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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
—— 1,2-hexene oxide —— C13H20OS
1,2-hexene oxide
—— 1,2-hexene oxide —— C12H17ClOS
1,2-hexene oxide
—— 1-cyano-1-thiophenyl-2,2-bis(thio-3'-chloroallyl)ethylene —— C15H9Cl2NS3
1-cyano-1-thiophenyl-2,2-bis(thio-3'-chloroallyl)ethylene
—— 2-[2-(1-adamantyl)-1,3,4-oxadiazol-5-ylthio]acetic acid —— C14H18N2O3S
2-[2-(1-adamantyl)-1,3,4-oxadiazol-5-ylthio]acetic acid
—— bis((E)-1-chloro-1-propen-3-yl) disulfide —— C6H8Cl2S2
bis((E)-1-chloro-1-propen-3-yl) disulfide
—— [1,2,4]thiadiazole-3,5-diyldimercapto-di-acetic acid —— C6H6N2O4S3
[1,2,4]thiadiazole-3,5-diyldimercapto-di-acetic acid
—— nitro-4-sulfinylbenzoic acid —— C7H5NO5S
nitro-4-sulfinylbenzoic acid
—— p-tolyl(4-(trifluoromethyl)phenyl)sulfane —— C14H11F3S
p-tolyl(4-(trifluoromethyl)phenyl)sulfane
—— N-methoxy-N-methyl-2-(p-tolylthio)acetamide —— C11H15NO2S
N-methoxy-N-methyl-2-(p-tolylthio)acetamide
—— 3-formyl-6-methoxyphenyl 4-tolyl sulfide —— C15H14O2S
3-formyl-6-methoxyphenyl 4-tolyl sulfide
—— 6-chloro-3-chloromethyl-7-methyl-2,3-dihydro-1,4,2-benzodithiazine 1,1-dioxide —— C9H9Cl2NO2S2
6-chloro-3-chloromethyl-7-methyl-2,3-dihydro-1,4,2-benzodithiazine 1,1-dioxide
—— 3,4-dimethoxyphenyl 4-tolyl sulfide —— C15H16O2S
3,4-dimethoxyphenyl 4-tolyl sulfide
—— 2-methyl-3-oxo-2-phenyl-5,7-bis(p-tolylsulphanyl)indoline —— C29H25NOS2
2-methyl-3-oxo-2-phenyl-5,7-bis(p-tolylsulphanyl)indoline
—— dihexyl thiourea —— C13H28N2S
dihexyl thiourea
—— 1,2-bis-[6-phenyl-1,2,4-triazolo[3,4-b][1,3,4]thiadiazin-3-yl]ethan-1-ol —— C22H18N8OS2
1,2-bis-[6-phenyl-1,2,4-triazolo[3,4-b][1,3,4]thiadiazin-3-yl]ethan-1-ol
—— <i>N</i>,<i>N</i>'-bis-(2,2-diethoxy-ethyl)-thiourea —— C13H28N2O4S
<i>N</i>,<i>N</i>'-bis-(2,2-diethoxy-ethyl)-thiourea
—— 3-cyanobicyclo[1.1.1]pentan-1-ylthiourea —— C7H9N3S
3-cyanobicyclo[1.1.1]pentan-1-ylthiourea
—— 5-acetyl-6-methylsulfanyl-2-phenylpyrimidine-4(3H)-thione —— C13H12N2OS2
5-acetyl-6-methylsulfanyl-2-phenylpyrimidine-4(3H)-thione
—— 2-(methylthio)imidazo[2,1-b][1,3,4]thiadiazole-6-carbonyl chloride —— C6H4ClN3OS2
2-(methylthio)imidazo[2,1-b][1,3,4]thiadiazole-6-carbonyl chloride
—— 2-(methylthio)imidazo[2,1-b][1,3,4]thiadiazole-6-carboxylic acid —— C6H5N3O2S2
2-(methylthio)imidazo[2,1-b][1,3,4]thiadiazole-6-carboxylic acid
—— 3-(2,4,5,6-tetrahydrocyclopenta[c]pyrazol-3-yl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine —— C10H10N6S
3-(2,4,5,6-tetrahydrocyclopenta[c]pyrazol-3-yl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— 11-phenyl-11H-dibenzo[b,f][1,4]dithiepin —— C19H14S2
11-phenyl-11H-dibenzo[b,f][1,4]dithiepin
—— 2,2-dimethyl-1-[2-(2-sulfanylphenylsulfanyl)phenyl]-1-propanol —— C17H20OS2
2,2-dimethyl-1-[2-(2-sulfanylphenylsulfanyl)phenyl]-1-propanol
—— 2-(4-aminophenylsulfinyl)diphenyl sulfide —— C18H15NOS2
2-(4-aminophenylsulfinyl)diphenyl sulfide
—— N,N-di[3-[2-(4-anisylthio)phenylthio]]phenyl-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane —— C50H54N2O6S4
N,N-di[3-[2-(4-anisylthio)phenylthio]]phenyl-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane
—— 2-(4-anisylthio)-3'-(N,N-diisopropylamino)diphenyl sulfide —— C25H29NOS2
2-(4-anisylthio)-3'-(N,N-diisopropylamino)diphenyl sulfide
—— 2-<4-(N-methylacetamido)phenylsulfinyl>diphenyl sulfide —— C21H19NO2S2
2-<4-(N-methylacetamido)phenylsulfinyl>diphenyl sulfide
—— 2-(4-anisylthio)-3'-(diethylamino)diphenyl sulfide —— C23H25NOS2
2-(4-anisylthio)-3'-(diethylamino)diphenyl sulfide
—— 2-(4-anisylthio)-2'-(diethylamino)diphenyl sulfide —— C23H25NOS2
2-(4-anisylthio)-2'-(diethylamino)diphenyl sulfide
—— 2-(4-anisylsulfinyl)diphenyl sulfide —— C19H16O2S2
2-(4-anisylsulfinyl)diphenyl sulfide
—— 4-(N,N'-di(4-methylphenyl))guanidino-3,5-bis(methylthio)<1,2,4>triazole —— C19H22N6S2
4-(N,N'-di(4-methylphenyl))guanidino-3,5-bis(methylthio)<1,2,4>triazole
—— 5-(2,2-dimethyl-1,3-dioxolane-4-yl)methoxy-3-benzylthio-1,2,4-thiadiazole —— C15H18N2O3S2
5-(2,2-dimethyl-1,3-dioxolane-4-yl)methoxy-3-benzylthio-1,2,4-thiadiazole
—— 5-(2,2-dimethyl-1,3-dioxolane-4-yl)methoxy-3-(4-chlorobenzyl)thio-1,2,4-thiadiazole —— C15H17ClN2O3S2
5-(2,2-dimethyl-1,3-dioxolane-4-yl)methoxy-3-(4-chlorobenzyl)thio-1,2,4-thiadiazole
—— 5-(2,2-dimethyl-1,3-dioxolane-4-yl)methoxy-3-(4-methylbenzyl)thio-1,2,4-thiadiazole —— C16H20N2O3S2
5-(2,2-dimethyl-1,3-dioxolane-4-yl)methoxy-3-(4-methylbenzyl)thio-1,2,4-thiadiazole
—— 5-(2,2-dimethyl-1,3-dioxolane-4-yl)methoxy-3-(3-chlorobenzyl)thio-1,2,4-thiadiazole —— C15H17ClN2O3S2
5-(2,2-dimethyl-1,3-dioxolane-4-yl)methoxy-3-(3-chlorobenzyl)thio-1,2,4-thiadiazole
—— 5-(2,2-dimethyl-1,3-dioxolane-4-yl)methoxy-3-benzyloxymethylthio-1,2,4-thiadiazole —— C16H20N2O4S2
5-(2,2-dimethyl-1,3-dioxolane-4-yl)methoxy-3-benzyloxymethylthio-1,2,4-thiadiazole
—— 5-(2,2-dimethyl-1,3-dioxolane-4-yl)methoxy-3-ethylthio-1,2,4-thiadiazole —— C10H16N2O3S2
5-(2,2-dimethyl-1,3-dioxolane-4-yl)methoxy-3-ethylthio-1,2,4-thiadiazole
—— 5-(2,2-dimethyl-1,3-dioxolane-4-yl)methoxy-3-ethoxymethylthio-1,2,4-thiadiazole —— C11H18N2O4S2
5-(2,2-dimethyl-1,3-dioxolane-4-yl)methoxy-3-ethoxymethylthio-1,2,4-thiadiazole
—— 5-(2,2-dimethyl-1,3-dioxolane-4-yl)methoxy-3-methylthio-1,2,4-thiadiazole —— C9H14N2O3S2
5-(2,2-dimethyl-1,3-dioxolane-4-yl)methoxy-3-methylthio-1,2,4-thiadiazole
—— 1,1,3,3-Tetramethyl-6-phenyl-5-oxa-8-thiaspiro[3,4]oct-6-en-2-on —— C16H18O2S
1,1,3,3-Tetramethyl-6-phenyl-5-oxa-8-thiaspiro[3,4]oct-6-en-2-on
—— 1-hydroxymethyl-[1,3]diazetidine-2-thione —— C3H6N2OS
1-hydroxymethyl-[1,3]diazetidine-2-thione
—— 5-Phenylspiro(1,3-oxathiol-2,2'-tricyclo[3.3.1.1<sup>3,7</sup>]decan) —— C18H20OS
5-Phenylspiro(1,3-oxathiol-2,2'-tricyclo[3.3.1.1<sup>3,7</sup>]decan)
—— (E)-3-(methylsulfonyl)-2-propenoic acid —— C4H6O4S
(E)-3-(methylsulfonyl)-2-propenoic acid
—— 2-(methylsulfonylmethyl)acrylic acid ethyl ester —— C7H12O4S
2-(methylsulfonylmethyl)acrylic acid ethyl ester
—— 3,5-di(3,4,4-trifluoro-3-butenylthio)-1,2,4-thiadiazole —— C10H8F6N2S3
3,5-di(3,4,4-trifluoro-3-butenylthio)-1,2,4-thiadiazole
—— 2-nitromethyl-2-phenylthioadamantane —— C17H21NO2S
2-nitromethyl-2-phenylthioadamantane
—— methyl (2E)-3-(methanesulfonyl)prop-2-enoate —— C5H8O4S
methyl (2E)-3-(methanesulfonyl)prop-2-enoate
—— 2-methylsulfanyl-6-(methylsulfonylmethyl)pyrimidin-4-ol —— C7H10N2O3S2
2-methylsulfanyl-6-(methylsulfonylmethyl)pyrimidin-4-ol
—— N,2-dimethyl-2-(methylsulfonyl)propanamide —— C6H13NO3S
N,2-dimethyl-2-(methylsulfonyl)propanamide
—— 1-(methylsulfonyl)cyclopropanol —— C4H8O3S
1-(methylsulfonyl)cyclopropanol