3382-43-2

Usage

Uses

1. Used in Pharmaceutical Industry:
1,2,3,4-Tetrahydro-7-Methoxycarbazole is used as an intermediate compound for the synthesis of various pharmaceuticals. Its unique chemical structure allows it to be a valuable building block in the development of new drugs.
2. Used in Chemical Research:
As a white solid with specific chemical properties, 1,2,3,4-Tetrahydro-7-Methoxycarbazole can be utilized in chemical research for understanding the behavior of similar compounds and their potential applications in various fields.
3. Used in Material Science:
1,2,3,4-Tetrahydro-7-Methoxycarbazole may also find applications in material science, where its properties can be explored for the development of new materials with specific characteristics, such as improved stability or reactivity.
4. Used in Environmental Applications:
Due to its chemical properties, 1,2,3,4-Tetrahydro-7-Methoxycarbazole could potentially be used in environmental applications, such as in the treatment of pollutants or the development of eco-friendly materials.
5. Used in Analytical Chemistry:
1,2,3,4-Tetrahydro-7-Methoxycarbazole can be employed as a reference material or standard in analytical chemistry for the calibration of instruments and the development of new analytical methods.

InChI:InChI=1/C13H15NO/c1-15-9-6-7-11-10-4-2-3-5-12(10)14-13(11)8-9/h6-8,14H,2-5H2,1H3

Upstream product

• 67-56-1 methanol 
• 78863-99-7 7-bromo-2,3,4,9-tetrahydro-1H-carbazole 
• 68962-18-5 cyclohexanone-(3-methoxy-phenylhydrazone) 
• 78839-76-6 N-(2-bromo-5-methoxyphenyl)-2,2,2-trifluoroacetamide 
• 822-87-7 2-Chlorocyclohexanone 
• 443303-81-9 4'-methoxy-2′-nitro-4,5-dihydro-[1,1'-biphenyl]-2(3H)-one 
• 108-94-1 cyclohexanone 
• 39232-91-2 m-methoxyphenylhydrazine hydrochloride 
• 931-17-9 1,2-Cyclohexanediol 
• 536-90-3 m-Anisidine 
• 33948-36-6 2-iodocyclohex-2-en-1-one 
• 930-68-7 cyclohexenone 
• 59557-92-5 2-bromo-5-methoxyaniline 
• 58755-70-7 1-iodo-4-methoxy-2-nitrobenzene 

Downstream Products

• 41084-59-7 6'-methoxy-spiro(cyclopentane-1,2'-indolin)-3'-one 
• 6933-49-9 2-methoxy-9H-carbazole 

Relevant academic research and scientific papers

Synthesis of C-15 vindoline analogues by palladium-catalyzed cross-coupling reactions

(Chemical Equation Presented) Described are general protocols for the rapid construction of various C-15-substituted analogues of vindoline using palladium-catalyzed cross-coupling reactions. The required bromo-and iodovindolines were prepared in high yie

A Palladium-Catalyzed Ullmann Cross-Coupling/Reductive Cyclization Route to the Carbazole Natural Products 3-Methyl-9H-carbazole, Glycoborine, Glycozoline, Clauszoline K, Mukonine, and Karapinchamine A

The title natural products 2-7 have been prepared by reductive cyclization of the relevant 2-arylcyclohex-2-en-1-one (e.g. 20) to the corresponding tetrahydrocarbazole and dehydrogenation (aromatization) of this to give the target carbazole (e.g. 4). Compounds such as 20 were prepared using a palladium-catalyzed Ullmann cross-coupling reaction between the appropriate 2-iodocyclohex-2-en-1-one and o-halonitrobenzene.

Catalytic Synthesis of Substituted Indoles and Quinolines from the Dehydrative C-H Coupling of Arylamines with 1,2- and 1,3-Diols

The cationic ruthenium-hydride complex catalyzes the dehydrative C-H coupling reaction of arylamines with 1,2-diols to form the indole products. The analogous coupling of arylamines with 1,3-diols afforded the substituted quinolines. The catalytic method directly forms these coupling products in a highly regioselective manner without generating any toxic byproducts.

Synthesis of 1,2,3,4-tetrahydrocarbazoles and related tricyclic indoles

Reduction of 2-(2-nitrophenyl)-2-cyclohexene-1-ones using palladium on carbon under 1 atm of hydrogen gas at ambient temperature affords 1,2,3,4-tetrahydrocarbazoles in excellent isolated yields. The starting materials were prepared by intermolecular Stille coupling of 2-iodo-2-cyclohexen-1-ones with 2-(tributylstannyl)-1-nitrobenzenes.

OPHTHALMIC COMPOSITIONS FOR TREATING OCULAR HYPERTENSION

This invention relates to potent potassium channel blocker compounds of Formula (I) or a formulation thereof for the treatment of glaucoma and other conditions which leads to elevated intraoccular pressure in the eye of a patient. This invention also relates to the use of such compounds to provide a neuroprotective effect to the eye of mammalian species, particularly humans.

A METHOD OF INDOLE SYNTHESIS

The present invention relates to methods for the synthesis of indoles. In particular, the invention relates to the coupling of an a-haloenone or a-haloenal with an ortho-halonitroarene to form an ortho-(enone)nitroarene or ortho-(enal)nitroarene. Reductive cyclization of an ortho-(enone)nitroarene or ortho-(enal)nitroarene affords access to indole compounds.

Synthesis of indoles via palladium[0]-mediated ullmann cross-coupling of o-halonitroarenes with α-halo-enones or -enals

(Matrix presented) Palladium[0]-mediated Ullmann cross-coupling of o-halonitrobenzene (1) and various related nitroarenes with a range of α-halo-enones (e.g., 2) or -enals readily affords the expected α-arylenones, e.g., 3, or -enals, which are converted into the corresponding indoles, e.g., 4, on reaction with dihydrogen in the presence of Pd on C.

Mechanism of Fischer Reaction. Dependence of Thermal Indolization of Cyclohexanone Arylhydrazones on Nature of Substituent in the Benzene Ring

The kinetics of the Fischer thermal indolization of monosubstituted cyclohexanone arylhydrazones was studied by the spectrophotometric method.The enthalpy and entropy of activation of the reaction were calculated.The data obtained were interpreted in terms of a consistent mechanism of formation of a carbon-carbon bond (the -sigmatropic shift).It was found that the influence of the electronic factors on the rate of the sigmatropic rearrangement is inappreciable.

METHODOLOGY FOR THE FACILE AND REGIO-CONTROLLED SYNTHESIS OF INDOLES

A method based on organodimetallic reagents is described for the regiocontrolled synthesis of indoles which proceeds, generally, in one to two operations from commercially or readily available reactants.The method is applied to the synthesis of indole itself, 2-substituted, 3-substituted, 2,3-disubstituted and 6-substituatd indoles.

METHODOLOGY FOR INDOLE SYNTHESIS

An efficient synthesis of indole derivatives in one operation by reaction of organodilithium reagents with vicinal dication equivalents is described.