84807-09-0

Usage

Uses

Used in Organic Synthesis:
4-(Piperazino)indole is used as a synthetic intermediate for the development of various organic compounds. Its ability to form stable bonds with other molecules makes it a valuable component in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-(Piperazino)indole is used as a building block for the creation of novel drug candidates. Its unique structure allows for the design of molecules with specific biological activities, targeting a range of therapeutic areas such as central nervous system disorders, cardiovascular diseases, and oncology.
Used in Chemical Research:
4-(Piperazino)indole is also utilized in chemical research as a model compound to study the properties and reactivity of indole and piperazine-containing molecules. This helps researchers to better understand the underlying mechanisms of chemical reactions and to develop new synthetic methodologies.

InChI:InChI=1/C12H15N3/c1-2-11-10(4-5-14-11)12(3-1)15-8-6-13-7-9-15/h1-5,13-14H,6-9H2

Upstream product

• 252978-89-5 4-(1H-indol-4-yl)-piperazine-1-carboxylic acid tert-butyl ester 
• 5192-23-4 4-amino-1H-indole 
• 821-48-7 bis-(2-chloroethyl)amine hydrochloride 
• 1562567-12-7 N-(tert-butyl)-2-iodoaniline 
• 615-43-0 2-iodophenylamine 

Downstream Products

• 349671-61-0 4-{4-[2-(2,6-Dimethyl-phenoxy)-ethyl]-piperazin-1-yl}-1H-indole 
• 349671-27-8 4-{4-[3-(2-Chloro-phenoxy)-propyl]-piperazin-1-yl}-1H-indole 
• 349671-91-6 1-[2-chloro-4-fluorophenylthiomethylcarbonyl]-4-[1H-indol-4-yl]piperazine 
• 349671-28-9 4-{4-[3-(2-Chloro-phenylsulfanyl)-propyl]-piperazin-1-yl}-1H-indole 
• 762-75-4 tert-butyl formate 
• 252978-89-5 4-(1H-indol-4-yl)-piperazine-1-carboxylic acid tert-butyl ester 
• 732973-87-4 N-(4-chlorophenyl)-4-(1H-indol-4-yl)piperazine-1-carboxamide 

Relevant academic research and scientific papers

Synthesis of C4-Aminated Indoles via a Catellani and Retro-Diels-Alder Strategy

Highly functionalized 4-aminoindoles were synthesized via the three-component cross-coupling of o-iodoaniline, N-benzoyloxyamines, and norbornadiene. The Catellani and retro-Diels-Alder strategy was used in this domino process. o-Iodoaniline, with electron-donating and sterically hindered protecting groups, made the reaction selective toward o-C-H amination. On the basis of density functional theory calculations, the intramolecular Buchwald coupling of this reaction underwent a dearomatization and a 1,3-palladium migration process. The reasons for the control of the chemical selectivity by the protecting groups are given. Moreover, synthetic applications toward 4-piperazinylindole and a GOT1 inhibitor were realized.

Synthesis of C4-Aminated Indoles via a Catellani and Retro-Diels-Alder Strategy

Highly functionalized 4-aminoindoles were synthesized via the three-component cross-coupling of o-iodoaniline, N-benzoyloxyamines, and norbornadiene. The Catellani and retro-Diels-Alder strategy was used in this domino process. o-Iodoaniline, with electron-donating and sterically hindered protecting groups, made the reaction selective toward o-C-H amination. On the basis of density functional theory calculations, the intramolecular Buchwald coupling of this reaction underwent a dearomatization and a 1,3-palladium migration process. The reasons for the control of the chemical selectivity by the protecting groups are given. Moreover, synthetic applications toward 4-piperazinylindole and a GOT1 inhibitor were realized.

Indoline derivative and application of indoline derivative in medicine

The invention discloses an indoline derivative, application of the indoline derivative in medicine, and stereisomer, tautomer, nitric oxide, solvate, metabolite, pharmacy-acceptable salt or other prodrugs of the indoline derivative. The invention further relates to a medicine composition with the compound and application of the compound or the medicine composition in preparation of medicine for treating diseases related to 5-HT6 receptors especially the Alzheimer's disease.

AROMATIC HETEROCYCLIC DERIVATIVES AND PHARMACEUTICAL APPLICATIONS THEREOF

Provided herein are aromatic heterocyclic derivatives or a stereoisomer, a tautomer, an N-oxide, a solvate, a metabolite, a pharmaceutically acceptable salt or a prodrug thereof used for treating Alzheimer's disease. Also provided herein are pharmaceutica

Deprotection of N-BOC compounds

Organic compounds having nitrogen atoms protected with t-butoxycarbonyl are effectively deprotected by heating in a fluorinated alcohol solution.

Deprotection of N-BOC compounds

Organic compounds having nitrogen atoms protected with t-butoxycarbonyl are effectively deprotected by heating in a fluorinated alcohol solution.

4' SUBSTITUTED COMPOUNDS HAVING 5-HT6 RECEPTOR AFFINITY

The present disclosure provides compounds having affinity for the 5-HT6 receptor which are of the formula (I): wherein R1, R2, R5, R6, B, D, E, G, Q, x and n are as defined herein. The disclosure also relates to methods of preparing such compounds, compositions containing such compounds, and methods of use thereof.

Novel practical deprotection of N-Boc compounds using fluorinated alcohols

The thermolytic deprotection of N-Boc compounds was accomplished using TFE (2,2,2-trifluoroethanol) or HFIP (hexafluoroisopropanol) as solvents. Even though the cleavage of the t-butylcarbamate (Boc) group can be achieved at solvent reflux temperature, the deprotection process was significantly accelerated under microwave-assisted conditions. The practicality of this methodology was demonstrated on alkyl, aryl, and heteroaromatic N-Boc-amines. Copyright Taylor & Francis Group, LLC.

Diarylalkylpiperazines active on the lower urinary tract

Disclosed herein are novel compounds and methods for the treatment of disorders of the lower urinary tract. The novel compounds are diarylalkylpiperazine derivatives. The methods comprise the administration of the novel compounds of the invention, and other compounds that bind to 5HT1A receptors, for treating disorders of the lower urinary tract.

4,5,6 and 7-indole and indoline derivatitives, their preparation and use

A substituted 4-, 5-, 6-, and 7-indole derivative of Formula (I) wherein A is a group having formula (IIA), (IIB), (IIC) wherein X, U, Y, R3to R12, Z, W, n and m are as defined above. The compounds are potent serotonin reuptake inhib