3910-51-8

Usage

Uses

Used in Pharmaceutical Synthesis:
2-CHLORO-N-(2,4,6-TRIMETHYL-PHENYL)-ACETAMIDE is used as an intermediate in the synthesis of Trimecaine Hydrochloride (T765620) for its local anesthetic and antiarrhythmic properties. It plays a crucial role in the development of pharmaceuticals targeting pain management and cardiac conditions.
Used in Local Anesthetic Applications:
In the field of anesthesiology, 2-CHLORO-N-(2,4,6-TRIMETHYL-PHENYL)-ACETAMIDE is used as a precursor for Trimecaine Hydrochloride, which is employed as a local anesthetic. It is particularly useful in procedures requiring numbness and pain relief.
Used in Cardiac Antiarrhythmic Applications:
2-CHLORO-N-(2,4,6-TRIMETHYL-PHENYL)-ACETAMIDE contributes to the synthesis of Trimecaine Hydrochloride, which has antiarrhythmic properties. It is utilized in the treatment of irregular heartbeats and related cardiac conditions.
Used in Postoperative Pain Management:
In the healthcare industry, 2-CHLORO-N-(2,4,6-TRIMETHYL-PHENYL)-ACETAMIDE is used as a component in the synthesis of Trimecaine Hydrochloride, which is applied in epidural postoperative analgesia. This application provides pain relief after major urological surgeries when combined with morphine, enhancing the patient's recovery process.

InChI:InChI=1/C11H14ClNO/c1-7-4-8(2)11(9(3)5-7)13-10(14)6-12/h4-5H,6H2,1-3H3,(H,13,14)

Upstream product

• 603-71-4 nitromesitylene 
• 79-04-9 chloroacetyl chloride 
• 88-05-1 2,4,6-trimethylaniline 

Downstream Products

• 101353-87-1 pyrrolidino-acetic acid-(2,4,6-trimethyl-anilide) 
• 94373-41-8 piperidino-acetic acid-(2,4,6-trimethyl-anilide) 
• 101354-20-5 2-morpholin-4-yl-N-(2,4,6-trimethyl-phenyl)-acetamide 
• 101353-93-9 2-thiomorpholin-4-yl-N-(2,4,6-trimethyl-phenyl)-acetamide 
• 109156-59-4 (4-methyl-piperidino)-acetic acid-(2,4,6-trimethyl-anilide) 
• 101889-42-3 4-[(2,4,6-trimethyl-phenylcarbamoyl)-methyl]-piperazine-1-carboxylic acid ethyl ester 
• 91904-31-3 N,N-dimethyl-glycine-(2,4,6-trimethyl-anilide) 
• 616-68-2 trimecaine 
• 109395-08-6 (2r,6c-dimethyl-piperidino)-acetic acid-(2,4,6-trimethyl-anilide) 
• 123202-86-8 2-(4-Hydroxy-piperidin-1-yl)-N-(2,4,6-trimethyl-phenyl)-acetamide 
• 93990-42-2 nortropanomesidide 
• 121513-22-2 2-(4-Phenyl-piperazin-1-yl)-N-(2,4,6-trimethyl-phenyl)-acetamide 
• 121530-13-0 2-(4-benzylpiperazin-1-yl)-N-mesitylacetamide 
• 87415-54-1 [2-Hydroxy-3-(naphthalen-1-yloxy)-propyl]-dimethyl-[(2,4,6-trimethyl-phenylcarbamoyl)-methyl]-ammonium; chloride 

Relevant academic research and scientific papers

Synthesis, biological evaluation, and structure-activity relationships of new tubulin polymerization inhibitors based on 5-amino-1,2,4-triazole scaffold

Based on our previous research, thirty new 5-amino-1H-1,2,4-triazoles possessing 3,4,5-trimethoxyphenyl moiety were synthesized, and evaluated for antiproliferative activities. Among them, compounds IIa, IIIh, and IIIm demonstrated significant antiproliferative activities against a panel of tumor cell lines, and the promising compound IIIm dose-dependently caused G2/M phase arrest in HeLa cells. Furthermore, analogue IIa exhibited the most potent tubulin polymerization inhibitory activity with an IC50 value of 9.4 μM, and molecular modeling studies revealed that IIa formed stable interactions in the colchicine-binding site of tubulin, suggesting that 5-amino-1H-1,2,4-triazole scaffold has potential for further investigation to develop novel tubulin polymerization inhibitors with anticancer activity.

One-pot production process of trimecaine hydrochloride

The invention discloses a one-pot production process of trimecaine hydrochloride. According to the method, s-trimethyl aniline, chloro-acetyl chloride and diethyl amine carry out reactions to obtain trimecaine hydrochloride. The liquid phase purity of the obtained trimecaine hydrochloride product is 99.9% or above, the molar yield reaches 90-95%, and the production method of trimecaine hydrochloride has the advantages of short production period, easy operation, low cost, high yield, and the like.

