3346-64-3Relevant academic research and scientific papers
A 2, 4 - dichloro -6 - cyano pyrimidine synthesis method (by machine translation)
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Paragraph 0013-0016, (2019/11/12)
The invention discloses a 2, 4 - dichloro - 6 - cyano pyrimidine synthesis method, 1st step, there will be no [...] and phosphorus oxychloride according to weight ratio of 1:5 - 8 mixed, heated to reflow the reaction 5 - 7 hours, evaporating the excess of phosphorus oxychloride is pressurized, then rectification to get intermediate B; 2nd step, the intermediate B dissolved in non-water in tetrahydrofuran, adds by drops uncle butylamine after the reaction is finished, purified get intermediate C; 3rd step, the intermediate C and thionyl chloride according to weight ratio of 1:3 - 5 mixed, heating reflux reaction 4 - 6 hours, cooling, evaporating the excess thionyl chloride, ice water quenching, purification, drying, concentration followed by recrystallization of the product. The invention improves the yield, the time is shortened, the operation is simple, simplifying the post-treatment process, increasing the safety of operation. (by machine translation)
Multiple hydrogen bonded mesomorphic complexes between complementary 1,3,5-triazine and pyrimidine derivatives
Kohlmeier, Alexandra,Vogel, Laura,Janietz, Dietmar
, p. 9476 - 9486 (2013/10/01)
A 2,4-diamino-6-phenyl-1,3,5-triazine grafted with two semiperfluorinated chains at the phenyl substituent has been investigated in binary mixtures with complementary orotic acid and barbituric acid derivatives carrying either a lipophilic alkyl or a semiperfluoroalkyl tail. Equimolar mixtures of the triazine with nucleobases form triple hydrogen-bonded heterodimers with an elongated central core. Mesomorphic properties are observed only if the pyrimidinone component provides an additional free NH function not involved in triple H-bonding with the triazine nucleus. In that case, additional H-bond interactions orthogonal to the rod-shaped core of the heterodimers initiate the formation of cyclotrimeric rosette-type associates with circular geometry of the polar core region. Rosettes of heterodimers involving an alkyl substituted nucleobase organize to hexagonal columnar mesophases. Replacing the alkyl tail of the pyrimidine with a semiperfluorinated fragment leads to the formation of a micellar cubic phase. The individual micelles are composed of segmented columns three-dimensionally surrounded by a continuum of the semiperfluorinated segments.
NOVEL 5-FLUOROURACIL DERIVATIVE
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Page/Page column 17-18, (2012/09/21)
The present invention provides a novel antimetabolic anticancer agent that has an excellent balance between antitumor effect and toxicity. Specifically, the present invention provides a medicament containing, as an active ingredient, a 5-fluorouracil derivative represented by Formula (I) or a salt thereof: wherein R1 represents a hydrogen atom or a protecting group of a hydroxy group, R2 represents a lower alkoxy-lower alkyl group or a tetrahydrofuranyl group, X represents a carbon atom or a nitrogen atom, and Y represents a halogen atom or a cyano group.
PREPARATIONS CONTAINING AMINO ACIDS AND OROTIC ACID
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Page/Page column 4-5, (2009/07/03)
The present invention describes compounds produced from an orotic acid molecule and an amino acid molecule. The compounds being in the form of amino acid orotate compounds bound by an amide linkage and produced by one of two disclosed methods; 1) reacting orotic acid or derivatives thereof with a thionyl halide, and then combining the acyl halide with an amino acid in the presence of dichloromethane and a DMAP catalyst; or 2) protecting the carboxylic acid of an amino acid and then combining the amino acid with a DCC activated orotic acid, followed by removal of the carboxylic acid protecting group. The resulting amino acid orotate amide has an enhanced stability in solution as compared to a related ester. In addition, specific benefits are conferred by the particular amino acid used to form the compounds in addition to, and separate from, the orotate substituent.
PREPARATIONS CONTAINING AMINO ACIDS AND OROTIC ACID
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Page/Page column 10-11, (2009/07/18)
The present invention describes compounds produced from an orotic acid molecule and an ammo acid molecule The compounds, which include an amide linkage, are represented by the general Formula (I), wherein R is selected from the group consisting of (CH3)2CHCH2-, (CH3)2CH-, CH3CH2CH(CH3)-, H2NC(=NH)NH(CH2)3-, and C6H5CH2- Formula (I). The compounds are produced by one of two disclosed methods 1) reacting orotic acid or derivatives thereof with a thionyl halide, and then combining the acyl halide with an ammo acid in the presence of dichloromethane and a dimethylammopyπdme (DMAP) catalyst, or 2) protecting the carboxylic acid of an ammo acid with a benzyl group, and then combining the benzyl-protected ammo acid with a dicyclohexylcarbodiimide (DCC) activated orotic acid, followed by removal of the protecting group. The resulting ammo acid orotate amide compounds are aimed at providing enhanced stability in solution compared with the related esters.
Synthesis of substituted pyrimidine hydrazine acids (PHA) and their use in peptide recognition
Miltschitzky, Stefan,Michlova, Veronika,Stadlbauer, Stefan,Koenig, Burkhard
, p. 135 - 160 (2007/10/03)
Substituted pyrimidine-hydrazine-acids (PHA) were prepared from orotic acid in five synthetic steps and high yields. Their geometry of hydrogen bond acceptor and donor sites make them suitable for the molecular recognition of peptide β-sheets. In non-protic solvents the PHA unit emits at around 420 nm after irradiation at 281 nm. The emission intensity decreases upon peptide binding and signals the binding event. Peptides consisting of PHAs and natural amino acids or a turn structure motif were prepared. The investigation of the intramolecular binding pattern by NMR spectroscopy revealed the expected interaction of the PHA and peptide β-sheet.
