292077-58-8

Basic information

• Product Name: 1-(2-BROMOQUINOLIN-3-YL)METHANAMINE
• Synonyms: 1-(2-BROMOQUINOLIN-3-YL)METHANAMINE;(2-BroMoquinolin-3-yl)MethanaMine
• CAS NO: 292077-58-8
• Molecular Formula: C₁₀H₉BrN₂
• Molecular Weight: 237.1
• Mol File: 292077-58-8.mol

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1-(2-BROMOQUINOLIN-3-YL)METHANAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-BROMOQUINOLIN-3-YL)METHANAMINE(292077-58-8)
• EPA Substance Registry System: 1-(2-BROMOQUINOLIN-3-YL)METHANAMINE(292077-58-8)

Safety Data

• Hazardous Substances Data: 292077-58-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research:
1-(2-BROMOQUINOLIN-3-YL)METHANAMINE is used as a research compound for its potential applications in drug development. The presence of the quinoline backbone and the bromine atom at position 2 make it a promising candidate for the development of new pharmaceuticals.
Used in Chemical Synthesis:
1-(2-BROMOQUINOLIN-3-YL)METHANAMINE is used as a building block in chemical synthesis, particularly for the creation of new organic compounds with potential applications in various industries.
Used in Research and Development:
1-(2-BROMOQUINOLIN-3-YL)METHANAMINE is used as a research compound in the field of organic chemistry, where it can be further studied and modified to explore its potential applications in different areas, such as pharmaceuticals, materials science, and other related fields.

Upstream product

• 292077-57-7 2-Bromoquinolin-3-ylmethyl azide 
• 35740-83-1 2-bromo-3-bromomethylquinoline 
• 73568-25-9 2-chloro-3-quinoline carboxaldehyde 

Downstream Products

• 406920-22-7 N-(2-bromo-quinolin-3-ylmethyl)-2-methoxy-benzamide 
• 620962-73-4 N-(2-bromoquinolin-3-yl)methyl-N-[2,2-bis(phenylthio)ethenyl]amine 
• 55854-89-2 8-methyl-7-propionylindolizino[1,2-b]quinoline-9(11H)-one 
• 620962-75-6 7-trifluoroacetyl-6,8-dihydro-6-(phenylthiomethyl)pyrrolo[3,4-b]quinoline 
• 620962-76-7 7-(2-methyl-4-oxohexanoyl)-6,8-dihydro-6-(phenylthiomethyl)pyrrolo[3,4-b]quinoline 
• 620962-77-8 7-(2-methyl-4-oxohexanoyl)-6,8-dihydro-6-(phenylsulfinylmethyl)pyrrolo[3,4-b]quinoline 
• 620962-81-4 7-(2-methyl-4-oxohex-2-enoyl)-6,8-dihydro-6-(phenylthiomethyl)pyrrolo[3,4-b]quinoline 
• 620962-82-5 7-(2-methyl-4-oxohex-2-enoyl)-6,8-dihydro-6-(phenylsulfinylmethyl)pyrrolo[3,4-b]quinoline 
• 620962-74-5 N-(2-bromoquinolin-3-yl)methyl-N-[2,2-bis(phenylthio)ethenyl]trifluoroacetamide 
• 406920-23-8 N-(2-cyano-quinolin-3-ylmethyl)-2-methoxy-benzamide 
• 704912-40-3 7-methoxyquinolino[2',3':3,4]pyrrolo[2,1-b]quinazolin-11(13H)-one 

Relevant articles and documents

New Pyridone Approach: Total Synthesis of Mappicine Ketone (Nothapodytine B)

A novel synthesis of mappicine ketone, which possesses strong selective activity against the herpes viruses HSV-1 and HSV-2, including those Acyclovir-resistant, and human cytomegalovirus (HCMV) has been efficiently accomplished. The synthesis highlights a new pyridone approach that effectively combines a double, intramolecular Michael addition in a conjugated ester-conjugated amide with oxidation-decarboxylation of the resulting piperidone.

Concise approach to mono- And disubstituted luotonin A analogs and their cytotoxicity test

A concise approach for the preparation of luotonin A analogs has been developed. The new synthetic route contains an anion-assisted intramolecular double hetero Diels Alder reaction and a direct oxidative cross coupling reaction. Some synthetic luotonin A analogs show cytotoxic activities against Daudi and Jurkat human cancer cells as potent as camptothecin.

Total synthesis of mappicine ketone (nothapodytine B) by means of sulfur-directed 5-exo-selective aryl radical cyclization onto enamides

Enamides 5, on treatment with Bu3SnH-AIBN, underwent aryl radical cyclization in a 5-exo manner to give 1-[bis(phenylthio)methyl]dihydroisoindoles 6, which were partially desulfurized with Bu3SnH-AIBN to give 1-mono(phenylthio)methyl

Preparation of camptothecin and of its derivatives

The present invention relates to a novel process for preparation of camptothecin and of its derivatives by convergent synthesis starting from a 3-(aminomethyl)quinoline derivative and 5-hydroxy-5-ethyl-6-oxo-5,6-dihydropyrancarboxylic acid and to the intermediates obtained.

Preparation of camptothecin and nothapodytine derivatives

The invention concerns the preparation of nothapodytine or camptothecin derivatives which consists in causing 4-ethyl 2methyl hepta-2,4-dienoic acid act on a 3-aminomethyl 2-bromo quinoline derivative (III) wherein R1and R2are H or R1is a halogen atom or alkyl, R2is a O—CO—X radical as defined for the camptothecin derivatives; or R1and R2are defined for the known camptothecin derivatives or represent protected radicals or radicals easily convertible into the radicals R1and R2, to obtain the quinoline derivative (IV); adding to the resulting quinoline derivative (2-methoxy carbonyl vinyl) tributyltin in the presence of a complex of palladium and triphenylarsin to obtain the quinoline derivative (V); cyclizing the resulting quinoline derivative to obtain the tetracyclic derivative (VI); then in subjecting said derivative to an ozonolysis followed by treatment with dimethyl sulphide to obtain the tetracyclic derivative (VII); saponification followed by decarboxylation in oxidising conditions of the resulting tetracyclic derivative to obtain the nothopodytine derivative (VIII); then optionally transforming the resulting derivative into a camptothecin derivative or into a mappicine derivative.