69267-75-0

Basic information

• Product Name: ETHANONE, 2-BROMO-1-CYCLOPROPYL-
• Synonyms: ETHANONE, 2-BROMO-1-CYCLOPROPYL-;Ethanone, 2-bromo-1-cyclopropyl- (9CI);Cyclopropylbromomethylketone;2-BROMO-1-CYCLOPROPYL ETHANONE;2-Bromo-1-cyclopropylethan-1-one;Bromoacetylcyclopropane;2-Bromomethyl Cyclopropylketone;Bromomethyl cyclopropylketone
• CAS NO: 69267-75-0
• Molecular Formula: C₅H₇BrO
• Molecular Weight: 163.01
• Product Categories: ACETYLHALIDE;Carbonyl Compounds;Halides;API intermediates
• Mol File: 69267-75-0.mol

Chemical Properties

• Boiling Point: 191.592 °C at 760 mmHg
• Flash Point: 92.784 °C
• Appearance: /
• Density: 1.669
• Vapor Pressure: 0.511mmHg at 25°C
• Refractive Index: 1.543
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• CAS DataBase Reference: ETHANONE, 2-BROMO-1-CYCLOPROPYL-(CAS DataBase Reference)
• NIST Chemistry Reference: ETHANONE, 2-BROMO-1-CYCLOPROPYL-(69267-75-0)
• EPA Substance Registry System: ETHANONE, 2-BROMO-1-CYCLOPROPYL-(69267-75-0)

Safety Data

• Statements: 36
• Safety Statements: 26
• RIDADR: UN 2811 6.1 / PGIII
• HazardClass: IRRITANT
• Hazardous Substances Data: 69267-75-0(Hazardous Substances Data)

Usage

Uses

Used in Scientific and Industrial Applications:
ETHANONE, 2-BROMO-1-CYCLOPROPYLis utilized in various scientific and industrial applications due to its unique chemical properties. Its reactivity and solubility make it a valuable component in the synthesis of other chemicals, contributing to the development of new products and processes.
Used in Research and Product Development:
ETHANONE, 2-BROMO-1-CYCLOPROPYLalso plays a significant role in research and product development. Its distinctive properties allow scientists and researchers to explore its potential applications and interactions with other chemicals. This exploration can lead to the discovery of new compounds and materials with specific uses in various industries.

InChI:InChI=1/C5H7BrO/c6-3-5(7)4-1-2-4/h4H,1-3H2

Upstream product

• 765-43-5 Cyclopropyl methyl ketone 
• 27607-77-8 trimethylsilyl trifluoromethanesulfonate 
• 394736-18-6 methyl 2-formyl-3-hydroxy-4,5-dimethoxy-benzoate 
• 42161-96-6 1-cyclopropyl-1-(trimethylsilyloxy)ethene 
• 1271-66-5 dimethyltitanocene 
• 17696-23-0 cyclopropanecarboxylic acid dimethylamide 

Downstream Products

• 90359-86-7 1-Cyclopropyl-2-(3-methoxy-phenylsulfanyl)-ethanone 
• 138697-42-4 Toluene-4-sulfonic acid 4-(2-cyclopropyl-indolizine-1-sulfonyl)-phenyl ester 
• 177558-65-5 Ethyl (8-Benzyloxy-2-cyclopropylindolizin-1-yl)carboxylate 
• 691357-65-0 1-cyclopropyl-2-[(diphenylmethyl)amino]ethanone 
• 310454-32-1 3-(3-benzyloxy-4-methoxyphenyl)-2-(4-cyclopropylthiazol-2-yl)acrylonitrile 
• 90359-87-8 1-Cyclopropyl-2-(m-methoxyphenylmercapto)ethyl alcohol 
• 324579-90-0 2-amino-4-cyclopropylthiazole 
• 223786-59-2 (4-amino-2-phenylamino-thiazol-5-yl)-cyclopropyl-methanone 
• 180154-13-6 3-Chloro-2-(4-cyano-3-cyclopropylcarbonylmethoxyphenyl)-5-trifluoromethylpyridine 
• 913346-19-7 4-(2-cyclopropyl-2-oxoethoxy)-2,6-dimethylbenzonitrile 
• 916257-51-7 6-chloro-2-cyclopropylimidazo[1,2-b]pyridazine 
• 1197420-16-8 1-cyclopropyl-2-(2-methoxy-4-nitrophenoxy)ethanone 
• 1218773-21-7 C₁₅H₁₉NO₃S 
• 1218773-33-1 C₁₆H₂₁NO₃S 

