83621-33-4

Usage

Uses

Used in Pharmaceutical Industry:
N-CBZ-HEXAHYDRO-1H-AZEPIN-4-ONE is used as a building block for the synthesis of various biologically active molecules and pharmaceuticals. Its versatility in chemical reactions and ability to be incorporated into complex molecular structures make it an essential component in the development of new drugs.
Used in Chemical Industry:
N-CBZ-HEXAHYDRO-1H-AZEPIN-4-ONE is used as a reagent in organic synthesis, facilitating the creation of a wide range of chemical compounds. Its stability and reactivity contribute to its utility in various chemical processes, enhancing the efficiency and effectiveness of syntheses in the industry.

InChI:InChI=1/C14H17NO3/c16-13-7-4-9-15(10-8-13)14(17)18-11-12-5-2-1-3-6-12/h1-3,5-6H,4,7-11H2

Upstream product

• 105416-56-6 1-aza-5-oxocycloheptane 
• 501-53-1 benzyl chloroformate 
• 50492-22-3 azepan-4-one hydrochloride 
• 623-73-4 diazoacetic acid ethyl ester 
• 61995-20-8 N-(benzyloxycarbonyl)-3-piperidone 
• 19099-93-5 benzyl 4-oxo-1-piperidinecarboxylate 
• 31696-09-0 1-benzyl 4-ethyl 5-oxoazepane-1,4-dicarboxylate 

Downstream Products

• 1017575-76-6 (R)-benzyl 4-hydroxyazepane-1-carboxylate 
• 437652-55-6 benzyl 4-[3,4-dihydro-1(2H)-quinolinylimino]-1-azepanecarboxylate 
• 1228539-15-8 benzyl 3-nitro-5,7,8,9-tetrahydro-5H-pyrido[3,2-c]azepine-6-carboxylate 
• 1228539-18-1 benzyl 3-nitro-5,6,8,9-tetrahydro-5H-pyrido[2,3-d]azepine-7-carboxylate 
• 1017575-52-8 benzyl 4-oxoazocane-1-carboxylate 
• 80662-83-5 1-Benzyloxycarbonyl-5-oxoperhydroazocine 
• 1206523-41-2 C₁₈H₂₈N₂O₃S 
• 648418-25-1 benzyl 4-hydroxyazepane-1-carboxylate 
• 1247884-64-5 benzyl 3-bromo-4-oxoazepane-1-carboxylate 
• 39888-51-2 azepan-4-ol 

Relevant academic research and scientific papers

Talipexole variations as novel bitopic dopamine D2 and D3receptor ligands

We linked 2-aminothiazoloazepane scaffolds with phenylpiperazine pharmacophores to generate bitopic dopamine receptor ligands. Highest D2R/D3R binding affinities up to pKi values of 7.74 were observed for compounds containing a 1-(2,3-dichlorophenyl)piperazinoyl moiety, maintaining affinity with deaminated 5,6,7,8-tetrahydro-4H-thiazoloazepine derivatives.

Synthesis of α-hydroxyalkyl dehydroazepanes via catalytic enantioselective borylative migration of an enol nonaflate

A Pd-catalyzed borylative migration methodology for cyclic enol perfluorosulfonates was applied to the synthesis of the corresponding 7-membered, azepane ring system. Throughout the optimization, it was shown that the reaction is sensitive to the nitrogen protecting group as well as the type of base and solvent. The resulting cyclic allylboronate reacts stereoselectively with aldehydes for the synthesis of novel α-hydroxyalkyl dehydroazepanes in good yield and enantioselectivity over two steps. We highlight the utility of this methodology with an efficient synthesis of the de novo 7-membered ring analogue of the piperidine alkaloid β-conhydrine.

AZEPANE DERIVATIVES AND METHODS OF TREATING HEPATITIS B INFECTIONS

Provided herein are compounds useful for the treatment of HBV infection in a subject in need thereof, pharmaceutical compositions thereof, and methods of inhibiting, suppressing, or preventing HBV infection in the subject.

AZEPANE DERIVATIVES AND METHODS OF TREATING HEPATITIS B INFECTIONS

Provided herein are compounds useful for the treatment of HBV infection in a subject in need thereof, pharmaceutical compositions thereof, and methods of inhibiting, suppressing, or preventing HBV infection in the subject.

New methylene homologation method for cyclic ketones

Teaching new tricks to an old dog: By intercepting adducts between ketones and lithium trimethylsilyldiazomethane, a new Tiffeneau-Demjanov type methylene homologation could be realized in a single-step operation. Among proton sources and Lewis acids, silica gel was found to be the most effective reagent for the protonation of intermediates and their subsequent ring expansion (see scheme). Copyright

COMPOUNDS FOR TREATING DISORDERS MEDIATED BY METABOTROPIC GLUTAMATE RECEPTOR 5, AND METHODS OF USE THEREOF

Provided herein are compounds and methods of synthesis thereof. The compounds provided herein are useful for the treatment, prevention, and/or management of various disorders, such as neurological disorders, psychiatric disorders, neuromuscular disorders, gastrointestinal disorders, lower urinary tract disorder, and cancer. Compounds provided herein modulate the activity of metabotropic glutamate receptor 5 (mGluR5) in the central nervous system or the periphery. Pharmaceutical formulations containing the compounds and their methods of use are also provided herein.

Side chain SAR of bicyclic β-lactamase inhibitors (BLIs). 1. Discovery of a class C BLI for combination with imipinem

Bridged monobactam β-lactamase inhibitors were prepared and evaluated as potential partners for combination with imipenem to overcome class C β-lactamase mediated resistance. The (S)-azepine analog 2 was found to be effective in both in vitro and in vivo assays and was selected for preclinical development.

NOVEL INHIBITORS OF BETA-LACTAMASE

A class of 7-oxo-2,6-diazabicyclo-[3.2.0]-heptane-6-sulfonic acid compounds substituted at the two position of the bicyclic ring with a heterocyclylaminocarbonyl group or a carbocyclylaminocarbonyl group are β-lactamase inhibitors. The compounds and their prodrugs and pharmaceutically acceptable salts are useful in the treatment of bacterial infections in combination with β-lactam antibiotics. In particular, the compounds are suitable for use with β-lactam antibiotics (e.g., imipenem and ceftazidime) against micro-organisms resistant to β-lactam antibiotics due to the presence of the β-lactamases.

TETRACYCLIC AZEPINOINDOLE COMPOUNDS AS 5-HT RECEPTOR LIGANDS

The present invention provides compounds of formula (I), wherein R2 is hydrogen, C1-7alkyl, C1-7alkanoyl, arylcarbonyl, aryl, (aryl)C1-7alkyl, C1-7alkoxycarbonyl, aryloxycarbonyl, arylsulfonyl, or (aryl)C1-7alkoxycarbonyl; X and Y together are 2, 3 or 4 membered saturated or partially unsaturated chain. These compounds are 5-HT ligands, and are useful for treating diseases wherein modulation of 5-HT activity is desired.