Tag: 200-300

《Molecular modeling of three-dimensional structure of hTRPV4 protein and experimental verification of its antagonist binding sites》 was written by Ai, Chongyi; Zhang, Wenjuan; Zhou, Lulu; Cai, Xu; Zheng, Zhibing. Computed Properties of C10H20N2O2This research focused onTRPV4 protein inhibitor synthesis binding modeling acute lung injury. The article conveys some information:

The transient receptor potential vanilloid type 4 (TRPV4) is a polymodal receptor. Antagonists of human TRPV4 (hTRPV4) represent a novel therapeutic approach for acute lung injury (ALI). However, the discovery of various hTRPV4 antagonists has been difficult due to the unavailability of 3D-structure of hTRPV4 protein. We constructed the 3D-structure of hTRPV4 protein by homol. modeling, and the binding pocket of antagonist with hTRPV4 was predicted for the first time. The pocket was consistent with the same subfamily rabbit TRPV5. The detailed interactions of different protein-ligand complexes were calculated by mol. docking and mol. dynamics (MD) simulation, and the outcome revealed the rationality of the binding pocket. Based on the docking and MD results of this model and the structure of compound A2, a TRPV4 antagonist reported in literature, two small mol. compounds, B1 and B2, were designed and synthesized as hTRPV4 antagonists. The results of biol. evaluation in vitro showed that these compounds have good inhibitory activity on hTRPV4. Moreover, the results were in good agreement with those predicted by mol. simulation, which in turn suggested that the modeling 3D structure and the predicted active sites of hTRPV4 are reasonable and reliable. The compound B2, with novel structure and potent inhibitory activity against hTRPV4, can be a promising lead compound for discovering new hTRPV4 antagonists in the future. 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: 87120-72-7Computed Properties of C10H20N2O2) was used in this study.

tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7) belongs to anime. Milder oxidation, using reagents such as NaOCl, can remove four hydrogen atoms from primary amines of the type RCH2NH2 to form nitriles (R―C≡N), and oxidation with reagents such as MnO2 can remove two hydrogen atoms from secondary amines (R2CH―NHR′) to form imines (R2C=NR′). Tertiary amines can be oxidized to enamines (R2C=CHNR2) by a variety of reagents.Computed Properties of C10H20N2O2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

《Discovery, Structure-Activity Relationship, and Biological Activity of Histone-Competitive Inhibitors of Histone Acetyltransferases P300/CBP》 was written by Wu, Fangrui; Hua, Yuanda; Kaochar, Salma; Nie, Shenyou; Lin, Yi-Lun; Yao, Yuan; Wu, Jingyu; Wu, Xiaowei; Fu, Xiaoyong; Schiff, Rachel; Davis, Christel M.; Robertson, Matthew; Ehli, Erik A.; Coarfa, Cristian; Mitsiades, Nicholas; Song, Yongcheng. Related Products of 87120-72-7 And the article was included in Journal of Medicinal Chemistry in 2020. The article conveys some information:

Histone acetyltransferase (HAT) p300 and its paralog CBP acetylate histone lysine side chains and play critical roles in regulating gene transcription. The HAT domain of p300/CBP is a potential drug target for cancer. Through compound screening and medicinal chem., novel inhibitors of p300/CBP HAT with their IC50 values as low as 620 nM were discovered. The most potent inhibitor is competitive against histone substrates and exhibits a high selectivity for p300/CBP. It inhibited cellular acetylation and had strong activity with EC50 of 1-3μM against proliferation of several tumor cell lines. Gene expression profiling in estrogen receptor (ER)-pos. breast cancer MCF-7 cells showed that inhibitor treatment recapitulated siRNA-mediated p300 knockdown, inhibited ER-mediated gene transcription, and suppressed expression of numerous cancer-related gene signatures. These results demonstrate that the inhibitor is not only a useful probe for biol. studies of p300/CBP HAT but also a pharmacol. lead for further drug development targeting cancer. The experimental process involved the reaction of 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. The methylamines occur in small amounts in some plants. Many polyfunctional amines (i.e., those having other functional groups in the molecule) occur as alkaloids in plants—for example, mescaline, 2-(3,4,5-trimethoxyphenyl)ethylamine; the cyclic amines nicotine, atropine, morphine, and cocaine; and the quaternary salt choline, N-(2-hydroxyethyl)trimethylammonium chloride, which is present in nerve synapses and in plant and animal cells.Related Products of 87120-72-7

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

《Photoinduced Deaminative Coupling of Alkylpyridium Salts with Terminal Arylalkynes》 was published in Journal of Organic Chemistry in 2020. These research results belong to Lai, Shu-Zhen; Yang, Yu-Ming; Xu, Hai; Tang, Zhen-Yu; Luo, Zhuangzhu. Related Products of 87120-72-7 The article mentions the following:

A novel and simple Z-alkene synthesis by the photocatalyzed coupling reactions of alkylpyridium salts, which were prepared from primary amines, with terminal aryl alkynes at room temperature is reported here. A wide range of primary amines, which contain different functional groups, were tolerated under these conditions. The mild reaction conditions, broad substrate scope, functional group tolerance, and operational simplicity make this deaminative coupling reaction a valuable method in organic syntheses. 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: 87120-72-7Related Products of 87120-72-7) was used in this study.

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.Related Products of 87120-72-7

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

In 2019,Advanced Synthesis & Catalysis included an article by Hu, Jiefeng; Cheng, Bo; Yang, Xianyu; Loh, Teck-Peng. Product Details of 87120-72-7. The article was titled 《Transition-Metal-Free Deaminative Vinylation of Alkylamines》. The information in the text is summarized as follows:

An efficient metal-free system, that was capable of activating the C-N bonds of Katritzky pyridinium salts I [R = 3,3-difluorocyclobutyl, cyclohexyl, PhCH2CH(CO2Me), etc.] derived from diverse alkylamines for deaminative vinylation to produce various olefins RCH=CHAr [Ar = Ph, 2-thienyl, 4-FC6H4, etc.]. The key to the high reactivity was the utilization of pyridinium salt-activated alkylamines I with a base as a promoter. The transformation exhibited good functional group compatibility and included inexpensive primary amine feedstocks and amino acids. The proposed method could serve as a powerful synthetic method for late-stage modification of complex compounds Mechanistic experiments suggestes that free radical processes are involved in this system. In the experiment, the researchers used tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7Product Details of 87120-72-7)

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.Product Details of 87120-72-7

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Application In Synthesis of tert-Butyl 4-aminopiperidine-1-carboxylateIn 2021 ,《Discovery of Novel Pyrimidine-Based Capsid Assembly Modulators as Potent Anti-HBV Agents》 appeared in Journal of Medicinal Chemistry. The author of the article were Kim, WooChan; Kang, Jung-Ah; Park, Minji; Jeong, Pyeong-Hwa; Kim, Yoon Jun; Cho, Yuri; Park, Sung-Gyoo; Kim, Yong-Chul. The article conveys some information:

In this study, novel potent pyrimidine derivatives I (R1 = SMe, SO2Me; R2 = [2-(pyridin-3-ylformamido)ethyl]aminyl, 3-Cl-4-FC6H3NH, 4-aminopiperidin-1-yl, etc.; R3 = [4-(morpholin-4-yl)phenyl]aminyl, C6H5NH, 3-Br-4-FC6H3NH, etc.) as core assembly modulators were synthesized and their antiviral effects were evaluated in in vitro and in vivo biol. experiments One of the synthesized derivatives, compound I (R1 = SO2Me; R2 = 4-aminopiperidin-1-yl; R3 = 3-Cl-4-F-C6H3NH) displayed potent inhibitory effects in the in vitro assays (52% inhibition in the protein-based assay at 100 nM and an IC50 value of 181 nM in the serum HBV DNA quantification assay). Moreover, treatment with compound I (R1 = SO2Me; R2 = 4-aminopiperidin-1-yl; R3 = 3-Cl-4-F-C6H3NH) for 5 wk significantly decreased serum levels of HBV DNA levels (3.35 log reduction) in a human liver-chimeric uPA/SCID mouse model, and these effects were significantly increased when I (R1 = SO2Me; R2 = 4-aminopiperidin-1-yl; R3 = 3-Cl-4-F-C6H3NH) was combined with tenofovir, a nucleotide analog inhibitor of reverse transcriptase used for the treatment of HBV infection. 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. 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.Application In Synthesis of tert-Butyl 4-aminopiperidine-1-carboxylate

