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2-BROMO-6-FLUOROQUINOLINE, also known as 2-bromo-6-fluoro-1,4-dihydro-4-oxoquinoline, is a heterocyclic compound with the molecular formula C9H5BrFNO. It is a fluorinated quinoline derivative that is commonly used in pharmaceutical and chemical synthesis. This chemical is known for its antimicrobial, antimalarial, and anticancer properties, making it a valuable building block for the development of new drugs. Additionally, 2-BROMO-6-FLUOROQUINOLINE is often used as a precursor in the synthesis of diverse biologically active compounds, and it can also be employed as a fluorescent probe in biochemical studies. However, it is important to handle this chemical with caution, as it can be harmful if ingested or inhaled and may cause skin and eye irritation.

159870-91-4

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159870-91-4 Usage

Uses

Used in Pharmaceutical Industry:
2-BROMO-6-FLUOROQUINOLINE is used as a building block for the development of new drugs due to its antimicrobial, antimalarial, and anticancer properties.
Used in Chemical Synthesis:
2-BROMO-6-FLUOROQUINOLINE is used as a precursor in the synthesis of diverse biologically active compounds.
Used in Biochemical Research:
2-BROMO-6-FLUOROQUINOLINE is used as a fluorescent probe in biochemical studies.

Check Digit Verification of cas no

The CAS Registry Mumber 159870-91-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,5,9,8,7 and 0 respectively; the second part has 2 digits, 9 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 159870-91:
(8*1)+(7*5)+(6*9)+(5*8)+(4*7)+(3*0)+(2*9)+(1*1)=184
184 % 10 = 4
So 159870-91-4 is a valid CAS Registry Number.

159870-91-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-bromo-6-fluoroquinoline

1.2 Other means of identification

Product number -
Other names 2--bromo--6-fluoroquinoline

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:159870-91-4 SDS

159870-91-4Downstream Products

159870-91-4Relevant articles and documents

Catalytic Enantioselective Synthesis of Heterocyclic Vicinal Fluoroamines by Using Asymmetric Protonation: Method Development and Mechanistic Study

Ashford, Matthew W.,Xu, Chao,Molloy, John J.,Carpenter-Warren, Cameron,Slawin, Alexandra M. Z.,Leach, Andrew G.,Watson, Allan J. B.

, p. 12249 - 12255 (2020)

A catalytic enantioselective synthesis of heterocyclic vicinal fluoroamines is reported. A chiral Br?nsted acid promotes aza-Michael addition to fluoroalkenyl heterocycles to give a prochiral enamine intermediate that undergoes asymmetric protonation upon rearomatization. The reaction accommodates a range of azaheterocycles and nucleophiles, generating the C?F stereocentre in high enantioselectivity, and is also amenable to stereogenic C?CF3 bonds. Extensive DFT calculations provided evidence for stereocontrolled proton transfer from catalyst to substrate as the rate-determining step, and showed the importance of steric interactions from the catalyst's alkyl groups in enforcing the high enantioselectivity. Crystal structure data show the dominance of noncovalent interactions in the core structure conformation, enabling modulation of the conformational landscape. Ramachandran-type analysis of conformer distribution and Protein Data Bank mining indicated that benzylic fluorination by this approach has the potential to improve the potency of several marketed drugs.

Regioselective bromination of fused heterocyclic N-oxides

Wengryniuk, Sarah E.,Weickgenannt, Andreas,Reiher, Christopher,Strotman, Neil A.,Chen, Ke,Eastgate, Martin D.,Baran, Phil S.

supporting information, p. 792 - 795 (2013/04/10)

A mild method for the regioselective C2-bromination of fused azine N-oxides is presented, employing tosic anhydride as the activator and tetra-n-butylammonium bromide as the nucleophilic bromide source. The C2-brominated compounds are produced in moderate to excellent yields and with excellent regioselectivity in most cases. The potential extension of this method to other halogens, effecting C2-chlorination with Ts2O/TBACl is also presented. Finally, this method could be incorporated into a viable one-pot oxidation/bromination process, using methyltrioxorhenium/urea hydropgen peroxide as the oxidant.

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