Tag: 200-300

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

Witt, Anette; Gustavsson, Annika; Bergman, Jan published their research in Journal of Heterocyclic Chemistry on February 28 ,2003. The article was titled 《Studies towards the synthesis of the benzodiazepine alkaloid auranthine. Synthesis of an acetylated derivative》.Category: piperidines The article contains the following contents:

Different approaches towards the synthesis of auranthine have been investigated. A completed synthesis of 3-[2-(4-oxo-3,4-dihydro-quinazolin-2-yl)-ethyl]-3,4-dihydro-1H-benzo[e][1,4]-diazepine-2,5-dione I, an auranthine precursor, which after dehydration with 50% propylphosphonic acid anhydride solution in Et acetate and DMA gave a C-acetyl derivative of auranthine. Addnl. studies towards the synthesis of fused quinazolinones yielded the C-acetylated pyrido[2,1-b]quinazolinones or butyric acid derivatives In the part of experimental materials, we found many familiar compounds, such as Benzyl (2,6-dioxopiperidin-3-yl)carbamate(cas: 24666-55-5Category: piperidines)

Benzyl (2,6-dioxopiperidin-3-yl)carbamate(cas: 24666-55-5) 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.Category: piperidines

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

Yang, Xiao-Guang; Du, Feng-Huan; Li, Jun-Jie; Zhang, Chi published an article in 2022. The article was titled 《Late-Stage Dehydroxyazidation of Alcohols Promoted by Trifunctional Hypervalent Azido-Iodine(III) Reagents》, and you may find the article in Chemistry – A European Journal.Related Products of 109384-19-2 The information in the text is summarized as follows:

A practical method for dehydroxyazidation of alcs. via an SN2 pathway involving PPh3 and trifunctional benziodazolone-based hypervalent azido-iodine(III) reagents, which function as an electrophilic center, an azido source and a base was reported. This mild, chemoselective method was used for late-stage azidation of structurally complex alcs., as well as for a new synthetic route to the antiepileptic drug rufinamide. The reaction mechanism was also investigated both exptl. and computationally. The experimental process involved the reaction of tert-Butyl 4-hydroxypiperidine-1-carboxylate(cas: 109384-19-2Related Products of 109384-19-2)

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.Related Products of 109384-19-2

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

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

Nomoto, Yuji; Obase, Hiroyuki; Takai, Haruki; Hirata, Tadashi; Teranishi, Masayuki; Nakamura, Joji; Kubo, Kazuhiro published an article in Chemical & Pharmaceutical Bulletin. The title of the article was 《Studies on cardiotonic agents. I. Synthesis of some quinazoline derivatives》.Electric Literature of C13H16N2O The author mentioned the following in the article:

A series of quinazoline derivatives with various 4-heterocyclylpiperidino groups at the 4-position was synthesized and tested for cardiotonic activity in anesthetized dogs. E.g., reaction of 6-acetamido-4-chloro-7-methoxyqinazoline and 4-(2-oxo-1-imidazolidinyl)piperidine gave quinazoline derivative I. Among them, several 6,7-dimethoxyquinazoline derivatives showed potent cardiotonic activity. In the part of experimental materials, we found many familiar compounds, such as 3-(Piperidin-4-yl)indolin-2-one(cas: 72831-89-1Electric Literature of C13H16N2O)

3-(Piperidin-4-yl)indolin-2-one(cas: 72831-89-1) belongs to piperidines. Piperidine derivatives are also used in solid-phase peptide synthesis (SPPS) and many degradation reactions. Electric Literature of C13H16N2O

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Hayashi, Shigeo; Hirao, Akiko; Imai, Aki; Nakamura, Hiroshi; Murata, Yoshinori; Ohashi, Katsuyo; Nakata, Eriko published an article on February 11 ,2009. The article was titled 《Novel Non-Peptide Nociceptin/Orphanin FQ Receptor Agonist, 1-[1-(1-Methylcyclooctyl)-4-piperidinyl]-2-[(3R)-3-piperidinyl]-1H-benzimidazole: Design, Synthesis, and Structure-Activity Relationship of Oral Receptor Occupancy in the Brain for Orally Potent Antianxiety Drug》, and you may find the article in Journal of Medicinal Chemistry.Application In Synthesis of (R)-1-tert-Butyl 3-ethyl piperidine-1,3-dicarboxylate The information in the text is summarized as follows:

