Idarubicin hydrochloride

Highest phase reached
Drug type
Small molecule
First approval year

First approval year
Listing at source
Listed
Highest phase reached

Drug type
Small molecule
Drug name
Idarubicin hydrochloride
Molecular weight
Structure (SMILES)
CC(=O)[C@]1(O)Cc2c(O)c3c(c(O)c2[C@@H](O[C@H]2C[C@H](N)[C@H](O)[C@H](C)O2)C1)C(=O)c1ccccc1C3=O.Cl

  • idamycin
  • Idamycin
  • idamycin pfs
  • Idamycin pfs
  • idarubicin hydrochloride
  • Idarubicin hydrochloride
  • idarubicin hydrochloride pfs
  • Idarubicin hydrochloride pfs
  • zavedos
  • Zavedos

  • 1s 3s 3 acetyl 1 2 3 4 6 11 hexahydro 3 5 12 trihydroxy 6 11 dioxo 1 naphthacenyl 3 amino 2 3 6 trideoxy alpha l lyxo hexopyranoside hydrochloride
  • 1S,3S)-3-ACETYL-1,2,3,4,6,11-HEXAHYDRO-3,5,12-TRIHYDROXY-6,11-DIOXO-1-NAPHTHACENYL 3-AMINO-2,3,6-TRIDEOXY-.ALPHA.-L-LYXO-HEXOPYRANOSIDE, HYDROCHLORIDE
  • 5 12 naphthacenedione 9 acetyl 7 3 amino 2 3 6 trideoxy alpha l lyxo hexopyranosyl oxy 7 8 9 10 tetrahydro 6 9 11 trihydroxyhydrochloride 7s cis
  • 5,12-NAPHTHACENEDIONE, 9-ACETYL-7-((3-AMINO-2,3,6-TRIDEOXY-.ALPHA.-L-LYXO-HEXOPYRANOSYL)OXY)-7,8,9,10-TETRAHYDRO-6,9,11-TRIHYDROXYHYDROCHLORIDE, (7S-CIS)-
  • idarubicin hcl
  • Idarubicin hcl
  • idarubicin hydrochloride
  • Idarubicin hydrochloride
  • IDARUBICIN HYDROCHLORIDE [JAN]
  • IDARUBICIN HYDROCHLORIDE [MART.]
  • IDARUBICIN HYDROCHLORIDE [MI]
  • IDARUBICIN HYDROCHLORIDE [ORANGE BOOK]
  • IDARUBICIN HYDROCHLORIDE [USAN]
  • IDARUBICIN HYDROCHLORIDE [USP MONOGRAPH]
  • IDARUBICIN HYDROCHLORIDE [USP-RS]
  • IDARUBICIN HYDROCHLORIDE [VANDF]
  • Idarubicin hydrochloride [WHO-DD]
  • idarubicin hydrochloride jan
  • idarubicin hydrochloride mart
  • idarubicin hydrochloride mi
  • idarubicin hydrochloride orange book
  • idarubicin hydrochloride usan
  • idarubicin hydrochloride usp monograph
  • idarubicin hydrochloride usp rs
  • idarubicin hydrochloride vandf

And 6 more, listed on the interactive page.

ATC classification codes
  • L01DB06
Sources for recorded values
CAS registry numbers
  • 57852-57-0
ChEMBL ID
CHEMBL1200976
InChIKey
JVHPTYWUBOQMBP-RVFAQHLVSA-N
PubChem compound IDs
  • 636362
FDA ingredient codes (UNII)
  • 5VV3MDU5IE

  • 5650
  • 82124

Applicant
PFIZER
Approval date
17 Feb 1997
Application number
NDA050734

Patents
0
Designations
2
First in class
No
Fast track
No
Breakthrough designation
No
Orphan designation
No
Priority review
Yes
Orphan exclusivity
No
Accelerated approval
No
Availability
Prescription only
Boxed warning
Yes

Pharmacology name
idarubicin
Type
Natural product
Drug name stem
-rubicin

Administration routes

  • Parenteral

  • Mechanism
    DNA inhibitor
    Action type
    Inhibitor
    Target
    DNA
  • Mechanism
    DNA topoisomerase II alpha inhibitor
    Action type
    Inhibitor
    Target
    DNA topoisomerase 2-alpha
    Protein identifier
    P11388

Open Targets mechanisms

  • Mechanism
    DNA topoisomerase II alpha inhibitor
    Action type
    Inhibitor
    Target
    DNA topoisomerase 2-alpha

