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2-Bromoquinolin-8-ol, also known as 8-Bromo-2-quinolinol, is a chemical compound with the molecular formula C9H6BrNO. It is a quinolinol derivative that contains a bromine atom and a hydroxyl group attached to the quinoline ring. This unique chemical structure and properties make it a promising candidate for various applications in pharmaceuticals and organic synthesis.

139399-61-4

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139399-61-4 Usage

Uses

Used in Pharmaceutical Industry:
2-Bromoquinolin-8-ol is used as a potential drug candidate for its antimicrobial and anticancer activities. Its ability to target and inhibit the growth of certain microorganisms and cancer cells makes it a valuable asset in the development of new therapeutic agents.
Used in Organic Synthesis:
2-Bromoquinolin-8-ol is used as a key intermediate in the synthesis of various organic compounds. Its unique structure allows for further functionalization and modification, enabling the creation of new molecules with potential applications in various fields.
Used in Coordination Chemistry:
2-Bromoquinolin-8-ol is used as a ligand in coordination chemistry, forming complexes with metal ions. These complexes exhibit unique properties and can be employed in various applications, such as catalysts, sensors, and materials with specific functionalities.
Used in Organometallic Reactions:
2-Bromoquinolin-8-ol is used in organometallic reactions, where it can act as a ligand or a reactant. Its involvement in these reactions can lead to the formation of new organometallic compounds with potential applications in catalysis, materials science, and other areas.

Check Digit Verification of cas no

The CAS Registry Mumber 139399-61-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,9,3,9 and 9 respectively; the second part has 2 digits, 6 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 139399-61:
(8*1)+(7*3)+(6*9)+(5*3)+(4*9)+(3*9)+(2*6)+(1*1)=174
174 % 10 = 4
So 139399-61-4 is a valid CAS Registry Number.

139399-61-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-bromo-8-quinolinol

1.2 Other means of identification

Product number -
Other names 2-bromoquinolin-8-ol

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:139399-61-4 SDS

139399-61-4Relevant academic research and scientific papers

Novel 2, 8-bit derivatives of quinolines attenuate Pseudomonas aeruginosa virulence and biofilm formation

Qiu, Man-Na,Wang, Fang,Chen, Si-Yu,Wang, Peng-Cheng,Fu, Yu-Hang,Liu, Yuan-Yuan,Wang, Xuan,Wang, Fan-Bei,Wang, Chao,Yang, Hong-Wen,Wu, Yang,Zhu, Shi-Ying,Zhou, Hai-Bo,Chen, Wei-Min,Lin, Jing,Zheng, Jun-Xia,Sun, Ping-Hua

, p. 749 - 754 (2019)

Signal molecules are stimulators of multiple quroum-sensing virulence and biofilm formation. Small molecule analogues have been suspected as a potent inhibitor in therapeutic strategy. Herein, we synthesized a series of small molecule compounds from the 2

Structure-activity relationships of anticancer ruthenium(II) complexes with substituted hydroxyquinolines

Havrylyuk, Dmytro,Howerton, Brock S.,Nease, Leona,Parkin, Sean,Heidary, David K.,Glazer, Edith C.

, p. 790 - 799 (2018)

8-Hydroxyquinolines (HQ), including clioquinol, possess cytotoxic properties and are widely used as ligands for metal-based anticancer drug research. The number and identity of substituents on the HQ can have a profound effect on activity for a variety of inorganic compounds. Ruthenium complexes of HQ exhibit radically improved potencies, and operate by a new, currently unknown, mechanism of action. To define structure-activity relationships (SAR), a family of 22 Ru(II) coordination complexes containing mono-, di- and tri-substituted hydroxyquinoline ligands were synthesized and their biological activity evaluated. The complexes exhibited promising cytotoxic activity against a cancer cell line, and the SAR data revealed the 2- and 7-positions as key sites for the incorporation of halogens to improve potency. The Ru(II) complexes potently inhibited translation, as demonstrated by an in-cell translation assay. The effects were seen at 2–15-fold higher concentrations than those required to observe cytotoxicity, suggesting that prevention of protein synthesis may be a primary, but not the exclusive mechanism for the observed cytotoxic activity.

Organic optoelectronic functional material and application thereof

-

Paragraph 0058; 0063; 0064, (2019/01/06)

The invention belongs to the field of organic electroluminescent devices, and discloses an organic electroluminescent material containing a diquinolyl structure and application of the organic electroluminescent material. By using the organic electroluminescent material provided by the invention as an electron transport material, the produced device has good electron mobility and relatively-balanced current carrier transmission property, and the improvement efficiency of the device is facilitated. In addition, the organic electroluminescent material provided by the invention also can be furtherblended with a hole type main body material so as to form an exciplex; by using the exciplex as a co-subject material, the efficiency and the stability of the produced device are both improved obviously.

Heteroaryl cross-coupling as an entry toward the synthesis of lavendamycin analogues: A model study

Verniest, Guido,Wang, Xingpo,De Kimpe, Norbert,Padwa, Albert

experimental part, p. 424 - 433 (2010/03/30)

(Chemical Equation Presented) ABC analogues of the antitumor antibiotic lavendamycin, which contain the key metal chelation site and redox-active quinone unit essential for biological activity, were prepared via the palladium(0)-catalyzed cross-coupling reaction of various 2-haloheteroaromatics with 2-stannylated pyridines and quinolines. Using the Stille reaction, 2-bromo substituted quinolines and 1-bromoisoquinolines were found to undergo efficient coupling with 2-pyridinylstannanes to provide unsymmetrical heterobiaryl derivatives. While the Stille reaction using the reverse coupling partners (i.e., 2-quinolinylstannanes and haloheteroaromatics) had not received much attention in the literature, we found that this alternative coupling reaction efficiently provided several new heterobiaryl derivatives. The gold-catalyzed intramolecular cycloisomerization of N-(prop-2-ynyl)-1H-indole-2-carboxamide smoothly afforded a β-carbolinone derivative that was subsequently used for a Pd(0)-catalyzed cross-coupling directed toward the synthesis of lavendamycin analogues.

Improved Syntheses of Some Monohloro- and Monobromo-8-quinolinols

Gershon, Herman,Clarke, Donald D.

, p. 935 - 942 (2007/10/02)

Procedures were developed for the preparation of the 2-, 3-, 4-, and 6-monosubstituted chloro and bromo 8-quinolinols which afforded greater yields and/or reduced the number of steps in the preparation. 100 MHz 1H-NMR spetra for the 12 possible monochloro

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