89581-84-0

Basic information

• Product Name: 2-BROMO-3-(CHLOROMETHYL)PYRIDINE
• Synonyms: 2-BROMO-3-(CHLOROMETHYL)PYRIDINE;2-Chloro-3-(chloroMethyl)...;Pyridine, 2-chloro-3-(chloroMethyl)-
• CAS NO: 89581-84-0
• Molecular Formula: C₆H₅Cl₂N
• Molecular Weight: 162.02
• EINECS: 145-896-5
• Mol File: 89581-84-0.mol

Chemical Properties

• Boiling Point: 250℃
• Flash Point: 129℃
• Appearance: /
• Density: 1.324
• Vapor Pressure: 0.007mmHg at 25°C
• Refractive Index: 1.575
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: -0.18±0.10(Predicted)
• CAS DataBase Reference: 2-BROMO-3-(CHLOROMETHYL)PYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-3-(CHLOROMETHYL)PYRIDINE(89581-84-0)
• EPA Substance Registry System: 2-BROMO-3-(CHLOROMETHYL)PYRIDINE(89581-84-0)

Safety Data

• Hazardous Substances Data: 89581-84-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-BROMO-3-(CHLOROMETHYL)PYRIDINE is used as a chemical intermediate for the synthesis of various pharmaceutical drugs. Its unique structure allows for the development of new compounds with therapeutic properties, contributing to the advancement of medicinal chemistry.
Used in Agrochemical Industry:
In the agrochemical sector, 2-BROMO-3-(CHLOROMETHYL)PYRIDINE is employed as an intermediate in the production of pesticides and other agrochemicals. Its antimicrobial properties make it a valuable component in creating effective solutions for crop protection and disease control.
Used in Veterinary Medicine:
2-BROMO-3-(CHLOROMETHYL)PYRIDINE is utilized in the veterinary field for the synthesis of veterinary products. Its antimicrobial characteristics aid in the development of medications and treatments for various animal health issues.
Used in Organic Synthesis:
As a building block in organic synthesis, 2-BROMO-3-(CHLOROMETHYL)PYRIDINE is used for the creation of complex molecules with biological activity. Its unique structure allows for the formation of diverse compounds with potential applications in various industries, including pharmaceuticals, agrochemicals, and materials science.

InChI:InChI=1/C6H5BrClN/c7-6-5(4-8)2-1-3-9-6/h1-3H,4H2

Upstream product

• 42330-59-6 (2-chloropyrid-3-yl)methanol 
• 18368-76-8 2 chloro-3-methylpyridine 
• 2942-59-8 2-chloronicotinic acid 
• 49609-84-9 2-Chloronicotinoyl chloride 
• 59-67-6 nicotinic acid 
• 36404-88-3 2-chloro-3-carbaldehydepyridine 

