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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
—— 4-phenylazo-5-methylthio-3-phenylisoxazole 74099-12-0 C16H13N3OS
4-phenylazo-5-methylthio-3-phenylisoxazole
—— phenyl 3,5-bis[O-(t-butyldimethylsilyl)]-2-deoxy-1-thio-D-erythro-pentofuranoside 174289-74-8 C23H42O3SSi2
phenyl 3,5-bis[O-(t-butyldimethylsilyl)]-2-deoxy-1-thio-D-erythro-pentofuranoside
—— tert-butyl-diphenyl-[[(2S)-5-phenylsulfanyl-2,5-dihydrofuran-2-yl]methoxy]silane 190725-04-3 C27H30O2SSi
tert-butyl-diphenyl-[[(2S)-5-phenylsulfanyl-2,5-dihydrofuran-2-yl]methoxy]silane
—— 1-cycloheptyl-3-phenylthio-1-propanone 70910-89-3 C16H22OS
1-cycloheptyl-3-phenylthio-1-propanone
—— (3aα,6aα)-tetrahydro-2,2-dimethylspiro<cyclopenta<1,3>dioxole-5,2'-<1,3>dithiane> 135598-36-6 C11H18O2S2
(3aα,6aα)-tetrahydro-2,2-dimethylspiro<cyclopenta<1,3>dioxole-5,2'-<1,3>dithiane>
—— 2-Amino-3-methylthio-6-t-butyl-5-oxo-2,5-dihydro-1,2,4-triazine 81941-69-7 C8H14N4OS
2-Amino-3-methylthio-6-t-butyl-5-oxo-2,5-dihydro-1,2,4-triazine
—— tert-butyl-dimethyl-[[(2S)-5-phenylsulfanyl-2,5-dihydrofuran-2-yl]methoxy]silane 190725-03-2 C17H26O2SSi
tert-butyl-dimethyl-[[(2S)-5-phenylsulfanyl-2,5-dihydrofuran-2-yl]methoxy]silane
—— 6-(2-chlorophenyl)-4-(methylthio)-2-oxo-2H-pyran-3-carbonitrile 215729-53-6 C13H8ClNO2S
6-(2-chlorophenyl)-4-(methylthio)-2-oxo-2H-pyran-3-carbonitrile
—— 2-Ethylthio-5-methylfuran 4218-15-9 C7H10OS
2-Ethylthio-5-methylfuran
—— ethyl 1-ethyl-2-oxo-3-phenylthiocyclohexanecarboxylate 89816-95-5 C17H22O3S
ethyl 1-ethyl-2-oxo-3-phenylthiocyclohexanecarboxylate
—— Allyl-[1-dimethylamino-meth-(Z)-ylidene]-sulfonium 89524-41-4 C6H12NS
Allyl-[1-dimethylamino-meth-(Z)-ylidene]-sulfonium
—— 1-methyl-4-<2-(4-chlorphenylthio)benzoyl>piperazine 93288-93-8 C18H19ClN2OS
1-methyl-4-<2-(4-chlorphenylthio)benzoyl>piperazine
—— Prop-2-en-1-yl ethanimidothioate 89524-39-0 C5H9NS
Prop-2-en-1-yl ethanimidothioate
—— 5-Methyl-2-[(4-methylphenyl)sulfanyl]cyclohexan-1-one 89816-72-8 C14H18OS
5-Methyl-2-[(4-methylphenyl)sulfanyl]cyclohexan-1-one
—— bis<methoxy(thiocarbonyl)>tetrasulfane 74568-23-3 C4H6O2S6
bis<methoxy(thiocarbonyl)>tetrasulfane
—— 3-Bromo-2-(bromomethylsulfonyl)octane 86823-70-3 C9H18Br2O2S
3-Bromo-2-(bromomethylsulfonyl)octane
—— Ethyl methyl tetrasulfane-1,4-dicarboxylate 88766-55-6 C5H8O4S4
Ethyl methyl tetrasulfane-1,4-dicarboxylate
