117896-69-2

Usage

Uses

Used in Pharmaceutical Industry:
1-Phenylpiperidin-4-ol is used as a synthetic intermediate for the production of opioid analgesics such as pethidine and its derivatives, contributing to the development of pain management medications.
Used in Neuropharmacology Research:
1-Phenylpiperidin-4-ol is used as a research compound in neuropharmacology for its psychoactive properties as a serotonin and norepinephrine reuptake inhibitor, aiding in the exploration of treatments for depression and other mood disorders.

InChI:InChI=1/C11H15NO/c13-11-6-8-12(9-7-11)10-4-2-1-3-5-10/h1-5,11,13H,6-9H2

Upstream product

• 13424-22-1 4-(N-methyl-N-phenylamino)-1-butene 
• 62-53-3 aniline 
• 7564-64-9 3-methyl-1,3,5-pentanetriol 
• 71-43-2 benzene 
• 5382-16-1 4-HYDROXYPIPERIDINE 
• 591-50-4 iodobenzene 
• 50-00-0 formaldehyd 
• 198649-62-6 8-phenyl-1,4-dioxa-8-azaspiro[4,5]decane 
• 19125-34-9 1-phenylpiperidin-4-one 
• 72548-31-3 1,5-Dichloropentan-3-ol 
• 117896-64-7 But-3-enyl-tert-butylperoxymethyl-phenyl-amine 
• 108-86-1 bromobenzene 

Downstream Products

• 943586-14-9 C₁₆H₂₃NO₂ 
• 945682-69-9 methyl N-tert-butoxycarbonyl-O-(1-phenyl-piperidin-4-yl)-L-tyrosinate 
• 186644-66-6 4-Methoxy-1-phenyl-1,2,5,6-tetrahydropyridine 
• 188252-72-4 1-Phenyl-4,4-dimethoxypiperidine 
• 105123-93-1 2'-O-(4-Methoxy-1-phenylpiperidin-4-yl)uridine 
• 19125-34-9 1-phenylpiperidin-4-one 
• 861021-76-3 4-bromo-1-phenyl-piperidine 

Relevant academic research and scientific papers

Synthesis method of intermediate N-phenyl-4-piperidone

The invention discloses a synthesis method of an intermediate N-phenyl-4-piperidone, which comprises the following steps: dissolving aniline in diethyl ether, adding a catalyst, adding 3-methyl-1,3,5-pentanetriol under stirring, heating the raw material t

Practical and regioselective amination of arenes using alkyl amines

The formation of carbon–nitrogen bonds for the preparation of aromatic amines is among the top five reactions carried out globally for the production of high-value materials, ranging from from bulk chemicals to pharmaceuticals and polymers. As a result of this ubiquity and diversity, methods for their preparation impact the full spectrum of chemical syntheses in academia and industry. In general, these molecules are assembled through the stepwise introduction of a reactivity handle in place of an aromatic C–H bond (that is, a nitro group, halogen or boronic acid) and a subsequent functionalization or cross-coupling. Here we show that aromatic amines can be constructed by direct reaction of arenes and alkyl amines using photocatalysis, without the need for pre-functionalization. The process enables the easy preparation of advanced building blocks, tolerates a broad range of functionalities, and multigram scale can be achieved via a batch-to-flow protocol. The merit of this strategy as a late-stage functionalization platform has been demonstrated by the modification of several drugs, agrochemicals, peptides, chiral catalysts, polymers and organometallic complexes.

N/O-LINKED DEGRONS AND DEGRONIMERS FOR PROTEIN DEGRADATION

This invention provides Degronimers that have E3 Ubiquitin Ligase targeting moieties (Degrons) that can be linked to a targeting ligand for a protein that has been selected for in vivo degradation, and methods of use and compositions thereof as well as methods for their preparation. The invention also provides Degrons that can be used to treat disorders mediated by cereblon or an Ikaros family protein, and methods of use and compositions thereof as well as methods for their preparation.

Discovery of Potent and Orally Bioavailable Dihydropyrazole GPR40 Agonists

G protein-coupled receptor 40 (GPR40) has become an attractive target for the treatment of diabetes since it was shown clinically to promote glucose-stimulated insulin secretion. Herein, we report our efforts to develop highly selective and potent GPR40 agonists with a dual mechanism of action, promoting both glucose-dependent insulin and incretin secretion. Employing strategies to increase polarity and the ratio of sp3/sp2 character of the chemotype, we identified BMS-986118 (compound 4), which showed potent and selective GPR40 agonist activity in vitro. In vivo, compound 4 demonstrated insulinotropic efficacy and GLP-1 secretory effects resulting in improved glucose control in acute animal models.

A cascade Aza-Cope/Aza-prins cyclization leading to piperidine derivatives

The cascade aza-Cope/aza-Prins cyclization of homoallylamines to give substituted piperidines has been explored. The use of glyoxalic acid as the carbonyl component afforded bicyclic structures as a result of the internal carboxylate anion trapping the intermediate cation. The unimolecular bis-, tris-, and tetrakis(homoallylamine)s efficiently delivered the appended bis-, tris- and tetrakis(piperidine-4-ol)s (tripod and crucifix shape, respectively) as new entities. The latter compound served as an excellent ligand in the Suzuki-Miyaura cross-coupling reaction to synthesize incrustoporin. The cascade aza-Cope/aza-Prins cyclization of homoallylamines to give substituted piperidines is described. A unimolecular tetrapiperidine derivative, which resulted from this strategy, was employed as a ligand in the Suzuki-Miyaura cross-coupling reaction of an α-iodobutenolide with an arylboronic acid in an efficient synthesis of incrustoporin and its analogues.

Anodic cyanation of C-4 hydroxylated piperidines: total synthesis of (±)-alkaloid 241D

A stereospecific synthesis of dendrobates (±)-alkaloid 241D is described. Key steps in this approach involved the stepwise electrochemical synthesis of C-4 substituted α-aminonitriles and their alkylation with iodomethane and 1-bromononane, respectively.

Some observations relating to the use of 1-aryl-4-alkoxypiperidin-4-yl groups for the protection of the 2′-hydroxy functions in the chemical synthesis of oligoribonucleotides

The comparative rates of acid-catalysed removal often 1-aryl-4-methoxypiperidin-4-yl 8 (R = Me) [including the previously reported Ctmp 5 and Fpmp 6] protecting groups for the 2′-hydroxy functions in oligoribonucleotide synthesis are discussed. These studies have led to the development of the 1-(4-chlorophenyl)-4-ethoxypiperidin-4-yl (Cpep) protecting group 8 (R = Et, R1 = R2 = H, R3 = Cl) which is both more stable than the Ctmp and Fpmp groups at pH 0.5 and more labile at pH 3.75. The influence of the ribonucleoside aglycone on the stability of the 2′-O-Fpmp and 2′-O-Ctmp protecting groups both at low and high pH is examined. The Royal Society of Chemistry 2000.