16156-58-4Relevant articles and documents
Synthesis of rhenium(I) and technetium(I) carbonyl/dithioether ligand complexes bearing 3,17β-estradiol
Reisgys, Martina,Wuest, Frank,Alberto, Roger,Schibli, Roger,Schubiger, Paul August,Pietzsch, Hans-Juergen,Spies, Hartmut,Johannsen, Bernd
, p. 2243 - 2246 (1997)
Tricarbonyldithioethermetal(I) complexes of rhenium and technetium with a pendant 3,17β-estradiol have been synthesized and characterized. The steroid ligand was bound to the metal centre by the two sulfur atoms of a 4,7-dithiaoct-1-ine spacer.
Synthesis, antiproliferative activities, and computational evaluation of novel isocoumarin and 3,4-dihydroisocoumarin derivatives
Guimar?es, Keller G.,De Freitas, Rossimiriam P.,Ruiz, Ana L.T.G.,Fiorito, Giovanna F.,De Carvalho, Jo?o E.,Da Cunha, Elaine F.F.,Ramalho, Teodorico C.,Alves, Rosemeire B.
, p. 103 - 113 (2016)
A series of novel isocoumarin derivatives were synthesized using Castro-Stephens cross-coupling. Moreover, novel 3,4-dihydroisocoumarin derivatives were obtained by catalytic hydrogenation of the corresponding isocoumarin precursors. The antiproliferative
Interactions of carborane-containing electrophiles with triethyl phosphite. Synthesis of new carborane-containing phosphonates
Semioskkin,Inyushin,Ermanson,Petrovskii,Lemmen,Bregadze
, p. 1985 - 1988 (1998)
The reactions of o-carboran-1-ylethyl mesylates with triethyl phosphite and sodium diethyl phosphite were studied. Carborane-containing phosphonates were synthesized. The reaction of o-carboranylacetyl chloride with triethyl phosphite afforded O,O-diethyl (E)-2-(o-carboran-1-yl)-1-(o-carboran-1-ylacetoxy)vinylphosphonate rather than oxo phosphonate.
The preparation of immunosuppressant SR-31747
Burgess, Laurence E.
, p. 2181 - 2191 (1997)
The preparation of immunosuppressant SR-31747 is described. Attempts to install the Z-allyl amine included Lindlar partial hydrogenation and vinyl stannane methodologies. Ultimately, the Wittig olefination of aidehyde 12 with the ylide derived from β-amin
A chemical labeling of N6-formyl adenosine (f6A) RNA
Xie, Li-Jun,Lin, Cui-Lian,Liu, Li,Cheng, Liang
supporting information, p. 1563 - 1566 (2021/10/06)
N6-methyl adenosine (m6A) is an eminent epigenetic mark in mRNAs that affects a broad range of biological functions in diverse species. However, the chemically inert methyl group prevents a direct labeling of this modification for subsequent detection and sequencing. Therefore, most current approaches for the labeling of m6A still have limitations of relying on the utilization of corresponding methyltransferases, which resulted in the lacking of efficiency. Here we present an approach which selectively alkylated the N6-formyl adenosine (f6A), the key intermediate during chemical oxidation of m6A, with an alkyne functionality that can be further labeled with click reactions. This covalent labeling approach will be able to facilitate in the affinity purification, detection and genome-wide profiling studies.
