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

Molecular Formula C18H25NO7S
Molecular Weight 399.459
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

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
Substance Class Chemical
Created
by admin
on Thu Jul 06 00:56:58 UTC 2023
Edited
by admin
on Thu Jul 06 00:56:58 UTC 2023
Record UNII
4D8DC53Y1L
Record Status Validated (UNII)
Record Version
  • Download
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 Thu Jul 06 00:56:58 UTC 2023 , Edited by admin on Thu Jul 06 00:56:58 UTC 2023
PRIMARY
NCI_THESAURUS
C166753
Created by admin on Thu Jul 06 00:56:58 UTC 2023 , Edited by admin on Thu Jul 06 00:56:58 UTC 2023
PRIMARY
CAS
945635-15-4
Created by admin on Thu Jul 06 00:56:58 UTC 2023 , Edited by admin on Thu Jul 06 00:56:58 UTC 2023
PRIMARY
DRUG BANK
DB13120
Created by admin on Thu Jul 06 00:56:58 UTC 2023 , Edited by admin on Thu Jul 06 00:56:58 UTC 2023
PRIMARY
ChEMBL
CHEMBL487465
Created by admin on Thu Jul 06 00:56:58 UTC 2023 , Edited by admin on Thu Jul 06 00:56:58 UTC 2023
PRIMARY
PUBCHEM
135565672
Created by admin on Thu Jul 06 00:56:58 UTC 2023 , Edited by admin on Thu Jul 06 00:56:58 UTC 2023
PRIMARY
INN
9659
Created by admin on Thu Jul 06 00:56:58 UTC 2023 , Edited by admin on Thu Jul 06 00:56:58 UTC 2023
PRIMARY
FDA UNII
4D8DC53Y1L
Created by admin on Thu Jul 06 00:56:58 UTC 2023 , Edited by admin on Thu Jul 06 00:56:58 UTC 2023
PRIMARY
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ACTIVE MOIETY