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Details

Stereochemistry ABSOLUTE
Molecular Formula C27H29NO10
Molecular Weight 527.5199
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DAUNORUBICIN

SMILES

[H][C@@]1(C[C@@](O)(CC2=C(O)C3=C(C(=O)C4=C(C=CC=C4OC)C3=O)C(O)=C12)C(C)=O)O[C@H]5C[C@H](N)[C@H](O)[C@H](C)O5

InChI

InChIKey=STQGQHZAVUOBTE-VGBVRHCVSA-N
InChI=1S/C27H29NO10/c1-10-22(30)14(28)7-17(37-10)38-16-9-27(35,11(2)29)8-13-19(16)26(34)21-20(24(13)32)23(31)12-5-4-6-15(36-3)18(12)25(21)33/h4-6,10,14,16-17,22,30,32,34-35H,7-9,28H2,1-3H3/t10-,14-,16-,17-,22+,27-/m0/s1

HIDE SMILES / InChI

Molecular Formula C27H29NO10
Molecular Weight 527.5199
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 6 / 6
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/22260166 | https://www.ncbi.nlm.nih.gov/pubmed/7932544 | https://www.ncbi.nlm.nih.gov/pubmed/13146115 | https://www.accessdata.fda.gov/drugsatfda_docs/label/2010/050467s070lbl.pdf

Daunorubicin, also known as daunomycin, is a chemotherapy medication used to treat cancer. Specifically, it is used for acute myeloid leukemia (AML), acute lymphocytic leukemia (ALL), chronic myelogenous leukemia (CML), and Kaposi's sarcoma. Similar to doxorubicin, daunorubicin interacts with DNA by intercalation and inhibition of macromolecular biosynthesis. This inhibits the progression of the enzyme topoisomerase II, which relaxes supercoils in DNA for transcription. Daunorubicin stabilizes the topoisomerase II complex after it has broken the DNA chain for replication, preventing the DNA double helix from being resealed and thereby stopping the process of replication. On binding to DNA, daunomycin intercalates, with its daunosamine residue directed toward the minor groove. It has the highest preference for two adjacent G/C base pairs flanked on the 5' side by an A/T base pair. Daunorubicin should only be administered in a rapid intravenous infusion. It should not be administered intramuscularly or subcutaneously, since it may cause extensive tissue necrosis. It should also never be administered intrathecally (into the spinal canal), as this will cause extensive damage to the nervous system and may lead to death.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
CERUBIDINE

Approved Use

Daunorubicin hydrochloride injection in combination with other approved anticancer drugs is indicated for remission induction in acute nonlymphocytic leukemia (myelogenous, monocytic, erythroid) of adults and for remission induction in acute lymphocytic leukemia of children and adults.

Launch Date

1979
Primary
CERUBIDINE

Approved Use

Daunorubicin hydrochloride injection in combination with other approved anticancer drugs is indicated for remission induction in acute nonlymphocytic leukemia (myelogenous, monocytic, erythroid) of adults and for remission induction in acute lymphocytic leukemia of children and adults.

Launch Date

1979
Primary
CERUBIDINE

Approved Use

Daunorubicin hydrochloride injection in combination with other approved anticancer drugs is indicated for remission induction in acute nonlymphocytic leukemia (myelogenous, monocytic, erythroid) of adults and for remission induction in acute lymphocytic leukemia of children and adults.

Launch Date

1979
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
26 μg/mL
44 mg/m² 1 times / 2 days multiple, intravenous
dose: 44 mg/m²
route of administration: Intravenous
experiment type: MULTIPLE
co-administered: Cytarabine
DAUNORUBICIN plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
637 μg × h/mL
44 mg/m² 1 times / 2 days multiple, intravenous
dose: 44 mg/m²
route of administration: Intravenous
experiment type: MULTIPLE
co-administered: Cytarabine
DAUNORUBICIN plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
31.5 h
44 mg/m² 1 times / 2 days multiple, intravenous
dose: 44 mg/m²
route of administration: Intravenous
experiment type: MULTIPLE
co-administered: Cytarabine
DAUNORUBICIN plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
Funbound

Funbound

ValueDoseCo-administeredAnalytePopulation
3%
DAUNORUBICIN plasma
Homo sapiens
population: UNKNOWN
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
Doses

