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(3-BROMOPHENYL)ACETIC ACID METHYL ESTER, also known as Methyl 2-(3-bromophenyl)acetate, is an organic compound that serves as a crucial intermediate in the synthesis of various pharmaceuticals. It is characterized by its bromine atom attached to a phenyl ring and an ester functional group, which contributes to its reactivity and potential applications in the chemical and pharmaceutical industries.

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  • 150529-73-0 Structure
  • Basic information

    1. Product Name: (3-BROMOPHENYL)ACETIC ACID METHYL ESTER
    2. Synonyms: METHYL 2-(3-BROMOPHENYL)ACETATE;(3-BROMOPHENYL)ACETIC ACID METHYL ESTER;Methyl 3-bromophenylacetate 98%;Methyl 3-bromophenylacetate;3-Bromophenylacetic acid methyl ester, Methyl 2-(3-bromophenyl)ethanoate;Methyl3-bromophenylacetate98%
    3. CAS NO:150529-73-0
    4. Molecular Formula: C9H9BrO2
    5. Molecular Weight: 229.07
    6. EINECS: N/A
    7. Product Categories: blocks;Bromides;Carboxes;pharmacetical
    8. Mol File: 150529-73-0.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 268.639 °C at 760 mmHg
    3. Flash Point: 116.269 °C
    4. Appearance: /
    5. Density: 1.446 g/cm3
    6. Vapor Pressure: 0.008mmHg at 25°C
    7. Refractive Index: 1.5440 to 1.5480
    8. Storage Temp.: Keep Cold
    9. Solubility: N/A
    10. CAS DataBase Reference: (3-BROMOPHENYL)ACETIC ACID METHYL ESTER(CAS DataBase Reference)
    11. NIST Chemistry Reference: (3-BROMOPHENYL)ACETIC ACID METHYL ESTER(150529-73-0)
    12. EPA Substance Registry System: (3-BROMOPHENYL)ACETIC ACID METHYL ESTER(150529-73-0)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 150529-73-0(Hazardous Substances Data)

150529-73-0 Usage

Uses

Used in Pharmaceutical Synthesis:
(3-BROMOPHENYL)ACETIC ACID METHYL ESTER is used as a reagent for the synthesis of the methyl ester derivative of (R)-Flurbiprofen (F598730). (3-BROMOPHENYL)ACETIC ACID METHYL ESTER is a nonsteroidal anti-inflammatory drug (NSAID) that is known for its anti-inflammatory, analgesic, and antipyretic properties. It is commonly used to treat various conditions such as arthritis, ankylosing spondylitis, and soft tissue rheumatism.
Additionally, (R)-Flurbiprofen has potential applications in the treatment of patients with Alzheimer's Disease. The compound has been shown to modulate the activity of the enzyme cyclooxygenase-1 (COX-1), which is involved in the production of amyloid-beta peptides, a hallmark of Alzheimer's Disease. By inhibiting COX-1, (R)-Flurbiprofen may help reduce the formation of amyloid-beta peptides and slow down the progression of the disease.

Check Digit Verification of cas no

The CAS Registry Mumber 150529-73-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,5,0,5,2 and 9 respectively; the second part has 2 digits, 7 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 150529-73:
(8*1)+(7*5)+(6*0)+(5*5)+(4*2)+(3*9)+(2*7)+(1*3)=120
120 % 10 = 0
So 150529-73-0 is a valid CAS Registry Number.
InChI:InChI=1/C9H9BrO2/c1-12-9(11)6-7-3-2-4-8(10)5-7/h2-5H,6H2,1H3

150529-73-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name Methyl 2-(3-Bromophenyl)acetate

1.2 Other means of identification

Product number -
Other names Methyl 2-(3-bromophenyl)acetate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:150529-73-0 SDS

150529-73-0Relevant articles and documents

Lipase-catalyzed chemoselective ester hydrolysis of biomimetically coupled aryls for the synthesis of unsymmetric biphenyl esters

Ehlert, Janna,Kronemann, Jenny,Zumbr?gel, Nadine,Preller, Matthias

, (2019)

