85983-26-2

Basic information

• Product Name: 2-(4-benzylphenoxy)ethanol
• Synonyms: 2-(4-benzylphenoxy)ethanol
• CAS NO: 85983-26-2
• Molecular Weight: 228.291
• Mol File: 85983-26-2.mol

Chemical Properties

• CAS DataBase Reference: 2-(4-benzylphenoxy)ethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-benzylphenoxy)ethanol(85983-26-2)
• EPA Substance Registry System: 2-(4-benzylphenoxy)ethanol(85983-26-2)

Safety Data

• Hazardous Substances Data: 85983-26-2(Hazardous Substances Data)

Upstream product

• 96-49-1 [1,3]-dioxolan-2-one 
• 101-53-1 p-benzylphenol 
• 107-07-3 2-chloro-ethanol 
• 179019-55-7 tert-butyl [4-(phenylmethyl)phenoxy]acetate 
• 205381-79-9 2-(4-benzylphenoxy)ethyl tetrahydro-2H-pyran-2-yl ether 
• 71548-24-8 (4-benzyl-phenoxy)-acetic acid ethyl ester 

Downstream Products

• 147664-41-3 1-[2-[4-(phenylmethyl)phenoxy]ethyl]-pyrrolidine 
• 88355-67-3 Propionaldehyde O-[2-(4-benzyl-phenoxy)-ethyl]-oxime 
• 262425-89-8 2-(phenylmethyl)-5-[2-[4-(phenylmethyl)phenoxy]ethyl]-2,5-diazabicyclo[2.2.1]heptane 
• 179020-60-1 1-acetyl-4-[2-[4-(phenylmethyl)phenoxy]ethyl]piperazine 
• 179022-54-9 1-(2-Azido-ethoxy)-4-benzyl-benzene 
• 138113-73-2 2-(4-benzylphenoxy)ethylamine 
• 302962-75-0 2-[2-(4-benzyl-phenoxy)-ethyl]-isoindole-1,3-dione 
• 165683-41-0 2-(4-benzylphenoxy)ethylbromine 
• 60225-65-2 2-[4-(phenylmethyl)phenoxy]ethyl 4-methylbenzenesulfonate 

Relevant articles and documents

SKIN PIGMENTATION MODIFIERS TO DARKEN OR LIGHTEN THE SKIN

The present invention relates to a method for changing the pigmentation of a skin, a mucous membrane or hair with a compound of general formula (I), a cosmetic use of said compound of general formula (I), to cosmetic compositions comprising said compound of general formula (I), and to new depigmenting agents.

LTA4 Hydrolase inhibitors

The present invention provides compounds of the formula Ar1-Q-Ar2-Y-R-Z and pharmaceutically acceptable salts thereof wherein Ar1 and Ar2 are optionally substituted aryl moieties, Z is an optionally substituted nitrogen-containing moiety which may be an acyclic, cyclic or bicyclic amine or an optionally substituted monocyclic or bicyclic nitrogen-containing heteroaromatic moiety; Q is a linking group capable of linking two aryl groups; R is an alkylene moiety; Y is a linking moiety capable of linking an aryl group to an alkylene moiety and wherein Z is bonded to R through a nitrogen atom. The compounds and pharmaceutical compositions of the present invention are useful in the treatment of inflammatory diseases which are mediated by LTB4 production, such as proriasis, ulcerative colitis, IBD and asthma.

Structure-activity relationship studies on 1-[2-(4- phenylphenoxy)ethyl]pyrrolidine (SC-22716), a potent inhibitor of leukotriene A4 (LTA4) hydrolase

Leukotriene B4 (LTB4) is a pro-inflammatory mediator that has been implicated in the pathogenesis of a number of diseases including inflammatory bowel disease (IBD) and psoriasis. Since the action of LTA4 hydrolase is the rate-limiting step for LTB4 production, this enzyme represents an attractive pharmacological target for the suppression of LTB4 production. From an in- house screening program, SC-22716 (1, 1-[2-(4- phenylphenoxy)ethyl]pyrrolidine) was identified as a potent inhibitor of LTA4 hydrolase. Structure-activity relationship (SAR) studies around this structural class resulted in the identification of a number of novel, potent inhibitors of LTA4 hydrolase, several of which demonstrated good oral activity in a mouse ex vivo whole blood assay.