Doses

DosePopulationAdverse events​
190 mg/m2 1 times / 3 weeks multiple, intravenous
Highest studied dose
Dose: 190 mg/m2, 1 times / 3 weeks
Route: intravenous
Route: multiple
Dose: 190 mg/m2, 1 times / 3 weeks
Sources: Page: p.573, 575
unhealthy, 10
n = 6
Health Status: unhealthy
Condition: Cancer
Age Group: 10
Sex: M+F
Population Size: 6
Sources: Page: p.573, 575
DLT: Neutropenia, Leucopenia...
Dose limiting toxicities:
Neutropenia (grade 4, 100%)
Leucopenia (grade 4, 100%)
Thrombocytopenia (grade 4, 16.7%)
Anemia (grade 4, 16.7%)
Sources: Page: p.573, 575
155 mg/m2 1 times / 3 weeks multiple, intravenous
MTD
Dose: 155 mg/m2, 1 times / 3 weeks
Route: intravenous
Route: multiple
Dose: 155 mg/m2, 1 times / 3 weeks
Sources: Page: p.573, 575
unhealthy, 10
n = 6
Health Status: unhealthy
Condition: Cancer
Age Group: 10
Sex: M+F
Population Size: 6
Sources: Page: p.573, 575
DLT: Neutropenia, Leucopenia...
Disc. AE: Cardiac failure...
Dose limiting toxicities:
Neutropenia (grade 4, 100%)
Leucopenia (grade 4, 50%)
AEs leading to
discontinuation/dose reduction:
Cardiac failure (grade 5, 16.7%)
Sources: Page: p.573, 575
50 mg/m2 1 times / 4 weeks multiple, intravenous
Recommended
Dose: 50 mg/m2, 1 times / 4 weeks
Route: intravenous
Route: multiple
Dose: 50 mg/m2, 1 times / 4 weeks
Sources: Page: p.11
unhealthy, 27-87
n = 239
Health Status: unhealthy
Condition: Ovarian Cancer
Age Group: 27-87
Sex: M+F
Population Size: 239
Sources: Page: p.11
Disc. AE: Skin toxicity...
AEs leading to
discontinuation/dose reduction:
Skin toxicity (4.2%)
Sources: Page: p.11
20 mg/m2 1 times / 2 weeks multiple, intravenous
Recommended
Dose: 20 mg/m2, 1 times / 2 weeks
Route: intravenous
Route: multiple
Dose: 20 mg/m2, 1 times / 2 weeks
Sources: Page: p.11
unhealthy, 38.7
n = 705
Health Status: unhealthy
Condition: AIDS-related Kaposi’s sarcoma
Age Group: 38.7
Sex: M+F
Population Size: 705
Sources: Page: p.11
Disc. AE: Skin eruption...
AEs leading to
discontinuation/dose reduction:
Skin eruption (0.9%)
Sources: Page: p.11
80 mg/m2 1 times / 3 weeks multiple, intravenous
MTD
Dose: 80 mg/m2, 1 times / 3 weeks
Route: intravenous
Route: multiple
Dose: 80 mg/m2, 1 times / 3 weeks
Co-administed with::
vincristine, i.v(1.4 mg/m2, day 1)
dexamethasone, p.o(40 mg/day, days 1–4 and 9–12)
Sources: Page: p.795
unhealthy, 60
n = 3
Health Status: unhealthy
Condition: Multiple myeloma
Age Group: 60
Sex: M+F
Population Size: 3
Sources: Page: p.795
100 mg/m2 1 times / 3 weeks multiple, intravenous
Studied dose
Dose: 100 mg/m2, 1 times / 3 weeks
Route: intravenous
Route: multiple
Dose: 100 mg/m2, 1 times / 3 weeks
Co-administed with::
vincristine, i.v(1.4 mg/m2, day 1)
dexamethasone, p.o(40 mg/day, days 1–4 and 9–12)
Sources: Page: p.795
unhealthy, 60
n = 3
Health Status: unhealthy
Condition: Multiple myeloma
Age Group: 60
Sex: M+F
Population Size: 3
Sources: Page: p.795
DLT: Acute diverticular perforation...
Dose limiting toxicities:
Acute diverticular perforation
Sources: Page: p.795
100 mg/m2 1 times / 3 weeks multiple, intravenous
Studied dose
Dose: 100 mg/m2, 1 times / 3 weeks
Route: intravenous
Route: multiple
Dose: 100 mg/m2, 1 times / 3 weeks
Co-administed with::
dexamethasone, p.o(40 mg/day, days 1–4)
Sources: Page: p.2648
unhealthy, 63
n = 38
Health Status: unhealthy
Condition: Multiple myeloma
Age Group: 63
Sex: M+F
Population Size: 38
Sources: Page: p.2648
Disc. AE: Ejection fraction decreased, Prolonged neutropenia...
Other AEs: Granulocytopenia, Thrombocytopenia...
AEs leading to
discontinuation/dose reduction:
Ejection fraction decreased (5.3%)
Prolonged neutropenia (2.6%)
Other AEs:
Granulocytopenia (grade 4, 21%)
Thrombocytopenia (grade 4, 8%)
Febrile neutropenia (grade 4, 11%)
Sources: Page: p.2648
50 mg/m2 1 times / 4 weeks multiple, intravenous
Recommended
Dose: 50 mg/m2, 1 times / 4 weeks
Route: intravenous
Route: multiple
Dose: 50 mg/m2, 1 times / 4 weeks
Sources: Page: p.1
unhealthy
Health Status: unhealthy
Condition: Ovarian Cancer
Sources: Page: p.1
Disc. AE: Infusion related reaction, Myelosuppression...
AEs leading to
discontinuation/dose reduction:
Infusion related reaction (acute)
Myelosuppression (severe)
Cardiotoxicity
Congestive heart failure
Hepatic impairment
Reaction anaphylactic anaphylactoid (grade 3-5)
Sources: Page: p.1
AEs

