181765-86-6

Usage

Chemical Properties

off-white powder

InChI:InChI=1/C8H6BrIO2/c1-12-8(11)6-4-5(9)2-3-7(6)10/h2-4H,1H3

Upstream product

• 21740-00-1 5-bromo-2-iodo-benzoic acid 
• 610-97-9 o-iodo-methyl-benzoic acid 
• 77-78-1 dimethyl sulfate 
• 88-67-5 2-Iodobenzoic acid 
• 74-88-4 methyl iodide 
• 67-56-1 methanol 
• 293738-03-1 5-bromo-2-iodobenzoyl chloride 
• 5794-88-7 5-Bromo-2-aminobenzoic acid 
• 118-92-3 anthranilic acid 
• 52727-57-8 5-bromo-2-aminobenzoic acid methyl ester 

Downstream Products

• 81747-32-2 4,4'-dibromo-2,2'-bis(methoxycarbonyl)-1,1'-biphenyl 
• 641-13-4 anthanthrone 
• 860520-09-8 9-bromo-7-oxo-7H-benz[de]anthracene-11-carboxylic acid 
• 199786-58-8 (5-bromo-2-iodo-phenyl)-methanol 
• 1016264-04-2 dimethyl 6,6'-(9,9-didodecylfluorene-2,7-diyl)bis(3-bromobenzoate) 
• 82104-06-1 2-benzyl-5-bromoisoindoline-1,3-dione 
• 842136-32-7 5-bromo-2-trifluoromethylbenzoic acid methyl ester 
• 1283638-28-7 C₁₇H₁₃BrO₃ 
• 1245735-29-8 2-benzoyl-5-bromobenzoic acid methyl ester 
• 1360789-45-2 methyl 5-bromo-2-((E)-4-hydroxybut-1-enyl)benzoate 
• 1404432-58-1 4-bromo-1-iodo-2-(prop-1-en-2-yl)benzene 
• 93-58-3 benzoic acid methyl ester 
• 618-89-3 methyl 3-bromobenzoate 
• 1245735-30-1 2-benzoyl-5-iodobenzoic acid methyl ester 

Relevant academic research and scientific papers

Transition-Metal-Free Synthesis of Phenanthridinones through Visible-Light-Driven Oxidative C–H Amidation

The treatment of N-aryl biphenylcarboxamide, 1-chloroanthraquinone (1-Cl-AQN) catalyst, and K2CO3 in CHCl3 under visible light irradiation affords phenanthridinone via radical cyclization. This reaction proceeds under transition-metal-free condition, room temperature, and direct C–H amidation. Mechanistic studies indicate that amidyl radical generation proceeds by visible light induced proton coupled electron transfer (PCET) from N–H bond of the amide.

Synthesis of novel natural product-like diaryl acetylenes as hypoxia inducible factor-1 inhibitors and antiproliferative agents

The selaginellin derivatives are a type of novel natural pigments with an unusual alkynyl phenol skeleton from the genus Selaginella. Some of these natural compounds were previously reported to show important bioactivities, including anticancer activity, cardiovascular protection and phosphodiesterase-4 inhibition. We designed and synthesized fifteen biphenyl-containing diaryl acetylene derivatives mimicking the skeleton of natural alkynyl phenols. In MTT assay in cancer cells, compounds 1c, 2d, 2g, 2h, 2i and 2j exhibited potent antiproliferative activity. The evaluation of Hypoxia Inducible Factor-1 (HIF-1) pathway inhibitory activity in dual luciferase assay demonstrated that most tested compounds exhibited moderate to good activities. Compounds 1a, 2f and 2h displayed high HIF-1 inhibitory activities and relatively low cytotoxicity, demonstrating great potential as HIF-1 inhibitors. These results afford a new strategy for the discovery of new HIF-1 inhibitors and anti-proliferative agents from natural or synthetic diaryl acetylene derivatives.

Analogues of acetylene phenolic natural product as well as preparation method and application of analogues

The invention belongs to the technical field of drugs and chemical engineering, and discloses analogues of an acetylene phenolic natural product as well as a preparation method and application of theanalogues. The analogues of the acetylene phenolic natural product prepared by the invention have remarkable inhibiting effect on a hypoxia-inducible factor HIF-1, and partial chemical compounds showsremarkable anti-proliferation effect to cancer cells; the chemical compounds and pharmaceutically acceptable salts thereof have wide application space in preparing anti-tumor drugs and HIF-1 inhibitors.

