194857-85-7

Basic information

• Product Name: 4-HYDROXY-2,2',6-TRIMETHYL-BENZENEPROPANOIC ACID
• Synonyms: 4-HYDROXY-2,2',6-TRIMETHYL-BENZENEPROPANOIC ACID;3-(4-Hydroxy-2,6-dimethylphenyl)-2-methyl-propionic acid
• CAS NO: 194857-85-7
• Molecular Formula: C₁₂H₁₆O₃
• Molecular Weight: 208.25
• Mol File: 194857-85-7.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 385 °C at 760 mmHg
• Flash Point: 200.8 °C
• Appearance: /
• Density: 1.148 g/cm³
• CAS DataBase Reference: 4-HYDROXY-2,2',6-TRIMETHYL-BENZENEPROPANOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-HYDROXY-2,2',6-TRIMETHYL-BENZENEPROPANOIC ACID(194857-85-7)
• EPA Substance Registry System: 4-HYDROXY-2,2',6-TRIMETHYL-BENZENEPROPANOIC ACID(194857-85-7)

Safety Data

• Hazardous Substances Data: 194857-85-7(Hazardous Substances Data)

Usage

General Description

4-HYDROXY-2,2',6-TRIMETHYL-BENZENEPROPANOIC ACID, also known as Tocopherol, is a chemical compound that belongs to the family of organic compounds known as tocopherols. Tocopherols are a group of compounds that possess vitamin E activity. This particular compound is a derivative of vitamin E and is commonly used as an antioxidant in cosmetics, food products, and pharmaceuticals. It functions by protecting cells and tissues from damage caused by free radicals and oxidation. Tocopherol is also known for its moisturizing and skin-conditioning properties, making it a popular ingredient in skincare products.

Upstream product

• 194857-83-5 2-(4-hydroxy-2,6-dimethylbenzyl)-2-methylmalonic acid diethyl ester 
• 54373-50-1 O-ethoxycarbonyl-3,5-dimethyl-4-chloromethylphenol 
• 194857-84-6 2-(4-hydroxy-2,6-dimethylbenzyl)-2-methylmalonic acid 

Downstream Products

• 194857-86-8 (Des-NH2-αMe-L/D-Dmt)-Tic-OtBu 

Relevant articles and documents

Evolution of the Dmt-Tic pharmacophore: N-terminal methylated derivatives with extraordinary δ opioid antagonist activity

The δ opioid antagonist H-Dmt-Tic-OH (2',6'-dimethyl-L-tyrosyl-1,2,3,4- tetrahydroisoquinoline-3-carboxylic acid) exhibits extraordinary δ receptor binding characteristics [K(i)(δ) = 0.022 nM; K(i)(μ)/K(i)(δ) = 150 000] and δ antagonism (pA2 = 8.2; Ke = 5.7 nM). A change in chirality of Dmt at Cα (1, 2, 6, 8, 10, 13) curtailed δ receptor parameters, while replacement of its α-amino function by a methyl group (3) led to inactivity; Tyr-Tic analogues 4 and 11 weakly interacted with δ receptors. N-Alkylation of H- Dmt-Tic-OH and H-Dmt-Tic-Ala-OH with methyl groups produced potent δ-opioid ligands with high δ receptor binding capabilities and enhanced δ antagonism: (i) N-Me-Dmt-Tic-OH 5 had high δ opioid binding (K(i)(δ) = 0.2 nM), elevated δ antagonism on mouse vas deferens (MVD) (pA2 = 8.5; K(e) = 2.8 nM), and nondetectable μ activity with guinea pig ileum (GPI). (ii) N,N- Me2-Dmt-Tic-OH (12) was equally efficacious in δ receptor binding (K(i)(δ) = 0.12 nM; K(i)(μ)/K(i)(δ) = 20 000), but δ antagonism rose considerably (pA2 = 9.4; K(e) = 0.28 nM) with weak μ antagonism (pA2 = 5.8; K(e) = 1.58 μM; GPI/MVD = 1:5640). N-Me-(9) and N,N-Me2-Dmt-Tic-Ala-OH (15) also augmented δ opioid receptor binding, such that 15 demonstrated high affinity (K(i)(δ) = 0.0755 nM) and selectivity (K(i)(μ)/K(i)(δ) = 20 132) with exceptional antagonist activity on MVD (pA2 = 9.6; K(e) = 0.22 nM) and weak antagonism on GPI (pA2 = 5.8; K(e) = 1.58 μM; GPI/MVD = 1:7180). Although the amidated dimethylated dipeptide analogue 14 had high K(i)(δ) (0.31 nM) and excellent antagonist activity (pA2 = 9.9; K(e) = 0.12 nM), the increased activity toward μ receptors in the absence of a free acid function at the C- terminus revealed modest δ selectivity (K(i)(μ)/KK(i)(δ) = 1 655) and somewhat comparable bioactivity (GPI/MVD = 4500). Thus, the data demonstrate that N,N-(Me)2-Dmt-Tic-OH (12) and N,NMe2-Dmt-Tic-Ala-OH (15) retained high δ receptor affinities and δ selectivities and acquired enhanced potency in pharmacological bioassays on MVD greater than that of other peptide or non- peptide δ antagonists.