7693-77-8

Usage

Uses

Used in Pharmaceutical Industry:
Resedine is used as a pharmaceutical compound for its potential therapeutic applications. The alkaloid nature of resedine allows it to interact with various biological targets, making it a candidate for the development of new drugs.
Used in Chemical Research:
Resedine is used as a subject of study in chemical research to understand its properties, structure, and potential applications. The analysis of its ultraviolet, infrared, NMR, and mass spectra provides valuable insights into its chemical behavior and reactivity.
Used in Organic Synthesis:
Resedine can be used as a starting material or intermediate in organic synthesis for the development of new compounds with potential applications in various industries, such as pharmaceuticals, agrochemicals, or materials science.
Used in Analytical Chemistry:
Resedine can be employed as a reference compound in analytical chemistry for the calibration of instruments and the development of new analytical methods. Its well-characterized structure and properties make it suitable for such applications.

Synthesis Reference(s)

Tetrahedron Letters, 40, p. 6059, 1999 DOI: 10.1016/S0040-4039(99)01256-3

References

Tadzhibaev et al., Khim. Prir. Soedin., 12,270 (1976)

InChI:InChI=1/C9H9NO2/c11-9-10-6-8(12-9)7-4-2-1-3-5-7/h1-5,8H,6H2,(H,10,11)

Upstream product

• 1499-00-9 2-phenylaziridine 
• 124-38-9 carbon dioxide 
• 19213-72-0 ethyl 1-imidazolecarboxylate 
• 7568-93-6 2-Amino-1-phenylethanol 
• 96-09-3 styrene oxide 
• 51-79-6 urethane 
• 100-42-5 styrene 
• 57-13-6 urea 
• 917-61-3 sodium isocyanate 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 181946-22-5 (2-Phenyl-2-phenylselanyl-ethyl)-carbamic acid benzyl ester 
• 1659-31-0 2,2'-dipyridyl carbonate 
• 70197-04-5 1-ethoxycarbonyl-2-phenylaziridine 
• 109355-73-9 ethyl 2-hydroxy-2-phenylethylcarbamate 

Downstream Products

• 86238-44-0 N-<(R)-1-(1-Naphthyl)ethyl>-(5S)-phenyl-2-oxazolidone-3-carboxamide 
• 86217-49-4 N-<(R)-1-(1-Naphthyl)ethyl>-(5R)-phenyl-2-oxazolidone-3-carboxamide 
• 7007-19-4 N-benzoyl-5-phenyl-oxazolidin-2-one 
• 1019650-97-5 3-(2-aminopyridin-4-yl)-5-phenyl-1,3-oxazolidin-2-one 
• 1019648-91-9 N-(4-(2-oxo-5-phenyl-1,3-oxazolidin-3-yl)pyridin-2-yl)-N'-(pyridin-2-ylmethyl)urea 
• 1019651-24-1 bis(2,2,2-trichloroethyl)(4-(2-oxo-5-phenyl-1,3-oxazolidin-3-yl)pyridin-2-yl)imidodicarbonate 
• 1325189-13-6 3-[7-(4-methylpiperazin-1-yl)furo[2,3-c]pyridin-5-yl]-5-phenyl-1,3-oxazolidin-2-one 

Relevant academic research and scientific papers

Identification of (6S)-cyclopropyl-6,7-dihydropyrazolo[1,5-a]pyrazine-5(4H)-carboxamines as new HBV capsid assembly modulators

GYH2-18 is a type II HBV CAM with 6,7-dihydropyrazolo[1,5-a]pyrazine-5(4H)-carboxamine (DPPC) skeleton discovered by Roche INC. A series of GYH2-18 derivatives were designed, synthesized and evaluated for their anti-HBV activity. Two compounds 2f and 3k exhibited excellent anti-HBV activity, low cytotoxicity and accepted oral PK profiles. Chiral separation of 2f and 3k was conducted successfully, and (6S)-cyclopropyl DPPC isomers 2f-1, 2f-3, 3k-1 and 3k-3 were identified to be much more active than the corresponding (6R)-ones. The preliminary structure-activity relationship, particle gel assay and molecular modeling studies were also discussed, which provide useful indications for guiding the further rational design of new (6S)-cyclopropyl DPPC analogues.

The catalytic system ‘Rhodamine B/additive’ for the chemical fixation of CO2

The catalytic system ‘Rhodamine B/additive’ was introduced to promote the CO2 reactions. We synthesized various cyclic carbonates in good to excellent yields under the catalysis of rhodamine B and TBAB. A variety of 2-oxazolidinone derivatives were obtained in the presence of rhodamine B and DBU.

