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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
—— 3,5-dinitropyridyl-2-t-butyl trithiocarbonate 81587-54-4 C10H11N3O4S3
3,5-dinitropyridyl-2-t-butyl trithiocarbonate
—— 4-Chloro-3-(2,6-dimethylphenylthio)-9H-thioxanthen-9-one 1372152-29-8 C21H15ClOS2
4-Chloro-3-(2,6-dimethylphenylthio)-9H-thioxanthen-9-one
—— Bis-<2,6-dimethyl-phenyl>-dithiolcarbonat 109404-65-1 C17H18OS2
Bis-<2,6-dimethyl-phenyl>-dithiolcarbonat
—— (2,6-dimethylphenyl)(3,5-dimethylphenyl)sulfide 148278-63-1 C16H18S
(2,6-dimethylphenyl)(3,5-dimethylphenyl)sulfide
—— 2,4-diamino-5-propyl-6-(2',6'-dimethylphenylsulfanyl)-7H-pyrrolo[2,3-d] pyrimidine 1043925-07-0 C17H21N5S
2,4-diamino-5-propyl-6-(2',6'-dimethylphenylsulfanyl)-7H-pyrrolo[2,3-d] pyrimidine
—— 4-Pyrimidin-2-ylsulfanylbutan-2-one 710277-59-1 C8H10N2OS
4-Pyrimidin-2-ylsulfanylbutan-2-one
—— 6-(2-aminophenyl)-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-one 483317-04-0 C13H11NOS2
6-(2-aminophenyl)-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-one
—— (4R)-1-[2-(2,2'-diethyl-[1,3]dioxolan-4'-yl-methyl)-[1,3]dithian-2-yl]-3-[1,3]dithian-2-yl-propan-2-one 521078-66-0 C19H32O3S4
(4R)-1-[2-(2,2'-diethyl-[1,3]dioxolan-4'-yl-methyl)-[1,3]dithian-2-yl]-3-[1,3]dithian-2-yl-propan-2-one
—— 4-Thiahepta-1,2,5,6-tetraene 61838-64-0 C6H6S
4-Thiahepta-1,2,5,6-tetraene
—— 5-Thia-2,7-nonadiin-1,9-diol 120319-31-5 C8H10O2S
5-Thia-2,7-nonadiin-1,9-diol
—— 4-Hydrazinyl-2,6-bis(methylsulfanyl)-5-nitropyrimidine 7471-54-7 C6H9N5O2S2
4-Hydrazinyl-2,6-bis(methylsulfanyl)-5-nitropyrimidine
—— 2-but-2-ynylsulfanyl-1,4-dimethylbenzene 353493-96-6 C11H12S
2-but-2-ynylsulfanyl-1,4-dimethylbenzene
—— 4-(2,5-dimethylphenylsulfanyl)-1-phenyl-but-2-yn-1-ol 353494-14-1 C18H18OS
4-(2,5-dimethylphenylsulfanyl)-1-phenyl-but-2-yn-1-ol
—— 4-(5-(benzylthio)-1,3,4-oxadiazol-2-yl)-N,N-dimethylaniline 431076-00-5 C17H17N3OS
4-(5-(benzylthio)-1,3,4-oxadiazol-2-yl)-N,N-dimethylaniline
—— Trimethyl-(2-methylidene-6-phenylsulfanyl-4-trimethylsilyloxyhexyl)silane 163041-57-4 C19H34OSSi2
Trimethyl-(2-methylidene-6-phenylsulfanyl-4-trimethylsilyloxyhexyl)silane
—— (2S)-1-[(2S)-2-amino-4-methylpentyl]sulfanyl-4-methylpentan-2-amine 193475-88-6 C12H28N2S
(2S)-1-[(2S)-2-amino-4-methylpentyl]sulfanyl-4-methylpentan-2-amine
—— 2-amino-5<(naphth-2-yl)thio>thiophen-3-carbonitril 130750-47-9 C15H10N2S2
2-amino-5<(naphth-2-yl)thio>thiophen-3-carbonitril
—— 1-methyl-2-cyano-3-ethyl-4-thiophenyl-2-piperideine 73658-09-0 C15H18N2S
1-methyl-2-cyano-3-ethyl-4-thiophenyl-2-piperideine
—— 1-Methyl-7-methylsulfonyltricyclo[4.1.0.0<sup>2,7</sup>]heptane 270587-77-4 C9H14O2S
1-Methyl-7-methylsulfonyltricyclo[4.1.0.0<sup>2,7</sup>]heptane
—— p-chlorophenyl perfluorobutyl sulfide 76665-93-5 C10H4ClF9S
p-chlorophenyl perfluorobutyl sulfide
—— cis/trans-4-(methylthiocarbonothioyloxy)cyclohexanecarboxylic acid ethyl ester 1227188-04-6 C11H18O3S2
cis/trans-4-(methylthiocarbonothioyloxy)cyclohexanecarboxylic acid ethyl ester
—— Propane, 1,3-bis(ethenylsulfonyl)- 41187-15-9 C7H12O4S2
Propane, 1,3-bis(ethenylsulfonyl)-
—— (2R,6S,7R,9R,15S)-15-<(S)-(tert-Butyldimethylsilyloxy)phenylmethyl>-2,9-bis(phenylthiomethyl)-1,8,13,16-tetraoxadispiro<5.0.5.4>hexadecan-14-one 244155-72-4 C39H50O6S2Si
(2R,6S,7R,9R,15S)-15-<(S)-(tert-Butyldimethylsilyloxy)phenylmethyl>-2,9-bis(phenylthiomethyl)-1,8,13,16-tetraoxadispiro<5.0.5.4>hexadecan-14-one
—— Thiourea, N,N'-dibutyl-, S,S-dioxide 88644-63-7 C9H20N2O2S
Thiourea, N,N'-dibutyl-, S,S-dioxide
—— 4-Phenylsulfanyl-2-butanamine 91908-82-6 C10H15NS
4-Phenylsulfanyl-2-butanamine
—— 4-hydroxy-3-mesityl-6-(2-(phenylthio)ethyl)-2H-pyran-2-one 1598407-29-4 C22H22O3S
4-hydroxy-3-mesityl-6-(2-(phenylthio)ethyl)-2H-pyran-2-one
—— 4-Phenylsulfanyl-hept-6-en-2-one 87143-62-2 C13H16OS
4-Phenylsulfanyl-hept-6-en-2-one
—— (1,1-dibromo-2,2-dimethylpropyl)-isothiocyanate 71056-01-4 C6H9Br2NS
(1,1-dibromo-2,2-dimethylpropyl)-isothiocyanate
—— N'-(3-amino-5-dodecylthio-4H-1,2,4-triazol-4-yl)-3,5-dimethylpyrazol-1-carboxamidine 1303533-20-1 C20H36N8S
N'-(3-amino-5-dodecylthio-4H-1,2,4-triazol-4-yl)-3,5-dimethylpyrazol-1-carboxamidine
—— dodecane-1,2-dithiol 26073-84-7 C12H26S2
dodecane-1,2-dithiol
—— (2R,6R,7S,9R,14S)-14-<(S)-(tert-Butyldimethylsilyloxy)phenylmethyl>-15-methylene-2,9-bis(phenylthiomethyl)-1,8,13,16-tetraoxadispiro<5.0.5.4>hexadecane 244155-74-6 C40H52O5S2Si
(2R,6R,7S,9R,14S)-14-<(S)-(tert-Butyldimethylsilyloxy)phenylmethyl>-15-methylene-2,9-bis(phenylthiomethyl)-1,8,13,16-tetraoxadispiro<5.0.5.4>hexadecane
—— (2R,6S,7R,9R)-2,9-Bis(phenylthiomethyl)-1,8,13,16-tetraoxadispiro<5.0.5.4>hexadecan-14-one 244155-56-4 C26H30O5S2
(2R,6S,7R,9R)-2,9-Bis(phenylthiomethyl)-1,8,13,16-tetraoxadispiro<5.0.5.4>hexadecan-14-one
—— (2R,6S,7R,9R,15S)-15-<(S)-(Hydroxy)phenylmethyl>-2,9-bis(phenylthiomethyl)-1,8,13,16-tetraoxadispiro<5.0.5.4>hexadecan-14-one 244155-60-0 C33H36O6S2
(2R,6S,7R,9R,15S)-15-<(S)-(Hydroxy)phenylmethyl>-2,9-bis(phenylthiomethyl)-1,8,13,16-tetraoxadispiro<5.0.5.4>hexadecan-14-one
—— 7-methyl-3-phenylthiooct-6-en-4-olide 102070-50-8 C15H18O2S
7-methyl-3-phenylthiooct-6-en-4-olide
—— O-propan-2-yl N-propan-2-ylcarbamothioate 188257-28-5 C7H15NOS
O-propan-2-yl N-propan-2-ylcarbamothioate
—— 2-((3-Cyano-6-methylpyridin-2-yl)thio)-2-phenylacetic acid 329903-73-3 C15H12N2O2S
2-((3-Cyano-6-methylpyridin-2-yl)thio)-2-phenylacetic acid
—— 2,6-Bis(methylsulfanyl)-3-nitropyridine 225942-01-8 C7H8N2O2S2
2,6-Bis(methylsulfanyl)-3-nitropyridine
—— rac-(3,3,3-trifluoro-1-methyl-propylsulfanyl)-benzene 898260-08-7 C10H11F3S
rac-(3,3,3-trifluoro-1-methyl-propylsulfanyl)-benzene
—— Tetra(1,4-dithiacyclohexene)porphyrazine 24724-50-3 C24H18N8S8
Tetra(1,4-dithiacyclohexene)porphyrazine
—— 4(1H)-Pyrimidinone, 2-((1,3-dioxolan-2-ylmethyl)thio)-5-(1-methylethyl)-6-(phenylmethyl)- 199852-04-5 C18H22N2O3S
4(1H)-Pyrimidinone, 2-((1,3-dioxolan-2-ylmethyl)thio)-5-(1-methylethyl)-6-(phenylmethyl)-
—— 4(1H)-Pyrimidinone, 2-((1,3-dioxolan-2-ylmethyl)thio)-5-ethyl-6-(phenylmethyl)- 199851-94-0 C17H20N2O3S
4(1H)-Pyrimidinone, 2-((1,3-dioxolan-2-ylmethyl)thio)-5-ethyl-6-(phenylmethyl)-
—— 4(1H)-Pyrimidinone, 6-((3,5-dimethylphenyl)methyl)-2-((1,3-dioxolan-2-ylmethyl)thio)-5-ethyl- 199851-98-4 C19H24N2O3S
4(1H)-Pyrimidinone, 6-((3,5-dimethylphenyl)methyl)-2-((1,3-dioxolan-2-ylmethyl)thio)-5-ethyl-
—— S-methyl S-tridec-1-en-3-yl carbonodithioate 909025-54-3 C15H28OS2
S-methyl S-tridec-1-en-3-yl carbonodithioate
—— (2-bromophenylthiomethyl)-1,3-dioxolane 864684-51-5 C10H11BrO2S
(2-bromophenylthiomethyl)-1,3-dioxolane
—— 2-(2,6-dimethylphenyl)thio-5-methyl-1,3,4-oxadiazole 197371-58-7 C11H12N2OS
2-(2,6-dimethylphenyl)thio-5-methyl-1,3,4-oxadiazole
—— (E)-S-methyl O-tridec-2-enyl carbonodithioate 909025-53-2 C15H28OS2
(E)-S-methyl O-tridec-2-enyl carbonodithioate
—— 2-(2-chloro-4-nitro-phenylsulfanyl)-benzothiazole-6-carbonitrile 315228-91-2 C14H6ClN3O2S2
2-(2-chloro-4-nitro-phenylsulfanyl)-benzothiazole-6-carbonitrile
—— α-1-(thiophenyl)-2,3-O-isopropylidene-D-ribofuranose 153984-49-7 C14H18O4S
α-1-(thiophenyl)-2,3-O-isopropylidene-D-ribofuranose
—— 2-(2,4-difluorophenyl)-1-(4-(3-((5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl)thio)propyl)piperazin-1-yl)-3-(1H-1,2,4-triazol-1-yl)propan-2-ol 1528792-80-4 C26H28BrF2N7O2S
2-(2,4-difluorophenyl)-1-(4-(3-((5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl)thio)propyl)piperazin-1-yl)-3-(1H-1,2,4-triazol-1-yl)propan-2-ol
—— 2-benzylsulfanyl-5-(5-bromo-furan-2-yl)-[1,3,4]oxadiazole 959696-85-6 C13H9BrN2O2S
2-benzylsulfanyl-5-(5-bromo-furan-2-yl)-[1,3,4]oxadiazole