dose: 300 mg/m2 Route: intravenous Route: single Dose: 300 mg/m2 Sources: |
unhealthy, 58 years n = 1 Health Status: unhealthy Condition: acute lymphoblastic leukemia Age Group: 58 years Sex: M Population Size: 1 Sources: |
| Thrombocytopenia | 1 patient | 300 mg/m2 single, intravenous Overdose Dose: 300 mg/m2 Route: intravenous Route: single Dose: 300 mg/m2 Sources: |
unhealthy, 58 years n = 1 Health Status: unhealthy Condition: acute lymphoblastic leukemia Age Group: 58 years Sex: M Population Size: 1 Sources: |
| Neutropenia | grade 4, 1 patient | 300 mg/m2 single, intravenous Overdose Dose: 300 mg/m2 Route: intravenous Route: single Dose: 300 mg/m2 Sources: |
unhealthy, 58 years n = 1 Health Status: unhealthy Condition: acute lymphoblastic leukemia Age Group: 58 years Sex: M Population Size: 1 Sources: |
| Mucositis | severe, 1 patient | 300 mg/m2 single, intravenous Overdose Dose: 300 mg/m2 Route: intravenous Route: single Dose: 300 mg/m2 Sources: |
unhealthy, 58 years n = 1 Health Status: unhealthy Condition: acute lymphoblastic leukemia Age Group: 58 years Sex: M Population Size: 1 Sources: |
| Sepsis | severe, 1 patient | 300 mg/m2 single, intravenous Overdose Dose: 300 mg/m2 Route: intravenous Route: single Dose: 300 mg/m2 Sources: |
unhealthy, 58 years n = 1 Health Status: unhealthy Condition: acute lymphoblastic leukemia Age Group: 58 years Sex: M Population Size: 1 Sources: |
| Acute myeloid leukaemia | 60 mg/m2 1 times / 3 weeks multiple, intravenous Recommended Dose: 60 mg/m2, 1 times / 3 weeks Route: intravenous Route: multiple Dose: 60 mg/m2, 1 times / 3 weeks Sources: |
unhealthy Health Status: unhealthy Sources: |
|
| Myelodysplastic syndrome | 60 mg/m2 1 times / 3 weeks multiple, intravenous Recommended Dose: 60 mg/m2, 1 times / 3 weeks Route: intravenous Route: multiple Dose: 60 mg/m2, 1 times / 3 weeks Sources: |
unhealthy Health Status: unhealthy Sources: |
|
| Myelosuppression | severe | 60 mg/m2 1 times / 3 weeks multiple, intravenous Recommended Dose: 60 mg/m2, 1 times / 3 weeks Route: intravenous Route: multiple Dose: 60 mg/m2, 1 times / 3 weeks Sources: |
unhealthy Health Status: unhealthy Sources: |
| Tissue injury | severe Disc. AE |
60 mg/m2 1 times / 3 weeks multiple, intravenous Recommended Dose: 60 mg/m2, 1 times / 3 weeks Route: intravenous Route: multiple Dose: 60 mg/m2, 1 times / 3 weeks Sources: |
unhealthy Health Status: unhealthy Sources: |
| Cardiomyopathy | 300 mg/m2 1 times / 3 weeks multiple, intravenous (total) Dose: 300 mg/m2, 1 times / 3 weeks Route: intravenous Route: multiple Dose: 300 mg/m2, 1 times / 3 weeks Sources: |
unhealthy Health Status: unhealthy Sources: |
|
| Febrile neutropenia | grade 3, 50% DLT |
450 mg/m2 1 times / 3 weeks multiple, intravenous Highest studied dose Dose: 450 mg/m2, 1 times / 3 weeks Route: intravenous Route: multiple Dose: 450 mg/m2, 1 times / 3 weeks Sources: Page: p.574 |
unhealthy, ADULT n = 2 Health Status: unhealthy Condition: cancer Age Group: ADULT Sex: F Food Status: UNKNOWN Population Size: 2 Sources: Page: p.574 |
| Anemia | grade 3, 50% Disc. AE |
450 mg/m2 1 times / 3 weeks multiple, intravenous Highest studied dose Dose: 450 mg/m2, 1 times / 3 weeks Route: intravenous Route: multiple Dose: 450 mg/m2, 1 times / 3 weeks Sources: Page: p.574 |
unhealthy, ADULT n = 2 Health Status: unhealthy Condition: cancer Age Group: ADULT Sex: F Food Status: UNKNOWN Population Size: 2 Sources: Page: p.574 |
