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

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

Uses

Used in Pharmaceutical Industry:
2-Amino-5-bromonicotinaldehyde is used as a building block for the synthesis of various pharmaceuticals, contributing to the development of new drugs and active pharmaceutical ingredients. Its unique chemical structure allows it to be a key component in the formulation of potential therapeutic agents.
Used in Agrochemical Industry:
In the agrochemical sector, 2-Amino-5-bromonicotinaldehyde is utilized as an intermediate in the production of agrochemicals, playing a crucial role in the synthesis of compounds that can be used in pest control and crop protection.
Used in Research and Development:
2-Amino-5-bromonicotinaldehyde is employed as a reagent in chemical reactions within the pharmaceutical industry's research and development activities. It aids in the discovery and creation of innovative drugs and therapeutic agents, advancing the field of medicinal chemistry.
Used in Production of Fine Chemicals:
2-Amino-5-bromonicotinaldehyde is also utilized in the production of various fine chemicals, where its unique properties are harnessed to create specialty chemicals used in a range of applications, from fragrances to dyes and other industrial processes.

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

Upstream product

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

Downstream Products

• 889687-13-2 6-bromo-2-(4-fluorophenyl)-1,8-naphthyridine 
• 894851-71-9 ethyl 6-bromo-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylate 
• 1241910-51-9 6-bromo-N-(4-tert-butylbenzyl)-2-methyl-1,8-naphthyridine-3-carboxamide 
• 1333493-72-3 2-(4-bromophenyl)-6-bromo-1,8-naphthyridine 
• 1441143-02-7 (2-amino-5-bromo-3-pyridyl)-[1-[4-chloro-3-(trifluoromethyl)phenyl]pyrazol-4-yl]methanol 
• 1441144-74-6 N-[5-bromo-3-[1-[4-chloro-3-(trifluoromethyl)phenyl]pyrazole-4-carbonyl]-2-pyridyl]-3-(2-hydroxyethylsulfanylmethyl) benzamide 
• 1441143-08-3 N-[5-bromo-3-[[1-[4-chloro-3-(trifluoromethyl)phenyl]pyrazol-4-yl]-hydroxymethyl]-2-pyridyl]-3-(chloromethyl)benzamide 
• 1441143-14-1 N-[5-bromo-3-[1-[4-chloro-3-(trifluoromethyl)phenyl]pyrazole-4-carbonyl]-2-pyridyl]-3-(chloromethyl)benzamide 
• 1449794-99-3 Ν-(5-(7-amino-6-phenyl-1,8-naphthyridin-3-yl)-2-methoxypyridin-3-yl)-2,4-difluorobenzenesulfonamide 
• 1449795-05-4 6-bromo-3-phenyl-1,8-naphthyridin-2-amine 
• 1234616-65-9 6-bromo-2-chloropyrido[2,3-d]pyrimidine 

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.

Tetra-Aza-Pentacenes by means of a One-Pot Friedl?nder Synthesis

Tetra-aza-pentacenes are attractive n-type small molecules for optoelectronic device applications, yet their syntheses are often laborious. Disclosed here is a one-pot Friedl?nder synthesis of 1,7,8,14-tetraazapentacece (tAP) derivatives (linear and/or be

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.

Synthesis of quinolines and naphthyridines: Via catalytic retro-aldol reaction of β-hydroxyketones with ortho -aminobenzaldehydes or nicotinaldehydes

A Cu(i)-catalyzed retro-aldol reaction of β-hydroxyketones with ortho-aminobenzaldehydes and nicotinaldehydes is reported that produces a range of quinolines and naphthyridines with high efficiency and selectivity. This reaction uses β-hydroxyketones as a regiospecific ketone-protected enolate source via copper-catalyzed retro-aldol Cα-Cβ bond cleavage. The in situ generated copper enolate undergoes kinetically favorable cyclization with ortho-amino aryl aldehydes to produce quinolines and naphthyridines in a chemo- and regioselective manner. The mild and weakly basic reaction conditions also suppress possible side reactions of benzaldehydes under strongly basic conditions, resulting in improved reaction yields.

AMINOPYRIDINE DERIVATIVES AS TAM FAMILY KINASE INHIBITORS

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

PHOSPHATE TRANSPORT INHIBITORS II

Compounds according to formula (I) are useful in the treatment of phosphate homeostasis.

Synthesis and characterization of new π-conjugated polymers containing 1,8-naphthyridine in the main chain: Role of the 1,8-naphthyridine unit in π-conjugated polymers

Alternating π-conjugated copolymers of 1,8-naphthyridine-2,6-diyl (1,8-Nap) with 9,9-dioctylfluorene-2,7-diyl (P(Flu-Ph-1,8-Nap)) and 2,5-didodecyloxy-1,4-phenylene (P(ROPh-Ph-1,8-Nap)) have been synthesized by Pd-catalyzed organometallic polycondensation

HERBICIDAL COUMPOUNDS

The present invention relates to novel herbicidal [l,8]-naphthyridines of Formula (Ia) or (Ib), or an agronomically acceptable salt of said compound wherein R2, R3, R4, R5,R6,R7, R8, n, m, X and Q are as defined herein. The invention further relates to processes and intermediates for the preparation of the [l,8]-naphthyridines, to compositions which comprise the herbicidal compounds, and to their use for controlling weeds, in particular in crops of useful plants.