23165-42-6

Basic information

• Product Name: Benzene, 2-chloro-4-isothiocyanato-1-methoxy-
• CAS NO: 23165-42-6
• Molecular Formula: C8H6ClNOS
• Molecular Weight: 199.661
• Mol File: 23165-42-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Benzene, 2-chloro-4-isothiocyanato-1-methoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 2-chloro-4-isothiocyanato-1-methoxy-(23165-42-6)
• EPA Substance Registry System: Benzene, 2-chloro-4-isothiocyanato-1-methoxy-(23165-42-6)

Safety Data

• Hazardous Substances Data: 23165-42-6(Hazardous Substances Data)

Upstream product

• 6160-65-2 1,1'-Thiocarbonyldiimidazole 
• 5345-54-0 3-chloro-4-methoxyaniline 
• 302577-01-1 ((3-chloro-4-methoxyphenyl)amino)phenoxymethane-1-thione 
• 463-71-8 thiophosgene 
• 4920-79-0 2-chloro-4-nitroanisole 

Downstream Products

• 95220-18-1 N-(3-chloro-4-methoxy-phenyl)-N'-[1]naphthyl-thiourea 
• 96401-60-4 6-Iodo-2-thio-3-(4'-methoxy-3'-chloro)phenyl-4(3H)-quinazolinone 
• 22507-53-5 C₈H₆Cl₃NO 
• 1028862-17-0 C₁₀H₁₃ClN₂OS 

Relevant articles and documents

N-Aryl-N’-ethyleneaminothioureas effectively inhibit acetylcholinesterase 1 from disease-transmitting mosquitoes

Vector control of disease-transmitting mosquitoes by insecticides has a central role in reducing the number of parasitic- and viral infection cases. The currently used insecticides are efficient, but safety concerns and the development of insecticide-resistant mosquito strains warrant the search for alternative compound classes for vector control. Here, we have designed and synthesized thiourea-based compounds as non-covalent inhibitors of acetylcholinesterase 1 (AChE1) from the mosquitoes Anopheles gambiae (An. gambiae) and Aedes aegypti (Ae. aegypti), as well as a naturally occurring resistant-conferring mutant. The N-aryl-N’-ethyleneaminothioureas proved to be inhibitors of AChE1; the most efficient one showed submicromolar potency. Importantly, the inhibitors exhibited selectivity over the human AChE (hAChE), which is desirable for new insecticides. The structure-activity relationship (SAR) analysis of the thioureas revealed that small changes in the chemical structure had a large effect on inhibition capacity. The thioureas showed to have different SAR when inhibiting AChE1 and hAChE, respectively, enabling an investigation of structure-selectivity relationships. Furthermore, insecticidal activity was demonstrated using adult and larvae An. gambiae and Ae. aegypti mosquitoes.

Preparation of aryl isothiocyanates via protected phenylthiocarbamates and application to the synthesis of caffeic acid (4-isothiocyanato)phenyl ester

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