623583-88-0

Basic information

• Product Name: METHYL 6-BROMOQUINOLINE-2-CARBOXYLATE
• Synonyms: METHYL 6-BROMOQUINOLINE-2-CARBOXYLATE;6-Bromo-quinoline-2-carboxylic acid methyl ester;2-Quinolinecarboxylic acid, 6-bromo-, methyl ester;methyl 2-bromoquinoline-6-carboxylate
• CAS NO: 623583-88-0
• Molecular Formula: C₁₁H₈BrNO₂
• Molecular Weight: 266.09072
• Mol File: 623583-88-0.mol

Chemical Properties

• Boiling Point: 374.6°C at 760 mmHg
• Flash Point: 180.3°C
• Appearance: /
• Density: 1.557g/cm³
• Vapor Pressure: 8.26E-06mmHg at 25°C
• Refractive Index: 1.641
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 1.18±0.43(Predicted)
• CAS DataBase Reference: METHYL 6-BROMOQUINOLINE-2-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 6-BROMOQUINOLINE-2-CARBOXYLATE(623583-88-0)
• EPA Substance Registry System: METHYL 6-BROMOQUINOLINE-2-CARBOXYLATE(623583-88-0)

Safety Data

• Hazardous Substances Data: 623583-88-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
METHYL 6-BROMOQUINOLINE-2-CARBOXYLATE is used as a key intermediate in the synthesis of various pharmaceutical compounds for its potential bioactivity and ability to be incorporated into complex molecular structures.
Used in Organic Synthesis:
METHYL 6-BROMOQUINOLINE-2-CARBOXYLATE is used as a building block in organic synthesis for the preparation of various complex molecules, contributing to the development of new chemical entities with potential applications in different fields.
Used in Research and Development:
METHYL 6-BROMOQUINOLINE-2-CARBOXYLATE may be used as a reagent in the synthesis of bioactive molecules, serving as an important intermediate in the production of pharmaceuticals and agrochemicals, and aiding in the advancement of scientific research.
While the specific uses and properties of METHYL 6-BROMOQUINOLINE-2-CARBOXYLATE may vary depending on the context, its versatility in chemical synthesis and potential applications in the pharmaceutical and agrochemical industries highlight its importance in modern chemistry.

InChI:InChI=1/C11H8BrNO2/c1-15-11(14)10-4-2-7-6-8(12)3-5-9(7)13-10/h2-6H,1H3

Upstream product

• 67-56-1 methanol 
• 65148-10-9 6-bromo-quinoline-2-carboxylic acid 
• 511230-72-1 6-bromo-1,2,3,4-tetrahydroquinoline-2-carboxylic acid methyl ester 
• 877-42-9 6-Bromo-2-methyl-quinoline 
• 106-40-1 4-bromo-aniline 
• 1020567-35-4 6-bromo-2-(tribromomethyl)quinoline 
• 75-75-2 methanesulfonic acid 
• 104-94-9 4-methoxy-aniline 

Downstream Products

• 1020567-49-0 6-(4-hydroxyphenyl)-2-quinolinecarboxylic acid 
• 1020567-44-5 methyl 6-(4-hydroxyphenyl)-2-quinolinecarboxylate 
• 1020567-30-9 6-[4-({[3-(2,6-dichlorophenyl)-5-(1-methylethyl)-4-isoxazolyl]methyl}oxy)phenyl]-2-quinolinecarboxylic acid 
• 1020567-62-7 methyl 6-[4-({[3-(2,6-dichlorophenyl)-5-(1-methylethyl)-4-isoxazolyl]methyl}oxy)phenyl]-2-quinolinecarboxylate 
• 511230-72-1 6-bromo-1,2,3,4-tetrahydroquinoline-2-carboxylic acid methyl ester 
• 65148-10-9 6-bromo-quinoline-2-carboxylic acid 

Relevant articles and documents

One-pot synthesis of heteroaromatic acetals via selectfluor-mediated tandem reaction of methyl quinoline-2-carboxylate and methanol

Here we report a mild Ag-catalyzed domino acetalization reaction using quinoline-2-carboxylates, which were substructures in a number of natural products. Methanol was directly utilized as the source of the acetal part. The main features of the domino reaction include the Minisci reaction, oxidation, and acetalization. Hydrogen fluoride generated in-situ participates in the Minisci reaction, and no external acids were needed. This domino reaction provides a simple and versatile route to heteroaromatic acetals under mild condition with good functional group tolerance using methanol.

COMPOUNDS FOR MODULATING FXR

Provided herein are compounds of Formula (I), a stereoisomer, enantiomer or a pharmaceutically acceptable salt thereof; wherein variables are as defined herein; and their pharmaceutical compositions, which are useful as modulators of the activity of Farnesoid X receptors (FXR).

Facile Construction of Quinoline-2-carboxylate Esters through Aerobic Oxidation of Alkyl 4-Anilinocrotonates Induced by a Radical Cation Salt

A facile construction of quinoline-2-carboxylate esters through an aerobic oxidation of alkyl 4-anilinocrotonates is described. In the presence of dioxygen, sp3 C?H bonds in 4-anilinocrotonates can easily be oxidized by using a catalytic amount of a radical cation salt, providing a radical intermediate. After further oxidation and domino cyclization, the desired quinoline derivatives were afforded in high yields. This reaction provides a new way to construct the pharmaceutically relevant quinoline skeleton, avoiding harsh reaction conditions and tedious starting material synthesis.

Discovery and efficient synthesis of a biologically active alkaloid inspired by thiostrepton biosynthesis

Thiostrepton, a natural peptide macrocycle, is of great interest due to its structural complexity and numerous biological activities, including anti-bacterial, anti-tumor, and anti-plasmodial activities. The quinaldic acid (QA) moiety-containing side ring (loop 2) was proven to play an important role in carrying out these functions. Previously, we proposed biosynthetic logic for thiostrepton loop 2 and demonstrated the formation mechanism of QA. Herein, we report the discovery and efficient synthesis of a biologically active alkaloid, that is, a key intermediate involved in the thiostrepton biosynthetic pathway. A chemo-enzymatic method was performed to synthesize the molecule, and a series of analogs were prepared for bioassays, which included the examination of anti-bacterial and anti-tumor activities.

PYRIDONE DERIVATIVES

The present invention discloses phenylpyridone derivative compounds. The compounds act as a melanin concentrating hormone receptor antagonists, and can be used in preventing, treating or acting as a remedial agent for various circular system diseases, nervous system diseases, metabolic diseases, genital diseases, respiratory diseases and digestive diseases.

Vanilloid receptor ligands and their use in treatments

Compounds having the general structure and compositions containing them, for the treatment of acute, inflammatory and neuropathic pain, dental pain, general headache, migraine, cluster headache, mixed-vascular and non-vascular syndromes, tension headache, general inflammation, arthritis, rheumatic diseases, osteoarthritis, inflammatory bowel disorders, inflammatory eye disorders, inflammatory or unstable bladder disorders, psoriasis, skin complaints with inflammatory components, chronic inflammatory conditions, inflammatory pain and associated hyperalgesia and allodynia, neuropathic pain and associated hyperalgesia and allodynia, diabetic neuropathy pain, causalgia, sympathetically maintained pain, deafferentation syndromes, asthma, epithelial tissue damage or dysfunction, herpes simplex, disturbances of visceral motility at respiratory, genitourinary, gastrointestinal or vascular regions, wounds, burns, allergic skin reactions, pruritus, vitiligo, general gastrointestinal disorders, gastric ulceration, duodenal ulcers, diarrhea, gastric lesions induced by necrotising agents, hair growth, vasomotor or allergic rhinitis, bronchial disorders or bladder disorders.

Bicyclo 4.4.0 antiviral derivatives

This invention provides compounds having drug and bio-affecting properties, their pharmaceutical compositions and method of use. In particular, the invention is concerned with amido piperazine derivatives. These compounds possess unique antiviral activity