135631-90-2

Basic information

• Product Name: 6-BROMO-3,4-DIHYDRO-4,4-DIMETHYLQUINOLIN-2(1H)-ONE
• Synonyms: 6-BROMO-3,4-DIHYDRO-4,4-DIMETHYLQUINOLIN-2(1H)-ONE;4-dihydro-4;4-diMethylquinolin-2(1H)-one;6-Bromo-4,4-dimethyl-3,4-dihydro-1H-quinolin-2-one
• CAS NO: 135631-90-2
• Molecular Formula: C₁₁H₁₂BrNO
• Molecular Weight: 254.12
• Product Categories: CHIRAL CHEMICALS
• Mol File: 135631-90-2.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 366.03 °C at 760 mmHg
• Flash Point: 175.169 °C
• Appearance: /
• Density: 1.386 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.556
• Storage Temp.: Room temperature.
• CAS DataBase Reference: 6-BROMO-3,4-DIHYDRO-4,4-DIMETHYLQUINOLIN-2(1H)-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-BROMO-3,4-DIHYDRO-4,4-DIMETHYLQUINOLIN-2(1H)-ONE(135631-90-2)
• EPA Substance Registry System: 6-BROMO-3,4-DIHYDRO-4,4-DIMETHYLQUINOLIN-2(1H)-ONE(135631-90-2)

Safety Data

• Hazardous Substances Data: 135631-90-2(Hazardous Substances Data)

Usage

General Description

6-Bromo-3,4-dihydro-4,4-dimethylquinolin-2(1H)-one, also known as BDBMQ, is a chemical compound with the molecular formula C11H12BrNO. It is a quinoline derivative with a bromine atom attached to the sixth carbon and a carbonyl group at the second position. BDBMQ is used in the field of organic synthesis and medicinal chemistry for its potential biological activities. It has been investigated for its antibacterial, antifungal, and antitumor properties, making it a valuable compound for pharmaceutical research and drug development. Additionally, BDBMQ has also been utilized as a starting material in the synthesis of various biologically active compounds.

InChI:InChI=1/C11H12BrNO/c1-11(2)6-10(14)13-9-4-3-7(12)5-8(9)11/h3-5H,6H2,1-2H3,(H,13,14)

Upstream product

• 106-40-1 4-bromo-aniline 
• 3350-78-5 3,3-Dimethylacryloyl chloride 
• 1176219-38-7 N-(4-bromophenyl)-3-methylbut-3-enamide 
• 135631-89-9 N-(3,3'-dimethylacryoloyl)-4-bromoaniline 

Downstream Products

• 135631-91-3 6-bromo-4,4-dimethyl-1,2,3,4-tetrahydroquinoline 
• 197379-70-7 6-Bromo-1,4,4-trimethyl-1,2,3,4-tetrahydro-quinoline 
• 135631-84-4 4-(4,4-Dimethyl-1,2,3,4-tetrahydro-quinolin-6-ylethynyl)-benzoic acid ethyl ester 
• 185316-43-2 ethyl 4-[(4,4-dimethyl-2-oxo-1,2,3,4-tetrahydro-6-quinolinyl)ethynyl]benzoate 
• 198696-07-0 4-(1-Isopropyl-4,4-dimethyl-1,2,3,4-tetrahydro-quinolin-6-ylethynyl)-benzoic acid ethyl ester 
• 185316-16-9 4-(1-Isopropyl-4,4-dimethyl-2-oxo-1,2,3,4-tetrahydro-quinolin-6-ylethynyl)-benzoic acid ethyl ester 
• 198696-06-9 4-(1-Heptyl-4,4-dimethyl-1,2,3,4-tetrahydro-quinolin-6-ylethynyl)-benzoic acid ethyl ester 
• 304858-53-5 6-bromo-1-(4-methoxy-benzyl)-4,4-dimethyl-3,4-dihydro-1H-quinolin-2-one 
• 304857-67-8 6-(3-chlorophenyl)-4,4-dimethyl-3,4-dihydro-1H-quinolin-2-one 
• 304858-26-2 3-(4,4-dimethyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)benzonitrile 
• 1353043-04-5 3-[4-(6-bromo-4,4-dimethyl-2-oxo-3,4-dihydro-2H-quinolin-1-ylmethoxy)phenyl]hex-4-ynoic acid 
• 1353043-43-2 methyl 3-[4-(6-bromo-4,4-dimethyl-2-oxo-3,4-dihydro-2H-quinolin-1-ylmethoxy)phenyl]hex-4-ynoate 

Relevant articles and documents

Inhibitors Targeting STAT5 Signaling in Myeloid Leukemias: New Tetrahydroquinoline Derivatives with Improved Antileukemic Potential

Signal transducers and activators of transcription 5A and 5B (STAT5A and STAT5B) are two closely related STAT family members that are crucial downstream effectors of tyrosine kinase oncoproteins such as FLT3-ITD in acute myeloid leukemia (AML) and BCR-ABL

CHROMAN-SUBSTITUTED, TETRAHYDROQUINOLINE-SUBSTITUTED AND THIOCHROMAN-SUBSTITUTED HETEROAROTINOIDS AS ANTI-CANCER AGENTS

Chemical compounds that inhibit cancer cell growth are provided. The compounds are heteroarotinoids and derivatives thereof with oxygen, nitrogen or sulfur in chroman systems, tetrahydroquinoline systems, and tetrahydrothiochroman systems.

Practical synthetic strategies towards lipophilic 6-iodotetrahydroquinolines and -dihydroquinolines

The synthesis of novel tetrahydroquinolines (THQ) and dihydroquinolines (DHQ) are reported using three practical, scalable synthetic approaches to access highly lipophilic analogues bearing a 6-iodo substituent, each with a different means of cyclisation. A versatile and stable quinolin-2-one intermediate was identified, which could be reduced to the corresponding THQ with borane reagents, or to the DHQ with diisobutylaluminium hydride via a novel elimination that is more favourable at higher temperatures. Coupling these strongly electron-donating scaffolds to electron-accepting moieties caused the resulting structures to exhibit strong fluorescence.