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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
—— (S)-isopropyl-(methylthiocarbonyloxy)methyl 2-methylpropionate 1174524-49-2 C10H18O4S
(S)-isopropyl-(methylthiocarbonyloxy)methyl 2-methylpropionate
—— N-(2-(4-aminophenylthio)phenyl)-2-methoxybenzenesulfonamide 1391741-32-4 C19H18N2O3S2
N-(2-(4-aminophenylthio)phenyl)-2-methoxybenzenesulfonamide
—— Pseudourea, 1,3-diethyl-2-(2-(diethylamino)ethyl)-2-thio-, dihydrobromide 18144-27-9 C11H27Br2N3S
Pseudourea, 1,3-diethyl-2-(2-(diethylamino)ethyl)-2-thio-, dihydrobromide
—— dl-2-[4-(2'-carboxymethyl-4'-methylphenylthio)phenyl]propionic acid 77693-02-8 C18H18O4S
dl-2-[4-(2'-carboxymethyl-4'-methylphenylthio)phenyl]propionic acid
—— 1,4-dimethoxy-2-(p-methoxyphenylthio)benzene 259796-79-7 C15H16O3S
1,4-dimethoxy-2-(p-methoxyphenylthio)benzene
—— 3-(4-Hydroxy-butyl)-5-methyl-2-methylsulfanyl-3H-pyrimidin-4-one 190070-02-1 C10H16N2O2S
3-(4-Hydroxy-butyl)-5-methyl-2-methylsulfanyl-3H-pyrimidin-4-one
—— 4-(5-Methyl-2-methylsulfanyl-6-oxo-6H-pyrimidin-1-yl)-butyraldehyde 190070-10-1 C10H14N2O2S
4-(5-Methyl-2-methylsulfanyl-6-oxo-6H-pyrimidin-1-yl)-butyraldehyde
—— 4-(5-Methyl-2-methylsulfanyl-pyrimidin-4-yloxy)-butan-1-ol 190070-05-4 C10H16N2O2S
4-(5-Methyl-2-methylsulfanyl-pyrimidin-4-yloxy)-butan-1-ol
—— 2-amino-4-oxo-6-methyl-5-phenylsulfanylthieno[2,3-d]pyrimidine 1059126-58-7 C13H11N3OS2
2-amino-4-oxo-6-methyl-5-phenylsulfanylthieno[2,3-d]pyrimidine
—— 2-amino-5-[(2,5-dimethoxyphenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one 1059126-63-4 C15H15N3O3S2
2-amino-5-[(2,5-dimethoxyphenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one
—— 2-amino-6-methyl-5-(pyridin-4-ylsulfanyl)thieno[2,3-d]pyrimidin-4(3H)-one 1059126-71-4 C12H10N4OS2
2-amino-6-methyl-5-(pyridin-4-ylsulfanyl)thieno[2,3-d]pyrimidin-4(3H)-one
—— Hexylxanthogensaeure 6791-11-3 C7H14OS2
Hexylxanthogensaeure
—— 2-((4-aminophenyl)thio)-N-(2-methoxyphenyl)benzenesulfonamide 934670-04-9 C19H18N2O3S2
2-((4-aminophenyl)thio)-N-(2-methoxyphenyl)benzenesulfonamide
—— 2-[(1-methyl-4-nitro-5-imidazolyl)thio]-5-(1-methyl-5-nitro-2-imidazoyl)-1,3,4-thiadiazole 1070980-46-9 C10H8N8O4S2
2-[(1-methyl-4-nitro-5-imidazolyl)thio]-5-(1-methyl-5-nitro-2-imidazoyl)-1,3,4-thiadiazole
—— 2-amino-5-[(4-chlorophenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one 1059126-59-8 C13H10ClN3OS2
2-amino-5-[(4-chlorophenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one
—— 2-(5-Amino-[1,3,4]thiadiazol-2-ylsulfanylmethyl)-6-bromo-7-methyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one 180041-32-1 C9H7BrN6OS3
2-(5-Amino-[1,3,4]thiadiazol-2-ylsulfanylmethyl)-6-bromo-7-methyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— 2-amino-5-(2-carboxyallylthio)-1,3,4-thiadiazole 90982-73-3 C6H7N3O2S2
2-amino-5-(2-carboxyallylthio)-1,3,4-thiadiazole
—— (E)-5-(1-(methylthio)-2-(phenylselanyl)oct-1-enylthio)-1,3,4-thiadiazol-2-amine 1080660-87-2 C17H23N3S3Se
(E)-5-(1-(methylthio)-2-(phenylselanyl)oct-1-enylthio)-1,3,4-thiadiazol-2-amine
—— 1,2-bis((5-(methylthio)-1,3,4-thiadiazol-2-yl)thio)ethane 105784-97-2 C8H10N4S6
1,2-bis((5-(methylthio)-1,3,4-thiadiazol-2-yl)thio)ethane
—— 2,3-Epoxy-2-methoxycarbonyl-5-(phenylthiomethyl)cyclopentanone 134512-72-4 C14H14O4S
2,3-Epoxy-2-methoxycarbonyl-5-(phenylthiomethyl)cyclopentanone
—— lead n-butyl xanthate 16839-20-6 2C5H9OS2*Pb
lead n-butyl xanthate
—— 1-(2-chloroethylsulfanyl)pentane 41256-14-8 C7H15ClS
1-(2-chloroethylsulfanyl)pentane
—— Bis-(n-octylxanthogen)-disulfid 1851-69-0 C18H34O2S4
Bis-(n-octylxanthogen)-disulfid
—— (4-amino-5-benzyl-pyrimidin-2-ylsulfanyl)-acetic acid 83991-20-2 C13H13N3O2S
(4-amino-5-benzyl-pyrimidin-2-ylsulfanyl)-acetic acid
—— p-tolyl-3,5-O-(di-tert-butylsilylene)-1-thio-2-deoxy-β-D-ribofuranoside 1402737-63-6 C20H32O3SSi
p-tolyl-3,5-O-(di-tert-butylsilylene)-1-thio-2-deoxy-β-D-ribofuranoside
—— di-(5-methylthio-1,3,4-thiadiazol-2-ylthio)methane 91021-38-4 C7H8N4S6
di-(5-methylthio-1,3,4-thiadiazol-2-ylthio)methane
—— 6,7-Dichloro-2-isopropyl-3-(5-methylsulfanyl-1,3,4-thiadiazol-2-ylsulfanyl)-quinoxaline 281208-82-0 C14H12Cl2N4S3
6,7-Dichloro-2-isopropyl-3-(5-methylsulfanyl-1,3,4-thiadiazol-2-ylsulfanyl)-quinoxaline
—— 3-oxa-1,5-bis<(2-(methylthio)-1,3,4-thiadiazol-5-yl)thio>pentane 108365-57-7 C10H14N4OS6
3-oxa-1,5-bis<(2-(methylthio)-1,3,4-thiadiazol-5-yl)thio>pentane
—— <<2-(methylthio)-1,3,4-thiadiazol-5-yl>thio><5-(methylthio)-2-thioxo-1,3,4-thiadiazolin-3-yl>methane 105785-04-4 C7H8N4S6
<<2-(methylthio)-1,3,4-thiadiazol-5-yl>thio><5-(methylthio)-2-thioxo-1,3,4-thiadiazolin-3-yl>methane
—— 2-p-Tolylsulfanyl-propionamide 104895-29-6 C10H13NOS
2-p-Tolylsulfanyl-propionamide
—— 1-[2-(trimethylsilyl)ethoxymethyl]-2-phenylsulfanyl-5-ethenyl-1H-imidazole 460990-44-7 C17H24N2OSSi
1-[2-(trimethylsilyl)ethoxymethyl]-2-phenylsulfanyl-5-ethenyl-1H-imidazole
—— 2-Phenylsulfanyl-3H-imidazole-4-carbaldehyde 118004-66-3 C10H8N2OS
2-Phenylsulfanyl-3H-imidazole-4-carbaldehyde
—— 5-{(1-hydroxy)-[1-(4-methoxyphenyl)methyl]}-2-phenylthio-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazole 546113-15-9 C23H30N2O3SSi
5-{(1-hydroxy)-[1-(4-methoxyphenyl)methyl]}-2-phenylthio-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazole
—— 5-(4-methoxybenzyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-2-phenylthio-1H-imidazole 546113-16-0 C23H30N2O2SSi
5-(4-methoxybenzyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-2-phenylthio-1H-imidazole
—— 2-amino-6-(benzothiazol-2-ylsulfanyl)-4-thiophen-2-yl-4H-chromene-3-carbonitrile 1257314-49-0 C21H13N3OS3
2-amino-6-(benzothiazol-2-ylsulfanyl)-4-thiophen-2-yl-4H-chromene-3-carbonitrile
—— 2-phenylthio-3-methylpyridine 19520-22-0 C12H11NS
2-phenylthio-3-methylpyridine
—— 2-amino-6-(benzothiazol-2ylsulfanyl)-4-naphthalen-2-yl-4H-chromene-3-carbonitrile 1257314-53-6 C27H17N3OS2
2-amino-6-(benzothiazol-2ylsulfanyl)-4-naphthalen-2-yl-4H-chromene-3-carbonitrile
—— 2-amino-6-(benzothiazol-2-ylsulfanyl)-4-(benzo[1,3]dioxolyl)-4H-chromene-3-carbonitrile 1257314-55-8 C24H15N3O3S2
2-amino-6-(benzothiazol-2-ylsulfanyl)-4-(benzo[1,3]dioxolyl)-4H-chromene-3-carbonitrile
—— 2-(4-Fluoro-phenylsulfanyl)-propionamide 104864-55-3 C9H10FNOS
2-(4-Fluoro-phenylsulfanyl)-propionamide
—— 2-(4-Bromo-phenylsulfanyl)-propionamide 104864-54-2 C9H10BrNOS
2-(4-Bromo-phenylsulfanyl)-propionamide
—— 2-(3-Phenyl-thiazolo[5,4-e][1,2,4]triazin-6-ylsulfanyl)-propionamide 112394-66-8 C13H11N5OS2
2-(3-Phenyl-thiazolo[5,4-e][1,2,4]triazin-6-ylsulfanyl)-propionamide
—— 2-(4-Chloro-phenylsulfanyl)-propionamide 18527-13-4 C9H10ClNOS
2-(4-Chloro-phenylsulfanyl)-propionamide
—— Prop-di-yl-(1.3)-bis-(ethyl-sulfon) 89979-50-0 C7H16O4S2
Prop-di-yl-(1.3)-bis-(ethyl-sulfon)
—— 2-(methylthio)-5-[(trimethylsilyl)ethynyl]pyrimidine 873331-68-1 C10H14N2SSi
2-(methylthio)-5-[(trimethylsilyl)ethynyl]pyrimidine
—— 5-(3,5-dimethylphenylthio)-4-isopropyl-1-methyl-1H-imidazole-2-carbaldehyde 178978-95-5 C16H20N2OS
5-(3,5-dimethylphenylthio)-4-isopropyl-1-methyl-1H-imidazole-2-carbaldehyde
—— 6-methyl-2-methylthiothiazolo[4,5-b]pyridine 488738-58-5 C8H8N2S2
6-methyl-2-methylthiothiazolo[4,5-b]pyridine
—— <i>trans</i>-ethene-1,2-dithiol 65167-78-4 C2H4S2
<i>trans</i>-ethene-1,2-dithiol
—— 2-Amino-3,5-dicyan-6-methylthio-pyridin 98437-13-9 C8H6N4S
2-Amino-3,5-dicyan-6-methylthio-pyridin
—— (2-propylsulfanyl-pyrimidin-4-yl)-hydrazine 1351990-35-6 C7H12N4S
(2-propylsulfanyl-pyrimidin-4-yl)-hydrazine
—— S-(2-Formyloxyaethyl)-isothioharnstoff 91130-11-9 C4H8N2O2S
S-(2-Formyloxyaethyl)-isothioharnstoff