ChemicalBook > CAS DataBase List > (S)-1-((S)-2-(4-amino-3-chlorobenzamido)-3,3-dimethylbutanoyl)-N-((2R,3S)-2-ethoxy-5-oxotetrahydrofuran-3-yl)pyrrolidine-2-carboxamide

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

Product Name: (S)-1-((S)-2-(4-amino-3-chlorobenzamido)-3,3-dimethylbutanoyl)-N-((2R,3S)-2-ethoxy-5-oxotetrahydrofuran-3-yl)pyrrolidine-2-carboxamide
CAS No.: 273404-37-8
Chemical Name: (S)-1-((S)-2-(4-amino-3-chlorobenzamido)-3,3-dimethylbutanoyl)-N-((2R,3S)-2-ethoxy-5-oxotetrahydrofuran-3-yl)pyrrolidine-2-carboxamide
Synonyms: Belnacasan;CS-387;VX-765，VX 765;Belnacasan (VX765);VX-765(Belnacasan);BELNACASAN;VX-765;VX 765;Belnacasan, 10 mM in DMSO;Caspase-1-4 Inhibitor VX-765;VX 765; VX-765; VX765. BELNACASAN;(S)-1-((S)-2-(4-Amino-3-chlorobenzamido)-3,3-dimethylbutanoyl)-N-((2R,3S)-2-ethoxy-5-oxotetrah
CBNumber: CB72513725
Molecular Formula: C24H33ClN4O6
Formula Weight: 508.99
MOL File: 273404-37-8.mol

Less

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

Boiling point:: 779.0±60.0 °C(Predicted)
Density: 1.32
storage temp.: -20°C
solubility: Soluble in DMSO (>25 mg/ml)
pka: 12.60±0.40(Predicted)
form: solid
color: Off-white to white
Stability:: Stable for 1 year as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.
InChIKey: SJDDOCKBXFJEJB-MOKWFATOSA-N
SMILES: C(N[C@H]1CC(=O)O[C@H]1OCC)(=O)[C@@H]1CCCN1C(=O)[C@H](C(C)(C)C)NC(=O)C1=CC=C(N)C(Cl)=C1

Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

Less

N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 5.31372
Product name: Caspase-1/4 Inhibitor, VX-765 - CAS 273404-37-8 - Calbiochem
Purity: A cell-permeable prodrug that upon conversion to its active form inhibits caspase-1 and 4 activity (Ki = 800 pM and 600 pM, respectively).
Packaging: 10MG
Price: $222
Updated: 2025/07/31

TCI Chemical

Product number: V0176
Product name: VX-765
Packaging: 10MG
Price: $108
Updated: 2025/07/31

Cayman Chemical

Product number: 28825
Product name: VX-765
Packaging: 5mg
Price: $62
Updated: 2024/03/01

Cayman Chemical

Product number: 28825
Product name: VX-765
Packaging: 10mg
Price: $104
Updated: 2024/03/01

Cayman Chemical

Product number: 28825
Product name: VX-765
Packaging: 25mg
Price: $239
Updated: 2024/03/01

Less

(S)-1-((S)-2-(4-amino-3-chlorobenzamido)-3,3-dimethylbutanoyl)-N-((2R,3S)-2-ethoxy-5-oxotetrahydrofuran-3-yl)pyrrolidine-2-carboxamide Chemical Properties,Usage,Production

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.

Uses

VX-765 shows anti-convulsant activity by inhibiting interlukin-1β biosynthesis.

Definition

ChEBI: Belnacasan is a dipeptide.

