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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
—— 1-Butyl-3-[4-(4-nitro-phenylsulfanyl)-phenyl]-urea 54456-71-2 C17H19N3O3S
1-Butyl-3-[4-(4-nitro-phenylsulfanyl)-phenyl]-urea
—— 2-(phenylthio)isonicotinonitrile 1019524-32-3 C12H8N2S
2-(phenylthio)isonicotinonitrile
—— <i>N</i>-acetyl-sulfanilic acid-[4-(4-nitro-phenylsulfanyl)-anilide] 135209-93-7 C20H17N3O5S2
<i>N</i>-acetyl-sulfanilic acid-[4-(4-nitro-phenylsulfanyl)-anilide]
—— isobutyric acid-[4-(4-nitro-phenylsulfanyl)-anilide] 518010-58-7 C16H16N2O3S
isobutyric acid-[4-(4-nitro-phenylsulfanyl)-anilide]
—— S-phenyl 2,3-dideoxy-4,6-di-O-methyl-1-thio-α-D-erythro-hex-2-enopyranoside 112247-56-0 C14H18O3S
S-phenyl 2,3-dideoxy-4,6-di-O-methyl-1-thio-α-D-erythro-hex-2-enopyranoside
—— isovaleric acid-[4-(4-nitro-phenylsulfanyl)-anilide] 518010-59-8 C17H18N2O3S
isovaleric acid-[4-(4-nitro-phenylsulfanyl)-anilide]
—— 1-tert-Butyl-3-[4-(4-nitro-phenylsulfanyl)-phenyl]-urea 54457-54-4 C17H19N3O3S
1-tert-Butyl-3-[4-(4-nitro-phenylsulfanyl)-phenyl]-urea
—— 1-<2,2-bis(phenylthio)cyclohexyl>-3-methyl-2-pentene 152526-64-2 C24H30S2
1-<2,2-bis(phenylthio)cyclohexyl>-3-methyl-2-pentene
—— Trimethyl-((E)-1-phenylsulfanyl-non-1-enyl)-silane 148237-54-1 C18H30SSi
Trimethyl-((E)-1-phenylsulfanyl-non-1-enyl)-silane
—— diethyl 2-[3,3-bis(phenylsulfanyl)propyl]-2-(6-oxocyclohex-1-enyl)malonate 459167-87-4 C28H32O5S2
diethyl 2-[3,3-bis(phenylsulfanyl)propyl]-2-(6-oxocyclohex-1-enyl)malonate
—— Diethoxy(phenylthio)methane 25604-67-5 C11H16O2S
Diethoxy(phenylthio)methane
—— (1-Cyclopropyl-ethylsulfanyl)-benzene 113235-23-7 C11H14S
(1-Cyclopropyl-ethylsulfanyl)-benzene
—— S-phenyl 2,3,6-trideoxy-4-O-methyl-1-thio-α-L-erythro-hex-2-enopyranoside 112247-57-1 C13H16O2S
S-phenyl 2,3,6-trideoxy-4-O-methyl-1-thio-α-L-erythro-hex-2-enopyranoside
—— 2-Oxo-3-phenylsulfanyl-cyclopentanecarboxylic acid ethyl ester 78424-61-0 C14H16O3S
2-Oxo-3-phenylsulfanyl-cyclopentanecarboxylic acid ethyl ester
—— (5-fluoro-2,4-dinitrophenyl)phenylthioether 1246999-91-6 C12H7FN2O4S
(5-fluoro-2,4-dinitrophenyl)phenylthioether
—— N-Butylthiopropionamid 2955-70-6 C7H15NS
N-Butylthiopropionamid
—— 2-Methylmercapto-5-<4-methoxy-phenylmercapto>-pyrimidin-4-carbonsaeure 25818-48-8 C13H12N2O3S2
2-Methylmercapto-5-<4-methoxy-phenylmercapto>-pyrimidin-4-carbonsaeure
—— 4-Acetyl-1-[3-[[2-[N-[6-(1-piperidinyl)pyridin-2-yl]amino]thiazol-5-yl]thio]benzoyl]piperazine 439574-36-4 C26H30N6O2S2
4-Acetyl-1-[3-[[2-[N-[6-(1-piperidinyl)pyridin-2-yl]amino]thiazol-5-yl]thio]benzoyl]piperazine
—— Methyl-phenyl-carbamic acid 5-phenylsulfanyl-pyrazol-1-yl ester 548770-00-9 C17H15N3O2S
Methyl-phenyl-carbamic acid 5-phenylsulfanyl-pyrazol-1-yl ester
—— Methyl-phenyl-carbamic acid 2-methylsulfanyl-imidazol-1-yl ester 548767-33-5 C12H13N3O2S
Methyl-phenyl-carbamic acid 2-methylsulfanyl-imidazol-1-yl ester
—— (1R,2R,4R)-2-(1-cyanocyclopropylcarbamoyl)-4-phenylsulfanylcyclopentanecarboxylic acid ethyl ester 1258451-22-7 C19H22N2O3S
(1R,2R,4R)-2-(1-cyanocyclopropylcarbamoyl)-4-phenylsulfanylcyclopentanecarboxylic acid ethyl ester
—— 5-fluoro-2-(phenylthio)benzaldehyde 1158577-41-3 C13H9FOS
5-fluoro-2-(phenylthio)benzaldehyde
—— Methyl-phenyl-carbamic acid 2-phenylsulfanyl-imidazol-1-yl ester 548767-51-7 C17H15N3O2S
Methyl-phenyl-carbamic acid 2-phenylsulfanyl-imidazol-1-yl ester
—— 1-hydroxy-5-phenylsulfanylpyrazole 548770-01-0 C9H8N2OS
1-hydroxy-5-phenylsulfanylpyrazole
—— 4-heptylsulfanyl-phenol 41796-12-7 C13H20OS
4-heptylsulfanyl-phenol
—— 2-(ethoxycarbonylmethyl)-3-phenylthiomethyl cyclopentanone 62344-33-6 C16H20O3S
2-(ethoxycarbonylmethyl)-3-phenylthiomethyl cyclopentanone
—— 6-ethoxy-5-cyano-2-methylthio-4-thiomorpholino-pyrimidine 56035-96-2 C12H16N4OS2
6-ethoxy-5-cyano-2-methylthio-4-thiomorpholino-pyrimidine
—— 4-(6-butoxy-2-methylsulfanyl-5-nitro-pyrimidin-4-yl)-thiomorpholine 56032-59-8 C13H20N4O3S2
4-(6-butoxy-2-methylsulfanyl-5-nitro-pyrimidin-4-yl)-thiomorpholine
—— 2-(2-benzyl-1,3-dithian-2-yl)acetaldehyde 1258948-52-5 C13H16OS2
2-(2-benzyl-1,3-dithian-2-yl)acetaldehyde
—— 4,8-Dithia-spiro[2.5]octan-1-ol 78633-19-9 C6H10OS2
4,8-Dithia-spiro[2.5]octan-1-ol
—— 5-cyano-2-methylthio-6-(n-propoxy)-4-thiomorpholino-pyrimidine 56036-00-1 C13H18N4OS2
5-cyano-2-methylthio-6-(n-propoxy)-4-thiomorpholino-pyrimidine
—— <2>Thienylmercapto-essigsaeure-amid 14725-29-2 C6H7NOS2
<2>Thienylmercapto-essigsaeure-amid
—— 6-methyl-2-methylthio-3-cyanomethyl-4-pyrimidone 148291-50-3 C8H9N3OS
6-methyl-2-methylthio-3-cyanomethyl-4-pyrimidone
—— 4-(6-isopropoxy-2-methylsulfanyl-5-nitro-pyrimidin-4-yl)-thiomorpholine 56032-55-4 C12H18N4O3S2
4-(6-isopropoxy-2-methylsulfanyl-5-nitro-pyrimidin-4-yl)-thiomorpholine
—— 4-(6-butoxy-2-methylsulfanyl-5-nitro-pyrimidin-4-yl)-morpholine 56032-60-1 C13H20N4O4S
4-(6-butoxy-2-methylsulfanyl-5-nitro-pyrimidin-4-yl)-morpholine
—— 5-cyano-2-methylthio-4-morpholino-6-(n-propoxy)-pyrimidine 56035-99-5 C13H18N4O2S
5-cyano-2-methylthio-4-morpholino-6-(n-propoxy)-pyrimidine
—— 2-chloro-8-phenethylthio-4-thiomorpholino-pyrimido-[5,4-d]-pyrimidine 77748-97-1 C18H18ClN5S2
2-chloro-8-phenethylthio-4-thiomorpholino-pyrimido-[5,4-d]-pyrimidine
—— 4,6-dichloro-5-dichloromethyl-2-methylsulfanyl-pyrimidine 56032-82-7 C6H4Cl4N2S
4,6-dichloro-5-dichloromethyl-2-methylsulfanyl-pyrimidine
—— 2-chloro-4-morpholino-8-propylthio-pyrimido-[5,4-d]-pyrimidine 77748-85-7 C13H16ClN5OS
2-chloro-4-morpholino-8-propylthio-pyrimido-[5,4-d]-pyrimidine
—— 6-ethoxy-5-cyano-2-methylthio-4-morpholino-pyrimidine 56035-95-1 C12H16N4O2S
6-ethoxy-5-cyano-2-methylthio-4-morpholino-pyrimidine
—— 4-(6-isopropoxy-2-methylsulfanyl-5-nitro-pyrimidin-4-yl)-morpholine 56032-56-5 C12H18N4O4S
4-(6-isopropoxy-2-methylsulfanyl-5-nitro-pyrimidin-4-yl)-morpholine
—— 6-methyl-2-methylthio-4-cyanomethoxypyrimidine 148291-49-0 C8H9N3OS
6-methyl-2-methylthio-4-cyanomethoxypyrimidine
—— 6-ethoxy-5-cyano-2-methylthio-4-(1,1-dioxido-thiomorpholino)-pyrimidine 56035-94-0 C12H16N4O3S2
6-ethoxy-5-cyano-2-methylthio-4-(1,1-dioxido-thiomorpholino)-pyrimidine
—— methylthioketene 67730-68-1 C3H4S
methylthioketene
—— 2-chloro-8-cyclohexylthio-4-morpholino-pyrimido-[5,4-d]-pyrimidine 77748-90-4 C16H20ClN5OS
2-chloro-8-cyclohexylthio-4-morpholino-pyrimido-[5,4-d]-pyrimidine
—— 4-ethoxy-2-methylsulfanyl-6-(1-oxo-1λ<sup>4</sup>-thiomorpholin-4-yl)-pyrimidine-5-carbaldehyde 56032-84-9 C12H17N3O3S2
4-ethoxy-2-methylsulfanyl-6-(1-oxo-1λ<sup>4</sup>-thiomorpholin-4-yl)-pyrimidine-5-carbaldehyde
—— 4-(6-<i>sec</i>-butoxy-2-methylsulfanyl-5-nitro-pyrimidin-4-yl)-thiomorpholine 56032-63-4 C13H20N4O3S2
4-(6-<i>sec</i>-butoxy-2-methylsulfanyl-5-nitro-pyrimidin-4-yl)-thiomorpholine
—— 4-(6-ethoxy-2-methylsulfanyl-5-nitro-pyrimidin-4-yl)-thiomorpholine 1,1-dioxide 56032-44-1 C11H16N4O5S2
4-(6-ethoxy-2-methylsulfanyl-5-nitro-pyrimidin-4-yl)-thiomorpholine 1,1-dioxide
—— 4-ethoxy-2-methylsulfanyl-6-thiomorpholin-4-yl-pyrimidine-5-carbaldehyde 56032-83-8 C12H17N3O2S2
4-ethoxy-2-methylsulfanyl-6-thiomorpholin-4-yl-pyrimidine-5-carbaldehyde
—— 4-(2-methylsulfanyl-5-nitro-6-propoxy-pyrimidin-4-yl)-morpholine 56032-52-1 C12H18N4O4S
4-(2-methylsulfanyl-5-nitro-6-propoxy-pyrimidin-4-yl)-morpholine