An endogenous heptadecapeptide, nociceptin/orphanin FQ (N/OFQ), and a G-protein-coupled receptor, N/OFQ peptide (NOP) receptor [or opioid-receptor-like-1 (ORL1) receptor], have been described in terms of its structure, distribution, and pharmacol. Thus, the N/OFQ and NOP receptor are located in the central nervous systems in humans, primates, and rodents, and are involved in the integration of the emotional components in the brain; e.g., N/OFQ displays anxiolytic activity in the brain. For identifying orally potent anxiolytic, drug-design studies were performed with a series of 1,2-disubstituted benzimidazole derivatives, which resulted in the identification of various chemotypes of highly potent NOP selective full agonists in vitro with high or moderate NOP receptor occupancy in the mice brain per os such as 1-[1-(1-methylcyclooctyl)-4-piperidinyl]-2-[(3R)-3-piperidinyl]-1H-benzimidazole (MCOPPB), the most potent novel non-peptide NOP full agonist in vitro and an orally potent anxiolytic in the mice. The experimental part of the paper was very detailed, including the reaction process of (R)-1-tert-Butyl 3-ethyl piperidine-1,3-dicarboxylate(cas: 194726-40-4Application In Synthesis of (R)-1-tert-Butyl 3-ethyl piperidine-1,3-dicarboxylate)

(R)-1-tert-Butyl 3-ethyl piperidine-1,3-dicarboxylate(cas: 194726-40-4) is a member of piperidine. Piperidine is ubiquitous structural motif widely occurred in diverse synthetically and naturally occurring bioactive molecules. Piperidines are an immensely important class of compounds medicinally: the piperidine ring is the most common heterocyclic subunit among FDA approved drugs.Application In Synthesis of (R)-1-tert-Butyl 3-ethyl piperidine-1,3-dicarboxylate

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

《Discovery of Reversible Inhibitors of KDM1A Efficacious in Acute Myeloid Leukemia Models》 was written by Romussi, Alessia; Cappa, Anna; Vianello, Paola; Brambillasca, Silvia; Cera, Maria Rosaria; Dal Zuffo, Roberto; Faga, Giovanni; Fattori, Raimondo; Moretti, Loris; Trifiro, Paolo; Villa, Manuela; Vultaggio, Stefania; Cecatiello, Valentina; Pasqualato, Sebastiano; Dondio, Giulio; So, Chi Wai Eric; Minucci, Saverio; Sartori, Luca; Varasi, Mario; Mercurio, Ciro. HPLC of Formula: 109384-19-2 And the article was included in ACS Medicinal Chemistry Letters in 2020. The article conveys some information:

Lysine-specific demethylase 1 (LSD1 or KDM1A) is a FAD-dependent enzyme that acts as a transcription corepressor or coactivator by regulating the methylation status of histone H3 lysines K4 and K9, resp. KDM1A represents an attractive target for cancer therapy. While, in the past, the main medicinal chem. strategy toward KDM1A inhibition was based on the optimization of ligands that irreversibly bind the FAD cofactor within the enzyme catalytic site, we and others have also identified reversible inhibitors. Herein we reported the discovery of 5-imidazolylthieno[3,2-b]pyrroles, a new series of KDM1A inhibitors endowed with picomolar inhibitory potency, active in cells and efficacious after oral administration in murine leukemia models. In the experiment, the researchers used many compounds, for example, tert-Butyl 4-hydroxypiperidine-1-carboxylate(cas: 109384-19-2HPLC of Formula: 109384-19-2)

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.HPLC of Formula: 109384-19-2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem