Skip to Content
Merck
All Photos(1)

Documents

SML3596

Sigma-Aldrich

Losmapimod

≥98% (HPLC)

Synonym(s):

6-[5-(Cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-N-(2,2-dimethylpropyl)nicotinamide, 6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-N-(2,2-dimethylpropyl)pyridine-3-carboxamide, 6-{5-[(cyclopropylamino)carbonyl]-3-fluoro-2-methylphenyl}-N-(2,2-dimethylpropyl)-3-pyridinecarboxamide, CID 11552706, GSK-AHAB, GW856553X, SB 856553

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C22H26FN3O2
CAS Number:
Molecular Weight:
383.46
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

O=C(NCC(C)(C)C)C1=CC=C(C2=C(C)C(F)=CC(C(NC3CC3)=O)=C2)N=C1

InChI

1S/C22H26FN3O2/c1-13-17(9-15(10-18(13)23)21(28)26-16-6-7-16)19-8-5-14(11-24-19)20(27)25-12-22(2,3)4/h5,8-11,16H,6-7,12H2,1-4H3,(H,25,27)(H,26,28)

InChI key

KKYABQBFGDZVNQ-UHFFFAOYSA-N

Biochem/physiol Actions

Losmapimod is a potent and selective inhibitor of the p38 mitogen-activated protein kinases (MAPK) family. In SHR-SP rats losmapimod improves survival, endothelial-dependent and -independent vascular relaxation. Also losmapimod attenuates dyslipidemia, hypertension, cardiac remodeling, plasma renin activity (PRA), aldosterone, and interleukin-1 (IL-1 ). Losmapimod produces antidepressant and antipsychotic effects.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Inhibition of p38 mitogen-activated protein kinase improves nitric oxide-mediated vasodilatation and reduces inflammation in hypercholesterolemia
Cheriyan J
Circulation, 123, 515-523 (2011)
Nicola M Aston et al.
Journal of medicinal chemistry, 52(20), 6257-6269 (2009-09-24)
p38alpha MAP kinase is a key anti-inflammatory target for rheumatoid arthritis, influencing biosynthesis of pro-inflammatory cytokines TNFalpha and IL-1beta at a translational and transcriptional level. In this paper, we describe how we have optimized a series of novel p38alpha/beta inhibitors

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service