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

Details

Stereochemistry ABSOLUTE
Molecular Formula C18H25NO7S
Molecular Weight 399.459
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DEFERITAZOLE

SMILES

COCCOCCOCCOC1=CC=CC(C2=N[C@](C)(CS2)C(O)=O)=C1O

InChI

InChIKey=AWHIMFSHNAAMBM-GOSISDBHSA-N
InChI=1S/C18H25NO7S/c1-18(17(21)22)12-27-16(19-18)13-4-3-5-14(15(13)20)26-11-10-25-9-8-24-7-6-23-2/h3-5,20H,6-12H2,1-2H3,(H,21,22)/t18-/m1/s1

HIDE SMILES / InChI
Deferitazole is an iron chelator, developed by the FerroKin BioSciences (later acquired by Shire, and then by Takeda). Deferitazole is a member of the desazadesferrithiocin class of siderophore-related tridentate chelators. It binds Fe(III) with very high affinity and selectivity over Fe(II) and other biologically important metals. Deferitazole was investigated in phase 2 clinical trials in patients with iron overload due to repeated red blood cell transfusion and beta-thalassemia, however, the development of the drug was discontinued. In preclinical models, deferitazole demonstrated efficacy for the treatment and prevention of malaria.

Approval Year

Patents
Name Type Language
DEFERITAZOLE
INN   USAN   WHO-DD  
INN   USAN  
Official Name English
SPD-602
Code English
SPD602
Code English
4-THIAZOLECARBOXYLIC ACID, 4,5-DIHYDRO-2-(2-HYDROXY-3-(2-(2-(2- METHOXYETHOXY)ETHOXY)ETHOXY)PHENYL)-4-METHYL-, (4S)-
Common Name English
FBS-0701
Code English
DEFERITAZOLE [USAN]
Common Name English
4-THIAZOLECARBOXYLIC ACID, 4,5-DIHYDRO-2-(2-HYDROXY-3-(2-(2-(2-METHOXYETHOXY)ETHOXY)ETHOXY)PHENYL)-4-METHYL-, (4S)-
Common Name English
(S)-4,5-DIHYDRO-2-(2-HYDROXY-3-(3,6,9-TRIOXADECYLOXY)PHENYL)4-METHYL-4-THIAZOLECARBOXYLIC ACID
Systematic Name English
FBS0701
Code English
deferitazole [INN]
Common Name English
(S)-4,5-DIHYDRO-2-(2-HYDROXY-3-(3,6,9-TRIOXADECYLOXY)PHENYL)-4-METHYL-4-THIAZOLECARBOXYLIC ACID
Systematic Name English
Deferitazole [WHO-DD]
Common Name English
(4S)-2-(2-HYDROXY-3-(3,6,9-TRIOXADECYLOXY)PHENYL)-4-METHYL-4,5-DIHYDROTHIAZOLE-4- CARBOXYLIC ACID
Systematic Name English
Code System Code Type Description
USAN
YY-59
Created by admin on Fri Dec 15 17:38:26 GMT 2023 , Edited by admin on Fri Dec 15 17:38:26 GMT 2023
PRIMARY
NCI_THESAURUS
C166753
Created by admin on Fri Dec 15 17:38:26 GMT 2023 , Edited by admin on Fri Dec 15 17:38:26 GMT 2023
PRIMARY
CAS
945635-15-4
Created by admin on Fri Dec 15 17:38:26 GMT 2023 , Edited by admin on Fri Dec 15 17:38:26 GMT 2023
PRIMARY
DRUG BANK
DB13120
Created by admin on Fri Dec 15 17:38:26 GMT 2023 , Edited by admin on Fri Dec 15 17:38:26 GMT 2023
PRIMARY
ChEMBL
CHEMBL487465
Created by admin on Fri Dec 15 17:38:26 GMT 2023 , Edited by admin on Fri Dec 15 17:38:26 GMT 2023
PRIMARY
PUBCHEM
135565672
Created by admin on Fri Dec 15 17:38:26 GMT 2023 , Edited by admin on Fri Dec 15 17:38:26 GMT 2023
PRIMARY
INN
9659
Created by admin on Fri Dec 15 17:38:26 GMT 2023 , Edited by admin on Fri Dec 15 17:38:26 GMT 2023
PRIMARY
FDA UNII
4D8DC53Y1L
Created by admin on Fri Dec 15 17:38:26 GMT 2023 , Edited by admin on Fri Dec 15 17:38:26 GMT 2023
PRIMARY