381233-96-1

Basic information

• Product Name: 2-AMINO-5-BROMO-3-IODOPYRIDINE
• Synonyms: 2-AMINO-5-BROMO-3-IODOPYRIDINE;5-BROMO-3-IODO-PYRIDIN-2-YLAMINE;2-Amino-3-iodo-5-bromopyridine;5-Bromo-3-iodopyridin-2-amine;2-Amine-5-bromo-3-iodopyridine;5-Bromo-3-iodo-2-pyridinamine;2-PyridinaMine,5-broMo-3-iodo-;5-Bromo-3-iodo-2-aminopyridine
• CAS NO: 381233-96-1
• Molecular Formula: C₅H₄BrIN₂
• Molecular Weight: 298.91
• Product Categories: pharmacetical;Amines;pyridine;Building Blocks;C5;C5 to C6;Chemical Synthesis;Halogenated Heterocycles;Heterocyclic Building Blocks;Pyridines
• Mol File: 381233-96-1.mol

Chemical Properties

• Melting Point: 111-112°C
• Boiling Point: 308.2 °C at 760 mmHg
• Flash Point: 140.2 °C
• Appearance: Brown powder
• Density: 2.426 g/cm³
• Vapor Pressure: 0.000691mmHg at 25°C
• Refractive Index: 1.73
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 2.25±0.49(Predicted)
• Sensitive: Light Sensitive
• CAS DataBase Reference: 2-AMINO-5-BROMO-3-IODOPYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-5-BROMO-3-IODOPYRIDINE(381233-96-1)
• EPA Substance Registry System: 2-AMINO-5-BROMO-3-IODOPYRIDINE(381233-96-1)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-36:37/38-41-37/38-22
• Safety Statements: 26-36/37/39-37
• WGK Germany: 3
• HazardClass: IRRITANT, LIGHT SENSITIVE
• Hazardous Substances Data: 381233-96-1(Hazardous Substances Data)

Usage

Chemical Properties

Brown powder

InChI:InChI=1/C5H4BrIN2/c6-3-1-4(7)5(8)9-2-3/h1-2H,(H2,8,9)

Upstream product

• 1072-97-5 5-bromo-2-pyridylamine 
• 875639-47-7 C₉H₈BrIN₂O₂ 
• 104830-06-0 3-iodo-2-aminopyridine 
• 504-29-0 2-aminopyridine 

Downstream Products

• 958459-13-7 5-(2-amino-5-bromo-pyridin-3-yl)-3-[1-(2-chloro-phenyl)-ethoxy]-thiophene-2-carboxylic acid methyl ester 
• 381233-75-6 5-bromo-3-iodo-1,2-dihydropyridin-2-one 
• 1216771-35-5 methyl 4-(2-amino-5-bromopyridin-3-yl)benzoate 
• 1216771-56-0 4-(2-amino-5-bromopyridin-3-yl)benzamide 
• 1262985-25-0 4-(2-amino-5-bromopyridin-3-yl)-2-methylbut-3-yn-2-ol 
• 380918-53-6 C₂₃H₁₅N₃O 
• 380918-54-7 C₂₃H₁₅N₃O 
• 381233-76-7 5-bromo-1-phenyl-3-iodo-1,2-dihydropyridin-2-one 
• 381233-77-8 5-bromo-3-(2-cyanophenyl)-1-phenyl-1,2-dihydropyridin-2-one 
• 1415212-82-6 5-bromo-3-(3-cyanophenyl)-1-phenyl-1,2-dihydropyridin-2-one 
• 1415212-83-7 5-bromo-3-(4-cyanophenyl)-1-phenyl-1,2-dihydropyridin-2-one 
• 1415212-84-8 5-bromo-3-(2-fluorophenyl)-1-phenyl-1,2-dihydropyridin-2-one 
• 380918-24-1 1-phenyl-5-(3-pyridyl)-3-(2-cyanophenyl)-1,2-dihydropyridin-2-one 
• 380918-25-2 C₂₃H₁₅N₃O 

Relevant articles and documents

SUBSTITUTED (AZA)INDOLE DERIVATIVES

The invention relates to substituted (aza)indole derivatives, or pharmaceutically acceptable salts, biologically active metabolites, pro-drugs, racemates, enantiomers, diastereomers, solvates and hydrates thereof, as well as to pharmaceutical compositions containing them and to their use as modulators of α7 nicotinic acetylcholine receptor activity in a mammalian subject. (I)

Preparation method for 5-bromo-7-azindole

The invention belongs to the technical field of preparation of 5-bromo-7-azindole, in particular to a preparation method for the 5-bromo-7-azindole. The method comprises the following steps: taking 2-amino-5-bromopyridine as a raw material, and performing the steps in sequence: (1) introducing iodine through an iodine reagent; (2) performing a coupling reaction with methylbutynol; and (3) performing a ring-closing reaction under the catalysis of inorganic strong base to prepare the 5-bromo-7-azindole, wherein the catalyst adopted in the coupling reaction in the step (2) is bis(benzonitrile)palladium dichloride or [1,1'-bis(diphenylphosphine)ferrocene]palladium dichloromethane dichloride complex compound. According to the preparation method, cheap 2-amino-5-bromopyridine is taken as the rawmaterial in the step (1); the catalyst with high catalyzing efficiency and a solvent which is easy to treat are adopted; purifying steps in each step are simple; the yield is high; and the and the yield of the finally prepared product, namely, the 5-bromo-7-azindole, can reach over 93 percent.

