62875-84-7

Usage

Uses

Used in Pharmaceutical Industry:
Ethyl 4-amino-3-iodobenzoate is used as a key intermediate in the synthesis of various pharmaceutical drugs, primarily for the development of anti-inflammatory and analgesic medications. Its presence in these compounds contributes to their therapeutic effects, making it an essential component in the production of these medications.
Used in Agrochemical Industry:
In the agrochemical sector, ethyl 4-amino-3-iodobenzoate serves as an intermediate in the synthesis of various agrochemicals, including pesticides and herbicides. Its unique functional group allows for the development of effective compounds that can protect crops from pests and diseases, ensuring a stable food supply.
Used as a Reagent in Chemical Reactions:
Ethyl 4-amino-3-iodobenzoate is also utilized as a reagent in chemical reactions to introduce the 4-amino-3-iodobenzoate functional group into other molecules. This allows for the creation of new compounds with specific properties, expanding the range of applications for this versatile chemical.
Ethyl 4-amino-3-iodobenzoate is commercially available and is handled and stored according to standard chemical safety guidelines, ensuring its safe and effective use in various industries.

Upstream product

• 64-17-5 ethanol 
• 2122-63-6 4-amino-3-iodobenzoic acid 
• 94-09-7 p-aminoethylbenzoate 
• 150-13-0 4-amino-benzoic acid 

Downstream Products

• 2122-63-6 4-amino-3-iodobenzoic acid 
• 438187-43-0 ethyl 3-iodo{[(E)-phenylmethylidene]amino}benzoate 
• 364359-18-2 ethyl 4-(N,N-diallylamino)-3-iodobenzoate 
• 853021-63-3 2-(3,5-dimethyl-phenyl)-1H-indole-5-carboxylic acid ethyl ester 
• 474972-75-3 ethyl 3-iodo-4-[(4-methylphenyl)sulfonamido]benzene 
• 1034269-62-9 ethyl 4-amino-3-[2-(trimethylsilyl)ethynyl]benzoate 
• 858319-71-8 4-iodo-3-(3-oxocyclohex-1-enyl)benzoic acid ethyl ester 
• 183989-94-8 4-((E)-2-Ethoxycarbonyl-1-trifluoromethyl-vinylamino)-3-iodo-benzoic acid ethyl ester 
• 494799-32-5 Ethyl 2-phenyl-3-methyl-indole-5-carboxylate 

Relevant academic research and scientific papers

Synthesis and Characterization of Azido Aryl Analogs of IBNtxA for Radio-Photoaffinity Labeling Opioid Receptors in Cell Lines and in Mouse Brain

Mu opioid receptors (MOR-1) mediate the biological actions of clinically used opioids such as morphine, oxycodone, and fentanyl. The mu opioid receptor gene, OPRM1, undergoes extensive alternative splicing, generating multiple splice variants. One type of splice variants are truncated variants containing only six transmembrane domains (6TM) that mediate the analgesic action of novel opioid drugs such as 3′-iodobenzoylnaltrexamide (IBNtxA). Previously, we have shown that IBNtxA is a potent analgesic effective in a spectrum of pain models but lacks many side-effects associated with traditional opiates. In order to investigate the targets labeled by IBNtxA, we synthesized two arylazido analogs of IBNtxA that allow photolabeling of mouse mu opioid receptors (mMOR-1) in transfected cell lines and mMOR-1 protein complexes that may comprise the 6TM sites in mouse brain. We demonstrate that both allyl and alkyne arylazido derivatives of IBNtxA efficiently radio-photolabeled mMOR-1 in cell lines and MOR-1 protein complexes expressed either exogenously or endogenously, as well as found in mouse brain. In future, design and application of such radio-photolabeling ligands with a conjugated handle will provide useful tools for further isolating or purifying MOR-1 to investigate site specific ligand–protein contacts and its signaling complexes.

Disassembly of polymeric nanoparticles with enzyme-triggered polymer unzipping: Polyelectrolyte complexes: Vs. amphiphilic nanoassemblies

Alkaline phosphatase (ALP) responsive polymers, which can unzip from head to tail are reported. Hydrophilic and hydrophobic modification of the polymer was carried out for the formation of a polyelectrolyte complex and an amphiphilic nanoassembly, respect

Photopromoted Entry to Benzothiophenes, Benzoselenophenes, 3H-Indoles, Isocoumarins, Benzosultams, and (Thio)flavones by Gold-Catalyzed Arylative Heterocyclization of Alkynes

Visible light-promoted and gold-photoredox-catalyzed reactions of heteroatom (N, S, Se, O) tethered alkynes with arenediazonium salts selectively proceeded to build vicinal diaryl-substituted 2H-benzo[e][1,2]thiazine 1,1-dioxides (benzosultams), benzoselenophenes, benzothiophenes, 4H-chromen-4-ones (flavones), 3H-indoles, 1H-isochromen-1-ones (isocoumarins), and 4H-thiochromen-4-ones (thioflavones). Moreover, the utility of functionalized 3H-indoles as precursors for further elaboration has been demonstrated with the switchable and facile preparation of 1H-indoles, 2-oxindoles, and 3-oxindolines. (Figure presented.).

