35826-59-6

Basic information

• Product Name: 4-ISOPROPOXYBENZOIC ACID METHYL ESTER
• Synonyms: RARECHEM AL BF 0294;METHYL 4-ISOPROPOXYBENZOATE;METHYL 4-ISO-PROPYLOXYBENZOATE;METHYL P-ISOPROPOXYBENZOATE;4-ISOPROPOXYBENZOIC ACID METHYL ESTER;methyl 4-(1-methylethoxy)benzoate;4-(1-Methylethoxy)benzoic acid methyl ester
• CAS NO: 35826-59-6
• Molecular Formula: C₁₁H₁₄O₃
• Molecular Weight: 194.23
• EINECS: 252-740-0
• Product Categories: Acids & Esters;Anisoles, Alkyloxy Compounds & Phenylacetates
• Mol File: 35826-59-6.mol

Chemical Properties

• Boiling Point: 276.9 °C at 760 mmHg
• Flash Point: 111 °C
• Appearance: /
• Density: 1.051 g/cm³
• Vapor Pressure: 0.00468mmHg at 25°C
• Refractive Index: 1.5210-1.5250
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 4-ISOPROPOXYBENZOIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 4-ISOPROPOXYBENZOIC ACID METHYL ESTER(35826-59-6)
• EPA Substance Registry System: 4-ISOPROPOXYBENZOIC ACID METHYL ESTER(35826-59-6)

Safety Data

• Hazardous Substances Data: 35826-59-6(Hazardous Substances Data)

Usage

Uses

Used in Flavor and Fragrance Industry:
4-Isopropoxybenzoic acid methyl ester is used as a flavor and fragrance ingredient for its aromatic properties, contributing to the scent profiles of various products.
Used in Perfumery:
In the perfumery industry, 4-Isopropoxybenzoic acid methyl ester is used as a fixative and scent enhancer, helping to stabilize and prolong the fragrance of perfumes.
Used in Personal Care Products:
4-Isopropoxybenzoic acid methyl ester is used in the formulation of soaps, lotions, and other personal care products to provide a pleasant scent and improve the sensory experience for consumers.
Used in Antimicrobial Applications:
4-Isopropoxybenzoic acid methyl ester has been studied for its potential antimicrobial properties, suggesting its use as a preservative or antimicrobial agent in various applications to prevent the growth of harmful microorganisms.
Used in Antifungal Applications:
Similarly, the compound's potential antifungal properties indicate its use in applications where control of fungal growth is necessary, such as in agricultural or medical settings.

InChI:InChI=1/C11H14O3/c1-8(2)14-10-6-4-9(5-7-10)11(12)13-3/h4-8H,1-3H3

Upstream product

• 75-30-9 2-iodo-propane 
• 99-76-3 methyl 4-hydroxylbenzoate 
• 75-26-3 isopropyl bromide 
• 67-56-1 methanol 
• 13205-46-4 4-isopropoxybenzoic acid 
• 619-42-1 4-methoxycarbonylphenyl bromide 
• 67-63-0 isopropyl alcohol 
• 99-96-7 4-hydroxy-benzoic acid 

Downstream Products

• 13205-46-4 4-isopropoxybenzoic acid 
• 924907-77-7 3-(4-isopropoxy-phenyl)-2-(4-methoxy-phenyl)-3-oxo-propionitrile 
• 884504-22-7 3-(4-isopropoxyphenyl)-3-oxopropanenitrile 
• 1262278-66-9 2-(2-(4-cyclobutoxyphenyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidin-3-yl)-N,N-diethylacetamide 
• 1384517-65-0 2-[3-amino-5-(4-isopropoxyphenyl)-1H-pyrazol-4-yl]-N,N-diethylacetamide 

Relevant articles and documents

Light-Promoted Nickel Catalysis: Etherification of Aryl Electrophiles with Alcohols Catalyzed by a NiII-Aryl Complex

A highly effective C?O coupling reaction of (hetero)aryl electrophiles with primary and secondary alcohols is reported. Catalyzed by a NiII-aryl complex under long-wave UV (390–395 nm) irradiation in the presence of a soluble amine base without any additional photosensitizer, the reaction enables the etherification of aryl bromides and aryl chlorides as well as sulfonates with a wide range of primary and secondary aliphatic alcohols, affording synthetically important ethers. Intramolecular C?O coupling is also possible. The reaction appears to proceed via a NiI–NiIII catalytic cycle.

Identification of new aryl hydrocarbon receptor (AhR) antagonists using a zebrafish model

A new series of 1,3-diketone, heterocyclic and α,β-unsaturated derivatives were synthesized and evaluated for their AhR antagonist activity using zebrafish and mammalian cells. Compounds 1b, 2c, 3b and 5b showed significant AhR antagonist activity in a transgenic zebrafish model. Among them, compound 3b, and 5b were found to have excellent AhR antagonist activity with IC50 of 3.36 nM and 8.3 nM in a luciferase reporter gene assay. In stem cell proliferation assay, compound 5b elicited marked HSC expansion.