Synthesis of N-alkylated pyrazolo[3,4-d]pyrimidine analogs and evaluation of acetylcholinesterase and carbonic anhydrase inhibition properties
Aydin, Busra O.,Anil, Derya,Demir, Yeliz
, (2021/02/01)
Fused pyrimidines, especially pyrazolo[3,4-d]pyrimidines, are among the most preferred building blocks for pharmacology studies, as they exhibit a broad spectrum of biological activity. In this study, new derivatives of pyrazolo[3,4-d]pyrimidine were synthesized by alkylation of the N1 nitrogen atom. We synthesized 3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine 2 from commercially available aminopyrazolopyrimidine 1 using N-iodosuccinimide as an iodinating agent. The synthesis of compound 2 started with nucleophilic substitution of 3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine with R–X (X: –OMs, –Br, –Cl), affording?N-alkylated pyrazolo[3,4-d]pyrimidine. We performed this synthesis using a weak inorganic base?and the mild temperature was also used for a two-step procedure to generate N-alkylated pyrazolo[3,4-d]pyrimidine derivatives. Also, all compounds were tested for their ability to inhibit acetylcholinesterase (AChE) and the human carbonic anhydrase (hCA) isoforms I and II, with Ki values in the range of 15.41 ± 1.39–63.03 ± 10.68 nM for AChE, 17.68 ± 1.92–66.27 ± 5.43 nM for hCA I, and 8.41 ± 2.03–28.60 ± 7.32 nM for hCA II. Notably, compound 10 was the most selective and potent CA I inhibitor with a significant selectivity ratio of 26.90.
Green one-pot four-component synthesis of 3,5-disubstituted isoxazoles- sulfonates and sulfonamides using a combination of NaDCC as metal-free catalyst and ultrasonic activation in water
Talha, Aicha,Tachallait, Hamza,Benhida, Rachid,Bougrin, Khalid
supporting information, (2021/09/13)
A simple and green one-pot reaction has been proposed for the synthesis of novel 3,5-disubstituted isoxazole-sulfonates and -sulfonamides (5a-j) in water under ultrasound irradiation. The methodology is based on the use of safe and environmentally friendly reagents and allows, via in-situ 1,3-dipolar cycloaddition, an easy access to functionalized heterocycles with the creation of four new bonds (S[sbnd]O, C[sbnd]N, C[sbnd]O and C[sbnd]C). Comparison studies using classical magnetic stirring and ultrasound irradiation clearly showed that sonication promoted clean transformation, high yields (72–89%) and faster reactions (20–28 min). All the synthesized compounds were fully characterized by MS-ES, 1H NMR, 13C NMR spectroscopy and HPLC analysis.
Convenient Continuous Flow Synthesis of N-Methyl Secondary Amines from Alkyl Mesylates and Epoxides
Lebel, Hélène,Mathieu, Gary,Patel, Heena
, p. 2157 - 2168 (2020/11/23)
The first continuous flow process was developed to synthesize N-methyl secondary amines from alkyl mesylates and epoxides via a nucleophilic substitution using aqueous methylamine. A variety of N-methyl secondary amines were produced in good to excellent yields, including a number of bioactive compounds or their precursors. Up to 10.6 g (88% yield) of an N-methyl secondary amine was produced in 140 min process time. The amination procedure included an in-line workup, and the starting mesylate material was also produced in continuous flow from the corresponding alcohol. Finally, an in-line process combining the mesylate synthesis and nucleophilic substitution was developed.
Efficient synthesis of organic thioacetates in water
Olivito,Costanzo,Di Gioia,Nardi,Oliverio,Procopio
supporting information, p. 7753 - 7759 (2018/11/02)
Thioacetates as precursors of thiols are interesting starting points for synthesizing other organosulfur compounds. Herein, we propose a simple, efficient and fast method to obtain organic thioacetates using water as a solvent. Taking into account the great attention that has been paid toward environmentally friendly synthetic procedures in the past decades, we prove the role and the strength of the thioacetate anion as a nucleophile for nucleophilic displacement reactions in an aqueous medium. The reactions were carried out under pH control, to prevent the decomposition of the mesylate starting materials, using potassium carbonate as a safe and mild base. A simple work up allows products to be obtained with excellent yield and acceptable purity.
Benzazepine Dicarboxamide Compounds
-
Paragraph 0361; 0362, (2016/09/26)
This invention relates to novel benzazepine dicarboxamide compounds of the formula wherein R1 to R4 are as defined in the description and in the claims, as well as pharmaceutically acceptable salts thereof. These compounds are TLR agonists and may therefore be useful as medicaments for the treatment of diseases such as cancer, autoimmune diseases, inflammation, sepsis, allergy, asthma, graft rejection, graft-versus-host disease, immunodeficiencies, and infectious diseases.