AEs

AESignificanceDosePopulation
Leucopenia grade 4, 100%
DLT
190 mg/m2 1 times / 3 weeks multiple, intravenous
Highest studied dose
Dose: 190 mg/m2, 1 times / 3 weeks
Route: intravenous
Route: multiple
Dose: 190 mg/m2, 1 times / 3 weeks
Sources: Page: p.573, 575
unhealthy, 10
n = 6
Health Status: unhealthy
Condition: Cancer
Age Group: 10
Sex: M+F
Population Size: 6
Sources: Page: p.573, 575
Neutropenia grade 4, 100%
DLT
190 mg/m2 1 times / 3 weeks multiple, intravenous
Highest studied dose
Dose: 190 mg/m2, 1 times / 3 weeks
Route: intravenous
Route: multiple
Dose: 190 mg/m2, 1 times / 3 weeks
Sources: Page: p.573, 575
unhealthy, 10
n = 6
Health Status: unhealthy
Condition: Cancer
Age Group: 10
Sex: M+F
Population Size: 6
Sources: Page: p.573, 575
Anemia grade 4, 16.7%
DLT
190 mg/m2 1 times / 3 weeks multiple, intravenous
Highest studied dose
Dose: 190 mg/m2, 1 times / 3 weeks
Route: intravenous
Route: multiple
Dose: 190 mg/m2, 1 times / 3 weeks
Sources: Page: p.573, 575
unhealthy, 10
n = 6
Health Status: unhealthy
Condition: Cancer
Age Group: 10
Sex: M+F
Population Size: 6
Sources: Page: p.573, 575
Thrombocytopenia grade 4, 16.7%
DLT
190 mg/m2 1 times / 3 weeks multiple, intravenous
Highest studied dose
Dose: 190 mg/m2, 1 times / 3 weeks
Route: intravenous
Route: multiple
Dose: 190 mg/m2, 1 times / 3 weeks
Sources: Page: p.573, 575
unhealthy, 10
n = 6
Health Status: unhealthy
Condition: Cancer
Age Group: 10
Sex: M+F
Population Size: 6
Sources: Page: p.573, 575
Neutropenia grade 4, 100%
DLT
155 mg/m2 1 times / 3 weeks multiple, intravenous
MTD
Dose: 155 mg/m2, 1 times / 3 weeks
Route: intravenous
Route: multiple
Dose: 155 mg/m2, 1 times / 3 weeks
Sources: Page: p.573, 575
unhealthy, 10
n = 6
Health Status: unhealthy
Condition: Cancer
Age Group: 10
Sex: M+F
Population Size: 6
Sources: Page: p.573, 575
Leucopenia grade 4, 50%
DLT
155 mg/m2 1 times / 3 weeks multiple, intravenous
MTD
Dose: 155 mg/m2, 1 times / 3 weeks
Route: intravenous
Route: multiple
Dose: 155 mg/m2, 1 times / 3 weeks
Sources: Page: p.573, 575
unhealthy, 10
n = 6
Health Status: unhealthy
Condition: Cancer
Age Group: 10
Sex: M+F
Population Size: 6
Sources: Page: p.573, 575
Cardiac failure grade 5, 16.7%
Disc. AE
155 mg/m2 1 times / 3 weeks multiple, intravenous
MTD
Dose: 155 mg/m2, 1 times / 3 weeks
Route: intravenous
Route: multiple
Dose: 155 mg/m2, 1 times / 3 weeks
Sources: Page: p.573, 575
unhealthy, 10
n = 6
Health Status: unhealthy
Condition: Cancer
Age Group: 10
Sex: M+F
Population Size: 6
Sources: Page: p.573, 575
Skin toxicity 4.2%
Disc. AE
