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309913-83-5

309913-83-5 Structure

309913-83-5 Structure
IdentificationBack Directory
[Name]

talmapimod
[CAS]

309913-83-5
[Synonyms]

SCIO 469
Scios 469
talmapimod
Unii-B1E00kq6nt
SCIO 469 - Talmapimod
TalMapiMod (SCIO-469)
SCIO 469 hydrochloride
Talmapimod hydrochloride
TALMAPIMOD;SCIO469;SCIO 469
6-Chloro-5-[[(2R,5S)-4-[(4-fluorophenyl)Methyl]-2,5-diMethyl-1-piperazinyl]carbonyl]-N,N,1-triMethyl-α-oxo-1H-indole-3-acetaMide
1H-Indole-3-acetamide, 6-chloro-5-[[(2R,5S)-4-[(4-fluorophenyl)methyl]-2,5-dimethyl-1-piperazinyl]carbonyl]-N,N,1-trimethyl-α-oxo-
6-Chloro-5-[[(2R,5S)-4-[(4-fluorophenyl)methyl]-2,5-dimethyl-1-piperazinyl]carbonyl]-N,N,1-trimethyl-alpha-oxo-1H-indole-3-acetamide
6-Chloro-5-[[(2R,5S)-4-[(4-fluorophenyl)methyl]-2,5-dimethyl-1-piperazinyl]carbonyl]-N,N,1-trimethyl-α-oxo-1H-Indole-3-acetamidehydrochloride
[Molecular Formula]

C27H30ClFN4O3
[MDL Number]

MFCD11973651
[MOL File]

309913-83-5.mol
[Molecular Weight]

513
Chemical PropertiesBack Directory
[Boiling point ]

658.0±65.0 °C(Predicted)
[density ]

1.29
[storage temp. ]

Desiccate at +4°C
[solubility ]

DMSO: soluble
[form ]

A crystalline solid
[pka]

6.52±0.70(Predicted)
[color ]

Pink to red
Safety DataBack Directory
[HS Code ]

2924297099
Hazard InformationBack Directory
[Uses]

Talmapimod is a p38 mitogen-activated protein (MAP) kinase inhibitor. Talmapimod reduced human myeloma cell growth in vivo both at early and advanced phases of the disease in mouse xenograft models. T almapimod that blocks tumor necrosis factor-α, interleukin-1β, and cyclooxygenase-2 synthesis in patients with active rheumatoid arthritis (RA)
[Definition]

ChEBI: An indolecarboxamide obtained by formal condensation of the carboxy group of 6-chloro-3-[(dimethylamino)(oxo)acetyl]-1-methylindole-5-carboxylic acid with the secondary amino group of (2S,5R)-1-[(4-fluorophenyl)methyl]-2, -dimethylpiperazine. It is a potent inhibitor of MAPK and exhibits anti-cancer properties.
[Biological Activity]

SCIO-469 (Talmapimod) is an orally activepotent and selective mitogen-activated protein kinase (MAPK) p38alpha (p38αMAPK14) inhibitor (IC50 = 9 nM; 10-fold over p38β>2000-fold over 20 other kinases) with no significant affinity toward a panel of 70 enzymes and receptors. SCIO-469 inhibits multiple myeloma (MM) growth in mice in vivo (150 or 450 mg/kg powder diet; 5T2MM and 5T33MM) and augments proteasome inhibitor in a murine plasmacytoma model of MM (0.2 mg bortezomib/kg i.v. twice weekly with 30 mg SCIO-469/kg b.i.d. p.o.; RPMI8226).
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