  • Condition
    Carcinoma, Hepatocellular
    Highest recorded phase
    2
    Condition identifier
    EFO:0000182
    Subject identifier
    D006528
  • Condition
    Leukemia, Myeloid, Acute
    Highest recorded phase
    4
    Condition identifier
    EFO:0000222
    Subject identifier
    D015470
  • Condition
    Leukemia, Myeloid
    Highest recorded phase
    2
    Condition identifier
    MONDO:0004643
    Subject identifier
    D007951

  • Condition identifier
    EFO_0000182
  • Condition identifier
    EFO_0000222
  • Condition identifier
    MONDO_0007256
  • Condition identifier
    MONDO_0018874
    Highest recorded phase
    4
  • Condition identifier
    MONDO_0018881
    Highest recorded phase
    2

  • Warning
    Black Box Warning
    Effect
    cardiotoxicity
  • Warning
    Black Box Warning
    Effect
    hematological toxicity

  • Warning
    Black Box Warning
    Effect
    cardiotoxicity
    Country
    United States
  • Warning
    Black Box Warning
    Effect
    hematological toxicity
    Country
    United States

  • Event
    acute lymphocytic leukaemia recurrent
    Reports
    6
    Reporting signal score
    15.2333
  • Event
    acute motor-sensory axonal neuropathy
    Reports
    5
    Reporting signal score
    20.2637
  • Event
    acute myeloid leukaemia
    Reports
    46
    Reporting signal score
    135.594
  • Event
    acute myeloid leukaemia recurrent
    Reports
    6
    Reporting signal score
    19.8485
  • Event
    acute promyelocytic leukaemia differentiation syndrome
    Reports
    4
    Reporting signal score
    14.5751
  • Event
    aeromonas infection
    Reports
    4
    Reporting signal score
    18.0798
  • Event
    aplasia
    Reports
    15
    Reporting signal score
    47.7265
  • Event
    arthralgia
    Reports
    2
    Reporting signal score
    18.0875
  • Event
    aspergillosis
    Reports
    6
    Reporting signal score
    19.2702
  • Event
    bacteraemia
    Reports
    12
    Reporting signal score
    17.7834
  • Event
    blood bilirubin increased
    Reports
    16
    Reporting signal score
    14.4538
  • Event
    bone marrow failure
    Reports
    52
    Reporting signal score
    108.412
  • Event
    bronchopulmonary aspergillosis
    Reports
    19
    Reporting signal score
    49.3807
  • Event
    chronic myelomonocytic leukaemia
    Reports
    5
    Reporting signal score
    17.4143
  • Event
    cytarabine syndrome
    Reports
    3
    Reporting signal score
    16.8929
  • Event
    cytogenetic abnormality
    Reports
    19
    Reporting signal score
    77.4156
  • Event
    disseminated intravascular coagulation
    Reports
    14
    Reporting signal score
    24.1789
  • Event
    dizziness
    Reports
    5
    Reporting signal score
    18.4457
  • Event
    drug hypersensitivity
    Reports
    1
    Reporting signal score
    17.113
  • Event
    ejection fraction decreased
    Reports
    13
    Reporting signal score
    15.7159
  • Event
    enterocolitis
    Reports
    9
    Reporting signal score
    16.6
  • Event
    escherichia bacteraemia
    Reports
    7
    Reporting signal score
    18.5932
  • Event
    fall
    Reports
    3
    Reporting signal score
    14.4032
  • Event
    fatigue
    Reports
    11
    Reporting signal score
    20.363
  • Event
    febrile bone marrow aplasia
    Reports
    22
    Reporting signal score
    60.8041

And 41 more, listed on the interactive page.

Dose
12 mg/m2
Route
Intravenous
How often
Days 1, 2, and 3 of induction

Conditions of use

  • Administer over 10 to 15 minutes

Hydrogen bond acceptors
10
Hydrogen bond donors
5
Polar surface area
176.61
Calculated partition coefficient (ALogP)
1.02
Prodrug
No
Chirality
Single enantiomer
Inorganic
No
Rule-of-five violations
0
Rotatable bonds
3
Heavy atoms
37
Molecular formula
C26H28ClNO9
Monoisotopic mass
533.1452592
Natural product
Yes

  • 0013-2576
  • 0013-2586
  • 0013-2596
  • 0143-9217
  • 0143-9218
  • 0143-9219
  • 0143-9306
  • 0143-9307
  • 0143-9308
  • 71288-184
  • 71288-185
  • 71288-186

Recorded assays
865
Active assays
301

  • Confirmatory
  • Screening
  • Summary

Related records

Trials (224)

Approved for (1)

In development for (2)

Targets (1)