193217-39-9

Basic information

• Product Name: 4-BENZYLIDENE-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
• Synonyms: N-BOC-4-PHENYLMETHYLENE PIPERIDINE;4-BENZYLIDENE-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;tert-butyl 4-benzoylpiperidine-1-carboxylate;TERT-BUTYL 4-BENZOYLPIPERIDINE;1-Boc-4-benzoyl-piperidine;4-Benzoyl-piperidine-1-carboxylic acid tert-butyl ester
• CAS NO: 193217-39-9
• Molecular Formula: C₁₇H₂₃NO₃
• Molecular Weight: 273.37
• Product Categories: pharmacetical
• Mol File: 193217-39-9.mol
• Article Data: 21

Chemical Properties

• Melting Point: 95-96 °C(Solv: ethyl ether (60-29-7))
• Boiling Point: 400.633 °C at 760 mmHg
• Flash Point: 196.096 °C
• Appearance: /
• Density: 1.106 g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: -2.25±0.40(Predicted)
• CAS DataBase Reference: 4-BENZYLIDENE-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 4-BENZYLIDENE-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER(193217-39-9)
• EPA Substance Registry System: 4-BENZYLIDENE-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER(193217-39-9)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 193217-39-9(Hazardous Substances Data)

Usage

General Description

4-Benzylidene-piperidine-1-carboxylic acid tert-butyl ester is a chemical compound with the molecular formula C20H27NO2. It is an ester derivative of piperidine-1-carboxylic acid, containing a benzylidene group and a tert-butyl ester group. 4-BENZYLIDENE-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER is commonly used in organic synthesis and medicinal chemistry as a building block for the synthesis of various pharmaceuticals and biologically active compounds. It has been studied for its potential as an anti-inflammatory and analgesic agent, as well as its activity against certain types of cancer cells. Additionally, it has been investigated for its role as a chemical chaperone in protein folding and stability.

Upstream product

• 37586-22-4 4-benzoylpiperidine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 681135-25-1 tert-butyl 4-(methoxy(methyl)carbamoyl)-3-methylpiperidine-1-carboxylate 
• 100-59-4 phenylmagnesium chloride 
• 25519-79-3 1-(4-benzoylpiperidin-1-yl)ethanone 
• 139290-70-3 tert-butyl 4-(methoxy(methyl)carbamoyl)piperidine-1-carboxylate 
• 84358-13-4 N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid 
• 24388-23-6 2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole 
• 1126-09-6 4-carbethoxypiperidine 
• 142851-03-4 1-tert-butyl 4-ethyl piperidine-1,4-dicarboxylate 
• 591-51-5 phenyllithium 
• 79099-07-3 N-tert-butyloxycarbonylpiperidin-4-one 
• 1046478-89-0 tert-butyl 4-(p-tolylsulfonylhydrazono)-piperidine-1-carboxylate 
• 100-52-7 benzaldehyde 

Downstream Products

• 25519-80-6 4-(benzoyl)piperidine hydrochloride 
• 1160585-13-6 tert-butyl 4-(hydroxy(phenyl)-(4-(trifluoromethyl)phenyl)methyl)-piperidine-1-carboxylate 
• 1246526-49-7 C₂₂H₂₆Cl₂N₂O₃S 
• 1246526-55-5 C₂₃H₂₄Cl₂N₄O₃S 
• 1246526-77-1 Tert-Butyl 4-((2,4-Dichlorobenzamido)(Phenyl)Methyl)Piperidine-1-Carboxylate 
• 1557241-99-2 tert-butyl 4-fluoro-4-[hydroxy(phenyl)methyl]piperidine-1-carboxylate 
• 1557241-96-9 tert-butyl 4-benzoyl-4-fluoro-piperidine-1-carboxylate 

Relevant articles and documents

Synthesis and anticancer evaluation of 6-azacyclonol-2,4,6-trimethylpyridin-3-ol derivatives: M3 muscarinic acetylcholine receptor-mediated anticancer activity of a cyclohexyl derivative in androgen-refractory prostate cancer

We recently reported 2,4,5-trimethylpyridin-3-ol with C(6)-azacyclonol, whose code name is BJ-1207, showing a promising anticancer activity by inhibiting NOX-derived ROS in A549 human lung cancer cells. The present study was focused on structural modification of the azacyclonol moiety of BJ-1207 to find a compound with better anticancer activity. Ten new compounds (3A–3J) were prepared and evaluated their inhibitory actions against proliferation of eighteen cancer cell lines as a primary screening. Among the ten derivatives of BJ-1207, the effects of compounds 3A and 3J on DU145 and PC-3, androgen-refractory cancer cell lines (ARPC), were greater than the parent compound, and compound 3A showed better activity than 3J. Antitumor activity of compound 3A was also observed in DU145-xenografted chorioallantoic membrane (CAM) tumor model. In addition, the ligand-based target prediction and molecular docking study using DeepZema server showed compound 3A was a ligand to M3 muscarinic acetylcholine receptor (M3R) which is overexpressed in ARPC. Carbachol, a muscarinic receptor agonist, concentration dependently increased proliferation of DU145 in the absence of serum, and it also activated NADPH oxidase (NOX). The carbachol-induced proliferation and NOX activity was significantly blocked by compounds 3A in a concentration-dependent manner. This finding might become a new milestone in the development of pyridinol-based anti-cancer agents against ARPC.

NOVEL ARYLOXYPIPERIDINE PYRAZOLE COMPOUNDS AS INDOLEAMINE 2,3-DIOXYGENASE INHIBITORS

Disclosed herein are compounds of formula (I) which are inhibitors of an IDO enzyme: Also disclosed herein are uses of the compounds in the potential treatment or prevention of an IDO-associated disease or disorder. Also disclosed herein are compositions comprising these compounds. Further disclosed herein are uses of the compositions in the potential treatment or prevention of an IDO-associated disease or disorder.

ISOXAZOLE CARBOXAMIDE COMPOUNDS

The present disclosure provides substituted isoxazole carboxamide compounds having Formula (I) and the pharmaceutically acceptable salts and solvates thereof, wherein R1, R2, A, X, and Z are defined as set forth in the specification. The present disclosure is also directed to the use of compounds of Formula I to treat a disorder responsive to the blockade of SMYD proteins such as SMYD3 or SMYD2. Compounds of the present disclosure are especially useful for treating cancer.