245434-89-3

Usage

Uses

Used in Organic Synthesis:
1-(chloromethyl)-3-(methoxymethoxy)benzene is used as a building block for the synthesis of various organic compounds. Its unique reactivity, stemming from the chloromethyl and methoxymethoxy groups, allows for the creation of a wide range of chemical products.
Used in Pharmaceutical Production:
In the pharmaceutical industry, 1-(chloromethyl)-3-(methoxymethoxy)benzene is used as an intermediate in the production of various drugs. Its functional groups can be further modified or reacted with other molecules to create active pharmaceutical ingredients.
Used in Agrochemical Production:
Similarly, in the agrochemical industry, 1-(chloromethyl)-3-(methoxymethoxy)benzene serves as an intermediate for the synthesis of different agrochemicals, such as pesticides and herbicides. Its versatility in organic synthesis makes it a valuable component in the development of these products.

Upstream product

• 99-06-9 3-Carboxyphenol 
• 81245-42-3 methyl 3-{[(methyloxy)methyl]oxy}benzoate 
• 13709-05-2 3-methoxymethoxybenzaldehyde 
• 100-83-4 meta-hydroxybenzaldehyde 
• 107-30-2 chloromethyl methyl ether 

Downstream Products

• 1337929-70-0 WZB-131 
• 1403778-17-5 1-((4-(tert-butyl)phenoxy)methyl)-3-(methoxymethoxy)benzene 
• 1403778-18-6 3-((4-(tert-butyl)phenoxy)methyl)phenol 

Relevant academic research and scientific papers

Isosteres of ester derived glucose uptake inhibitors

Glucose transporters (GLUTs) facilitate glucose uptake and are overexpressed in most cancer cells. Inhibition of glucose transport has been shown to be an effective method to slow the growth of cancer cells both in vitro and in vivo. We have previously reported on the anticancer activity of an ester derived glucose uptake inhibitor. Due to the hydrolytic instability of the ester linkage we have prepared a series of isosteres of the ester moiety. Of all of the isosteres prepared, the amine linkage showed the most promise. Several additional analogues of the amine-linked compounds were also prepared to improve the overall activity.

Nucleophilic Substitutions of Alcohols in High Levels of Catalytic Efficiency

A practical method for the nucleophilic substitution (SN) of alcohols furnishing alkyl chlorides, bromides, and iodides under stereochemical inversion in high catalytic efficacy is introduced. The fusion of diethylcyclopropenone as a simple Lewis base organocatalyst and benzoyl chloride as a reagent allows notable turnover numbers up to 100. Moreover, the use of plain acetyl chloride as a stoichiometric promotor in an invertive SN-type transformation is demonstrated for the first time. The operationally straightforward protocol exhibits high levels of stereoselectivity and scalability and tolerates a variety of functional groups.

Photochemical generation of oxa-dibenzocyclooctyne (ODIBO) for metal-free click ligations

Oxa-dibenzocyclooctynes (ODIBO, 2a-c) are prepared by photochemical decarbonylation of corresponding cyclopropenones (photo-ODIBO, 1a-c). While photo-ODIBO does not react with azides, ODIBO is one of the most reactive cyclooctynes exhibiting rates of cycloaddition over 45 M-1 s -1 in aqueous solutions. ODIBO is stable under ambient conditions and has low reactivity towards thiols. Photo-ODIBO survives heating up to 160 °C and does not react with thiols.

COMPOSITIONS AND METHODS FOR GLUCOSE TRANSPORT INHIBITION

Glucose deprivation is an attractive strategy in cancer research and treatment. Cancer cells upregulate glucose uptake and metabolism for maintaining accelerated growth and proliferation rates. Specifically blocking these processes is likely to provide new insights to the role of glucose transport and metabolism in tumorigenesis, as well as in apoptosis. As solid tumors outgrow the surrounding vasculature, they encounter microenvironments with a limited supply of nutrients leading to a glucose deprived environment in some regions of the tumor. Cancer cells living in the glucose deprived environment undergo changes to prevent glucose deprivation-induced apoptosis. Knowing how cancer cells evade apoptosis induction is also likely to yield valuable information and knowledge of how to overcome the resistance to apoptosis induction in cancer cells. Disclosed herein are novel anticancer compounds that inhibit basal glucose transport, resulting in tumor suppression and new methods for the study of glucose deprivation in animal cancer research.

Bicyclic aromatic compounds and pharmaceutical/cosmetic compositions comprised thereof

Novel pharmaceutically/cosmetically-active bicyclic aromatic compounds have the structural formula (I): in which Ar1 is a radical having one of the structural formulae (a)-(c): Ar2 is a radical having one of the following formulae (d)-(h): and X is a radical having one of the following formulae (i)-(l): and are useful for the treatment of a wide variety of disease states, whether human or veterinary, for example dermatological, rheumatic, respiratory, cardiovascular and ophthalmological disorders, as well as for the treatment of mammalian skin and hair conditions/disorders.