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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
—— Pentyl 2-(3-cyano-4,6-dimethylpyridin-1-ium-2-yl)sulfanylbutanoate —— C17H25N2O2S+
Pentyl 2-(3-cyano-4,6-dimethylpyridin-1-ium-2-yl)sulfanylbutanoate
—— Propan-2-yl 2-(3-cyano-4,6-dimethylpyridin-2-yl)sulfanylbutanoate —— C15H20N2O2S
Propan-2-yl 2-(3-cyano-4,6-dimethylpyridin-2-yl)sulfanylbutanoate
—— N-[(4-benzyl-5-butylsulfanyl-1,2,4-triazol-3-yl)methyl]adamantane-1-carboxamide —— C25H34N4OS
N-[(4-benzyl-5-butylsulfanyl-1,2,4-triazol-3-yl)methyl]adamantane-1-carboxamide
—— S-(M-Tolyl) N-(2-chloro-6-methylphenyl)thiocarbamate —— C15H14ClNOS
S-(M-Tolyl) N-(2-chloro-6-methylphenyl)thiocarbamate
—— [2-Tert-butyl-4-(4-chlorophenyl)sulfanyl-5-methylpyrazol-3-yl] 2-(4-methoxyphenyl)acetate —— C23H25ClN2O3S
[2-Tert-butyl-4-(4-chlorophenyl)sulfanyl-5-methylpyrazol-3-yl] 2-(4-methoxyphenyl)acetate
—— 3,5-Bis[(2-nitrophenyl)sulfanyl]-4-phenyl-1,2,4-triazole —— C20H13N5O4S2
3,5-Bis[(2-nitrophenyl)sulfanyl]-4-phenyl-1,2,4-triazole
—— 2-[[(2-Fluorophenyl)methyl]thio]-4-methylpyrimidine 710966-55-5 C12H11FN2S
2-[[(2-Fluorophenyl)methyl]thio]-4-methylpyrimidine
—— [2-Tert-butyl-4-(4-chlorophenyl)sulfanyl-5-methylpyrazol-3-yl] 2-methylbenzoate —— C22H23ClN2O2S
[2-Tert-butyl-4-(4-chlorophenyl)sulfanyl-5-methylpyrazol-3-yl] 2-methylbenzoate
—— 2-{[3-(3,4-Dimethylphenyl)-6-(4-methylphenyl)-7-oxo-2-sulfanylidene-2H,3H,6H,7H-[1,3]thiazolo[4,5-D]pyrimidin-5-YL]sulfanyl}-N-[(furan-2-YL)methyl]acetamide —— C27H24N4O3S3
2-{[3-(3,4-Dimethylphenyl)-6-(4-methylphenyl)-7-oxo-2-sulfanylidene-2H,3H,6H,7H-[1,3]thiazolo[4,5-D]pyrimidin-5-YL]sulfanyl}-N-[(furan-2-YL)methyl]acetamide
—— 4-[2-[(3-Phenyl-[1,2]thiazolo[4,5-d]pyrimidin-7-yl)sulfanyl]ethyl]morpholine —— C17H18N4OS2
4-[2-[(3-Phenyl-[1,2]thiazolo[4,5-d]pyrimidin-7-yl)sulfanyl]ethyl]morpholine
—— 2-{[3-(4-Chloro-3-methylphenyl)-6-(4-methylphenyl)-7-oxo-2-thioxo-2,3,6,7-tetrahydro[1,3]thiazolo[4,5-D]pyrimidin-5-YL]sulfanyl}acetic acid —— C21H16ClN3O3S3
2-{[3-(4-Chloro-3-methylphenyl)-6-(4-methylphenyl)-7-oxo-2-thioxo-2,3,6,7-tetrahydro[1,3]thiazolo[4,5-D]pyrimidin-5-YL]sulfanyl}acetic acid
—— 2-(3-Methylphenyl)-5-[(4-methylphenyl)methylsulfanyl]-1,3,4-oxadiazole —— C17H16N2OS
2-(3-Methylphenyl)-5-[(4-methylphenyl)methylsulfanyl]-1,3,4-oxadiazole
—— 1-[[5-(4-Chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3,3-dimethylbutan-2-one —— C14H15ClN2O2S
1-[[5-(4-Chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3,3-dimethylbutan-2-one
—— 2-[4-Chloro-6-[cyclohexyl(methyl)amino]pyrimidin-2-yl]sulfanyl-1-morpholin-4-ylethanone —— C17H25ClN4O2S
2-[4-Chloro-6-[cyclohexyl(methyl)amino]pyrimidin-2-yl]sulfanyl-1-morpholin-4-ylethanone
—— 1-[1-[(2-Chlorophenyl)methyl]-2,5-dimethylpyrrol-3-yl]-2-(2,5-dimethylphenyl)sulfanylethanone —— C23H24ClNOS
1-[1-[(2-Chlorophenyl)methyl]-2,5-dimethylpyrrol-3-yl]-2-(2,5-dimethylphenyl)sulfanylethanone
—— 7-[(2-Chlorophenyl)sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C13H9ClN2OS2
7-[(2-Chlorophenyl)sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— 3-(3-(3-(4-Propyl-2-oxazolidinon-3-yl)-1-propylthio)-1,2,5-thiadiazol-4-yl)-1,2,5,6-tetrahydro-1-methylpyridine 165116-38-1 C17H26N4O2S2
3-(3-(3-(4-Propyl-2-oxazolidinon-3-yl)-1-propylthio)-1,2,5-thiadiazol-4-yl)-1,2,5,6-tetrahydro-1-methylpyridine
—— 2-[[4-(4-chlorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-cyclopentylacetamide —— C15H16ClN3OS3
2-[[4-(4-chlorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-cyclopentylacetamide
—— 2-Benzyl-4-methyl-7-[3-(1,2,4-triazol-1-yl)prop-1-ynyl]pyrido[4,3-b][1,4]thiazin-3-one —— C20H17N5OS
2-Benzyl-4-methyl-7-[3-(1,2,4-triazol-1-yl)prop-1-ynyl]pyrido[4,3-b][1,4]thiazin-3-one
—— (2E,4'R,5'S,6'S,7'R)-3-{7'-hydroxy-4',6'-dimethyl-4'-(3''-methylenepent-4''-enyl)-[1',2',3']-trithiocan-5'-yl}acrylic acid —— C16H24O3S3
(2E,4'R,5'S,6'S,7'R)-3-{7'-hydroxy-4',6'-dimethyl-4'-(3''-methylenepent-4''-enyl)-[1',2',3']-trithiocan-5'-yl}acrylic acid
—— (2E,4E)-5-(3,4-dibutyl-5-butylsulfanylthiophen-2-yl)penta-2,4-dienal —— C21H32OS2
(2E,4E)-5-(3,4-dibutyl-5-butylsulfanylthiophen-2-yl)penta-2,4-dienal
—— (1S,3S)-2-(2-deuterio-2-phenyl-1-phenylsulfanylethyl)-1,3-dithiolane 1,3-dioxide —— C17H18O2S3
(1S,3S)-2-(2-deuterio-2-phenyl-1-phenylsulfanylethyl)-1,3-dithiolane 1,3-dioxide
—— (R*)-<(1S*,2S*)-2-(Phenylthio)-2-(trimethylsilyl)cyclopropyl>cyclohexylmethyl methyl ether —— C20H32OSSi
(R*)-<(1S*,2S*)-2-(Phenylthio)-2-(trimethylsilyl)cyclopropyl>cyclohexylmethyl methyl ether
—— (1S,5R)-1,3-ditert-butyl-2-thiabicyclo[3.2.2]nona-3,8-diene-6,6,7,7-tetracarbonitrile —— C20H22N4S
(1S,5R)-1,3-ditert-butyl-2-thiabicyclo[3.2.2]nona-3,8-diene-6,6,7,7-tetracarbonitrile
—— 2-(5-amino-3-methylthio-1H-1,2,4-triazol-1-yl)-5-benzylthio-1,3,4-thiadiazole —— C12H12N6S3
2-(5-amino-3-methylthio-1H-1,2,4-triazol-1-yl)-5-benzylthio-1,3,4-thiadiazole
—— 3-[(4-Chlorobenzyl)sulfanyl]-6-phenyl-1,2,4-triazin-5-ol —— C16H12ClN3OS
3-[(4-Chlorobenzyl)sulfanyl]-6-phenyl-1,2,4-triazin-5-ol
—— (2-benzyl-6,7-dihydro-5H-[1,2,4]triazolo[5,1-b][1,3]thiazin-6-yl) methanesulfonate —— C13H15N3O3S2
(2-benzyl-6,7-dihydro-5H-[1,2,4]triazolo[5,1-b][1,3]thiazin-6-yl) methanesulfonate
—— 2,6-Dimethyl-3,5-bis(methylsulfanyl)-1,2,4-triazin-2-ium —— C7H12N3S2+
2,6-Dimethyl-3,5-bis(methylsulfanyl)-1,2,4-triazin-2-ium
—— ethyl 2-[(5-oxo-6-phenyl-4H-1,2,4-triazin-3-yl)sulfanyl]butanoate —— C15H17N3O3S
ethyl 2-[(5-oxo-6-phenyl-4H-1,2,4-triazin-3-yl)sulfanyl]butanoate
—— 8a-Phenyl-2,3,5,6,7,8-hexahydro-[1,3]dithiolo[1,2-a]thiopyran-4-ium;bromide —— C13H17BrS2
8a-Phenyl-2,3,5,6,7,8-hexahydro-[1,3]dithiolo[1,2-a]thiopyran-4-ium;bromide
—— 8a-Phenyl-2,3,5,6,7,8-hexahydro-[1,3]dithiolo[1,2-a]thiopyran-4-ium —— C13H17S2+
8a-Phenyl-2,3,5,6,7,8-hexahydro-[1,3]dithiolo[1,2-a]thiopyran-4-ium
—— zinc;(6E)-6-(1H-[1,3]thiazolo[5,4-b]pyridin-2-ylidene)cyclohexa-2,4-diene-1-thione —— C12H8N2S2Zn+2
zinc;(6E)-6-(1H-[1,3]thiazolo[5,4-b]pyridin-2-ylidene)cyclohexa-2,4-diene-1-thione
—— 3-[2-(5-hydroxy-3,5-dimethyl-4H-pyrazol-1-yl)-2-oxoethyl]-6-methyl-2-methylsulfanylpyrimidin-4-one —— C13H18N4O3S
3-[2-(5-hydroxy-3,5-dimethyl-4H-pyrazol-1-yl)-2-oxoethyl]-6-methyl-2-methylsulfanylpyrimidin-4-one
—— 2-endo-(Hydroxymethyl)-3-exo-((methoxymethoxy)methyl)-5-(phenylsulfenyl)-7-oxabicyclo<2.2.1>hept-5-ene —— C16H20O4S
2-endo-(Hydroxymethyl)-3-exo-((methoxymethoxy)methyl)-5-(phenylsulfenyl)-7-oxabicyclo<2.2.1>hept-5-ene
—— spiro<12-methyl-2-thiatricyclo<6.3.1.0<sup>4,12</sup>>dodeca-3,7-diene-9,2'-<1',3'>dithiane> —— C15H20S3
spiro<12-methyl-2-thiatricyclo<6.3.1.0<sup>4,12</sup>>dodeca-3,7-diene-9,2'-<1',3'>dithiane>
—— (1aS,3aR,7aR)-2,3a,7,7-tetramethyl-2-phenylsulfanyl-1,1a,3,4,5,6-hexahydrocyclopropa[i]indene —— C20H28S
(1aS,3aR,7aR)-2,3a,7,7-tetramethyl-2-phenylsulfanyl-1,1a,3,4,5,6-hexahydrocyclopropa[i]indene
—— 6-(Pyridin-2-ylsulfanyl)-2-trifluoromethyl-1H-benzoimidazole —— C13H8F3N3S
6-(Pyridin-2-ylsulfanyl)-2-trifluoromethyl-1H-benzoimidazole
—— 1-Methyl-4-((Z)-1-nitro-4-phenyl-but-1-enylsulfanyl)-benzene —— C17H17NO2S
1-Methyl-4-((Z)-1-nitro-4-phenyl-but-1-enylsulfanyl)-benzene
—— ethyl (E)-4-[4-(dimethylamino)phenyl]sulfanyl-2-methylpent-2-enoate —— C16H23NO2S
ethyl (E)-4-[4-(dimethylamino)phenyl]sulfanyl-2-methylpent-2-enoate
—— 2,2-Bis(phenylsulfanyl)oxolane —— C16H16OS2
2,2-Bis(phenylsulfanyl)oxolane
—— 1-methyl-3-methylsulfanyl-4H-1,2,4-triazin-1-ium-5-one —— C5H8N3OS+
1-methyl-3-methylsulfanyl-4H-1,2,4-triazin-1-ium-5-one
—— 4,5-dihydro-1-methyl-3-methylthio-5-oxo-1,2,4-triazonium iodide —— C5H8N3OS*I
4,5-dihydro-1-methyl-3-methylthio-5-oxo-1,2,4-triazonium iodide
—— (2-Phenylsulfanylphenyl)-pyrrolidin-1-yldiazene —— C16H17N3S
(2-Phenylsulfanylphenyl)-pyrrolidin-1-yldiazene
—— (3-Methyl-2-phenylsulfanyl-but-1-enylidene)-p-tolyl-amine —— C18H19NS
(3-Methyl-2-phenylsulfanyl-but-1-enylidene)-p-tolyl-amine
—— 1-(2-Methylphenyl)sulfanyl-4-morpholin-4-ylbutan-2-one —— C15H21NO2S
1-(2-Methylphenyl)sulfanyl-4-morpholin-4-ylbutan-2-one
—— Tert-butyl-dimethyl-(2-phenylsulfanylethenoxy)silane —— C14H22OSSi
Tert-butyl-dimethyl-(2-phenylsulfanylethenoxy)silane
—— 2-<6'-(ethynyloxy)hexyl>-2-methyl-1,3-dithiane —— C13H22OS2
2-<6'-(ethynyloxy)hexyl>-2-methyl-1,3-dithiane
—— trans-4-Thiophenoxy-1,1,1-trifluoro-3-buten-2-one —— C10H7F3OS
trans-4-Thiophenoxy-1,1,1-trifluoro-3-buten-2-one
—— (5r,6t)-5,6-epoxy-5-methyl-1-hepten-3-yl phenyl sulfide —— C14H18OS
(5r,6t)-5,6-epoxy-5-methyl-1-hepten-3-yl phenyl sulfide
—— 2,3,4,5,6,7-Hexahydro-8H-1,8-benzothiazecine-8-carboxaldehyde —— C13H17NOS
2,3,4,5,6,7-Hexahydro-8H-1,8-benzothiazecine-8-carboxaldehyde