TEMANOGREL

Details

Stereochemistry	ACHIRAL
Molecular Formula	C24H28N4O4
Molecular Weight	436.5035
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=CC(=CC=C1)C(=O)NC2=CC=C(OCCN3CCOCC3)C(=C2)C4=CC=NN4C

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	436.5035
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 231 Target ID: CHEMBL224 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19628629	Agonist 2678

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 Jun 10	20455563

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 `Fri Dec 15 17:47:07 GMT 2023` Edited by `admin` on `Fri Dec 15 17:47:07 GMT 2023`
Record UNII	F42Z27575A
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

TEMANOGREL

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 [WHO-DD]

Common 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

Classification Tree Code System Code

NCI_THESAURUS

C66885