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Screening compounds

Losmapimod

Also known as GSK-AHAB, Gskahab, 6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-N-(2,2-dimethylpropyl)pyridine-3-carboxamide

CAS 585543-15-3Formula C22H26FN3O2Molar mass 383.47 g/molEC 629-887-8
GHS signal word: Warning. Pictograms: Serious health hazard 6 suppliers listed
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Losmapimod chemical structure, C22H26FN3O2, CAS 585543-15-3
2D chemical structure

Key facts

What buyers check first

All properties
CAS number
585543-15-3
Formula
C22H26FN3O2
Molar mass
383.47 g/mol
EC number
629-887-8
HS code
293339
Category
Screening compounds

What is Losmapimod?

Plain description, key identifiers and synonyms

Losmapimod is a secondary carboxamide resulting from the formal condensation of the carboxy group of 6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]pyridine-3-carboxylic acid with the amino group of neopentylamine. It is a potent p38alpha/beta mitogen activated protein kinase inhibitor which was previously in clinical trials for the treatment of facioscapulohumeral muscular dystrophy trial now discontinued due to not achieving its primary endpoint. It has a role as a nootropic agent, an anti-inflammatory agent, a cardioprotective agent and an EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor. It is a secondary carboxamide, a member of benzamides, a pyridinecarboxamide, a member of toluenes, a phenylpyridine, a member of cyclopropanes and a member of monofluorobenzenes.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-N-(2,2-dimethylpropyl)pyridine-3-carboxamide
CAS number
585543-15-3 CAS number cross-checked
EC number
629-887-8
Molecular formula
C22H26FN3O2
UNII
F2DQF16BXE
MDL number
MFCD16619322
InChIKey
KKYABQBFGDZVNQ-UHFFFAOYSA-N
InChI
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)
SMILES (canonical and isomeric)
CC1=C(C=C(C=C1F)C(=O)NC2CC2)C3=NC=C(C=C3)C(=O)NCC(C)(C)C

Synonyms

  • GSK-AHAB
  • Gskahab
  • 6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-N-(2,2-dimethylpropyl)pyridine-3-carboxamide
  • losmapimodum
  • 6-(5-((Cyclopropylamino)carbonyl)-3-fluoro-2-methylphenyl)-N-(2,2-dimethylpropyl)-3-pyridinecarboxamide
  • 3-Pyridinecarboxamide, 6-(5-((cyclopropylamino)carbonyl)-3-fluoro-2-methylphenyl)-N-(2,2-dimethylpropyl)-
  • 3-pyridinecarboxamide, 6-[5-[(cyclopropylamino)carbonyl]-3-fluoro-2-methylphenyl]-N-(2,2-dimethylpropyl)-
  • 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
  • Losmapimod (GW856553X)
  • 6-(5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl)-N-neopentylnicotinamide
  • GW 856553X
  • SB 856553
  • GSK-AHAB, GW856553X, SB856553
  • Losmapimod?
  • 6-[5-(Cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-N-neopentylnicotinamide
  • GW 856553
  • Losmapimod (USAN/INN)
  • Losmapimod,gw-856553
  • 6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methyl-phenyl]-N-(2,2-dimethylpropyl)pyridine-3-carboxamide
  • FTX 1821
  • 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-cyclopropylcarbamoyl-3-fluoro-2-methyl-phenyl)-N-(2,2-dimethylpropyl)-nicotinamide
  • 6-[5-[(cyclopropylamino)-oxomethyl]-3-fluoro-2-methylphenyl]-N-(2,2-dimethylpropyl)-3-pyridinecarboxamide

Physical and chemical properties

Measured values and descriptors computed from the structure

Physical and chemical properties

Measured values, check the supplier specification for your grade

No measured properties are recorded for this substance yet. Ask suppliers for a technical data sheet.

Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.