Diethylammonium iodide as catalyst for the metal-free synthesis of 5-aryl-2-oxazolidinones from aziridines and carbon dioxide

The catalytic potential of ammonium halide salts was explored in the coupling reaction of a model aziridine with carbon dioxide, highlighting the superior activity of [NH2Et2]I. Then, working at room temperature, atmospheric CO2 pressure and in the absenc

Pyrazolopyrazine formamide compounds containing cipropropyl segments and application thereof

The invention relates to a 6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-formamide compound represented by a formula (I), an application, a preparation method and medical application thereof, and an anti-hepatitis B pharmaceutical composition taking the 6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-formamide compound as an effective component. More specifically, the invention relates to a 6-cyclopropyl-N-substituted phenyl-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-formamide compound, wherein in the formula (I), R, X and W are as described in the specification.

Regioselective Ring-Opening of Styrene Oxide Derivatives Using Halohydrin Dehalogenase for Synthesis of 4-Aryloxazolidinones

A biocatalytic approach towards a range of 4-aryloxazolidinones is developed using a halohydrin dehalogenase from Ilumatobacter coccineus (HheG) as biocatalyst. The method is based on the HheG-catalyzed α-position regioselective ring-opening of styrene oxide derivatives with cyanate as a nucleophile, producing the corresponding 4-aryloxazolidinones in moderate to good yields. Synthesis of enantiopure 4-aryloxazolidinones is also achievable using chiral epoxide materials. (Figure presented.).

RAD51 INHIBITORS

This application is directed to inhibitors of RAD51, and methods for their use, such as to treat or prevent conditions involving mitochondrial defects.

Cycloaddition of Aziridine with CO2/CS2 Catalyzed by Amidato Divalent Lanthanide Complexes

This is the first time that the amidato lanthanide amides ({LnLn[N(SiMe3)2]THF}2 (n = 1, Ln = Eu (1); n = 2, Ln = Eu (3), Yb (4); HL1 = tBuC6H4CONHC6H3(iPr)2; HL2 = C6H5CONHC6H3(iPr)2) and {L3Eu[N(SiMe3)2]THF}{L32Eu(THF)2} (2) (HL3 = ClC6H4CONHC6H3(iPr)2)) were applied in the cycloaddition reactions of aziridines with carbon dioxide (CO2) or carbon disulfide (CS2) under mild conditions. The corresponding oxazolidinones and thiazolidine-2-thiones were obtained in good to excellent yields with good functional group tolerance.

Photocatalytic Oxyamination of Alkenes: Copper(II) Salts as Terminal Oxidants in Photoredox Catalysis

A photocatalytic method for the oxyamination of alkenes using simple nucleophilic nitrogen atom sources in place of prefunctionalized electrophilic nitrogen atom donors is reported. Copper(II) is an inexpensive, practical, and uniquely effective terminal oxidant for this process. In contrast to oxygen, peroxides, and similar oxidants commonly utilized in non-photochemical oxidative methods, the use of copper(II) as a terminal oxidant in photoredox reactions avoids the formation of reactive heteroatom-centered radical intermediates that can be incompatible with electron-rich functional groups. As a demonstration of the generality of this concept, it has been shown that diamination and deoxygenation reactions can also be accomplished using similar photooxidative conditions.

Regiospecific Bi-Catalysed Domino C-N/C-S Bonds Formation: Synthesis of 1,4-Thiazines/1,4-Thiomorpholines

A domino Bi-catalysed C?N/C?S bond formation of N-sulfonylaziridines is developed with 1,4-dithiane-2,5-diol to give 3,4-dihydro-1,4-thiazines at room temperature. The use of Bi(OTf)3 as a catalyst, atom economy and regioselectivity are the important practical features. (Figure presented.).

CO2 transformation under mild conditions using tripolyphosphate-grafted KCC-1-NH2

Fibrous nanosilica (KCC-1) as a catalyst support was investigated in terms of stability, recycling, and reusability. For the first time, CO2 transformation was performed via the synthesis and application of KCC-1 together with sodium tripolyphosphate (STPP) and 3-aminopropyltriethoxysilane (APTES) as its functionalized derivative. To this goal, KCC-1/STPP NPs were applied to act as a nanocatalyst with excellent catalytic activities under green reaction conditions.