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

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

Uses

Used in Pharmaceutical Research:
Tert-Butyl 4-(5-methoxy-1H-indol-3-yl)-1-piperidinecarboxylate is used as a building block for the synthesis of indole-based compounds, which are of interest in the development of new pharmaceutical agents. Its unique structure and properties make it a promising candidate for the creation of novel therapeutics with potential applications in various medical fields.
Used in Organic Synthesis:
In the field of organic synthesis, Tert-Butyl 4-(5-methoxy-1H-indol-3-yl)-1-piperidinecarboxylate serves as a versatile intermediate for the preparation of a range of organic compounds. Its reactivity and structural features allow for the synthesis of complex molecules with diverse applications in various industries, including pharmaceuticals, agrochemicals, and materials science.
Used in Medicinal Chemistry:
Tert-Butyl 4-(5-methoxy-1H-indol-3-yl)-1-piperidinecarboxylate is utilized as a key component in the design and synthesis of new drugs with potential pharmacological properties. Its incorporation into drug molecules can enhance their biological activity, selectivity, and pharmacokinetic profiles, leading to the development of more effective and safer therapeutic agents.
Used in Drug Discovery:
In the process of drug discovery, Tert-Butyl 4-(5-methoxy-1H-indol-3-yl)-1-piperidinecarboxylate is employed as a starting material or a scaffold for the identification and optimization of new drug candidates. Its unique chemical and biological properties make it an attractive target for medicinal chemists seeking to develop innovative treatments for various diseases and conditions.
Used in Chemical Libraries:
Tert-Butyl 4-(5-methoxy-1H-indol-3-yl)-1-piperidinecarboxylate is also used in the construction of chemical libraries for high-throughput screening. These libraries contain a diverse array of compounds, including piperidinecarboxylate derivatives, which can be screened against biological targets to identify potential lead compounds for further optimization and development into new drugs.

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

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

Relevant articles and documents

Substituted heterocyclic compounds and application of same to medicines

The invention relates to substituted heterocyclic compounds and application of the same to medicines and specifically provides the novel substituted heterocyclic compounds or stereoisomers, tautomers, nitrogen oxides, hydrates, solvates, metabolites, pharmaceutically acceptable salts or prodrugs thereof, and preparation methods thereof. The invention also relates to pharmaceutical compositions containing the compounds and application of the compounds or pharmaceutical compositions to treatment of diseases related to 5-HT6 receptors, especially Alzheimer's disease.

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)

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.

Pyrazole-based cathepsin S inhibitors with improved cellular potency

High potency pyrazole-based noncovalent inhibitors of human cathepsin S (CatS) were developed by modification of the benzo-fused 5-membered ring heterocycles found in earlier series of CatS inhibitors. Although substitutions on this heterocyclic framework