21005-45-8

Usage

Uses

Used in Pharmaceutical and Agrochemical Synthesis:
1-Methyl-1H-indole-6-carbaldehyde is used as a building block in the synthesis of pharmaceutical and agrochemical products. Its unique structure and reactivity make it a valuable component in the development of new compounds with therapeutic and pesticidal properties.
Used in Drug Development:
1-Methyl-1H-indole-6-carbaldehyde is used as a key intermediate in the development of novel drugs. Its ability to interact with biological targets allows for the creation of molecules with potential therapeutic effects in various diseases and conditions.
Used in Electro-Optical Devices:
1-Methyl-1H-indole-6-carbaldehyde is used in the development of new materials for electro-optical devices due to its interesting photophysical properties. Its unique optical characteristics can be harnessed to create advanced materials for applications in optoelectronics, photonics, and other related fields.

InChI:InChI=1/C10H9NO/c1-11-5-4-9-3-2-8(7-12)6-10(9)11/h2-7H,1H3

Upstream product

• 1075-26-9 6-(hydroxymethyl)indole 
• 68-12-2 N,N-dimethyl-formamide 
• 125872-95-9 6-bromo-1-methyl-1H-indole 
• 20996-87-6 1-methyl-1H-indole-6-carbonitrile 
• 1196-70-9 indole-6-carboxaldehyde 
• 74-88-4 methyl iodide 
• 32989-68-7 trans-4-(β-dimethylaminovinyl)-3-nitrobenzaldehyde 

Relevant academic research and scientific papers

NOVEL COMPOUNDS AS INHIBITORS OF HISTONE DEACETYLASE 6 AND PHARMACEUTICAL COMPOSITION COMPRISING THE SAME

The present invention relates to a new compound having an inhibitory activity of histone deacetylase 6 (HDAC6), stereoisomers thereof, pharmaceutically acceptable salts thereof, a use thereof in the preparation of a drug, a pharmaceutical composition comprising them, a prophylactic or therapeutic method corresponding, and a method of preparing a new derivative 1,3,4-oxadiazole triazol, a novel compound having selective HDAC6 inhibitory activity being represented by the following chemical formula I.

Design, synthesis and biological evaluation of a series of pyrano chalcone derivatives containing indole moiety as novel anti-tubulin agents

A new series of pyrano chalcone derivatives containing indole moiety (3-42, 49a-49r) were synthesized and evaluated for their antiproliferative activities. Among all the compounds, compound 49b with a propionyloxy group at the 4-position of the left phenyl ring and N-methyl-5-indoly on the right ring displayed the most potent cytotoxic activity against all tested cancer cell lines including multidrug resistant phenotype, which inhibits cancer cell growth with IC50 values ranging from 0.22 to 1.80 μM. Furthermore, 49b significantly induced cell cycle arrest in G2/M phase and inhibited the polymerization of tubulin. Molecular docking analysis demonstrated the interaction of 49b at the colchicine binding site of tubulin. In experiments in vivo, 49b exerted potent anticancer activity in HepG2 human liver carcinoma in BALB/c nude mice. These results indicated these compounds are promising inhibitors of tubulin polymerization for the potential treatment of cancer.

Novel achiral indole-substituted titanocenes: Synthesis and preliminary cytotoxicity studies

A series of eight new titanocene dichloride derivatives has been synthesised and characterized. Four compounds from the series are lypophilic indole-functionalised titanocenes and four are hydrochloride salts of their dimethylaminomethyl-functionalised counterparts, which are water soluble. The compounds were tested for their in vitro cytotoxicities against the human kidney cancer cell line CAKI-1 and their results are compared with previously synthesised structural analogues. Surprisingly, two of the compounds showed no activity against the CAKI-1 cell line; however six compounds exhibited medium to high potency with IC50 values as low as 7.0 μM. These six complexes were tested further on this cell line using the co-solvent Soluphor P, which has been shown to improve both solubility and cytotoxicity of similar complexes. One of the compounds carrying a N-methylindole-substituent was obtained in the form of single crystals and allowed for the characterisation by X-ray crystallography; the compound crystallised in the space group P21/n (#14) with four molecules present in the monoclinic unit cell.

OXAZOLYL PIPERIDINE MODULATORS OF FATTY ACID AMIDE HYDROLASE

Certain oxazolyl piperidine compounds are described, which are useful as FAAH inhibitors. Such compounds may be used in pharmaceutical compositions and methods for the treatment of disease states, disorders, and conditions mediated by fatty acid amide hydrolase (FAAH) activity. Thus, the compounds may be administered to treat, e.g., anxiety, pain, inflammation, sleep disorders, eating disorders, or movement disorders (such as multiple sclerosis).

THERAPEUTIC AGENTS, AND METHODS OF MAKING AND USING THE SAME

In part, the present invention is directed to antibacterial compounds

PIPERAZINYL AND PIPERIDINYL UREAS AS MODULATORS OF FATTY ACID AMIDE HYDROLASE

Compounds of formula (I) : wherein, Z is -N-or>CH; R1 is -H or -C1-4alkyl; Ar1 is 2-thiazolyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidinyl, 4-primidinyl, 5-pyrimidinyl, or phenyl, each unsubstituted or substituted at a carbon ring member with one or two Ra moieties; Wher each Ra moiety is independently selected from the group consisting of -C1-4alkyl, -C2-4alkenyl, -OH, -OC1-4alkyl, halo, -CF3, -OCF3, -SCF3, -SH, -S(O)0-2C1-4alkyl, -OSO2C1-4alkyl, -CO2C1-4alkyl, -CO2H, -COC1-4alkyl, -N(Rb)Rc, -SO2NRbRc, -NRbSO2Rc, -C(=O)NRbRc, -NO2, and -CN, wherein Rb and Rc are each independently -H or -C1-4alkyl; and Ar2 is defined in the claims are useful as FAAH inhibitors. Such compounds may be used in pharmaceutical compositions and methods for the treatment of disease states, disorders, and conditions mediated by fatty acid amide hydrolase (FAAH) activity. Thus, the compounds may be administered to treat, e.g., anxiety, pain, inflammation, sleep disorders, eating disorders, or movement disorders (such as multiple sclerosis).

Discovery and characterization of aminopiperidinecoumarin melanin concentrating hormone receptor 1 antagonists

4-(1-Benzo[1,3]dioxol-5-ylmethylpiperidine-4-ylmethyl)-6-chlorochromen-2- one (7) is a potent, orally bioavailable melanin concentrating hormone receptor 1 (MCHr1) antagonist that causes dose-dependent weight loss in diet-induced obese mice. Further evalu

HETEROCYCLIC COMPOUNDS, METHODS OF MAKING THEM AND THEIR USE IN THERAPY

In part, the present invention is directed to antibacterial compounds of formula (I) wherein A is a bicyclic heteroaryl ring or a tricyclic ring and R2 is an heterocyclic residue; L is a bond, or L is alkyl, alkenyl or cycloalkyl.

Substituted pyrroles

Compounds of the formula STR1 wherein R is alkyl, alkylthio or hydroxy, as well as, pharmaceutically acceptable salts of compounds of formula I are antiproliferative agents useful in the treatment of cancer.

The Chemistry of Indoles. XXXII. A Facile Synthetic Method for 6-Indolecarbaldehyde, 6-Indolemethanol, and 6-Substituted 1-Hydroxyindoles and Its Application for the Synthesis of a Natural Alkaloid, (E)-6-(3-Methylbuta-1,3-dienyl)indole

Trivalent titanium ion can reduce arylaldehydes, and the reaction is controllable by selecting the pH of the reaction medium.Utilizing this new finding, 6-indolecarbaldehyde and 6-indolemethanol were conveniently produced by the modified Leimgruber-Batcho method with titanium(III) chloride as the reducing agent.Syntheses of a natural alkaloid, (E)-6-(3-methylbuta-1,3-dienyl)indole, and some new 6-substituted 1-hydroxyindoles are also reported.Keywords-titanium(III) chloride; 6-indolecarbaldehyde; 6-indolemethanol; (E)-6-(3-methylbuta-1,3-dienyl)indole; (Z)-6-(3-methylbuta-1,3-dienyl)indole; 1-hydroxy-6-indolecarbaldehyde; 1-methoxy-6-indolecerbaldehyde; 1-acetoxy-6-indolecarbaldehyde; Leimgruber-Batcho method; reduction