| Neutropenia | grade 3, 50% Disc. AE |
450 mg/m2 1 times / 3 weeks multiple, intravenous Highest studied dose Dose: 450 mg/m2, 1 times / 3 weeks Route: intravenous Route: multiple Dose: 450 mg/m2, 1 times / 3 weeks Sources: Page: p.574 |
unhealthy, ADULT n = 2 Health Status: unhealthy Condition: cancer Age Group: ADULT Sex: F Food Status: UNKNOWN Population Size: 2 Sources: Page: p.574 |
| Neutropenia | grade 4, 50% DLT |
450 mg/m2 1 times / 3 weeks multiple, intravenous Highest studied dose Dose: 450 mg/m2, 1 times / 3 weeks Route: intravenous Route: multiple Dose: 450 mg/m2, 1 times / 3 weeks Sources: Page: p.574 |
unhealthy, ADULT n = 2 Health Status: unhealthy Condition: cancer Age Group: ADULT Sex: F Food Status: UNKNOWN Population Size: 2 Sources: Page: p.574 |
| Dehydration | 5.6% DLT |
350 mg/m2 1 times / 3 weeks multiple, intravenous MTD Dose: 350 mg/m2, 1 times / 3 weeks Route: intravenous Route: multiple Dose: 350 mg/m2, 1 times / 3 weeks Sources: Page: p.574 |
unhealthy, ADULT n = 18 Health Status: unhealthy Condition: cancer Age Group: ADULT Sex: M+F Food Status: UNKNOWN Population Size: 18 Sources: Page: p.574 |
| Neutropenia | 5.6% DLT |
350 mg/m2 1 times / 3 weeks multiple, intravenous MTD Dose: 350 mg/m2, 1 times / 3 weeks Route: intravenous Route: multiple Dose: 350 mg/m2, 1 times / 3 weeks Sources: Page: p.574 |
unhealthy, ADULT n = 18 Health Status: unhealthy Condition: cancer Age Group: ADULT Sex: M+F Food Status: UNKNOWN Population Size: 18 Sources: Page: p.574 |
| Sepsis | 5.6% DLT |
350 mg/m2 1 times / 3 weeks multiple, intravenous MTD Dose: 350 mg/m2, 1 times / 3 weeks Route: intravenous Route: multiple Dose: 350 mg/m2, 1 times / 3 weeks Sources: Page: p.574 |
unhealthy, ADULT n = 18 Health Status: unhealthy Condition: cancer Age Group: ADULT Sex: M+F Food Status: UNKNOWN Population Size: 18 Sources: Page: p.574 |
| Anemia | grade 3, 5.6% Disc. AE |
350 mg/m2 1 times / 3 weeks multiple, intravenous MTD Dose: 350 mg/m2, 1 times / 3 weeks Route: intravenous Route: multiple Dose: 350 mg/m2, 1 times / 3 weeks Sources: Page: p.574 |
unhealthy, ADULT n = 18 Health Status: unhealthy Condition: cancer Age Group: ADULT Sex: M+F Food Status: UNKNOWN Population Size: 18 Sources: Page: p.574 |
| Septic shock | grade 5, 5.6% Disc. AE |
350 mg/m2 1 times / 3 weeks multiple, intravenous MTD Dose: 350 mg/m2, 1 times / 3 weeks Route: intravenous Route: multiple Dose: 350 mg/m2, 1 times / 3 weeks Sources: Page: p.574 |
unhealthy, ADULT n = 18 Health Status: unhealthy Condition: cancer Age Group: ADULT Sex: M+F Food Status: UNKNOWN Population Size: 18 Sources: Page: p.574 |
Overview
| CYP3A4 | CYP2C9 | CYP2D6 | hERG |
|---|---|---|---|
Drug as perpetrator
| Target | Modality | Activity | Metabolite | Clinical evidence |
|---|---|---|---|---|
| no | ||||
| no | ||||
| weak | ||||
| yes | ||||
| yes | ||||
| yes | ||||
| yes | ||||
| yes | ||||
| yes |
Drug as victim
| Target | Modality | Activity | Metabolite | Clinical evidence |
|---|---|---|---|---|
| yes [Km 5.2 uM] | ||||
Page: - |
yes | |||
Page: - |
yes | |||
Page: - |
yes | |||
Page: - |
yes | |||
| yes | ||||
Page: - |
yes | |||
Page: - |
yes | |||
Page: - |
yes | |||
Page: - |
yes | |||
| yes | ||||
| yes | ||||
| yes | ||||
| yes | ||||
Page: - |