TAM family kinase and/or CSF1R kinase inhibitor and application thereof

The invention provides a novel inhibitor compound shown in a general formula (I). The compound has good kinase inhibition activity and can be used for preventing and/or treating diseases mediated by abnormal expression of TAM family kinase and/or a ligand thereof. The compound can target CSF1R kinase and can be used for preventing and/or treating diseases mediated by abnormal expression of a TAM family kinase receptor and/or a CSF1R kinase receptor and/or ligands thereof.

2 - Amino -3 - iodo -5 - bromo pyridine synthesis method

The invention relates to a method for synthesizing 2-amino-3-iodo-5-bromopyridine. The method comprises the steps of enabling 2-amino-5-bromopyridine and N-iodo succinimide, which serve as raw materials and are in the mass ratio of 1: (1.7-3.5), to react at the temperature of 23-115 DEG C in a proper solvent so as to produce 2-amino-3-iodo-5-bromopyridine, and purifying, thereby obtaining a pure product 2-amino-3-iodo-5-bromopyridine. According to the method, the raw materials are relatively easily obtained and are reasonable in price; meanwhile, during preparation reaction, no heavy metal and corrosive gas are used, the reaction is mild, no special requirements on reaction equipment is required, and ordinary corrosion-resistant equipment can be applied to production; in addition, reaction conditions of the method are moderate.

[1,2,4]TRIAZOLO[1,5-A]PYRIDINYL SUBSTITUTED INDOLE COMPOUNDS

Disclosed are compounds of Formula (I) or a salt thereof, wherein R1, R2, R3, R4, R5, m, n, and p are defined herein. Also disclosed are methods of using such compounds as inhibitors of signaling through Toll-like receptor 7, or 8, or 9, and pharmaceutical compositions comprising such compounds. These compounds are useful in treating inflammatory and autoimmune diseases.

Synthesis and evaluation of the anticoccidial activity of trifluoropyrido[1,2-a]pyrimidin-2-one derivatives

Screening of our chemical library to discover new molecules exhibiting in vitro activity against the invasion of host cells by Eimeria tenella revealed a lead compound with an IC50 of 15 μM. Structure-activity relationship studies were conducted with 34 newly synthesized compounds to identify more active molecules and enhance in vitro activity against the parasite. Four compounds were more effective in inhibiting MDBK cell invasion in vitro than the lead compound.

Carbon-14 radiolabeling and tissue distribution evaluation of MMV390048

The antimalarial compound MMV390048 ([14C]-11) was labeled with carbon-14 isotope via a 3-step synthesis. It was obtained in a 15.5% radiochemical overall yield from carbon-14 labeled methyl iodide with a radiochemical purity of >99%. After single oral administration of [14C]-11 to albino and pigmented rats its tissue distribution profile was studied. Tissue distribution results showed high local exposure in the GI tract and excretory organs but low exposure of all other tissues. The radioactivity uptake was higher in the eyes of the pigmented rats than in the eyes of the albino rats at all-time points. The highest accumulation reached in the eyes of the pigmented rats was 0.46% at 6?hours. However, these levels are still very low as compared to the other organs studied. There was very little radioactivity from MMV390048 ([14C]-11) present in the skin of both the albino and pigmented rats. The results obtained are supportive of further development of MMV390048 as a potential antimalarial compound.

Double Sonogashira reactions on dihalogenated aminopyridines for the assembly of an array of 7-azaindoles bearing triazole and quinoxaline substituents at C-5: Inhibitory bioactivity against Giardia duodenalis trophozoites

The synthesis of 2,3,5-trisubstituted 7-azaindoles as well as 2,5-disubstituted 7-azaindoles from 3,5-dihalogenated 2-aminopyridines is outlined. Using a double Sonogashira coupling reaction on 2-amino-3,5-diiodopyridine followed by the Cacchi reaction the synthesis of 2,3,5-trisubstituted 7-azaindoles was accomplished. In addition, using two sequential Sonogashira coupling reactions on 2-amino-5-bromo-3-iodopyridine and a potassium t-butoxide mediated ring closure reaction resulted in the assembly of 2,5-disubstituted 7-azaindoles. The 5-alkynyl substituent of the azaindole was easily converted into both quinoxaline and triazole substituents, the latter utilizing an alkyne-azide cycloaddition reaction. Some of these azaindole derivatives showed very promising biological activity against the gastrointestinal protozoal parasite Giardia duodenalis.

1H-1,8- NAPHTHYRIDIN-2ONES AS ANTI PROLIFERATIVE COMPOUNDS

The present invention relates to novel antiproliferative1H-1, 8-naphthyridin-2-ones of the general formula (I) or pharmaceutically acceptable salts thereof: In which the variable groups are as defined herein, and their preparation and use in therapeutic treatment of disorders related to inhibition of tyrosine kinases in warm blooded animals. The compounds can overcome imatinib induced drug resistance.

ANTIBACTERIAL COMPOUNDS

The present disclosure relates to a novel combination of compounds, their use as antibacterials, compositions comprising them and methods for treating or preventing bacterial infections, more particularly, bacterial infections caused by Gram-negative pathogens and/or drug resistant Gram-negative bacteria.