A dramatic enhancing effect of InBr3 towards the oxidative Sonogashira cross-coupling reaction of 2-ethynylanilines

The addition of InBr3 to the oxidative Sonogashira cross-coupling reaction of 2-ethynylaniline with (E)-trimethyl(3,3,3-trifluoroprop-1-enyl)silane led to a dramatic increase in the reactivity to afford the corresponding 1,3-enynes bearing a trifluoromethyl group on their terminal sp2 carbon. The subsequent cyclization of these 1,3-enynes under palladium catalysis provides access to the corresponding indoles bearing a 3,3,3-trifluoroprop-1-enyl group at their 2-position.

ALKYNE COMPOUNDS AS S-NITROSOGLUTATHIONE REDUCTASE INHIBITORS

Provided are compounds of formula (Ia) and pharmaceutically acceptable salts thereof, wherein A, B, R 1, R 2, m and n are as defined herein, which are active as inhibitors of S-Nitrosoglutathione reductase (GSNOR). These compounds prevent, inhibit, or suppress the action of GSNOR and are therefore useful in the treatment of GSNOR mediated diseases, disorders, syndromes or conditions such as, e.g., pulmonary hypertension, acute respiratory distress syndrome (ARDS), asthma, bronchospasm, cough, pneumonia, pulmonary fibrosis, interstitial lung diseases, cystic fibrosis and chronic obstructive pulmonary disease (COPD).

Consecutive gold(I)-catalyzed cyclization reactions of o -(buta-1,3-diyn-1-yl-)-substituted N-aryl ureas: A one-pot synthesis of pyrimido[1,6- a ]indol-1(2 H)-ones and related systems

Treatment of readily available o-(buta-1,3-diyn-1-yl-)-substituted N-aryl ureas such as 1 with the Au(I)-catalyst 11 affords, via a twofold cyclization process, the isomeric pyrimido[1,6-a]indol-1(2H)-one 3 in good yield.

Synthesis and evaluation of bidentate ligands designed to interact with PDZ domains

We designed bidentate ligands to target PDZ domains through two binding sites: site S0, delimited by the GLGF loop, and site S1, a zone situated around loop βB/βC. A molecular docking study allowed us to design a generic S0 binder, to which was attached a variable size linker, itself linked to an amino acid aimed to interact with the S1 site of PDZ domains. A series of 15 novel bidentate ligands was prepared in 6-11 steps in good overall yield (24-43%). Some of these ligands showed an inhibitory activity against serotonin 5-HT2A receptor/PSD-95 interaction. This was assessed by pull-down assay using a synthetic decapeptide corresponding to the C-terminal residues of the receptor as a bait.

NOVEL CC-1065 ANALOGS AND THEIR CONJUGATES

This invention relates to novel analogs of the DNA-alkylating agent CC-1065 and to their conjugates. Furthermore this invention concerns intermediates for the preparation of said agents and conjugates. The conjugates are designed to release their (multiple) payload after one or more activation steps and/or at a rate and time span controlled by the conjugate in order to selectively deliver and/or controllably release one or more of said DNA alkylating agents. The agents, conjugates, and intermediates can be used to treat an illness that is characterized by undesired (cell) proliferation. As an example, the agents and the conjugates of this invention may be used to treat a tumor.

Extending helicity - Capturing the helical character of longer ortho-phenylene ethynylene oligomers

New ortho-phenylene ethynylene oligomers are shown to fold into helices of up to two full turns. Evidence of folding is shown by both 1D NMR, where π-π stacking is explored through both solvent and temperature titrations, as well as by 2D ROESY NMR which

SELF-IMMOLATIVE POLYMERS

Self-immolative polymers, designed to release a chemical moiety, or a plurality of chemical moieties, upon a pre-determined cleavage event, or sequences of events, are disclosed. The polymers can be simple polymers, comb polymers or branched polymers. Fur