Relevant articles and documents

Design, synthesis, antifungal evaluation, and molecular docking of novel 1,2,4-triazole derivatives containing oxime ether and cyclopropyl moieties as potential sterol demethylase inhibitors

In the search for novel sterol demethylase inhibitors (DMIs), a series of 1,2,4-triazole derivatives containing oxime ether and cyclopropyl moieties were designed using the bioactive substructure combination assisted by virtual molecular docking. The above-mentioned target compounds were characterized using the1H NMR,13C NMR,19F NMR, and HR-MS spectra. The antifungal evaluation againstRhizoctonia solani(Rs),Fusarium graminearum(Fg), andBotrytis cinerea(Bc) indicated that most of the target compounds exhibited remarkable inhibitory activities against the above-mentioned tested fungi. Significantly, the compound5kexhibited outstanding anti-Fgactivity with an EC50value of 1.22 μg mL?1in vitro, and a protective effect of 59.45%in vivoat 200 μg mL?1. Further investigation revealed that compound5kevidently inhibitedFgspore germination and caused some wrinkles and dents on the surface of mycelia. Molecular docking showed that compound5kbound with the target proteinFgCYP51viacoordination, hydrogen bonding and stacking interactions that were similar, but slightly different from the interactions of tebuconazole withFgCYP51. These research results suggested that the target compounds are valuable for the further structural optimization of novel triazole fungicides.

Structure-based design of highly selective 2,4,5-trisubstituted pyrimidine CDK9 inhibitors as anti-cancer agents

Cyclin-dependent kinases (CDKs) are a family of Ser/Thr kinases involved in cell cycle and transcriptional regulation. CDK9 regulates transcriptional elongation and this unique property has made it a potential target for several diseases. Due to the conserved ATP binding site, designing selective CDK9 inhibitors has been challenging. Here we report our continued efforts in the optimization of 2,4,5-tri-substituted pyrimidine compounds as potent and selective CDK9 inhibitors. The most selective compound 30m was >100-fold selective for CDK9 over CDK1 and CDK2. These compounds showed broad anti-proliferative activities in various solid tumour cell lines and patient-derived chronic lymphocytic leukaemia (CLL) cells. Decreased phosphorylation of the carboxyl terminal domain (CTD) of RNAPII at Ser-2 and down-regulation of anti-apoptotic protein Mcl-1 were confirmed in both the ovarian cancer model A2780 and patient-derived CLL cells.

Base-Catalyzed Intramolecular Defluorination/O-Arylation Reaction for the Synthesis of 3-Fluoro-1,4-oxathiine 4,4-Dioxide

A novel process involving base-catalyzed intramolecular defluorination/O-arylation of readily available α-fluoro-β-one-sulfones was realized and provided a series of 3-fluoro-1,4-oxathiine 4,4-dioxide derivatives in good to excellent yields. Unlike traditional defluorination reactions with stoichiometric base as the deacid reagent, this process is triggered by a catalytic amount of base (TMG: tetramethylguanidine) and molecular sieves serve as both an adsorbent to remove HF acid and an activator to assist C-F bond cleavage.

Development of triazolothiadiazine derivatives as highly potent tubulin polymerization inhibitors: Structure-activity relationship, in vitro and in vivo study

Based on our prior work, we reported the design, synthesis, and biological evaluation of fifty-two new triazolothiadiazine-based analogues of CA-4 and their preliminary structure-activity relationship. Among synthesized compounds, Iab was found to be the most potent derivative possessing IC50 values ranging from single-to double-digit nanomolar in vitro, and also exhibited excellent selectivity over the normal human embryonic kidney HEK-293 cells (IC50 > 100 μM). Further mechanistic studies revealed that Iab significantly blocked tubulin polymerization and disrupted the intracellular microtubule network of A549 cells. Moreover, Iab induced G2/M cell cycle arrest by regulation of p-cdc2 and cyclin B1 expressions, and caused cell apoptosis through up-regulating cleaved PARP and cleaved caspase-3 expressions, and down-regulating of Bcl-2. Importantly, in vivo, Iab effectively suppressed tumor growth of A549 lung cancers in a xenograft mouse model without obvious signs of toxicity, confirming its potential as a promising candidate for cancer treatment.

