Tag: 200-300

《Discovery of a Bromodomain and Extraterminal Inhibitor with a Low Predicted Human Dose through Synergistic Use of Encoded Library Technology and Fragment Screening》 was published in Journal of Medicinal Chemistry in 2020. These research results belong to Wellaway, Christopher R.; Amans, Dominique; Bamborough, Paul; Barnett, Heather; Bit, Rino A.; Brown, Jack A.; Carlson, Neil R.; Chung, Chun-wa; Cooper, Anthony W. J.; Craggs, Peter D.; Davis, Robert P.; Dean, Tony W.; Evans, John P.; Gordon, Laurie; Harada, Isobel L.; Hirst, David J.; Humphreys, Philip G.; Jones, Katherine L.; Lewis, Antonia J.; Lindon, Matthew J.; Lugo, Dave; Mahmood, Mahnoor; McCleary, Scott; Medeiros, Patricia; Mitchell, Darren J.; O’Sullivan, Michael; Le Gall, Armelle; Patel, Vipulkumar K.; Patten, Chris; Poole, Darren L.; Shah, Rishi R.; Smith, Jane E.; Stafford, Kayleigh A. J.; Thomas, Pamela J.; Vimal, Mythily; Wall, Ian D.; Watson, Robert J.; Wellaway, Natalie; Yao, Gang; Prinjha, Rab K.. Quality Control of tert-Butyl 4-aminopiperidine-1-carboxylate The article mentions the following:

The bromodomain and extraterminal (BET) family of bromodomain-containing proteins are important regulators of the epigenome through their ability to recognize N-acetyl lysine (KAc) post-translational modifications on histone tails. These interactions have been implicated in various disease states and, consequently, disruption of BET-KAc binding has emerged as an attractive therapeutic strategy with a number of small mol. inhibitors now under investigation in the clinic. However, until the utility of these advanced candidates is fully assessed by these trials, there remains scope for the discovery of inhibitors from new chemotypes with alternative physicochem., pharmacokinetic, and pharmacodynamic profiles. Herein, we describe the discovery of a candidate-quality dimethylpyridone benzimidazole compound which originated from the hybridization of a dimethylphenol benzimidazole series, identified using encoded library technol., with an N-Me pyridone series identified through fragment screening. Optimization via structure- and property-based design led to I-BET469, which possesses favorable oral pharmacokinetic properties, displays activity in vivo, and is projected to have a low human efficacious dose. In addition to this study using tert-Butyl 4-aminopiperidine-1-carboxylate, there are many other studies that have used tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7Quality Control of tert-Butyl 4-aminopiperidine-1-carboxylate) was used in this study.

tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7) belongs to anime. Hydrogen peroxide (H2O2) and peroxy acids generally add an oxygen atom to the nitrogen of amines. With primary amines, this step is normally followed by further oxidation, leading to nitroso compounds, RNO, or nitro compounds, RNO2. Secondary amines are converted to hydroxylamines, R2NOH, and tertiary amines to amine oxides, R3NO.Quality Control of tert-Butyl 4-aminopiperidine-1-carboxylate

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

《Preparation and evaluation of soluble epoxide hydrolase inhibitors with improved physical properties and potencies for treating diabetic neuropathic pain》 was written by Lee, Kin Sing Stephen; Ng, Jen C.; Yang, Jun; Hwang, Sung-Hee; Morisseau, Christophe; Wagner, Karen; Hammock, Bruce D.. Application of 87120-72-7This research focused onurea drug design preparation sEH inhibitor diabetic neuropathic pain; Drug design; Drug target residence time; Inhibitor; Neuropathic pain; Physical properties; Soluble epoxide hydrolase. The article conveys some information:

Soluble epoxide hydrolase (sEH), a novel therapeutic target for neuropathic pain, is a largely cytosolic enzyme that degrades epoxy-fatty acids (EpFAs), an important class of lipid signaling mols. Many inhibitors of sEH have been reported, and to date, the 1,3-disubstituted urea has the highest affinity reported for the sEH among the central pharmacophores evaluated. An earlier somewhat water soluble sEH inhibitor taken to the clinic for blood pressure control had mediocre potency (both affinity and kinetics) and a short in vivo half-life. We undertook a study to overcome these difficulties, but the sEH inhibitors carrying a 1,3-disubstituted urea often suffer poor phys. properties that hinder their formulation. In this report, we described new strategies to improve the phys. properties of sEH inhibitors with a 1,3-disubstituted urea while maintaining their potency and drug-target residence time (a complementary in vitro parameter) against sEH. To our surprise, we identified two structural modifications that substantially improve the potency and phys. properties of sEH inhibitors carrying a 1,3-disubstituted urea pharmacophore. Such improvements will greatly facilitate the movement of sEH inhibitors to the clinic. The experimental part of the paper was very detailed, including the reaction process of tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7Application of 87120-72-7)

tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7) belongs to anime. Many important products require amines as part of their syntheses. Methylamine is utilized in the production of the analgesic meperidine (trade name Demerol) and the photographic developer Metol (trademark), and dimethylamine is used in the synthesis of the antihistamine diphenhydramine (trade name Benadryl), the solvent dimethylformamide (DMF), and the rocket propellant 1,1-dimethylhydrazine. The synthesis of the insect repellent N,N-diethyl-m-toluamide (DEET) incorporates diethylamine while that of the synthetic fibre Kevlar requires aromatic amines.Application of 87120-72-7

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

HPLC of Formula: 118511-81-2On March 24, 2003, Forbes, Ian T.; Cooper, David G.; Dodds, Emma K.; Douglas, Sara E.; Gribble, Andrew D.; Ife, Robert J.; Lightfoot, Andrew P.; Meeson, Malcolm; Campbell, Lorraine P.; Coleman, Tanya; Riley, Graham J.; Thomas, David R. published an article in Bioorganic & Medicinal Chemistry Letters. The article was 《Identification of a novel series of selective 5-HT7 receptor antagonists》. The article mentions the following:

Novel 5-HT7 receptor antagonists containing the benzocycloheptanone core were identified from high throughput screening. Mol. modeling and SAR studies have converted these intractable hits into a more potent, selective and tractable series, exemplified by compound I, SB-691673. In the part of experimental materials, we found many familiar compounds, such as 1-(Piperidin-4-yl)-1H-indole(cas: 118511-81-2HPLC of Formula: 118511-81-2)

1-(Piperidin-4-yl)-1H-indole(cas: 118511-81-2) belongs to piperidines. Piperidine derivatives are also used in solid-phase peptide synthesis (SPPS) and many degradation reactions. HPLC of Formula: 118511-81-2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

《A practical method for functionalized peptide or amide bond formation in aqueous-ethanol media with EDC as activator》 was written by Pu, Yangwei John; Vaid, Radhe K.; Boini, Sathish K.; Towsley, Robert W.; Doecke, Christopher W.; Mitchell, David. Category: piperidines And the article was included in Organic Process Research & Development on April 30 ,2009. The article conveys some information:

Selective formation of amides or peptides with ethanol as solvent using a convenient one-pot procedure in which acid activating agent N-(3-dimethylaminopropyl)-N-ethylcarbodiimide hydrochloride (EDC) is simply added to a mixture of the carboxylic acid, amine, catalytic HOBt (1-hydroxy benzotriazole), and NMM (N-methylmorpholine) as base has been developed. Sensitive functionalities such as hydroxyl groups are well tolerated under the reaction conditions. In addition, isolation of products is usually by simple filtration from the reaction media. The scope and generality of this methodol. was investigated. The experimental part of the paper was very detailed, including the reaction process of 1-(Piperidin-4-yl)-1H-indole(cas: 118511-81-2Category: piperidines)

1-(Piperidin-4-yl)-1H-indole(cas: 118511-81-2) belongs to piperidines. Piperidine derivatives are also used in solid-phase peptide synthesis (SPPS) and many degradation reactions. Category: piperidines

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Synthetic Route of C10H19NO3In 2021 ,《Exploring boron applications in modern agriculture: A structure-activity relationship study of a novel series of multi-substitution benzoxaboroles for identification of potential fungicides》 was published in Bioorganic & Medicinal Chemistry Letters. The article was written by Liu, Chunliang; Steere, Luke; McGregor, Cari; Frederick, Brittany H.; Pastoor, Timothy; Zhou, Yasheen; Liu, C. Tony; Cai, Yan; Zhou, Haibo; Xu, Musheng; Wang, Jiangong; Kim, Sang Hu; Whitesell, Luke; Cowen, Leah E.; Zhang, Yong-Kang. The article contains the following contents:

Several boron-containing small mols. have been approved by the US FDA to treat human diseases. We explored potential applications of boron-containing compounds in modern agriculture by pursuing multiple research and development programs. Here, we report a novel series of 36 multi-substitution benzoxaboroles (I) wherein R1 is t-Bu, Me, Et, etc.; Z is O, SH, or N; W is O or S; R2 is H; X is H or Cl; Y is H, Me, F or Cl; and R3 is H or Me; a compound class that we recently reported as targeting geranylgeranyl transferase I (GGTase I) and thereby inhibiting protein prenylation (Kim et al., 2020). These compounds were designed, synthesized, and tested against the agriculturally important fungal pathogens Mycosphaerella fijiensis and Colletotrichum sublineolum in a structure-activity relationship study. Compounds Pr (7-chloro-1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-6-yl)carbamate, benzyl (7-chloro-1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-6-yl)carbamate, 4-chlorobenzyl (7-chloro-1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-6-yl)carbamate, O-(4-chlorobenzyl) (7-chloro-1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-6-yl)carbamothioate and O-(4-fluorobenzyl) (7-chloro-1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-6-yl)carbamothioate were identified as active leads with excellent antifungal MIC95 values in the range of 1.56-3.13 ppm against M. fijiensis and 0.78-3.13 ppm against C. sublineolum. The experimental process involved the reaction of tert-Butyl 4-hydroxypiperidine-1-carboxylate(cas: 109384-19-2Synthetic Route of C10H19NO3)

tert-Butyl 4-hydroxypiperidine-1-carboxylate(cas:109384-19-2) is a 4-hydroxypyridine with a boc protecting group used in the preparation of neurologically active agents and other pharmaceutical compounds.Synthetic Route of C10H19NO3

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Sakai, Holt A.; MacMillan, David W. C. published an article in 2022. The article was titled 《Nontraditional Fragment Couplings of Alcohols and Carboxylic Acids: C(sp3)-C(sp3) Cross-Coupling via Radical Sorting》, and you may find the article in Journal of the American Chemical Society.Recommanded Product: 109384-19-2 The information in the text is summarized as follows:

In this report, the C(sp3)-C(sp3) cross-coupling of alcs. and carboxylic acids through the dual combination of N-heterocyclic carbene (NHC)-mediated deoxygenation and hypervalent iodine-mediated decarboxylation were described. This mild and practical Ni-catalyzed radical-coupling protocol was employed to prepare a wide array of alkyl-alkyl cross-coupled products, including highly congested quaternary carbon centers from the corresponding tertiary alcs. or tertiary carboxylic acids. Synthetic applications of this methodol. to alc. C1-alkylation and formal homologation, as well as to the late-stage functionalization of drugs, natural products, and biomols. were demonstrated.tert-Butyl 4-hydroxypiperidine-1-carboxylate(cas: 109384-19-2Recommanded Product: 109384-19-2) was used in this study.

tert-Butyl 4-hydroxypiperidine-1-carboxylate(cas:109384-19-2) is a 4-hydroxypyridine with a boc protecting group used in the preparation of neurologically active agents and other pharmaceutical compounds.Recommanded Product: 109384-19-2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Zhang, Zhenhua; Gorski, Bartosz; Leonori, Daniele published an article in 2022. The article was titled 《Merging Halogen-Atom Transfer (XAT) and Copper Catalysis for the Modular Suzuki-Miyaura-Type Cross-Coupling of Alkyl Iodides and Organoborons》, and you may find the article in Journal of the American Chemical Society.Application of 109384-19-2 The information in the text is summarized as follows:

A mechanistically distinct approach to achieve Suzuki-Miyaura-type cross-couplings between alkyl iodides and aryl organoborons was reported. This process required a copper catalyst but, in contrast with previous approaches based on palladium and nickel systems, does not utilizes the metal for the activation of the alkyl electrophile. Instead, this strategy exploited the halogen-atom transfer ability of α-aminoalkyl radicals to convert secondary alkyl iodides into the corresponding alkyl radicals that then were coupled with aryl, vinyl, alkynyl, benzyl and allyl boronate species. These novel coupling reactions feature simple set up and conditions (1 h at room temperature) and facilitate access to privileged motifs targeted by the pharmaceutical sector. In addition to this study using tert-Butyl 4-hydroxypiperidine-1-carboxylate, there are many other studies that have used tert-Butyl 4-hydroxypiperidine-1-carboxylate(cas: 109384-19-2Application of 109384-19-2) was used in this study.