yes |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Myocardial injury induced by a single dose of adriamycin: an electron microscopic study. | 1976 Sep-Oct |
|
| Topical DMSO treatment for pegylated liposomal doxorubicin-induced palmar-plantar erythrodysesthesia. | 1999 |
|
| Doxorubicin-induced congestive heart failure in elderly patients with metastatic breast cancer, with long-term follow-up: the M.D. Anderson experience. | 1999 |
|
| Use of dexrazoxane as a cardioprotectant in patients receiving doxorubicin or epirubicin chemotherapy for the treatment of cancer. The Provincial Systemic Treatment Disease Site Group. | 1999 Apr |
|
| Reversal of doxorubicin-induced cardiac metabolic damage by L-carnitine. | 1999 Apr |
|
| Altered expression of the MYCN oncogene modulates MRP gene expression and response to cytotoxic drugs in neuroblastoma cells. | 1999 Apr 29 |
|
| Potential inhibitors of HIV integrase. | 1999 Apr-May |
|
| Increase in doxorubicin cytotoxicity by carvedilol inhibition of P-glycoprotein activity. | 1999 Dec 1 |
|
| Role of thromboxane in the altered vascular reactivity of pregnant rats with adriamycin nephropathy. | 1999 May |
|
| Zinc accumulation in adriamycin-induced cardiomyopathy in rats: effects of melatonin, a cardioprotective antioxidant. | 1999 May |
|
| Nonmetastatic osteosarcoma of the extremity: results of a neoadjuvant chemotherapy protocol (IOR/OS-3) with high-dose methotrexate, intraarterial or intravenous cisplatin, doxorubicin, and salvage chemotherapy based on histologic tumor response. | 1999 Nov-Dec |
|
| A canine model of heart failure by intracoronary adriamycin injection: hemodynamic and energetic results. | 1999 Sep |
|
| Preclinical evaluation of the cardiac toxicity of HMR-1826, a novel prodrug of doxorubicin. | 1999 Sep |
|
| Decreased cortisol secretion by adrenal glands perfused with the P-glycoprotein inhibitor valspodar and mitotane or doxorubicin. | 2000 Apr |
|
| Adriamycin-induced heart failure: mechanism and modulation. | 2000 Apr |
|
| Doxorubicin-induced late cardiotoxicity: delayed impairment of Ca2+-handling mechanisms in the sarcoplasmic reticulum in the rat. | 2000 Apr |
|
| Anthracyclines trigger apoptosis of both G0-G1 and cycling peripheral blood lymphocytes and induce massive deletion of mature T and B cells. | 2000 Apr 1 |
|
| The influence of coordinate overexpression of glutathione phase II detoxification gene products on drug resistance. | 2000 Aug |
|
| The protective effect of glutathione administration on adriamycin-induced acute cardiac toxicity in rats. | 2000 Aug |
|
| Cytokine gene expression in Adriamycin nephropathy: effects of antioxidant nuclear factor kappaB inhibitors in established disease. | 2000 Dec |
|
| Progressive cardiac dysfunction in adriamycin-induced cardiomyopathy rats. | 2000 Dec |
|
| Doxorubicin and paclitaxel in advanced breast carcinoma: importance of prior adjuvant anthracycline therapy. | 2000 Dec 1 |
|
| Adjuvant doxorubicin and cyclophosphamide versus cyclophosphamide, methotrexate, and 5-fluorouracil chemotherapy in premenopausal women with axillary lymph node positive breast carcinoma. | 2000 Dec 15 |
|
| Oxidative stress involvement in chemically induced differentiation of K562 cells. | 2000 Jan 1 |
|
| Signal transducer and activator of transcription 3 in the heart transduces not only a hypertrophic signal but a protective signal against doxorubicin-induced cardiomyopathy. | 2000 Jan 4 |
|