A ASK1 inhibitor synthesis process (by machine translation)

The invention discloses a ASK1 inhibitor synthesis process, relates to the technical field of drug synthesis. It is characterized by: the invention by improving the synthesis step and parameter, steps 1 and 2 synthesis of compound 3 of the cost is greatly reduced; the steps of the invention six reaction more completely, the yield is 56% raised to 86%; the steps of the invention seven jingjing ester exchange reaction in more moderate conditions, the reaction conversion is high; the steps of the invention eight do not need column chromatography, easy purification to obtain the high purity product, simple process, good stability. (by machine translation)

Design and Synthesis of TASIN Analogues Specifically Targeting Colorectal Cancer Cell Lines with Mutant Adenomatous Polyposis Coli (APC)

Despite advances in targeted anticancer therapies, there are still no small-molecule-based therapies available that specifically target colorectal cancer (CRC) development and progression, the second leading cause of cancer deaths. We previously disclosed the discovery of truncating adenomatous polyposis coli (APC)-selective inhibitor 1 (TASIN-1), a small molecule that specifically targets colorectal cancer cells lines with truncating mutations in the adenomatous polyposis coli (APC) tumor suppressor gene through inhibition of cholesterol biosynthesis. Here, we report a medicinal chemistry evaluation of a collection of TASIN analogues and activity against colon cancer cell lines and an isogenic cell line pair reporting on the status of APC-dependent selectivity. A number of potent and selective analogues were identified, including compounds with good metabolic stability and pharmacokinetic properties. The compounds reported herein represent a first-in-class genotype-selective series that specifically target apc mutations present in the majority of CRC patients and serve as a translational platform toward a targeted therapy for colon cancer.

Method for preparing cyclopropyl carbonyl methylene triphenyl phosphine

The invention relates to a method for preparing cyclopropyl carbonyl methylene triphenyl phosphine. The method comprises the following steps: (1) enabling cyclopropyl methyl ketone to react with bromine so as to obtain cyclopropyl bromomethyl ketone; (2) enabling the cyclopropyl bromomethyl ketone to react with triphenyl phosphine so as to obtain brominized triphenyl phosphine cyclopropyl carbonylmethyl; and (3) enabling the brominized triphenyl phosphine cyclopropyl carbonyl methyl to react with sodium hydroxide, thereby obtaining cyclopropyl carbonyl methylene triphenyl phosphine. The content of a cyclopropyl carbonyl methylene triphenyl phosphine product prepared by using the method provided by the invention is up to 98.4% or above, the product quality is good, and the defect that a product prepared by using a conventional preparation method is low in content is overcome. In addition, the preparation method provided by the invention is simple to operate, simple in step, easy in product impurity separation and removal, and beneficial to large-scale industrial production.

ASK1 INHIBITOR AND PREPARATION METHOD AND USE THEREOF

The present disclosure relates to a compound as shown in formula (II), a tautomer or a pharmaceutically acceptable salt thereof, and disclosed is the use thereof in preparing a drug for treating an ASK1-associated disease.

METHOD OF CONTROLLING PLANTS

The present invention provides a method of controlling plants comprising applying to the plants, or to the locus of the plants a composition comprising (A) a compound of formula (I) selected from the group consisting of: Formula(I), or an N-oxide or salt form thereof, and (B) one or more further herbicides.

Use of a benzyl ether as a traceless hydrogen donor in the anti-Markovnikov hydrofunctionalization of alkenes with xanthates

A new protocol for the anti-Markovnikov hydrofunctionalization of alkenyl alcohol O-Bn ethers was developed using xanthates as functionalizing agents in the presence of lauroyl peroxide as a radical initiator and a stoichiometric oxidant. The benzyl group serves as a traceless hydrogen donor in the remote radical hydrogen atom transfer event during the process.