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

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 that features an indole group and a tert-butyl carboxylate moiety. TERT-BUTYL 4-(1H-INDOL-3-YL)-3,6-DIHYDROPYRIDINE-1(2H)-CARBOXYLATE may hold potential pharmaceutical applications due to its unique structural characteristics and could serve as a valuable building block in organic synthesis. Further research and evaluation are required to fully understand its properties and potential uses.

Uses

Used in Pharmaceutical Industry:
TERT-BUTYL 4-(1H-INDOL-3-YL)-3,6-DIHYDROPYRIDINE-1(2H)-CARBOXYLATE is used as a potential pharmaceutical agent for its structural features that may contribute to the development of new drugs. Its indole and dihydropyridine components could be exploited for their potential biological activities, such as vasodilation, calcium channel modulation, or other therapeutic effects, depending on the specific context of its application.
Used in Organic Synthesis:
In the field of organic synthesis, TERT-BUTYL 4-(1H-INDOL-3-YL)-3,6-DIHYDROPYRIDINE-1(2H)-CARBOXYLATE is used as a building block for the creation of more complex molecules. Its unique combination of functional groups allows for various synthetic pathways and transformations, which could lead to the development of novel compounds with specific applications in different industries.

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

• 17403-09-7 3-(4-piperidinyl)-1H-indole 
• 60155-63-7 4-(1H-indol-3-yl)piperidinium chloride 
• 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 
• 838822-03-0 1-benzenesulfonyl-3-(1,2,3,6-tetrahydro-pyridin-4-yl)-1H-indole 

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