50 mg/m2 1 times / 4 weeks multiple, intravenous
Recommended
Dose: 50 mg/m2, 1 times / 4 weeks
Route: intravenous
Route: multiple
Dose: 50 mg/m2, 1 times / 4 weeks
Sources: Page: p.11
unhealthy, 27-87
n = 239
Health Status: unhealthy
Condition: Ovarian Cancer
Age Group: 27-87
Sex: M+F
Population Size: 239
Sources: Page: p.11
Skin eruption 0.9%
Disc. AE
20 mg/m2 1 times / 2 weeks multiple, intravenous
Recommended
Dose: 20 mg/m2, 1 times / 2 weeks
Route: intravenous
Route: multiple
Dose: 20 mg/m2, 1 times / 2 weeks
Sources: Page: p.11
unhealthy, 38.7
n = 705
Health Status: unhealthy
Condition: AIDS-related Kaposi’s sarcoma
Age Group: 38.7
Sex: M+F
Population Size: 705
Sources: Page: p.11
Acute diverticular perforation DLT, Disc. AE
100 mg/m2 1 times / 3 weeks multiple, intravenous
Studied dose
Dose: 100 mg/m2, 1 times / 3 weeks
Route: intravenous
Route: multiple
Dose: 100 mg/m2, 1 times / 3 weeks
Co-administed with::
vincristine, i.v(1.4 mg/m2, day 1)
dexamethasone, p.o(40 mg/day, days 1–4 and 9–12)
Sources: Page: p.795
unhealthy, 60
n = 3
Health Status: unhealthy
Condition: Multiple myeloma
Age Group: 60
Sex: M+F
Population Size: 3
Sources: Page: p.795
Prolonged neutropenia 2.6%
Disc. AE
100 mg/m2 1 times / 3 weeks multiple, intravenous
Studied dose
Dose: 100 mg/m2, 1 times / 3 weeks
Route: intravenous
Route: multiple
Dose: 100 mg/m2, 1 times / 3 weeks
Co-administed with::
dexamethasone, p.o(40 mg/day, days 1–4)
Sources: Page: p.2648
unhealthy, 63
n = 38
Health Status: unhealthy
Condition: Multiple myeloma
Age Group: 63
Sex: M+F
Population Size: 38
Sources: Page: p.2648
Ejection fraction decreased 5.3%
Disc. AE
100 mg/m2 1 times / 3 weeks multiple, intravenous
Studied dose
Dose: 100 mg/m2, 1 times / 3 weeks
Route: intravenous
Route: multiple
Dose: 100 mg/m2, 1 times / 3 weeks
Co-administed with::
dexamethasone, p.o(40 mg/day, days 1–4)
Sources: Page: p.2648
unhealthy, 63
n = 38
Health Status: unhealthy
Condition: Multiple myeloma
Age Group: 63
Sex: M+F
Population Size: 38
Sources: Page: p.2648
Febrile neutropenia grade 4, 11%
100 mg/m2 1 times / 3 weeks multiple, intravenous
Studied dose
Dose: 100 mg/m2, 1 times / 3 weeks
Route: intravenous
Route: multiple
Dose: 100 mg/m2, 1 times / 3 weeks
Co-administed with::
dexamethasone, p.o(40 mg/day, days 1–4)
Sources: Page: p.2648
unhealthy, 63
n = 38
Health Status: unhealthy
Condition: Multiple myeloma
Age Group: 63
Sex: M+F
Population Size: 38
Sources: Page: p.2648
Granulocytopenia grade 4, 21%
100 mg/m2 1 times / 3 weeks multiple, intravenous
Studied dose
Dose: 100 mg/m2, 1 times / 3 weeks
