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SML4133

VRT-043198

≥94% (HPLC)

Synonym(s):

(S)-3-({1-[(S)-1-((S)-2-{[1-(4-Amino-3-chlorophenyl)-methanoyl]-amino}-3,3-dimethyl-butanoyl)-pyrrolidin-2yl]-methanoyl}-amino)-4-oxo-butyric acid, N-(4-Amino-3-chlorobenzoyl)-3-methyl-L-valyl-N-[(1S)-2-carboxy-1-formylethyl]-L-prolinamide, VRT 043198, VRT043198, Belnacasan active drug, Belnacasan active metabolite, VX-765 active drug, VX-765 active metabolite

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About This Item

Empirical Formula (Hill Notation):
C22H29ClN4O6
CAS Number:
244133-31-1
Molecular Weight:
480.94
MDL number:
MFCD31693847
NACRES:
NA.28
Assay:
≥94% (HPLC)
Form:
(Powder or Lyophilized powder or film)
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Quality Segment

100

assay

≥94% (HPLC)

form

(Powder or Lyophilized powder or film)

color

white to off-white

storage temp.

-10 to -25°C

SMILES string

O=C([C@H]1N(CCC1)C([C@@H](NC(C2=CC=C(C(Cl)=C2)N)=O)C(C)(C)C)=O)N[C@H](C=O)CC(O)=O

Biochem/physiol Actions

Orally available, highly potent and selective caspase-1 (ICE) inhibitor in vitro and in vivo.

VRT-043198, the active metabolite of VX-765 ( Belnacasan), is an orally available, highly potent and selective caspase-1 (ICE; Interleukin-1 converting enzyme) inhibitor (IC50/caspase- = 204 pM/1, 3.3 nM/8, 5.07 nM/9, 10.6 nM/5, 14.5 nM/4, 58.5 nM/14, 66.5 nM/10, >10 μM/3, 6 or 7). VRT-043198 inhibits IL-1β release from human PBMCs in cultures (IC50 = 0.67 μM) without affecting caspase-8/9-meidated apoptosis in Jurkat & NT2 cells. When administered orally in mice in vivo (25-100 mg/kg), VRT-043198 alleviates LPS-induced IL-1β production (50-100 mg/kg p.o. 1h prior to LPS i.v.) and is efficacious in a oxazolone-induced DTH dermatitis and a collagen-induced arthritis (CIA) model.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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