Computed descriptors

Calculated from the structure, useful for screening and formulation

Molecular weight
383.47 g/molcalc.
Exact mass
383.2009 Dacalc.
LogP (octanol/water)
3.86calc.
Topological polar surface area
71.09 Ųcalc.
Hydrogen bond donors
2calc.
Hydrogen bond acceptors
3calc.
Rotatable bonds
5calc.
Heavy atoms
28calc.
Rings
3calc.
Aromatic rings
2calc.
Fraction sp3 carbons
0.41calc.
Formal charge
0calc.
Stereocentres
0calc.
Lipinski rule of five
Passes (0 violations)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

Murcko scaffold of this chemical, O=C(NC1CC1)c1cccc(-c2ccccn2)c1

O=C(NC1CC1)c1cccc(-c2ccccn2)c1

3 rings, 18 atoms.

8 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Warning
GHS08: Serious health hazard
Serious health hazard

Hazard statements

  • H361Suspected of damaging fertility or the unborn child.
Precautionary statements (5)
  • P203Obtain, read and follow all safety instructions before use.
  • P280Wear protective gloves, protective clothing, eye protection and face protection.
  • P318If exposed or concerned, get medical advice.
  • P405Store locked up.
  • P501Dispose of contents and container in accordance with local regulations.

GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.

Full safety data and first aid

Losmapimod suppliers

Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings

All 6 suppliers
6 of 6 offers

Suppliers marked Unclaimed profile have not claimed their profile yet. They are not verified by CompoundList, their offers are price on request and details may have changed, so please confirm them with the supplier. Company representatives can claim a profile with a business email on the company's own website domain. Our team verifies each claim and sends the result by email.

Where suppliers are based

6 suppliers in 3 countries

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Losmapimod price

Indicative price range per kg from live supplier offers

No published prices right now

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Uses and applications

What the substance is used for, by industry and function

Roles

  • anti-inflammatory agent
  • antiatherosclerotic agent
  • antidepressant
  • antimicrobial agent
  • antirheumatic drug
  • antiviral agent
  • cardioprotective agent
  • cardiovascular drug
  • central nervous system drug
  • enzyme inhibitor
  • nootropic agent
  • pharmaceutical
  • protective agent
  • protein kinase inhibitor
  • psychotropic drug

Pharmacology

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.

Regulatory status

Inventories, regulations and trade controls that list this substance

No regulatory list memberships are recorded for this substance yet. Always check the rules of the importing and exporting country before trade.

HS code and trade data

Customs classification and reported world trade statistics

Global trade

World import and export statistics for the HS code Losmapimod is traded under.

HS 2933.39Indicative HS code

Heterocyclic compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure…

World exports in 2024
$9.16B
−17.9% vs 2023, imports $10.6B
2019 to 2024
Top exporters
  1. China21.5%
  2. India * partner reported12.3%
  3. Ireland11.6%
Top importers
  1. Germany14.2%
  2. United States12.8%
  3. Brazil10.1%

* Partner reported figures, a lower bound.

Reported customs values in USD, not prices.Full trade data

The HS code shown for Losmapimod is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.

Frequently asked questions

Quick answers about Losmapimod, based on the data on this page

What is Losmapimod?

Losmapimod is a secondary carboxamide resulting from the formal condensation of the carboxy group of 6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]pyridine-3-carboxylic acid with the amino group of neopentylamine.

What is the CAS number of Losmapimod?

The CAS registry number of Losmapimod is 585543-15-3.

What is the molecular formula and weight of Losmapimod?

The molecular formula of Losmapimod is C22H26FN3O2 and its molar mass is 383.47 g/mol.

What is Losmapimod used for?

Known uses and roles of Losmapimod include building blocks in research and laboratory, screening compounds in research and laboratory, anti-inflammatory agent, antiatherosclerotic agent, antidepressant and 12 more.

Is Losmapimod hazardous?

Losmapimod carries the GHS signal word "Warning". Main hazards: suspected of damaging fertility or the unborn child. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of Losmapimod?

Losmapimod is usually classified under HS code 293339 (Compounds containing an unfused pyridine ring (whether or not hydrogenated) in the…). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Losmapimod?

CompoundList lists 6 suppliers of Losmapimod in China, United States and Canada. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

What is the price of Losmapimod?

Suppliers quote Losmapimod on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

Guides for buyers

Practical guides that help when you source, ship or handle Losmapimod

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Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
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