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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
—— 4-(4-pyridylmethyl)-1-piperazinecarboxylic acid, ethyl ester 143210-48-4 C13H19N3O2
4-(4-pyridylmethyl)-1-piperazinecarboxylic acid, ethyl ester
—— 2-cyclopropyl-6-oxo-1,6-dihydropyrimidine-4-carboxylic acid 858956-25-9 C8H8N2O3
2-cyclopropyl-6-oxo-1,6-dihydropyrimidine-4-carboxylic acid
—— 3-methoxy-1-naphthoic acid 147397-60-2 C12H10O3
3-methoxy-1-naphthoic acid
—— 3-(pyrimidin-2-yl)thioazetidine 931581-82-7 C7H9N3S
3-(pyrimidin-2-yl)thioazetidine
—— (1S,3S)-3-hydroxycyclohexane-1-carboxylic acid 122743-44-6 C7H12O3
(1S,3S)-3-hydroxycyclohexane-1-carboxylic acid
—— 5,6-diaminouracil hydrochloride 53608-89-2 C4H7ClN4O2
5,6-diaminouracil hydrochloride
—— 7-Chloro-5-(4-fluorophenyl)thiazolo[4,5-d]pyrimidine 1043931-29-8 C11H5ClFN3S
7-Chloro-5-(4-fluorophenyl)thiazolo[4,5-d]pyrimidine
—— sodium pyrimidine-5-carboxylate 352535-06-9 C5H3N2O2*Na
sodium pyrimidine-5-carboxylate
—— 6-bromo-1,5-dimethylpyrimidine-2,4(1H,3H)-dione 1609259-61-1 C6H7BrN2O2
6-bromo-1,5-dimethylpyrimidine-2,4(1H,3H)-dione
—— Pyrimidin-aldehyd-(4)-oxim 1073-65-0 C5H5N3O
Pyrimidin-aldehyd-(4)-oxim
—— 5-methyl-1<i>H</i>-pyrimidine-4,6-dione 63447-38-1 C5H6N2O2
5-methyl-1<i>H</i>-pyrimidine-4,6-dione
—— 6-hydroxy-2-methylpyrimidine-4-carboxylic acid 34415-10-6 C6H6N2O3
6-hydroxy-2-methylpyrimidine-4-carboxylic acid
—— 5-(trifluoromethyl)pyrimidine 69034-12-4 C5H3F3N2
5-(trifluoromethyl)pyrimidine
—— 4-hydroxy-6-methylpyrimidine-5-carboxylic acid ethyl ester 157981-55-0 C8H10N2O3
4-hydroxy-6-methylpyrimidine-5-carboxylic acid ethyl ester
—— 4-Vinyl-4'-carboxy-diphenyl 92496-30-5 C15H12O2
4-Vinyl-4'-carboxy-diphenyl
—— pyrimidine radical cation 289-95-2 C4H4N2
pyrimidine radical cation
—— uracil-5-carboxylate decarboxylase 59299-01-3 —— ——
—— 1,4-Piperidinedicarboxylic acid, 1-(phenylmethyl) ester 10314-98-4 C14H16NO4-
1,4-Piperidinedicarboxylic acid, 1-(phenylmethyl) ester
—— 2,4,5-Triamino-6-pyrimidinol dihydrochloride 51324-37-9 C4H9Cl2N5O
2,4,5-Triamino-6-pyrimidinol dihydrochloride
—— 6-Fluoro-2-methylamino-pyrimidin-4-ol 313961-68-1 C5H6FN3O
6-Fluoro-2-methylamino-pyrimidin-4-ol
—— 6-(Methoxymethyl)-2-(pyridin-3-YL)pyrimidin-4-OL 339278-99-8 C11H11N3O2
6-(Methoxymethyl)-2-(pyridin-3-YL)pyrimidin-4-OL
—— 4-Amino-2-dimethylamino-6-hydroxypyrimidine hemihydrate 76750-84-0 C6H12N4O2
4-Amino-2-dimethylamino-6-hydroxypyrimidine hemihydrate
—— 3,3,7,8-tetramethyl-11-(3-phenoxyphenyl)-2,3,4,5,10,11-hexahydro-1H-dibenzo[b,e][1,4]diazepin-1-one 5748-34-5 C29H30N2O2
3,3,7,8-tetramethyl-11-(3-phenoxyphenyl)-2,3,4,5,10,11-hexahydro-1H-dibenzo[b,e][1,4]diazepin-1-one
—— 6-(Chloromethyl)-2-(3-methylphenyl)pyrimidin-4-ol 680214-71-5 C12H11ClN2O
6-(Chloromethyl)-2-(3-methylphenyl)pyrimidin-4-ol
—— 6-(Methoxymethyl)-2-(3-methylphenyl)pyrimidin-4-ol 883032-71-1 C13H14N2O2
6-(Methoxymethyl)-2-(3-methylphenyl)pyrimidin-4-ol
—— 4-t-Butyl-2-hydroxy-pyrimidin 17322-03-1 C8H12N2O
4-t-Butyl-2-hydroxy-pyrimidin
—— 2,3-dihydropyridin-4(1H)-one 24681-60-5 C5H7NO
2,3-dihydropyridin-4(1H)-one
—— (+/-)-trans-3-hydroxycyclohexanecarboxylic acid 21531-44-2 C7H12O3
(+/-)-trans-3-hydroxycyclohexanecarboxylic acid
—— 5-(bromomethyl)-2-chloropyrimidine 153281-13-1 C5H4BrClN2
5-(bromomethyl)-2-chloropyrimidine
—— Neoprotoveratrine 124-97-0 C41H63NO15
Neoprotoveratrine
—— 4-(2-ethylhexyl)-4H-thieno[3,2-b]pyrrole-5,6-dione 1147124-46-6 C14H19NO2S
4-(2-ethylhexyl)-4H-thieno[3,2-b]pyrrole-5,6-dione
—— β-hydroxyethyl-2 dioxanne-1,3 5465-07-6 C6H12O3
β-hydroxyethyl-2 dioxanne-1,3
—— 4-Chloro-2-methylpyrimidine-5-carbaldehyde 933686-05-6 C6H5ClN2O
4-Chloro-2-methylpyrimidine-5-carbaldehyde
—— 1,1’,1“-(1,3,5-triazinane-1,3,5-triyl)tris(2-bromoethanone) 92531-02-7 C9H12Br3N3O3
1,1’,1“-(1,3,5-triazinane-1,3,5-triyl)tris(2-bromoethanone)
—— 5-methyl-6-phenylpyrimidin-4-one 37898-32-1 C11H10N2O
5-methyl-6-phenylpyrimidin-4-one
—— 7-methyl-3H-thieno[3,2-d]pyrimidin-4-one 175137-13-0 C7H6N2OS
7-methyl-3H-thieno[3,2-d]pyrimidin-4-one
—— 2-Amino-6-(hydroxymethyl)pyrimidin-4(1H)-one 253340-48-6 C5H7N3O2
2-Amino-6-(hydroxymethyl)pyrimidin-4(1H)-one
—— Pyrrolidinyl diaminopyrimidine oxide 55921-65-8 C8H13N5O
Pyrrolidinyl diaminopyrimidine oxide
—— 4,6-diphenylpyrimidine 3977-48-8 C16H12N2
4,6-diphenylpyrimidine
—— 3,4-di-O-isopropylidene-D-mannitol 3969-84-4 C9H18O6
3,4-di-O-isopropylidene-D-mannitol
—— 6-Chlor-4-methyl-2-butylpyrimidin 848499-42-3 C9H13ClN2
6-Chlor-4-methyl-2-butylpyrimidin
—— 2-Amino-4-chloro-6-hydroxypyrimidine monohydrate 410530-71-1 C4H4ClN3O*H2O
2-Amino-4-chloro-6-hydroxypyrimidine monohydrate
—— Pyrimido[4,5-g]quinazoline 260-75-3 C10H6N4
Pyrimido[4,5-g]quinazoline
—— 5-amino-1,3-bis-n-propyluracil 51038-42-7 C10H17N3O2
5-amino-1,3-bis-n-propyluracil
—— (4-methoxyphenyl)(4-(trifluoromethyl)phenyl)methanone 6185-76-8 C15H11F3O2
(4-methoxyphenyl)(4-(trifluoromethyl)phenyl)methanone
—— (3Z)-3-[[4-[(4,6-dimethylpyrimidin-2-yl)sulfamoyl]phenyl]hydrazinylidene]-6-oxocyclohexa-1,4-diene-1-carboxylic acid 2315-08-4 C19H17N5O5S
(3Z)-3-[[4-[(4,6-dimethylpyrimidin-2-yl)sulfamoyl]phenyl]hydrazinylidene]-6-oxocyclohexa-1,4-diene-1-carboxylic acid
—— benzyl (2-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)ethyl)carbamate 206265-31-8 C16H25NO6
benzyl (2-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)ethyl)carbamate
—— 6-iodouridine 105967-11-1 C9H11IN2O6
6-iodouridine
—— 2-{2-[7-(2-Methyl-1H-indol-5-ylamino)-thieno[3,2-b]pyridin-2-yl]-thiazol-5-yl}-propan-2-ol 225382-67-2 C22H20N4OS2
2-{2-[7-(2-Methyl-1H-indol-5-ylamino)-thieno[3,2-b]pyridin-2-yl]-thiazol-5-yl}-propan-2-ol
—— tert-butyl 2-carbamoyl-1H-pyrrol-1-ylcarbamate 1206824-76-1 C10H15N3O3
tert-butyl 2-carbamoyl-1H-pyrrol-1-ylcarbamate