35921-35-8

Usage

General Description

1-benzyl-4-benzylidenepyrrolidine-2,3-dione, also known as ω-conotoxin MVIIA, is a potent neurotoxin found in the venom of the marine snail Conus magus. 1-benzyl-4-benzylidenepyrrolidine-2,3-dione selectively blocks N-type calcium channels, which are important for the transmission of pain signals in the nervous system. As a result, ω-conotoxin MVIIA has been studied for its potential use as a painkiller, particularly in the treatment of severe and chronic pain conditions. By inhibiting the influx of calcium ions into nerve cells, this toxin can effectively reduce the release of neurotransmitters involved in pain signaling, providing relief for patients. Additionally, research has shown potential applications for ω-conotoxin MVIIA in the treatment of neurological disorders, such as epilepsy and Parkinson's disease, due to its ability to modulate calcium channel activity in the brain. However, further studies are needed to fully understand the pharmacological properties and potential therapeutic benefits of 1-benzyl-4-benzylidenepyrrolidine-2,3-dione.

Upstream product

• 5336-41-4 methyl 1-benzyl-4,5-dioxopyrrolidine-3-carboxylate 
• 100-52-7 benzaldehyde 
• 6436-90-4 ethyl 2-(benzylamino)acetate 
• 5336-50-5 1-benzyl-4,5-dioxopyrrolidine-3-carboxylic acid ethyl ester 

Downstream Products

• 95275-90-4 1,4-dibenzylpyrrolidine-2,3-dione 

Relevant academic research and scientific papers

η6-Arene CH?O Interaction Directed Dynamic Kinetic Resolution – Asymmetric Transfer Hydrogenation (DKR-ATH) of α-Keto/enol-Lactams

A dynamic kinetic resolution – asymmetric transfer hydrogenation (DKR-ATH) methodology of α-keto/enol-lactams was developed. We also propose a possible catalytic mechanism evolving a transition state stabilized by η6-arene CH?O interaction. The efficient approach can be applied to a wide range of substrates including non-aryl ones which would be difficult to prepare by other asymmetric reduction methods. (Figure presented.).

Oxindole spiro-tetrahydrofuran compound as well as preparation method and application thereof

The invention provides an indole tetrahydrofuran oxide compound or a crystal form thereof, wherein the indole tetrahydrofuran oxide compound is as shown in a formula (I). R1 is selected from benzene rings, naphthalene rings and thiophene rings or cinnamyl, R2 is selected from H, F, Cl, Br and I or C1-3 alkoxy, R3 is selected from H and benzyl or C1-C3 alkyl, and R4 is H, F, Cl, Br, I and C1-3 alkoxy or C1-C3 alkyl. The invention further provides a method for preparing the compound. The compound is simple and convenient in preparation method, moderate in reaction and high in yield and has anti-tumor activity and a wide market application prospect.

NHC-catalyzed asymmetric α-regioselective [4 + 2] annulation to construct α-alkylidene-δ-lactones

The unprecedented NHC-catalyzed [4 + 2] annulation of α-bromoenals with dioxopyrrolidines is described. This protocol features broad substrate scope and allows rapid assembly of α-alkylidene-δ-lactones in good to high yields with excellent enantioselectivities. Notably, this process includes α-regioselective activation of azolium dienolate intermediates, which has not yet been reported.

Structure-based optimization of 2,3-dioxopyrrolidines as potential inhibitors of flaviviral methyltransferases

Various studies have shown that NS5 RNA methyltransferase (MTase) is a key enzyme involved in mRNA capping, a step crucial for flaviviral replication. Therefore, it has been identified as a potential target for therapeutic intervention in infections arising due to flaviviruses. In this paper, we report computer-assisted design of 2,3-dioxopyrrolidines, which were synthesised as guided by molecular docking studies on DENV and ZIKA MTase. Their chemical structures and geometric configuration were characterized by FT-IR, NMR (13C and 1H), MS and small molecule X-ray crystallography. Subsequently, their inhibitory potential was evaluated using an enzyme-based assay in DENV MTase (N7 and 2'O-MTase) and Zika virus MTase (N7 and 2'O-MTase). Furthermore, these molecules were also screened against RNMT (human N7 MTase). The most potent lead (compound W07) is seen to inhibit MTase from DENV with IC50 = 24.6±3.8 M and ZIKA with IC50 = 9.0±1.7 M. However, it also inhibits human N7 MTase, indicating plausible toxicity in humans. There is scope to further optimize these molecules to achieve selectivity towards flaviviral MTases.

Oxoindolespiro tetrahydrofuran fluoride, crystal, preparation method and application thereof

The invention discloses oxoindolespiro tetrahydrofuran fluoride and a preparation method thereof. The structural formula of oxoindolespiro tetrahydrofuran fluoride is shown as formula I. The inventionfurther discloses a crystal form of a compound shown as the formula I, the crystal form is a monoclinic system, cell parameters include that a=9.09964(19) angstrom, b=9.3177(3) angstrom, c=15.6040(4)angstrom, alpha is equal to 90 degrees, beta is equal to 99.228 (2) degrees, and gamma is equal to 90 degrees; space group is P21, Z=2, and cell volume is 1305.91(6) angstrom. The invention further discloses a preparation method of the crystal form, the compound or the crystal form thereof or a solvate thereof or application of pharmaceutically acceptable salt thereof in preparing antitumor drug.

Halogenated dihydropyran pyrrolidone compound as well as preparation method and application thereof

The invention provides a halogenated dihydropyran pyrrolidone compound of formula (I) as shown in the description, or a crystal form of the compound, in the formula, X is fluorine, chlorine, bromine and iodine; L1 is vacant or vinyl; ring A is a naphthalene ring, a benzene ring or a thiophene ring; R1 is benzyl, alkyl of C1-C8 or (CH2)n-O-Bn; n is an integer of 1-5; R2 is benzyl, allyl or p-methoxybenzyl; and R3 and R4 are respectively independently selected from hydrogen, fluorine, chlorine, bromine, iodine, alkyl of C1-C3, nitryl or methoxyl. The invention further provides a preparation method of the compound or the crystal form thereof. The compound provided by the invention is simple and convenient in preparation method, gentle in reaction and high in yield, and in addition has certainanti-tumor activity and wide market application prospects.