Preparation method of key intermediate of anti-hepatitis C drug ledipasvir

The invention provides a preparation method of a key intermediate 1-(7-bromo-9,9-difluoro-9H-fluoren-2-yl)-2-chloroethanone. The method comprises the steps as follows: 2-amino-5-bromobenzoic acid is taken as a raw material, and subjected to diazotization, iodination,synthesis of 5-bromo-2-iodobenzoic acid, methylation, coupling reaction with phenylboronic acid, ester hydrolysis, acyl chlorination,intramolecular Friedel-Crafts alkylation, carbonyl reduction, iodization, fluorination and final reaction with 2-chloro-N-methoxy-N-methylacetamide to prepare the target product. The process adopts easily available starting raw materials, is low in price and free of hazardous process and has mild reaction conditions..

ETHYNYL COMPOUNDS, THEIR PREPARATION AND THEIR THERAPEUTIC USE FOR THE TREATMENT OF MALARIA

The present disclosure relates to compounds of formula (I) or a pharmaceutically acceptable salt thereof wherein R1 means a fluorine atom or a perhalogeno linear alkyl radical containing 1, 2 or 3 carbon atoms; R2 means a chlorine atom, a linear alkyl radical containing 1, 2 or 3 carbon atoms or a perhalogeno linear alkyl radical containing 1, 2 or 3 carbon atoms, and R means a hydrogen atom or a radical of formula (la). The present disclosure also relates to processes for their preparation as well their therapeutic uses, in particular such as for use in the treatment of malaria.

ISOQUINOLINE DERIVATIVES AS PERK INHIBITORS

The invention is directed to substituted isoquinoline derivatives and uses thereof. Specifically, the invention is directed to compounds according to Formula I and the use of compounds of Formula (I) in treating disease states: (I) wherein R1,

Synthesis, Characterization, and Reaction of a Both Inter- and Intramolecularly Coordinated Pseudocyclic Iodosylbenzene–Trifluoroacetic Acid Complexes

An ortho-substituted ether-oxygen-coordinated pseudocyclic iodosylbenzene-trifluoroacetic acid (pcISB-TFA) complex was synthesized and characterized by X-ray crystallographic analysis. TFA suppresses the disproportionation by both coordination of the oxygen atom to the iodine(III) center through secondary bonding and by hydrogen bonding to the oxygen anion. This bench-stable reagent is highly soluble in common organic solvents and reacts with various organic substrates under mild reaction conditions to give the corresponding products in good yields.

Facile synthesis of phthalides from methyl ortho-iodobenzoates and ketones via an iodinemagnesium exchange reaction using a silylmethyl Grignard reagent

Phthalides have been easily prepared by the treatment of methyl o-iodobenzoates with a silylmethyl Grignard reagent in the presence of ketones. The electron-withdrawing ester moiety of methyl o-iodobenzoates and the low nucleophilicity of the silylmethyl Grignard reagent prompted a smooth iodinemagnesium exchange reaction, at room temperature, without affecting the ester moiety or resulting in an undesired reaction with electrophilic ketones. This simple method, wherein special control of the reaction temperature was unnecessary, has allowed the synthesis of various phthalides, including a phenolphthalein derivative.

CDC7 Inhibitors

The present invention provides isoindolinone compounds, or a pharmaceutically acceptable salt thereof, that inhibit CDC7 and, therefore may be useful in treating cancer.

Direct carbocyclizations of benzoic acids: Catalyst-controlled synthesis of cyclic ketones and the development of tandem aHH (acyl Heck-Heck) reactions

The formation of exo-methylene indanones and indenones from simple ortho-allyl benzoic acid derivatives has been developed. Selective formation of the indanone or indenone products in these reactions is controlled by choice of ancillary ligand. This new process has a low environmental footprint as the products are formed in high yields using low catalyst loadings, while the only stoichiometric chemical waste generated from the reactants in the transformation is acetic acid. The conversion of the active cyclization catalyst into the Hermman-Beller palladacycle was exploited in a one-pot tandem acyl Heck-Heck (aHH) reaction, and utilized in the synthesis of donepezil. Carboxylic acids in aHH: Simple ortho-allyl benzoic acid derivatives have been utilized in an acyl Heck (aH) reaction to selectively form indanones and indenones. The conversion of the active cyclization catalyst into the Hermman-Beller palladacycle was exploited in a one-pot tandem acyl Heck-Heck (aHH) reaction to form two sp 2-sp2 bonds of (E)-trisubstituted olefins.