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Details

Stereochemistry ABSOLUTE
Molecular Formula C24H23NO5S
Molecular Weight 437.508
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ALEGLITAZAR

SMILES

CO[C@@H](CC1=CC=C(OCCC2=C(C)OC(=N2)C3=CC=CC=C3)C4=C1SC=C4)C(O)=O

InChI

InChIKey=DAYKLWSKQJBGCS-NRFANRHFSA-N
InChI=1S/C24H23NO5S/c1-15-19(25-23(30-15)16-6-4-3-5-7-16)10-12-29-20-9-8-17(14-21(28-2)24(26)27)22-18(20)11-13-31-22/h3-9,11,13,21H,10,12,14H2,1-2H3,(H,26,27)/t21-/m0/s1

HIDE SMILES / InChI
Molecular Formula C24H23NO5S
Molecular Weight 437.508
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Aleglitazar is a dual agonist of PPARalpha/PPARgamma which was developed by Hoffmann-La Roche for the treatment of type 2 diabetes. Aleglitazar activates PPAR receptors with EC50 in nanomolar range and exerts a cardioprotective effect in vitro. The drug is currently in phase III of clinical trials.

Originator

Hoffman-La Roche
134
Curator's Comment: # Hoffmann-La Roche Ltd

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Agonist
2678
 5.0 nM [EC50]
Agonist
2678
 9.0 nM [EC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Phase III
656
Unknown

Approved Use

Unknown
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
16.8 ng/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/20336066/
300 μg 1 times / day steady-state, oral
dose: 300 μg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
ALEGLITAZAR plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
28.9 ng/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/20336066/
600 μg 1 times / day steady-state, oral
dose: 600 μg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
ALEGLITAZAR plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
3.05 ng/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/20336066/
50 μg 1 times / day steady-state, oral
dose: 50 μg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
ALEGLITAZAR plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
49.2 ng/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/20336066/
900 μg 1 times / day steady-state, oral
dose: 900 μg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
ALEGLITAZAR plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
1.1 ng/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/20336066/
20 μg 1 times / day steady-state, oral
dose: 20 μg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
ALEGLITAZAR plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
5.91 ng/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/20336066/
100 mg 1 times / day steady-state, oral
dose: 100 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
ALEGLITAZAR plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
141 ng × h/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/20336066/
300 μg 1 times / day steady-state, oral
dose: 300 μg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
ALEGLITAZAR plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
204 ng × h/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/20336066/
600 μg 1 times / day steady-state, oral
dose: 600 μg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
ALEGLITAZAR plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
26 ng × h/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/20336066/
50 μg 1 times / day steady-state, oral
dose: 50 μg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
ALEGLITAZAR plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
402 ng × h/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/20336066/
900 μg 1 times / day steady-state, oral
dose: 900 μg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
ALEGLITAZAR plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
8.66 ng × h/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/20336066/
20 μg 1 times / day steady-state, oral
dose: 20 μg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
ALEGLITAZAR plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
41.8 nmol × h/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/20336066/
100 mg 1 times / day steady-state, oral
dose: 100 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
ALEGLITAZAR plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
11.9 h
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/20336066/
300 μg 1 times / day steady-state, oral
dose: 300 μg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
ALEGLITAZAR plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
13.4 h
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/20336066/
600 μg 1 times / day steady-state, oral
dose: 600 μg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
ALEGLITAZAR plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
7.77 h
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/20336066/
50 μg 1 times / day steady-state, oral
dose: 50 μg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
ALEGLITAZAR plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
16.4 h
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/20336066/
900 μg 1 times / day steady-state, oral
dose: 900 μg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
ALEGLITAZAR plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
6.04 h
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/20336066/
20 μg 1 times / day steady-state, oral
dose: 20 μg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
ALEGLITAZAR plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
8.2 h
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/20336066/
100 mg 1 times / day steady-state, oral
dose: 100 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
ALEGLITAZAR plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
Sourcing

Sourcing

Vendor/AggregatorIDURL
001 Chemical
DY105513
https://www.001chemical.com/chem/search?q=DY105513
1PlusChem LLC
1P00DBLC
https://www.1pchem.com/search?query=1P00DBLC
AK Scientific
3431AH
https://aksci.com/item_detail.php?cat=3431AH
AstaTech
42161
http://astatechinc.com/CPSResult.php?CRNO=42161
BOC Sciences
475479-34-6
http://www.bocsci.com/description.asp?cas=475479-34-6
Chem Scene
CS-0008995
http://www.chemscene.com/goproductList/searchProductList?productObj=CS-0008995
Chem Scene
CS-1134
http://www.chemscene.com/goproductList/searchProductList?productObj=CS-1134
Matrix Scientific
125215
http://www.matrixscientific.com/125215.html
MedChem Express
HY-14728
https://www.medchemexpress.com/search.html?q=HY-14728&ft=&fa=&fp=
MolPort
MolPort-035-683-372
https://www.molport.com/shop/molecule-link/MolPort-035-683-372
MolPort
MolPort-047-114-045
https://www.molport.com/shop/molecule-link/MolPort-047-114-045
Molcore
MC105513
http://www.molcore.com/CatMC105513.html
Molnova
M14583
https://www.molnova.com/en/serch-list.html?keywords=M14583
MuseChem
I003657
https://www.musechem.com/product/I003657.html
ShangHai Biochempartner
BCP11370
http://www.biochempartner.com/search_BCP11370
Synthonix
14579
https://synthonix.com/catalogsearch/result/?q=14579
Tetrahedron
TS88924
http://www.thsci.com/search.do?q=TS88924
eMolecules
45475563
https://orderbb.emolecules.com/search/#?query=45475563
mcule
MCULE-7615393654
https://mcule.com/MCULE-7615393654/
PubMed

