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 |
|---|---|---|---|
| N-羟基-4-嘧啶甲脒 | N’-hydroxypyrimidine-4-carboximidamide | 51285-11-1 | C5H6N4O |
| N-羟基-2-嘧啶羧酰胺 | (Z)-N'-hydroxypyrimidine-2-carboximidamide | 90993-49-0 | C5H6N4O |
| N-甲基-4-嘧啶甲胺 | N-Methyl-1-(pyrimidin-4-yl)methanamine | 179873-38-2 | C6H9N3 |
| N-甲基-2-嘧啶甲胺 | N-Methyl-2-pyrimidinemethanamine | 1083246-53-0 | C6H9N3 |
| N-环戊基-5-嘧啶胺 | 5-(cyclopentylamino)pyrimidine | 894853-94-2 | C9H13N3 |
| N-环丙基-5-氟-2-嘧啶胺 | N-Cyclopropyl-5-fluoropyrimidin-2-amine | 1289387-32-1 | C7H8FN3 |
| N-烯丙基-6-氯嘧啶-4-胺 | N-allyl-6-chloro-4-pyrimidinamine | 160416-47-7 | C7H8ClN3 |
| N-乙基-5-氟-2-嘧啶胺 | N-Ethyl-5-fluoropyrimidin-2-amine | 1289386-10-2 | C6H8FN3 |
| N-boc-5-溴-2-嘧啶甲胺 | tert-butyl N-[(5-bromopyrimidin-2-yl)methyl]carbamate | 1235451-38-3 | C10H14BrN3O2 |
| N-[5-(联苯-膦酰基甲基)-4-(4-氟-苯基)-6-异丙基-嘧啶-2-基]-N-甲基-甲烷磺胺 | N-(5-((diphenylphosphoryl)methyl)-4-(4-fluorophenyl)- 6-isopropylpyrimidin-2-yl)-N-methylmethansulfonamide | 289042-10-0 | C28H29FN3O3PS |
| N-[5-(4-溴苯基)-6-氯-4-嘧啶基]-N'-丙基氨基磺酰胺 | N-5-(4-bromophenyl)-6-chloro-4-pyrimidinyl-N'-propylsulfamide | 1393813-42-7 | C13H14BrClN4O2S |
| N-[4-三氟甲基嘧啶-2-基]乙二胺 | tert-butyl furan-2-ylcarbamate | 56267-47-1 | C9H13NO3 |
| N-[(1R)-2-[5-溴-3-[[2-氟-6-(三氟甲基)苯基]甲基]-3,6-二氢-4-甲基-2,6-二氧代-1(2H)-嘧啶基]-1-苯基乙基]氨基甲酸叔丁酯 | tert-butyl (R)-(2-(5-bromo-3-(2-fluoro-6-(trifluoromethyl)benzyl)-4-methyl-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl)-1-phenylethyl)carbamate | 830346-49-1 | C26H26BrF4N3O4 |
| N-Cbz-哌啶-4-羧酸 | 1-benzyloxycarbonylpiperidine-4-carboxylic acid | 10314-98-4 | C14H17NO4 |
| N-CBZ胞嘧啶乙酸 | [N<sup>4</sup>-(benzyloxycarbonyl)cytosine-1-yl]acetic acid | 144564-95-4 | C14H13N3O5 |
| N-5-嘧啶乙酰胺 | 5-Acetamido-pyrimidin | 45810-14-8 | C6H7N3O |
| N-4-哌啶基-2-嘧啶胺盐酸盐 | 4-(pyrimidin-2-ylamino)-piperidine hydrochloride | 950649-10-2 | C9H14N4*ClH |
| N-(哌啶-4-基甲基)嘧啶-2-胺 | 4-(piperidin-4-ylmethyl)pyrimidin-2-amine | 521273-76-7 | C10H16N4 |
| N-(哌啶-4-基)嘧啶-2-胺二盐酸盐 | N-(Piperidin-4-yl)pyrimidin-2-amine dihydrochloride | 63260-58-2 | C9H16Cl2N4 |
| N-(哌啶-4-基)嘧啶-2-胺 | N-(4-piperidyl)pyrimidin-2-amine | 69385-85-9 | C9H14N4 |
| N-(4-氨基嘧啶-2-基)甲胺 | 4-Amino-2-(N-methylamino)-pyrimidin | 22404-42-8 | C5H8N4 |
| N-(3-乙酰丙基硫氧嘧啶)邻苯二甲酰亚胺 | S-[3-(1,3-dioxoisoindolin-2-yl)propyl] ethanethioate | 221218-66-2 | C13H13NO3S |
| N,N-二甲基甲酰胺二苄基缩醛 | N,N-dimethylformamide dibenzyl acetal | 2016-04-8 | C17H21NO2 |
| N,N-二-BOC-2-氨基-6-氯嘧啶 | tert-butyl N-tert-butoxycarbonyl-N-(6-chloropyrimidin-4-yl)carbamate | 354112-08-6 | C14H20ClN3O4 |
| LOXO101的中间体 | 3-nitropyrazolo[1,5-a]pyrimidin-5(4H)-one | 1919868-75-9 | C6H4N4O3 |
| AZD9291中间体3 | N<sup>1</sup>-(2-(dimethylamino)ethyl)-5-methoxy-N<sup>1</sup>-methyl-N<sup>4</sup>-(4-(1-methyl-1H-indol-3-yl)pyrimidin-2-yl)-2-nitrobenzene-1,4-diamine | 1421372-67-9 | C25H29N7O3 |
| 9H-咔唑-1-甲醛 | 1-formylcarbazole | 1903-94-2 | C13H9NO |
| 8H-咪唑o[1,2-α]-5-嘧啶酮 | 6-Bromo-2-(4-methoxyphenyl)-7-methylimidazo[1,2-a]pyrimidin-5(8H)-one | 14247-78-0 | C14H12BrN3O2 |
| 7H-吡咯并[2,3-d]嘧啶-6-羧酸 | 7H-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid | 1016241-64-7 | C7H5N3O2 |
| 7H-吡咯并[2,3-d]嘧啶-4-甲腈 | 7H-pyrrolo[2,3-d]pyrimidine-4-carbonitrile | 1005206-16-5 | C7H4N4 |
| 7H-吡咯并[2,3-d]嘧啶-2-胺 | 7H-pyrrolo[2,3-d]pyrimidin-2-amine | 93366-88-2 | C6H6N4 |
| 7-苯磺酰基-5-溴-4-氯-7H-吡咯并[2,3-d]嘧啶 | 7-Benzenesulfonyl-5-bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine | 252723-17-4 | C12H7BrClN3O2S |
| 7-苄基-4-氯-7H-吡咯并[2,3-D]嘧啶 | 7-benzyl-4-chloro-7H-pyrrolo[2,3-d]pyrimidine | 16019-34-4 | C13H10ClN3 |
| 7-羟基吡唑并[4,3-d]嘧啶 | allopurinol | 13877-55-9 | C5H4N4O |
| 7-羟基-3-甲基吡唑并[4,3-d]嘧啶 | 3-methyl-7-oxo-6,7-dihydro-1H-pyrazolo<4,3-d>pyrimidine | 5399-94-0 | C6H6N4O |
| 7-甲基咪唑并[1,2-c]嘧啶 | 7-methyl-imidazo[1,2-c]pyrimidine | 425615-33-4 | C7H7N3 |
| 7-甲基吡唑并[1,5-a]嘧啶 | 7-Methyl-pyrazolo<1,5-a>pyrimidin | 61578-01-6 | C7H7N3 |
| 7-甲基-7H-吡咯并[2,3-d]嘧啶-4-胺 | 4-Amino-7-methyl-7H-pyrrolo<2,3-d>pyrimidin | 7752-54-7 | C7H8N4 |
| 7-溴噻吩并[3,2-d]嘧啶 | 7-bromothieno[3,2-d]pyrimidine | 21586-25-4 | C6H3BrN2S |
| 7-溴噻吩并[3,2-D]嘧啶-4(1H)-酮 | 7-bromothieno[3,2-d]pyrimidin-4(3H)-one | 31169-25-2 | C6H3BrN2OS |
| 7-溴-5H-吡咯并[3,2-d]嘧啶-4-胺 | 7-bromo-5H-pyrrolo[3,2-d]pyrimidin-4-amine | 1311275-33-8 | C6H5BrN4 |
| 7-溴-4-氯噻酚并[3,2-D]嘧啶 | 7-bromo-4-chlorothieno[3,2-d]pyrimidine | 31169-27-4 | C6H2BrClN2S |
| 7-溴-4-氯吡咯并[3,2-D]嘧啶 | 7-bromo-4-chloropyrido[3,2-d]pyrimidine | 573675-31-7 | C7H3BrClN3 |
| 7-溴-4-氯-5H-吡咯并[3,2-D]嘧啶 | 7-bromo-4-chloro-5H-pyrrolo[3,2-d]pyrimidine | 1032650-41-1 | C6H3BrClN3 |
| 7-溴-2-氯噻吩并[3,2-D]嘧啶 | 7-bromo-2-chlorothieno[3,2-d]pyrimidine | 1152475-42-7 | C6H2BrClN2S |
| 7-溴-2,4-二氯噻吩并[3,2-d]嘧啶 | 7-bromo-2,4-dichlorothieno[3,2-d]pyrimidine | 41102-25-4 | C6HBrCl2N2S |
| 7-氯噻唑并[5,4-D]嘧啶 | 7-chlorothiazolo[5,4-d]pyrimidine | 13316-12-6 | C5H2ClN3S |
| 7-氯噻吩并[3,2-d]嘧啶 | 7-chloro-thieno[3,2-<i>d</i>]pyrimidine | 31492-65-6 | C6H3ClN2S |
| 7-氯咪唑并[1,2-c]嘧啶-5-酮 | 7-chloroimidazo[1,2-c]pyrimidin-5(6H)-one | 56817-09-5 | C6H4ClN3O |
| 7-氯吡唑并[1,5-a]嘧啶-6-羧酸乙酯 | 7-chloro-pyrazolo[1,5-<i>a</i>]pyrimidine-6-carboxylic acid ethyl ester | 43024-70-0 | C9H8ClN3O2 |