2146-61-4

Basic information

• Product Name: 3-METHOXYPHENETHYL BROMIDE
• Synonyms: 1-(2-Bromoethyl)-3-methoxybenzene;Anisole, m-(2-bromoethyl)-;Benzene, 1-(2-bromoethyl)-3-methoxy-;m-Methoxyphenethyl bromide;m-Methoxyphenylethyl bromide;3-Methoxyphenylethylbromide;3-Methoxyphenethyl broMide 97%
• CAS NO: 2146-61-4
• Molecular Formula: C₉H₁₁BrO
• Molecular Weight: 215.08704
• Mol File: 2146-61-4.mol

Chemical Properties

• Boiling Point: 172-209 °C (DSC)(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.3708 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0298mmHg at 25°C
• Refractive Index: n20/D 1.5593(lit.)
• CAS DataBase Reference: 3-METHOXYPHENETHYL BROMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-METHOXYPHENETHYL BROMIDE(2146-61-4)
• EPA Substance Registry System: 3-METHOXYPHENETHYL BROMIDE(2146-61-4)

Safety Data

• Hazard Codes: C
• Statements: 22-34-52/53
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3265 8/PG 2
• WGK Germany: 2
• Hazardous Substances Data: 2146-61-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-Methoxyphenethyl bromide is used as a chemical intermediate for the synthesis of various pharmaceuticals. Its reactivity allows for the creation of a wide range of organic compounds, making it a valuable component in drug development.
Used in Organic Synthesis:
In the field of organic chemistry, 3-Methoxyphenethyl bromide is utilized as a key building block for the synthesis of complex organic molecules. Its ability to undergo nucleophilic substitution and oxidation reactions facilitates the formation of diverse chemical structures.
Used in Research and Development:
3-Methoxyphenethyl bromide is employed in research and development settings to explore new chemical reactions and pathways. Its unique properties and reactivity make it an interesting subject for scientific investigation and potential innovation in chemical processes.

InChI:InChI=1/C9H11BrO/c1-11-9-4-2-3-8(7-9)5-6-10/h2-4,7H,5-6H2,1H3

Upstream product

• 5020-41-7 2-(3-methoxyphenyl)-ethanol 
• 18927-05-4 methyl (3-methoxyphenyl)acetate 
• 35553-92-5 ETHYL 3-METHOXYPHENYLACETATE 
• 36282-40-3 (3-methoxyphenyl)magnesium bromide 
• 1798-09-0 m-methoxyphenylacetic acid 

Downstream Products

• 198630-95-4 2-(2-Bromo-5-methoxyphenyl)ethyl bromide 
• 855897-15-3 2-(3-methoxy-phenethyl)-3-oxo-heptanedioic acid diethyl ester 
• 111171-90-5 (3-methoxy-phenethyl)-malonic acid diethyl ester 
• 114275-95-5 1-(3-methoxy-phenethyl)-4-phenyl-piperidine-4-carboxylic acid ethyl ester 
• 90350-30-4 3-(2-bromo-ethyl)-4-chloro-anisole 
• 93457-54-6 2-(m-Anisyl)ethylhydrazin 
• 6321-53-5 2-[2-(3-methoxyphenyl)ethyl]cyclohexane-1,3-dione 
• 873965-14-1 6-methoxy-1-(3-methoxy-phenethyl)-3,4-dihydro-1H-naphthalen-2-one 
• 40463-35-2 3-(3-Methoxyphenethyl)-cyclohexen 
• 52059-58-2 N-Methyl-β-(m-methoxy-phenyl)-β'-phenyl-diaethylamin 
• 40463-26-1 5-(m-Methoxyphenyl)-2-methyl-1-penten 
• 127781-70-8 3-Oxo-1-(3-methoxyphenyl)-3-pyridin-4-ylpropan 
• 52831-89-7 5-(3-methoxy-phenyl)-pentan-2-one 
• 5020-40-6 4-(m-Methoxyphenyl)-2-phenylbutyronitril 

Relevant articles and documents

The Tricyclooctanone Approach to the Total Synthesis of Steroids. The Cyclization of the A-CD Unit

The first steps of a novel approach to the total synthesis of 9,11-dehydroestrone via tricyclo2,8>octan-3-one (2) are described.One route involves a tandem-type transformation of the key intermediate 3 (A-CD unit) consisting of cyclopro

Preparation method 3 - methoxyethyl bromide

The preparation method comprises the following steps: 3 - methoxyethanol and phosphorus tribromide are dissolved in an organic solvent respectively; a sufficient amount of phosphorus tribromide solution is slowly added dropwise in 3 - 3 - methoxyethanol s

A concise approach to anthraquinone-xanthone heterodimers

A synthetic approach to anthraquinone-xanthone heterodimers is described. The route to the pentacyclic core features an efficient assembly of a benzocycloheptenone via a new intramolecular oxidative arylation of an enol ether and a Hauser-Kraus annulation-aldol reaction sequence to access the characteristic bicyclo[3.2.2]nonene motif. Acremoxanthone A is synthesized in 10 steps from commercially available material to demonstrate the application of this approach.

SUBSTITUTED BENZENE COMPOUNDS

The present invention relates to substituted benzene compounds. The present invention also relates to pharmaceutical compositions containing these compounds and methods of treating cancer by administering these compounds and pharmaceutical compositions to subjects in need thereof. The present invention also relates to the use of such compounds for research or other non-therapeutic purposes.

Synthesis and biological activities of the marine bryozoan alkaloids convolutamines A, C and F, and lutamides A and C

Synthesis of convolutamines and lutamides, new 2,4,6-tribromo-3-methoxyphenethylamine alkaloids isolated from Floridian marine bryozoan Amathia convoluta, was accomplished by a sequence of reactions starting from 3-hydroxyphenethylamines. Cytotoxities of the synthetic lutamides, convolutamines and their de-O-methyl derivatives were examined using drug-sensitive and -resistant P388 as well as KB cell lines. The bioassay suggests that the 2,4,6-tribromo-3-methoxyphenethylamine is an indispensable unit for detection of the activities. Additionally, a reversal of drug resistance by those alkaloids is recognized. Copyright (C) 2000 Elsevier Science Ltd.

Naphthyl compounds and compositions, as estrogen receptor binding agents

The invention provides a compound of formula I: STR1 or a pharmaceutically acceptable salt or solvate thereof; pharmaceutical compositions containing a compound of formula I, and methods of using a compound of formula I for inhibiting bone loss or bone resorption, particularly osteoporosis, and cardiovascular-related pathological conditions including hyperlipidemia, and estrogen dependent cancer.

The Structure and Function of Estrogens. XI. Synthesis of (+/-)-7(8->11α)abeo-Estradiol and its 9,11-Didehydro Derivative

Two approaches to the synthesis of (+/-)-7(8->11α)abeo-estra-1,3,5(10)triene-3,17β-diol (2a) from (+/-)-1β-t-butoxy-7aβ-methyl-2,3,3aα,6,7,7a-hexahydro-1H-inden-5(4H)-one (11) were studied.A pathway involving 6-alkylation of (11) with 2-(3'-methoxyphenyl)ethyl halides or sulfonate esters was unsuccessful, but conjugate addition of 3-methoxybenzyl nucleophiles with (+/-)-1β-t-butoxy-7aβ-methyl-6-methylene-2,3,3aα,6,7,7a-hexahydro-1H-inden-5(4H)-one (18), prepared from (11), led to (+/-)-1β-t-butoxy-6α--7aβ-methyl-2,3,3aα,6,7,7a-hexahydro-1H-inden-5(4H)-one (10a).Acid-catalyzed cyclization of (10a) afforded (+/-)-17β-t-butoxy-3-methoxy-7(8->11)abeo-estra-1,3,5(10),9(11)-tetraene (29) which upon lithium/ammonia reduction in the presence of diphenylmethane gave (+/-)-17β-t-butoxy-3-methoxy-7(8->11α)abeo-estra-1,3,5(10)-triene (31).Deprotection of (31) and (29) afforded (+/-)-7(8->11α)abeo-estra-1,3,5(10)-triene-3,17β-diol (2a) and (+/-)-7(8->11)abeo-estra-1,3,5(10),9(11)-tetraene-3,17β-diol (32), respectively. Alternatively, reaction of (+/-)-1β-t-butoxy-7aβ-methyl-6-methylene-2,3,3aα,6,7,7a-hexahydro-1H-inden-5(4H)-one (18) with 3-methoxybenzyl phenyl sulfoxide (23a) gave (1RS,3'SR,2RS,3a'SR,7a'SR)-3'-t-butoxy-2-(3''-methoxyphenyl)-3a'-methyl-2',3',3a',4',7',7a'-hexahydrospiroinden>-6'(1'H)-one (26), reductive cleavage of which with lithium/ammonia afforded (10a). The relative stereochemistries of (31) and of the spiro cyclopropyl ketone intermediate (26) were established unambiguously by X-ray crystallography.

Pyridyl aminoethanol compounds with growth promotion and an increase in feed efficiency

There are disclosed six pyridyl aminoethanol substituted on the amine with a substituted phenylalkyl group. The compounds are highly potent growth promotion agents for animals and compositions for such uses are also disclosed.

BENZOPHENANTHRIDINES. VIII. SYNTHESIS AND STRUCTURE OF cis-2-METHOXY-5-TOSYL-4b,5,6,10b,11,12-HEXAHYDROBENZOPHENANTHRIDINE

The total synthesis of cis-2-methoxy-5-tosyl-4b,5,6,10b,11,12-hexahydrobenzophenathridine was realized from the hydrochloride of methyl aminoacetate by successive ring growth AB->ABD->ABDC in five stages, including the addition of 3-methoxyphenylmagnes

Synthesis of the Major Metabolic Dihydrodiols of Benzofluoranthene

Syntheses are described for the major dihydrodiol metabolites of benzofluoranthene. trans-4,5-Dihydro-4,5-dihydroxybenzofluoranthene was prepared via 9-methoxy-11H-benzofluorene.Two of the intermediates in this synthetic sequence, 4-hydroxybenzofluoranthene and benzofluoranthene-4,5-dione, are also suspect metabolites of the parent hydrocarbon.An improved synthesis for trans-9,10-dihydro-9,10-dihydroxybenzo-fluoranthene is described.The key steps in this preparation are the Wittig reaction of acenaphthenequinone with (3-methoxyphenethyl)triphenylphosphonium bromide and the cyclization-dehydration of the intermediate, forming 10-methoxybenzofluoranthene exclusively.The synthesis of trans-2,3-dihydro-2,3-dihydroxybenzo-fluoranthene was accomplished through the intermediacy of 1,12c-dihydrobenzofluoranthen-3(2H)-one.This ketone was converted to its α-phenylseleno derivative which underwent selenoxide elimination in basic hydrogen peroxide, forming benzofluoranthene-2,3-dione directly.In each synthesis reduction of the appropriate quinone with potassium borohydride afforded the desired dihydrodiol.