Discovery and optimization of 3,4,5-trimethoxyphenyl substituted triazolylthioacetamides as potent tubulin polymerization inhibitors

Based on our previous research, three series of new triazolylthioacetamides possessing 3,4,5-trimethoxyphenyl moiety were synthesized, and evaluated for antiproliferative activities and inhibition of tubulin polymerization. The most promising compounds 8b and 8j demonstrated more significant antiproliferative activities against MCF-7, HeLa, and HT-29 cell lines than our lead compound 6. Moreover, analogues 8f, 8j, and 8o manifested more potent antiproliferative activities against HeLa cell line with IC50 values of 0.04, 0.05 and 0.16 μM, respectively, representing 100-, 82-, and 25-fold improvements of the activity compared to compound 6. Furthermore, the representative compound, 8j, was found to induce significant cell cycle arrest at the G2/M phase in HeLa cell lines via a concentration-dependent manner. Meanwhile, compound 8b exhibited the most potent tubulin polymerization inhibitory activity with an IC50 value of 5.9 μM, which was almost as active as that of CA-4 (IC50 = 4.2 μM). Additionally, molecular docking analysis suggested that 8b formed stable interactions in the colchicine-binding site of tubulin.

A hydrochloric acid three a kain production method (by machine translation)

The invention discloses a hydrochloric acid three a kain production method. The method adopts the raw materials are trimethyl aniline, chloroacetyl chloride, diethylamine to carry out the reaction, the product is obtained in the liquid phase purity of 99.9% or more, the total yield up to 90% or more. The hydrochloride of this invention three a kain production method with the production cycle is short, the operation is simple, low cost, high yield the advantages, in addition the production method intermediate solvent recovery can be applied mechanically, more security and environmental protection; and is suitable for industrial production. (by machine translation)

THIAZOLOPYRIMIDINONE COMPOUNDS AND PREPARATION METHODS AND USE THEREOF

The present invention provides structural details of a thiazolopyrimidinone compound, a preparation method thereof, and use thereof in the manufacture of a medicament for the treatment of central nervous system diseases.

Synthesis and Reactivity of Intramolecularly NHC-Stabilized Germylenes and Stannylenes

The HOMO-LUMO energy gap of germylenes bearing CNHC∧Namido chelate ligands has been calculated in order to find suitable candidates for the activation of small molecules. Identified as promising structures, intramolecularl

Synthesis and Reactivity of Intramolecularly NHC-Stabilized Germylenes and Stannylenes

The HOMO-LUMO energy gap of germylenes bearing CNHC∧Namido chelate ligands has been calculated in order to find suitable candidates for the activation of small molecules. Identified as promising structures, intramolecularl

Highly selective ruthenium metathesis catalysts for ethenolysis

N-Aryl,N-alkyl N-heterocyclic carbene (NHC) ruthenium metathesis catalysts are highly selective toward the ethenolysis of methyl oleate, giving selectivity as high as 95% for the kinetic ethenolysis products over the thermodynamic self-metathesis products. The examples described herein represent some of the most selective NHC-based ruthenium catalysts for ethenolysis reactions to date. Furthermore, many of these catalysts show unusual preference and stability toward propagation as a methylidene species and provide good yields and turnover numbers at relatively low catalyst loading (500 ppm). A catalyst comparison showed that ruthenium complexes bearing sterically hindered NHC substituents afforded greater selectivity and stability and exhibited longer catalyst lifetime during reactions. Comparative analysis of the catalyst preference for kinetic versus thermodynamic product formation was achieved via evaluation of their steady-state conversion in the cross-metathesis reaction of terminal olefins. These results coincided with the observed ethenolysis selectivities, in which the more selective catalysts reach a steady state characterized by lower conversion to cross-metathesis products compared to less selective catalysts, which show higher conversion to cross-metathesis products.

Determination of stability constants and acute toxicity of potential hepatotropic gadolinium complexes

Due to their high specificity for the hepatobiliary system, iminodiacetic acid derivatives are known to form a class of hepatobiliary agents. In this paper we present new hepatotropic gadolinium complexes to be used as potential MRI contrast agents. Derivatives of N-(2-phenylamine-2-oxoethyl)iminodiacetic acid are introduced as ligands into such complexes. In this way, we hope to achieve a valuable diagnostic tool for investigating of pathological changes in the liver. Stability constants of complexes were determined by potentiometric titration in 0.1 mol L-1 NaNO3 solution at 20.0 ± 0.1OC. Stability and selectivity constants were also determined for endogenous metal ions such as Cu2+, Ca2+, and Zn2+ with the use of SUPERQUAD computer program. Acute toxicity of new gadolinium complexes was assessed in mice and histopathology examinations were carried out.

Modular synthesis of heterocyclic carbene precursors

A series of N-heterocyclic carbene precursors, containing an imidazoline or tetrahydropyrimidine framework, were prepared from ω-chloroalkanoyl chlorides. The sequential attachment of nitrogen nucleophiles and subsequent ring closure gave, depending on the reagents used, either the desired dihydroimidazolium and tetrahydropyrimidinium salts or their parent heterocycles. In this latter case, the second substituent was introduced in an alkylation step. The preparation of carbene precursors bearing chiral or bulky substituents was achieved with comparable efficiency.