PubMed

TitleDatePubMed
Neuropathy, retinopathy, and glucose-lowering treatments.
2010 Jun
Aleglitazar, a dual PPARα and PPARγ agonist for the potential oral treatment of type 2 diabetes mellitus.
2010 Nov
Patents

Patents

06642389
1
JP2007506800A
1

Sample Use Guides

In Vivo Use Guide
Patients receive 150 mcg orally daily.
Route of Administration: Oral
In Vitro Use Guide
Aleglitazar increased cell viability and reduced apoptosis in human cardiomyocytes at concentrations of 150-600 nM.
Substance Class Chemical
Created
by admin
on Sat Dec 16 16:22:46 UTC 2023
Edited
by admin
on Sat Dec 16 16:22:46 UTC 2023
Record UNII
41T4OAG59U
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ALEGLITAZAR
INN   MI   USAN   WHO-DD  
USAN   INN  
Official Name English
aleglitazar [INN]
Common Name English
ALEGLITAZAR [USAN]
Common Name English
Aleglitazar [WHO-DD]
Common Name English
R1439
Code English
R-1439
Code English
(2S)-2-Methoxy-3-{4-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethoxy]-benzothiophen-7-yl}propionic acid
Systematic Name English
ALEGLITAZAR [MI]
Common Name English
RO0728804
Code English
RO-0728804
Code English
BENZO(B)THIOPHENE-7-PROPANOIC ACID, .ALPHA.-METHOXY-4-(2-(5-METHYL-2-PHENYL-4-OXAZOLYL)ETHOXY)-, (.ALPHA.S)-
Common Name English
(S)-2-METHOXY-3-(4-(2-(5-METHYL-2-PHENYLOXAZOL-4-YL-ETHOXY)BENZO(B)THIOPHEN-7-YL)PROPIONIC ACID
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C98233
Created by admin on Sat Dec 16 16:22:46 UTC 2023 , Edited by admin on Sat Dec 16 16:22:46 UTC 2023
Code System Code Type Description
DRUG BANK
DB08915
Created by admin on Sat Dec 16 16:22:46 UTC 2023 , Edited by admin on Sat Dec 16 16:22:46 UTC 2023
PRIMARY
FDA UNII
41T4OAG59U
Created by admin on Sat Dec 16 16:22:46 UTC 2023 , Edited by admin on Sat Dec 16 16:22:46 UTC 2023
PRIMARY
USAN
TT-44
Created by admin on Sat Dec 16 16:22:46 UTC 2023 , Edited by admin on Sat Dec 16 16:22:46 UTC 2023
PRIMARY
ChEMBL
CHEMBL519504
Created by admin on Sat Dec 16 16:22:46 UTC 2023 , Edited by admin on Sat Dec 16 16:22:46 UTC 2023
PRIMARY
WIKIPEDIA
ALEGLITAZAR
Created by admin on Sat Dec 16 16:22:46 UTC 2023 , Edited by admin on Sat Dec 16 16:22:46 UTC 2023
PRIMARY
PUBCHEM
10274777
Created by admin on Sat Dec 16 16:22:46 UTC 2023 , Edited by admin on Sat Dec 16 16:22:46 UTC 2023
PRIMARY
CAS
475479-34-6
Created by admin on Sat Dec 16 16:22:46 UTC 2023 , Edited by admin on Sat Dec 16 16:22:46 UTC 2023
PRIMARY
INN
8736
Created by admin on Sat Dec 16 16:22:46 UTC 2023 , Edited by admin on Sat Dec 16 16:22:46 UTC 2023
PRIMARY
EVMPD
SUB34897
Created by admin on Sat Dec 16 16:22:46 UTC 2023 , Edited by admin on Sat Dec 16 16:22:46 UTC 2023
PRIMARY
NCI_THESAURUS
C72687
Created by admin on Sat Dec 16 16:22:46 UTC 2023 , Edited by admin on Sat Dec 16 16:22:46 UTC 2023
PRIMARY
EPA CompTox
DTXSID70197193
Created by admin on Sat Dec 16 16:22:46 UTC 2023 , Edited by admin on Sat Dec 16 16:22:46 UTC 2023
PRIMARY
MERCK INDEX
m1491
Created by admin on Sat Dec 16 16:22:46 UTC 2023 , Edited by admin on Sat Dec 16 16:22:46 UTC 2023
PRIMARY Merck Index
SMS_ID
100000128143
Created by admin on Sat Dec 16 16:22:46 UTC 2023 , Edited by admin on Sat Dec 16 16:22:46 UTC 2023
PRIMARY
MESH
C542437
Created by admin on Sat Dec 16 16:22:46 UTC 2023 , Edited by admin on Sat Dec 16 16:22:46 UTC 2023
PRIMARY
Related Record Type Details
PEROXISOME PROLIFERATOR-ACTIVATED RECEPTOR ALPHA
TARGET -> AGONIST
PEROXISOME PROLIFERATOR-ACTIVATED RECEPTOR GAMMA
TARGET -> AGONIST
Related Record Type Details
Structure of ALEGLITAZAR
ACTIVE MOIETY
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NCATS
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