Losmapimod information

Losmapimod
Legal status
Legal status	US: Investigational New Drug;
Identifiers
	IUPAC name 6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-N-(2,2-dimethylpropyl)pyridine-3-carboxamide;
CAS Number	585543-15-3 ;
PubChem CID	11552706;
IUPHAR/BPS	7835;
ChemSpider	9727484 ;
UNII	F2DQF16BXE;
KEGG	D09639 ;
ChEMBL	ChEMBL1088752 ;
CompTox Dashboard (EPA)	DTXSID30974109 ;
ECHA InfoCard	100.158.124
Chemical and physical data
Formula	C22H26FN3O2
Molar mass	383.467 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C3CC3NC(=O)c(cc(F)c1C)cc1-c(cc2)ncc2C(=O)NCC(C)(C)C;
	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) ; Key:KKYABQBFGDZVNQ-UHFFFAOYSA-N ;
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Losmapimod (GW856553X) is an investigational drug being developed by Fulcrum Therapeutics for the treatment of facioscapulohumeral muscular dystrophy (FSHD); a phase III clinical trial is pending approval. Losmapimod selectively inhibits enzymes p38α/β mitogen-activated protein kinases (MAPKs), which are modulators of DUX4 expression and mediators of inflammation.^[1]

^ Aston NM, Bamborough P, Buckton JB, Edwards CD, Holmes DS, Jones KL, et al. (October 2009). "p38alpha mitogen-activated protein kinase inhibitors: optimization of a series of biphenylamides to give a molecule suitable for clinical progression". Journal of Medicinal Chemistry. 52 (20): 6257–69. doi:10.1021/jm9004779. PMID 19772287.

[pmid19772287-1] Aston NM, Bamborough P, Buckton JB, Edwards CD, Holmes DS, Jones KL, et al. (October 2009). "p38alpha mitogen-activated protein kinase inhibitors: optimization of a series of biphenylamides to give a molecule suitable for clinical progression". Journal of Medicinal Chemistry. 52 (20): 6257–69. doi:10.1021/jm9004779. PMID 19772287.

Losmapimod information

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Losmapimod

Facioscapulohumeral muscular dystrophy

Legal status

Legal status	US: Investigational New Drug
Identifiers
IUPAC name 6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-N-(2,2-dimethylpropyl)pyridine-3-carboxamide
CAS Number	585543-15-3^N
PubChem CID	11552706
IUPHAR/BPS	7835
ChemSpider	9727484^N
UNII	F2DQF16BXE
KEGG	D09639^N
ChEMBL	ChEMBL1088752^N
CompTox Dashboard (EPA)	DTXSID30974109
ECHA InfoCard	100.158.124
Chemical and physical data
Formula	C₂₂H₂₆FN₃O₂
Molar mass	383.467 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES C3CC3NC(=O)c(cc(F)c1C)cc1-c(cc2)ncc2C(=O)NCC(C)(C)C
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)^N Key:KKYABQBFGDZVNQ-UHFFFAOYSA-N^N
^NY (what is this?) (verify)