588-63-6

Basic information

• Product Name: 3-Phenoxypropyl bromide
• Synonyms: PHENYL 3-BROMOPROPYL ETHER;(3-bromopropoxy)-benzen;Ether, 3-bromopropyl phenyl;gamma-Phenoxypropyl bromide;ISOPROPYL 3-BROMOPHENYL KETONE;BENZENE, (3-BROMOPROPOXY)-;3-PHENOXYBROMOPROPANE;3-PHENOXYPROPYL BROMIDE
• CAS NO: 588-63-6
• Molecular Formula: C₉H₁₁BrO
• Molecular Weight: 215.09
• EINECS: 209-623-4
• Product Categories: Anisoles, Alkyloxy Compounds & Phenylacetates;Bromine Compounds;Building Blocks;C9;Chemical Synthesis;Ethers;Organic Building Blocks;Oxygen Compounds
• Mol File: 588-63-6.mol
• Article Data: 48

Chemical Properties

• Melting Point: 10-11 °C(lit.)
• Boiling Point: 222 °C(lit.)
• Flash Point: 228 °F
• Appearance: Clear slightly brown/Liquid
• Density: 1.365 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0184mmHg at 25°C
• Refractive Index: n20/D 1.546(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform, DMSO (Slightly), Methanol (Slightly)
• BRN: 508978
• CAS DataBase Reference: 3-Phenoxypropyl bromide(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Phenoxypropyl bromide(588-63-6)
• EPA Substance Registry System: 3-Phenoxypropyl bromide(588-63-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 588-63-6(Hazardous Substances Data)

Usage

Description

3-Phenoxypropyl bromide is an organic compound with the chemical formula C9H11BrO. It is a light brown liquid and is primarily used as a reagent in the synthesis of various pharmaceutical compounds.

Uses

Used in Pharmaceutical Synthesis:
3-Phenoxypropyl bromide is used as a reagent for the synthesis of damidines, which are compounds studied in the context of myotonic dystrophy. Myotonic dystrophy is a genetic disorder characterized by muscle weakness and myotonia, and the development of effective treatments is crucial for managing the condition.
Additionally, 3-Phenoxypropyl bromide is used in the preparation of phenoxyalkylbenzimidazoles, which exhibit antitubercular activity. Tuberculosis is a bacterial infection that primarily affects the lungs and is a significant global health concern. The development of new antitubercular agents is essential for combating drug-resistant strains and improving treatment outcomes.

InChI:InChI=1/C9H11BrO/c10-7-4-8-11-9-5-2-1-3-6-9/h1-3,5-6H,4,7-8H2

Upstream product

• 32599-03-4 1-(3-phenoxypropyl)piperidine 
• 506-68-3 bromocyane 
• 3229-70-7 phenolate 
• 109-64-8 1,3-dibromo-propane 
• 6303-58-8 4-phenyloxybutanoic acid 
• 2364-59-2 γ-phenoxybutyric acid ethyl ester 
• 57334-32-4 3-phenoxypropyl-4-methylbenzene sulfonate 
• 1746-13-0 allyl phenyl ether 
• 66003-76-7 Diphenyliodonium triflate 
• 627-18-9 1-bromo-3-propanol 
• 108-95-2 phenol 
• 6180-61-6 3-phenoxypropanol 
• 109-70-6 1.3-chlorobromopropane 
• 7497-87-2 1-bromo-4-(3'-bromopropoxy)benzene 

Downstream Products

• 32599-03-4 1-(3-phenoxypropyl)piperidine 
• 861338-42-3 Trimethylenglykol-phenylaether-(2-oxy-phenylaether) 
• 627040-32-8 (3-phenoxy-propyl)-dipropyl-amine 
• 144141-39-9 1-(3-Phenoxy-propyl)-1H-oxazolo[5,4-b]pyridin-2-one 
• 21278-54-6 (4-Nitrophenyl)-ω-phenoxypropyl-aether 
• 17399-23-4 m-Nitrophenyl-γ-phenoxypropylether 
• 19924-61-9 m-Aminophenyl-phenoxypropyl-aether 
• 21278-57-9 (2-Chlor-4-nitro-phenyl)-3-phenoxy-propyl-aether 
• 35965-97-0 N-[4-(3-Phenoxy-propoxy)-phenyl]-acetamide 
• 1026937-46-1 2-[2-(2-Methoxy-ethoxymethoxy)-benzoyl]-5-phenoxy-pentanoic acid ethyl ester 
• 622-85-5 propoxybenzene 
• 10125-18-5 1,6-diphenoxyhexane 
• 108-95-2 phenol 
• 187737-37-7 propene 

Relevant articles and documents

Preparation method 3 - phenoxybromopropane or analogue thereof

The invention discloses a preparation method of 3 -phenoxybromopropane or an analogue thereof, wherein 3 - phenoxybromopropane and an allyl compound thereof are obtained through substitution reaction and addition reaction so as to avoid the inconvenience of using gaseous hydrogen bromide, 2nd-step addition reaction is realized by using the brominated salt and the acid in situ, and the process is simple in operation. The condition is easy to control, the atom economy is good, the aspect of environmental impact is low pollution, zero emission accords with the current green chemical synthesis direction, and the cost is economic.

Development of Membrane-Active Honokiol/Magnolol Amphiphiles as Potent Antibacterial Agents against Methicillin-Resistant Staphylococcus aureus (MRSA)

Currently, infections caused by drug-resistant bacteria have become a new challenge in anti-infective treatment, seriously endangering public health. In our continuous effort to develop new antimicrobials, a series of novel honokiol/magnolol amphiphiles were prepared by mimicking the chemical structures and antibacterial properties of cationic antimicrobial peptides. Among them, compound 5i showed excellent antibacterial activity against Gram-positive bacteria and clinical MRSA isolates (minimum inhibitory concentrations (MICs) = 0.5-2 μg/mL) with low hemolytic and cytotoxic activities and high membrane selectivity. Moreover, 5i exhibited rapid bactericidal properties, low resistance frequency, and good capabilities of disrupting bacterial biofilms. Mechanism studies revealed that 5i destroyed bacterial cell membranes, resulting in bacterial death. Additionally, 5i displayed high biosafety and potent in vivo anti-infective potency in a murine sepsis model. Our study indicates that these honokiol/magnolol amphiphiles shed light on developing novel antibacterial agents, and 5i is a potential antibacterial candidate for combating MRSA infections.

Preparation method of high-purity 3-phenoxypropyl bromide

The invention discloses a preparation method of aclidinium bromide key intermediate 3-phenoxypropyl bromide (formula I). The method comprises the following steps: by taking phenol and halogenated propanol as raw materials, carrying out nucleophilic substitution reaction under an alkaline condition to generate 3-phenoxy propanol, then reacting with a sulfonic acid esterification reagent to generateactive ester of 3-phenoxy propanol, refining the ester, and then reacting with a bromide of an alkali metal to generate 3-phenoxypropyl bromide. The preparation method provided by the invention has the advantages of cheap and easily available raw materials, simple operation, mild reaction conditions, no harsh reaction conditions, and high yield and purity of the obtained product, and is suitablefor industrial production.