General Description

The cell-permeable prodrug of the caspase-1/4-selective inhibitor VRT-43198 (K_i in nM = <0.6/Caspase-4, 0.8/Caspase-1, 100/Caspase-8, 560/Caspase-6, 1,030/Caspase-9, 9,000/Granzyme B, 16,000/Caspase-7, 21,500/Caspase-3; IC₅₀ >100 μM against Cathepsin B & Trypsin). In addition to inhibiting LPS-induced IL-1β production in primary human PBMC cultures (IC₅₀ ~1 μM), VX-765 is also effective in preventing HIV infection-induced IL-1β production and pyroptosis of CD4 T cells in human lymphoid aggregate cultures (HLAC; CD4 population = 29.2% in non-infected control cultures, 8.3% vs. 30.2% in infected cultures with or without 5 μM VX-765). VX-765 is orally available in mice (Blood C_max = 0.78 μg/mL = 1.53 μM; T_max = 1.0 h; AUC_last = 2.06 μg · h/mL; 84 mg/kg, p.o.) and shown to display in vivo anti-inflammatory efficacy against LPS-induced plasma IL-1β production (ED_max = 100 mg/kg, p.o.), Oxazolone-induced delayed-type hypersensitivity (ED_max = 50 mg/kg, p.o.), collagen-induced arthritis (ED_max = 100 mg/kg, p.o.). When administered via intraperitoneal injection, VX-765 is also demonstrated to suppress the severity of seizure induction (ED_max = 50 mg/kg i.p.) among rats receiving kainic acid via intracerebroventricular injection.

Biochem/physiol Actions

Cell permeable: yes

target

Caspase-1

storage

Store at -20°C

References

[1] WOODS WANNAMAKER. (S)-1-((S)-2-{[1-(4-amino-3-chloro-phenyl)-methanoyl]-amino}-3,3-dimethyl-butanoyl)-pyrrolidine-2-carboxylic acid ((2R,3S)-2-ethoxy-5-oxo-tetrahydro-furan-3-yl)-amide (VX-765), an orally available selective interleukin (IL)-converting enzyme/caspase-1 inhibitor, exhibits potent anti-inflammatory activities by inhibiting the release of IL-1beta and IL-18.[J]. Journal of Pharmacology and Experimental Therapeutics, 2007, 321 2: 509-516. DOI:10.1124/jpet.106.111344
[2] YI ZHANG. NLRP3 Inflammasome Mediates Chronic Mild Stress-Induced Depression in Mice via Neuroinflammation.[J]. International Journal of Neuropsychopharmacology, 2015, 18 8. DOI:10.1093/ijnp/pyv006
[3] BRIENNE A MCKENZIE. Caspase-1 inhibition prevents glial inflammasome activation and pyroptosis in models of multiple sclerosis.[J]. Proceedings of the National Academy of Sciences of the United States of America, 2018: E6065-E6074. DOI:10.1073/pnas.1722041115
[4] YIYI LI . VX-765 attenuates atherosclerosis in ApoE deficient mice by modulating VSMCs pyroptosis[J]. Experimental cell research, 2020, 389 1: Article 111847. DOI:10.1016/j.yexcr.2020.111847
[5] MATTIA MAROSO . Interleukin-1β Biosynthesis Inhibition Reduces Acute Seizures and Drug Resistant Chronic Epileptic Activity in Mice[J]. Neurotherapeutics, 2011, 8 2: Pages 304-315. DOI:10.1007/s13311-011-0039-z
[6] F.M. NOE . Pharmacological blockade of IL-1β/IL-1 receptor type 1 axis during epileptogenesis provides neuroprotection in two rat models of temporal lobe epilepsy[J]. Neurobiology of Disease, 2013, 59: Pages 183-193. DOI:10.1016/j.nbd.2013.07.015
[7] QIAN LI . Caspase-1 inhibition mediates neuroprotection in experimental stroke by polarizing M2 microglia/macrophage and suppressing NF-κB activation[J]. Biochemical and biophysical research communications, 2019, 513 2: Pages 479-485. DOI:10.1016/j.bbrc.2019.03.202
[8] JOSEPH FLORES. Caspase-1 inhibition alleviates cognitive impairment and neuropathology in an Alzheimer’s disease mouse model.[J]. Nature Communications, 2018: 3916. DOI:10.1038/s41467-018-06449-x

(S)-1-((S)-2-(4-amino-3-chlorobenzamido)-3,3-dimethylbutanoyl)-N-((2R,3S)-2-ethoxy-5-oxotetrahydrofuran-3-yl)pyrrolidine-2-carboxamide Preparation Products And Raw materials

Raw materials

Preparation Products

Less

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

Canada 1 China 142 India 2 United Kingdom 1 United States 21 Global 167

WUHAN SUN-SHINE BIO-TECHNOLOGY Co., Ltd.

