132464-91-6

Usage

Type of Compound

Aromatic hydrocarbon

Structural Features

Triple bond at the first carbon of the benzene ring
Isopropyl group attached at the fourth carbon

Physical State

Clear, colorless liquid

Odor

Faint sweet and floral

Applications

Production of pharmaceuticals
Production of dyes
Production of perfumes
Starting material for the synthesis of other organic compounds

Safety Precautions

Flammable
Potential for skin and eye irritation upon contact

Upstream product

• 38861-78-8 1-(4-isobutyl-phenyl)-ethanone 
• 142521-09-3 1-(2,2-dibromovinyl)-4-isobutylbenzene 
• 40150-98-9 4-(2-methyl-1-propyl)benzaldehyde 
• 2051-99-2 1-bromo-4-isobutylbenzene 
• 1066-54-2 trimethylsilylacetylene 
• 1404380-23-9 4-isobutyl-N-methoxy-N-methylbenzamide 
• 38861-88-0 4-isobutylbenzoic acid 
• 27799-00-4 4-sec-butyl-1-iodobenzene 

Downstream Products

• 15687-27-1 ibuprofen 
• 65322-85-2 3-(4'-isobutylphenyl)propionic acid 
• 137958-87-3 N,N-Diethyl-2-(4-isobutyl-phenyl)-acrylamide 
• 918110-09-5 4-isobutyl-α,α-difluoroethylbenzene 
• 1404380-25-1 C₃₁H₄₁NO₄ 
• 1404380-26-2 C₃₀H₃₈INO₄ 
• 1404380-27-3 C₃₃H₄₃NO₄ 
• 1404380-28-4 C₂₆H₃₇NO₄ 
• 1404380-29-5 C₂₆H₃₅NO₅ 
• 1404380-30-8 C₂₇H₃₇NO₅ 
• 1404380-31-9 C₂₃H₂₉NO₅ 
• 1404380-33-1 C₃₂H₄₀N₂O₅ 
• 1404378-64-8 C₃₁H₃₈N₂O₅ 
• 1404380-24-0 C₃₀H₃₈O₄ 

Relevant academic research and scientific papers

Enantioselective Synthesis of Chiral Carboxylic Acids from Alkynes and Formic Acid by Nickel-Catalyzed Cascade Reactions: Facile Synthesis of Profens

We report a stereoselective conversion of terminal alkynes to α-chiral carboxylic acids using a nickel-catalyzed domino hydrocarboxylation-transfer hydrogenation reaction. A simple nickel/BenzP* catalyst displayed high activity in both steps of regioselective hydrocarboxylation of alkynes and subsequent asymmetric transfer hydrogenation. The reaction was successfully applied in enantioselective preparation of three nonsteroidal anti-inflammatory profens (>90 % ees) and the chiral fragment of AZD2716.

Discovery of Second Generation RORγ Inhibitors Composed of an Azole Scaffold

Starting from a previously reported RORγ inhibitor (1), successive efforts to improve in vivo potency were continued. Introduction of metabolically beneficial motifs in conjunction with scaffold hopping was examined, resulting in discovery of the second generation RORγ inhibitor composed of a 4-(isoxazol-3-yl)butanoic acid scaffold (24). Compound 24 achieved a 10-fold improvement in in vivo potency in a mouse CD3 challenge model along with significant anti-inflammatory effects in a mouse dermatitis model.

Transformation of Carbonyl Compounds into Homologous Alkynes under Neutral Conditions: Fragmentation of Tetrazoles Derived from Cyanophosphates

Cyanophosphates (CPs) can be easily prepared from either ketones or aldehydes, and their reaction with NaN3-Et3N·HCl results in the formation of azidotetrazoles. Under microwave irradiation, successive fragmentation of the azidotetrazoles generates alkylidene carbenes that undergo [1,2]-rearrangement and are transformed into homologous alkynes. Treatment of ketone-derived CPs with TMSN3 and Bu2SnO as catalyst in toluene at reflux directly yields the corresponding internal alkynes, whereas the reaction of aldehyde-derived CPs with NaN3-Et3N·HCl in THF at reflux or TMSN3-Bu2SnO (cat.) in toluene at reflux provides homologous terminal alkynes in good yields. These reactions take place under neutral conditions and can be successfully extended to obtain alkynes that are not usually accessible from the corresponding carbonyl compounds by the Ohira-Bestmann or Shioiri procedures, which require basic conditions.

AMIDE COMPOUND AND MEDICINAL USE THEREOF

A compound of formula [I-W]: wherein each symbol is as defined in the description, or a pharmaceutically acceptable salt thereof.

Electrochemical carboxylation of α,α-difluorotoluene derivatives and its application to the synthesis of α-fluorinated nonsteroidal anti-inflammatory drugs

Electrochemical carboxylation of α,α-difluorotoluene derivatives resulted in an efficient fixation of carbon dioxide to give the corresponding α-fluorophenylacetic acids in good yields, and this reaction was successfully applied to the synthesis of α-fluorinated nonsteroidal anti-inflammatory drugs (NSAIDs). Georg Thieme Verlag Stuttgart.

Synthesis and carbonylation of aryl acetylenes

Several substituted aryl acetylenes have been prepared from acetophenones using the Vilsmeier reaction. Carbonylation of aryl acetylenes to produce aryl acrylic acids has been studied as a potential route to optically pure anti-inflammatory drugs such as ibuprofen and naproxen.

Thienotriazolodiazepines as platelet-activating factor antagonists. Steric limitations for the substituent in position 2

The preparations of thienotriazolodiazepines bearing a substituted ethynyl group at the 2-position, and the corresponding cis-olefins and fully saturated analogues are described. The compounds were evaluated as potential antagonists of platelet-activating