60032-63-5

Usage

Uses

Used in Organic Synthesis:
3-IODO-4-HYDROXYBENZALDEHYDE is used as a synthetic building block for the development of a wide range of organic compounds. Its chemical structure allows it to be a versatile intermediate in the synthesis of various molecules, including pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3-IODO-4-HYDROXYBENZALDEHYDE is used as a key intermediate in the synthesis of drugs with potential therapeutic applications. Its unique structure enables the development of new molecules with specific biological activities, contributing to the advancement of drug discovery and innovation.
Used in Agrochemical Industry:
3-IODO-4-HYDROXYBENZALDEHYDE also finds application in the agrochemical industry, where it is used as a starting material for the synthesis of various agrochemicals, such as pesticides and herbicides. Its role in the development of these compounds helps improve agricultural productivity and crop protection.
Used in Specialty Chemicals:
In the specialty chemicals sector, 3-IODO-4-HYDROXYBENZALDEHYDE is employed as a crucial component in the synthesis of various specialty chemicals with specific applications, such as dyes, fragrances, and additives. Its unique properties make it an essential building block in the creation of these high-value products.

InChI:InChI=1/C7H5IO2/c8-6-3-5(4-9)1-2-7(6)10/h1-4,10H

Upstream product

• 50-00-0 formaldehyd 
• 533-58-4 2-Iodophenol 
• 67-66-3 chloroform 
• 123-08-0 4-hydroxy-benzaldehyde 
• 2314-37-6 3-iodo-4-methoxybenzaldehyde 
• 123-11-5 4-methoxy-benzaldehyde 
• 53279-82-6 (3-iodo-4-methoxyphenyl)methanol 

Downstream Products

• 139-85-5 3,4-dihydroxybenzaldehyde 
• 121169-17-3 3-iodo-4-(methoxymethoxy)benzaldehyde 
• 69745-01-3 2-(prop-1-en-2-yl)-2,3-dihydrobenzofuran-5-carbaldehyde 
• 132646-34-5 2-(5-methyl-2-phenyl-4-oxazolyl)methyl-5-benzofurancarboxaldehyde 
• 366001-23-2 2-(3-formyl-2,4,6-trimethoxyphenyl)-5-formylbenzofuran 
• 166803-90-3 4-formyl-2-iodophenol acetate 
• 896740-39-9 3-diphenylphosphanyl-4-hydroxybenzaldehyde 
• 2296-23-3 2-iodo-4-cyanophenol 
• 1204570-87-5 C₁₆H₁₉O₅P 
• 1204570-89-7 C₂₁H₂₁O₅P 
• 1204570-78-4 C₁₈H₂₃O₅P 
• 1204570-81-9 C₁₆H₁₂O₂ 
• 1204570-84-2 C₁₈H₁₆O₂ 
• 1204570-75-1 C₁₇H₂₁O₅P 

Relevant academic research and scientific papers

Synthesis and radioiodination of some daunorubicin and doxorubicin derivatives

Daunorubicin and doxorubicin are efficient agents for cancer treatment. Their clinical efficacy is, however, hampered by their indiscriminant toxicity. This problem may be circumvented by encapsulating the drugs in liposomes and selectively targeting the tumor cells using tumor targeting agents. Furthermore, the antitumor effect could be enhanced by attaching the Auger electron emitter, 125I, to daunorubicin and doxorubicin derivatives. In this context a number of ester, amide, and amine derivatives of daunorubicin and doxorubicin were synthesized. Benzoic acid ester derivatives of daunorubicin were synthesized by nucleophilic esterification of the 14-bromodaunorubicin with the potassium salt of the corresponding benzoic acid, resulting in good yields. Nicotinic acids and benzoic acids, activated with a succinimidyl group, were coupled to the amino group of daunorubicin to give the corresponding amide derivatives. Amine derivatives were obtained by the reductive amination of aromatic aldehydes with daunorubicin hydrochloride. The stannylated ester and amide derivatives were used as precursors for radioiodination. Radiolabeling with 125I was performed using chloramine-T as an oxidant. The optimized labeling resulted in high radiolabeling yields (85-95%) of the radioiodinated daunorubicin and doxorubicin derivatives. Radioiodination of the amines was conducted at the ortho position of the activated phenyl rings providing moderate radiochemical yields (55-75%).

Solvent-Free and Liquid-Phase Iodination of Thiophene Derivatives with Potassium Dichloroiodate Monohydrate

Iodination of a series of benzene and thiophene derivatives by potassium dichloroiodate monohydrate was studied with and without a solvent. The liquid substrates tend to be more reactive in water while the solid substrates afford better yields in dichloromethane or under the solvent-free conditions. The 2-substituted thiophenes show good to excellent yields whereas the yield for 3-substituted and 3,4- or 2,4-disubstituted thiophenes and benzene derivatives are significantly lower. The mechanochemical reaction of 5-carbaldehyde-2,2′-bithiophene shows excellent yields, while 2,2′-bithiophene gives practical yields only in dichloromethane. In the case of thiophene and N -acetyl- p -toluidine, electrophilic iodination is accompanied by a small extent of chlorination.

Alpha-Cyano-4-Hydroxy-3-Iodocinnamic Acid as a Matrix in Maldi Mass Spectrometry

A heavy-atom derivative of CHCA, a primary matrix molecule for matrix-assisted laser desorption/ionization mass spectrometry (MALDI-MS), is synthesized and purified. This new matrix molecule α-cyano-4-hydroxy-3-iodocinnamic acid (CHICA) is characterized by 1H NMR and mass spectrometry. CHICA is shown to increase MALDI-MS yield for the test analytes human angiotensin II and sex pheromone inhibitor as compared to both CHCA and an alternative heavy-atom CHCA derivative matrix. An optimal CHICA matrix concentration is determined to be 4 mg/mL. Analyte ion yield is shown to be comparable for CHICA and CHCA for analyte concentrations below 0.001 mg/mL. For analyte concentrations above this threshold, use of CHICA resulted in higher analyte yield and significantly lower relative standard deviation.

Synthesis and cycloaddition reactions of strained alkynes derived from 2,2′-dihydroxy-1,1′-biaryls

A series of strained alkynes, based on the 2,2′-dihydroxy-1,1′-biaryl structure, were prepared in a short sequence from readily-available starting materials. These compounds can be readily converted into further derivatives including examples containing fluorescent groups with potential for use as labelling reagents. The alkynes are able to react in cycloadditions with a range of azides without the requirement for a copper catalyst, in clean reactions with no observable side reactions.

Ultrasonically assisted halogenation of aromatic compounds using isoquinolinium bound hypervalent chromium and tetrabutylammonium halides in PEG-600 solutions under acid free and solvent-free conditions

Isoquinolinium bound Cr(VI) reagents like isoquinolinium dichromate (IQDC) and isoquinolinium chlorochromate (IQCC) have been successfully accomplished as efficient reagents for oxidative halogenation of aromatic compounds using tetrabutylammonium halide (TBAX) as halogenating agents in aqueous polyethylene glycol (PEG-600) under acid free conditions. Tetrabutylammonium bromide (TBAB) has been used for bromination and tetrabutylammonium iodide (TBAI) for iodination. The halogenation reactions that occurred smoothly in 2 to 7 h under conventional conditions are accelerated magnificently under sonication with few minutes (25 to 70 min) of reaction time and fairly good yields. The reactions occurred at moderate temperature under mild and environmentally safe conditions with simple work up.

P2X3 AND/OR P2X2/3 COMPOUNDS AND METHODS

The present disclosure provides novel compounds and methods for preparing and using these compounds. In one embodiment, the compounds are of the structure of formula (I), wherein R1-R7 are defined herein. In a further embodiment, these compounds are useful in method for regulating one or both of the P2X3 or P2X2/3 receptors. In another embodiment, these compounds are useful for treating pain in patients by administering one or more of the compounds to a patient. In another embodiment, these compounds are useful for treating respiratory dysfunction in patients by administering one or more of the compounds to a patient.

A Modular Access to (±)-Tubocurine and (±)-Curine - Formal Total Synthesis of Tubocurarine

Two consecutive Cu-catalyzed Ullmann-type C-O couplings permitted the first successful entry toward the curare alkaloids (±)-tubocurine and (±)-curine. Starting from vanillin, the synthetic sequence comprises 15 linear steps and includes a total of 24 transformations. In addition, the total synthesis of tubocurine represents a formal total synthesis of the famous arrow poison alkaloid tubocurarine.

Isoquinolinium Dichromate and Chlorochromate as Efficient Catalysts for Oxidative Halogenation of Aromatic Compounds under Acid-Free Conditions

Isoquinolinium dichromate and isoquinolinium chlorochromate were found as efficient catalysts to trigger oxidative bromination and iodination of aromatic hydrocarbons with KBr/KI and KHSO4 under acid-free conditions. Reaction times reduced highly significantly under sonication, followed by corresponding mono bromo derivatives in very good yield with high regioselectivity.

Benzocarbazoles dioxane derivatives, its preparation process and its use in medicine

The invention relates to a benzodioxane derivative, a preparation method thereof and application of the derivative in medicines. Specifically, the invention relates to a novel benzodioxane derivative shown as a formula (I), medial salt thereof or a medicine composition containing the derivative, and a preparation method of the derivative. The invention further relates to a use of the benzodioxane derivative and the medial salt thereof or the medicine composition containing the derivative in preparing therapeutic agent, especially GPR 40 agonist, and a drug for treating the diseases such as diabetes, metabolic disorders and the like, wherein each substituent group in the formula (I) is as defined in the description.

2,2′-biphenols via protecting group-free thermal or microwave-accelerated suzuki-miyaura coupling in water

User-friendly protocols for the protecting group-free synthesis of 2,2′-biphenols via Suzuki-Miyaura coupling of o-halophenols and o-boronophenol are presented. The reactions proceed in water in the presence of simple additives such as K2CO3, KOH, KF, or TBAF and with commercially available Pd/C as precatalyst. Expensive or laboriously synthesized ligands or other additives are not required. In the case of bromophenols, efficient rate acceleration and short reaction times were accomplished by microwave irradiation.