Category: 87120-72-7

The author of 《Preclinical efficacy of a novel dual PI3K/mTOR inhibitor, CMG002, alone and in combination with sorafenib in hepatocellular carcinoma》 were Kim, Mi Na; Lee, Seung Min; Kim, Jin Sung; Hwang, Seong Gyu. And the article was published in Cancer Chemotherapy and Pharmacology in 2019. Synthetic Route of C10H20N2O2 The author mentioned the following in the article:

Sorafenib has been the only first systemic drug that improves survival of patients with advanced hepatocellular carcinoma (HCC). However, because the response rate of sorafenib is relatively low, novel therapeutic strategies are needed to improve survival in patients with HCC. This study investigated the effect of CMG002 alone and in combination with sorafenib on HCC in vitro and vivo. The effect of a newly developed dual PI3K/mTOR inhibitor, CMG002, on the proliferation of Huh-7 and HepG2 HCC cells was investigated using the MTT assay. Western blotting was performed to assess phosphorylation of the key enzymes in the Ras/Raf/MAPK and PI3K/AKT/mTOR pathways. HepG2 cells were inoculated into mice, which were treated with vehicle, sorafenib, CMG002, and their combinations. Tumor cell proliferation and tumor angiogenesis were evaluated by immunohistochem. anal. of Ki-67 and CD31, resp. Tumor cell apoptosis was detected by the terminal deoxynucleotidyl transferase dUTP nick end labeling assay. Levels of key enzymes in the Ras/Raf/MAPK and PI3K/AKT/mTOR pathways were evaluated by western blot anal. The combination of sorafenib and CMG002 additively inhibited Huh-7 and HepG2 cell proliferation compared to single-agent treatment. Sorafenib and CMG002 as single agents differentially inhibited or activated key enzymes in the Ras/Raf/MAPK and PI3K/AKT/mTOR pathways. The combination of sorafenib and CMG002 inhibited all key enzymes in the two pathways. Treatment with CMG002 for 4 wk alone and in combination with sorafenib strongly inhibited tumor growth. CMG002 inhibited HCC cell proliferation, induced apoptosis, and decreased tumor angiogenesis. Furthermore, these effects were enhanced when CMG002 was combined with sorafenib. The combination of CMG002 and sorafenib significantly inhibited HCC cell proliferation and tumorigenesis by inhibiting the Ras/Raf/MAPK and PI3K/AKT/mTOR pathways. These findings suggest that CMG002 to be a potential novel candidate treatment for HCC. After reading the article, we found that the author used tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7Synthetic Route of C10H20N2O2)

tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7) belongs to anime. Primary amines having a tertiary alkyl group (R3CNH2) are difficult to prepare with most methods but are made industrially by the Ritter reaction. In this method a tertiary alcohol reacts with hydrogen cyanide (HCN) in the presence of a concentrated strong acid; a formamide, RNH―CHO, is formed first, which then undergoes hydrolysis.Synthetic Route of C10H20N2O2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

In 2022,Cao, Yu; Tu, Yutong; Fu, Liping; Yu, Qian; Gao, Lixin; Zhang, Mengmeng; Zeng, Linghui; Zhang, Chong; Shao, Jiaan; Zhu, Huajian; Zhou, Yubo; Li, Jia; Zhang, Jiankang published an article in European Journal of Medicinal Chemistry. The title of the article was 《Metabolism guided optimization of peptidomimetics as non-covalent proteasome inhibitors for cancer treatment》.Name: tert-Butyl 4-aminopiperidine-1-carboxylate The author mentioned the following in the article:

A series of novel non-covalent peptidomimetic proteasome inhibitors possessing bulky group at the C-terminus and N-alkylation at the N-terminus were designed with the aim to increase metabolic stabilities in vivo. All the target compounds were screened for their inhibitory activities against human 20S proteasome, and most analogs exhibited notable potency compared with the pos. control bortezomib with IC50 values lower than 10 nM, which also displayed potent cytotoxic activities against multiple myeloma (MM) cell lines and human acute myeloid leukemia (AML) cells. Furthermore, whole blood stability and in vivo proteasome inhibitory activity experiments of selected compounds were conducted for further evaluation, and the representative compound 43 (IC50 = 8.39 ± 2.32 nM, RPMI-8226: IC50 = 15.290 ± 2.281 nM, MM-1S: IC50 = 9.067 ± 3.103 nM, MV-4-11: IC50 = 2.464 ± 0.713 nM) revealed a half-life extension of greater than 9-fold (329.21 min VS 36.79 min) and potent proteasome inhibitory activity in vivo. The pos. results confirmed the reliability of the metabolism guided optimization strategy, and the analogs discovered are potential leads for exploring new anti-MM drugs. In the part of experimental materials, we found many familiar compounds, such as tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7Name: tert-Butyl 4-aminopiperidine-1-carboxylate)

tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7) belongs to anime. Halogenation, in which one or more hydrogen atoms of an amine is replaced by a halogen atom, occurs with chlorine, bromine, and iodine, as well as with some other reagents, notably hypochlorous acid (HClO). With primary amines the reaction proceeds in two stages, producing N-chloro- and N,N-dichloro-amines, RNHCl and RNCl2, respectively. With tertiary amines, an alkyl group may be displaced by a halogen.Name: tert-Butyl 4-aminopiperidine-1-carboxylate

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Hammock, Bruce D.; McReynolds, Cindy B.; Wagner, Karen; Buckpitt, Alan; Cortes-Puch, Irene; Croston, Glenn; Lee, Kin Sing Stephen; Yang, Jun; Schmidt, William K.; Hwang, Sung Hee published an article in 2021. The article was titled 《Movement to the Clinic of Soluble Epoxide Hydrolase Inhibitor EC5026 as an Analgesic for Neuropathic Pain and for Use as a Nonaddictive Opioid Alternative》, and you may find the article in Journal of Medicinal Chemistry.Reference of tert-Butyl 4-aminopiperidine-1-carboxylate The information in the text is summarized as follows:

This report describes the development of an orally active analgesic that resolves inflammation and neuropathic pain without the addictive potential of opioids. EC5026 (I) acts on the cytochrome P 450 branch of the arachidonate cascade to stabilize epoxides of polyunsaturated fatty acids (EpFA), which are natural mediators that reduce pain, resolve inflammation, and maintain normal blood pressure. EC5026 is a slow-tight binding transition-state mimic that inhibits the soluble epoxide hydrolase (sEH) at picomolar concentrations The sEH rapidly degrades EpFA; thus, inhibiting sEH increases EpFA in vivo and confers beneficial effects. This mechanism addresses disease states by shifting endoplasmic reticulum stress from promoting cellular senescence and inflammation toward cell survival and homeostasis. We describe the synthesis and optimization of EC5026 and its development through human Phase 1a trials with no drug-related adverse events. Addnl., we outline fundamental work leading to discovery of the analgesic and inflammation-resolving CYP450 branch of the arachidonate cascade. 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: 87120-72-7Reference 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. Acylation is one of the most important reactions of primary and secondary amines; a hydrogen atom is replaced by an acyl group (a group derived from an acid, such as RCOOH or RSO3H, by removal of ―OH, such as RC(=O)―, RS(O)2―, and so on). Reagents may be acid chlorides (RCOC1, RSO2C1), anhydrides ((RCO)2O), or even esters (RCOOR′); the products are amides of the corresponding acids.Reference of tert-Butyl 4-aminopiperidine-1-carboxylate

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Srivastava, Vikash; Singh, Surya Pal published an article in 2021. The article was titled 《A facile and regioselective synthesis of t-butyl 4-(5-amino-6-methoxy-2H-indazol-2-yl)piperidine-1-carboxylates and their antiprotozoal activity》, and you may find the article in Chemistry & Biology Interface.Electric Literature of C10H20N2O2 The information in the text is summarized as follows:

Herein, a series of tert-Bu 4-(5-amino-6-methoxy-2H-indazol-2-yl)piperidine-1-carboxylate derivatives were synthesized and evaluated for antiprotozoal activity. Metronidazole and Albendazole were used as reference drugs and compounds I, II and III were found antagonistic to the three protozoa. Nevertheless, all the tested compounds exhibited potency as antiprotozoal agents, with metronidazole being superior to the drug of choice in almost all cases. The experimental part of the paper was very detailed, including the reaction process of tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7Electric Literature of C10H20N2O2)

tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7) belongs to anime. Amine, any member of a family of nitrogen-containing organic compounds that is derived, either in principle or in practice, from ammonia (NH3). Naturally occurring amines include the alkaloids, which are present in certain plants; the catecholamine neurotransmitters (i.e., dopamine, epinephrine, and norepinephrine); and a local chemical mediator, histamine, that occurs in most animal tissues.Electric Literature of C10H20N2O2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