—— all-cis-12-Methylthio-1,3,6,9-dodecatetraen 115465-56-0 C13H20S
all-cis-12-Methylthio-1,3,6,9-dodecatetraen
—— 5-acetyl-4-[(5-mercapto-1,3,4-oxadiazol-2-yl)methyl]thio-6-methyl-2-[(E)-2-(2-thienyl)vinyl]pyrimidine 1094816-83-7 C16H14N4O2S3
5-acetyl-4-[(5-mercapto-1,3,4-oxadiazol-2-yl)methyl]thio-6-methyl-2-[(E)-2-(2-thienyl)vinyl]pyrimidine
—— 1-Propenyl triflone 61795-20-8 C4H5F3O2S
1-Propenyl triflone
—— 2-(5,6-Dihydro-4H-cyclopenta[1,3]dithiol-2-ylidene)-benzo[1,3]dithiole 90703-79-0 C13H10S4
2-(5,6-Dihydro-4H-cyclopenta[1,3]dithiol-2-ylidene)-benzo[1,3]dithiole
—— 1-Methyl-4-(2-(4-methylphenylthio)benzoyl)piperazine hydrogen maleate 93288-92-7 C23H26N2O5S
1-Methyl-4-(2-(4-methylphenylthio)benzoyl)piperazine hydrogen maleate
—— 2-Nitro-4-phenylthio-chlorbenzol 92114-68-6 C12H8ClNO2S
2-Nitro-4-phenylthio-chlorbenzol
—— 1-Methyl-4-(2-(2-methylphenylthio)benzoyl)piperazine hydrogen maleate 93288-90-5 C23H26N2O5S
1-Methyl-4-(2-(2-methylphenylthio)benzoyl)piperazine hydrogen maleate
—— 1-(2-(4-Chloro-2-(1-hydroxyethyl)phenylthio)benzoyl)-4-methylpiperazine hydrogen maleate 93289-07-7 C24H27ClN2O6S
1-(2-(4-Chloro-2-(1-hydroxyethyl)phenylthio)benzoyl)-4-methylpiperazine hydrogen maleate
—— 1-phenylthio-1-trimethylsilylundecane 87505-44-0 C20H36SSi
1-phenylthio-1-trimethylsilylundecane
—— 2-ethylsulfanyl-5-methyl-pyrimidin-4-ylamine 54410-87-6 C7H11N3S
2-ethylsulfanyl-5-methyl-pyrimidin-4-ylamine
—— (1R,2R)-2-Phenylsulfanyl-cyclopent-3-enol 77520-12-8 C11H12OS
(1R,2R)-2-Phenylsulfanyl-cyclopent-3-enol
—— 4-amino-2-(methylthio)pyrimidine-5-carbothioamide 55441-41-3 C6H8N4S2
4-amino-2-(methylthio)pyrimidine-5-carbothioamide
—— 1-(2-(4-Chlorophenylthio)benzoyl)-4-methylpiperazine hydrogen maleate 93288-94-9 C22H23ClN2O5S
1-(2-(4-Chlorophenylthio)benzoyl)-4-methylpiperazine hydrogen maleate
—— S-n-octylisothiourea 34316-89-7 C9H20N2S
S-n-octylisothiourea
—— bis-octylmercapto-[1,3,4]thiadiazole 96521-01-6 C18H34N2S3
bis-octylmercapto-[1,3,4]thiadiazole
—— acetoxymethyl vinyl sulfide 137501-50-9 C5H8O2S
acetoxymethyl vinyl sulfide
—— (3-Phenyl-4-p-tolylazo-isoxazol-5-ylsulfanyl)-acetic acid ethyl ester 91816-20-5 C20H19N3O3S
(3-Phenyl-4-p-tolylazo-isoxazol-5-ylsulfanyl)-acetic acid ethyl ester
—— 1-Methyl-4-(2-(phenylthio)benzoyl)piperazine hydrogen maleate 93288-88-1 C22H24N2O5S
1-Methyl-4-(2-(phenylthio)benzoyl)piperazine hydrogen maleate
—— (5-Methylsulfanyl-3-phenyl-isoxazol-4-yl)-p-tolyl-diazene 91816-13-6 C17H15N3OS
(5-Methylsulfanyl-3-phenyl-isoxazol-4-yl)-p-tolyl-diazene
—— Ethyl 2-[(3-phenyl-4-phenyldiazenyl-1,2-oxazol-5-yl)sulfanyl]acetate 91816-19-2 C19H17N3O3S
Ethyl 2-[(3-phenyl-4-phenyldiazenyl-1,2-oxazol-5-yl)sulfanyl]acetate
—— 2,2-diethyl-5-{4-(methylthio)phenyl}-3(2H)-furanone 301699-14-9 C15H18O2S
2,2-diethyl-5-{4-(methylthio)phenyl}-3(2H)-furanone
—— 1-(3-Methyl-1-phenylsulfanyl-buta-1,2-dienyl)-cyclohexanol 92616-90-5 C17H22OS
1-(3-Methyl-1-phenylsulfanyl-buta-1,2-dienyl)-cyclohexanol
—— 3-[(4-chlorophenyl)sulfanyl]propan-1-amine 104864-09-7 C9H12ClNS
3-[(4-chlorophenyl)sulfanyl]propan-1-amine
—— N-{3-(benzylidene-hydrazinocarbonylmethylsulfanyl)-5-[2-(2-chloro-acetylamino)-4,5,6,7-tetrahydro-benzo[b]thiophen-3-ylmethyl]-[1,2,4]triazol-4-yl}-benzamide 1310547-59-1 C29H28ClN7O3S2
N-{3-(benzylidene-hydrazinocarbonylmethylsulfanyl)-5-[2-(2-chloro-acetylamino)-4,5,6,7-tetrahydro-benzo[b]thiophen-3-ylmethyl]-[1,2,4]triazol-4-yl}-benzamide
—— 2-[3-(caprylamino)propylthio]pyridine 155965-46-1 C18H30N2OS
2-[3-(caprylamino)propylthio]pyridine
—— N-{3-[4-acetylamino-5-(benzylidene-hydrazinocarbonylmethylsulfanyl)-4H-[1,2,4] triazol-3-ylmethyl]-4,5,6,7-tetrahydro-benzo[b]thiophen-2-yl}-2-chloro-acetamide 1310547-63-7 C24H26ClN7O3S2
N-{3-[4-acetylamino-5-(benzylidene-hydrazinocarbonylmethylsulfanyl)-4H-[1,2,4] triazol-3-ylmethyl]-4,5,6,7-tetrahydro-benzo[b]thiophen-2-yl}-2-chloro-acetamide
—— N6-(3-(4-chlorophenylthio)propyl)-2,2-dimethyl-1,2-dihydro-1,3,5-triazine-4,6-diamine hydrochloride 1310538-16-9 C14H20ClN5S*ClH
N6-(3-(4-chlorophenylthio)propyl)-2,2-dimethyl-1,2-dihydro-1,3,5-triazine-4,6-diamine hydrochloride
—— 5-(2-phenylsulfanylphenyl)-3H-1,3,4-oxadiazole-2-thione 945031-07-2 C14H10N2OS2
5-(2-phenylsulfanylphenyl)-3H-1,3,4-oxadiazole-2-thione
—— (R)-decyl methyl sulfoxide 211501-62-1 C11H24OS
(R)-decyl methyl sulfoxide
—— 1-(Benzenesulfonyl)-3-(4-methylphenyl)sulfanylindole 170499-47-5 C21H17NO2S2
1-(Benzenesulfonyl)-3-(4-methylphenyl)sulfanylindole
—— 1-[4-(Phenylsulfanyl)but-3-yn-1-yl]pyrrolidine-2,5-dione 73711-01-0 C14H13NO2S
1-[4-(Phenylsulfanyl)but-3-yn-1-yl]pyrrolidine-2,5-dione
—— 1-Phenylseleno-1-phenylthiocyclohexan 64042-29-1 C18H20SSe
1-Phenylseleno-1-phenylthiocyclohexan
—— N-{2-[3-(Methylsulfanyl)phenyl]ethyl}methanimine 90265-78-4 C10H13NS
N-{2-[3-(Methylsulfanyl)phenyl]ethyl}methanimine