U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C27H28INO10
Molecular Weight 653.4164
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of IODODOXORUBICIN

SMILES

COC1=C2C(=O)C3=C(O)C4=C(C[C@](O)(C[C@@H]4O[C@H]5C[C@H](N)[C@H](I)[C@H](C)O5)C(=O)CO)C(O)=C3C(=O)C2=CC=C1

InChI

InChIKey=PDQGEKGUTOTUNV-TZSSRYMLSA-N
InChI=1S/C27H28INO10/c1-10-22(28)13(29)6-17(38-10)39-15-8-27(36,16(31)9-30)7-12-19(15)26(35)21-20(24(12)33)23(32)11-4-3-5-14(37-2)18(11)25(21)34/h3-5,10,13,15,17,22,30,33,35-36H,6-9,29H2,1-2H3/t10-,13-,15-,17-,22+,27-/m0/s1

HIDE SMILES / InChI

Molecular Formula C27H28INO10
Molecular Weight 653.4164
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 6 / 6
E/Z Centers 0
Optical Activity UNSPECIFIED

Iododoxorubicin is an anthracycline derivative patented by Farmitalia Carlo Erba S.p.A. for cancer treatment. In preclinical studies, Iododoxorubicin has demonstrated significantly reduced levels of cardiotoxicity compared to anthracyclines. Unfortunately, during phase II clinical trials Iododoxorubicin failed to demonstrate efficacy in an advanced breast cancer patient

Approval Year

PubMed

PubMed

TitleDatePubMed
A camelid anti-PrP antibody abrogates PrP replication in prion-permissive neuroblastoma cell lines.
2010-03-22
Antihypertensive drug guanabenz is active in vivo against both yeast and mammalian prions.
2008-04-23
[Advances in diagnosis and treatment of AL amyloidosis].
2008-04
AL amyloidosis with renal involvement.
2007
Current therapeutic possibilities in primary and secondary amyloidosis and our experience with 31 patients.
2003-07
Phase II study of 4'-iodo-4'-deoxydoxorubicin in non-resectable non-small-cell lung cancer.
1993
Chemical and biological characterization of 4'-iodo-4'-deoxydoxorubicin.
1987-08-01
Patents

Sample Use Guides

80 mg m-2 i.v. was given 3 weekly for a maximum of six cycles
Route of Administration: Intravenous
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:07:05 GMT 2025
Edited
by admin
on Mon Mar 31 18:07:05 GMT 2025
Record UNII
65JH75I9JX
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
4'-IODO-4'-DEOXYDOXORUBICIN
Preferred Name English
IODODOXORUBICIN
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C1594
Created by admin on Mon Mar 31 18:07:05 GMT 2025 , Edited by admin on Mon Mar 31 18:07:05 GMT 2025
Code System Code Type Description
PUBCHEM
108161
Created by admin on Mon Mar 31 18:07:05 GMT 2025 , Edited by admin on Mon Mar 31 18:07:05 GMT 2025
PRIMARY
FDA UNII
65JH75I9JX
Created by admin on Mon Mar 31 18:07:05 GMT 2025 , Edited by admin on Mon Mar 31 18:07:05 GMT 2025
PRIMARY
EPA CompTox
DTXSID301004258
Created by admin on Mon Mar 31 18:07:05 GMT 2025 , Edited by admin on Mon Mar 31 18:07:05 GMT 2025
PRIMARY
SMS_ID
100000126382
Created by admin on Mon Mar 31 18:07:05 GMT 2025 , Edited by admin on Mon Mar 31 18:07:05 GMT 2025
PRIMARY
CAS
83997-75-5
Created by admin on Mon Mar 31 18:07:05 GMT 2025 , Edited by admin on Mon Mar 31 18:07:05 GMT 2025
PRIMARY
EVMPD
SUB33288
Created by admin on Mon Mar 31 18:07:05 GMT 2025 , Edited by admin on Mon Mar 31 18:07:05 GMT 2025
PRIMARY
NCI_THESAURUS
C971
Created by admin on Mon Mar 31 18:07:05 GMT 2025 , Edited by admin on Mon Mar 31 18:07:05 GMT 2025
PRIMARY
CHEBI
47897
Created by admin on Mon Mar 31 18:07:05 GMT 2025 , Edited by admin on Mon Mar 31 18:07:05 GMT 2025
PRIMARY
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ACTIVE MOIETY