COA of Formula: C10H20N2O2In 2022 ,《Design and synthesis of dual inhibitors targeting snail and histone deacetylase for the treatment of solid tumor cancer》 appeared in European Journal of Medicinal Chemistry. The author of the article were Cui, Hao; Huang, Jingkun; Lei, Yan; Chen, Quanwei; Hu, Zan; Niu, Jiaqi; Wei, Ran; Yang, Kang; Li, Hongmei; Lu, Tao; Zhu, Yong; Huang, Yatian. The article conveys some information:

In this work, a series of Snail/HDAC dual inhibitors I (R = H, F; R1 = (1H-pyrazol-3-yl)aminyl, [1-[(tert-butoxy)carbonyl]piperidin-4-yl]aminyl, morpholin-4-yl, [(4-fluorophenyl)methyl]aminyl, etc.) were synthesized. Compound I (R = F; R1 = (5-methyl-1H-pyrazol-3-yl)aminyl) displayed the most potent inhibitory activity against HDAC1 with an IC50 of 0.405μM, potent inhibition against Snail with a Kd of 0.180μM, and antiproliferative activity in HCT-116 cell lines with an IC50 of 0.0751μM. Compound I (R = F; R1 = (5-methyl-1H-pyrazol-3-yl)aminyl) showed a good inhibitory effect on NCI-H522 (GI50 = 0.0488μM), MDA-MB-435 (GI50 = 0.0361μM), and MCF7 (GI50 = 0.0518μM). Docking studies showed that compound I (R = F; R1 = (5-methyl-1H-pyrazol-3-yl)aminyl) can be well docked into the active binding sites of Snail and HDAC. Further studies showed that compound I (R = F; R1 = (5-methyl-1H-pyrazol-3-yl)aminyl) increased histone H4 acetylation in HCT-116 cells and decreased the expression of Snail protein to induce cell apoptosis. These findings highlight the potential for the development of Snail/HDAC dual inhibitors as anti-solid tumor cancer drugs. In the experiment, the researchers used tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7COA of Formula: C10H20N2O2)

tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7) belongs to anime. Examples of direct uses of amines and their salts are as corrosion inhibitors in boilers and in lubricating oils (morpholine), as antioxidants for rubber and roofing asphalt (diarylamines), as stabilizers for cellulose nitrate explosives (diphenylamine), as protectants against damage from gamma radiation (diarylamines), as developers in photography (aromatic diamines), as flotation agents in mining, as anticling and waterproofing agents for textiles, as fabric softeners, in paper coating, and for solubilizing herbicides.COA of Formula: C10H20N2O2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Related Products of 87120-72-7In 2021 ,《Identification of First-in-Class Inhibitors of Kallikrein-Related Peptidase 6 That Promote Oligodendrocyte Differentiation》 appeared in Journal of Medicinal Chemistry. The author of the article were Ait Amiri, Sabrina; Deboux, Cyrille; Soualmia, Feryel; Chaaya, Nancy; Louet, Maxime; Duplus, Eric; Betuing, Sandrine; Nait Oumesmar, Brahim; Masurier, Nicolas; El Amri, Chahrazade. The article conveys some information:

Multiple sclerosis (MS) is an autoimmune demyelinating disease of the central nervous system (CNS) that causes severe motor, sensory, and cognitive impairments. Kallikrein-related peptidase (KLK)6 is the most abundant serine protease secreted in the CNS, mainly by oligodendrocytes, the myelin-producing cells of the CNS, and KLK6 is assumed to be a robust biomarker of MS, since it is highly increased in the cerebrospinal fluid (CSF) of MS patients. Here, we report the design and biol. evaluation of KLK6′s low-mol.-weight inhibitors, para-aminobenzyl derivatives Interestingly, selected hit compounds were selective of the KLK6 proteolytic network encompassing KLK1 and plasmin that also participate in the development of MS physiopathol. Moreover, hits were found noncytotoxic on primary cultures of murine neurons and oligodendrocyte precursor cells (OPCs). Among them, two compounds (32 and 42) were shown to promote the differentiation of OPCs into mature oligodendrocytes in vitro constituting thus emerging leads for the development of regenerative therapies. In the part of experimental materials, we found many familiar compounds, such as tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7Related Products of 87120-72-7)

tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7) belongs to anime. Amines can be classified according to the nature and number of substituents on nitrogen. Aliphatic amines contain only H and alkyl substituents. Aromatic amines have the nitrogen atom connected to an aromatic ring.Important amines include amino acids, biogenic amines, trimethylamine, and aniline. Inorganic derivatives of ammonia are also called amines, such as monochloramine (NClH2).Related Products of 87120-72-7