Tel: 17702719238 18971495150;
Email: sales@sun-shinechem.com
Country: China
ProdList: 1077
Advantage: 64

Changzhou PBpharmaceutical R&D Co.,Ltd

Tel: 086-0519-83990708 18915800124
Fax: 0519-83990708
Email: info@pbpharm.com
Country: China
ProdList: 487
Advantage: 55

InvivoChem

Tel: 13549236410
Email: sales@invivochem.cn
Country: China
ProdList: 6753
Advantage: 58

Shanghai Boyle Chemical Co., Ltd.

Tel
Fax: 86-21-57758967
Email: sales@boylechem.com
Country: China
ProdList: 2922
Advantage: 55

J & K SCIENTIFIC LTD.

Tel: 18210857532; 18210857532
Fax: 86-10-82849933
Email: jkinfo@jkchemical.com
Country: China
ProdList: 96815
Advantage: 76

Alabiochem Tech.Co., Ltd.

Tel: 512-58900862 400-0707518
Fax: 0086-512-56765862
Email: sales@alabiochem.com
Country: China
ProdList: 970
Advantage: 59

Shangchem Co., Ltd.

Tel: +86-21-68182121
Fax: +86-21-68182121
Country: China
ProdList: 882
Advantage: 52

Chemsky（shanghai）International Co.,Ltd.

Tel: 021-50135380
Email: shchemsky@sina.com
Country: China
ProdList: 32321
Advantage: 50

Dalian Meilun Biotech Co., Ltd.

Tel: 0411-62910999 13889544652
Email: sales@meilune.com
Country: China
ProdList: 4747
Advantage: 58

Shanghai Topbiochem Technology Co., Ltd

Tel: 021-58170097
Email: info@topbiochem.com
Country: China
ProdList: 9510
Advantage: 58

NCE Biomedical Co.,Ltd.

Tel: 4000-027-021 |24 +86-13986109188 | +86-15623472865 | +81-08033611988
Fax: +86-27-87599188
Country: China
ProdList: 1493
Advantage: 55

Haoyuan Chemexpress Co., Ltd.

Tel: 021-58950125
Fax: (86) 21-58955996
Email: info@chemexpress.com
Country: China
ProdList: 7552
Advantage: 61

Shanghai Witofly Chemical Co.,Ltd

Tel
Email: sales@witofly.com
Country: China
ProdList: 2864
Advantage: 52

CEG Chemical Science&Technology Co., Ltd.

Tel: Mobile:13665161512
Fax: +86-510-68873513
Country: China
ProdList: 1785
Advantage: 58

ShangHai Caerulum Pharma Discovery Co., Ltd.

Tel: 18149758185
Email: sales-cpd@caerulumpharma.com
Country: China
ProdList: 3506
Advantage: 58

HangZhou YuHao Chemical Technology Co., Ltd.

Tel: 0571-82693216
Fax: 0571-82880190
Email: info@yuhaochemical.com
Country: China
ProdList: 2028
Advantage: 58

Shanghai Macklin Biochemical Co.,Ltd.

Tel: 15221275939
Fax: 021-50706099
Email: shenlinxing@macklin.cn
Country: China
ProdList: 15873
Advantage: 55

Shanghai HuanChuan Industry Co.,Ltd.

Tel: 021-61478794
Fax: 021-61478794
Email: sales@hcshhai.com
Country: China
ProdList: 9793
Advantage: 50

AdooQ Bioscience CHINA

Tel: 025-58849295 18951903616;
Fax: 025-68650336
Email: info@adooq.cn
Country: China
ProdList: 2990
Advantage: 60

Credit Asia Chemical Co., Ltd.

