58092-40-3

Usage

InChI:InChI=1/C11H11NO2S3/c1-15-11(16-2)10(8-12)17(13,14)9-6-4-3-5-7-9/h3-7H,1-2H3

Upstream product

• 75-15-0 carbon disulfide 
• 7605-28-9 2-(phenylsulfonyl)acetonitrile 
• 74-88-4 methyl iodide 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 129757-49-9 (E)-2-Benzenesulfonyl-3-methylsulfanyl-3-(trimethylsilanylmethyl-amino)-acrylonitrile 
• 124392-35-4 1-cyano-1-phenylsulphonyl-2-methylthio-2-methylaminoethylene 
• 1000190-77-1 2-(methylthio)-3-(phenylsulfonyl)-4H-pyrido[1,2-a]pyrimidin-4-imine 
• 904678-81-5 {1-[3-(tert-butyldimethylsilyloxy)propyl]-3-(2-hydroxyethyl)imidazolidin-2-ylidene}benzenesulfonylacetonitrile 
• 90254-50-5 5-amino-1,3-dimethyl-7-methylthio-6-phenylsulfonylpyrido<2,3-d>pyrimidine-2,4(1H,3H)-dione 
• 932022-20-3 4-methylthio-6-phenyl-3-phenylsulfonyl-2H-pyran-2-one 
• 1027065-61-7 4-methylthio-6-phenyl-3-phenylsulfonyl-2H-2-one 
• 900471-09-2 2,4-diamino-6-benzylamino-5-phenylsulfonylpyrimidine 
• 1194575-05-7 N₃,N₃-dimethyl-4-(phenylsulfonyl)-1H-pyrazole-3,5-diamine 
• 1173163-63-7 4-(5-amino-4-phenylsulfonyl-1H-pyrazol-3-yl)piperazine-1-carboxylic acid tert-butyl ester 
• 1173163-61-5 C₁₄H₂₁N₅O₂S 
• 1173163-47-7 N'-[5,7-dimethyl-3-(phenylsulfonyl)pyrazolo[1,5-a]pyrimidin-2-yl]-N,N-dimethylethane-1,2-diamine 
• 1173163-49-9 N'-[5,7-dimethyl-3-(phenylsulfonyl)pyrazolo[1,5-a]pyrimidin-2-yl]-N,N-dimethylpropane-1,3-diamine 
• 1173163-31-9 N,N,5,7-tetramethyl-3-(phenylsulfonyl)pyrazolo[1,5-a]pyrimidin-2-amine 

Relevant academic research and scientific papers

Quantum Chemical-Based Protocol for the Rational Design of Covalent Inhibitors

We propose a structure-based protocol for the development of customized covalent inhibitors. Starting from a known inhibitor, in the first and second steps appropriate substituents of the warhead are selected on the basis of quantum mechanical (QM) computations and hybrid approaches combining QM with molecular mechanics (QM/MM). In the third step the recognition unit is optimized using docking approaches for the noncovalent complex. These predictions are finally verified by QM/MM or molecular dynamic simulations. The applicability of our approach is successfully demonstrated by the design of reversible covalent vinylsulfone-based inhibitors for rhodesain. The examples show that our approach is sufficiently accurate to identify compounds with the desired properties but also to exclude nonpromising ones.

Synthesis and evaluation of new anti-microbial additives based on pyrazole and triazole derivatives incorporated physically into polyurethane varnish for surface coating and into printing ink paste

PYRAZOLE, triazole, pyramidine, phenylsulfone and their derivatives are some of the oldest and best known class of nitrogen and sulphur containing compounds. In the recent years there has been considerable interest in phenylsulfonyl, pyrazolo and phenylsu

Structure activity relationship studies of 3-arylsulfonyl-pyrido[1,2-a] pyrimidin-4-imines as potent 5-HT6 antagonists

Comprehensive structure activity relationship (SAR) studies were conducted on a focused screening hit, 2-(methylthio)-3-(phenylsulfonyl)-4H-pyrido[1,2-a] pyrimidin-4-imine (1, IC50: 4.0 nM), as 5-HT6 selective antagonists. Activity was improved some 2-4 fold when small, electron-donating groups were added to the central core as observed in 19, 20 and 26. Molecular docking of key compounds in a homology model of the human 5-HT6 receptor was used to rationalize our structure-activity relationship (SAR) findings. In pharmacokinetic experiments, compound 1 displayed good brain uptake in rats following intra-peritoneal administration, but limited oral bioavailability.

(3-Phenylsulfonylcycloalkano[e and d]pyrazolo[1,5- a]pyrimidin-2-yl)amines: Potent and selective antagonists of the serotonin 5-HT6 receptor

5-HT6 receptors are exclusively localized in the CNS and have high affinity with many psychotropic agents. Though the role of this receptor in many CNS diseases is widely anticipated, lack of definite progress in the development of 5-HT6 receptor-oriented drugs indicates a need for further discoveries of novel chemotypes with high potency and high selectivity to the receptor. Here we present preparations and biological evaluation of a series of (3-phenylsulfonylcycloalkano[e and d]pyrazolo[1,5-a]pyrimidin-2-yl) amines. Phenylsulfonylcyclopentapyrazolopyrimidine 7 was found to be a highly selective 5-HT6 receptor antagonist with high affinity (low picomolar range) and potency. 7 and a few of its analogues were further tested for biological effect on 5-HT2B receptors and hERG potassium channels, potential liability targets. Such liability appears to be minimal, based on the in vitro data.

DIAMINE DERIVATIVE

The present invention provides a diamine derivative or the like represented by the general formula (I): {wherein Q represents an oxygen atom or the like, RG represents a hydrogen atom or the like, RI represents (wherein p and r may be the same or different, and each represents 0 or the like, RA represents a hydrogen atom or the like, and RB and Rc may be the same or different, and each represents a hydrogen atom or the like), RH represents a hydrogen atom or the like, and RJ represents: (wherein q and s may be the same or different, and each represents 0 or the like, RD represents a hydrogen atom or the like, and RE and RF may be the same or different, and each represents a hydrogen atom or the like) or the like}, etc.

Pyridopyrimidine derivatives as 5-HT6 antagonists

Novel pyridopyrimidine derivatives which have a binding affinity for the human 5-HT6 receptor and, therefore, are useful in treating disorders responsive to antagonism of the 5-HT6 receptor such as psychosis, schizophrenia, manic depression, depression, neurological disorder, memory disorder, Parkinson's disease, amyotrophic lateral sclerosis, Alzheimer's disease and Huntington's chorea.

Identification of a Potent and Selective 5-HT6 Antagonist: One-Step Synthesis of (E)-3-(Benzenesulfonyl)-2-(methylsulfanyl)pyrido[1,2-a]pyrimidin-4-ylidenamine from 2-(Benzenesulfonyl)-3,3-bis(methylsulfanyl)acrylonitrile

(E)-3-(Benzenesulfonyl)-2-(methylsulfanyl)pyrido-[1,2-a] pyrimidin-4-ylidenamine (7) was found to be a potent and selective 5-HT 6 antagonist. A one-step synthesis of this compound is described.

Plant growth influencers

Compounds represented by the formula STR1 wherein R1 and R2 each are hydrogen or a phenyl; R3 is cyano; R5 OCO- in which R5 is a lower alkyl having 1-8 carbons, cycloalkyl having 3-6 carbons, alkenyl

PYRIDYL-ALKYLAMINOETHYLENE COMPOUNDS

The compounds are ethylene derivatives which are inhibitors of histamine activity, in particular, inhibitors of H-2 histamine receptors. A compound of this invention is 1-nitro-2-2-((4-methyl-5-imidazolyl) methylthio)ethylamino!-2-2-((3-chloro-2-pyridyl)methylthio) ethylamino!ethylene.