63277-54-3

Usage

Uses

Used in Pharmaceutical Industry:
Ethyl 1,3,4,5-tetrahydro-2H-pyrido[4,3,b]indole-2-carboxylate is used as a key intermediate in the synthesis of various drugs due to its complex structure and functional groups, which can be manipulated to create a range of therapeutic agents.
Used in Medicinal Chemistry Research:
Ethyl 1,3,4,5-tetrahydro-2H-pyrido[4,3,b]indole-2-carboxylate serves as a valuable subject for medicinal chemistry research, where its diverse pharmacological activities are explored and harnessed to develop new drugs with potential applications in treating various diseases and conditions.
Used in Pharmacological Research:
Ethyl 1,3,4,5-tetrahydro-2H-pyrido[4,3,b]indole-2-carboxylate is utilized in pharmacological research to investigate its antifungal, anti-inflammatory, and analgesic properties, which can lead to the discovery of novel treatments for fungal infections, inflammatory disorders, and pain management.

Upstream product

• 17159-79-4 ethyl 4-oxocyclohexane-1-carboxylate 
• 100-63-0 phenylhydrazine 
• 29976-53-2 N-ethoxycarbonyl-4-piperidone 
• 615-43-0 2-iodophenylamine 
• 59-88-1 phenylhydrazine hydrochloride 

Downstream Products

• 688030-07-1 5-benzyl-1,3,4,5-tetrahydro-pyrido[4,3-b]indole-2-carboxylic acid ethyl ester 
• 199725-38-7 (+/-)-ethyl cis-1,3,4,4a,5,9b-hexahydro-2H-pyrido[4,3-b]indole-2-carboxylate 
• 1189545-83-2 5-benzenesulfonyl-1,3,4,5-tetrahydro-pyrido[4,3-b]indole-2-carboxylic acid ethyl ester 
• 82884-22-8 5-Phenyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole 
• 56756-99-1 2-Methyl-5-phenyl-2,3,4,5-tetrahydro-2-methyl-1H-pyrido[4,3-b]indol 
• 618910-05-7 5-benzyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole 
• 618910-03-5 5-ethyl-1H,2H,3H,4H,5H-pyrido[4,3-b]indole 

Relevant academic research and scientific papers

Enantioselective synthesis of cis-hexahydro-γ-carboline derivatives via Ir-catalyzed asymmetric hydrogenation

A novel synthetic route was developed for the construction of a chiral cis-hexahydro-γ-carboline derivative through Ir/ZhaoPhos-catalyzed asymmetric hydrogenation of corresponding tetrahydro-γ-carboline with high yields (up to 99% yield), excellent diastereoselectivities (up to >99 : 1 dr) and enantioselectivities (up to 99% ee), and high substrate-to-catalyst ratios (up to 5000).

MODIFIED CARBAZOLES AS THERAPEUTIC AGENTS

This disclosure relates to compounds that target microtubules, pharmaceutical compositions comprising them, and methods of using the compounds and compositions for treating diseases. More particularly, this disclosure relates to modified carbazole compounds and pharmaceutical compositions thereof, methods of targeting microtubules with these compounds, and methods of treating diseases affected by microtubule disruption.

Modified carbazoles destabilize microtubules and kill glioblastoma multiform cells

Small molecules that target microtubules (MTs) represent promising therapeutics to treat certain types of cancer, including glioblastoma multiform (GBM). We synthesized modified carbazoles and evaluated their antitumor activity in GBM cells in culture. Modified carbazoles with an ethyl moiety linked to the nitrogen of the carbazole and a carbonyl moiety linked to distinct biaromatic rings exhibited remarkably different killing activities in human GBM cell lines and patient-derived GBM cells, with IC50 values from 67 to >10,000 nM. Measures of the activity of modified carbazoles with tubulin and microtubules coupled to molecular docking studies show that these compounds bind to the colchicine site of tubulin in a unique low interaction space that inhibits tubulin assembly. The modified carbazoles reported here represent novel chemical tools to better understand how small molecules disrupt MT functions and kill devastating cancers such as GBM.

Thiapyran[4,3-b] indole compound and preparing method and application thereof

The invention discloses a thiapyran[4,3-b] indole compound and a preparing method and application thereof. The structure of the compound is shown in the formula 1, wherein the formula 1 is shown in the description, and R1-R5 are not all hydrogen. The compound has excellent activities of inhibiting mycelial growth, protecting detached leaves, protecting living bodies and treating the living bodiesfor rhizoctonia solani, the effects of the compound are even superior to those of positive control drugs, and the compound has an important application value in preventing and/or treating rice sheathblight.

NEW Na-SUBSTITUTED CARBOLINE COMPOUNDS USABLE FOR THE TREATMENT OF NEURODEGENERATIVE DISEASES

The present invention relates to a compound according to Formula (III) or a pharmaceutically acceptable salt, solvate, clathrate, hydrate or polymorph thereof and its use.

CARBOLINE COMPOUNDS USABLE IN THE TREATMENT OF NEURODEGENERATIVE DISEASES

The present invention relates to a compound according to Formula (A) or a pharmaceutically acceptable salt, solvate, clathrate, hydrate or polymorph thereof, and its use.

COMPOSITIONS AND METHODS FOR TREATING MALIGNANT ASTROCYTOMAS

The disclosure provides methods of treating glioblastoma, methods of screening for compounds that treat glioblastoma, and pharmaceutical compositions useful in the treatment of glioblastoma.

Synthesis and structure-activity relationships of γ-carboline derivatives as potent and selective cysLT1 antagonists

A γ-carboline series of cysLT1 receptor antagonists has been prepared. Some of the compounds show good potencies both, in vitro and in vivo, compared to the standard compounds.

Synthesis of 8-substituted tetrahydro-γ-carbolines

The Fischer reaction is applied to the synthesis of 8-substituted tetrahydro-γ-carbolines with electron-donating or electron-withdrawing groups, using catalytic or thermal methods. The reaction conditions must be varied according to the nature of the N 1 substituent of the piperidone. The best results are observed when a releasing group is present on the arylhydrazine and a benzyl substituent on the nitrogen of piperidone. Formation of carbolines with a withdrawing substituent is observed in soft acidic conditions; in others, reaction ended at the hydrazone level or did not evolve.

γ-Carbolines: Binding at 5-HT5A serotonin receptors

Screening of various agents resulted in the identification of 5-methyl-1,2,3,4-tetrahydro-γ-carboline (1; Ki=5,300 nM) as a compound with modest affinity for mouse 5-HT5A receptors. Structure-affinity studies were conducted resulting