TEMANOGREL HYDROCHLORIDE

Investigational

Details

Stereochemistry	ACHIRAL
Molecular Formula	C24H28N4O4.ClH
Molecular Weight	472.964
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Cl.COC1=CC=CC(=C1)C(=O)NC2=CC(C3=CC=NN3C)=C(OCCN4CCOCC4)C=C2

InChI

InChIKey=APWHJJLFCMBWQT-UHFFFAOYSA-N

InChI=1S/C24H28N4O4.ClH/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);1H

HIDE SMILES / InChI

Molecular Formula	C24H28N4O4
Molecular Weight	436.5035
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://clinicaltrials.gov/ct2/show/NCT02419820 | https://www.ncbi.nlm.nih.gov/pubmed/19628629 | https://www.ncbi.nlm.nih.gov/pubmed/19922435

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.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Serotonin 2a (5-HT2a) receptor 237 Target ID: CHEMBL224 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19628629	Agonist 2752

PubMed

Title	Date	PubMed
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.	2010-06-10	20455563
Targeted inhibition of the serotonin 5HT2A receptor improves coronary patency in an in vivo model of recurrent thrombosis.	2010-02	19922435
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.	2009-10	19628629

Patents

Sample Use Guides

In Vivo Use Guide

APD791 (temanogrel) (10 or 20 or 40) mg single dose

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:15:55 GMT 2025` Edited by `admin` on `Mon Mar 31 19:15:55 GMT 2025`
Record UNII	5QEY8NZP3T
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

TEMANOGREL HYDROCHLORIDE

Official Name

English

APD-791 HYDROCHLORIDE

Preferred Name

English

APD791 HYDROCHLORIDE

Code

English

TEMANOGREL HCL

Common Name

English

BENZAMIDE, 3-METHOXY-N-(3-(1-METHYL-1H-PYRAZOL-5-YL)-4-(2-(4- MORPHOLINYL)ETHOXY)PHENYL)-, HYDROCHLORIDE (1:1)

Systematic Name

English

3-METHOXY-N-(3-(1-METHYL-1H-PYRAZOL-5-YL)-4-(2-(MORPHOLIN-4- YL)ETHOXY)PHENYL)BENZAMIDE MONOHYDROCHLORIDE

Systematic Name

English

TEMANOGREL HYDROCHLORIDE [USAN]

Common Name

English

Temanogrel hydrochloride [WHO-DD]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C66885