89459-38-1

Usage

Uses

Used in Pharmaceutical Synthesis:
2-Iodo-4-nitrobenzoic acid is utilized as a building block in the synthesis of pharmaceutical compounds due to its ability to engage in a range of organic reactions. Its presence in the molecular structure can influence the pharmacological properties of the final product, making it a valuable component in drug development.
Used in Organic Chemistry:
In the field of organic chemistry, 2-Iodo-4-nitrobenzoic acid serves as a reagent for the preparation of other complex chemical compounds. Its versatility in participating in various reactions, such as substitution, addition, and elimination, makes it a useful tool for creating novel organic molecules with specific properties and applications.
Used in Laboratory Research:
2-Iodo-4-nitrobenzoic acid is also employed in laboratory research for its ease of manipulation and solubility characteristics. Its crystalline form and solubility in organic solvents allow for precise measurements and controlled reactions, which are crucial in scientific investigations and experiments.

Upstream product

• 112391-34-1 4-nitro-2-iodosobenzoic acid 
• 108-24-7 acetic anhydride 
• 619-17-0 4-Nitroanthranilic acid 
• 64-17-5 ethanol 
• 62-23-7 4-nitro-benzoic acid 
• 7745-92-8 2-iodo-1-methyl-4-nitrobenzene 

Downstream Products

• 6326-42-7 2-iodo-4-nitrobenzoic acid methyl ester 
• 112391-35-2 4-nitro-2-iodoxybenzoic acid 
• 73655-51-3 4-amino-2-iodobenzoic acid 
• 89677-75-8 2-iodo-4-nitrobenzamide 
• 300627-43-4 2-iodo-4-nitrobenzonitrile 
• 300627-48-9 4-amino-2-iodobenzonitrile 
• 824936-26-7 (2R)-N-(4'-cyano-3'-iodophenyl)-3-bromo-2-hydroxy-2-methylpropanamide 
• 86611-44-1 2-<<2-(methoxycarbonyl)phenyl>amino>-4-nitrobenzoic acid 
• 126116-25-4 4-(N-acetyl-L-tyrosyl)amino-2-iodobenzoic acid 
• 126116-24-3 4-(N,O-diacetyl-L-tyrosyl)amino-2-iodobenzoic acid 
• 774238-67-4 2-iodo-N-methoxy-N-methyl-4-nitrobenzamide 
• 300627-64-9 4-[4,4-dimethyl-3-(4-hydroxybutyl)-5-imino-2-thioxo-1-imidazoldinyl]-2-iodobenzonitrile 
• 300627-68-3 DTIB 
• 300627-53-6 2-iodo-4-isothiocyanatobenzonitrile 

Relevant academic research and scientific papers

Singlet Oxygen Generation from a Water-Soluble Hypervalent Iodine(V) Reagent AIBX and H2O2: An Access to Artemisinin

Herein, we report an efficient method for the chemical generation of 1O2 by treatment of H2O2 with AIBX, a highly water-soluble, bench-stable, recyclable hypervalent iodine(V) reagent developed by our group. The generation of 1O2 was confirmed by the following results: (1) capture of 1O2 with the sodium salt of anthracene-9,10-bis(ethanesulfonate) produced the corresponding endoperoxide and (2) TEMPO (2,2,6,6-tetramethyl-1-piperidinyloxy) produced by the oxidation of 2,2,6,6-tetramethylpiperidine with 1O2 generated using the AIBX/H2O2 system was detected by electron spin resonance spectroscopy. To illustrate the potential utility of this method for organic synthesis, we used the AIBX/H2O2 system to perform typical reactions of 1O2: [2 + 2]/[4 + 2] cycloadditions, Schenck ene reactions, and heteroatom oxidation reactions, which afforded the corresponding products in high yields. Moreover, we used the method to synthesize the antimalarial drug artemisinin. Finally, we demonstrated that AIBX could be regenerated after the reaction by means of a workup involving extraction and removal of water to obtain a precursor of AIBX, which could then be re-oxidized.

