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

Description

2-Chloro-5-chloromethylthiophene is an organic compound characterized by its clear colorless to yellow liquid appearance. It is a derivative of thiophene, a heterocyclic compound with a sulfur atom in the ring, and features two chlorine atoms attached to different positions of the thiophene ring, specifically at the 2nd and 5th positions. The 5th position also has a chloromethyl group attached, which contributes to its chemical reactivity and potential applications in various industries.

Uses

Used in Pharmaceutical Industry:
2-Chloro-5-chloromethylthiophene is used as a synthetic intermediate for the development of various pharmaceutical compounds. Its unique chemical structure allows it to be a key component in the synthesis of complex molecules with potential therapeutic applications.
2-Chloro-5-chloromethylthiophene is used as a building block for 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. These compounds may have potential applications in the development of new drugs targeting specific biological pathways or receptors.
Used in Chemical Research:
2-Chloro-5-chloromethylthiophene can be utilized as a research compound in academic and industrial laboratories. Its unique properties make it a valuable tool for studying the effects of structural modifications on the chemical and biological properties of thiophene derivatives.
Used in Material Science:
The compound may also find applications in the field of material science, where its chemical properties could be exploited to develop new materials with specific characteristics, such as improved stability, reactivity, or selectivity in various chemical processes.

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

Upstream product

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

Downstream Products

• 148-65-2 Chlorothen 
• 101581-65-1 N-(5-chloro-[2]thienylmethyl)-N-(1-methyl-[4]piperidyl)-aniline 
• 92650-92-5 N-(5-chloro-[2]thienylmethyl)-N',N'-dimethyl-N-phenyl-ethylenediamine 
• 42520-90-1 (5-chlorothiophen-2-yl)acetonitrile 
• 74168-69-7 5-chloro-2-thiophenemethanol 
• 132216-72-9 N-[4-chloro-2-fluoro-5-(5-chloro-2-thenyloxy)phenyl]-1,2-piperidinedicarboximide 
• 1061606-39-0 3-(5-chloro-thiophen-2-ylmethoxy)-phthalic acid 
• 7283-96-7 5-Chloro-2-thiophenecarboxaldehyde 
• 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 

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.