70398-89-9

Usage

Class

Aromatic compounds, benzene and substituted derivatives

Molecular weight

241.175 g/mol

Physical state

Clear liquid at room temperature

Applications

a. Synthesis of pharmaceuticals
b. Synthesis of agrochemicals
c. Production of dyes and pigments
d. Manufacturing of organic compounds
e. Intermediate in chemical processes

Safety

Handle with care due to potentially hazardous nature

Upstream product

• 75-29-6 isopropyl chloride 
• 106-53-6 para-bromobenzenethiol 
• 106-37-6 1.4-dibromobenzene 
• 20607-43-6 sodium isopropanethiolate 
• 75-26-3 isopropyl bromide 

Downstream Products

• 13205-50-0 4-(isopropylthio)benzoic acid 
• 1186233-80-6 3β-(4-isopropylthiophenyl)tropane-2β-carboxylic acid methyl ester 
• 850567-98-5 4-(isopropylsulfonyl)phenylboronic acid 
• 3226-41-3 4-bromobenzenediazonium tetrafluoroborate 
• 65251-10-7 ethyl 2-((4-bromophenyl)thio)acetate 
• 1129287-54-2 1-bromo-4-(isopropylsulfinyl)benzene 
• 1415309-93-1 C₁₅H₂₃BO₂S 
• 1368724-01-9 C₁₃H₁₅N₃OS 
• 380427-38-3 [4-(propan-2-ylsulfanyl)phenyl]boronic acid 
• 128102-48-7 5-Methyl-2-(isopropylthio)benzoic acid 
• 14905-81-8 1-(isopropylthio)-4-methylbenzene 
• 70399-02-9 1-bromo-4-(1-methylethylsulfonyl)benzene 

Relevant academic research and scientific papers

Preparation method of 4-isopropylsulfonylphenylboronic acid

The invention discloses a preparation method of 4-isopropylsulfonylphenylboronic acid, and belongs to the technical field of organic synthesis. The preparation method comprises the following steps of: taking 4-bromothiophenol and halogenated isopropane as the raw materials, and acquiring 1-bromo-4-isopropyl thiobenzene under the action of potassium carbonate; performing oxidizing with hydrogen peroxide in the presence of a catalyst to obtain 1-bromo-4-isopropylsulfonylbenzene, and finally, carrying out Grignard exchange/borate reaction with a Grignard reagent to obtain 4-isopropylsulfonylphenylboronic acid. The method has the advantages of high yield, simple process, cheap and easily available raw materials, green chemistry, and 6 times of application of the catalyst, and has an industrial amplification prospect.

Sulfonium ylide formation and subsequent C[sbnd]S bond cleavage of aromatic isopropyl sulfide catalyzed by hemin in aqueous solvent

Heme is an abundant and widely existed cofactor for a variety of metalloenzymes, whose broader use is generally impeded by its high instability and poor solubility. Here we report an environment-benign and efficient strategy for the sulfonium ylide formation and subsequent C[sbnd]S bond cleavage of aromatic isopropyl sulfides, which was catalyzed by hemin in assistance of Triton X-100. This aqueous catalytic system exhibited good functional group tolerance to a variety of sulfides and diazo esters. And the reaction mechanism was preliminarily proposed on the basis of designed reactions. Furthermore, the cleavage of C[sbnd]S bond followed by introducing a functional ester group to aromatic sulfides, may potentially be employed for the late stage functionalization (LSF) of organosulfur drug in the future.

Regenerable Thiophenolic Radical-Trapping Antioxidants

Diphenyl disulfides carrying alkyltelluro groups in the o-, m-, and p-positions were prepared using ortho-lithiation and lithium halogen exchange reactions. The novel antioxidants showed only minimal inhibitory effect on the azo-initiated peroxidation of linoleic acid in chlorobenzene until reduced to the corresponding thiophenols by tris(2-carboxyethyl)phosphine (TCEP). The best in situ generated thiophenol (from 7c) under these conditions quenched peroxyl radicals more efficiently than α-tocopherol with an almost 3-fold increase in inhibition time.

CYCLOALKYL NITRILE PYRAZOLO PYRIDONES AS JANUS KINASE INHIBITORS

Compounds of formula I are provided, which are JAK inhibitors and are useful for the treatment of JAK-mediated diseases such as rheumatoid arthritis, asthma, COPD and cancer.

GEMINALLY SUBSTITUTED CYANOETHYLPYRAZOLO PYRIDONES AS JANUS KINASE INHIBITORS

The instant invention provides compounds of Formula (I) which are JAK inhibitors, and as such are useful for the treatment of JAK-mediated diseases such as rheumatoid arthritis, asthma, COPD and cancer.

SELECTIVE ESTROGEN RECEPTOR MODULATORS CONTAINING A PHENYLSULFONYL GROUP

The present invention relates to a selective estrogen receptor modulator of formula I or a pharmaceutical acid addition salt thereof; useful, e.g., for treating endometriosis and/or uterine leiomyoma/leiomyomata.

Metallation reactions. Part 35: A change of the regiochemistry in the metallation of (alkylthio)arenes

The metallation reaction of bromo(alkylthio)benzenes is described. The results show the complementarity of these reactions with the metal-hydrogen exchange reaction. In fact, monometallation of bromo(methylthio)benzenes afforded products substituted in para or meta or ortho to the thioethereal function while bimetallation led to αS,para, αS,meta and αS,ortho disubstituted products. Analogously, the monometallation of 4-bromo-(isopropylthio)benzene afforded para-monosubstituted and ortho,para-disubstituted products.

SUBSTITUTED ARYLCYCLOPROPYLACETAMIDES AS GLUCOKINASE ACTIVATORS

According to the present invention there is provided a compounds of formula (I): and pharmaceutically acceptable salts thereof.