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有机硫化合物

有机硫化合物是指含有硫原子的有机化合物。这些化合物在自然界中广泛存在,在医药、农药和材料科学等领域有着重要的应用。有机硫化合物因其化学性质独特,在药物设计、合成化学以及材料制备方面扮演着重要角色。

1. 结构与分类

有机硫化合物可以按硫的连接方式分为饱和和不饱和类,如二硫化物、噻吩衍生物、砜等。常见的结构类型有:

  • 二硫化物:含-S-S-键的化合物。
  • 硫醚(Thiols):含有-R-S-H或-R-S-R 基团的化合物。
  • 磺酸酯(Sulfonates)与磺酸盐(Sulfonates):带有-SO3H基团的化合物,广泛应用于合成和制药领域。
  • 噻吩及其衍生物:具有环状结构的有机硫化物。
2. 生物学活性

许多有机硫化合物在生物学上有重要功能或应用潜力。例如:

  • 某些硫醚类药物被用于抗真菌、抗菌以及抗癌治疗。
  • 硫代葡萄糖苷(Glycosinolate)是十字花科植物中的一种天然存在物质,具有生物活性。
3. 合成方法

有机硫化合物可通过多种途径合成:

  • 亲核取代反应:使用含硫试剂与卤化物进行反应。
  • 自由基加成法:采用氧化剂引发自由基形成,通过烯烃与H2S、R-S-H等反应制备。
  • 金属催化转化:利用钯、铜等催化剂促进特定硫化过程。
4. 应用领域

有机硫化合物的应用广泛:

  • 医药领域:用于开发抗菌剂、抗病毒药物及抗癌药物等。
  • 农学研究:某些有机硫化合物作为生物农药的有效成分,能够抑制病害的发生。
  • 材料科学与技术:在导电聚合物和塑料添加剂中有重要应用。
5. 环境与安全性

尽管有机硫化合物具有许多潜在益处,但其生产和使用也可能对环境造成影响。因此,在设计和合成这些化合物时需要考虑可持续性和环保性因素。

以上是对有机硫化合物的简单介绍,包括它们的结构、生物学活性、合成方法及其应用领域等基本信息。

中文名称 英文名称 CAS号 化学式 结构式图片
—— (2S)-2-(1,3-dimethyl-2,4-dioxo-7-propylpyrimido[4,5-d]pyrimidin-5-yl)sulfanylbutanoate —— C15H19N4O4S-
(2S)-2-(1,3-dimethyl-2,4-dioxo-7-propylpyrimido[4,5-d]pyrimidin-5-yl)sulfanylbutanoate
—— ethyl (2S)-2-(1,3-dimethyl-2,4-dioxo-7-propan-2-ylpyrimido[4,5-d]pyrimidin-5-yl)sulfanylpropanoate —— C16H22N4O4S
ethyl (2S)-2-(1,3-dimethyl-2,4-dioxo-7-propan-2-ylpyrimido[4,5-d]pyrimidin-5-yl)sulfanylpropanoate
—— 7-ethyl-1,3-dimethyl-5-[(1S)-1-phenylethyl]sulfanylpyrimido[4,5-d]pyrimidine-2,4-dione —— C18H20N4O2S
7-ethyl-1,3-dimethyl-5-[(1S)-1-phenylethyl]sulfanylpyrimido[4,5-d]pyrimidine-2,4-dione
—— 2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]-N,N-bis(prop-2-enyl)acetamide —— C18H22N4O2S
2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]-N,N-bis(prop-2-enyl)acetamide
—— ethyl (2S)-2-(7-ethyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-3-oxobutanoate —— C16H20N4O5S
ethyl (2S)-2-(7-ethyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-3-oxobutanoate
—— 5-[(2R)-butan-2-yl]sulfanyl-7-ethyl-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione —— C14H20N4O2S
5-[(2R)-butan-2-yl]sulfanyl-7-ethyl-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione
—— 3-[2-(4-acetylpiperazin-1-yl)-2-oxoethyl]sulfanyl-4-(2-phenylethyl)-1H-1,2,4-triazol-5-one —— C18H23N5O3S
3-[2-(4-acetylpiperazin-1-yl)-2-oxoethyl]sulfanyl-4-(2-phenylethyl)-1H-1,2,4-triazol-5-one
—— 3-[(2-chlorophenyl)methylsulfanyl]-4-(2-phenylethyl)-1H-1,2,4-triazol-5-one —— C17H16ClN3OS
3-[(2-chlorophenyl)methylsulfanyl]-4-(2-phenylethyl)-1H-1,2,4-triazol-5-one
—— N-[(2S)-butan-2-yl]-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C16H22N4O2S
N-[(2S)-butan-2-yl]-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (2S)-2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(4-fluorophenyl)ethyl]propanamide —— C17H23FN4O2S
(2S)-2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(4-fluorophenyl)ethyl]propanamide
—— 4-(2-phenylethyl)-3-(2-phenylethylsulfanyl)-1H-1,2,4-triazol-5-one —— C18H19N3OS
4-(2-phenylethyl)-3-(2-phenylethylsulfanyl)-1H-1,2,4-triazol-5-one
—— methyl (2S)-2-(1,3,7-trimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanylpropanoate —— C13H16N4O4S
methyl (2S)-2-(1,3,7-trimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanylpropanoate
—— 5-[(2-Chlorophenyl)methylsulfanyl]-7-ethyl-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione —— C17H17ClN4O2S
5-[(2-Chlorophenyl)methylsulfanyl]-7-ethyl-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione
—— 7-Ethyl-1,3-dimethyl-5-propan-2-ylsulfanylpyrimido[4,5-d]pyrimidine-2,4-dione —— C13H18N4O2S
7-Ethyl-1,3-dimethyl-5-propan-2-ylsulfanylpyrimido[4,5-d]pyrimidine-2,4-dione
—— N-[2-(4-fluorophenyl)ethyl]-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C20H21FN4O2S
N-[2-(4-fluorophenyl)ethyl]-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 7-Ethyl-5-ethylsulfanyl-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione —— C12H16N4O2S
7-Ethyl-5-ethylsulfanyl-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione
—— 1,3-Dimethyl-5-propan-2-ylsulfanyl-7-propylpyrimido[4,5-d]pyrimidine-2,4-dione —— C14H20N4O2S
1,3-Dimethyl-5-propan-2-ylsulfanyl-7-propylpyrimido[4,5-d]pyrimidine-2,4-dione
—— 3-(4-oxo-4-thiophen-2-ylbutyl)sulfanyl-4-(2-phenylethyl)-1H-1,2,4-triazol-5-one —— C18H19N3O2S2
3-(4-oxo-4-thiophen-2-ylbutyl)sulfanyl-4-(2-phenylethyl)-1H-1,2,4-triazol-5-one
—— 2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-2-phenylpropyl]acetamide —— C21H24N4O2S
2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-2-phenylpropyl]acetamide
—— 3-(2-morpholin-4-yl-2-oxoethyl)sulfanyl-4-(2-phenylethyl)-1H-1,2,4-triazol-5-one —— C16H20N4O3S
3-(2-morpholin-4-yl-2-oxoethyl)sulfanyl-4-(2-phenylethyl)-1H-1,2,4-triazol-5-one
—— 3-[(2-fluorophenyl)methylsulfanyl]-4-(2-phenylethyl)-1H-1,2,4-triazol-5-one —— C17H16FN3OS
3-[(2-fluorophenyl)methylsulfanyl]-4-(2-phenylethyl)-1H-1,2,4-triazol-5-one
—— 4-(2-phenylethyl)-3-[(2-phenyl-1,3-thiazol-4-yl)methylsulfanyl]-1H-1,2,4-triazol-5-one —— C20H18N4OS2
4-(2-phenylethyl)-3-[(2-phenyl-1,3-thiazol-4-yl)methylsulfanyl]-1H-1,2,4-triazol-5-one
—— butyl 2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetate —— C16H21N3O3S
butyl 2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetate
—— 5-(ethylthio)-1,3-dimethyl-7-propylpyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione —— C13H18N4O2S
5-(ethylthio)-1,3-dimethyl-7-propylpyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione
—— N-(2-cyanoethyl)-N-methyl-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C16H19N5O2S
N-(2-cyanoethyl)-N-methyl-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-(2-phenylethyl)acetamide —— C16H22N4O2S
2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-(2-phenylethyl)acetamide
—— 2-(2-morpholin-4-ylethylsulfanyl)-4-propyl-1H-pyrimidin-6-one —— C13H21N3O2S
2-(2-morpholin-4-ylethylsulfanyl)-4-propyl-1H-pyrimidin-6-one
—— 3-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-4-butyl-1H-1,2,4-triazol-5-one —— C15H16BrN5O2S
3-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-4-butyl-1H-1,2,4-triazol-5-one
—— (Z)-2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]-3-(3-methylthiophen-2-yl)prop-2-enoate —— C12H12N3O2S2-
(Z)-2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]-3-(3-methylthiophen-2-yl)prop-2-enoate
—— N-[[4-ethyl-5-[(1S)-1-phenylethyl]sulfanyl-1,2,4-triazol-3-yl]methyl]adamantane-1-carboxamide —— C24H32N4OS
N-[[4-ethyl-5-[(1S)-1-phenylethyl]sulfanyl-1,2,4-triazol-3-yl]methyl]adamantane-1-carboxamide
—— (E)-2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]-3-thiophen-2-ylprop-2-enoic acid —— C11H11N3O2S2
(E)-2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]-3-thiophen-2-ylprop-2-enoic acid
—— 4-ethyl-2-(2-morpholin-4-ium-4-ylethylsulfanyl)-1H-pyrimidin-6-one —— C12H20N3O2S+
4-ethyl-2-(2-morpholin-4-ium-4-ylethylsulfanyl)-1H-pyrimidin-6-one
—— 7-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C13H15N5O2S2
7-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— 4-amino-2-(2-morpholin-4-ium-4-ylethylsulfanyl)-1H-pyrimidin-6-one —— C10H17N4O2S+
4-amino-2-(2-morpholin-4-ium-4-ylethylsulfanyl)-1H-pyrimidin-6-one
—— (Z)-2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]-3-pyridin-3-ylprop-2-enoate —— C12H11N4O2S-
(Z)-2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]-3-pyridin-3-ylprop-2-enoate
—— (Z)-3-[4-bromo-5-(dimethylamino)furan-2-yl]-2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]prop-2-enoate —— C13H14BrN4O3S-
(Z)-3-[4-bromo-5-(dimethylamino)furan-2-yl]-2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]prop-2-enoate
—— (E)-3-(5-bromothiophen-2-yl)-2-[(5-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]prop-2-enoic acid —— C12H12BrN3O2S2
(E)-3-(5-bromothiophen-2-yl)-2-[(5-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]prop-2-enoic acid
—— (Z)-2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]-3-(1,2,5-trimethylpyrrol-3-yl)prop-2-enoate —— C14H17N4O2S-
(Z)-2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]-3-(1,2,5-trimethylpyrrol-3-yl)prop-2-enoate
—— 3-[(4-bromophenyl)methylsulfanyl]-4-butyl-1H-1,2,4-triazol-5-one —— C13H16BrN3OS
3-[(4-bromophenyl)methylsulfanyl]-4-butyl-1H-1,2,4-triazol-5-one
—— (Z)-3-[5-(dimethylamino)furan-2-yl]-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]prop-2-enoic acid —— C13H15N3O4S
(Z)-3-[5-(dimethylamino)furan-2-yl]-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]prop-2-enoic acid
—— 2-(2-morpholin-4-ium-4-ylethylsulfanyl)-4-propyl-1H-pyrimidin-6-one —— C13H22N3O2S+
2-(2-morpholin-4-ium-4-ylethylsulfanyl)-4-propyl-1H-pyrimidin-6-one
—— 4-butyl-3-[(2-chloro-6-fluorophenyl)methylsulfanyl]-1H-1,2,4-triazol-5-one —— C13H15ClFN3OS
4-butyl-3-[(2-chloro-6-fluorophenyl)methylsulfanyl]-1H-1,2,4-triazol-5-one
—— (E)-3-[5-(diethylamino)furan-2-yl]-2-[(5-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]prop-2-enoic acid —— C16H22N4O3S
(E)-3-[5-(diethylamino)furan-2-yl]-2-[(5-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]prop-2-enoic acid
—— 2-(2,4-dinitrophenyl)sulfanyl-4,5-dimethyl-1H-pyrimidin-6-one —— C12H10N4O5S
2-(2,4-dinitrophenyl)sulfanyl-4,5-dimethyl-1H-pyrimidin-6-one
—— 6-Isopropyl-2-(methylthio)pyrimidin-4-ol —— C8H12N2OS
6-Isopropyl-2-(methylthio)pyrimidin-4-ol
—— 2-[(5-benzyl-4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[(1S)-1-phenylethyl]acetamide —— C22H23N3O2S
2-[(5-benzyl-4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[(1S)-1-phenylethyl]acetamide
—— (Z)-3-[5-(4-chlorophenyl)sulfanylfuran-2-yl]-2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]prop-2-enoic acid —— C17H14ClN3O3S2
(Z)-3-[5-(4-chlorophenyl)sulfanylfuran-2-yl]-2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]prop-2-enoic acid
—— (E)-3-(5-piperidin-1-ylfuran-2-yl)-2-[(5-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]prop-2-enoate —— C17H21N4O3S-
(E)-3-(5-piperidin-1-ylfuran-2-yl)-2-[(5-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]prop-2-enoate
—— (E)-3-[5-(3-chlorophenyl)furan-2-yl]-2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]prop-2-enoic acid —— C17H14ClN3O3S
(E)-3-[5-(3-chlorophenyl)furan-2-yl]-2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]prop-2-enoic acid
—— 2-[2-(4-ethylpiperazin-1-yl)-2-oxoethyl]sulfanyl-4-propan-2-yl-1H-pyrimidin-6-one —— C15H24N4O2S
2-[2-(4-ethylpiperazin-1-yl)-2-oxoethyl]sulfanyl-4-propan-2-yl-1H-pyrimidin-6-one