280110-63-6

Basic information

• Product Name: TERT-BUTYL 4-[(Z)-AMINO(HYDROXYIMINO)METHYL]PIPERIDINE-1-CARBOXYLATE
• Synonyms: TERT-BUTYL 4-[(Z)-AMINO(HYDROXYIMINO)METHYL]PIPERIDINE-1-CARBOXYLATE;tert-Butyl 4-(N'-hydroxycarbamimidoyl)piperidine-1-carboxylate;1-tert-Butyloxycarbonyl-4-(N-Hydroxycarbamimidoyl)piperidine;4-(N-hydroxycarbamimidoyl)piperidine-1-carboxylic acid tert-butyl ester
• CAS NO: 280110-63-6
• Molecular Formula: C₁₁H₂₁N₃O₃
• Molecular Weight: 243.31
• Mol File: 280110-63-6.mol
• Article Data: 30

Chemical Properties

• Appearance: /
• CAS DataBase Reference: TERT-BUTYL 4-[(Z)-AMINO(HYDROXYIMINO)METHYL]PIPERIDINE-1-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: TERT-BUTYL 4-[(Z)-AMINO(HYDROXYIMINO)METHYL]PIPERIDINE-1-CARBOXYLATE(280110-63-6)
• EPA Substance Registry System: TERT-BUTYL 4-[(Z)-AMINO(HYDROXYIMINO)METHYL]PIPERIDINE-1-CARBOXYLATE(280110-63-6)

Safety Data

• Hazardous Substances Data: 280110-63-6(Hazardous Substances Data)

Usage

General Description

TERT-BUTYL 4-[(Z)-AMINO(HYDROXYIMINO)METHYL]PIPERIDINE-1-CARBOXYLATE is a chemical compound that is a derivative of piperidine-1-carboxylic acid. It consists of a piperidine ring, a tert-butyl group, and an amino(hydroxyimino)methyl functional group. TERT-BUTYL 4-[(Z)-AMINO(HYDROXYIMINO)METHYL]PIPERIDINE-1-CARBOXYLATE is commonly used in pharmaceutical research and development, particularly in the synthesis of potential drug candidates. It has been studied for its potential biological activities and therapeutic applications, including its role as a potential antiviral agent and in the treatment of various diseases. Its unique chemical structure and properties make it a valuable molecule for medicinal chemistry studies.

Upstream product

• 157688-46-5 2-(1-(tert-butoxycarbonyl)piperidin-4-yl)acetic acid 
• 91419-52-2 1-tert-butoxycarbonyl-4-cyanopiperidine 
• 883877-26-7 C₁₇H₂₉NO₆ 
• 782493-57-6 4-carbamoylmethyl-piperidine-1-carboxylic acid tert-butyl ester 
• 91419-48-6 4-carbamoyl-piperidine-1-carboxylic acid tert-butyl ester 
• 84358-13-4 N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid 
• 256411-39-9 tert-butyl 4-(cyanomethyl)piperidine-1-carboxylate 

Downstream Products

• 1238314-13-0 C₁₈H₂₄N₄O₇ 
• 1037793-07-9 4-(5-benzyloxymethyl-[1,2,4]oxadiazol-3-yl)piperidine-1-carboxylic acid tert-butyl ester 
• 1471298-12-0 tert-butyl 4-(5-((2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octan-2-yl)-1,2,4-oxadiazol-3-yl)piperidine-1-carboxylate 
• 280110-66-9 tert-butyl 4-(5-methyl-1,2,4-oxadiazol-3-yl)piperidine-1-carboxylate 
• 1433178-90-5 benzyl 4-[5-(1,3-benzothiazol-2-yl)-4-[[(3R)-1-[(tert-butoxy)carbonyl]piperidin-3-yl]amino]-6-oxo-1,6-dihydropyrimidin-2-yl]piperidine-1-carboxylate 
• 1433178-86-9 benzyl 4-[5-(1,3-benzothiazol-2-yl)-4-chloro-6-hydroxypyrimidin-2-yl]piperidine-1-carboxylate 
• 1205637-32-6 4-[5-(2,5-difluorophenyl)-1,2,4-oxadiazol-3-yl]piperidine hydrochloride 
• 1205637-01-9 tert-butyl 4-[5-(3,5-difluorophenyl)-1,2,4-oxadiazol-3-yl]piperidine-1-carboxylate 
• 885270-23-5 4-carbamimidoylpiperidine-1-carboxylic acid tertbutyl ester 
• 1082950-23-9 4-carbamimidoyl-piperidine-1-carboxylic acid tert-butyl esteracetic acid salt 
• 1054520-94-3 (S)-tert-butyl 4-(5-(1-(2-fluoro-4-(methylsulfonyl)phenyl)pyrrolidin-3-yl)-1,2,4-oxadiazol-3-yl)piperidine-1-carboxylate 
• 940868-23-5 tert-butyl 4-(4-{[(4-fluorobenzyl)amino]carbonyl}-5,6-dihydroxypyrimidin-2-yl)piperidine-1-carboxylate 
• 1037793-05-7 4-[5-(4-methanesulfonylphenoxymethyl)-[1,2,4]oxadiazol-3-yl]piperidine-1-carboxylic acid tert-butyl ester 

Relevant articles and documents

Discovery of 1,2,4-oxadiazole-Containing hydroxamic acid derivatives as histone deacetylase inhibitors potential application in cancer therapy

In this study, a series of novel HDAC inhibitors, using 1,2,4-oxadiazole-containing as the cap group, were synthesized and evaluated in vitro. Compound 14b, N-hydroxy-2-(methyl((3-(1-(4-methylbenzyl)piperidin-4-yl)-1,2,4-oxadiazol-5-yl)methyl)amino)pyrimidine-5-carboxamide, displayed the most potent histone deacetylase (HDAC) inhibition, especially against HDAC1, 2, and 3 with IC50 values of 1.8, 3.6 and 3.0 nM, respectively. In vitro antiproliferative studies confirmed that 14b was more potent than SAHA, with IC50 values against 12 types of cancer cell lines ranging from 9.8 to 44.9 nM. The results of Western blot assays showed that compound 14b can significantly up-regulate the acetylation of the biomarker his-H3 and molecular docking analyses revealed the mode of action of compound 14b against HDAC1. The results of flow-cytometry analysis suggested that compound 14b induces cell cycle arrest at the G1 phase and has apoptotic effects. Further investigation of the activity of 14b on the primary cells of three patients, showed IC50 values of 21.3, 61.1, and 77.4 nM. More importantly, an oral bioavailability of up to 53.52% was observed for 14b. An in vivo pharmacodynamic evaluation demonstrated that compound 14b can significantly inhibit tumor growth in a Daudi Burkitt's lymphoma xenograft model, with tumor inhibition rates of 53.8 and 46.1% observed at 20 and 10 mg/kg when administered p.o. and i.v., respectively. These results indicate that compound 14b may be a suitable lead for further evaluation and development as an HDAC inhibitor and a potent anticancer agent.

CYCLIC AMINE COMPOUND AND PEST CONTROL AGENT

PROBLEM TO BE SOLVED: To provide a cyclic amine compound that has insecticidal activity and/or acaricidal activity, has excellent safety, and can be synthesized in an industrially advantageous manner, and a pest control agent containing the same as an active ingredient. SOLUTION: The present invention provides a compound represented by formula (I), or a salt thereof. (Q is halogeno or the like; R1 is cyano or the like; R2 is H, halogeno or the like; R3 is halogeno, C1-6 alkyl or the like; A is O or S; p1 and p2 are 0 or 1; X1 is halogeno, C1-6 alkoxy or the like; m is an integer of 0-4; X2 is H, a halogeno group or the like; Y is C6-10 aryl or the like; X1 and X2 may form oxymethylene oxy groups). SELECTED DRAWING: None COPYRIGHT: (C)2019,JPOandINPIT

Histone deacetylase inhibitor and preparation method and application thereof

The invention provides a compound shown in a formula (A) or a conformational isomer of the compound or an optical isomer of the compound or a pharmaceutically acceptable salt of the compound. Throughan experiment, it is proved that the compound shown in the formula (A) can effectively inhibit the activity of histone deacetylase (HDAC), in addition, the compound, especially the compounds II-1-II-4, the compounds II-6-II-7, the compound II-13, the compound II-15, the compound II-18, the compounds II-25-II-26, the compounds III-1-III-4 and the compounds III-12-III-13, has a significant inhibiting effect on the proliferative activity of multiple kinds of tumor cells, and the inhibiting effect of the compound is superior to that of a known reference compound SAHA. Therefore, the compound has great potential in preparation of histone deacetylase inhibitors and antitumor medicines.