882-36-0

Usage

Chemical Properties

Light Yellow Powder

InChI:InChI=1/C11H13NO2/c1-9(13)7-11(14)12-8-10-5-3-2-4-6-10/h2-6H,7-8H2,1H3,(H,12,14)

Upstream product

• 674-82-8 4-methyleneoxetan-2-one 
• 100-46-9 benzylamine 
• 77871-55-7 N-benzyl-3-(benzylamino)but-2-enamide 
• 2343-88-6 Acetoacetylfluorid 
• 41270-27-3 N-benzyl-dithiocarbamic acid ammonium salt 
• 67-56-1 methanol 
• 10128-99-1 3-benzyl-6-methyl-[1,3]oxazine-2,4-dione 
• 71-23-8 propan-1-ol 
• 64-17-5 ethanol 
• 60-23-1 Cysteamine 
• 71-36-3 butan-1-ol 
• 5394-63-8 2,2,6-trimethyl-4H-1,3-dioxin-4-one 
• 141-97-9 ethyl acetoacetate 
• 2911-21-9 2,4-dioxo-6-methyl-3,4-dihydro-2H-1,3-oxazine 

Downstream Products

• 77871-55-7 N-benzyl-3-(benzylamino)but-2-enamide 
• 31010-20-5 2-Brom-acetessigsaeure- 
• 51903-67-4 Acetoacet-N-benzylamid-2,3-dioxim 
• 3173-56-6 benzyl isothiocyanate 
• 19311-93-4 5-Hydroxy-5-methyl-3-(2-phenyl-vinyl)-2,4-dibenzylcarbamoyl-cyclohexanon 
• 94959-91-8 (2-Hydroxy-phenylazo)-acetoacetbenzylamid 
• 94995-44-5 (2-Hydroxy-5-methyl-phenylazo)-acetoacetbenzylamid 
• 93313-67-8 (2-Hydroxy-5-chlor-phenylazo)-acetoacetbenzylamid 
• 94540-39-3 (2-Hydroxy-5-nitro-phenylazo)-acetoacetbenzylamid 
• 82275-32-9 N-Benzyl-3-methyl-3-(morpholinoamino)acrylamid 
• 106538-05-0 1,3,6-Trimethyl-1H-pyrazolo[3,4-b]pyrazine-5-carboxylic acid benzylamide 
• 106538-04-9 3,6-Dimethyl-1-phenyl-1H-pyrazolo[3,4-b]pyrazine-5-carboxylic acid benzylamide 
• 83821-63-0 1,4-di-N-oxide-3-methylquinoxaline-2-carboxylic acid 2-benzylamide 
• 77335-87-6 2-(hydroxyimino)-3-oxo-N-benzylbutanamide 

Relevant academic research and scientific papers

Nickel-promoted oxidative domino Csp3-H/N-H bond double-isocyanide insertion reaction to construct pyrrolin-2-ones

The first nickel-catalyzed oxidative domino Csp3-H/N-H double isocyanide insertion reaction of acetamides with isocyanides has been developed for the synthesis of pyrrolin-2-one derivatives. A wide range of acetamides bearing various functional groups are compatible with this reaction system by utilizing Ni(acac)2as a catalyst. In this transformation, isocyanide could serve as a C1 connector and insert into the inactive Csp3-H bond, representing an effective way to construct heterocycles.

HFIP-mediated strategy towards β-oxo amides and subsequent Friedel-Craft type cyclization to 2?quinolinones using recyclable catalyst

A simple and cost-effective 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP)-mediated protocol for the synthesis of β-oxo amides has been described by using amines and β-keto esters as substrates. The reaction conditions were found to be highly efficient towards the cleavage of C[sbnd]O bond and consequent formation of the products in excellent yields and selectivity. The obtained β-oxo amides were further transformed in to the synthetically useful 2?quinolinones via intramolecular Friedel-Craft type cyclization of aromatic ring using ferrites as a recyclable catalyst. A spectrum of substrates bearing broad range of functional groups were well tolerated under the reaction conditions. The proposed mechanistic pathways were substantially verified by literature and mass-spectroscopic evidences.

2- Amino -3,4-dihydropyran -3- formamide analogue as well as preparation method and application thereof

The invention relates to a preparation method 2 - of a compound containing, amino - 333384-dihydropyran - 3 3, which comprises the following step :1) of linking diketene with R. 2 NH2 The reaction is stirred in a solvent to complete. ;2) Is added R. 3 NH2 , R1 CHO And a of Compound, and adding elemental iodine to reaction solution to complete curing, and drying the filter cake to obtain compound 2 - containing. amino - 3333,4-dihydropyran - 3 3-carboxamide compound, according to the present invention as well as its use. without isolation of intermediate, in a simple.

