1798-04-5

Basic information

• Product Name: 4-TERT-BUTYLPHENOXYACETIC ACID
• Synonyms: 2-(4-tert-butylphenoxy)ethanoic acid;Acetic acid, [4-(1,1-dimethylethyl)phenoxy]-;P-(TERT-BUTYL)PHENOXYACETIC ACID;p-tert-Butylphenoxyacetic acid;4-TERT-BUTYLPHENOXYACETIC ACID;AKOS BBB/265;AKOS B006491;ART-CHEM-BB B006491
• CAS NO: 1798-04-5
• Molecular Formula: C₁₂H₁₆O₃
• Molecular Weight: 208.25
• Mol File: 1798-04-5.mol
• Article Data: 31

Chemical Properties

• Melting Point: 96 °C(lit.)
• Boiling Point: 325.4°Cat760mmHg
• Flash Point: 120.8°C
• Appearance: /
• Density: 1.088g/cm³
• Vapor Pressure: 9.43E-05mmHg at 25°C
• Refractive Index: 1.513
• Solubility: Sparingly Soluble (0.56 g/L) (25°C), Calc.
• PKA: 3.22±0.10(Predicted)
• BRN: 2368208
• CAS DataBase Reference: 4-TERT-BUTYLPHENOXYACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-TERT-BUTYLPHENOXYACETIC ACID(1798-04-5)
• EPA Substance Registry System: 4-TERT-BUTYLPHENOXYACETIC ACID(1798-04-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 1798-04-5(Hazardous Substances Data)

Usage

Uses

Applied as a reagent for the TAC protective group in nucleosides.

Purification Methods

Crystallise the acid from pet ether or pet ether/*C6H6 mixture. [Beilstein 6 H 524, 6 III 1869.]

InChI:InChI=1/C12H16O3/c1-12(2,3)9-4-6-10(7-5-9)15-8-11(13)14/h4-7H,8H2,1-3H3,(H,13,14)

Upstream product

• 98-54-4 para-tert-butylphenol 
• 3926-62-3 sodium monochloroacetic acid 
• 3344-19-2 4-tert-butyl-phenoxyacetic acid ethyl ester 
• 17273-47-1 Sodium; (4-tert-butyl-phenoxy)-acetate 
• 88530-52-3 methyl (4-(1,1-dimethylethyl)phenoxy)acetate 
• 768378-07-0 tert-butyl 2-(4-tert-butylphenoxy)acetate 
• 158983-12-1 4-nitrophenyl (4-t-butylphenoxy)acetate 
• 79-08-3 bromoacetic acid 
• 78-83-1 2-methyl-propan-1-ol 
• 122-59-8 2-phenoxyacetic acid 
• 79-11-8 chloroacetic acid 

Downstream Products

• 90734-55-7 (4-tert-butylphenoxy)acetyl chloride 
• 10514-64-4 (4-tert-Butyl-2-nitro-phenoxy)-acetic acid 
• 301690-20-0 3-[2-(4-tert-butylphenoxy)acetylamino]benzoic acid methyl ester 
• 876391-80-9 2-(4-tert-butylphenoxy)-N-[2-(2-methoxyphenyl)-2-oxoethyl]acetamide 
• 406701-84-6 (S)-4-Benzyl-3-[(4-t-butylphenoxy)acetyl] oxazolidin-2-one 
• 1435933-28-0 C₁₉H₂₅N₃O₂ 
• 1435933-30-4 C₂₀H₂₇N₃O₂ 
• 1435933-31-5 C₂₀H₂₇N₃O₃ 
• 1435933-32-6 C₂₁H₂₉N₃O₃ 
• 1435933-33-7 C₂₀H₂₆ClN₃O₃ 

Relevant articles and documents

Small molecule compound and application and composition thereof

The invention discloses a small molecule compound and application and a composition thereof, and the application of the small molecule compound is specifically as follows: 4-((2-(4-(tert-butyl)phenoxy)acetyl)glycyl)phenylbenzo[d] [1,3]dioxane-5-carboxylic ester, or pharmaceutically, healthcare or food acceptable salt or ester or derivative thereof, or a mixture thereof for preparing substances for treating tumors, inhibiting tumor cell growth and/or inducing tumor cell apoptosis, and the composition contains: (1) a compound 4-((2-(4-(tert-butyl)phenoxy)acetyl)glycyl)phenylbenzo [d][1, 3]dioxane-5-carboxylic acid esters, or pharmaceutically, healthcare or food acceptable salts or esters or derivatives thereof, or mixtures thereof; (2) an apoptosis-causing drug; and (3) a carrier or excipient acceptable in pharmacy, health care science or food science.

Methyl 3-(3-(4-(2,4,4-Trimethylpentan-2-yl)phenoxy)-propanamido)benzoate as a Novel and Dual Malate Dehydrogenase (MDH) 1/2 Inhibitor Targeting Cancer Metabolism

Previously, we reported a hypoxia-inducible factor (HIF)-1 inhibitor LW6 containing an (aryloxyacetylamino)benzoic acid moiety inhibits malate dehydrogenase 2 (MDH2) using a chemical biology approach. Structure-activity relationship studies on a series of (aryloxyacetylamino)benzoic acids identified selective MDH1, MDH2, and dual inhibitors, which were used to study the relationship between MDH enzyme activity and HIF-1 inhibition. We hypothesized that dual inhibition of MDH1 and MDH2 might be a powerful approach to target cancer metabolism and selected methyl-3-(3-(4-(2,4,4-trimethylpentan-2-yl)phenoxy)propanamido)-benzoate (16c) as the most potent dual inhibitor. Kinetic studies revealed that compound 16c competitively inhibited MDH1 and MDH2. Compound 16c inhibited mitochondrial respiration and hypoxia-induced HIF-1α accumulation. In xenograft assays using HCT116 cells, compound 16c demonstrated significant in vivo antitumor efficacy. This finding provides concrete evidence that inhibition of both MDH1 and MDH2 may provide a valuable platform for developing novel therapeutics that target cancer metabolism and tumor growth.

Finding new elicitors that induce resistance in rice to the white-backed planthopper Sogatella furcifera

Herein we report a new way to identify chemical elicitors that induce resistance in rice to herbivores. Using this method, by quantifying the induction of chemicals for GUS activity in a specific screening system that we established previously, 5 candidate elicitors were selected from the 29 designed and synthesized phenoxyalkanoic acid derivatives. Bioassays confirmed that these candidate elicitors could induce plant defense and then repel feeding of white-backed planthopper Sogatella furcifera.