DILMAPIMOD

Details

Stereochemistry	ACHIRAL
Molecular Formula	C23H19F3N4O3
Molecular Weight	456.4172
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1=C(C=CC(F)=C1)C2=NC(NC(CO)CO)=NC3=C2C=CC(=O)N3C4=C(F)C=CC=C4F

InChI

InChIKey=ORVNHOYNEHYKJG-UHFFFAOYSA-N

InChI=1S/C23H19F3N4O3/c1-12-9-13(24)5-6-15(12)20-16-7-8-19(33)30(21-17(25)3-2-4-18(21)26)22(16)29-23(28-20)27-14(10-31)11-32/h2-9,14,31-32H,10-11H2,1H3,(H,27,28,29)

HIDE SMILES / InChI

Molecular Formula	C23H19F3N4O3
Molecular Weight	456.4172
Charge	0
Count

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

Description
Sources: https://adisinsight.springer.com/drugs/800019097 | https://www.pharmacodia.com/yaodu/html/v1/chemicals/d484a3fde40e65e19c2799b9b529c82e.html | https://www.ncbi.nlm.nih.gov/pubmed/21576029 | https://www.ncbi.nlm.nih.gov/pubmed/25692013

Dilmapimod is a potent p38 mitogen-activated protein kinase (MAPK) inhibitor. It was investigated for its anti-inflammatory effect in non-head injury trauma patients at risk for developing acute respiratory distress syndrome. IL-1β was identified as a gene regulated by dilmapimod that could influence c-reactive protein levels. Dilmapimod had been in phase III clinical trials by GlaxoSmithKline for the treatment of rheumatoid arthritis, neuropathic pain, coronary artery disease (CAD) and chronic obstructive pulmonary disease (COPD). However, these studies were discontinued.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
MAP kinase p38 alpha 35 Target ID: CHEMBL260 Sources: https://www.ncbi.nlm.nih.gov/pubmed/28004376	Inhibitor 8297		50.0 µM [IC50]

PubMed

Title	Date	PubMed
Design and synthesis of inhaled p38 inhibitors for the treatment of chronic obstructive pulmonary disease.	2011 Nov 24	21888439

Patents

Sample Use Guides

In Vivo Use Guide

15 mg per day for two weeks

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:44:00 UTC 2023` Edited by `admin` on `Fri Dec 15 15:44:00 UTC 2023`
Record UNII	Q3238VQW0N
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DILMAPIMOD

Official Name

English

8-(2,6-Difluorophenyl)-4-(4-fluoro-2-methylphenyl)-2-{[2-hydroxy-1-(hydroxymethyl)ethyl]amino}pyrido[2,3-d]pyrimidin-7(8H)-one

Systematic Name

English

dilmapimod [INN]

Common Name

English

PYRIDO(2,3-D)PYRIMIDIN-7(8H)-ONE, 8-(2,6-DIFLUOROPHENYL)-4-(4-FLUORO-2-METHYLPHENYL)-2-((2-HYDROXY-1-(HYDROXYMETHYL)ETHYL)AMINO)-

Systematic Name

English

SB681323

Code

English

8-(2,6-DIFLUOROPHENYL)-4-(4-FLUORO-2-METHYLPHENYL)-2-((2-HYDROXY-1- (HYDROXYMETHYL)ETHYL)AMINO)PYRIDO(2,3-D)PYRIMIDIN-7(8H)-ONE

Systematic Name

English

DILMAPIMOD [USAN]

Common Name

English

SB-681323

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C2149