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Electric Literature of C10H19NO3In 2021 ,《Discovery and Optimization of a Novel 2H-Pyrazolo[3,4-d]pyrimidine Derivative as a Potent Irreversible Pan-Fibroblast Growth Factor Receptor Inhibitor》 appeared in Journal of Medicinal Chemistry. The author of the article were Wei, Yujiao; Tang, Yanting; Zhou, Yunyun; Yang, Yuyu; Cui, Yetong; Wang, Xuan; Wang, Yubo; Liu, Yulin; Liu, Ning; Wang, Qianqian; Li, Chong; Ruan, Hao; Zhou, Honggang; Wei, Mingming; Yang, Guang; Yang, Cheng. The article conveys some information:

Fibroblast growth factor receptors (FGFRs) have become promising therapeutic targets in various types of cancers. In fact, several selective irreversible inhibitors capable of covalently reacting with the conserved cysteine of FGFRs are currently being evaluated in clin. trials. In this article, we optimized and discovered a novel lead compound 36 with remarkable inhibitory effects against FGFR (1-3), which is a derivative of 2H-pyrazolo[3,4-d]pyrimidine. The irreversible binding to FGFRs was characterized by LC-MS. This compound has been shown to exhibit significant anti-proliferation effects against NCI-H1581 and SNU-16 cancer cell lines both in vitro and in vivo. Compound 36 has also demonstrated a low toxicity profile and adequate pharmacokinetic properties and is currently under validation as a potential drug candidate.tert-Butyl 4-hydroxypiperidine-1-carboxylate(cas: 109384-19-2Electric Literature of C10H19NO3) 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.Electric Literature of C10H19NO3

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

In 2022,Ma, Xueji; Wang, Qingyun; Wu, Jinge; Zhang, Liyuan; Sun, Aili; Wang, Zhanyong published an article in Organic & Biomolecular Chemistry. The title of the article was 《NHC-alcohol adduct-mediated photocatalytic deoxygenation for the synthesis of 6-phenanthridine derivatives》.Category: piperidines The author mentioned the following in the article:

NHC-alc. adduct-mediated deoxygenation of alcs. ROH (R = t-Bu, cyclopentyl, N-bocpiperidin-4-yl, etc.) under photocatalytic conditions is described. This process provides various alkyl radicals, which can react with 2-isocyanobiaryls I (R1 = H, Me, F; R2 = H, Cl; R3 = H, MeO, CF3; R4 = H, F, Me, MeO; R5 = H, MeO, CF3; R6 = H, Me, F) to afford 6-substituted phenanthridine derivatives II in moderate to good yields. This method offered the first example of directly using alcs. as radical sources for 6-phenanthridine synthesis. The experimental process involved the reaction of 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

In 2022,Tao, Maoling; Wang, An-Jun; Guo, Peng; Li, Weipiao; Zhao, Liang; Tong, Jie; Wang, Haoyang; Yu, Yanbo; He, Chun-Yang published an article in Advanced Synthesis & Catalysis. The title of the article was 《Visible-Light-Induced Regioselective Deaminative Alkylation of Coumarins via Photoredox Catalysis》.Synthetic Route of C10H20N2O2 The author mentioned the following in the article:

A site-selective photocatalytic deaminative alkylation of coumarins utilizing pyridinium-activated aliphatic primary amines as alkylation reagents were reported. The protocol was highlighted by its mild reaction conditions, operational simplicity and broad functional group compatibility. Moreover, this strategy enabled late-stage modification of some pharmaceuticals and natural products, thus providing an appealing approach to valuable mols. in medicinal chem. 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. Milder oxidation, using reagents such as NaOCl, can remove four hydrogen atoms from primary amines of the type RCH2NH2 to form nitriles (R―C≡N), and oxidation with reagents such as MnO2 can remove two hydrogen atoms from secondary amines (R2CH―NHR′) to form imines (R2C=NR′). Tertiary amines can be oxidized to enamines (R2C=CHNR2) by a variety of reagents.Synthetic Route of C10H20N2O2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

