16768-43-7Relevant academic research and scientific papers
5-Ethylthiomethyl- and 5-Ethylsulfonylmethylpyrimidines
Eichberger, Guenter,Hayden, Walter,Schwarz, Wolfgang,Griengl, Herfried
, p. 385 - 392 (1986)
In 2,4-dichloro-5-ethylthiomethylpyrimidines 3a,b and in (2,4-dichloro-5-pyrimidinylmethyl)ethyl sulfones 5a,b, resp., by reaction with ammonia, diethylamine, isopropylamine, sodium methanolate and sodium ethylthiolate, resp., the halogen atoms have been substituted by amino, methoxy or ethylthio groups, resp., and thus the compounds 4a-4r and 5c-5f have been obtained.Keywords: Halogen exchange, in pyrimidines; Pyrimidines, 5-ethylsulfonyl-methyl-; Pyrimidines, 5-ethylthiomethyl-
Synthesis, characterisation, and in vitro antibacterial evaluation of a new class of 2-substituted-4-methyl-7,8-dihydro-5H-pyrimido[4,5-d]thiazolo[3,2-A] pyrimidines
Etemadia, Yasaman,Shiri, Ali,Eshghi, Hossein,Akbarzadeh, Marzieh,Saadat, Kayvan,Mozafari, Sarinasadat,Beyzaei, Hamid,Moghaddam-Manesh, Mohammadreza
, p. 600 - 603 (2016)
The reaction of 2,4-dichloro-5-(chloromethyl)-6-methylpyrimidine with 4,5-dihydrothiazol-2-Amine in chloroform led to the formation of 2-chloro-4-methyl-7,8-dihydro-5H-pyrimido[4,5-d]thiazolo[3,2-A]pyrimidine (3). The true structure of the target compound was confirmed by density functional theory calculations of condensed Fukui indices. The substitution of the 2-Cl function in compound 3 with different secondary amines yielded 2-substituted-4-methyl-7,8-dihydro-5H-pyrimido[4,5-d]thiazolo[3,2-A]pyrimidines in good yields. The assigned products were tested for their potential antibacterial activity and the results indicated that a few derivatives are valuable compounds with great potential to be used as antibacterial agents.
Regioselective synthesis of new 5H,10H-dipyrimido[2,1-b:4′,5′-d][1,3]thiazine: a combined experimental and computational study
Afrough, Toktam,Bakavoli, Mehdi,Eshghi, Hossein,Tajabadi, Javad,Mague, Joel
, p. 265 - 276 (2019/02/13)
Several derivatives of the novel tricyclic system ‘dipyrimido[2,1-b:4′,5′-d][1,3]thiazine’ were synthesized via inter- and intramolecular heterocyclization of 2,4-dichloro-5-(chloromethyl)-6-methylpyrimidine and 6-amino-4-aryl-2-thioxo-1,2,3,4-tetrahydrop
Synthesis of 2-substituted-4-methyl-5,13-dihydropyrimido[4′,5′:5,6][1,4]thiazepino[2,3-b]quinoxaline as a new heterocyclic system
Akbarzadeh, Marzieh,Bakavoli, Mehdi,Eshghi, Hossein,Shiri, Ali,Azizollahi, Hamid,Mague, Joel T.
, p. 545 - 551 (2018/06/12)
2-Substituted-4-methyl-5,13-dihydropyrimido[4′,5′:5,6][1,4]thiazepino[2,3-b]quinoxalines (7a-g), derivatives of a new heterocyclic system were synthesized through cyclocondensation of 2,4-dichloro-5-(chloromethyl)-6-methylpyrimidine (3) with 3-aminoquinoxaline-2-thiol (4) and subsequent substitution by various secondary amines. Regioselective heterocyclization was confirmed by X-ray crystallographic analysis for 4-methyl-2-(pyrrolidin-1-yl)-5,13-dihydropyrimido[4′,5′:5,6] [1,4]thiazepino[2,3-b]quinoxaline (7a).
Regioselective synthesis of new 5-methyl-5H-pyrimido[4′,5′:4,5][1,3]thiazino [3,2-a]perimidines
Firoozi, Neda,Bakavoli, Mehdi,Eshghi, Hossein,Ramezanian, Navid
, p. 488 - 495 (2017/09/27)
A convenient and efficient regioselective synthesis of new pyrimido[4′,5′:4,5] [1,3]thiazino[3,2-a]perimidines is described through intermolecular heterocyclization of 2,4-dichloro-5-(chloromethyl)-6-methylpyrimidine and 1H-perimidine-2(3H)-thione in short reaction times under mild conditions.
Synthesis of novel derivatives of (benz)imidazo[2,1-b]pyrimido[4,5-d][1,3] thiazine
Akbarzadeh, Marzieh,Bakavoli, Mehdi,Eshghi, Hossein,Shiri, Ali
, p. 730 - 733 (2018/01/10)
Several derivatives of the novel heterocyclic systems 2-substituted-imidazo- and benzimidazo-[2,1-b]pyrimido[4,5-d][1,3]thiazine have been synthesised through the one-pot cyclocondensation of 2,4-dichloro-5-(chloromethyl)-6-methylpyrimidine with imidazolidine-2thione and 1H-benzimidazole-2(3H)-thione and subsequently substituted by various secondary amines in moderately good yields.
Synthesis of dihydrobenzo[b]pyrimido[4,5-e][1,4]thiazepines; derivatives of a novel ring system
Akbarzadeh, Marzieh,Bakavoli, Mehdi,Eshghi, Hossein,Shiri, Ali,Tajabadi, Javad
, p. 531 - 534 (2015/11/27)
Several derivatives of the novel dihydrobenzo[b]pyrimido[4,5-e][1,4]thiazepine ring system have been synthesised through the initial heterocyclisation of 2,4-dichloro-5-(chloromethyl)-6-methylpyrimidine with o-aminothiophenol followed by treatment with various secondary amines in boiling ethanol.
4,5-DISUBSTITUTED-2-ARYL PYRIMIDINES
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Page/Page column 60-61, (2008/06/13)
4,5-disubstituted-2-arylpyrimidines of Formula (I) and Formula (II) are provided: wherein R1, R2, R3, R8, R9, A and Ar are defined herein. Such compounds are ligands of C5a receptors. Preferred compounds of Formula I and II bind to C5a receptors with high affinity and exhibit neutral antagonist or inverse activity at C5a receptors. The present invention also relates to pharmaceutical compositions comprising such compounds, and to the use of such compounds in treating a variety of inflammatory, cardiovascular, and immune system disorders. In addition, the present invention provides labeled 4,5-disubstituted-2-arylpyrimidines, which are useful as probes for the localization of C5a receptors.
Synthesis of the novel bicyclic oxepinopyrimidine and fluorinated pyrrolidinopyrimidines
Batinac, Sanja,Sermek, Draginja Mrvo?,Cetina, Mario,Paveli?, Kre?imir,Mintas, Mladen,Rai?-Mali?, Silvana
, p. 2523 - 2536 (2007/10/03)
The new 5,6-disubstituted pyrimidine nucleoside analogues (5-8) were synthesized by addition of the C-6 lithiated pyrimidine derivative to oxirane as key reaction step. The bicyclic tetrahydrooxepinopyrimidine (9) and fluorinated pyrrolidinopyrimidines (12 and 15) were obtained by intramolecular linkage of acyclic chain to the CH2-5 and N-1 of the pyrimidine ring. The structure of compound (9) containing pyrimidine and tetrahydrooxepine skeleton was determined unequivocally by its X-Ray crystal structure analysis.