Tel: +86 (21) 61124340
Fax: +86 (21) 6129-4103
Country: China
ProdList: 9756
Advantage: 58

Hubei Jusheng Technology Co.,Ltd

Tel: 027-59599241 18871490274
Fax: 027-59599241
Email: 1400878000@qq.com
Country: China
ProdList: 9858
Advantage: 58

LETOPHARM LIMITED

Tel: +86-21-5821 5861
Fax: +86-21-5106 2861
Email: sales@letopharm.com
Country: China
ProdList: 2384
Advantage: 58

Shanghai Lollane Biological Technology Co.,Ltd.

Tel: 021-52996696，15000506266 15000506266
Fax: +86-21-52996696
Country: China
ProdList: 4768
Advantage: 55

Guangzhou Zhiya Chemdrugs Co.,Ltd

Tel: 18122150900
Fax: QQ:2869377561
Email: sculk28@163.com
Country: China
ProdList: 646
Advantage: 55

Wuhan ChemFaces Biochemical Co., Ltd.

Tel: 18607101326 15172504745
Fax: +86-27-84254680
Email: aileen@chemfaces.com
Country: China
ProdList: 6905
Advantage: 55

SPIRO PHARMA

Tel
Fax: -
Email: eric_feng1954@126.com
Country: China
ProdList: 9248
Advantage: 55

Guangzhou QiYun Biotechnology Co., Ltd.

Tel: 020-61288194 61288195
Fax: 020-61288700
Email: 505721671@qq.com
Country: China
ProdList: 3866
Advantage: 58

Shanghai YuanYe Biotechnology Co., Ltd.

Tel: 021-61312847; 18021002903
Fax: QQ:3008007432
Email: 3008007409@qq.com
Country: China
ProdList: 71826
Advantage: 60

parabiochem

Tel: 025-83453382-8005
Fax: 025-83453382
Email: sale@parabiochem.com
Country: China
ProdList: 9595
Advantage: 55

ShangHai Biochempartner Co.,Ltd

Tel: 177-54423994 17754423994
Fax: QQ:2853530913
Email: 2853530910@QQ.com
Country: China
ProdList: 8000
Advantage: 62

Shanghai Rechem science Co., Ltd.

Tel: 021-31433387 15618786686
Fax: QQ:1369748377
Email: sales@rechemscience.com
Country: China
ProdList: 2990
Advantage: 58

Beijing Solarbio Science & Tecnology Co., Ltd.

Tel: 010-50973130 18101056239
Email: 3193328036@qq.com
Country: China
ProdList: 29759
Advantage: 68

Amadis Chemical Company Limited

Tel: 571-89925085
Fax: 0086-571-89925065
Email: sales@amadischem.com
Country: China
ProdList: 131957
Advantage: 58

Shanghai Biopharmaleader Co., Ltd.

Tel: +86 18721201413
Fax: +86 (21) 5775-8967
Email: sales@biopharmaleader.com
Country: China
ProdList: 1720
Advantage: 58

Amatek Scientific Co. Ltd.

Tel: 0512-56316828
Fax: 0512-56316826
Email: info@amateksci.com
Country: China
ProdList: 28785
Advantage: 58

Wuhan Sun-shine Bio-technology Corporation Limited

Tel: +86-027-6552-2453
Email: sales@sun-shinechem.com
Country: China
ProdList: 727
Advantage: 58

Twochem Co.Ltd.

Tel: 021-58111628 15800915896
Fax: QQ 3285589261
Email: sales@twochem.com
Country: China
ProdList: 1788
Advantage: 58

Nanjing crow LuNing pharmaceutical technology co., LTD

Tel: 13382066392
Country: CHINA
ProdList: 4877
Advantage: 58

Shanghai Jizhi Biochemical Technology Co. Ltd.

