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

[H][C@@]1(C[C@H](N)[C@H](I)[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(=O)CO

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
Chemical and biological characterization of 4'-iodo-4'-deoxydoxorubicin.
1987 Aug 1
Phase II study of 4'-iodo-4'-deoxydoxorubicin in non-resectable non-small-cell lung cancer.
1993
[Advances in diagnosis and treatment of AL amyloidosis].
2008 Apr
A camelid anti-PrP antibody abrogates PrP replication in prion-permissive neuroblastoma cell lines.
2010 Mar 22
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 Fri Dec 15 15:44:07 GMT 2023
Edited
by admin
on Fri Dec 15 15:44:07 GMT 2023
Record UNII
65JH75I9JX
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
IODODOXORUBICIN
Common Name English
4'-IODO-4'-DEOXYDOXORUBICIN
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C1594
Created by admin on Fri Dec 15 15:44:07 GMT 2023 , Edited by admin on Fri Dec 15 15:44:07 GMT 2023
Code System Code Type Description
PUBCHEM
108161
Created by admin on Fri Dec 15 15:44:07 GMT 2023 , Edited by admin on Fri Dec 15 15:44:07 GMT 2023
PRIMARY
FDA UNII
65JH75I9JX
Created by admin on Fri Dec 15 15:44:07 GMT 2023 , Edited by admin on Fri Dec 15 15:44:07 GMT 2023
PRIMARY
EPA CompTox
DTXSID301004258
Created by admin on Fri Dec 15 15:44:07 GMT 2023 , Edited by admin on Fri Dec 15 15:44:07 GMT 2023
PRIMARY
SMS_ID
100000126382
Created by admin on Fri Dec 15 15:44:07 GMT 2023 , Edited by admin on Fri Dec 15 15:44:07 GMT 2023
PRIMARY
CAS
83997-75-5
Created by admin on Fri Dec 15 15:44:07 GMT 2023 , Edited by admin on Fri Dec 15 15:44:07 GMT 2023
PRIMARY
EVMPD
SUB33288
Created by admin on Fri Dec 15 15:44:07 GMT 2023 , Edited by admin on Fri Dec 15 15:44:07 GMT 2023
PRIMARY
NCI_THESAURUS
C971
Created by admin on Fri Dec 15 15:44:07 GMT 2023 , Edited by admin on Fri Dec 15 15:44:07 GMT 2023
PRIMARY
CHEBI
47897
Created by admin on Fri Dec 15 15:44:07 GMT 2023 , Edited by admin on Fri Dec 15 15:44:07 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY