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嘧啶类化合物

嘧啶类化合物是一类分子结构中含有两个氮原子的六元杂环化合物,与哒嗪和吡嗪互为同分异构体。由于其分子中存在共轭双键,表现出独特的紫外光谱特性。这类化合物易溶于水,碱性较弱,并且不易发生亲电取代反应;仅在5-位可以进行溴化反应,而不具备硝化或磺化的能力,但容易经历亲核取代反应。

嘧啶及其衍生物广泛存在于自然界中,如磺胺嘧啶、巴比妥酸以及维生素B1等。在核酸分子内,有三种重要的嘧啶类碱基:尿嘧啶、胸腺嘧啶和胞嘧啶;其中,在DNA中主要包含胞嘧啶与胸腺嘧啶,而在RNA中则主要含有胞嘧啶及尿嘧啶,并且在某些特定的核酸中还可能发现少量的嘧啶修饰碱基。此外,许多药物分子如磺胺嘧啶、甲氧苄氨嘧啶和6-巯基嘌呤等都含有嘧啶环。

作为重要的医药原料,嘧啶及其衍生物被用于生产多种药物,例如维生素B1、磺胺嘧啶、磺胺异二甲嘧啶及磺胺间二甲氧嘧啶等。同时,它们也是农药的重要组成部分,包括二嗪农、嘧啶醇、灭瘟素、除草定、喃啶草、鼠立死、环菌灵、甲菌定、乙菌定、磺嘧菌灵、比嗪农、抗蚜威、乙基虫螨磷、虫螨磷、多氧霉素等。此外,作为染料的原料,具有三卤化嘧啶核结构的化合物因其与纤维之间的良好反应性,已成为一种备受关注的反应染料。

中文名称 英文名称 CAS号 化学式 结构式图片
—— 6-amino-2-mercapto-3H-pyrimidin-4-one monohydrate 65802-56-4 C4H7N3O2S
6-amino-2-mercapto-3H-pyrimidin-4-one monohydrate
—— cis-1-Methyl-2-<2-(2-thienyl)vinyl)>-Δ<sup>2</sup>-tetrahydropyrimidin-tartrat 21573-92-2 C4H6O6*C11H14N2S
cis-1-Methyl-2-<2-(2-thienyl)vinyl)>-Δ<sup>2</sup>-tetrahydropyrimidin-tartrat
—— 4-(4-bromo-1H-pyrazol-1-yl)benzoic acid 926212-84-2 C10H7BrN2O2
4-(4-bromo-1H-pyrazol-1-yl)benzoic acid
—— 4-Methylpyrimidine-2-thiol HCl 6959-66-6 C5H6ClN2S-
4-Methylpyrimidine-2-thiol HCl
—— Pyrimidine-4,6-diammonium hydrogen sulphate (1:2) 77709-02-5 C4H8N4O
Pyrimidine-4,6-diammonium hydrogen sulphate (1:2)
—— 4,6-Diamino-2-chlor-pyrimidin 53557-61-2 C4H5ClN4
4,6-Diamino-2-chlor-pyrimidin
—— [(3aR,4R,6Z,9R,10Z,11aR)-9-acetyloxy-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] (E)-4-hydroxy-2-(hydroxymethyl)but-2-enoate 64439-43-6 C22H28O8
[(3aR,4R,6Z,9R,10Z,11aR)-9-acetyloxy-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] (E)-4-hydroxy-2-(hydroxymethyl)but-2-enoate
—— 2-(4-chlorophenyl)pyrimidine-5-carboxylic acid 878691-37-3 C11H7ClN2O2
2-(4-chlorophenyl)pyrimidine-5-carboxylic acid
—— 4,6-dichloro-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidine 21254-22-8 C8H8Cl2N4
4,6-dichloro-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidine
—— 5,7-dichloro-2-(pyridin-2-yl)pyrazolo[1,5-a]pyrimidine 1232223-43-6 C11H6Cl2N4
5,7-dichloro-2-(pyridin-2-yl)pyrazolo[1,5-a]pyrimidine
—— 2-methyl-4-hydroxy-5,6-dichloropyrimidine 32265-50-2 C5H4Cl2N2O
2-methyl-4-hydroxy-5,6-dichloropyrimidine
—— 2-chloro-5-nitropyrimidine-4,6-diamine 408352-74-9 C4H4ClN5O2
2-chloro-5-nitropyrimidine-4,6-diamine
—— 5-bromo-4-chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidine 717900-59-9 C11H11BrClN3
5-bromo-4-chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidine
—— Pyrimidin-4-ylamine trihydrochloride 174500-31-3 C4H8Cl3N3
Pyrimidin-4-ylamine trihydrochloride
—— 5-Bromo-2-isobutylthiopyrimidine 1242336-74-8 C8H11BrN2S
5-Bromo-2-isobutylthiopyrimidine
—— 5-(4-Amino-5-fluoro-2-oxo-1(2H)-pyrimidinyl)-1,3-oxathiolane-2-carboxylic acid 5-methyl-2-(1-methylethyl)cyclohexyl ester 147126-75-8 C18H26FN3O4S
5-(4-Amino-5-fluoro-2-oxo-1(2H)-pyrimidinyl)-1,3-oxathiolane-2-carboxylic acid 5-methyl-2-(1-methylethyl)cyclohexyl ester
—— 4,6-dichloro-5-propylpyrimidine 63797-51-3 C7H8Cl2N2
4,6-dichloro-5-propylpyrimidine
—— 2-(3-(Pyrimidin-2-yl)phenyl)ethylamine 910404-93-2 C12H13N3
2-(3-(Pyrimidin-2-yl)phenyl)ethylamine
—— 5-chloro-2-(piperidin-4-yl)pyrimidine 944903-10-0 C9H12ClN3
5-chloro-2-(piperidin-4-yl)pyrimidine
—— (4-chloropyrimidin-2-yl)methanol 1093880-89-7 C5H5ClN2O
(4-chloropyrimidin-2-yl)methanol
—— 4-Amino-N-methoxy-N-methyl-2-(methylthio)pyrimidine-5-carboxamide 741714-02-3 C8H12N4O2S
4-Amino-N-methoxy-N-methyl-2-(methylthio)pyrimidine-5-carboxamide
—— (2-Morpholinopyrimidin-5-yl)methanol 937796-13-9 C9H13N3O2
(2-Morpholinopyrimidin-5-yl)methanol
—— Sulfameter sodium 18179-67-4 C11H11N4NaO3S
Sulfameter sodium
—— 4-(3-hydroxypropylamino)-1,3-dimethyl-4H-pyrimidin-2-one 34654-80-3 C9H17N3O2
4-(3-hydroxypropylamino)-1,3-dimethyl-4H-pyrimidin-2-one
—— 5-Propyl-2-pyrimidinamine 39268-72-9 C7H11N3
5-Propyl-2-pyrimidinamine
—— 2-(3-Bromophenyl)pyrimidine-5-carbaldehyde 1086393-72-7 C11H7BrN2O
2-(3-Bromophenyl)pyrimidine-5-carbaldehyde
—— 5-bromo-N-propylpyrimidin-2-amine 1187385-92-7 C7H10BrN3
5-bromo-N-propylpyrimidin-2-amine
—— Hydron;pyrimidin-4-amine;chloride 174500-31-3 C4H6ClN3
Hydron;pyrimidin-4-amine;chloride
—— [(1R,2R,5S)-5-methyl-2-propan-2-ylcyclohexyl] (2S,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-1,3-oxathiolane-2-carboxylate 147027-10-9 C18H27N3O4S
[(1R,2R,5S)-5-methyl-2-propan-2-ylcyclohexyl] (2S,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-1,3-oxathiolane-2-carboxylate
—— 2-(Pyrimidin-5-yl)ethanamine 856973-36-9 C6H9N3
2-(Pyrimidin-5-yl)ethanamine
—— 4-bromomethyl-3-chloro-benzamide 3932-97-6 C8H7BrClNO
4-bromomethyl-3-chloro-benzamide
—— methyl 4-[2-(2-amino-4,7-dihydro-4-oxo-1H-pyrrole[2,3-d]pyrimidin-5-yl)ethyl]benzoate 155405-80-4 C16H16N4O3
methyl 4-[2-(2-amino-4,7-dihydro-4-oxo-1H-pyrrole[2,3-d]pyrimidin-5-yl)ethyl]benzoate
—— 1-hydroxymethyl-1-phenylcyclopentane 59115-90-1 C12H16O
1-hydroxymethyl-1-phenylcyclopentane
—— pyrimidine 1,3-dioxide 56642-54-7 C4H4N2O2
pyrimidine 1,3-dioxide
—— ethyl 7-oxo-4H-pyrazolo[1,5-a]pyrimidine-6-carboxylate 29274-18-8 C9H9N3O3
ethyl 7-oxo-4H-pyrazolo[1,5-a]pyrimidine-6-carboxylate
—— Ethyl 7-hydroxypyrazolo[1,5-a]pyrimidine-6-carboxylate 43024-61-9 C9H9N3O3
Ethyl 7-hydroxypyrazolo[1,5-a]pyrimidine-6-carboxylate
—— 5-METHYLPYRAZOLO[1,5-A]PYRIMIDIN-7-OL 16082-26-1 C7H7N3O
5-METHYLPYRAZOLO[1,5-A]PYRIMIDIN-7-OL
—— 4,5-dichloro-1H-indole-2-carboxylic acid 231295-84-4 C9H5Cl2NO2
4,5-dichloro-1H-indole-2-carboxylic acid
—— 3-(5-hydroxypyrimidin-2-yl)benzoic acid 1092568-86-9 C11H8N2O3
3-(5-hydroxypyrimidin-2-yl)benzoic acid
—— ethyl [4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidin-2-yl]acetate 1260543-99-4 C12H17N3O4
ethyl [4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidin-2-yl]acetate
—— (2,2-diphenyltetrahydrofuran-3-yl)methanol 93651-75-3 C17H18O2
(2,2-diphenyltetrahydrofuran-3-yl)methanol
—— 5-fluorobarbituric acid 767-80-6 C4H3FN2O3
5-fluorobarbituric acid
—— 5-(trifluoromethyl)-1H-pyrimidine-2,4-di(17O2)one 54-20-6 C5H3F3N2O2
5-(trifluoromethyl)-1H-pyrimidine-2,4-di(17O2)one
—— 6-bromo[1,2,4]triazolo[1,5-a]pyrimidine-2-carboxylic acid 300361-78-8 C6H3BrN4O2
6-bromo[1,2,4]triazolo[1,5-a]pyrimidine-2-carboxylic acid
—— 2,6-dichloropyrimidin-4(3H)-one 120977-94-8 C4H2Cl2N2O
2,6-dichloropyrimidin-4(3H)-one
—— (R)-5-benzyl-2,2,3-trimethylimidazolidin-4-one 685128-77-2 C13H18N2O
(R)-5-benzyl-2,2,3-trimethylimidazolidin-4-one
—— 4-chloro-2-methyl-2H-pyrazolo[3,4-d]pyrimidine 959430-67-2 C6H5ClN4
4-chloro-2-methyl-2H-pyrazolo[3,4-d]pyrimidine
—— methyl pyrrolo<3,2-e>indole-2-carboxylate 107474-65-7 C12H10N2O2
methyl pyrrolo<3,2-e>indole-2-carboxylate
—— bis[4-(acryloyloxyethyl)thiophenyl]sulfide 133811-67-3 C22H22O4S3
bis[4-(acryloyloxyethyl)thiophenyl]sulfide
—— 4-chromanol 120523-16-2 C9H10O2
4-chromanol