Route: intravenous
Route: multiple
Dose: 100 mg/m2, 1 times / 3 weeks
Co-administed with::
dexamethasone, p.o(40 mg/day, days 1–4)
Sources: Page: p.2648
unhealthy, 63
n = 38
Health Status: unhealthy
Condition: Multiple myeloma
Age Group: 63
Sex: M+F
Population Size: 38
Sources: Page: p.2648
Thrombocytopenia grade 4, 8%
100 mg/m2 1 times / 3 weeks multiple, intravenous
Studied dose
Dose: 100 mg/m2, 1 times / 3 weeks
Route: intravenous
Route: multiple
Dose: 100 mg/m2, 1 times / 3 weeks
Co-administed with::
dexamethasone, p.o(40 mg/day, days 1–4)
Sources: Page: p.2648
unhealthy, 63
n = 38
Health Status: unhealthy
Condition: Multiple myeloma
Age Group: 63
Sex: M+F
Population Size: 38
Sources: Page: p.2648
Cardiotoxicity Disc. AE
50 mg/m2 1 times / 4 weeks multiple, intravenous
Recommended
Dose: 50 mg/m2, 1 times / 4 weeks
Route: intravenous
Route: multiple
Dose: 50 mg/m2, 1 times / 4 weeks
Sources: Page: p.1
unhealthy
Health Status: unhealthy
Condition: Ovarian Cancer
Sources: Page: p.1
Congestive heart failure Disc. AE
50 mg/m2 1 times / 4 weeks multiple, intravenous
Recommended
Dose: 50 mg/m2, 1 times / 4 weeks
Route: intravenous
Route: multiple
Dose: 50 mg/m2, 1 times / 4 weeks
Sources: Page: p.1
unhealthy
Health Status: unhealthy
Condition: Ovarian Cancer
Sources: Page: p.1
Hepatic impairment Disc. AE
50 mg/m2 1 times / 4 weeks multiple, intravenous
Recommended
Dose: 50 mg/m2, 1 times / 4 weeks
Route: intravenous
Route: multiple
Dose: 50 mg/m2, 1 times / 4 weeks
Sources: Page: p.1
unhealthy
Health Status: unhealthy
Condition: Ovarian Cancer
Sources: Page: p.1
Infusion related reaction acute
Disc. AE
50 mg/m2 1 times / 4 weeks multiple, intravenous
Recommended
Dose: 50 mg/m2, 1 times / 4 weeks
Route: intravenous
Route: multiple
Dose: 50 mg/m2, 1 times / 4 weeks
Sources: Page: p.1
unhealthy
Health Status: unhealthy
Condition: Ovarian Cancer
Sources: Page: p.1
Reaction anaphylactic anaphylactoid grade 3-5
Disc. AE
50 mg/m2 1 times / 4 weeks multiple, intravenous
Recommended
Dose: 50 mg/m2, 1 times / 4 weeks
Route: intravenous
Route: multiple
Dose: 50 mg/m2, 1 times / 4 weeks
Sources: Page: p.1
unhealthy
Health Status: unhealthy
Condition: Ovarian Cancer
Sources: Page: p.1
Myelosuppression severe
Disc. AE
50 mg/m2 1 times / 4 weeks multiple, intravenous
Recommended
Dose: 50 mg/m2, 1 times / 4 weeks
Route: intravenous
Route: multiple
Dose: 50 mg/m2, 1 times / 4 weeks
Sources: Page: p.1
unhealthy
Health Status: unhealthy
Condition: Ovarian Cancer
Sources: Page: p.1
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer



Drug as perpetrator​

Drug as perpetrator​

TargetModalityActivityMetaboliteClinical evidence
yes [IC50 203 uM]
yes [Ki 49.4 uM]
yes
Drug as victim

Drug as victim

TargetModalityActivityMetaboliteClinical evidence
yes
PubMed

PubMed

TitleDatePubMed
[Possibility for the prevention of cardio toxic effect of Cerubidin].
1975 Aug 24
Tumorigenicity in vivo and induction of malignant transformation and mutagenesis in cell cultures by adriamycin and daunomycin.
1976 Jun
Bradycardia due to anthracyclines.
1992 Oct 3
High density lipoprotein catabolism in primary cultured hepatocytes from daunomycin-induced nephrotic rats.
1999
Liposomal daunorubicin (DaunoXome) in children with recurrent or progressive brain tumors.
1999 Mar-Apr
Stress-induced gastric lesion formation is prevented in rats with daunomycin-induced nephrosis.
1999 Oct
Major differences exist in the function and tissue-specific expression of human aflatoxin B1 aldehyde reductase and the principal human aldo-keto reductase AKR1 family members.
1999 Oct 15
[Effects of all-trans retinoic acid, arsenic trioxide and daunorubicin on tissue factor expression in NB4 cells].
1999 Sep
TEL/AML1 gene fusion is related to in vitro drug sensitivity for L-asparaginase in childhood acute lymphoblastic leukemia.
2000 Aug 1
Ultrastructure of nuclear compartment in cardiomyocytes during regenerative and plastic insufficiency of the myocardium.
2000 Dec
High-dose cytosine arabinoside and daunorubicin induction therapy for adult patients with de novo non M3 acute myelogenous leukemia: impact of cytogenetics on achieving a complete remission.
2000 Jul
Chest and back pain associated with a six-hour infusion of liposomal daunorubicin.
2000 Jun
[Severe hemolysis and SIADH-like symptoms induced by vincristine in an ALL patient with liver cirrhosis].
2000 Nov
Palmar-plantar erythrodysesthesia syndrome associated with liposomal daunorubicin.
2000 Oct
Prevention by dexrazoxane of down-regulation of ryanodine receptor gene expression in anthracycline cardiomyopathy in the rat.
2000 Sep
Phase II trial of liposomal daunorubicin in malignant pleural mesothelioma.
2001 Apr
Daunorubicin attenuates tumor necrosis factor-alpha-induced biosynthesis of plasminogen activator inhibitor-1 in human umbilical vein endothelial cells.
2001 Apr 23
Epirubicin--docetaxel combination in first-line chemotherapy for patients with metastatic breast cancer: final results of a dose-finding and efficacy study.
2001 Aug
Fractionated cyclophosphamide, vincristine, liposomal daunorubicin (daunoXome), and dexamethasone (hyperCVXD) regimen in Richter's syndrome.
2001 Jul
High-dose liposomal daunorubicin and high-dose cytarabine combination in patients with refractory or relapsed acute myelogenous leukemia.
2001 Jul 1
Role of exogenous melatonin in reducing the cardiotoxic effect of daunorubicin and doxorubicin in the rat.
2002 Feb
Safety and early efficacy assessment of liposomal daunorubicin (DaunoXome) in adults with refractory or relapsed acute myeloblastic leukaemia: a phase I-II study.
2002 Feb
Phase IV study of liposomal daunorubicin (DaunoXome) in AIDS-related Kaposi sarcoma.
2002 Feb
Influence of chemosensitizers on resistance mechanisms in daunorubicin-resistant Ehrlich ascites tumour cells.
2002 Jun
Nucleotide triphosphatase/helicase of hepatitis C virus as a target for antiviral therapy.
2002 Sep
Liposomal daunorubicin (DaunoXome) for treatment of relapsed meningeal acute myeloid leukemia.
2002 Sep
Induction of metallothionein by zinc protects from daunorubicin toxicity in rats.
2002 Sep 30
A phase I/II study of the MDR modulator Valspodar (PSC 833) combined with daunorubicin and cytarabine in patients with relapsed and primary refractory acute myeloid leukemia.
2003 Apr
Impact of neutropenia on delivering planned adjuvant chemotherapy: UK audit of primary breast cancer patients.
2003 Dec 1
Vincristine neurotoxicity in the presence of hereditary neuropathy.
2003 Jan
From conventional to stealth liposomes: a new frontier in cancer chemotherapy.
2003 May-Jun
Neurotoxicity of intrathecal methotrexate: MR imaging findings.
2003 Oct
Potentiation of tumour apoptosis by human growth hormone via glutathione production and decreased NF-kappaB activity.
2003 Sep 15
Human intestinal absorption of imidacloprid with Caco-2 cells as enterocyte model.
2004 Jan 1
Patents