In 2022,Li, Haobin; Cai, Maohua; Cao, Fei; Yu, Dehua; Yang, Jing; Yu, Wenkai; Chu, Chu; Guan, Xiaoqing; Qin, Jiang-Jiang; Dong, Jinyun published an article in Bioorganic & Medicinal Chemistry. The title of the article was 《S3I-201 derivative incorporating naphthoquinone unit as effective STAT3 inhibitors: Design, synthesis and anti-gastric cancer evaluation》.COA of Formula: C10H20N2O2 The author mentioned the following in the article:

Signal transducer and activator of transcription 3 (STAT3) is a key regulator of many human cancers and has been widely recognized as a promising target for cancer therapy. A variety of small-mol. inhibitors have been developed for targeting STAT3, and some of them are now undergoing clin. trials. S3I-201, a known STAT3 inhibitor, may block STAT3 function in cancer cells by binding to the STAT3 SH2 domain to disrupt STAT3 protein complex formation. Using S3I-201 as a starting point for drug development, we synthesized a series of new STAT3 inhibitors 9a-x in this study by introducing naphthoquinone unit, a privileged fragment in STAT3 inhibitors. Most of the compounds exhibited strong anti-proliferation activity of gastric cancer cells (MGC803, MKN28, MNK1, and AGS). The representative compound 9n (SIL-14) could effectively inhibit the colony formation and migration of gastric cancer cells MGC803, arrest the cell cycle and induce MGC803 cell apoptosis at low micromolar concentrations in vitro. In addition, SIL-14 can also inhibit the phosphorylation of STAT3 protein and significantly decrease the expression of total STAT3, suggesting that it may exert anticancer effects by blocking the STAT3 signaling pathway. These results support that SIL-14 may be a promising STAT3 inhibitor for the further development of potential anti-gastric cancer candidates. In the experimental materials used by the author, we found 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. The reaction of alkyl halides, R―X, where X is a halogen, or analogous reagents with ammonia (or amines) is useful with certain compounds. Not all alkyl halides are effective reagents; the reaction is sluggish with secondary alkyl groups and fails with tertiary ones. Its usefulness is largely confined to primary alkyl halides (those having two hydrogen atoms on the reacting site).COA of Formula: C10H20N2O2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Bey, Philippe; Vevert, Jean Paul published their research in Journal of Organic Chemistry on August 1 ,1980. The article was titled 《Stereospecific alkylation of the Schiff base ester of alanine with 2-substituted-(E)- and -(Z)-vinyl bromides. An efficient synthesis of 2-methyl-(E)-3,4-didehydroglutamic acid, a potent substrate-induced irreversible inhibitor of L-glutamate-1-decarboxylase》.HPLC of Formula: 24666-55-5 The article contains the following contents:

Vinylation of PhCH:NCHMeCO2Me (I) by (E)- or (Z)-RCH:CHBr (R = CO2Me, CONH2, CN) in THF containing LiN(CHMe2)2 proceeded stereospecifically to give RCH:CHCMe(N:CHPh)CO2Me with retention of configuration of the double bond. Thus, I was vinylated with (E)-MeO2CCH:CHBr to give (E)-MeO2CCH:CHCMe(N:CHPh)CO2Me, which was hydrolyzed by aqueous HCl for 24 h at 60° to give the title dehydroglutamic acid. In the experimental materials used by the author, we found Benzyl (2,6-dioxopiperidin-3-yl)carbamate(cas: 24666-55-5HPLC of Formula: 24666-55-5)

Benzyl (2,6-dioxopiperidin-3-yl)carbamate(cas: 24666-55-5) belongs to anime. Nitrous acid converts secondary amines (aliphatic or aromatic) to N-nitroso compounds (nitrosamines): R2NH + HNO2 → R2N―NO. Some nitrosamines are potent cancer-inducing substances, and their possible formation is a serious consideration when nitrites, which are salts of nitrous acid, are present in foods or pharmaceutical preparations. Tertiary amines give rise to nitrosamines more slowly; an alkyl group is eliminated as an aldehyde or ketone, along with nitrous oxide, N2O.HPLC of Formula: 24666-55-5

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem