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Details

Stereochemistry RACEMIC
Molecular Formula C25H24FNO6
Molecular Weight 453.4596
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AXITIROME

SMILES

CCOC(=O)C(=O)NC1=CC(C)=C(OC2=CC(C(O)C3=CC=C(F)C=C3)=C(O)C=C2)C(C)=C1

InChI

InChIKey=FUBBWDWIGBTUPQ-UHFFFAOYSA-N
InChI=1S/C25H24FNO6/c1-4-32-25(31)24(30)27-18-11-14(2)23(15(3)12-18)33-19-9-10-21(28)20(13-19)22(29)16-5-7-17(26)8-6-16/h5-13,22,28-29H,4H2,1-3H3,(H,27,30)

HIDE SMILES / InChI

Molecular Formula C25H24FNO6
Molecular Weight 453.4596
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Axitirome (also known as CGS 26214), a thyroid hormone receptor β selective agonist and an LDL receptor function stimulant, has a cholesterol-lowering activity. This drug was in phase I clinical trials for the treatment of hyperlipidemia, but studies were discontinued because of the unexpected side effects.

Approval Year

PubMed

PubMed

TitleDatePubMed
Quantitative determination of CGS 26214, a cholesterol lowering agent, in human plasma using negative electrospray ionization liquid chromatography-tandem mass spectrometry.
2001 Aug 5
Design and synthesis of novel 3-hydroxy-cyclobut-3-ene-1,2-dione derivatives as thyroid hormone receptor beta (TR-beta) selective ligands.
2008 Jul 15
Structure-Based Virtual Screening for Defeating Drug Resistant Form of EGFR Protein.
2016
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:57:49 UTC 2023
Edited
by admin
on Fri Dec 15 15:57:49 UTC 2023
Record UNII
V477CK910J
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
AXITIROME
INN   USAN  
INN   USAN  
Official Name English
CGS26214
Code English
ETHYL (±)-4'-((.ALPHA.-(P-FLUOROPHENYL)-.ALPHA.,4-DIHYDROXY-M-TOLYL)OXY)-3',5'-DIMETHYLOXANILATE
Common Name English
AXITIROME [USAN]
Common Name English
axitirome [INN]
Common Name English
ETHYL (±)-((4-(3-((4-FLUOROPHENYL)HYDROXYMETHYL)-4-HYDROXYPHENOXY)-3,5-DIMETHYLPHENYL)AMINO)OXOACETATE
Systematic Name English
CGS-26214
Code English
Classification Tree Code System Code
NCI_THESAURUS C29703
Created by admin on Fri Dec 15 15:57:49 UTC 2023 , Edited by admin on Fri Dec 15 15:57:49 UTC 2023
Code System Code Type Description
PUBCHEM
166559
Created by admin on Fri Dec 15 15:57:49 UTC 2023 , Edited by admin on Fri Dec 15 15:57:49 UTC 2023
PRIMARY
FDA UNII
V477CK910J
Created by admin on Fri Dec 15 15:57:49 UTC 2023 , Edited by admin on Fri Dec 15 15:57:49 UTC 2023
PRIMARY
SMS_ID
300000034073
Created by admin on Fri Dec 15 15:57:49 UTC 2023 , Edited by admin on Fri Dec 15 15:57:49 UTC 2023
PRIMARY
ChEMBL
CHEMBL159682
Created by admin on Fri Dec 15 15:57:49 UTC 2023 , Edited by admin on Fri Dec 15 15:57:49 UTC 2023
PRIMARY
MESH
C104715
Created by admin on Fri Dec 15 15:57:49 UTC 2023 , Edited by admin on Fri Dec 15 15:57:49 UTC 2023
PRIMARY
INN
7959
Created by admin on Fri Dec 15 15:57:49 UTC 2023 , Edited by admin on Fri Dec 15 15:57:49 UTC 2023
PRIMARY
CAS
156740-57-7
Created by admin on Fri Dec 15 15:57:49 UTC 2023 , Edited by admin on Fri Dec 15 15:57:49 UTC 2023
PRIMARY
USAN
JJ-42
Created by admin on Fri Dec 15 15:57:49 UTC 2023 , Edited by admin on Fri Dec 15 15:57:49 UTC 2023
PRIMARY
NCI_THESAURUS
C75992
Created by admin on Fri Dec 15 15:57:49 UTC 2023 , Edited by admin on Fri Dec 15 15:57:49 UTC 2023
PRIMARY
Related Record Type Details
ENANTIOMER -> RACEMATE
TARGET -> AGONIST
ENANTIOMER -> RACEMATE
Related Record Type Details
ACTIVE MOIETY