Dapansutrile Property

Melting point:

71-72 °C(Solv: ethanol (64-17-5))

Boiling point:

374.7±25.0 °C(Predicted)

Density 

1?+-.0.06 g/cm3(Predicted)

storage temp. 

Store at -20°C

solubility 

DMSO:60.0(Max Conc. mg/mL);450.55(Max Conc. mM)
H2O:68.0(Max Conc. mg/mL);510.63(Max Conc. mM)

form 

A crystalline solid

color 

White to off-white

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

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

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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

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

P321Specific treatment (see … on this label).

P330Rinse mouth.

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

P362Take off contaminated clothing and wash before reuse.

P501Dispose of contents/container to..…

Dapansutrile Chemical Properties,Usage,Production

Description

Dapansutrile is an orally active β-sulfonyl nitrile compound that selectively inhibits the NLRP3 inflammasome.Upon oral administration, dapansutrile specifically binds to and inhibits NLRP3, the sensor component of the NLRP3 inflammasome, and prevents the formation of the NLRP3 inflammasome. This inhibits the production of the pro-inflammatory cytokines interleukin-1-beta (IL-1beta) and interleukin-18 (IL-18), which may prevent or reduce inflammation. NLRP3 plays an important role in immunity and inflammation.

Uses

Dapansutrile is used as NLRP3 inflammasome inhibitors, and is used to treat multiple sclerosis.

Biological Activity

Dapansutrile is a NLRP3 inflammasome inhibitor that disrupts inflammasome formation. Reduces LPS/ATP-induced IL-1β secretion in human and mouse macrophages in vitro, without affecting TNFα levels. Reduces LPS-induced inflammation in vivo. Also reduces joint swelling and markers of inflammation in synovial fluid in a mouse model of acute arthritis. Displays cardioprotective effects in a mouse model of cardiac ischemic reperfusion injury.

Side effects

Dapansutrile will be delivered as capsules for oral intake.
Side effects of dapansutrile may be: diarrhea, joint pain, headache.
There is a risk of an allergic reaction with the following symptoms: rash, difficulty breathing, wheezing, sudden drop in blood pressure, swelling around the mouth, throat or eyes, high pulse, sweating.

storage

Store at -20°C

References

[1] JUN-FENG CAO. Exploring the mechanism of action of dapansutrile in the treatment of gouty arthritis based on molecular docking and molecular dynamics.[J]. Frontiers in Physiology, 2022: 990469. DOI:10.3389/fphys.2022.990469.
[2] L TANG. Dapansutrile ameliorated chondrocyte inflammation and osteoarthritis through suppression of MAPK signaling pathway.[J]. Human & Experimental Toxicology, 2022, 41: 9603271221145401. DOI:10.1177/09603271221145401.
[3] XIAOSHENG WU. Secreted ORF8 induces monocytic pro-inflammatory cytokines through NLRP3 pathways in patients with severe COVID-19.[J]. iScience, 2023, 26 6: 106929. DOI:10.1016/j.isci.2023.106929.
[4] VIOLA KLüCK MD . Dapansutrile, an oral selective NLRP3 inflammasome inhibitor, for treatment of gout flares: an open-label, dose-adaptive, proof-of-concept, phase 2a trial[J]. Lancet Rheumatology, 2020, 2 5: Pages e270-e280. DOI:10.1016/S2665-9913(20)30065-5.