1848-75-5

Usage

InChI:InChI=1/C9H11N3/c1-2-4-8(5-3-1)12-9-10-6-7-11-9/h1-5H,6-7H2,(H2,10,11,12)

Upstream product

• 5464-11-9 2-methylthio-2-imidazoline hydroiodide 
• 62-53-3 aniline 
• 31090-77-4 N-(2-aminoethyl)-N'-phenylthiourea 
• 18805-23-7 N-(Phenyl)imidodithiokohlensaeure-S,S'-dimethylester 
• 107-15-3 ethylenediamine 
• 54255-11-7 2-chloro-4,5-dihydro-1H-imidazole 
• 4205-90-7 Clonidine 
• 103-72-0 phenyl isothiocyanate 
• 25343-52-6 N-Phenylaminoiminomethanesulfonic acid 
• 96-45-7 4,5-dihydro-1H-imidazole-2-thiol 
• 20112-79-2 2-methylthioimidazoline 
• 3111-89-5 O-ethyl-N-phenylthiocarbamate 
• 60546-75-0 1-(2-(methylthio)-4,5-dihydro-1H-imidazol-1-yl)ethanone 

Relevant academic research and scientific papers

One-pot synthesis of iminoimidazolines under microwave irradiation in solvent-free conditions

Substituted iminoimidazolines were synthesized from a one-pot reaction of aromatic or hetero-aromatic amines with imidazolidine-2-thione under solvent-free conditions using microwave irradiation with good to excellent yields. Copyright Taylor & Francis Group, LLC.

Synthesis and carbonic anhydrase activating properties of a series of 2-amino-imidazolines structurally related to clonidine1

The Carbonic Anhydrase (CA, EC 4.2.1.1) activating properties of histamine have been known for a long time. This compound has been extensively modified but only in few instances the imidazole ring has been replaced with other heterocycles. It was envisage

Efficient synthesis of 2-arylamino-2-imidazolines and 2-aminobenzimidazoles with aminoiminomethanesulfonic acid derivatives

A highly efficient synthesis of 2-arylamino-2-imidazolines and 2-aminobenzimidazoles from aminoiminomethanesulfonic acid derivatives is described. The method is simple and practical, generating imidazoline and benzimidazoline derivatives in excellent isolated yields.

Pd/C-Et3N-mediated catalytic hydrodechlorination of aromatic chlorides under mild conditions

A mild and efficient one-pot procedure for the hydrodechlorination of aromatic chlorides using a Pd/C-Et3N system was developed. A variety of aromatic chlorides could be dechlorinated at room temperature and under ambient hydrogen pressure. Et3N activates the catalysis and is likely to work as a single electron donor in this system.

The synthesis and antimicrobial activity of some new methyl N-arylthiocarbamates, dimethyl N-aryldithiocarbonimidates and 2-arylamino-2-imidazolines

Methyl N-arylthiocarbamates (2a-d) and dimethyl N-aryldithiocarbonimidates (2e-i) were synthesized from the reaction of aromatic amines with carbon disulfide and methyl iodide and NaOH in various quantitative amounts. 2-Arylamino-2-imidazolines (3a-i) wer

Efficient synthesis of 2-(N-Substituted)-2-imidazolines and 2-(N-Substituted)-1,4,5, 6-tetrahydropyrimidines

A general method for the preparation of 2-(N-Substituted)-2-imidazolines and 2-(N-Substituted)-1,4,5,6-tetrahydropyrimidines is described. These heterocycles can be synthesized from their respective anilines with 2-chloro-2-imidazoline or 2-chloro-1,4,5,6-tetrahydropyrimidine, generated in situ from imidazolidin-2-one and tetrahydropyrimidin-2(1H)-one activated by dimethyl chlorophosphate, in good to excellent yields. Copyright Taylor & Francis, Inc.

Microwave-assisted from synthesis of 2-arylamino-2-imidazolines on a solid support

An efficient synthesis of 2-arylamino-2-imidazolines from dimethyl N-aryldithioimidocarbonates and ethylenediamine on solid support under microwave irradiation has been developed. The reaction time has been reduced from hours to minutes with improved yiel

Process for synthesizing heterocyclic compounds

The invention provides the process illustrated in scheme 1 for synthesizing heterocyclic compounds of formula I. In the process, an isothiocyanate of formula II is initially reacted with a primary amine of formula III to give a thiourea of formula IV. Subsequently, the thiourea of formula IV is converted to the corresponding heterocycle of formula I using a base and a sulfonyl chloride.

The efficient synthesis of 2-arylamino-2-imidazolines, 2-heteroaryl- substituted benzimidazoles, and their morpholin-4-ylmethyl derivatives

2-Heteroaryl-substituted 1H-benzimidazoles were synthesized in good yields by heating the HSO3 adducts of heteroaromatic aldehydes with o-phenylenediamine in DMF under reflux. This procedure is more general and shorter than earlier methods. 2-Arylamino-2-imidazolines were prepared by heating dimethyl aryldithioimidocarbonates and ethylenediamine under reflux. The imine-enamine tautomerization of 2-arylamino-2-imidazolines was investigated by means of 1H-NMR spectroscopy. Morpholin-4-ylmethyl derivatives of the benzimidazole and imidazoline products were synthesized regioselectively by treatment with morpholine and formaldehyde.

Three-dimensional quantitative structure-activity studies of octopaminergic agonists responsible for the inhibition of sex-pheromone production in Hercoverpa armigera

The quantitative structure-activity relationship (QSAR) of octopaminergic agonists responsible for the inhibition of sex-pheromone production in Hercoverpa armigera, was analyzed using physicochemical parameters, molecular shape analysis (MSA), molecular field analysis (MFA), and receptor surface model (RSM), respectively. The dose-response studies were performed in vitro analyzing the effect of these compounds on intracellular cAMP production in the presence of pheromone biosynthesis activating neuropeptide (PBAN) at 1 pmol/intersegment. Six active derivatives were identified in the order of decreasing pheromonostatic activity: 2-(2,6- dimethylanilino)imidazolide (6) > 2-(2-methyl-4-chloroanilino)oxazolidine (1) > clonidine (5) > 2-(2,6-diethylanilino)thiazolidine (8) > 2-(3,5- dichlorobenzylamino)-2-oxazoline (4) > tolazoline (10) which were all active in the nanomolar range in inhibition of cAMP production by 1 pmol PBAN/intersegment. Four other compounds were less active having K(i) in the micromolar range. An MSA was tried to obtain QSAR equation that incorporates spatial molecular similarity data of those compounds. MFA on the training set of those compounds evaluated effectively the energy between a probe and a molecular model at a series of points defined by a rectangular or spherical grid. An RSM was generated using some subset of the most active structures. Three-dimensional energetics descriptors were calculated from RSM/ligand interaction and these three-dimensional descriptors were used in QSAR analysis. These results indicate that these derivatives could provide useful information in the characterization and differentiation of octopaminergic receptor types and subtypes. (C) 1999 Elsevier Science Ltd.