Lipases are among the most frequently used biocatalysts in organic synthesis, allowing numerous environmentally friendly and inexpensive chemical transformations. Here, we present a biomimetic strategy based on iron(III)-catalyzed oxidative coupling and s

B(C6F5)3-catalyzed O-H insertion reactions of diazoalkanes with phosphinic acids

Jiang, Jun,Zhang, Xinzhi,Zhang, Yangyang,Zhao, Jincheng

supporting information, p. 5772 - 5776 (2021/07/12)

A highly efficient base-, metal-, and oxidant-free catalytic O-H insertion reaction of diazoalkanes and phosphinic acids in the presence of B(C6F5)3has been developed. This powerful methodology provides a green approach towards the synthesis of a broad spectrum of α-phosphoryloxy carbonyl compounds with good to excellent yields (up to 99% yield). The protocol features the advantages of operational simplicity, high atom economy, practicality, easy scalability and environmental friendliness.

B(C6F5)3-Catalyzed site-selective N1-alkylation of benzotriazoles with diazoalkanes

Guo, Jing,Mandal, Dipendu,Stephan, Douglas W.,Wu, Yile,Zhao, Yunbo

supporting information, p. 7758 - 7761 (2021/08/13)

Alkylation of benzotriazoles is synthetically challenging, often leading to mixtures of N1 and N2 alkylation. Herein, metal-free catalytic site-selective N1-alkylation of benzotriazoles with diazoalkanes is described in the presence of 10 mol% of B(C6F5)3. These reactions provide N1-alkylated benzotriazoles in good to excellent yields and this protocol is successfully adapted to gram-scale syntheses as well as a derivative with antimicrobial activity.

Pyridineacetamide derivative serving as CDK inhibitor, and preparation method and application thereof

-

Paragraph 0214-0219, (2021/07/28)

The invention belongs to the technical field of pyridineacetamide derivatives, and particularly relates to a pyridineacetamide derivative serving as a CDK inhibitor and a preparation method and application of the pyridine acetamide derivative. The pyridineacetamide derivative shows excellent CDK9/CDK7 enzyme inhibitory activity, and can be used for preparing drugs used for treating cancers, especially hematologic cancers including acute myeloid leukemia, multiple myeloma, chronic lymphocytic leukemia, follicular lymphoma and the like and solid tumors such as breast cancer, prostate cancer, ovarian cancer, hepatocellular carcinoma, pancreatic cancer, kidney cancer, stomach cancer, colorectal cancer, lung cancer and the like.

Photocatalytic Hydromethylation and Hydroalkylation of Olefins Enabled by Titanium Dioxide Mediated Decarboxylation

Zhu, Qilei,Nocera, Daniel G.

supporting information, p. 17913 - 17918 (2020/12/04)

A versatile method for the hydromethylation and hydroalkylation of alkenes at room temperature is achieved by using the photooxidative redox capacity of the valence band of anatase titanium dioxide (TiO2). Mechanistic studies support a radical-based mechanism involving the photoexcitation of TiO2 with 390 nm light in the presence of acetic acid and other carboxylic acids to generate methyl and alkyl radicals, respectively, without the need for stoichiometric base. This protocol is accepting of a broad scope of alkene and carboxylic acids, including challenging ones that produce highly reactive primary alkyl radicals and those containing functional groups that are susceptible to nucleophilic substitution such as alkyl halides. This methodology highlights the utility of using heterogeneous semiconductor photocatalysts such as TiO2 for promoting challenging organic syntheses that rely on highly reactive intermediates.

Efficient Synthesis of Spirooxindole Pyrrolones by a Rhodium(III)-Catalyzed C?H Activation/Carbene Insertion/Lossen Rearrangement Sequence

Ma, Biao,Wu, Peng,Wang, Xing,Wang, Zhengyu,Lin, Hai-Xia,Dai, Hui-Xiong

supporting information, p. 13335 - 13339 (2019/08/20)

A rhodium(III)-catalyzed domino annulation of simple olefins with diazo oxindoles to give spirooxindole pyrrolone products is described. This reaction can be formally viewed as the result of an anomalous tandem C?H activation, carbene insertion, Lossen rearrangement, and a nucleophilic addition process. The potential utility of this reaction was further demonstrated by the late-stage diversification of drug molecules.

Conformationally rigid derivatives of WAY-267,464: Synthesis and pharmacology at the human oxytocin and vasopressin-1a receptors

Jorgensen, William T.,Gulliver, Damien W.,Katte, Timothy A.,Werry, Eryn L.,Reekie, Tristan A.,Connor, Mark,Kassiou, Michael

, p. 1644 - 1656 (2017/11/13)

WAY-267,464 (1) and twelve conformationally rigid analogues (3a-f–4a-f) were synthesised, characterised and evaluated in cellular assays with the aim of systematically exploring interactions with the oxytocin receptor (OTR). Each analogue was evaluated in

Photochemical intramolecular amination for the synthesis of heterocycles

Parisien-Collette, Shawn,Cruché, Corentin,Abel-Snape, Xavier,Collins, Shawn K.

supporting information, p. 4798 - 4803 (2017/10/23)

Polycyclic heterocycles can be formed in good to excellent yields via photochemical conversion of the corresponding substituted aryl azides under irradiation with purple LEDs in a continuous flow reactor. The experimental set-up is tolerant to UV-sensitive functional groups while affording diverse carbazoles, as well as an indole and pyrrole framework, in short reaction times. The photochemical method is presumed to progress through a mechanism differing from the other methods of azide activation involving transition metal catalysis.

CHEMICAL COMPOUNDS ACTING AS PERK INHIBITORS

-

Page/Page column 123, (2015/10/05)

The invention is directed to substituted pyrrolidinone derivatives. Specifically, the invention is directed to compounds according to Formula X: wherein R41, R42, R43, R44, R45, R46, and R47 are defined herein. The compounds of the invention are inhibitors of PERK and can be useful in the treatment of cancer and diseases associated with activated unfolded protein response pathways, such as Alzheimer's disease, stroke, diabetes, Parkinson disease, Huntington's disease, Creutzfeldt- Jakob Disease, and related prion diseases, amyotrophic lateral sclerosis, myocardial infarction, neurodegeneration, cardiovascular disease, atherosclerosis, ocular diseases, and arrhythmias, more specifically cancers of the breast, colon, pancreas and lung. Accordingly, the invention is further directed to pharmaceutical compositions comprising a compound of the invention. The invention is still further directed to methods of inhibiting PERK activity and treatment of disorders associated therewith using a compound of the invention or a pharmaceutical composition comprising a compound of the invention.

Acetylcholinesterase inhibition activity of some quinolinyl substituted triazolothiadiazole derivatives

Rafiq, Muhammad,Saleem, Muhammad,Hanif, Muhammad,Abbas, Qamar,Lee, Ki Hwan,Seo, Sung-Yum

, p. 170 - 177 (2015/04/14)

A series of aralkanoic acids was converted into aralkanoic acid hydrazides through their esters formation. The aralkanoic acid hydrazides upon treatment with carbon disulfide and methanolic potassium hydroxide yielded potassium dithiocarbazinate salts, which on refluxing with aqueous hydrazine hydrate yielded 5-aralkyl-4-amino-3-mercapto-1,2,4-triazoles. The target compounds, 3-aralkyl-6-(substitutedquinolinyl) [1,2,4]triazolo[3,4-b][1,3,4]thiadiazoles, were synthesized by condensing various quinolinyl substituted carboxylic acids with 5-aralkyl-4-amino-3-mercapto-1,2,4-triazoles in phosphorus oxychloride. The structures of the newly synthesized triazolothiadiazoles were characterized by IR, 1H NMR, 13C NMR, and elemental analysis studies. The structure of one of the 5-aralkyl-4-amino-3-mercapto-1,2,4-triazoles was unambiguously deduced by single crystal X-ray diffraction analysis. All the synthesized compounds were screened for their acetylcholinesterase inhibition activities. Four of the triazolothiadiazoles exhibited excellent acetylcholinesterase inhibition activities as compared to the reference inhibitor.

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