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

Details

Stereochemistry ABSOLUTE
Molecular Formula C27H28INO10.ClH
Molecular Weight 689.877
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of IODODOXORUBICIN HYDROCHLORIDE

SMILES

Cl.[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=RIXHOXYAFWQBGU-RUELKSSGSA-N
InChI=1S/C27H28INO10.ClH/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;1H/t10-,13-,15-,17-,22+,27-;/m0./s1

HIDE SMILES / InChI
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
Patents

Sample Use Guides

80 mg m-2 i.v. was given 3 weekly for a maximum of six cycles
Route of Administration: Intravenous
Name Type Language
IODODOXORUBICIN HYDROCHLORIDE
Common Name English
IODODOXORUBICIN HCL
Common Name English
5,12-NAPHTHACENEDIONE, 10-(((2R,4S,5S,6S)-4-AMINOTETRAHYDRO-5-IODO-6-METHYL-2H-PYRAN-2-YL)OXY)-7,8,9,10-TETRAHYDRO-6,8,11-TRIHYDROXY-8-(HYDROXYACETYL)-1-METHOXY-, HYDROCHLORIDE, (8S,10S)-
Systematic Name English
4'-IODO-4'-DEOXYDOXORUBICIN HYDROCHLORIDE
Common Name English
NSC-378901
Code English
Code System Code Type Description
NSC
378901
Created by admin on Fri Dec 15 15:51:54 GMT 2023 , Edited by admin on Fri Dec 15 15:51:54 GMT 2023
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PUBCHEM
13189887
Created by admin on Fri Dec 15 15:51:54 GMT 2023 , Edited by admin on Fri Dec 15 15:51:54 GMT 2023
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CAS
83943-83-3
Created by admin on Fri Dec 15 15:51:54 GMT 2023 , Edited by admin on Fri Dec 15 15:51:54 GMT 2023
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EPA CompTox
DTXSID801004122
Created by admin on Fri Dec 15 15:51:54 GMT 2023 , Edited by admin on Fri Dec 15 15:51:54 GMT 2023
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FDA UNII
31I1O326SE
Created by admin on Fri Dec 15 15:51:54 GMT 2023 , Edited by admin on Fri Dec 15 15:51:54 GMT 2023
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