Downstream Products

• 1357305-91-9 3-(2-chloropyrid-3-ylmethoxy)-1-benzhydrylazetidine 
• 884049-52-9 spiro[piperidine-4,3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-one 
• 885031-86-7 tert-butyl 2'-oxo-1',2'-dihydro-1H-spiro[piperidine-4,3'-pyrrolo[2.3-b]pyridine]-1-carboxylate 
• 36404-88-3 2-chloro-3-carbaldehydepyridine 
• 422550-95-6 3-[({2-[3-benzyl-5-(1,1-dioxo-isothiazolidin-2-ylmethyl)-phenyl]-2-oxo-ethyl}-benzyloxycarbonyl-amino)-methyl]-pyridine-2-carboxylic acid ethyl ester 
• 1026627-33-7 {2-[3-benzyl-5-(1,1-dioxo-isothiazolidin-2-ylmethyl)-phenyl]-2-oxo-ethyl}-(2-chloro-pyridin-3-ylmethyl)-carbamic acid benzyl ester 
• 422550-94-5 1-[3-benzyl-5-(1,1-dioxoisothiazolidin-2-ylmethyl)-phenyl]-1-(8-hydroxy-[1,6]naphthyridin-7-yl)-methanone 
• 500732-64-9 3-({benzyloxycarbonyl-[2-(3-benzyl-phenyl)-2-oxo-ethyl]-amino}-methyl)-pyridine-2-carboxylic acid methyl ester 
• 500732-65-0 7-(3-benzyl-benzoyl)-8-oxo-7,8-dihydro-5H-[1,6]naphthyridine-6-carboxylic acid benzyl ester 
• 500732-63-8 [2-(3-benzyl-phenyl)-2-oxo-ethyl]-(2-chloro-pyridin-3-ylmethyl)-carbamic acid benzyl ester 
• 205744-14-5 C-(2-chloro-pyridin-3-yl)-methylamine 
• 1202068-01-6 1-((3S,4S)-1-[2-(2-fluoro-4-iodophenylamino)thieno[2,3-b]pyridine-3-carbonyl]-4-hydroxypyrrolidin-3-yl)-1-methyl-3-(9H-fluoren-9-ylmethoxycarbonyl)thiourea 
• 1202068-02-7 {(3aS,6aR)-5-[2-(2-fluoro-4-iodophenylamino)thieno[2,3-b]pyridine-3-carbonyl]-3-methyl-hexahydropyrrolo[3,4-d]thiazol-(2E)-ylidene}carbamic acid 9H-fluoren-9-ylmethyl ester 
• 1202067-88-6 [2-(2-fluoro-4-iodophenylamino)thieno[2,3-b]pyridin-3-yl]-{(4aS,7aR)-4-[2-(trimethylsilanyl)ethanesulfonyl]hexahydropyrrolo[3,4-b][1,4]oxazin-6-yl}methanone 

Relevant articles and documents

Structure-guided optimization of 1H-imidazole-2-carboxylic acid derivatives affording potent VIM-Type metallo-β-lactamase inhibitors

Production of metallo-β-lactamases (MBLs) in bacterial pathogens is an important cause of resistance to the ‘last-resort’ carbapenem antibiotics. Development of effective MBL inhibitors to reverse carbapenem resistance in Gram-negative bacteria is still needed. We herein report X-ray structure-guided optimization of 1H-imidazole-2-carboxylic acid (ICA) derivatives by considering how to engage with the active-site flexible loops and improve penetration into Gram-negative bacteria. Structure-activity relationship studies revealed the importance of appropriate substituents at ICA 1-position to achieve potent inhibition to class B1 MBLs, particularly the Verona Integron-encoded MBLs (VIMs), mainly by involving ingenious interactions with the flexible active site loops as observed by crystallographic analyses. Of the tested ICA inhibitors, 55 displayed potent synergistic antibacterial activity with meropenem against engineered Escherichia coli strains and even intractable clinically isolated Pseudomonas aeruginosa producing VIM-2 MBL. The morphologic and internal structural changes of bacterial cells after treatment further demonstrated that 55 crossed the outer membrane and reversed the activity of meropenem. Moreover, 55 showed good pharmacokinetic and safety profile in vivo, which could be a potential candidate for combating VIM-mediated Gram-negative carbapenem resistance.

A 2 - chloro - 3 - pyridine formaldehyde synthetic method (by machine translation)

The invention discloses a 2 - chloro - 3 - pyridyl aldehyde synthesis method, the method to 2 - chloro - 3 - methyl pyridine as raw materials, passes through chlorine chlorinated, ester hydrolysis, oxidation three-step to obtain 2 - chloro - 3 - pyridine formaldehyde product. The method of the invention mild reaction conditions, high yield, low cost, product purity up to 98% or more, and has a good industrial application prospect. (by machine translation)

DIFLUOROMETHYLENE COMPOUND

The present invention relates to a compound having an URAT1 inhibitory activity, and to an URAT1 inhibitor, a blood uric acid level-reducing agent and a pharmaceutical composition containing the compound. More specifically, the present invention relates to a compound represented by the formula (I): wherein R1 is -Q1-A1 or the like; R2 is a hydrogen atom, a halogen atom, a lower alkyl group or the like; W1, W2, W3 and W4 are each independently a nitrogen atom or a methine group optionally having substituents, or the like; X and Y are each a single bond, an oxygen atom or the like; Z is a hydroxyl group or COOR3 or the like.

Discovery of N-substituted 7-azaindoline derivatives as potent, orally available M1 and M4 muscarinic acetylcholine receptors selective agonists

We designed and synthesized novel N-substituted 7-azaindoline derivatives as selective M1 and M4 muscarinic acetylcholine receptors (mAChRs) agonists. Hybridization of compound 2 with the HTS hit compound 5 followed by optimization of the N-substituents of 7-azaindoline led to identification of compound 1, which showed highly selective M1 and M4 mAChRs agonistic activity, weak human ether-a-go-go related gene inhibition, and good bioavailability in multiple animal species.

Fatty acid amide hydrolase inhibitors. 3: Tetra-substituted azetidine ureas with in vivo activity

We describe here our attempts to optimise the human fatty acid amide hydrolase (FAAH) inhibition and physicochemical properties of our previously reported tetrasubstituted azetidine urea FAAH inhibitor, VER-156084. We describe the SAR of a series of analogues and conclude with the demonstration of in vivo dose-dependant FAAH inhibition in an anandamide-loading study in rats.

A spirocyclic oxindole analogue: Synthesis and antitumor activities

A new synthesis of spirocyclic oxindole analogue spiro[piperidine-4, 3′-pyrrolo[2,3-b]pyridin]-2′(1′H)-one 1 is described. The key steps involve dialkylation of arylacetonitrile and cyclization of the azaoxindole ring by an intramolecular Buchwald-Hartwig amidation of carboxylic amide and aryl chloride. A small library was obtained by reductive amination of 1 with various aldehydes and was screened against human lung cancer cell A549, human liver cancer cell BEL7402, and human colon cancer cell HCT-8. The results show that most of the library compounds 2 have some inhibitory activities. 2-(Trifluoromethoxy) benzylic substituted spirocyclic azaoxindole 2e was identified as a nanomolar inhibitor against human lung cancer cell A-549 (IC50 = 50 nmol/L).

Intramolecular N-arylation in heterocyclization: synthesis of new pyrido-fused pyrrolo[1,2-a][1,4]diazepinones

Alkylation of l-prolinamide with 3-(chloromethyl)-2-halopyridines, followed by cyclization through an intramolecular Pd-catalysed amidation, provided an entry to the pyrido[2,3-e]pyrrolo[1,2-a][1,4]diazepin-10-one scaffold. Furthermore, a synthetic route towards diverse new pyrido[f]pyrrolo[1,2-a][1,4]diazepin-7-ones has been developed by acylation of contiguously substituted (aminomethyl)halopyridines with Boc-l-proline followed by intramolecular amination.

FUSED HETEROCYCLIC COMPOUND AND USE THEREOF

The present invention relates to a serotonin 5-HT2C receptor activator containing a compound represented by the formula wherein ring A is a 5- or 6-membered aromatic heterocycle optionally having substituent(s), and ring B is a 7- to 9-membered

THIENO-PYRIDINE DERIVATIVES AS MEK INHIBITORS

A series of thieno[2,3-b]pyridine derivatives which are substituted in the 2- position by a substituted anilino moiety, being selective inhibitors of human MEK (MAPKK) enzymes, are accordingly of benefit in medicine, for example in the treatment, of inflammatory, autoimmune, cardiovascular, proliferative (including oncological) and nociceptive conditions.

THIENO-PYRIDINE DERIVATIVES AS MEK INHIBITORS

The invention provides a series of thieno[2,3-b]pyridine derivatives wherein Y represents a linkage of formula C(O) or S(O)2; R1 represents hydrogen, halogen, cyano, nitro, C|-6 alkyl, trifluoromethyl, Ci.6 alkoxy, trifluoromethoxy,