| Liposomal doxorubicin (Caelyx) in advanced pretreated soft tissue sarcomas: a phase II study of the Italian Sarcoma Group (ISG). | 2000 Jan-Feb |
|
| Manic episode in an ifosfamide-treated patient. | 2000 Jan-Feb |
|
| Influence of Adriamycin and paraquat on antioxidant enzyme expression in primary rat hepatocytes. | 2000 Jul |
|
| Doxorubicin-induced cardiomyopathy. | 2000 Jul |
|
| Cardiac peroxynitrite formation and left ventricular dysfunction following doxorubicin treatment in mice. | 2000 Jul |
|
| Oxidative stress interferes with cancer chemotherapy: inhibition of lymphoma cell apoptosis and phagocytosis. | 2000 Jul 1 |
|
| Effects of probucol on changes of antioxidant enzymes in adriamycin-induced cardiomyopathy in rats. | 2000 Jun |
|
| Beta-blockade in adriamycin-induced cardiomyopathy. | 2000 Jun |
|
| Evaluation of cardiac adrenergic neuronal damage in rats with doxorubicin-induced cardiomyopathy using iodine-131 MIBG autoradiography and PGP 9.5 immunohistochemistry. | 2000 Jun |
|
| The influence of thymoquinone on doxorubicin-induced hyperlipidemic nephropathy in rats. | 2000 Mar 7 |
|
| Phase II study of pegylated liposomal doxorubicin: inactive in recurrent small-cell lung cancer. A Hellenic Cooperative Oncology Group Study. | 2000 Nov |
|
| Detection of doxorubicin cardiotoxicity by using iodine-123 BMIPP early dynamic SPECT: quantitative evaluation of early abnormality of fatty acid metabolism with the Rutland method. | 2000 Nov-Dec |
|
| Progressive adriamycin nephropathy in mice: sequence of histologic and immunohistochemical events. | 2000 Oct |
|
| Phase 2 trial of liposomal doxorubicin (40 mg/m(2)) in platinum/paclitaxel-refractory ovarian and fallopian tube cancers and primary carcinoma of the peritoneum. | 2000 Sep |
|
| ACE inhibition preserves heparan sulfate proteoglycans in the glomerular basement membrane of rats with established adriamycin nephropathy. | 2001 |
|
| Mobilization of hematopoietic progenitor cells with a combination of docetaxel, adriamycin, 5-fluorouracil and filgrastim in breast cancer patients. | 2001 Jan |
|
| Low-grade ovarian cancer in an adolescent patient. | 2001 Jan |
|
| Targeted systemic chemotherapy using magnetic liposomes with incorporated adriamycin for osteosarcoma in hamsters. | 2001 Jan |
|
| Reversal of LRP-associated drug resistance in colon carcinoma SW-620 cells. | 2001 Jan 1 |
|
| Long-term cardiac sequelae in operable breast cancer patients given adjuvant chemotherapy with or without doxorubicin and breast irradiation. | 2001 Jan 1 |
|
| Characterization of adriamycin-induced G2 arrest and its abrogation by caffeine in FL-amnion cells with or without p53. | 2001 Jan 1 |
|
| Repression of cyclin B1 expression after treatment with adriamycin, but not cisplatin in human lung cancer A549 cells. | 2001 Jan 26 |
|
| Mycosis fungoides and pregnancy. | 2001 Jan-Feb |
|
| Human mismatch repair and G*T mismatch binding by hMutSalpha in vitro is inhibited by adriamycin, actinomycin D, and nogalamycin. | 2001 Mar 30 |
Patents
Sample Use Guides
When used in combination with other chemotherapy drugs, the most commonly used dosage of doxorubicin is 40 to 60 mg/m2 IV every 21 to 28 days. Alternatively, 60 to 75 mg/m2 IV once every 21 days.
Route of Administration:
Intravenous
| Substance Class |
Chemical
Created
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on