Semiheterogeneous Dual Nickel/Photocatalytic (Thio)etherification Using Carbon Nitrides

A carbon nitride material can be combined with homogeneous nickel catalysts for light-mediated cross-couplings of aryl bromides with alcohols under mild conditions. The metal-free heterogeneous semiconductor is fully recyclable and couples a broad range of electron-poor aryl bromides with primary and secondary alcohols as well as water. The application for intramolecular reactions and the synthesis of active pharmaceutical ingredients was demonstrated. The catalytic protocol is applicable for the coupling of aryl iodides with thiols as well.

[18F] DPA-714 (N, N-diethyl-2-(2-(4-(2-[18]F-fluoroethyoxy)phenyl)-5, 7-dimethylpyrazolo[1, 5-a]pyrimidin-3-yl)aceamide) derivative and preparation and application methods thereof

The invention discloses a [18F] DPA-174 derivative. The [18F] DPA-174 derivative is prepared by modifying the benzene ring structure of or prolonging the carbon chain structure of a [18]F DPA-174 imaging agent. The invention also discloses preparation and application methods of the [18F] DPA-174 derivative. The [18F] DPA-174 derivative is simple in preparation, easy to implement, high in labellingyield and good in repeatability and can help in real time observe and in vivo monitor the status of intracerebral neuroinflammation of an animal model as well as the changes of the major organs and tissues of the animal model; the prepared imaging agents can achieve imaging effects on neuroinflammation; the [18F] DPAF imaging agent can achieve a high signal-to-noise ratio on neuroinflammation lesions to provide possibility for further monitoring and assessing the diagnosis and treatment effects on neuroinflammation..

Structure-Based Design and Synthesis of Novel Inhibitors Targeting HDAC8 from Schistosoma mansoni for the Treatment of Schistosomiasis

Schistosomiasis is a major neglected parasitic disease that affects more than 265 million people worldwide and for which the control strategy consists of mass treatment with the only available drug, praziquantel. In this study, a series of new benzohydroxamates were prepared as potent inhibitors of Schistosoma mansoni histone deacetylase 8 (smHDAC8). Crystallographic analysis provided insights into the inhibition mode of smHDAC8 activity by these 3-amidobenzohydroxamates. The newly designed inhibitors were evaluated in screens for enzyme inhibitory activity against schistosome and human HDACs. Twenty-seven compounds were found to be active in the nanomolar range, and some of them showed selectivity toward smHDAC8 over the major human HDACs (1 and 6). The active benzohydroxamates were additionally screened for lethality against the schistosome larval stage using a fluorescence-based assay. Four of these showed significant dose-dependent killing of the schistosome larvae and markedly impaired egg laying of adult worm pairs maintained in culture.

Ether analogues of DPA-714 with subnanomolar affinity for the translocator protein (TSPO)

Sixteen new phenyl alkyl ether derivatives (12, 14-28) of the 5,7-dimethylpyrazolo[1,5-a]pyrimidin-3-ylacetamide (DPA) class were synthesized and evaluated in a competition binding assay against [3H]PK11195 using 18 kDa translocator protein (TSPO) derived from rat kidney mitochondrial fractions. All analogues showed superior binding affinities for TSPO compared to DPA-713 (5) and DPA-714 (6). Picomolar affinities were observed for this class of TSPO ligands in this assay for the first time, with phenethyl ether 28 showing the greatest affinity (Ki Combining double low line 0.13 nM). Additionally, all analogues increased pregnenolone biosynthesis (134-331% above baseline) in a rat C6 glioma cell steroidogenesis assay.

A practical, multigram synthesis of the 2-(2-(4-alkoxyphenyl)-5,7- dimethylpyrazolo[1,5-a]pyrimidin-3-yl)acetamide (DPA) class of high affinity translocator protein (TSPO) ligands

A practical, multigram approach to the 2-(2-(4-alkoxyphenyl)-5,7- dimethylpyrazolo[1,5-a]pyrimidin-3-yl)acetamide (DPA) class of ligands targeting the translocator protein (TSPO) is described. This synthetic route offers several improvements over all previously described sequences, including the isolation of intermediates without resort to chromatography. The common precursor to the DPA class of high affinity TSPO ligands, N,N-diethyl-2-(2-(4- hydroxyphenyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidin-3-yl)acetamide, was produced in 40% yield over six steps, and was cleanly alkylated to give multigram quantities of several DPA analogues in 90-96% yield after recrystallization.

NICOTINIC ACETYLCHOLINE RECEPTOR MODULATORS

The present invention provides compounds of formula (I) and compositions thereof, methods of making them, and methods of using them to modulate alpha7 nicotinic acetylcholine receptors and/or to treat any of a variety of disorders, diseases, and conditions. Provided compounds can affect, among other things, neurological, psychiatric and/or inflammatory system.

Structure-guided optimization of estrogen receptor binding affinity and antagonist potency of pyrazolopyrimidines with basic side chains

2,3-Diarylpyrazolo[1,5-α]pyrimidines are estrogen receptor (ER) antagonists of modest potency that we have described previously. Guided by the crystal structure of an ER-ligand complex that we have obtained with one of these compounds, we prepared analogs that contain a basic side chain at the 2- or 3-aryl group and quickly found one that, according to the structure-based prediction, shows an increase in binding affinity and antagonist potency and a loss of residual agonist activity.