511230-72-1

Basic information

• Product Name: 6-BROMO-1,2,3,4-TETRAHYDRO-QUINOLINE-2-CARBOXYLIC ACID METHYL ESTER
• Synonyms: 6-BROMO-1,2,3,4-TETRAHYDRO-QUINOLINE-2-CARBOXYLIC ACID METHYL ESTER;methyl 6-bromo-1,2,3,4-tetrahydroquinoline-2-carboxylate;REF DUPL: 6-Bromo-1,2,3,4-tetrahydro-quinoline-2-carboxylic acid methyl ester;6-Bromo-1,2,3,4-tetrahydro-2-quinolinecarboxylic acid methyl ester;6-Bromo-2-methoxycarbonyl-1,2,3,4-tetrahydroquinoline;Methyl 6-bromo-1,2,3,4-tetrahydro-2-quinolinecarboxylate
• CAS NO: 511230-72-1
• Molecular Formula: C11H12BrNO2
• Molecular Weight: 270.12
• Product Categories: Organic acids
• Mol File: 511230-72-1.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 361.1 °C at 760 mmHg
• Flash Point: 172.2 °C
• Appearance: /
• Density: 1.451
• Vapor Pressure: 2.11E-05mmHg at 25°C
• Refractive Index: 1.562
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: 6-BROMO-1,2,3,4-TETRAHYDRO-QUINOLINE-2-CARBOXYLIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 6-BROMO-1,2,3,4-TETRAHYDRO-QUINOLINE-2-CARBOXYLIC ACID METHYL ESTER(511230-72-1)
• EPA Substance Registry System: 6-BROMO-1,2,3,4-TETRAHYDRO-QUINOLINE-2-CARBOXYLIC ACID METHYL ESTER(511230-72-1)

Safety Data

• Hazardous Substances Data: 511230-72-1(Hazardous Substances Data)

Usage

General Description

6-Bromo-1,2,3,4-tetrahydro-quinoline-2-carboxylic acid methyl ester is a chemical compound that belongs to the class of quinoline derivatives. It is a methyl ester of a carboxylic acid which has a bromine atom attached to the 6th position of the quinoline ring. 6-BROMO-1,2,3,4-TETRAHYDRO-QUINOLINE-2-CARBOXYLIC ACID METHYL ESTER is used in the field of pharmaceutical and organic chemistry for various purposes, including as a building block in the synthesis of complex molecules. Its unique structure and properties make it a valuable intermediate in the production of pharmaceutical drugs and other chemical compounds.

InChI:InChI=1/C11H12BrNO2/c1-15-11(14)10-4-2-7-6-8(12)3-5-9(7)13-10/h3,5-6,10,13H,2,4H2,1H3

Upstream product

• 91-63-4 2-methylquinoline 
• 5470-96-2 quinoline 2-carbaldehyde 
• 46185-24-4 1,2,3,4-tetrahydroquinoline-2-carboxylic acid 
• 623583-88-0 methyl 6-bromo-2-quinolinecarboxylate 
• 67-56-1 methanol 
• 73717-38-1 N-acetyl-1,2,3,4-tetrahydroquinoline-2-carboxylic acid methyl ester 
• 19575-07-6 quinoline-2-carboxylic acid methyl ester 
• 93-10-7 quinoline-2-carboxylic acid 
• 63430-79-5 1,2,3,4-tetrahydro-quinoline-2-carboxylic acid methyl ester 

Downstream Products

• 623583-88-0 methyl 6-bromo-2-quinolinecarboxylate 

Relevant articles and documents

Design, synthesis and biological evaluation of novel thiohydantoin derivatives as potent androgen receptor antagonists for the treatment of prostate cancer

Prostate cancer (PC) is the most common malignancy in men worldwide. Here, two series of novel thiohydantoin derivatives of enzalutamide as potent androgen receptor (AR) antagonists were designed and synthesized. Among them, compound 31c was identified as an AR antagonist which is 2.3–fold more potent than enzalutamide. Molecular docking studies were performed to explain the improved potency of 31c at AR. In cell proliferation assays, 31c exhibited similar anti-proliferative activities with enzalutamide against hormone sensitive LNCaP cells and AR-overexpressing LNCaP/AR cells. These data indicate that 31c can be a good lead compound for further structure optimization for the treatment of prostate cancer.

B(C6F5)3-catalyzed metal-free hydrogenations of 2-quinolinecarboxylates

A metal-free hydrogenation of 2-quinolinecarboxylates has been realized by using 5 mol% of B(C6F5)3 as catalyst. A variety of tetrahydroquinolines were obtained in 57–99% yields. An attempt for the asymmetric hydrogenation with chiral boron Lewis acids generated from chiral dienes afforded very low ee's.

ACYLATED INDOLINE AND TETRAHYDROQUINOLINE DERIVATIVES AS HCV INHIBITORS

Use of a compound of Formula (I) : wherein: R1 represents hydroxy or NR BRC; R2 represents C1-6alkyl, heterocyclylalkyl, arylalkyl or heteroarylalkyl; R3 represents aryl or heteroaryl; Rsu