106967-74-2

Usage

Uses

Used in Pharmaceutical Industry:
(3-methoxyphenoxy)acetyl chloride is used as an intermediate in the synthesis of pharmaceuticals for its ability to undergo various chemical reactions, such as acylation, nucleophilic substitution, and esterification. This makes it a versatile building block in the development of new medications.
Used in Agrochemical Industry:
In the agrochemical field, (3-methoxyphenoxy)acetyl chloride serves as an intermediate in the synthesis of various agrochemicals, contributing to the development of effective products for crop protection and enhancement of agricultural yields.
Used in Organic Synthesis:
(3-methoxyphenoxy)acetyl chloride is utilized as a reactive building block in organic synthesis, enabling the creation of a wide range of organic compounds for diverse applications beyond pharmaceuticals and agrochemicals. Its reactivity allows for the formation of new chemical entities through multiple types of reactions.

Upstream product

• 2088-24-6 3-methoxyphenoxyacetic acid 
• 81720-20-9 methyl (3-methoxyphenoxy)acetate 
• 150-19-6 O-methylresorcine 
• 82815-86-9 (3-methoxy-phenoxy)-acetic acid ethyl ester 

Downstream Products

• 106967-80-0 (Z)-2-[2-(3-Methoxy-phenoxy)-acetyl]-3-methylamino-but-2-enoic acid ethyl ester 
• 106967-90-2 3-(3-Methoxy-phenoxymethyl)-5-methyl-isoxazole-4-carboxylic acid 
• 106967-85-5 5-(3-Methoxy-phenoxymethyl)-3-methyl-isoxazole-4-carboxylic acid 
• 1196669-89-2 C₂₇H₃₄N₆O₆S 
• 1246091-34-8 O,O-dimethyl-1-(3-methoxyphenoxyacetoxy)-1-(2-chlorophenyl)methylphosphonate 
• 1151474-46-2 n-dodecyl 2-(3-methoxyphenoxy)acetate 
• 1151474-47-3 4-chlorophenyl 2-(3-methoxyphenoxy)acetate 
• 1024056-04-9 6,7-dimethoxy-1-((2-methoxyphenoxy)methyl)-1,2,3,4-tetrahydroisoquinoline 
• 1443828-03-2 6,7-dimethoxy-1-((4-methoxyphenoxy)methyl)-1,2,3,4-tetrahydroisoquinoline 
• 680605-22-5 (3-chlorophenyl)(6,7-dimethoxy-1-((2-methoxyphenoxy)-methyl)-3,4-dihydroisoquinolin-2(1H)-yl)methanone 
• 1237533-49-1 (3-chlorophenyl)(6,7-dimethoxy-1-((3-methoxyphenoxy)-methyl)-3,4-dihydroisoquinolin-2(1H)-yl)methanone 
• 1237533-50-4 (6,7-dimethoxy-1-((3-methoxyphenoxy)methyl)-3,4-dihydroisoquinolin-2(1H)-yl)(phenyl)methanone 
• 1443827-88-0 C₁₉H₂₁NO₄ 
• 1443827-87-9 C₁₉H₂₁NO₄ 

Relevant academic research and scientific papers

Synthesis of new plant growth regulator: N-(Fatty acid) O-aryloxyacetyl ethanolamine

N-(Fatty acyl) O-aryloxyacetyl ethanolamines, prepared from N-acylethanolamine (NAE) and aryloxyacetic acid, were tested for plant growth regulating activity. Compared with N-stearoylethanolamine, most compounds exhibit improved plant growth stimulating activity. In particular, those with chlorine on aryl ring show better activity than 2,4-dichlorophenyloxyacetic acid in stimulating hypocotyls elongation of rape which indicates that chlorine on aryl ring appears significant. Moreover, these derivatives display improved solubility.

Design and synthesis of α-phenoxy-N-sulfonylphenyl acetamides as Trypanosoma brucei Leucyl-tRNA synthetase inhibitors

Human African trypanosomiasis (HAT), caused by the parasitic protozoa Trypanosoma brucei, is one of the fatal diseases in tropical areas and current medicines are insufficient. Thus, development of new drugs for HAT is urgently needed. Leucyl-tRNA synthetase (LeuRS), a recently clinically validated antimicrobial target, is an attractive target for development of antitrypanosomal drugs. In this work, we report a series of α-phenoxy-N-sulfonylphenyl acetamides as T. brucei LeuRS inhibitors. The most potent compound 28g showed an IC50 of 0.70 μM which was 250-fold more potent than the starting hit compound 1. The structure-activity relationship was also discussed. These acetamides provided a new scaffold and lead compounds for the further development of clinically useful antitrypanosomal agents.