Sample Use Guides

Usual Adult Dose for Acute Nonlymphocytic Leukemia: Under 60 years of age: 45 mg/m2 IV over 2 to 5 minutes once a day on days 1, 2, and 3 for the first course and on days 1 and 2 for subsequent courses) with cytosine arabinoside (ara-C) intravenously once a day (usually for 7 days for the first course and 5 days for subsequent courses) as remission induction therapy.
Route of Administration: Intravenous
In order to determine the viability of HL-60, K562, THP-1, and HEK293T cells, they were trypsinized, counted, and seeded into 96-well plates and were treated with serial dilutions (0.0001, 0.001, 0.01, 0.1, 1 mkM) of DNR (Daunorubicin). Cell viability was determined 48 h after DNR treatment using the luminescent cell viability assay (Promega) through luminescence testing by BMG NOVOstar machine.
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:14:46 GMT 2023
Edited
by admin
on Fri Dec 15 16:14:46 GMT 2023
Record UNII
ZS7284E0ZP
Record Status Validated (UNII)
Record Version
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Name Type Language
DAUNORUBICIN
HSDB   INN   MART.   MI   VANDF   WHO-DD  
INN  
Official Name English
FI 6339
Code English
RP 13057
Code English
EPIRUBICIN IMPURITY D
Common Name English
DAUNORUBICIN [MI]
Common Name English
(8S,10S)-8-ACETYL-10-((3-AMINO-2,3,6-TRIDEOXY-.ALPHA.-L-LYXO-HEXOPYRANOSYL)OXY)-6,8,11-TRIHYDROXY-1-METHOXY-7,8,9,10-TETRAHYDROTETRACENE-5,12-DIONE
Common Name English
DAUNORUBICIN [HSDB]
Common Name English
VYXEOS COMPONENT DAUNORUBICIN
Brand Name English
RP-13057
Code English
5,12-NAPHTHACENEDIONE, 8-ACETYL-10-((3-AMINO-2,3,6-TRIDEOXY-.ALPHA.-L-LYXO-HEXOPYRANOSYL))OXY)-7,8,9,10-TETRAHYDRO-6,8,11-TRIHYDROXY-1-METHOXY-, (8S-CIS)-
Common Name English
DAUNOMYCIN
Common Name English
FI-6339
Code English
Daunorubicin [WHO-DD]
Common Name English
NSC-83142
Code English
EPIRUBICIN HYDROCHLORIDE IMPURITY D [EP IMPURITY]
Common Name English
EPIRUBICIN HYDROCHLORIDE IMPURITY, DAUNORUBICIN- [USP IMPURITY]
Common Name English
VALRUBICIN IMPURITY, DAUNORUBICIN [USP IMPURITY]
Common Name English
DAUNORUBICIN [MART.]
Common Name English
DOXORUBICIN HYDROCHLORIDE IMPURITY A [EP IMPURITY]
Common Name English
(1S,3S)-3-ACETYL-1,2,3,4,6,11-HEXAHYDRO-3,5,12-TRIHYDROXY-10-METHOXY-6,11-DIOXO-1-NAPHTHACENYL 3-AMINO-2,3,6-TRIDEOXY-.ALPHA.-L-LYXO-HEXOPYRANOSIDE
Common Name English
DAUNORUBICIN [ORANGE BOOK]
Common Name English
DAUNORUBICIN [VANDF]
Common Name English
daunorubicin [INN]
Common Name English
DAUNOMYCIN [IARC]
Common Name English
Classification Tree Code System Code
NDF-RT N0000175414
Created by admin on Fri Dec 15 16:14:46 GMT 2023 , Edited by admin on Fri Dec 15 16:14:46 GMT 2023
NCI_THESAURUS C1594
Created by admin on Fri Dec 15 16:14:46 GMT 2023 , Edited by admin on Fri Dec 15 16:14:46 GMT 2023
FDA ORPHAN DRUG 265808
Created by admin on Fri Dec 15 16:14:46 GMT 2023 , Edited by admin on Fri Dec 15 16:14:46 GMT 2023
WHO-ATC L01DB02
Created by admin on Fri Dec 15 16:14:46 GMT 2023 , Edited by admin on Fri Dec 15 16:14:46 GMT 2023
NDF-RT N0000007530
Created by admin on Fri Dec 15 16:14:46 GMT 2023 , Edited by admin on Fri Dec 15 16:14:46 GMT 2023
WHO-ESSENTIAL MEDICINES LIST 8.2
Created by admin on Fri Dec 15 16:14:46 GMT 2023 , Edited by admin on Fri Dec 15 16:14:46 GMT 2023
WHO-ATC L01XY01
Created by admin on Fri Dec 15 16:14:46 GMT 2023 , Edited by admin on Fri Dec 15 16:14:46 GMT 2023
NDF-RT N0000000176
Created by admin on Fri Dec 15 16:14:46 GMT 2023 , Edited by admin on Fri Dec 15 16:14:46 GMT 2023
NDF-RT N0000007530
Created by admin on Fri Dec 15 16:14:46 GMT 2023 , Edited by admin on Fri Dec 15 16:14:46 GMT 2023
LIVERTOX NBK548259