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

《Straightforward access to N-trifluoromethyl amides, carbamates, thiocarbamates and ureas》 was written by Scattolin, Thomas; Bouayad-Gervais, Samir; Schoenebeck, Franziska. HPLC of Formula: 87120-72-7This research focused ontrifluoromethyl amide carbamate thiocarbamate ureas. The article conveys some information:

Amides and related carbonyl derivatives are of central importance across the phys. and life sciences1,2. As a key biol. building block, the stability and conformation of amides affect the structures of peptides and proteins as well as their biol. function. In addition, amide-bond formation is one of the most frequently used chem. transformations3,4. Given their ubiquity, a technol. that is capable of modifying the fundamental properties of amides without compromising on stability may have considerable potential in pharmaceutical, agrochem. and materials science. In order to influence the phys. properties of organic mols.-such as solubility, lipophilicity, conformation, pKa and (metabolic) stability-fluorination approaches have been widely adopted5-7. Similarly, site-specific modification with isosteres and peptidomimetics8, or in particular by N-methylation9, has been used to improve the stability, phys. properties, bioactivities and cellular permeabilities of compounds However, the N-trifluoromethyl carbonyl motif-which combines both N-methylation and fluorination approaches-has not yet been explored, owing to a lack of efficient methodol. to synthesize it. Here the authors report a straightforward method to access N-trifluoromethyl analogs of amides and related carbonyl compounds The strategy relies on the operationally simple preparation of bench-stable carbamoyl fluoride building blocks, which can be readily diversified to the corresponding N-CF3 amides, carbamates, thiocarbamates and ureas. This method tolerates rich functionality and stereochem., and the authors present numerous examples of highly functionalized compounds-including analogs of widely used drugs, antibiotics, hormones and polymer units. The results came from multiple reactions, including the reaction of tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7HPLC of Formula: 87120-72-7)

tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7) belongs to anime. Amines can be classified according to the nature and number of substituents on nitrogen. Aliphatic amines contain only H and alkyl substituents. Aromatic amines have the nitrogen atom connected to an aromatic ring.Important amines include amino acids, biogenic amines, trimethylamine, and aniline. Inorganic derivatives of ammonia are also called amines, such as monochloramine (NClH2).HPLC of Formula: 87120-72-7

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Liu, Wenwu; Liu, Xin; Liu, Wenjie; Gao, Yaping; Wu, Limeng; Huang, Yaoguang; Chen, Huanhua; Li, Deping; Zhou, Lijun; Wang, Nan; Xu, Zihua; Jiang, Xiaowen; Zhao, Qingchun published an article in 2022. The article was titled 《Discovery of novel β-carboline derivatives as selective AChE inhibitors with GSK-3β inhibitory property for the treatment of Alzheimer’s disease》, and you may find the article in European Journal of Medicinal Chemistry.Electric Literature of C10H20N2O2 The information in the text is summarized as follows:

The natural product harmine, a representative β-carboline alkaloid from the seeds of Peganum harmala L. (Zygophyllaceae), possesses a broad spectrum of biol. activities. In this study, a novel series of harmine derivatives containing N-benzylpiperidine moiety were identified for the treatment of Alzheimer’s disease (AD). The results showed that all the derivatives possessed significant anti-acetylcholinesterase (AChE) activity and good selectivity over butyrylcholinesterase (BChE). In particular, compound ZLWH-23 exhibited potent anti-AChE activity (IC50 = 0.27μM) and selective BChE inhibition (IC50 = 20.82μM), as well as acceptable glycogen synthase kinase-3 (GSK-3β) inhibition (IC50 = 6.78μM). Mol. docking studies and mol. dynamics simulations indicated that ZLWH-23 could form stable interaction with AChE and GSK-3β. Gratifyingly, ZLWH-23 exhibited good selectivity for GSK-3β over multi-kinases and very low cytotoxicity towards SH-SY5Y, HEK-293T, HL-7702, and HepG2 cell lines. Importantly, ZLWH-23 displayed efficient reduction against tau hyperphosphorylation on Ser-396 site in Tau (P301L) 293T cell model. Collectively, harmine-based derivatives could be considered as possible drug leads for the development of AD therapies. The results came from multiple reactions, including the reaction of tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7Electric Literature of C10H20N2O2)

tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7) belongs to anime. Reduction of nitro compounds, RNO2, by hydrogen or other reducing agents produces primary amines cleanly (i.e., without a mixture of products), but the method is mostly used for aromatic amines because of the limited availability of aliphatic nitro compounds. Reduction of nitriles and oximes (R2C=NOH) also yields primary amines.Electric Literature of C10H20N2O2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Application In Synthesis of tert-Butyl 4-aminopiperidine-1-carboxylateIn 2019 ,《Design, synthesis, cytotoxicity and 3D-QSAR analysis of new 3,6-disubstituted-1,2,4,5-tetrazine derivatives as potential antitumor agents》 appeared in Arabian Journal of Chemistry. The author of the article were Canete-Molina, Alvaro; Espinosa-Bustos, Christian; Gonzalez-Castro, Marcos; Faundez, Mario; Mella, Jaime; Tapia, Ricardo A.; Cabrera, Alan R.; Brito, Ivan; Aguirre, Adam; Salas, Cristian O.. The article conveys some information:

Two new series of 3-substituted-6-(2,5-dimethylpyrazol-1-yl)-1,2,4,5-tetrazines I [Ar = Ph, 3,5-dimethylphenyl, 2-naphthyl, etc.] and II [R = Ph, 4-NO2-C6H4, 2-pyridyl, etc.], and analyzed them for a potential role as antitumor agents were reported. Twenty-two compounds were obtained, and four mol. structures were determined by X-ray diffraction anal. Using flow cytometry and MTT assay, potential action on cell toxicity was determined for each of the compounds for four cancer cell lines. The potency and selectivity demonstrated by these compounds were dependent on the cancer cell line, where the following compounds were found the most promising agents against certain cell lines: compounds I [Ar = 2-naphthyl, 3-chlorophenyl] for HL-60 cells, and I [Ar = Ph, 3,5-dimethylphenyl] on HCT116 cells, I [Ar = 4-CN-C6H4] on Hela cells and II [R = 2-(3-trifluoromethyl)pyridyl] on H1975 cells. The action exerted by these compounds was comparable to the well-known cancer treatment drug etoposide and higher than vatalanib. To arrive at the structural requirements for activity on each cell line, a SAR and 3D-QSAR anal. was carried out. From the 3D-QSAR models, steric and electronic features were identified in the aromatic centers, and were key components for cytotoxic activity on HL-60 cell lines. The cytometry results suggested that some tetrazine derivatives induced apoptosis on HCT116 cells. 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: 87120-72-7Application In Synthesis 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. Primary amines having a tertiary alkyl group (R3CNH2) are difficult to prepare with most methods but are made industrially by the Ritter reaction. In this method a tertiary alcohol reacts with hydrogen cyanide (HCN) in the presence of a concentrated strong acid; a formamide, RNH―CHO, is formed first, which then undergoes hydrolysis.Application In Synthesis of tert-Butyl 4-aminopiperidine-1-carboxylate

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

《Chloroquine fumardiamides as novel quorum sensing inhibitors》 was published in Bioorganic & Medicinal Chemistry Letters in 2020. These research results belong to Beus, Maja; Savijoki, Kirsi; Patel, Jayendra Z.; Yli-Kauhaluoma, Jari; Fallarero, Adyary; Zorc, Branka. Name: tert-Butyl 4-aminopiperidine-1-carboxylate The article mentions the following:

In our study, a set of twenty-six fumardiamides with a quinoline head-group were evaluated as potential QSIs. Two strains of Gram-neg. Chromobacterium violaceum (violacein-producing strain ATCC31532 and violacein-neg., mini-Tn5 mutant derivative CV026) were used as QS reporters for testing anti-QS and bactericidal activity of various quinoline fumardiamides. The initial screening of eighteen fumardiamides with primaquine, mefloquine and chloroquine scaffolds identified chloroquine derivatives as the most promising QSIs. Tail-group optimization of chloroquine fumardiamides led to the most active compounds 27, 29 and 30 bearing aminoethyl or piperidine moieties. At 400 μM concentration, these compounds inhibited the QS of C. violaceum strains in a manner similar to quercetin (the model QSI), while at the 40 μM concentration their inhibitory effect was twice less than that of quercetin. As none of the compounds displayed a bactericidal effect and that the QS inhibition was specific to the CV026 strain, our findings indicate that the structurally optimized chloroquine derivatives could function as quorum quenching (QQ) agents with a potential to block the signaling without entering the cell. In conclusion, our finding provides an important step toward the further design of agents targeting cell-to-cell communication. The experimental process involved the reaction of tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7Name: tert-Butyl 4-aminopiperidine-1-carboxylate)

tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7) belongs to anime. Left-handed and right-handed forms (mirror-image configurations, known as optical isomers or enantiomers) are possible when all the substituents on the central nitrogen atom are different (i.e., the nitrogen is chiral). With amines, there is extremely rapid inversion in which the two configurations are interconverted.Name: tert-Butyl 4-aminopiperidine-1-carboxylate

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem