16175-07-8

Basic information

• Product Name: 2-<2-(4-methylthiophenylthio)phenyl>acetic acid
• Synonyms: 2-<2-(4-methylthiophenylthio)phenyl>acetic acid
• CAS NO: 16175-07-8
• Molecular Weight: 290.407
• Mol File: 16175-07-8.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 2-<2-(4-methylthiophenylthio)phenyl>acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-<2-(4-methylthiophenylthio)phenyl>acetic acid(16175-07-8)
• EPA Substance Registry System: 2-<2-(4-methylthiophenylthio)phenyl>acetic acid(16175-07-8)

Safety Data

• Hazardous Substances Data: 16175-07-8(Hazardous Substances Data)

Upstream product

• 1122-97-0 4-methylsulfanyl-thiophenol 
• 18698-96-9 o-iodophenylacetic acid 
• 88-67-5 2-Iodobenzoic acid 
• 16175-08-9 2-(4-Thiomethoxyphenylthio)-benzylalkohol 
• 104-95-0 (4-bromophenyl)thioanisole 
• 103-81-1 Benzeneacetamide 
• 17097-86-8 2-(4-Methylsulfanyl-phenylsulfanyl)-benzoic acid 
• 16175-10-3 2-(4-methylthiophenylthio)phenylacetonitrile 
• 65999-55-5 2-[2-(4-Methylsulfanyl-phenylsulfanyl)-phenyl]-acetamide 
• 16175-09-0 2-(4-methylthiophenylthio)benzyl chloride 
• 65999-53-3 2-(2-bromophenyl)acetamide 

Relevant articles and documents

Overcoming chloroquine resistance in malaria: Design, synthesis and structure-activity relationships of novel chemoreversal agents

Malaria remains a significant infectious disease with even artemisinin-based therapies now facing resistance in the field. Development of new therapies is urgently needed, either by finding new compounds with unique modes of action, or by reversing resistance towards known drugs with 'chemosensitizers' or 'chemoreversal' agents (CRA). Concerning the latter, we have focused on the resistance mechanisms developed against chloroquine (CQ). We have synthesized a series of compounds related to previously identified CRAs, and found promising novel compounds. These compounds show encouraging results in a coumarin labeled chloroquine uptake assay, exhibiting a dose response in resensitising parasites to the antimalarial effects of chloroquine. Selected compounds show consistent potency across a panel of chloroquine and artemisinin sensitive and resistant parasites, and a wide therapeutic window. This data supports further study of CRAs in the treatment of malaria and, ultimately, their use in chloroquine-based combination therapies.

8-CHLORO AND 8-METHYLTHIO DERIVATIVES OF 10-PIPERAZINO-10,11-DIHYDRODIBENZOTHIEPINS; NEW COMPOUNDS AND NEW PROCEDURES

The resolution of racemic clorothepin (Ia) was repeated and the water-soluble methanesulfonates of (S)(+)-clorothepin and (R)(-)-clorothepin were prepared which were used in recent studies of the stereoselectivity of action of this neuroleptic agent.Alkylation of the secondary amine VIa with 2-chloroethyl decanoate resulted in noroxyclothepin decanoate IVa whose basically catalyzed ethanolysis afforded smoothly the amino alcohol IIa.Reactions of amines VIa and VIb with 1,2-butene oxide gave the amino alcohols VIIab.Alkylation of the amine VIa with 5-bromopentan-2-oneand the following reduction of the amino ketone IXa formed gave the amino alcohol VIIIa.Amino alcohols IIa and IIIb were transformed by treatment with thionyl chloride to the chloroalkylamines Xa and XIb which were used for the synthesis of mandelates XIIa, XIIIb and benzilates XIVa, XVb derived from noroxyclothepin IIa and oxyprothepin IIIb.A substitution reaction of 2,11-dichloro-10,11-dihydrodibenzothiepin with 1,4-diazabicyclononane led to the clorothepin analogue XVI.From 2-chlorodibenzothiepin-10(11 H)-one XVII via the 11-bromo derivative XVIII the amino ketone XIX was prepared.While its reduction with sodium borohydride gave the cis-amino alcohol XXI, the reduction with diborane gave the trans-amino alcohol XXII.The pharmacological properties of the new piperazine derivatives are described; some of them showed a high degree of neuroleptic activity of various profile.

Fluorinated tricyclic neuroleptics with prolonged effects; some new 8-chloro-3-fluoro-10-piperazino-10,11-dihydrodibenzo[b,f]thiepins

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