Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C19H19NO6S |
| Molecular Weight | 389.422 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
COC1=CC=C(C=C1)S(=O)(=O)N2C=C(CCC(O)=O)C3=C2C=CC(OC)=C3
InChI
InChIKey=YMPALHOKRBVHOJ-UHFFFAOYSA-N
InChI=1S/C19H19NO6S/c1-25-14-4-7-16(8-5-14)27(23,24)20-12-13(3-10-19(21)22)17-11-15(26-2)6-9-18(17)20/h4-9,11-12H,3,10H2,1-2H3,(H,21,22)
| Molecular Formula | C19H19NO6S |
| Molecular Weight | 389.422 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Indeglitazar is orally available peroxisome proliferator-activated receptor (PPAR) pan-agonist for all three PPAR subtypes alpha (α), delta (δ) and gamma patented by Plexxikon, Inc for metabolic disorders treatment. Indeglitazar is a full agonist of PPAR alpha but only a partial agonist of PPAR gamma and delta; this may provide a better side effect profile than full activators. The molecule shows impressive pharmaceutical properties (high oral bioavailability, the long half-life, etc.) as well as promising activity in mouse and rat models of diabetes (lower blood glucose, insulin, total cholesterol, triglycerides, free fatty acids, etc.). In contrast to other PPAR agonists, which sometimes cause weight gain, Indeglitazar also caused weight loss in rodent and primate models. Although Indeglitazar was advanced to phase 2 trials in collaboration with Wyeth, increasing concerns over the potential side effects of PPAR agonists have caused Wyeth to discontinue development of this compound
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL3559683 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19116277 |
0.32 µM [EC50] |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | Unknown Approved UseUnknown |
Cmax
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
8517 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/19116277 |
4 mg/kg single, oral dose: 4 mg/kg route of administration: Oral experiment type: SINGLE co-administered: |
INDEGLITAZAR plasma | Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: FASTED |
AUC
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
141900 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/19116277 |
4 mg/kg single, oral dose: 4 mg/kg route of administration: Oral experiment type: SINGLE co-administered: |
INDEGLITAZAR plasma | Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: FASTED |
T1/2
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
21.3 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/19116277 |
4 mg/kg single, oral dose: 4 mg/kg route of administration: Oral experiment type: SINGLE co-administered: |
INDEGLITAZAR plasma | Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: FASTED |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:01:36 GMT 2025
by
admin
on
Mon Mar 31 18:01:36 GMT 2025
|
| Record UNII |
JMC809G4ZH
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
-
Download
| Name | Type | Language | ||
|---|---|---|---|---|
|
Official Name | English | ||
|
Preferred Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English |
| Classification Tree | Code System | Code | ||
|---|---|---|---|---|
|
NCI_THESAURUS |
C98233
Created by
admin on Mon Mar 31 18:01:36 GMT 2025 , Edited by admin on Mon Mar 31 18:01:36 GMT 2025
|
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
835619-41-5
Created by
admin on Mon Mar 31 18:01:36 GMT 2025 , Edited by admin on Mon Mar 31 18:01:36 GMT 2025
|
PRIMARY | |||
|
9015
Created by
admin on Mon Mar 31 18:01:36 GMT 2025 , Edited by admin on Mon Mar 31 18:01:36 GMT 2025
|
PRIMARY | |||
|
JMC809G4ZH
Created by
admin on Mon Mar 31 18:01:36 GMT 2025 , Edited by admin on Mon Mar 31 18:01:36 GMT 2025
|
PRIMARY | |||
|
CHEMBL1232583
Created by
admin on Mon Mar 31 18:01:36 GMT 2025 , Edited by admin on Mon Mar 31 18:01:36 GMT 2025
|
PRIMARY | |||
|
TT-26
Created by
admin on Mon Mar 31 18:01:36 GMT 2025 , Edited by admin on Mon Mar 31 18:01:36 GMT 2025
|
PRIMARY | |||
|
DB07724
Created by
admin on Mon Mar 31 18:01:36 GMT 2025 , Edited by admin on Mon Mar 31 18:01:36 GMT 2025
|
PRIMARY | |||
|
C98153
Created by
admin on Mon Mar 31 18:01:36 GMT 2025 , Edited by admin on Mon Mar 31 18:01:36 GMT 2025
|
PRIMARY | |||
|
11395145
Created by
admin on Mon Mar 31 18:01:36 GMT 2025 , Edited by admin on Mon Mar 31 18:01:36 GMT 2025
|
PRIMARY | |||
|
300000034228
Created by
admin on Mon Mar 31 18:01:36 GMT 2025 , Edited by admin on Mon Mar 31 18:01:36 GMT 2025
|
PRIMARY | |||
|
DTXSID301003567
Created by
admin on Mon Mar 31 18:01:36 GMT 2025 , Edited by admin on Mon Mar 31 18:01:36 GMT 2025
|
PRIMARY |
| Related Record | Type | Details | ||
|---|---|---|---|---|
|
TARGET->PARTIAL AGONIST |
|
||
|
TARGET->PARTIAL AGONIST |
|
||
|
TARGET -> AGONIST |
|
| Related Record | Type | Details | ||
|---|---|---|---|---|
|
|
ACTIVE MOIETY |
|