5-Aminothiophene-2,4-dicarboxamide analogues as hepatitis B virus capsid assembly effectors

Chronic hepatitis B virus (HBV) infection represents a major health threat. Current FDA-approved drugs do not cure HBV. Targeting HBV core protein (Cp) provides an attractive approach toward HBV inhibition and possibly infection cure. We have previously identified and characterized a 5-amino-3-methylthiophene-2,4-dicarboxamide (ATDC) compound as a structurally novel hit for capsid assembly effectors (CAEs). We report herein hit validation through studies on absorption, distribution, metabolism and excretion (ADME) properties and pharmacokinetics (PK), and hit optimization via analogue synthesis aiming to probe the structure-activity relationship (SAR) and structure-property relationship (SPR). In the end, these medicinal chemistry efforts led to the identification of multiple analogues strongly binding to Cp, potently inhibiting HBV replication in nanomolar range without cytotoxicity, and exhibiting good oral bioavailability (F). Two of our analogues, 19o (EC50 = 0.11 μM, CC50 > 100 μM, F = 25%) and 19k (EC50 = 0.31 μM, CC50 > 100 μM, F = 46%), displayed overall lead profiles superior to reported CAEs 7–10 used in our studies.

Synthesis of α-Alkyl-β-Hydroxy Amides through Biocatalytic Dynamic Kinetic Resolution Employing Alcohol Dehydrogenases

Chiral (α-substituted) β-hydroxy amides are interesting derivatives as they are useful building blocks of many biologically active compounds. Herein, the biocatalytic stereocontrolled synthesis of various acyclic syn-α-alkyl-β-hydroxy amides through a dynamic kinetic resolution is shown. Hence, a series of overexpressed alcohol dehydrogenases (ADHs) in Escherichia coli was used to reduce the corresponding racemic β-keto amides. Among them, ADH-A from Rhodococcus ruber and commercial evo-1.1.200 afforded the best activities and selectivities, giving access to the opposite enantiomers with high diastereomeric excess and excellent enantiomeric excess. Some of these compounds were obtained at semipreparative scale. (Figure presented.).

CYCLIC DIARYLBORON DERIVATIVES AS NLRP3 INFLAMMASOME INHIBITORS

Inhibitor compounds are disclosed. The compounds are effective in the treatment of diseases or conditions in which interleukin 1 β activity is implicated. Methods of synthesis of the compounds, as well as pharmaceutical compositions comprising the compounds are also disclosed.

Substituted heteroaryl compounds and compositions and uses thereof

The invention provides a substituted heteroaryl compound and a composition thereof, and applications of the compound and the composition. The compound is a compound as shown in a formula I, or stereoisomer, tautomer, oxynitride, solvate, metabolite, pharmaceutically-acceptable salt or prodrug of the compound as shown in the formula I. The invention also provides a pharmaceutical composition containing the above-mentioned compound; and the above-mentioned compound and the pharmaceutical composition are capable of adjusting the activity of JAK kinases and are applied in prevention, treatment, therapy and alleviation of JAK kinase mediated diseases or disorders.

Design, synthesis and antiproliferative activities evaluation of thiazolopyrimidines derivatives through biginelli reaction

Background: Thiazolopyrimidines possessed their structural diversity and various biological activity. Up to date, thiazolopyrimidines derivatives have widespread applications in pharmaceutical fields. In this article, a series of thiazolopyrimidine derivatives were designed based on the lead compound structure in our previous studies. Methods: All the target compounds were synthesized with the coupling reaction, Biginelli reaction and “one-pot” aldol condensation. Their structures were identified by1H NMR,13C NMR spectra and HRMS. Antitumor activities of the target compounds were evaluated by MTT. Results: 25 new target compounds were synthesized and they primarily screened through testing their inhibitory rates against two human tumor cell lines and Compounds 15, 17, 20, 22, 40 exhibited more than 70% inhibitory rate against both MDA-MB-231 and K562. Further assessing their IC50 against five tumor cell lines, 15 and 22 show advantage over lead compound I in MDA-MB-231, K562 and PC-3. Conclusion: A series of thiazolopyrimidine derivatives were synthesized and the preliminary biological evaluation suggest that target compound 22 exhibited better antiproliferative activity against K562 than gossypol.

SUBSTITUTED HETEROARYL COMPOUNDS AND METHODS OF USE

The present invention provides novel heteroaryl compounds, pharmaceutical acceptable salts and formulations thereof useful in preventing, treating or lessening the severity of a JAK-mediated disease. The invention also provides pharmaceutically acceptable compositions comprising such compounds and methods of using the compositions in the treatment of JAK-mediated disease.

SUBSTITUTED HETEROARYL COMPOUNDS AND METHODS OF USE

The present invention provides new heteroaryl compounds, pharmaceutical acceptable salts and formulations thereof useful in preventing, treating or lessening the severity of JAK-mediated diseases. The invention also provides pharmaceutically acceptable compositions comprising such compounds and methods of using the compositions in the treatment of JAK-mediated diseases.