Synthesis, binding and structure-affinity studies of new ligands for the microsomal anti-estrogen binding site (AEBS)

New compounds have been synthesized based on the structure of the anti-tumoral drug tamoxifen and its diphenylmethane derivative, N,N-diethyl-2-[(4-phenyl-methyl)-phenoxy]-ethanamine, HCl (DPPE). These new compounds have no affinity for the estrogen receptor (ER) and bind with various affinity to the anti-estrogen binding site (AEBS). Compounds 2, 10, 12, 13, 20a, 20b, 23a, 23b, 29 exhibited 1.1-69.5 higher affinity than DPPE, and compounds 23a and 23b have 1.2 and 3.5 higher affinity than tamoxifen. Three-dimensional structure analysis, performed using the intersection of the van der Waals volume occupied by tamoxifen in its crystallographic state and the van der Waals volume of these new compounds in their calculated minimal energy conformation, correlated well with their pKi for AEBS (r=0.84, P0.0001, n=18). This is the first structure-affinity relationship (SAR) ever reported for AEBS ligands. Moreover in this study we have reported the synthesis of new compounds of higher affinity than the lead compounds and that are highly specific for AEBS. Since these compounds do not bind ER they will be helpful to study AEBS mediated cytotoxicity. Moreover our study shows that our strategy is a new useful guide to design high affinity and selective ligands for AEBS. Copyright (C) 2000 Elsevier Science Ltd.

Structure-activity relationship of new growth inhibitors of Trypanosoma cruzi

Several drugs bearing the 4-phenoxyphenoxy skeleton and other closely related structures were designed, synthesized, and evaluated as antiproliferative agents against Trypanosoma cruzi, the etiologic agent of Chagas' disease. The new class of drugs was envisioned by modifying the nonpolar 4-phenoxyphenoxy moiety replacing selected aromatic protons by different groups via electrophilic aromatic substitution reactions as well as introducing a sulfur atom at file polar extreme. Of the designed compounds, sulfur-containing derivatives were shown to be potent antireplicative agents against T. cruzi. Among these drugs, 4-phenoxyphenoxyethyl thiocyanate (compound 56) proved to be an extremely active growth inhibitor of the epimastigote forms of T. cruzi and displayed an IC500 of 2.2 μM. Under the same assay conditions, this drug was much more active than Nifurtimox, one of the drugs currently in clinical use to control this disease. This thiocyanate derivative was also a very active inhibitor against the intracellular form of the parasite at the nanomolar level. Other sulfur derivatives prepared also exhibited very potent antiproliferative action against T. cruzi. The presence of a sulfur atom at the polar extreme for this family of compounds seems to be very important for biological action because this atom was always associated with high inhibition values. 4-Phenoxyphenoxyethyl thiocyanate presents very good prospective not only as a lead drug but also as a potential chemotherapeutic agent.

Carbamic acid esters

Carbamic acid esters of the formula STR1 wherein R1, R2, R3, R4, R5, R6, R7, X, and Y are as defined hereinafter, process for their preparation, as well as pesticidal compositions containing these compounds as the active ingredient and methods for using the pesticidal compositions for the control of pests are described.

Oxime Ethers: New Potent Insect Growth Regulators

Oxime ethers containing a 4-phenoxyphenoxy group in the molecules were synthesized and their insect growth regulating (IGR) activities were studied.Of these new IGR's, propionaldehyde oxime O-2-(4-phenoxyphenoxy)ethyl ether and propionaldehyde oxime O-2-(phenoxyphenoxy)propyl ether were found to be most effective, having much higher activities than methoprene against larvae of Culex pipiens pallens and Musca domestica by the immersion method and medium method, respectively.In addition, the effects of steric isomerism of these compounds were examined; their IGR activities were found to have a close relationship to the juvenile hormone activity by the Galleria wax test.