Tel: 4009004166/18616739031 18616739031
Email: 3007523370@qq.com
Country: China
ProdList: 52687
Advantage: 58

Alpha Biopharmaceuticals Co., Ltd

Tel: 0411-39042497
Fax: 0411-39042693
Email: sales@alphabiopharm.com
Country: China
ProdList: 1951
Advantage: 58

Shenzhen Polymeri Biochemical Technology Co., Ltd.

Tel: +86-400-002-6226 +86-13028896684;
Email: sales@rrkchem.com
Country: China
ProdList: 57422
Advantage: 58

Fan De(Beijing) Biotechnology Co., Ltd.

Tel: 15911056312
Email: liming@bio-fount.com
Country: China
ProdList: 9729
Advantage: 58

Guangzhou Tomums Life Science Co., Ltd.

Tel: 020-31155029 18902330969
Fax: 020-31155029
Email: sales@tomums.cn
Country: China
ProdList: 4696
Advantage: 58

Taizhou Crene Biotechnology Co. Ltd.

Tel: +86-0576-88813233 +86-13396860566
Email: sales@pharm-intermediates.com
Country: China
ProdList: 1991
Advantage: 58

Nanjing Meihao Pharmaceutical Technology Co., Ltd.

Tel: meitaochem@126.com
Email: meitaochem@126.com
Country: China
ProdList: 19103
Advantage: 58

Zhengzhou Alfa Chemical Co.,Ltd

Tel: +8618530059196
Email: sale04@alfachem.cn
Country: China
ProdList: 11767
Advantage: 58

Zhejiang J&C Biological Technology Co.,Limited

Tel: +1-2135480471
Email: sales@sarms4muscle.com
Country: China
ProdList: 10473
Advantage: 58

Nextpeptide Inc

Tel: +86-0571-81612335 +8613336028439
Email: sales@nextpeptide.com
Country: China
ProdList: 19908
Advantage: 58

Hubei Ipure Biology Co., Ltd

Tel: +8613367258412
Fax: 18062427325
Email: ada@ipurechemical.com
Country: China
ProdList: 10237
Advantage: 58

Hefei Hirisun Pharmatech Co., Ltd

Tel: +8615056975894
Fax: 86-0551-62678551
Email: shawn@hirisunpharm.com
Country: CHINA
ProdList: 9911
Advantage: 58

Less

View Lastest Price from (S)-1-((S)-2-(4-amino-3-chlorobenzamido)-3,3-dimethylbutanoyl)-N-((2R,3S)-2-ethoxy-5-oxotetrahydrofuran-3-yl)pyrrolidine-2-carboxamide manufacturers

Henan Aochuang Chemical Co.,Ltd.

Product: Belnacasan 273404-37-8
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 1Ton
Release date: 2022-10-13

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-carboxamideRelated Search:

Lumacaftor (VX-809) VX-661 1H-Pyrrole-2-carboxaMide, 4-[2-[(2-chloro-4-fluorophenyl)aMino]-5-Methyl-4-pyriMidinyl]-N-[(1S)-1-(3-chlorophenyl)-2-hydroxyethyl]- VX 702 VX-745 AVN-944 VE 822 Telaprevir VX-770 Pimodivir 2-AMINOBENZHYDRAZIDE Sulfanilamide MK-2206 2HCl PLX-4720 1,9-Pyrazoloanthrone KU-60019 Trametinib PLX4032

(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)

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

CS-387

VX 765; VX-765; VX765. BELNACASAN

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

Belnacasan

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-oxotetrah

N-(4-Amino-3-chlorobenzoyl)-3-methyl-L-valyl-N-[(2R,3S)-2-ethoxytetrahydro-5-oxo-3-furanyl]-L-prolinamide VX 765

VX-765(Belnacasan)

BELNACASAN;VX-765;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 USP/EP/BP

VX-765，VX 765

Caspase-1-4 Inhibitor VX-765

Belnacasan, 10 mM in DMSO

273404-37-8

C24H33ClN4O6

Inhibitors

API