1019351-46-2 | Heterocyclic Building Blocks-piperidine

Bae, Jinsu et al. published their research in Molecules in 2022 | CAS: 1019351-46-2

Methyl 4-aminopiperidine-1-carboxylate (cas: 1019351-46-2) belongs to piperidine derivatives. Piperidine is a saturated organic heteromonocyclic parent, an azacycloalkane, a secondary amine and a member of piperidines. Some chemotherapeutic agents have piperidine moiety within their structure, foremost among them, vinblastine and raloxifene.Product Details of 1019351-46-2

Synthesis and Structure-Activity Relationship Studies of Benzimidazole-4,7-dione-Based P2X3 Receptor Antagonists as Novel Anti-Nociceptive Agents was written by Bae, Jinsu;Kim, Yeo-Ok;Han, Xuehao;Yoon, Myung-Ha;Kim, Woong-Mo;Kim, Yong-Chul. And the article was included in Molecules in 2022.Product Details of 1019351-46-2 The following contents are mentioned in the article:

P2X3 receptors (P2X3R) are ATP-gated ion channels predominantly expressed in C- and Aδ-fiber primary afferent neurons and have been introduced as a novel therapeutic target for neurol. disorders, including neuropathic pain and chronic cough. Because of its localized distribution, antagonism of P2X3R has been thoroughly considered, and the avoidance of issues related to CNS side effects has been proven in clin. trials. In this article, benzimidazole-4,7-dione-based derivatives were introduced as a new chem. entity for the development of P2X3R antagonists. Starting from the discovery of a hit compound from the screening of 8364 random library compounds in the Korea Chem. Bank, which had an IC50 value of 1030 nM, studies of structure-activity and structure-property relationships enabled further optimization toward improving the antagonistic activities as well as the drug′s physicochem. properties, including metabolic stability. As for the results, the final optimized compound 14h was developed with an IC50 value of 375 nM at P2X3R with more than 23-fold selectivity vs. P2X2/3R, along with properties of metabolic stability and improved solubility In neuropathic pain animal models evoked by either nerve ligation or chemotherapeutics in male Sprague-Dawley rats, compound 14h showed anti-nociceptive effects through an increase in the mech. withdrawal threshold as measured by von Frey filament following i.v. administration. This study involved multiple reactions and reactants, such as Methyl 4-aminopiperidine-1-carboxylate (cas: 1019351-46-2Product Details of 1019351-46-2).

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Simple exploration of 1019351-46-2

The synthetic route of 1019351-46-2 has been constantly updated, and we look forward to future research findings.

1019351-46-2, Methyl 4-aminopiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,1019351-46-2

Example VI-4 : 4- [4-(3-FIuoro-phenyl)-6-((3/?)-hydroxymethyl-3,4-dihy dro- ljff-isoquinolm-l-y^-Jl^jSltriazin-l-ylaminol-piperidine-l-carboxylic acid methyl esterStep 1) 4-[4-Chloro-6-(3-fluoro-phenyl)-[ 1 ,3 ,5]triazin-2-ylamino]-piperidine- 1 – carboxylic acid methyl ester DIPEA (583 mg, 1.1 eq) and 4-amino-piperidine-l -carboxylic acid methyl ester (713 mg, 1.1 eq) were sequentially added to 2,4-Dichloro-6-(3- fluoro-phenyl)-[l,3,5]triazine (1.Og) dissolved in CH3CN (20 ml), and stirred for 3 hours. The resulting mixture was diluted with ethyl acetate, and washed successively with water and saturated NaCl. The resulting organic layer was dried over anhydrous magnesium sulfate, and concentrated under a reduced pressure. The resulting residue was purified by column chromatography to obtain the title compound (657 mg).1H NMR (300 MHz, CDCl3) delta 8.22-8.03 (m, 2H), 7.50-7.22 (m, 2H), 5.63-5.58 (m, IH), 4.60-4.10 (m, 3H), 3.72 (s, 3H), 3.12-2.98 (m, 2H), 2.15- 2.04(m, 2H), 1.53-1.40 (m, 2H).

The synthetic route of 1019351-46-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; AMOREPACIFIC CORPORATION; CRYSTALGENOMICS, INC.; INDUSTRY-ACADEMIC COOPERATION FOUNDATION, YONSEI UNIVERSITY of Yonsei University; WO2008/72850; (2008); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

New learning discoveries about 1019351-46-2

The synthetic route of 1019351-46-2 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1019351-46-2,Methyl 4-aminopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

200 g of tetrahydrofuran was placed in a 500 ml four-necked flask equipped with a stirring and a thermometer.12.5 g (0.05 mol) of (2S,5R)-5-benzyloxyaminopiperidine-2-carboxylic acid, 50 g of tri-n-butylamine,0.1 g of N,N-dimethylformamide, cooled at -10 C,A mixed solution of 23.8 g (0.08 mol) of solid phosgene and 80 g of tetrahydrofuran was added dropwise.The reaction was stirred at 10-20 C for 4 hours.Between 10 and 20 C, a mixed solution of 11.0 g (0.07 mol) of 1-methoxycarbonyl-4-aminopiperidine and 30 g of tetrahydrofuran was added.Stir the reaction between 15-20 C for 3 hours.The reaction liquid was poured into 300 g of ice water mixture and layered.The aqueous layer was extracted twice with dichloromethane, 50 g each time.The organic phases were combined and washed twice with saturated sodium chloride solution, 20 g each time.After the obtained organic phase recovers the solvent,18.2 g of (2S,5R)-N-(1-(methoxycarbonyl)piperidin-4-yl)-6-benzyloxy-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide ,The liquid phase purity was 99.8%, and the yield was 93.3%., 1019351-46-2

The synthetic route of 1019351-46-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Xin Fa Pharmaceutical Co., Ltd.; Qi Yuxin; Li Xinfa; Wang Baolin; Xu Xin; Zhao Yinlong; Teng Yuqi; (9 pag.)CN109928970; (2019); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem