23784-96-5

Basic information

• Product Name: 2-Chloro-5-chloromethylthiophene
• Synonyms: 2-CHLORO-5-(CHLOROMETHYL)THIOPHENE;2-CHLORO-5-CHLOROMETHYLTHIOPHENE 98+%;5-Chloro-2-thenyl chloride;2-Chloro-5-(chloromethyl)thiophene,97%
• CAS NO: 23784-96-5
• Molecular Formula: C₅H₄Cl₂S
• Molecular Weight: 167.06
• Product Categories: Sulphur Derivatives;Sulfur;Halogenated Heterocycles;Heterocyclic Building Blocks;Thiophenes;ThiophenesBuilding Blocks
• Mol File: 23784-96-5.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 83-85 °C8 mm Hg(lit.)
• Flash Point: 213 °F
• Appearance: Colorless to brown/Liquid
• Density: 1.385 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.211mmHg at 25°C
• Refractive Index: n20/D 1.575(lit.)
• Storage Temp.: ?20°C
• CAS DataBase Reference: 2-Chloro-5-chloromethylthiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chloro-5-chloromethylthiophene(23784-96-5)
• EPA Substance Registry System: 2-Chloro-5-chloromethylthiophene(23784-96-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 23784-96-5(Hazardous Substances Data)

Usage

Chemical Properties

Clear colorless to yellow liquid

Uses

2-Chloro-5-(chloromethyl)thiophene was used in the synthesis of 1-(1,1′-biphenyl-4-yl)-3-(5-chloro-thiophen-2-yl)-2-(1H-imidazol-1-yl)propane and 1-(5-chlorothiophen-2-yl)-2-(1H-imidazol-1-yl)-3-phenylpropane.

InChI:InChI=1/C5H4Cl2S/c6-3-4-1-2-5(7)8-4/h1-2H,3H2

Upstream product

• 74168-69-7 5-chloro-2-thiophenemethanol 
• 7283-96-7 5-Chloro-2-thiophenecarboxaldehyde 
• 4701-17-1 5-bromo-2-thiophencarboxaldehyde 
• 79387-71-6 (5-bromothien-2-yl)methanol 
• 96-43-5 2-thienyl chloride 
• 636-72-6 2-thiophenemethanol 
• 50-00-0 formaldehyd 

Downstream Products

• 90797-71-0 (5-chloro-thiophen-2-ylmethyl)-pyridin-2-yl-amine 
• 112758-76-6 N-benzoyl-N'-[2-[(5-chloro-2-thenyl)thio]ethyl]-thiourea 
• 132216-72-9 N-[4-chloro-2-fluoro-5-(5-chloro-2-thenyloxy)phenyl]-1,2-piperidinedicarboximide 
• 1079267-17-6 C₁₅H₁₄ClN₃S 
• 1079267-20-1 C₁₅H₁₂Cl₃N₃S 
• 1079267-15-4 C₂₁H₁₈ClN₃S 
• 1235527-64-6 1-((5-chlorothiophen-2-yl)methyl)-4-phenyl-1H-1,2,3-triazole 
• 1235527-72-6 1-((5-chlorothiophen-2-yl)methyl)-4-p-tolyl-1H-1,2,3-triazole 
• 42520-90-1 (5-chlorothiophen-2-yl)acetonitrile 
• 438208-71-0 {[(5-chloro(2-thienyl))methyl]amino}-N-[4-(5-chloro-1,3-dioxobenzo[c]azolidin-2-yl)-3-methylphenyl]carboxamide 
• 1443225-49-7 (1-((5-chlorothiophen-2-yl)methyl)-1H-1,2,3-triazol-4-yl)(phenyl)methanone 
• 1443225-50-0 (1-((5-chlorothiophen-2-yl)methyl)-1H-1,2,3-triazol-4-yl)(2,4-dichlorophenyl)methanone 
• 1332502-87-0 5-(4-chlorophenyl)-2-[(5-chloro-2-thienyl)methyl]-4-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-2,4-dihydro-3H-1,2,4-triazol-3-one 
• 1061606-36-7 3-(5-chloro-thiophen-2-ylmethoxy)-phthalic acid dimethyl ester 

Relevant articles and documents

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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.

Benzoxazine compound and its preparation methods and application

The invention relates to a benzoxazine compound represented in the following formula 1. The benzoxazine compound can serve as a beta 2 receptor agonist. The formula can be seen from the description.