13721-00-1

Basic information

• Product Name: 2,3-DIBROMOQUINOLINE
• Synonyms: 2,3-DIBROMOQUINOLINE
• CAS NO: 13721-00-1
• Molecular Formula: C₉H₅Br₂N
• Molecular Weight: 286.95
• Mol File: 13721-00-1.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 332.5 °C at 760 mmHg
• Flash Point: 154.9 °C
• Appearance: /
• Density: 1.923g/cm³
• Vapor Pressure: 0.00028mmHg at 25°C
• Refractive Index: 1.698
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2,3-DIBROMOQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-DIBROMOQUINOLINE(13721-00-1)
• EPA Substance Registry System: 2,3-DIBROMOQUINOLINE(13721-00-1)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 13721-00-1(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
2,3-Dibromoquinoline is used as a building block in organic synthesis for the preparation of various organic compounds. Its unique structure and reactivity make it a valuable component in the creation of new chemical entities.
Used in Pharmaceutical Applications:
2,3-Dibromoquinoline is used as a potential anti-malarial agent in pharmaceutical research. Its biological activity has been studied for its potential to combat malaria, a significant global health concern.
Used in Antimicrobial and Antifungal Development:
Due to its antimicrobial and antifungal properties, 2,3-Dibromoquinoline is used as a potential candidate for the development of new biocides. Its ability to inhibit the growth of microorganisms makes it a promising substance for use in various industries where microbial control is necessary.
Used in Medicinal Chemistry and Drug Discovery:
2,3-Dibromoquinoline is utilized in the fields of medicinal chemistry and drug discovery due to its chemical properties and potential biological activities. Researchers are interested in exploring its therapeutic potential and incorporating it into the development of new drugs and treatments.

InChI:InChI=1/C9H5Br2N/c10-7-5-6-3-1-2-4-8(6)12-9(7)11/h1-5H

Upstream product

• 22615-00-5 3-bromoquinoline N-oxide 
• 5332-24-1 3-bromoquinoline 

Downstream Products

• 1349875-39-3 2-azetidin-3-yl-3-phenylquinoline hydrochloride 
• 1349875-38-2 3-(3-phenylqinolin-2-yl)azetidine-1-carboxylate tert-butyl ester 
• 250593-14-7 2'-(3-bromoquinolin-2-yl)aniline 
• 250593-13-6 N-pyvaloyl-2-(2'-anilino)-3-bromoquinoline 

Relevant articles and documents

A highly practical and convenient halogenation of fused heterocyclic N-oxides

A novel, simple and practical method for the regioselective halogenation of fused heterocyclic N-oxides has been developed. It employs Vilsmeier reagent, generated in situ by POX3and DMF, as both the activating agent and the nucleophilic halide source. The method is amenable across a broad range of substrates, including quinolines, isoquinolines and the diazine N-oxides, possessing a variety of substitution patterns. Furthermore, all of the reagents associated are cheap and easy to obtain. The potential extension of this method to a one-pot oxidation/halogenation sequence that obviates the need for isolation of the N-oxide intermediates is also presented.

Multiple regioselective functionalizations of quinolines via magnesiations

A wide range of polyfunctionalized quinolines was prepared via chemo- and regioselective magnesiation reactions using appropriate Mg reagents, such as i-PrMgCl-LiCl, MesMgBr·LiCl, Mes2Mg·2LiBr, TMPMgCl·LiCl, and TMP2Mg·2LiCl. An application to the total synthesis of the biologically active compound talnetant was performed (six steps, 28%).