CAS 273404-37-8

N-(4-Amino-3-chlorobenzoyl)-3-méthyl-L-valyl-N-[(2R,3S)-2-éthoxytétrahydro-5-oxo-3-furanyl]-L-prolinamide

Description :

Belnacasan (273404-37-8) is a prodrug of VRT-043198, a potent (Ki = 0.8 nM ICE/caspase-1; <0.6nM caspase-4) and selective inhibitor of interleukin-converting enzyme/caspase-1 subfamily caspases.1 VRT-043198 ICE/caspase-1 IC50 = 0.67 μM PBMCs, 1.0 μM whole blood.? It inhibited the release of IL-1b and IL-18 from human monocytes in vitro and their production in vivo in models of inflammation. Belnacasan inhibited the activation and expression of the NLRP3 Inflammasome leading to moderation of depressive-like behaviors induced by chronic mild stress2 and prevention of glial pyroptosis in multiple sclerosis models3. It inhibited pyroptosis in vascular smooth muscle cells during atherogenesis suggesting a possible therapeutic effect in treating atherosclerotic disease.4 Belnacasan reduced acute seizures and drug resistant chronic epileptic activity in mice5 and provided neuroprotection in two rat models of temporal lobe epilepsy6.? It also displays protective effects in models of stroke7and Alzheimer’s disease8.

Formule : C₂₄H₃₃ClN₄O₆

InChI : InChI=1S/C24H33ClN4O6/c1-5-34-23-16(12-18(30)35-23)27-21(32)17-7-6-10-29(17)22(33)19(24(2,3)4)28-20(31)13-8-9-15(26)14(25)11-13/h8-9,11,16-17,19,23H,5-7,10,12,26H2,1-4H3,(H,27,32)(H,28,31)/t16-,17-,19+,23+/m0/s1

Code InChI : InChIKey=SJDDOCKBXFJEJB-MOKWFATOSA-N

SMILES : C([C@@H](NC(=O)C1=CC(Cl)=C(N)C=C1)C(C)(C)C)(=O)N2[C@H](C(N[C@@H]3[C@H](OCC)OC(=O)C3)=O)CCC2

Synonymes :

• <span class="text-smallcaps">L</smallcap>-Prolinamide, N-(4-amino-3-chlorobenzoyl)-3-methyl-<smallcap>L</span>-valyl-N-[(2R,3S)-2-ethoxytetrahydro-5-oxo-3-furanyl]-
• Belnacasan
• N-(4-Amino-3-chlorobenzoyl)-3-methyl-<span class="text-smallcaps">L</smallcap>-valyl-N-[(2R,3S)-2-ethoxytetrahydro-5-oxo-3-furanyl]-<smallcap>L</span>-prolinamide
• Vx 765
• Vx765
• VX 786
• N-(4-Amino-3-chlorobenzoyl)-3-methyl-L-valyl-N-[(2R,3S)-2-ethoxytetrahydro-5-oxo-3-furanyl]-L-prolinamide
• L-Prolinamide, N-(4-amino-3-chlorobenzoyl)-3-methyl-L-valyl-N-[(2R,3S)-2-ethoxytetrahydro-5-oxo-3-furanyl]-
• (S)-1-((S)-2-(4-amino-3-chlorobenzamido)-3,3-dimethylbutanoyl)-N-((2R,3S)-2-ethoxy-5-oxotetrahydrofuran-3-yl)pyrrolidine-2-carboxamide USP/EP/BP
• BELNACASAN;VX-765;VX 765
• Caspase-1-4 Inhibitor VX-765
• (S)-1-((S)-2-(4-amino-3-chlorobenzamido)-3,3-dimethylbutanoyl)-N-((2R,3S)-2-ethoxy-5-oxotetrahydrofuran-3-yl)pyrrolidine-2-carboxamide
• Belnacasan (VX765)
• VX-765(Belnacasan)
• CS-387
• VX 765; VX-765; VX765. BELNACASAN
• (S)-1-((S)-2-(4-Amino-3-chlorobenzamido)-3,3-dimethylbutanoyl)-N-((2R,3S)-2-ethoxy-5-oxotetrah
• (2S)-1-[(2S)-2-[(4-amino-3-chlorophenyl)formamido]-3,3-dimethylbutanoyl]-N-[(2R,3S)-2-ethoxy-5-oxooxolan-3-yl]pyrrolidine-2-carboxamide
• VX-765，VX 765

VX-765

CAS : 273404-37-8

Formule : C₂₄H₃₃ClN₄O₆

Degré de pureté : >95.0%(HPLC)

Couleur et forme : White to Light yellow powder to crystal

Masse moléculaire : 509.00

Ref: 3B-V0176

VX-765

CAS : 273404-37-8

(S)-1-((S)-2-(4-Amino-3-chlorobenzamido)-3,3-dimethylbutanoyl)-N-((2R,3S)-2-ethoxy-5-oxotetrahydrofuran-3-yl)pyrrolidine-2-carboxamide

Formule : C₂₄H₃₃ClN₄O₆

Degré de pureté : 99%

Masse moléculaire : 509.0

Ref: IN-DG304682

(2S)-1-[(2S)-2-[(4-amino-3-chlorophenyl)formamido]-3,3-dimethylbutanoyl]-N-[(2R,3S)-2-ethoxy-5-oxooxolan-3-yl]pyrrolidine-2-carboxamide

CAS : 273404-37-8

Formule : C₂₄H₃₃ClN₄O₆

Degré de pureté : 98%

Couleur et forme : Solid

Masse moléculaire : 508.9950

Ref: IN-DA0039I7

Belnacasan

CAS : 273404-37-8

Belnacasan

Formule : C₂₄H₃₃ClN₄O₆

Degré de pureté : ≥95%

Masse moléculaire : 508.99

Ref: 54-BUP15367

Belnacasan

CAS : 273404-37-8

Belnacasan (VX-765) is an orally active IL-converting enzyme/caspase-1 inhibitor.

Formule : C₂₄H₃₃ClN₄O₆

Degré de pureté : 96.53% - 99.5%

Couleur et forme : Solid

Masse moléculaire : 508.99

Ref: TM-T6090

VX-765

Produit contrôlé

CAS : 273404-37-8

Applications VX-765 shows anti-convulsant activity by inhibiting interlukin-1β biosynthesis.
References Maroso, M. et al.: Neurother., 8, 304 (2011); Galatsis, P. et al.: Bioorg. Med. Chem. Lett., 20, 5184 (2010);

Formule : C₂₄H₃₃ClN₄O₆

Couleur et forme : Neat

Masse moléculaire : 509.00

Ref: TR-V900600

VX 765

CAS : 273404-37-8

A prodrug of VRT 043198 that inhibits IL-converting enzyme (ICE)/caspase-1.  Inhibits LPS-induced secretion of cytokines. It has therapeutic potential in autoinflammatory diseases. VX 765 is cardioprotective in addition to the P2Y12 receptor inhibitor congrelor, resulting in reduced myocardial infarction.

Formule : C₂₄H₃₃ClN₄O₆

Degré de pureté : Min. 95%

Couleur et forme : White Powder

Masse moléculaire : 508.99 g/mol

Ref: 3D-FV137735