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Key Documents

SML3008

Sigma-Aldrich

SCIO-469

≥98% (HPLC)

Synonym(s):

2-(6-Chloro-5-((2R,5S)-4-(4-fluorobenzyl)-2,5-dimethylpiperazine-1-carbonyl)-1-methyl-1H-indol-3-yl)-N,N-dimethyl-2-oxoacetamide, 6-Chloro-5-[[(2R,5S)-4-[(4-fluorophenyl)methyl]-2,5-dimethyl-1-piperazinyl]carbonyl]-N,N,1-trimethyl-a-oxo-1H-indole-3-acetamide, SCIO 469, SCIO469, Scios 469, Scios-469, Scios469, Talmapimod

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About This Item

Empirical Formula (Hill Notation):
C27H30ClFN4O3
CAS Number:
Molecular Weight:
513.00
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(C(C1=CN(C2=C1C=C(C(Cl)=C2)C(N3[C@@H](CN([C@H](C3)C)CC4=CC=C(C=C4)F)C)=O)C)=O)N(C)C

InChI

1S/C27H30ClFN4O3/c1-16-13-33(17(2)12-32(16)14-18-6-8-19(29)9-7-18)26(35)21-10-20-22(25(34)27(36)30(3)4)15-31(5)24(20)11-23(21)28/h6-11,15-17H,12-14H2,1-5H3/t16-,17+/m0/s1

InChI key

ZMELOYOKMZBMRB-DLBZAZTESA-N

Biochem/physiol Actions

SCIO-469 (Talmapimod) is an orally active, potent and selective mitogen-activated protein kinase (MAPK) p38alpha (p38α, MAPK14) 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).

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Yuan-Feng Lin et al.
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Scientific reports, 8(1), 1986-1986 (2018-02-02)
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Tony Navas et al.
Leukemia & lymphoma, 49(10), 1963-1975 (2008-10-25)
Myelodysplastic syndromes (MDS) are common causes of ineffective hematopoiesis and cytopenias in the elderly. Various myelosuppressive and proinflammatory cytokines have been implicated in the high rates of apoptosis and hematopoietic suppression seen in MDS. We have previously shown that p38

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