486-93-1

Basic information

• Product Name: 1H-Pyrido[3,4-b]indole,2,3,4,9-tetrahydro-7-methoxy-1-methyl- (9CI)
• Synonyms: NSC 99788
• CAS NO: 486-93-1
• Molecular Formula: C13H16 N2 O
• Molecular Weight: 216.283
• Mol File: 486-93-1.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: 1H-Pyrido[3,4-b]indole,2,3,4,9-tetrahydro-7-methoxy-1-methyl- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrido[3,4-b]indole,2,3,4,9-tetrahydro-7-methoxy-1-methyl- (9CI)(486-93-1)
• EPA Substance Registry System: 1H-Pyrido[3,4-b]indole,2,3,4,9-tetrahydro-7-methoxy-1-methyl- (9CI)(486-93-1)

Safety Data

• Hazardous Substances Data: 486-93-1(Hazardous Substances Data)

Usage

Molecular structure

1H-Pyrido[3,4-b]indole,2,3,4,9-tetrahydro-7-methoxy-1-methyl(9CI) has a complex molecular structure with a core of a pyrido[3,4-b]indole ring, which is a fused ring system consisting of a six-membered pyridine ring and a five-membered indole ring.

Class

This compound belongs to the class of indole alkaloids, which are a group of naturally occurring compounds that contain an indole ring and an alkaloid structure.

Natural sources

It is derived from natural sources such as plants or fungi.

Pharmacological properties

1H-Pyrido[3,4-b]indole,2,3,4,9-tetrahydro-7-methoxy-1-methyl(9CI) has been studied for its potential pharmacological properties, including its effects on the central nervous system and potential anti-cancer activity.

Chemical properties

The specific chemical properties of 1H-Pyrido[3,4-b]indole,2,3,4,9-tetrahydro-7-methoxy-1-methyl(9CI) are not provided in the material, but in general, indole alkaloids can have a wide range of chemical properties, including the ability to interact with other molecules and enzymes in the body.

Biological activities

The specific biological activities of 1H-Pyrido[3,4-b]indole,2,3,4,9-tetrahydro-7-methoxy-1-methyl(9CI) are not provided in the material, but in general, indole alkaloids can have a wide range of biological activities, including the ability to affect the function of cells and tissues in the body.

Research and therapeutic applications

1H-Pyrido[3,4-b]indole,2,3,4,9-tetrahydro-7-methoxy-1-methyl(9CI) is an interesting compound for further research and potential therapeutic applications due to its chemical properties and biological activities.

Upstream product

• 1229021-13-9 7-methoxy-2-benzyl-1-methyl-β-carbolinium bromide 
• 57032-15-2 2-benzyl-7-methoxy-1-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole 
• 23084-35-7 2-(6-methoxy-1H-indol-3-yl)acetonitrile 
• 3189-13-7 6-methoxylindole 
• 105740-52-1 1-dibromomethyl-3,4-dihydro-7-methoxy-β-carboline 
• 6027-98-1 Harmaline hydrochloride 
• 75-07-0 acetaldehyde 
• 3610-36-4 2-(6-methoxy-1H-indol-3-yl)ethanamine 
• 304-21-2 harmaline 
• 442-51-3 harmine 

Downstream Products

• 17019-04-4 1-(7-methoxy-1-methyl-β-carbolin-9-yl)-1-phenylmethane 
• 17952-72-6 4-acetyltetrahydroharmine 
• 110691-55-9 (1S)-2-<((R)-1-phenylethyl)carbamoyl>-1,2,3,4-tetrahydroharmine 
• 442-51-3 harmine 

Relevant articles and documents

Dehydrogenation of N-Heterocycles by Superoxide Ion Generated through Single-Electron Transfer

Nitrogen-containing heteroarene motifs are found in numerous pharmaceuticals, natural products, and synthetic materials. Although several elegant methods for synthesis of these compounds through dehydrogenation of the corresponding saturated heterocycles have been reported, some of the methods are hampered by long reaction times, harsh conditions, and the need for catalysts that are not readily available. This work reports a novel method for dehydrogenation of N-heterocycles. Specifically, O2.? generated in situ acts as the oxidant for N-heterocycle substrates that are susceptible to oxidation through a hydrogen atom transfer mechanism. This method provides a general, green route to N-heteroarenes.

2 - substituted β - carbolines compound and its used for preparation for preventing or treating tumor drug application

The invention provides 2-substituted-beta-carboline compounds and application thereof in preparing drugs for preventing or treating tumors. The structural general formula of the compounds is disclosed as Formula I. The compounds have high inhibiting actions on growth of tumor cells, and have approximate activity to the positive control paclitaxel. Part of the compounds have obviously better antitumor activity than the paclitaxel; the IC50 value is less than 1 mu M; and thus, the compounds can become efficient drugs for treating tumors.

Synthesis and biological evaluation of N9-substituted harmine derivatives as potential anticancer agents

A series of N9-substituted harmine derivatives were synthesized and evaluated for their anticancer activity on a panel of cancer cell lines, their apoptosis induction and their cell cycle effects. The results showed that N9-substituted harmine derivatives had anticancer effects. In particular, N9-haloalkyl derivatives 9a–9c and N9-acyl harmine derivatives 11c and 11d, with IC50values less than 1?μM, were more potent than doxorubicin against A-549 and/or MCF-7 cell lines. Moreover, structure–activity relationships (SARs) indicated that introducing a haloalkyl or benzenesulfonyl group in the N9-position of harmine could significantly increase the anticancer activity. The most active compound (11d) caused cell cycle arrest in the G2/M phase, and induced cell apoptosis in a dose-dependent manner.