6941-12-4

Usage

Physical appearance

White crystalline solid The compound forms a white, crystal-like structure in its solid state.

Solubility

Insoluble in water, soluble in organic solvents The compound does not dissolve well in water but can dissolve in certain organic solvents, such as ethanol or acetone.

Use as a pharmaceutical intermediate

Production of certain drugs 2-(4-tert-butylphenoxy)propanoic acid is used as a starting material or building block in the synthesis of various pharmaceutical drugs.

Use as a chemical reagent

Organic synthesis The compound serves as a reagent in organic chemistry, aiding in the synthesis or modification of other chemical compounds.

Anti-inflammatory properties

Reduction of inflammation 2-(4-tert-butylphenoxy)propanoic acid has the ability to reduce inflammation, making it a potentially useful component in medications targeting inflammatory conditions.

Analgesic properties

Pain relief The compound also possesses pain-relieving properties, which may contribute to its use in medications for pain management.

Active ingredient in medications

Some medications contain the compound as a key component, utilizing its anti-inflammatory and analgesic properties for therapeutic effects.

Pesticide use in agriculture

Control of pests 2-(4-tert-butylphenoxy)propanoic acid has been used as a pesticide to control pests in agricultural settings.

Restricted use in some regions

Environmental and health hazards Due to potential negative impacts on the environment and human health, the use of 2-(4-tert-butylphenoxy)propanoic acid has been limited or banned in certain areas.

InChI:InChI=1/C13H18O3/c1-9(12(14)15)16-11-7-5-10(6-8-11)13(2,3)4/h5-9H,1-4H3,(H,14,15)/p-1/t9-/m1/s1

Upstream product

• 98-54-4 para-tert-butylphenol 
• 598-72-1 2-Bromopropionic acid 
• 598-78-7 (R,S)-2-chloropropionic acid 

Downstream Products

• 63698-22-6 6β-[(Ξ)-2-(4-tert-butyl-phenoxy)-propionylamino]-penicillanic acid 
• 873839-55-5 (R)-2-(4-tert-butylphenoxy)propionic acid 
• 953412-25-4 (S)-2-(4-tert-butylphenoxy)propionic acid 
• 1075222-49-9 C₂₆H₂₃BrClF₃N₂O₃ 

Relevant academic research and scientific papers

Access to Optically Enriched α-Aryloxycarboxylic Esters via Carbene-Catalyzed Dynamic Kinetic Resolution and Transesterification

Optically active α-aryloxycarboxylic acids and their derivatives are important functional molecules. Disclosed here is a carbene-catalyzed dynamic kinetic resolution and transesterification reaction for access to this class of molecules with up to 99% yields and 99:1 er values. Addition of a chiral carbene catalyst to the ester substrate leads to two diastereomeric azolium ester intermediates that can quickly epimerize to each other and thus allows for effective dynamic kinetic resolution to be realized. The optically enriched ester products from our reaction can be quickly transformed to chiral herbicides and other bioactive molecules.

Highly Enantioselective Hydrogenation of Amides via Dynamic Kinetic Resolution Under Low Pressure and Room Temperature

High-throughput screening and lab-scale optimization were combined to develop the catalytic system trans-RuCl2((S,S)-skewphos)((R,R)-dpen), 2-PrONa, and 2-PrOH. This system hydrogenates functionalized α-phenoxy and related amides at room temperature under 4 atm H2 pressure to give chiral alcohols with up to 99% yield and in greater than 99% enantiomeric excess via dynamic kinetic resolution.

Single step incorporation of carboxylic acid groups in the lower rim of calix[4]arenes: A recyclable catalyst towards assembly of diverse five ring fused acridines

This is the first report of an efficient protocol for the incorporation of the -COOH moiety in a single step at the lower rim of calixarene to produce a new calix[4]arene grafted tricarboxylic acid, calix 4a. Generation of this catalyst was confirmed by NMR and HRMS analyses. The efficacy of this compound as an organocatalyst was successfully extended towards the synthesis of an assembly of new diversely substituted five ring fused acridine derivatives.

CARBOXYLIC ACID DERIVATIVE AND SALT THEREOF

The present invention provides a novel carboxylic acid compound, a salt thereof or a hydrate of them useful as an insulin sensitizer, and a medicament comprising the compound as an active ingredient. That is, the present invention provides a carboxylic acid compound represented by the following formula, a salt thereof, an ester thereof or a hydrate of them. Wherein R1 represents a hydrogen atom, hydroxyl group, halogen, carboxyl group, or a C1-6 alkyl group etc., each of which may have one or more substituents; L represents a single bond, or a C1-6 alkylene group, a C2-6 alkenylene group or a C2-6 alkynylene group, each of which may have one or more substituents; M represents a single bond, or a C1-6 alkylene group, a C2-6 alkenylene group or a C2-6 alkynylene group, each of which may have one or more substituents; T represents a single bond, or a C1-3 alkylene group, a C2-3 alkenylene group or a C2-3 alkynylene group, each of which may have one or more substituents; W represents a carboxyl group;- - - represents a single bond etc. ; X represents a single bond, oxygen atom, a group represented by -NRX1CQ1O- (wherein Q1 represents an oxygen atom or sulfur atom; and RX1 represents a hydrogen atom, formyl group, or a C1-6 alkyl group etc., each of which may have one or more substituents), -OCQ1NRX1- (wherein Q1 and RX1 are as defined above), -CQ1NRx1O- (wherein Q1 and RX1 are as def ined above), ONRX1CQ1- (wherein Q1 and RX1 are as defined above), - Q2SO2- (wherein Q2 is an oxygen atom or -NRX10- (wherein RX10 represents a hydrogen atom, formyl group, or a C1-6 alkyl group etc., each of which may have one or more substituents)) or -SO2Q2- (wherein Q2 is as defined above), (wherein, provided that RX2 and RX3, and/or RX4 and RX5 may together form a ring, Q3 and Q4 are the same as or different from each other and each represents an oxygen atom, (O)S(O) or NRX10 (wherein NRX10 is as defined above)); Y represents a 5- to 14-membered aromatic group etc., which may have one or more substituents and one or more hetero atoms; and the ring Z represents a 5-to 14-membered aromatic group which may have 0 to 4 substituents and one or more hetero atoms, and wherein part of the ring may be saturated.

Presynaptic cholinergic modulators as potent cognition enhancers and analgesic drugs. 2. 2-Phenoxy-, 2-(phenylthio)-, and 2-(phenylamino)alkanoic acid esters

Further modifications of the leads ((R)-(+)-hyoscyamine and (p- chlorophenyl)propionic acid α-tropanyl ester), which show analgesic and nootropic activities as a consequence of increased central presynaptic ACh release, are reported. 2-Phenoxy- and 2-(phenylthio)alkanoic acid esters showed the best results. Several members of these classes possess analgesic properties which are comparable to that of morphine and at the same time are able to reverse dicyclomine-induced amnesia. Confirmation was found that the mechanism of action is due to an increase in ACh release at central muscarinic synapses and that both auto- and heteroreceptors controlling ACh release are very likely involved. According to the results obtained with (R)- (+)-hyoscyamine, analgesic activity is stereochemistry dependent, since the R-(+)-enantiomers are always more efficacious than the corresponding S-(-)- ones. On the basis of their potency and acute toxicity, compounds (±)-28 (SM21) and (±)-42 (SM32) were selected for further study.