13535-01-8

Basic information

• Product Name: 3-Amino-5-bromopyridine
• Synonyms: 3-amino-5-bronopyridine;3-AMINO-5-BOROMOPYRIDINE;5-bromopyridin-3-amine(SALTDATA: FREE);3-AMino-5-broMopyridi;5--3- aMinopyridinebroMide;3--5- aMinopyridinebroMide;13535-01-8;3-Amino-5-bromopyridine 97%
• CAS NO: 13535-01-8
• Molecular Formula: C₅H₅BrN₂
• Molecular Weight: 173.0106
• EINECS: 1308068-626-2
• Product Categories: blocks;Bromides;Pyridines;Pyridine;Pyridines, Pyrimidines, Purines and Pteredines;pharmacetical;Amines;Pyridine Derivertives;CHIRAL CHEMICALS;Boronic Acid;Building Blocks;C5;C5 to C6;Chemical Synthesis;Halogenated Heterocycles;Heterocyclic Building Blocks;Heterocycle-Pyridine series;Thiophenes
• Mol File: 13535-01-8.mol
• Article Data: 12

Chemical Properties

• Melting Point: 65-69 °C
• Boiling Point: 287.6 ºC at 760mmHg
• Flash Point: 127.7 ºC
• Appearance: White to yellow to brown/Powder
• Density: 1.71 g/cm³
• Vapor Pressure: 0.005mmHg at 25°C
• Refractive Index: 1.607
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 3.81±0.20(Predicted)
• CAS DataBase Reference: 3-Amino-5-bromopyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Amino-5-bromopyridine(13535-01-8)
• EPA Substance Registry System: 3-Amino-5-bromopyridine(13535-01-8)

Safety Data

• Hazard Codes: Xn,Xi,O
• Statements: 22-36/37/38
• Safety Statements: 26-36/37
• RIDADR: Cool, dry,tightly closed
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 13535-01-8(Hazardous Substances Data)

Usage

Description

3-Amino-5-bromopyridine is an organic compound with the molecular formula C5H5BrN2. It is a light yellow crystalline substance that belongs to the pyridine family of heteroaromatic compounds. The presence of an amino group at the 3-position and a bromine atom at the 5-position provides this molecule with unique chemical and biological properties, making it a versatile building block in the synthesis of various pharmaceuticals and agrochemicals.

Uses

Used in Pharmaceutical Industry:
3-Amino-5-bromopyridine is used as an intermediate in the synthesis of various pharmaceutical compounds. Its unique structure allows for the development of new drugs with potential applications in treating different diseases.
Used in Green Preparation of Tryptamine Salicylic Acid Compounds:
3-Amino-5-bromopyridine is used as a key component in the green preparation of tryptamine salicylic acid compounds, which are known for their antitumor properties. The green synthesis process aims to minimize the use of hazardous chemicals and reduce the environmental impact of the production, making it a more sustainable approach to drug development.
Used in Agrochemical Industry:
3-Amino-5-bromopyridine can also be utilized as a building block in the development of new agrochemicals, such as pesticides and herbicides. Its unique chemical properties make it a valuable asset in the design of novel compounds with improved efficacy and selectivity.

InChI:InChI=1/C5H5ClN2/c6-4-1-5(7)3-8-2-4/h1-3H,7H2

Upstream product

• 625-92-3 3,5-dibromopyridine 
• 28733-43-9 5-bromonicotinamide 
• 15862-30-3 3-bromo-5-nitro-pyridine 
• 626-55-1 3-Bromopyridine 
• 20826-04-4 5-bromo-3-pyridinecarboxylic acid 
• 39620-02-5 5-bromonicotinoyl chloride 

Downstream Products

• 17117-17-8 5-bromo-3-ethoxypyridine 
• 15862-46-1 N-(5-bromo-pyridin-3-yl)-acetamide 
• 407-20-5 3-bromo-5-fluoropyridine 
• 233770-01-9 3-bromo-5-iodopyridine 
• 74115-13-2 5-bromopyridine-3-ol 
• 801203-50-9 3-bromo-5-hydrazinylpyridine 
• 552330-30-0 5-[(E)-2-pyridin-4-ylvinyl]pyridin-3-amine 
• 552333-48-9 (2S)-{1-[(5-bromo-pyridin-3-ylamino)-methyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester 
• 882170-57-2 {(S)-2-Phenyl-1-[5-((E)-2-pyridin-4-yl-vinyl)-pyridin-3-ylcarbamoyl]-ethyl}-carbamic acid tert-butyl ester 
• 767342-26-7 5-bromo-N-(4-chlorobenzyl)pyridin-3-amine 
• 767342-20-1 5-bromo-N-phenylpyridin-3-amine 
• 875148-10-0 3-(5-amino-pyridin-3-yl)-phenol 
• 887374-79-0 (5-bromo-pyridin-3-yl)-(4-chloro-3-fluoro-benzyl)-amine 
• 945978-68-7 5-bromo-N-(3-(cyclopentyloxy)-4-methoxybenzyl)pyridin-3-amine 

Relevant articles and documents

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AMINATION AND HYDROXYLATION OF ARYLMETAL COMPOUNDS

In one aspect, the present disclosure provides methods of preparing a primary or secondary amine and hydroxylated aromatic compounds. In some embodiments, the aromatic compound may be unsubstituted, substituted, or contain one or more heteroatoms within the rings of the aromatic compound. The methods described herein may be carried out without the need for transition metal catalysts or harsh reaction conditions.

Discovery of 7-aryl-substituted (1,5-naphthyridin-4-yl)ureas as Aurora kinase inhibitors

As part of our research projects to identify new chemical entities of biological interest, we developed a synthetic approach and the biological evaluation of (7-aryl-1,5-naphthyridin-4-yl)ureas as a novel class of Aurora kinase inhibitors for the treatment of malignant diseases based on pathological cell proliferation. 1,5-Naphthyridine derivatives showed excellent inhibitory activities toward Aurora kinases A and B, and the most active compound, 1-cyclopropyl-3-[7-(1-methyl-1H-pyrazol-4-yl)-1,5-naphthyridin-4-yl]urea (49), displayed IC50 values of 13 and 107 nM against Aurora kinases A and B, respectively. In addition, the selectivity toward a panel of seven cancer-related protein kinases was highlighted. In vitro ADME properties were also determined in order to rationalize the difficulties in correlating antiproliferative activity with Aurora kinase inhibition. Finally, the good safety profile of these compounds imparts promising potential for their further development as anticancer agents. Promising Aurora inhibitors: Herein we report a series of (7-aryl-1,5-naphthyridin-4-yl)ureas as a novel class of nanomolar-range Aurora kinase inhibitors. The described derivatives have good cell-penetration parameters and safety profiles, but their efficiency toward signaling pathways are insufficient to induce cell death. We also highlight their selectivity toward a panel of seven cancer-related protein kinases. Copyright