73816-11-2

Upstream product

• 52755-02-9 N,N-dimethylformamide dimethyl acetal 
• 1975-50-4 2-methyl-3-nitrobenzic acid 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 59382-59-1 2-methyl-3-nitro-benzoic acid methyl ester 

Downstream Products

• 77747-69-4 5-nitro-1H-isochromen-1-one 
• 68900-05-0 4-vinylindole 
• 146175-98-6 N-benzyl-4-(2-methoxyvinyl)-3-(3'-trimethylsilylmethyl-2'-hydroxy-but-3'-enyl)indoline 
• 146175-96-4 N-benzyl-3-cyanomethyl-4-(2-methoxyvinyl)indoline 
• 146175-97-5 N-benzyl-3-formylmethyl-4-(2-methoxyvinyl)indoline 
• 1074-85-7 (1H-indol-4-yl)methanol 
• 1074-86-8 4-formyl indole 
• 220499-11-6 1-(tert-butyl) methyl 1H-1,4-indoledicarboxylate 
• 220499-13-8 tert-butyl 4-(bromomethyl)-1H-1-indolecarboxylate 
• 220499-12-7 tert-butyl 4-(hydroxymethyl)-1H-1-indolecarboxylate 

Relevant academic research and scientific papers

The role of polycyclic frameworks in modulating P2X7 receptor function

Herein we describe our recent attempts to target the P2X7 receptor for potential treatment of neurological disorders. This work focusses on different polycycles including carborane, adamantane or cubane, joined by either a cyanoguanidine or an amide linker to phenyl or isoquinoline moieties. We have demonstrated the superiority of the adamantyl moiety over other polycycles in terms of synthetic accessibility and biological (cellular) activity. We have also shown that an amide or cyanoguanidine linker can greatly alter the biological activity of compounds. This SAR study provides important insights into the types of functionality required to target the P2X7 receptor.

Bicycloheteroaryl compounds as P2X7 modulators and uses thereof

Bicycloheteroaryl compounds are disclosed that have a formula represented by the following: The compounds may be prepared as pharmaceutical compositions, and may be used for the prevention and treatment of a variety of conditions in mammals including huma

Microwave assisted Leimgruber-Batcho reaction for the preparation of indoles, azaindoles and pyrroylquinolines

The development of enhanced conditions for Lewis acid catalysed Leimgruber-Batcho indole synthesis using microwave acceleration is described. This approach has permitted the preparation of a variety of heteroaromatic enamine intermediates in good yield and high purities. Subsequent catalytic hydrogenation reactions, under various conditions including the use of a solid-phase encapsulated catalyst, furnish the corresponding indole derivatives in good yields.

Substituted tetrahydroisoquinolines and uses thereof

The invention provides compounds of the formula: and pharmaceutically acceptable salts or prodrugs thereof, wherein, n, X, Y, R1, R2, R3, R4 and R5 are as defined herein. The invention also provides methods for preparing, compositions comprising, and methods for using compounds of formula I.

Synthesis of (2S)-2-amino-3-(1H-4-indolyl)propanoic acid, a novel tryptophan analog for structural modification of bioactive peptides

A convenient, multigram synthesis of a novel α-amino acid (2S)-2- amino-3-(1H-4-indolyl)propanoic acid (la), is reported. An Fmoc-t-Boc derivative of this novel regioisomer of the natural aromatic amino acid tryptophan could be readily incorporated into b

Thromboxane A2 synthetase inhibitors with histamine H1-blocking activity: Synthesis and evaluation of a new series of indole derivatives

A novel series of N-substituted 3-(1H-imidazol-1-ylmethyl)indole carboxylic acid derivatives were prepared and evaluated for thromboxane A2 (TXA2) synthetase-inhibitory and histaminergic H1-blocking activity. Among the compounds synthesized, indole-6-carboxylic acid derivatives showed higher activities than the other positional isomers of carboxylic acid. 1-[3-(4- Benzhydryl-1-piperazinyl)propyl]-3-(1H-imidazol-1-ylmethyl)-1H-indole-6- carboxylic acid (12) had the strongest thromboxane synthetase inhibitory activity (IC50 = 5 x 10-8 M) and H1-blocking activity (IC50 = 8 x 10- 9 M).

Intramolecular Cycloadditions: Synthesis of 1-Methylene-2,3,3a,4,5,9b-hexahydro-1H-benzindenes and an unsuccessful approach to Ergot Alkaloids

1-(1-Hydroxy-2-trimethylsilylmethylprop-2-enyl)-2-(4-substituted-but-3-enyl)-4-methoxybenzenes, prepared by a short synthesis, underwent intramolecular cycloadditions to produce the title indenes.An analogous intramolecular cycloaddition was attempte

Processes for preparing 4-substituted indoles

A new chemical sequence for preparing indoles is disclosed whose key reactions are reaction of a o-nitrotoluene with tris(dimethylamino)methane to give a β-dimethylamino-o-nitrostyrene which is converted into a semicarbazone and cyclized.

SYNTHESIS OF 4-SUBSTITUTED INDOLES FROM o-NITROTOLUENES

A facile two- or three-step transformation of o-nitrotoluenes into 4-substituted indoles is described.Treatment of o-nitrotoluenes 1 with DMF acetal, or sometimes more advantageously with tris(N,N-dimethylamino)methane, affords β-(N,N-dimethylamino)styrenes 2 which are readily converted too-nitrophenylacetaldehyde semicarbazones 3 without isolation.Reduction of either 2 or 3 affords 4-substituted indoles 4.Use of the very insoluble semicarbazones results in vastly superior yields of 4 by minimizing completing bimolecular condensation reactions during reduction.This new procedure has been applied to efficiently and conveniently prepare a series of 4-substituted indoles 4.