Discovery of a novel series of guanidinebenzoates as gut-restricted enteropeptidase and trypsin dual inhibitors for the treatment of metabolic syndrome

A novel series of guanidinebenzoate enteropeptidase and trypsin dual inhibitors has been discovered and SAR studies were conducted. Optimization was focused on improving properties for gut restriction, including increased aqueous solubility, lower cellular permeability, and reduced oral bioavailability. Lead compounds were identified with efficacy in a mouse fecal protein excretion study.

5,8-DISUBSTITUTED-[1,2,4]TRIAZOLO[1,5-A]PYRIDINYL AND 5,8-DISUBSTITUTED-IMIDAZO[1,2-A]PYRIDINE DERIVATIVES USEFUL AS INHIBITORS OF ENTEROPEPTIDASE

The present invention is directed to 5,8-disubstituted-[1,2,4]triazolo[1,5- a]pyridinyl and 5,8-disubstituted-imidazo[1,2-a]pyridine derivatives, pharmaceutical compositions containing them and their use in the treatment of disorders and conditions modulated by the enteropeptidase enzyme.

PARA-AMINO-BENZYL LINKERS, PROCESS FOR THEIR PREPARATION AND THEIR USE IN CONJUGATES

The present invention relates to para-amino-benzyl linker compounds useful for linking drug moieties to antibodies, to linker-drug compounds in which said para-amino-benzyl linker compounds are covalently linked to drug moieties, and to antibody-drug conjugates in which said para-amino-benzyl linker compounds are covalently linked to drug wherein said drug is enzymatically cleaved from the conjugate at a particular cell or tissue type targeted by said antibody.

Direct Intramolecular Aminoboration of Allenes

Direct intramolecular aminoboration of sulfonamidoallenes was realized using BCl3 as a boron source. The reactions benefited from the interaction between BCl3 and sulfonamides and provided a variety of borylvinyl heterocycles in good isolated yields. When chiral substrates were involved in the reactions, high stereoselectivity was observed, as can be ascertained by single-crystal X-ray diffraction experiments. Derivatization of the thus-obtained borylvinyl compounds proceeded readily, and different functionalities could be obtained via oxidation, halogenation, and Suzuki coupling reactions.

IrIII-Catalyzed Selective ortho-Monoiodination of Benzoic Acids with Unbiased C?H Bonds

An iridium-catalyzed selective ortho-monoiodination of benzoic acids with two equivalent C?H bonds is presented. A wide range of electron-rich and electron-poor substrates undergo the reaction under mild conditions, with >20:1 mono/di selectivity. Importantly, the C?H iodination occurs selectively ortho to the carboxylic acid moiety in substrates bearing competing coordinating directing groups. The reaction is performed at room temperature and no inert atmosphere or exclusion of moisture is required. Mechanistic investigations revealed a substrate-dependent reversible C?H activation/protodemetalation step, a substrate-dependent turnover-limiting step, and the crucial role of the AgI additive in the deactivation of the iodination product towards further reaction.

ANTI-EGFR ANTIBODY DRUG CONJUGATES

The invention relates to anti-Epidermal Growth Factor Receptor (EGFR) antibody drug conjugates (ADCs) which inhibit Bcl-xL, including compositions and methods of using said ADCs.

Pd-Catalyzed Selective Synthesis of Cyclic Sulfonamides and Sulfinamides Using K2S2O5 as a Sulfur Dioxide Surrogate

A variety of cyclic sulfonamides and sulfinamides could be selectively synthesized under Pd catalysis using haloarenes bearing amino groups and a sulfur dioxide (SO2) surrogate. The amount of base was key in determining the selectivity. Mechanistic studies revealed that sulfinamides were initially formed via an unprecedented formal insertion of sulfur monoxide and were oxidized to sulfonamides in the presence of an iodide ion and DMSO.

ANTI-CD98 ANTIBODIES AND ANTIBODY DRUG CONJUGATES

The invention relates to anti-CD98 antibodies and antibody drug conjugates (ADCs), including compositions and methods of using said antibodies and ADCs.

ANTI-EGFR ANTIBODY DRUG CONJUGATES

The invention relates to anti-Epidermal Growth Factor Receptor (EGFR) antibody drug conjugates (ADCs) which inhibit Bcl-xL, including compositions and methods of using said ADCs.