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Details

Stereochemistry ABSOLUTE
Molecular Formula C10H9N2O3S.Na
Molecular Weight 260.245
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DESFERRITHIOCIN

SMILES

[Na+].C[C@@]1(CSC(=N1)C2=NC=CC=C2O)C([O-])=O

InChI

InChIKey=UGJSEILLHZKUBG-HNCPQSOCSA-M
InChI=1S/C10H10N2O3S.Na/c1-10(9(14)15)5-16-8(12-10)7-6(13)3-2-4-11-7;/h2-4,13H,5H2,1H3,(H,14,15);/q;+1/p-1/t10-;/m1./s1

HIDE SMILES / InChI

Molecular Formula Na
Molecular Weight 22.9898
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C10H9N2O3S
Molecular Weight 237.255
Charge -1
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Desferrithiocin (DFT) is a siderophore isolated from Streptomyces antibiotics strain DSM 1865. It has a high affinity and selectivity for ferric iron. In vivo studies demonstrated that desferrithiocin increases iron excretion when given orally to iron-loaded monkeys and rats with hepatic iron loading induced by a ferrocene derivative, indicating its potential in iron chelation therapy. However, the drug was considered to be too toxic for human clinical trials.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: CHEMBL2363058
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed

Sample Use Guides

In a preclinical study, rats were given desferrithiocin two times daily at doses 10 or 25 mg/kg either orally or subcutaneously.
Route of Administration: Other
In Vitro Use Guide
To measure the effect of the drug on iron uptake, rat hepatocytes were incubated for 16 h with diferric rat transferrin doubly labeled with 59Fe and 125I (0.1 mg/ml) in the presence of 1 mM desferrithiocin. The uptake was reduced to less than 5% of the control.
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:17:36 GMT 2023
Edited
by admin
on Fri Dec 15 18:17:36 GMT 2023
Record UNII
UMA0K9OMKD
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DESFERRITHIOCIN
Common Name English
4-THIAZOLECARBOXYLIC ACID, 4,5-DIHYDRO-2-(3-HYDROXY-2-PYRIDINYL)-4-METHYL-, SODIUM SALT (1:1), (4S)-
Systematic Name English
Code System Code Type Description
PUBCHEM
101609363
Created by admin on Fri Dec 15 18:17:36 GMT 2023 , Edited by admin on Fri Dec 15 18:17:36 GMT 2023
PRIMARY
CAS
105635-69-6
Created by admin on Fri Dec 15 18:17:36 GMT 2023 , Edited by admin on Fri Dec 15 18:17:36 GMT 2023
PRIMARY
FDA UNII
UMA0K9OMKD
Created by admin on Fri Dec 15 18:17:36 GMT 2023 , Edited by admin on Fri Dec 15 18:17:36 GMT 2023
PRIMARY
MESH
C050223
Created by admin on Fri Dec 15 18:17:36 GMT 2023 , Edited by admin on Fri Dec 15 18:17:36 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY