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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-bromo-2-nitrophenyl)(phenyl)sulfane 33358-33-7 C12H8BrNO2S
(4-bromo-2-nitrophenyl)(phenyl)sulfane
—— N-methyl-2-(4-bromo-2-nitrophenylthio)benzamide 334632-65-4 C14H11BrN2O3S
N-methyl-2-(4-bromo-2-nitrophenylthio)benzamide
—— <i>N</i>-(1-cyano-ethyl)-<i>N</i>'-methyl-thiourea 409314-78-9 C5H9N3S
<i>N</i>-(1-cyano-ethyl)-<i>N</i>'-methyl-thiourea
—— 3-chloro-4-dimethylcarbamoylthio-phenylacetic acid methyl ester 91361-78-3 C12H14ClNO3S
3-chloro-4-dimethylcarbamoylthio-phenylacetic acid methyl ester
—— bis<2-<4-methyl(thiophenoxy)>benzyl> oxalate 120454-39-9 C30H26O4S2
bis<2-<4-methyl(thiophenoxy)>benzyl> oxalate
—— methyl 3-chloro-4-(3-bromopropylthio)-phenylacetate 194792-52-4 C12H14BrClO2S
methyl 3-chloro-4-(3-bromopropylthio)-phenylacetate
—— dodecyldimethylsulfonium chloride 41580-87-4 C14H31S*Cl
dodecyldimethylsulfonium chloride
—— adamantylideneadamantanethiirane 1-oxide 62281-76-9 C20H28OS
adamantylideneadamantanethiirane 1-oxide
—— 11-benzenesulfanyl-drim-7-ene 155191-62-1 C21H30S
11-benzenesulfanyl-drim-7-ene
—— 1-ethoxy-2,2-bismethylsulphonylethane 115373-71-2 C6H14O5S2
1-ethoxy-2,2-bismethylsulphonylethane
—— (R)-(+)-2,2-dimethyl-6-methylene-1-[1'-(phenylthio)methyl]cyclohexane 502763-41-9 C16H22S
(R)-(+)-2,2-dimethyl-6-methylene-1-[1'-(phenylthio)methyl]cyclohexane
—— 2-benzylthio-5-trifluoromethylpyrimidine 94447-84-4 C12H9F3N2S
2-benzylthio-5-trifluoromethylpyrimidine
—— (8S,10R)-10-phenylthio-1,4-dioxaspiro[4.5]dec-6-en-8-ol 697741-18-7 C14H16O3S
(8S,10R)-10-phenylthio-1,4-dioxaspiro[4.5]dec-6-en-8-ol
—— deuterioisothiocyanic acid 141312-03-0 CHNS
deuterioisothiocyanic acid
—— ethyl 2-(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthylthio)-5-thiazolecarboxylate 190596-60-2 C21H27NO2S2
ethyl 2-(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthylthio)-5-thiazolecarboxylate
—— 4-methyl-5-phenylthiomethyl-1,2,3-thiadiazole 205131-55-1 C10H10N2S2
4-methyl-5-phenylthiomethyl-1,2,3-thiadiazole
—— 5-ethylsulfanyl-[1,2,3]thiadiazole-4-carboxylic acid ethyl ester 64837-50-9 C7H10N2O2S2
5-ethylsulfanyl-[1,2,3]thiadiazole-4-carboxylic acid ethyl ester
—— 5-(1-amino-4-ethoxycarbonyl-1,2,3-triazol-5-yl)mercapto-4-ethoxycarbonyl-1,2,3-thiadiazole 127098-23-1 C10H12N6O4S2
5-(1-amino-4-ethoxycarbonyl-1,2,3-triazol-5-yl)mercapto-4-ethoxycarbonyl-1,2,3-thiadiazole
—— 2,6-di(4-methoxyphenylthio)pyridine 1263672-74-7 C19H17NO2S2
2,6-di(4-methoxyphenylthio)pyridine
—— 3-carboxymethylsulfanyl-5-(4,6-dimethyl-2-pyrimidinylsulfanyl)methyl-1,2,4-triazole 497059-84-4 C11H13N5O2S2
3-carboxymethylsulfanyl-5-(4,6-dimethyl-2-pyrimidinylsulfanyl)methyl-1,2,4-triazole
—— 1-adamantylthioacetic acid amide 56432-91-8 C12H19NS
1-adamantylthioacetic acid amide
—— diallyl-N-(prop-2-ynyl) dithiocarbonimidate 1315267-98-1 C10H13NS2
diallyl-N-(prop-2-ynyl) dithiocarbonimidate
—— 6-chloro-4-methoxy-2-methylsulfanylpyrimidine-5-carbaldehyde 308110-95-4 C7H7ClN2O2S
6-chloro-4-methoxy-2-methylsulfanylpyrimidine-5-carbaldehyde
—— 5-(4,6-dimethyl-2-pyrimidinylsulfanyl)methyl-1,2,4-triazole-3-thione 347344-48-3 C9H11N5S2
5-(4,6-dimethyl-2-pyrimidinylsulfanyl)methyl-1,2,4-triazole-3-thione
—— 2-(2-Phenylethylidene)-1,3-benzodithiole 161091-65-2 C15H12S2
2-(2-Phenylethylidene)-1,3-benzodithiole
—— 3-(t-butyldiphenylsiloxy)-1-(phenylsulfanyl)propene 1164274-71-8 C25H28OSSi
3-(t-butyldiphenylsiloxy)-1-(phenylsulfanyl)propene
—— N,N-dimethyl-2-<(6'-methyl-4'-thien-2''-ylpyrimidin-2'-yl)thio>ethylamine 109628-21-9 C13H17N3S2
N,N-dimethyl-2-<(6'-methyl-4'-thien-2''-ylpyrimidin-2'-yl)thio>ethylamine
—— 4-methoxy-2-(phenylthio)phenol 59010-80-9 C13H12O2S
4-methoxy-2-(phenylthio)phenol
—— 2-(allylthio)propionyl chloride 53234-73-4 C6H9ClOS
2-(allylthio)propionyl chloride
—— bis-(2,2-dichlorotrifluoroethyl) disulfide 83353-93-9 C4Cl4F6S2
bis-(2,2-dichlorotrifluoroethyl) disulfide
—— butyl 4-phenylthiopent-2-enoate 88088-00-0 C15H20O2S
butyl 4-phenylthiopent-2-enoate
—— 3-trifluoromethyl-7,8,9,9a-tetrahydro-6<i>H</i>-benzo[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine 60060-21-1 C9H9F3N4S
3-trifluoromethyl-7,8,9,9a-tetrahydro-6<i>H</i>-benzo[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine
—— butyl 4-phenylthiopent-2-enoate 88087-86-9 C15H20O2S
butyl 4-phenylthiopent-2-enoate
—— butyl 2-methyl-4-phenylthiopent-3-enoate 88088-02-2 C16H22O2S
butyl 2-methyl-4-phenylthiopent-3-enoate
—— butyl 2,2-diethyl-4-phenylthiopent-3-enoate 88088-08-8 C19H28O2S
butyl 2,2-diethyl-4-phenylthiopent-3-enoate
—— butyl 2,2-dimethyl-4-phenylthiopent-3-enoate 88088-06-6 C17H24O2S
butyl 2,2-dimethyl-4-phenylthiopent-3-enoate
—— 5-methyl-4-(phenylthio)-4,5-dihydrofuran-2(3H)-one 61452-41-3 C11H12O2S
5-methyl-4-(phenylthio)-4,5-dihydrofuran-2(3H)-one
—— butyl 4-phenylthio-2,2-dipropylpent-3-enoate 88088-09-9 C21H32O2S
butyl 4-phenylthio-2,2-dipropylpent-3-enoate
—— 3-methyl-7,8,9,9a-tetrahydro-6<i>H</i>-benzo[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine 60060-20-0 C9H12N4S
3-methyl-7,8,9,9a-tetrahydro-6<i>H</i>-benzo[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine
—— 3-methoxymethyl-7,8,9,9a-tetrahydro-6<i>H</i>-benzo[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine 60060-18-6 C10H14N4OS
3-methoxymethyl-7,8,9,9a-tetrahydro-6<i>H</i>-benzo[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine
—— 3-ethyl-7,8,9,9a-tetrahydro-6<i>H</i>-benzo[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine 60060-22-2 C10H14N4S
3-ethyl-7,8,9,9a-tetrahydro-6<i>H</i>-benzo[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine
—— 3-(2-ethoxy-ethyl)-7,8,9,9a-tetrahydro-6<i>H</i>-benzo[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine 60060-27-7 C12H18N4OS
3-(2-ethoxy-ethyl)-7,8,9,9a-tetrahydro-6<i>H</i>-benzo[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine
—— tert-butyl (2-((5-(hydroxymethyl)-2-(methylthio) pyrimidin-4-yl)amino)ethyl)carbamate 1189532-28-2 C13H22N4O3S
tert-butyl (2-((5-(hydroxymethyl)-2-(methylthio) pyrimidin-4-yl)amino)ethyl)carbamate
—— 3-propyl-7,8,9,9a-tetrahydro-6<i>H</i>-benzo[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine 60060-24-4 C11H16N4S
3-propyl-7,8,9,9a-tetrahydro-6<i>H</i>-benzo[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine
—— 7,8,9,9a-tetrahydro-6<i>H</i>-benzo[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine 60060-19-7 C8H10N4S
7,8,9,9a-tetrahydro-6<i>H</i>-benzo[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine
—— 3-ethoxymethyl-7,8,9,9a-tetrahydro-6<i>H</i>-benzo[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine 60060-25-5 C11H16N4OS
3-ethoxymethyl-7,8,9,9a-tetrahydro-6<i>H</i>-benzo[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine
—— 3-tridecyl-7,8,9,9a-tetrahydro-6<i>H</i>-benzo[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine 60246-39-1 C21H36N4S
3-tridecyl-7,8,9,9a-tetrahydro-6<i>H</i>-benzo[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine
—— 3-heptyl-7,8,9,9a-tetrahydro-6<i>H</i>-benzo[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine 60246-38-0 C15H24N4S
3-heptyl-7,8,9,9a-tetrahydro-6<i>H</i>-benzo[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine
—— 3-cyclopropyl-7,8,9,9a-tetrahydro-6<i>H</i>-benzo[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine 60060-23-3 C11H14N4S
3-cyclopropyl-7,8,9,9a-tetrahydro-6<i>H</i>-benzo[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine
—— 3,5-bis(ethylthio)-4-pyridinecarbonitrile 183679-39-2 C10H12N2S2
3,5-bis(ethylthio)-4-pyridinecarbonitrile