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Sat Dec 16 02:02:06 GMT 2023
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on
Sat Dec 16 02:02:06 GMT 2023
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| Record UNII |
C28MV4IM0B
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| Record Status |
Validated (UNII)
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| Record Version |
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| Classification Tree | Code System | Code | ||
|---|---|---|---|---|
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EU-Orphan Drug |
EU/3/14/1258
Created by
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FDA ORPHAN DRUG |
446914
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FDA ORPHAN DRUG |
337211
Created by
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NCI_THESAURUS |
C67502
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FDA ORPHAN DRUG |
447014
Created by
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FDA ORPHAN DRUG |
446814
Created by
admin on Sat Dec 16 02:02:06 GMT 2023 , Edited by admin on Sat Dec 16 02:02:06 GMT 2023
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FDA ORPHAN DRUG |
339711
Created by
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9734
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PRIMARY | |||
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1361644-26-9
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ZZ-77
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DB06013
Created by
admin on Sat Dec 16 02:02:06 GMT 2023 , Edited by admin on Sat Dec 16 02:02:06 GMT 2023
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100000175002
Created by
admin on Sat Dec 16 02:02:06 GMT 2023 , Edited by admin on Sat Dec 16 02:02:06 GMT 2023
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Aldoxorubicin
Created by
admin on Sat Dec 16 02:02:06 GMT 2023 , Edited by admin on Sat Dec 16 02:02:06 GMT 2023
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9810709
Created by
admin on Sat Dec 16 02:02:06 GMT 2023 , Edited by admin on Sat Dec 16 02:02:06 GMT 2023
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C28MV4IM0B
Created by
admin on Sat Dec 16 02:02:06 GMT 2023 , Edited by admin on Sat Dec 16 02:02:06 GMT 2023
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151038-96-9
Created by
admin on Sat Dec 16 02:02:06 GMT 2023 , Edited by admin on Sat Dec 16 02:02:06 GMT 2023
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ALTERNATIVE | |||
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CHEMBL2107818
Created by
admin on Sat Dec 16 02:02:06 GMT 2023 , Edited by admin on Sat Dec 16 02:02:06 GMT 2023
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C68921
Created by
admin on Sat Dec 16 02:02:06 GMT 2023 , Edited by admin on Sat Dec 16 02:02:06 GMT 2023
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| Related Record | Type | Details | ||
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TARGET->LIGAND |
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SALT/SOLVATE -> PARENT |
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METABOLITE ACTIVE -> PRODRUG |
Reacts with the Cys-34 of albumin gets transported to tumor microenvironment and released in acidic environment.
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ACTIVE MOIETY |
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