206997-15-1

Basic information

• Product Name: 2-Amino-5-bromonicotinaldehyde
• Synonyms: 2-Amino-5-bromonicotinaldehyde;2-AMINO-5-BROMOPYRIDINE-3-CARBOXALDEHYDE;2-AMino-5-broMo-pyridine-3-carbaldehyde;3-Pyridinecarboxaldehyde, 2-aMino-5-broMo-;2-aMino-5-broMo-3-pyridinecarbaldehyde;2-Amino-5-bromopyridine-3-carboxaldehyde, 2-Amino-5-bromo-3-formylpyridine;2-AMino-5-broMonicotildehyde
• CAS NO: 206997-15-1
• Molecular Formula: C₆H₅BrN₂O
• Molecular Weight: 201.0207
• Mol File: 206997-15-1.mol
• Article Data: 8

Chemical Properties

• Melting Point: 167-169
• Boiling Point: 300.5°C at 760 mmHg
• Flash Point: 135.5°C
• Appearance: /
• Density: 1.782g/cm³
• Vapor Pressure: 0.00112mmHg at 25°C
• Refractive Index: 1.688
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 2.74±0.49(Predicted)
• CAS DataBase Reference: 2-Amino-5-bromonicotinaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-5-bromonicotinaldehyde(206997-15-1)
• EPA Substance Registry System: 2-Amino-5-bromonicotinaldehyde(206997-15-1)

Safety Data

• Hazard Codes: Xi
• RIDADR: UN 2811 6.1 / PGIII
• HazardClass: IRRITANT
• Hazardous Substances Data: 206997-15-1(Hazardous Substances Data)

Usage

General Description

2-Amino-5-bromonicotinaldehyde is a chemical compound with the molecular formula C6H5BrN2O. It is a yellow solid that is primarily used as a building block or intermediate in the synthesis of pharmaceuticals and agrochemicals. 2-Amino-5-bromonicotinaldehyde has properties that make it useful for the development of potential drugs and active pharmaceutical ingredients. Additionally, it is also used in research and development activities in the pharmaceutical industry for the creation of new drugs and therapeutic agents. The compound is also used as a reagent in chemical reactions and in the production of various fine chemicals.

InChI:InChI=1/C6H5BrN2O/c7-5-1-4(3-10)6(8)9-2-5/h1-3H,(H2,8,9)

Upstream product

• 335031-01-1 2-amino-5-bromo-3-(hydroxymethyl)pyridine 
• 7521-41-7 2-Aminonicotinaldehyde 

Downstream Products

• 1241910-51-9 6-bromo-N-(4-tert-butylbenzyl)-2-methyl-1,8-naphthyridine-3-carboxamide 

Relevant articles and documents

CB2-selective cannabinoid receptor ligands: Synthesis, pharmacological evaluation, and molecular modeling investigation of 1,8-naphthyridin-2(1 H)-one-3-carboxamides

We have recently identified 1,8-naphthyridin-2(1H)-one-3-carboxamide as a new scaffold very suitable for the development of new CB2 receptor potent and selective ligands. In this paper we describe a number of additional derivatives in which the same central scaffold has been variously functionalized in position 1 or 6. All new compounds showed high selectivity and affinity in the nanomolar range for the CB2 receptor. Furthermore, we found that their functional activity is controlled by the presence of the substituents at position C-6 of the naphthyridine scaffold. In fact, the introduction of substituents in this position determined a functionality switch from agonist to antagonists/inverse agonists. Finally, docking studies showed that the difference between the pharmacology of these ligands may be in the ability/inability to block the Toggle Switch W6.48(258) (χ1 g+ → trans) transition.

CHEMICAL COMPOUNDS AS H-PGDS INHIBITORS

A compound of formula (I) wherein R1, R2, R3, R4, X, Y, and A are as defined herein. The compounds of the present invention are inhibitors of hematopoietic prostaglandin D synthase (H-PGDS) and can be useful in the treatment of Duchenne muscular dystrophy. Accordingly, the invention is further directed to pharmaceutical compositions comprising a compound of the invention. The invention is still further directed to methods of inhibiting H-PGDS activity and treatment of disorders associated therewith using a compound of the invention or a pharmaceutical composition comprising a compound of the invention.

AMINOPYRIDINE DERIVATIVES AS TAM FAMILY KINASE INHIBITORS

Provided herein are aminopyridine derivatives and pharmaceutical compositions that are useful as TAM family kinase inhibitors.