951174-11-1

Basic information

• Product Name: tert-Butyl 4-(5-methoxy-1H-indol-3-yl)-1-piperidinecarboxylate
• Synonyms: 1-Piperidinecarboxylic acid, 4-(5-methoxy-1H-indol-3-yl)-, 1,1-dimethylethyl ester;4-(5-Methoxy-1H-indol-3-yl)-1-piperidinecarboxylic acid 1,1-dimethylethyl ester;tert-Butyl 4-(5-methoxy-1H-indol-3-yl)-1-piperidinecarboxylate;tert-butyl 4-(5-methoxy-1H-indol-3-yl)piperidine-1-carboxylate;t-Butyl-4-(5-methoxy-1H-indol-3-yl)piperidine-1-carboxylate
• CAS NO: 951174-11-1
• Molecular Formula: C19H26N2O3
• Molecular Weight: 330.42
• Mol File: 951174-11-1.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 491.965 °C at 760 mmHg
• Appearance: /
• Density: 1.158
• Refractive Index: 1.579
• Storage Temp.: 2-8°C
• CAS DataBase Reference: tert-Butyl 4-(5-methoxy-1H-indol-3-yl)-1-piperidinecarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-Butyl 4-(5-methoxy-1H-indol-3-yl)-1-piperidinecarboxylate(951174-11-1)
• EPA Substance Registry System: tert-Butyl 4-(5-methoxy-1H-indol-3-yl)-1-piperidinecarboxylate(951174-11-1)

Safety Data

• Hazardous Substances Data: 951174-11-1(Hazardous Substances Data)

Usage

General Description

Tert-Butyl 4-(5-methoxy-1H-indol-3-yl)-1-piperidinecarboxylate is a chemical compound that belongs to the class of piperidinecarboxylate derivatives. It is a synthetic compound with a molecular formula C20H31NO3 and a molecular weight of 333.47 g/mol. This chemical is commonly used in organic synthesis and pharmaceutical research as a building block for the preparation of various indole-based compounds. The tert-butyl group at the 4th position of the piperidinecarboxylate moiety provides stability and sterical hindrance, while the 5-methoxy-1H-indol-3-yl group adds biological activity to the molecule. Tert-butyl 4-(5-methoxy-1H-indol-3-yl)-1-piperidinecarboxylate is of interest in medicinal chemistry for its potential pharmacological properties and therapeutic applications.

InChI:InChI=1/C19H26N2O3/c1-19(2,3)24-18(22)21-9-7-13(8-10-21)16-12-20-17-6-5-14(23-4)11-15(16)17/h5-6,11-13,20H,7-10H2,1-4H3

Upstream product

• 951174-07-5 4-(5-methoxy-1H-indol-3-yl)-5,6-dihydropyridine-1(2H)-carboxylic acid tert-butyl ester 
• 1006-94-6 5-methoxylindole 
• 79099-07-3 N-tert-butyloxycarbonylpiperidin-4-one 

Relevant articles and documents

N1-Azinylsulfonyl-1H-indoles: 5-HT6 Receptor Antagonists with Procognitive and Antidepressant-Like Properties

A series of N1-azinylsulfonyl-3-(1,2,3,6,tetrahyrdopyridin-4-yl)-1H-indole derivatives was designed to obtain highly potent 5-HT6 receptor ligands. The study allowed for the identification of 25 (4-{[5-methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indol-1-yl]sulfonyl}isoquinoline), a potent and selective 5-HT6 receptor antagonist. The selected compound, was evaluated in vivo in a novel object recognition (NOR) and forced swim (FST) tests in rats, demonstrating distinct pro-cognitive and antidepressant-like properties (MED = 1 mg/kg and 0.1 mg/kg, i.p., respectively). Compound SB-742457, used as comparator, reversed memory deficits in NOR task in similar doses, while in FST it was active in 10-30-fold higher dose (3 mg/kg). In contrast to SB-742457, which was active in Vogel test (MED = 3 mg/kg), compound 25 displayed no anxiolytic activity.

Substituted heterocyclic compounds and its application on the medicament (by machine translation)

The invention relates to substituted heterocyclic compounds and its application on the medicament, in particular to a novel class of substituted heterocyclic compounds or its isomer, tautomer, nitrogen oxide, hydrate, solvate, metabolite, pharmaceutically acceptable salt or prodrug, and their method of preparation. The invention also relates to the compounds of the invention pharmaceutical composition, and said compound or pharmaceutical compositions for the treatment5-HT6receptor-related diseases, in particular Alzheimer's disease in the use thereof. (by machine translation)