Design and Synthesis of Novel 4-Hydroxyl-3-(2-phenoxyacetyl)-pyran-2-one Derivatives for Use as Herbicides and Evaluation of Their Mode of Action

In order to develop a novel herbicide containing the β-triketone motif, a series of 4-hydroxyl-3-(2-phenoxyacetyl)-pyran-2-one derivatives were designed and synthesized. The bioassay results showed that compound II15 had good pre-emergent herbicidal activity even at a dosage of 187.5 g ha-1. Moreover, compound II15 showed a broader spectrum of weed control when compared with a commercial herbicide 2,4-dichlorophenoxyacetic acid (2,4-D), and displayed good crop safety to Triticum aestivum L. and Zea mays Linn. when applied at 375 g ha-1 under pre-emergence conditions, which indicated its great potential as a herbicide. More importantly, studying the molecular mode of action of compound II15 revealed that the novel triketone structure is a proherbicide of its corresponding phenoxyacetic acid auxin herbicide, which has a herbicidal mechanism similar to that of 2,4-D. The present work indicates that the 4-hydroxyl-3-(2-phenoxyacetyl)-pyran-2-one motif may be a potential lead structure for further development of novel auxin-type herbicides.

Design, synthesis and structure-activity relationship studies of novel phenoxyacetamide-based free fatty acid receptor 1 agonists for the treatment of type 2 diabetes

The free fatty acid receptor 1 (FFA1) has attracted extensive attention as a novel antidiabetic target in the last decade. Several FFA1 agonists reported in the literature have been suffered from relatively high molecular weight and lipophilicity. We have previously reported the FFA1 agonist 1. Based on the common amide structural characteristic of SAR1 and NIH screened compound, we here describe the continued structure-activity exploration to decrease the molecular weight and lipophilicity of the compound 1 series by converting various amide linkers. All of these efforts lead to the discovery of the preferable lead compound 18, a compound with considerable agonistic activity, high LE and LLE values, lower lipophilicity than previously reported agonists, and appreciable efficacy on glucose tolerance in both normal and type 2 diabetic mice.

BENZIMIDAZOLE DERIVATIVES AS SELECTIVE BLOCKERS OF PERSISTENT SODIUM CURRENT

The present invention is directed to a compound of Formula (I) or a pharmaceutically acceptable salt thereof; wherein R, R1, R2, R3, R4, m, and n are as defined herein, to pharmaceutical compositions comprising said compound, and to methods of treating diseases or conditions mediated by elevated persistent sodium current, such as an ocular disorder, multiple sclerosis, seizure disorder, and chronic pain.

QUINAZOLINE DERIVATIVES AS KINASE INHIBITORS

The invention is directed to quinazoline compounds that can inhibit the bioactivity of one or more kinase enzymes, including a Rho kinase, an AKT kinase, a p70S6K kinase, a LIM kinase, an IKK kinase, a Fit kinase, an Aurora kinase, or a Src kinase, or any combination thereof; to methods of use of those compounds; and to methods of preparation of those compounds. The inventive compounds can be used in the treatment of malconditions including cardiovascular disease, neurogenic pain, hypertension, atherosclerosis, angina, stroke, arterial obstruction, peripheral arterial disease, erectile dysfunction, acute and chronic pain, dementia, Alzheimer's disease, Parkinson's disease, neuronal degeneration, asthma, amyotrophic lateral sclerosis, spinal cord injury, rheumatoid arthritis, osteoarthritis, osteoporosis, psoriasis, cerebral vasospasm, open angle glaucoma, multiple sclerosis, pulmonary hypertension, acute respiratory distress syndrome, inflammation, diabetes, urinary organ diseases and benign prostatic hypertrophy (BPH), metastasis, cancer, glaucoma, ocular hypertension, retinopathy, autoimmune disease, viral infection, or myocardial pathology.

Aryloxyacetic esters structurally related to α-Asarone as potential antifungal agents

A series of aryloxyacetic ester analogues 8-13 was synthesized based on the potential pharmacophores of the antifungal agents α-Asarone (1) and 2-5. Their antifungal activity was tested in vitro for their growth inhibitory activities against pathogenic fungi. The in vitro antifungal evaluation of these alkyl and aryl esters shows that derivatives 10 displayed the highest antifungal and fungicidal activities against Cryptococcus neoformans and C. gattii. These results support the idea that the phenoxyacetic frame is a potent pharmacophore for the design of potential antifungal drugs. Graphical Abstract: [Figure not available: see fulltext.]