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Details

Stereochemistry ACHIRAL
Molecular Formula C24H28N4O4
Molecular Weight 436.5044
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TEMANOGREL

SMILES

Cn1c(ccn1)-c2cc(ccc2OCCN3CCOCC3)N=C(c4cccc(c4)OC)O

InChI

InChIKey=ZEOQUKRCASTCFR-UHFFFAOYSA-N
InChI=1S/C24H28N4O4/c1-27-22(8-9-25-27)21-17-19(26-24(29)18-4-3-5-20(16-18)30-2)6-7-23(21)32-15-12-28-10-13-31-14-11-28/h3-9,16-17H,10-15H2,1-2H3,(H,26,29)

HIDE SMILES / InChI

Molecular Formula C24H28N4O4
Molecular Weight 436.5044
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Temanogrel (also known as APD791) is an oral small molecule inverse agonist of the serotonin 2A (5-HT2A) receptor with potent activity on platelets and vascular smooth muscle. Temanogrel has been studied in phase I clinical trials in healthy subjects to assess its pharmacokinetics, pharmacodynamics, and safety. However, these studies were terminated because of the sponsor’s decision.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
PubMed

PubMed

TitleDatePubMed
APD791, 3-methoxy-n-(3-(1-methyl-1h-pyrazol-5-yl)-4-(2-morpholinoethoxy)phenyl)benzamide, a novel 5-hydroxytryptamine 2A receptor antagonist: pharmacological profile, pharmacokinetics, platelet activity and vascular biology.
2009 Oct
Targeted inhibition of the serotonin 5HT2A receptor improves coronary patency in an in vivo model of recurrent thrombosis.
2010 Feb
Discovery and structure-activity relationship of 3-methoxy-N-(3-(1-methyl-1H-pyrazol-5-yl)-4-(2-morpholinoethoxy)phenyl)benzamide (APD791): a highly selective 5-hydroxytryptamine2A receptor inverse agonist for the treatment of arterial thrombosis.
2010 Jun 10
Patents

Sample Use Guides

APD791 (temanogrel) (10 or 20 or 40) mg single dose
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Fri Jun 25 22:55:19 UTC 2021
Edited
by admin
on Fri Jun 25 22:55:19 UTC 2021
Record UNII
F42Z27575A
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TEMANOGREL
INN   USAN   WHO-DD  
USAN   INN  
Official Name English
BENZAMIDE, 3-METHOXY-N-(3-(1-METHYL-1H-PYRAZOL-5-YL)-4-(2-(4- MORPHOLINYL)ETHOXY)PHENYL)-
Systematic Name English
APD791
Code English
3-METHOXY-N-(3-(1-METHYL-1H-PYRAZOL-5-YL)-4-(2-(MORPHOLIN-4- YL)ETHOXY)PHENYL)BENZAMIDE
Systematic Name English
TEMANOGREL [USAN]
Common Name English
APD-791
Code English
3-METHOXY-N-(3-(2-METHYL-2H-PYRAZOL-3-YL)-4-(2-MORPHOLIN-4-YL-ETHOXY)-PHENYL)- BENZAMIDE
Common Name English
TEMANOGREL [INN]
Common Name English
TEMANOGREL [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C66885
Created by admin on Fri Jun 25 22:55:19 UTC 2021 , Edited by admin on Fri Jun 25 22:55:19 UTC 2021
Code System Code Type Description
MESH
C544126
Created by admin on Fri Jun 25 22:55:19 UTC 2021 , Edited by admin on Fri Jun 25 22:55:19 UTC 2021
PRIMARY
ChEMBL
CHEMBL1084617
Created by admin on Fri Jun 25 22:55:19 UTC 2021 , Edited by admin on Fri Jun 25 22:55:19 UTC 2021
PRIMARY
NCI_THESAURUS
C96894
Created by admin on Fri Jun 25 22:55:19 UTC 2021 , Edited by admin on Fri Jun 25 22:55:19 UTC 2021
PRIMARY
EPA CompTox
887936-68-7
Created by admin on Fri Jun 25 22:55:19 UTC 2021 , Edited by admin on Fri Jun 25 22:55:19 UTC 2021
PRIMARY
DRUG BANK
DB05227
Created by admin on Fri Jun 25 22:55:19 UTC 2021 , Edited by admin on Fri Jun 25 22:55:19 UTC 2021
PRIMARY
INN
9285
Created by admin on Fri Jun 25 22:55:19 UTC 2021 , Edited by admin on Fri Jun 25 22:55:19 UTC 2021
PRIMARY
FDA UNII
F42Z27575A
Created by admin on Fri Jun 25 22:55:19 UTC 2021 , Edited by admin on Fri Jun 25 22:55:19 UTC 2021
PRIMARY
CAS
887936-68-7
Created by admin on Fri Jun 25 22:55:19 UTC 2021 , Edited by admin on Fri Jun 25 22:55:19 UTC 2021
PRIMARY
PUBCHEM
11604525
Created by admin on Fri Jun 25 22:55:19 UTC 2021 , Edited by admin on Fri Jun 25 22:55:19 UTC 2021
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
TARGET->INVERSE AGONIST
Related Record Type Details
ACTIVE MOIETY