Created by admin on Fri Dec 15 16:14:46 GMT 2023 , Edited by admin on Fri Dec 15 16:14:46 GMT 2023
NDF-RT N0000007530
Created by admin on Fri Dec 15 16:14:46 GMT 2023 , Edited by admin on Fri Dec 15 16:14:46 GMT 2023
EU-Orphan Drug EU/3/11/942
Created by admin on Fri Dec 15 16:14:46 GMT 2023 , Edited by admin on Fri Dec 15 16:14:46 GMT 2023
WHO-VATC QL01DB02
Created by admin on Fri Dec 15 16:14:46 GMT 2023 , Edited by admin on Fri Dec 15 16:14:46 GMT 2023
Code System Code Type Description
HSDB
5095
Created by admin on Fri Dec 15 16:14:46 GMT 2023 , Edited by admin on Fri Dec 15 16:14:46 GMT 2023
PRIMARY
INN
2257
Created by admin on Fri Dec 15 16:14:46 GMT 2023 , Edited by admin on Fri Dec 15 16:14:46 GMT 2023
PRIMARY
EVMPD
SUB06917MIG
Created by admin on Fri Dec 15 16:14:46 GMT 2023 , Edited by admin on Fri Dec 15 16:14:46 GMT 2023
PRIMARY
WIKIPEDIA
DAUNORUBICIN
Created by admin on Fri Dec 15 16:14:46 GMT 2023 , Edited by admin on Fri Dec 15 16:14:46 GMT 2023
PRIMARY
ChEMBL
CHEMBL178
Created by admin on Fri Dec 15 16:14:46 GMT 2023 , Edited by admin on Fri Dec 15 16:14:46 GMT 2023
PRIMARY
DRUG BANK
DB00694
Created by admin on Fri Dec 15 16:14:46 GMT 2023 , Edited by admin on Fri Dec 15 16:14:46 GMT 2023
PRIMARY
PUBCHEM
30323
Created by admin on Fri Dec 15 16:14:46 GMT 2023 , Edited by admin on Fri Dec 15 16:14:46 GMT 2023
PRIMARY
EPA CompTox
DTXSID7022883
Created by admin on Fri Dec 15 16:14:46 GMT 2023 , Edited by admin on Fri Dec 15 16:14:46 GMT 2023
PRIMARY
NCI_THESAURUS
C62091
Created by admin on Fri Dec 15 16:14:46 GMT 2023 , Edited by admin on Fri Dec 15 16:14:46 GMT 2023
PRIMARY
MESH
D003630
Created by admin on Fri Dec 15 16:14:46 GMT 2023 , Edited by admin on Fri Dec 15 16:14:46 GMT 2023
PRIMARY
IUPHAR
7063
Created by admin on Fri Dec 15 16:14:46 GMT 2023 , Edited by admin on Fri Dec 15 16:14:46 GMT 2023
PRIMARY
DAILYMED
ZS7284E0ZP
Created by admin on Fri Dec 15 16:14:46 GMT 2023 , Edited by admin on Fri Dec 15 16:14:46 GMT 2023
PRIMARY
NSC
83142
Created by admin on Fri Dec 15 16:14:46 GMT 2023 , Edited by admin on Fri Dec 15 16:14:46 GMT 2023
PRIMARY
MERCK INDEX
m4104
Created by admin on Fri Dec 15 16:14:46 GMT 2023 , Edited by admin on Fri Dec 15 16:14:46 GMT 2023
PRIMARY Merck Index
FDA UNII
ZS7284E0ZP
Created by admin on Fri Dec 15 16:14:46 GMT 2023 , Edited by admin on Fri Dec 15 16:14:46 GMT 2023
PRIMARY
SMS_ID
100000086006
Created by admin on Fri Dec 15 16:14:46 GMT 2023 , Edited by admin on Fri Dec 15 16:14:46 GMT 2023
PRIMARY
CAS
20830-81-3
Created by admin on Fri Dec 15 16:14:46 GMT 2023 , Edited by admin on Fri Dec 15 16:14:46 GMT 2023
PRIMARY
CHEBI
41977
Created by admin on Fri Dec 15 16:14:46 GMT 2023 , Edited by admin on Fri Dec 15 16:14:46 GMT 2023
PRIMARY
RXCUI
3109
Created by admin on Fri Dec 15 16:14:46 GMT 2023 , Edited by admin on Fri Dec 15 16:14:46 GMT 2023
PRIMARY RxNorm
DRUG CENTRAL
786
Created by admin on Fri Dec 15 16:14:46 GMT 2023 , Edited by admin on Fri Dec 15 16:14:46 GMT 2023
PRIMARY
ECHA (EC/EINECS)
244-069-7
Created by admin on Fri Dec 15 16:14:46 GMT 2023 , Edited by admin on Fri Dec 15 16:14:46 GMT 2023
PRIMARY
CHEBI
64677
Created by admin on Fri Dec 15 16:14:46 GMT 2023 , Edited by admin on Fri Dec 15 16:14:46 GMT 2023
PRIMARY
Related Record Type Details
TRANSPORTER -> INHIBITOR
TRANSPORTER -> SUBSTRATE
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
TRANSPORTER -> INHIBITOR
TRANSPORTER -> SUBSTRATE
TRANSPORTER -> SUBSTRATE
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Related Record Type Details
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Volume of Distribution PHARMACOKINETIC
Biological Half-life PHARMACOKINETIC