50358-39-9

Basic information

• Product Name: 6-BROMOQUINOLIN-5-AMINE
• Synonyms: 6-BROMOQUINOLIN-5-AMINE;5-Amino-6-bromoquinoline
• CAS NO: 50358-39-9
• Molecular Formula: C9H7BrN2
• Molecular Weight: 223.1
• Mol File: 50358-39-9.mol

Chemical Properties

• Boiling Point: 354.398 °C at 760 mmHg
• Flash Point: 168.134 °C
• Appearance: /
• Density: 1.649 g/cm³
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 4.75±0.15(Predicted)
• CAS DataBase Reference: 6-BROMOQUINOLIN-5-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-BROMOQUINOLIN-5-AMINE(50358-39-9)
• EPA Substance Registry System: 6-BROMOQUINOLIN-5-AMINE(50358-39-9)

Safety Data

• RIDADR: UN2811
• Hazardous Substances Data: 50358-39-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
6-Bromoquinolin-5-amine is used as a chemical intermediate for the synthesis of various bioactive molecules and pharmaceutical drugs. Its unique structure and properties contribute to the development of new therapeutic agents.
Used in Medicinal Chemistry Research and Development:
In the field of medicinal chemistry, 6-Bromoquinolin-5-amine serves as a key component in the design and synthesis of novel drug candidates. Its versatility allows for the exploration of different chemical modifications to enhance the pharmacological properties of potential drugs.
Used in Drug Discovery:
6-Bromoquinolin-5-amine plays a significant role in drug discovery, where it is employed to identify and optimize compounds with therapeutic potential. Its presence in the synthesis process aids in the creation of new chemical entities that can be further studied for their efficacy and safety in treating various diseases.

Upstream product

• 98203-04-4 6-bromo-5-nitroquinoline 
• 20377-01-9 5-quinolyl azide 
• 7647-01-0 hydrogenchloride 
• 5332-25-2 6-bromoquinoline 
• 635-46-1 1,2,3,4-tetrahydroisoquinoline 
• 6563-11-7 6-bromoquinoline-N-oxide 
• 115071-54-0 6-bromo-5-nitroquinoline-N-oxide 

Relevant articles and documents

Activation of 6-bromoquinoline by nitration: Synthesis of morpholinyl and piperazinyl quinolones

Quinoline forms the key skeletal component of a number of important natural products and pharmacologically-Active compounds. Despite a tremendous amount of research pertaining to the derivatization of quinoline, very few general synthetic routes are described in the literature starting from quinoline or tetrahydroquinoline. A simple and convenient method for the polyfunctionalization of quinolines via nitration of bromoquinolines has been developed. This method represents a new synthetic approach to convert brominated nitroquinoline derivatives into useful cyclic amines via nucleophilic-substitution (SNAr) reaction. Formula parented.

A Mild and General Larock Indolization Protocol for the Preparation of Unnatural Tryptophans

A mild and general protocol for the Pd(0)-catalyzed heteroannulation of o-bromoanilines and alkynes is described. Application of a Pd(0)/P(tBu)3 catalyst system enables the efficient coupling of o-bromoanilines at 60 °C, mitigating deleterious side reactions and enabling access to a broad range of useful unnatural tryptophans. The utility of this new protocol is demonstrated in the highly convergent total synthesis of the bisindole natural product (-)-aspergilazine A.

PHOTOLYSIS OF PYRIDYL, QUINOLYL, AND ISOQUINOLYL AZIDES IN HYDROHALOGENOIC ACIDS

Photolysis of 4-azido-pyridine and -quinoline in hydrohalogenoic acids gave the 3-amino-4-halogeno compounds (2) via azirine or azacycloheptatetraene intermediates, whereas their N-oxides (4), under similar conditions, gave the 4-amino-3-halogeno compounds (5) presumably via nitrenium ion intermediates.In the 3-azidoquinoline and 4-azidoisoquinoline series, both free bases (6a, 8a) and N-oxides (6b, 8b) gave similar results to 4-azidopyridine and -quinoline N-oxides (4).