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Losmapimod

Losmapimod structure

CAS No:
585543-15-3
Formula:
C22H26FN3O2
Chemical Name:
Losmapimod
Synonyms:
3-Pyridinecarboxamide,6-[5-[(cyclopropylamino)carbonyl]-3-fluoro-2-methylphenyl]-N-(2,2-dimethylpropyl)-;6-[5-[(Cyclopropylamino)carbonyl]-3-fluoro-2-methylphenyl]-N-(2,2-dimethylpropyl)-3-pyridinecarboxamide;6-[5-(Cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-N-(2,2-dimethylpropyl)nicotinamide;GW 856553X;Losmapimod;GSK-AHAB;SB 856553;GW 856553;1201684-97-0
Categories:
Biochemical Engineering > Inhibitors

Description

Losmapimod is a selective, potent, and orally active p38 MAPK inhibitor with pKis of 8.1 and 7.6 for p38α and p38β, respectively.

6-[5-[(cyclopropylamino)-oxomethyl]-3-fluoro-2-methylphenyl]-N-(2,2-dimethylpropyl)-3-pyridinecarboxamide is a phenylpyridine.|Losmapimod has been investigated for the prevention of Chronic Obstructive Pulmonary Disease.|Losmapimod is an orally bioavailable inhibitor of the alpha and beta isoforms of p38 mitogen-activated protein kinase (MAPK), with potential immunomodulating and anti-inflammatory activities. Upon oral administration, losmapimod inhibits the activity of p38alpha/beta MAPK, thereby preventing p38alpha/beta MAPK-mediated signaling. This may result in the inhibition of the production of proinflammatory cytokines. p38 MAPK, a serine/threonine protein kinase, plays an important role in regulating the transcription and translation of cytokines involved in inflammation including tumor necrosis factor alpha (TNF-alpha) and interleukin (IL)-1, IL-6 and IL-8.

Losmapimod Basic Attributes

Molecular Weight：

383.46

Exact Mass：

383.46

UNII：

F2DQF16BXE

NCI Thesaurus Code：

C96532

Characteristics

PSA：

71.1

XLogP3：

3.8

Density：

1.2±0.1 g/cm3

Boiling Point：

529.37ºC at 760 mmHg

Flash Point：

274.0±30.1 °C

Refractive Index：

1.582

Safety Information

Precautionary statement(s)：

P201, P202, P281, P308+P313, P405, P501

Hazard Statements：

H361

GHS Classification：

|Warning|H361 (100%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]|P201, P202, P281, P308+P313, P405, and P501|Aggregated GHS information provided by 2 companies from 2 notifications to the ECHA C&L Inventory.

Drug Information

MeSH Entry Terms：

6-(5-((cyclopropylamino)carbonyl)-3-fluoro-2-methylphenyl)-N-(2,2-dimethylprpyl)-3-pyridinecarboxamide

Losmapimod Use and Manufacturing

Use Classification：

Human drugs -> Rare disease (orphan)

Computed Properties

Molecular Weight:383.5
XLogP3:3.8
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:6
Exact Mass:383.20090524
Monoisotopic Mass:383.20090524
Topological Polar Surface Area:71.1
Heavy Atom Count:28
Complexity:573
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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6-[5-(Cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-N-(2,2-dimethylpropyl)pyridine-3-carboxamide

CAS No.: 585543-15-3

Content: 99.00%

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