155302-27-5

Basic information

• Product Name: TERT-BUTYL 4-(1H-INDOL-3-YL)-3,6-DIHYDROPYRIDINE-1(2H)-CARBOXYLATE
• Synonyms: TERT-BUTYL 4-(1H-INDOL-3-YL)-3,6-DIHYDROPYRIDINE-1(2H)-CARBOXYLATE;TERT-BUTYL 4-(1H-INDOL-3-YL)-5,6-DIHYDROPYRIDINE-1(2H)-CARBOXYLATE;1(2H)-Pyridinecarboxylicacid, 3,6-dihydro-4-(1H-indol-3-yl)-, 1,1-diMethylethyl ester;4-(1H-Indol-3-yl)-3,6-dihydro-2H-pyridine-1-carboxylicacidtert-butylester
• CAS NO: 155302-27-5
• Molecular Formula: C₁₈H₂₂N₂O₂
• Molecular Weight: 298.38
• Mol File: 155302-27-5.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: TERT-BUTYL 4-(1H-INDOL-3-YL)-3,6-DIHYDROPYRIDINE-1(2H)-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: TERT-BUTYL 4-(1H-INDOL-3-YL)-3,6-DIHYDROPYRIDINE-1(2H)-CARBOXYLATE(155302-27-5)
• EPA Substance Registry System: TERT-BUTYL 4-(1H-INDOL-3-YL)-3,6-DIHYDROPYRIDINE-1(2H)-CARBOXYLATE(155302-27-5)

Safety Data

• Hazardous Substances Data: 155302-27-5(Hazardous Substances Data)

Usage

General Description

Tert-Butyl 4-(1H-indol-3-yl)-3,6-dihydropyridine-1(2H)-carboxylate is a chemical compound with the molecular formula C19H22N2O2. It is a dihydropyridine derivative containing an indole group and a tert-butyl carboxylate moiety. TERT-BUTYL 4-(1H-INDOL-3-YL)-3,6-DIHYDROPYRIDINE-1(2H)-CARBOXYLATE may have potential pharmaceutical applications due to its structural features and could be used as a building block in organic synthesis. Its properties and potential uses would need to be further studied and evaluated.

Upstream product

• 120-72-9 indole 
• 65347-55-9 3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole 
• 79099-07-3 N-tert-butyloxycarbonylpiperidin-4-one 

Downstream Products

• 60155-63-7 4-(1H-indol-3-yl)piperidinium chloride 
• 17403-09-7 3-(4-piperidinyl)-1H-indole 
• 1416892-01-7 4-[3-(1-cyclopentyl-4-piperidyl)indol-1-yl]aniline 
• 1416892-23-3 3-(1-cyclopentyl-3,6-dihydro-2H-pyridin-4-yl)-1-(4-nitrophenyl)indole 
• 1416892-61-9 C₂₁H₂₀F₃N₃O₂ 
• 1416891-98-9 2,2,2-trifluoro-1-[4-[1-(4-nitrophenyl)indol-3-yl]-3,6-dihydro-2H-pyridin-1-yl]ethanone 
• 1416891-97-8 1-(4-nitrophenyl)-3-(1,2,3,6-tetrahydropyridin-4-yl)indole 
• 1416891-84-3 tert-butyl 4-[1-(4-nitrophenyl)indol-3-yl]-3,6-dihydro-2H-pyridine-1-carboxylate 
• 1383255-68-2 methyl 3-(1-(tert-butoxycarbonyl)-4-(1H-indol-3-yl)piperidin-4-yl)indolizine-1-carboxylate 
• 855776-16-8 tert-butyl 4-(1-(phenylsulfonyl)-1H-indol-3-yl)piperidine-1-carboxylate 

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 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.

COMPOUNDS AND THERAPEUTIC USES THEREOF

The invention relates to compounds, pharmaceutical compositions and methods useful for treating cancer, systemic or chronic inflammation, rheumatoid arthritis, diabetes, obesity, T-cell mediated autoimmune disease, ischemia, and complications associated w