tert-Butyl 4-hydroxypiperidine-1-carboxylate(cas:109384-19-2) is a 4-hydroxypyridine with a boc protecting group used in the preparation of neurologically active agents and other pharmaceutical compounds.Application of 109384-19-2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Feng, Baicheng; Dong, Jingjing; Wang, Tielin; Lu, Jianqiang; Jin, Yan published an article in 2021. The article was titled 《Synthesis and characterization of N-(4-(piperidin-4-ylsulfonyl)phenyl)5-vinylpyrimidin-2-amine》, and you may find the article in Indian Journal of Heterocyclic Chemistry.Reference of tert-Butyl 4-hydroxypiperidine-1-carboxylate The information in the text is summarized as follows:

Target product N-(4-(piperidin-4-ylsulfonyl)phenyl)5-vinylpyrimidin-2- amine was synthesized using 6-oxopyran-3-carbaldehyde and 4-hydroxypiperidine as starting materials by a series of nucleophilic substitution and oxidation Different acid-binding agents were discussed to explore the effect on the yield of tert-Bu 4-((4-((5-vinylpyrimidin-2-yl)amino)phenyl)sulfonyl)piperidine-1- carboxylate. The structures of products were characterized by 1H NMR and mass spectra. In the part of experimental materials, we found many familiar compounds, such as tert-Butyl 4-hydroxypiperidine-1-carboxylate(cas: 109384-19-2Reference of tert-Butyl 4-hydroxypiperidine-1-carboxylate)

tert-Butyl 4-hydroxypiperidine-1-carboxylate(cas:109384-19-2) is a 4-hydroxypyridine with a boc protecting group used in the preparation of neurologically active agents and other pharmaceutical compounds.Reference of tert-Butyl 4-hydroxypiperidine-1-carboxylate

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Zhai, Wenqiang; Lu, Yongping; Zhu, Yabo; Zhou, Mengguang; Ye, Cheng; Shi, Zheng-Zheng; Qian, Wenjian; Hu, Taishan; Chen, Lei published an article in 2021. The article was titled 《Discovery and optimization of a potent and selective indazolamine series of IRAK4 inhibitors》, and you may find the article in Bioorganic & Medicinal Chemistry Letters.Category: piperidines The information in the text is summarized as follows:

IRAK4 is a key mediator of innate immunity. There is a high interest in identifying novel IRAK4 inhibitors for the treatment of inflammatory autoimmune diseases. We describe here a highly potent and selective IRAK4 inhibitor HS271 (I) that exhibited superior enzymic and cellular activities, as well as excellent pharmacokinetic properties. HS271 displayed robust in vivo anti-inflammatory efficacy as evaluated in rat models of LPS induced TNFα production and collagen-induced arthritis. In the experiment, the researchers used many compounds, for example, tert-Butyl 4-hydroxypiperidine-1-carboxylate(cas: 109384-19-2Category: piperidines)

tert-Butyl 4-hydroxypiperidine-1-carboxylate(cas:109384-19-2) is a 4-hydroxypyridine with a boc protecting group used in the preparation of neurologically active agents and other pharmaceutical compounds.Category: piperidines

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Kang, Zhenghui; Chang, Wenju; Tian, Xue; Fu, Xiang; Zhao, Wenxuan; Xu, Xinfang; Liang, Yong; Hu, Wenhao published their research in Journal of the American Chemical Society in 2021. The article was titled 《Ternary Catalysis Enabled Three-Component Asymmetric Allylic Alkylation as a Concise Track to Chiral α,α-Disubstituted Ketones》.Formula: C10H19NO3 The article contains the following contents:

Herein, a three-component asym. allylation of α-diazo carbonyl compounds with alcs. and allyl carbonates was disclosed by employing a ternary cooperative catalysis of achiral Pd-complex, Rh2(OAc)4, and chiral phosphoric acid CPA. This method represents the first example of three-component asym. allylic alkylation through an SN1-type trapping process, which involves a convergent assembly of two active intermediates, Pd-allyl species and enol derived from onium ylides, providing an expeditious access to chiral α,α-disubstituted ketones in good to high yields with high to excellent enantioselectivity. Combined exptl. and computational studies have shed light on the mechanism of this novel three-component reaction, including the critical role of Xantphos ligand and the origin of enantioselectivity. The experimental part of the paper was very detailed, including the reaction process of tert-Butyl 4-hydroxypiperidine-1-carboxylate(cas: 109384-19-2Formula: C10H19NO3)

tert-Butyl 4-hydroxypiperidine-1-carboxylate(cas:109384-19-2) is a 4-hydroxypyridine with a boc protecting group used in the preparation of neurologically active agents and other pharmaceutical compounds.Formula: C10H19NO3

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem