17266-64-7

Usage

Uses

1. Used in Pharmaceutical Research:
1H-Pyrrolizin-1-one,2,3-dihydro-(6CI,7CI,8CI,9CI) is used as an intermediate in the synthesis of cannabinoid analogues with pyrrole moieties. These analogues have potential applications in the development of new drugs targeting the endocannabinoid system, which plays a crucial role in various physiological processes and is associated with a range of therapeutic indications, including pain management, inflammation, and neurological disorders.
2. Used in Chemical Synthesis:
In the chemical industry, 1H-Pyrrolizin-1-one,2,3-dihydro-(6CI,7CI,8CI,9CI) can be utilized as a building block for the synthesis of more complex organic molecules with potential applications in various fields, such as materials science, agrochemistry, and pharmaceuticals. Its unique structure and reactivity make it a valuable component in the development of novel compounds with specific properties and functions.

InChI:InChI=1/C7H7NO/c9-7-3-5-8-4-1-2-6(7)8/h1-2,4H,3,5H2

Upstream product

• 99233-38-2 methyl 3-(1-pyrrolidyl)propionate 
• 89059-06-3 N-(2-carboxyethyl)pyrrole 
• 201230-82-2 carbon monoxide 
• 280783-30-4 1-(2-bromo-ethyl)-2-methanesulfonyl-1H-pyrrole 
• 43036-06-2 3-(pyrrol-1-yl)propanenitrile 
• 60-29-7 diethyl ether 
• 5435-44-9 (E)-3-Ureido-but-2-enoic acid ethyl ester 

Downstream Products

• 49836-37-5 1-methyl-2,3-dihydro-1H-pyrrolizine 
• 1415034-40-0 6-chloro-1-(2,4-dichlorophenyl)-N-(piperidin-1-yl)-1,4-dihydropyrazolo[3,4-a]pyrrolizine-3-carboxamide 
• 1415034-39-7 1-(2,4-dichlorophenyl)-6-methyl-N-(piperidin-1-yl)-1,4-dihydropyrazolo[3,4-a]pyrrolizine-3-carboxamide 
• 1415034-38-6 6-chloro-1-(2,4-dichlorophenyl)-1,4-dihydropyrazolo[3,4-a]pyrrolizine-3-carboxylic acid 
• 1415034-37-5 1-(2,4-dichlorophenyl)-6-methyl-1,4-dihydropyrazolo[3,4-a]pyrrolizine-3-carboxylic acid 
• 1415034-36-4 ethyl 6-chloro-1-(2,4-dichlorophenyl)-1,4-dihydropyrazolo[3,4-a]pyrrolizine-3-carboxylate 
• 1415034-35-3 ethyl 1-(2,4-dichlorophenyl)-6-methyl-1,4-dihydropyrazolo[3,4-a]pyrrolizine-3-carboxylate 
• 1415034-34-2 ethyl 1-(2,4-dichlorophenyl)-1,4-dihydropyrazolo[3,4-a]pyrrolizine-3-carboxylate 
• 18377-79-2 1-Hydroxy-3H-1,2-dihydro-pyrrolo<1,2-a>pyrrol 

Relevant academic research and scientific papers

Dihydropyrrolo five-membered heteroaryl substituted oxa-spiro derivative, and preparation method and medical application thereof

The invention relates to a dihydropyrrolo five-membered heteroaryl substituted oxa-spiro derivative, and a preparation method and a medical application thereof. Specifically, the invention discloses a compound shown as a formula (I) or a pharmaceutically acceptable salt, a stereoisomer or a solvate thereof, and a preparation method and application thereof. All groups in the formula are as shown in the specification and the claims.

SUBSTITUTED TETRAHYDROCYCLOPENTA[C]PYRROLES, SUBSTITUTED DIHYDROPYRROLIZINES, ANALOGUES THEREOF, AND METHODS USING SAME

The present invention includes novel substituted bicyclic compounds, and compositions comprising the same, that can be used to treat or prevent hepatitis B virus (HBV) infection and/or hepatitis D virus (HDV) infection in a patient.

COMPOUNDS AND METHODS FOR KINASE MODULATION, AND INDICATIONS THEREFOR

Compounds of Formula (I) or a pharmaceutically acceptable salt, a solvate, a tautomer, an isomer or a deuterated analog thereof, wherein A, J, R1, R2, R3, R4, R5, R6, R7, R9, X, m and n are as described herein, compositions thereof, and methods and uses thereof.

DIHYDROINDOLIZINE DERIVATE AS METABOTROPIC GLUTAMATE RECEPTOR MODULATORS

The invention relates to heterocyclic derivatives of formula I, wherein the substituents R1-R5 and R11 are as defined in the claims, as well as their pharmaceutically acceptable salts. The invention further relates to a process for the preparation of such compounds. The compounds of the invention are mGluR5 modulators and are therefore useful for the control and prevention of acute and/or chronic neurological disorders.

Tricyclic pyrazoles: An efficient approach to cannabinoid analogues with a tricyclic framework incorporating the pyrrole and pyrazole moieties

In this paper we report the synthesis of some new cannabinoid analogues that share with rimonabant, a potent and selective CB1 antagonist, the 2,4-dichlorophenyl and piperidin-1-yl substituents on the pyrazole and amide nitrogens, respectively. The general synthesis involves the preparation of a cyclic ketone condensed with a pyrrole, followed by Claisen condensation with diethyl oxalate; from here, an aza-annulation reaction with a substituted hydrazine followed by an amidation step complete the synthesis. Georg Thieme Verlag Stuttgart.New York.

Bu3SnH-mediated radical cyclisation onto azoles

Alkyl radicals have been cyclised onto pyrroles, imidazoles and pyrazoles, and acyl radicals cyclised onto pyrroles, using Bu3SnH-, (TMS)3SiH- and Bu3GeH-mediated aromatic homolytic substitution for the synthesis of bicyclic N-heterocycles. The reactions yield intermediate π-radicals that lose hydrogen in the?rearomatisation step of the aromatic homolytic substitution. Mechanistic studies of these rearomatisation steps indicate aromatic homolytic substitution in which the initiator or breakdown products from the inhibitor are responsible for the H-abstraction step.

Synthesis of amino-1,2-dihydro-1-pyrrolizinones

Three isomers of amino-1,2-dihydro-1-pyrrolizinone 5 were prepared by reductions of the corresponding nitro compounds 4, which were prepared by nitration of 1,2-dihydro-1-pyrrolizinone 3 with HNO3/(CH 3CO)2O at 0°.

Acyl radical cyclisation onto pyrroles

Synthetically useful [1,2-a]-fused pyrroles, e.g. 2,3-dihydro-1H-pyrrolizidines substituted in the 1- and 7-positions, have been generated by acyl radical cyclisation onto pyrroles using N-(ω-acyl)-radicals generated from acyl-selenide precursors. The protocol does not require high pressures of CO. Mechanistic studies indicate the key role of azo radical initiators as oxidants of the intermediate π-radicals.

Intramolecular radical acylation of 2-methylsulfonylpyrroles

Primary alkyl radicals generated (AIBN/Bu3SnH) from 1-(2- or 3- haloalkyl)-2-methylsulfonylpyrroles are intercepted by CO (80 atm), and the acyl radicals so produced undergo intramolecular oxidative cyclization at the α-position, giving bicyclic ketones with retention or loss of the sulfonyl moiety. (C) 2000 Elsevier Science Ltd.

Polymethylene pyrroles

Cycloalk-2-enes and cycloalk-2-ene-dienes are found to be Michael acceptors which react with tosylmethylisocyanide to form bicyclo fused-ring compounds. A wide variety of substituents may be introduced on the alkylene ring with the aid of the carbonyl group(s) on the fused-ring compound. These carbonyl-containing bicyclo fused-ring compounds may be reduced to provide monomers which may be electrodeposited as substituted polypyrroles ("PP") which are electrically conductive, compactable and extrudable organic polymers. By choice of substituents on the alkylene ring which bridges the 3- and 4-carbon atoms of the pyrrole ring, the PP may be tailored for use either as a semiconductor having a conductivity in the range from about 10-5 to about 10-2 S/cm, or a relatively good conductor having a conductivity in the range from about 10-2 to about 102 S/cm. A method is disclosed for preparing a polymethylene-substituted pyrrole comprising reacting a cyclic mono- or di-ketone Michael acceptor selected from the group consisting of cycloalk-2-enes and cycloalk-2-dienes, with tosylmethylisocyanide, in the presence of a solvent, so as to form an azabicycloalkylene(di)one, directly, without substituting the N-adjacent carbon atoms on the pyrrole ring.