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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-methyl hydrogen 2-isopropyl-2-(phenylthio)succinate 79749-86-3 C14H18O4S
1-methyl hydrogen 2-isopropyl-2-(phenylthio)succinate
—— 5-[(4-Chlorophenyl)methylsulfanyl]-3-methyl-1,3,4-thiadiazole-2-thione 1119425-24-9 C10H9ClN2S3
5-[(4-Chlorophenyl)methylsulfanyl]-3-methyl-1,3,4-thiadiazole-2-thione
—— 1-ethyl hydrogen 2-ethyl-2-(phenylthio)succinate 79749-88-5 C14H18O4S
1-ethyl hydrogen 2-ethyl-2-(phenylthio)succinate
—— 3-Benzyl-5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazole-2-thione 1226914-65-3 C16H13ClN2S3
3-Benzyl-5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazole-2-thione
—— 7-Bromo-1-(2,6-dichlorophenyl)-6-(2,4-difluorophenyl)sulfanyl-3,4-dihydropyrido[3,2-d]pyrimidin-2-one 547756-25-2 C19H10BrCl2F2N3OS
7-Bromo-1-(2,6-dichlorophenyl)-6-(2,4-difluorophenyl)sulfanyl-3,4-dihydropyrido[3,2-d]pyrimidin-2-one
—— 3-Benzyl-5-methylsulfanyl-1,3,4-thiadiazole-2-thione 1226914-64-2 C10H10N2S3
3-Benzyl-5-methylsulfanyl-1,3,4-thiadiazole-2-thione
—— 2-phenylsulfanyl-quinoline-4-carboxylic acid ethyl ester 6949-89-9 C18H15NO2S
2-phenylsulfanyl-quinoline-4-carboxylic acid ethyl ester
—— (1S,2R)-2-((methylthio)-thiocarbonyloxy)-cyclopentanecarboxylic acid ethyl ester 864682-70-2 C10H16O3S2
(1S,2R)-2-((methylthio)-thiocarbonyloxy)-cyclopentanecarboxylic acid ethyl ester
—— (phenylthio)acetic acid sodium salt 1641-35-6 C8H7O2S*Na
(phenylthio)acetic acid sodium salt
—— 2-(3-Chloro-5-methyl-phenylsulfanyl)-6-fluoro-benzonitrile 348168-92-3 C14H9ClFNS
2-(3-Chloro-5-methyl-phenylsulfanyl)-6-fluoro-benzonitrile
—— 8-[(6-Bromo-1,3-benzodioxol-5-yl)sulfanyl]-9-(2-bromoethyl)purin-6-amine 958027-19-5 C14H11Br2N5O2S
8-[(6-Bromo-1,3-benzodioxol-5-yl)sulfanyl]-9-(2-bromoethyl)purin-6-amine
—— 8-[(6-bromo-1,3-benzodioxol-5-yl)thio]-3-[2-(4-isopropylpiperazin-1-yl)ethyl]-3H-purin-6-amine 958020-43-4 C21H26BrN7O2S
8-[(6-bromo-1,3-benzodioxol-5-yl)thio]-3-[2-(4-isopropylpiperazin-1-yl)ethyl]-3H-purin-6-amine
—— 8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]-3-(2-bromoethyl)purin-6-amine 958027-20-8 C14H11Br2N5O2S
8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]-3-(2-bromoethyl)purin-6-amine
—— N,N-dimethyl-1-(methylthio)-2-heptyn-1-amine 1001233-99-3 C10H19NS
N,N-dimethyl-1-(methylthio)-2-heptyn-1-amine
—— N-ethyl-2-(2-sulfanylidene-5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-5-yl)acetamide 741702-39-6 C9H11NOS5
N-ethyl-2-(2-sulfanylidene-5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-5-yl)acetamide
—— (1-Chloro-octylsulfanyl)-benzene 59456-92-7 C14H21ClS
(1-Chloro-octylsulfanyl)-benzene
—— 4-Pentyloxy-4-propyl-[1,7,3,5]dioxadithionane 3,3,5,5-tetraoxide 64000-61-9 C13H26O7S2
4-Pentyloxy-4-propyl-[1,7,3,5]dioxadithionane 3,3,5,5-tetraoxide
—— N,N-dimethyl-1-(methylthio)-4,4-diethoxy-2-butyn-1-amine 1001234-01-0 C11H21NO2S
N,N-dimethyl-1-(methylthio)-4,4-diethoxy-2-butyn-1-amine
—— 6-(2,4-difluorophenyl)-3-(4-isopropylthiazol-2-yl)-5,6-dihydro-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole 1257424-32-0 C15H13F2N5S2
6-(2,4-difluorophenyl)-3-(4-isopropylthiazol-2-yl)-5,6-dihydro-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
—— Benzenediazonium, (phenylthio)- 64256-06-0 C12H9N2S+
Benzenediazonium, (phenylthio)-
—— 3-(cyclohex-1-enyl)-1,2-heptadienyl methyl sulfide 1001234-45-2 C14H22S
3-(cyclohex-1-enyl)-1,2-heptadienyl methyl sulfide
—— N,N-dimethyl-1-(methylthio)-3-(cyclohex-1-yl)-2-propyn-1-amine 1001233-97-1 C12H19NS
N,N-dimethyl-1-(methylthio)-3-(cyclohex-1-yl)-2-propyn-1-amine
—— 2,4-diethyl-1,3-dithietane 1,1,3,3-tetraoxide 175399-29-8 C6H12O4S2
2,4-diethyl-1,3-dithietane 1,1,3,3-tetraoxide
—— didodecyl disulfone 13603-71-9 C24H50O4S2
didodecyl disulfone
—— dodecyl-vinyl sulfoxide 18692-07-4 C14H28OS
dodecyl-vinyl sulfoxide
—— 2-(2,4-difluorophenyl)-6-nitro-3,1-benzoxathian 140919-55-7 C14H9F2NO3S
2-(2,4-difluorophenyl)-6-nitro-3,1-benzoxathian
—— S-dodecyl dodecane-1-sulfonothioate 37784-86-4 C24H50O2S2
S-dodecyl dodecane-1-sulfonothioate
—— S-n-dodecylisothiourea 51253-51-1 C13H28N2S
S-n-dodecylisothiourea
—— 6-(2-amino-phenyl)-2-methyl-3-methylsulfanyl-2<i>H</i>-[1,2,4]triazin-5-one 61602-90-2 C11H12N4OS
6-(2-amino-phenyl)-2-methyl-3-methylsulfanyl-2<i>H</i>-[1,2,4]triazin-5-one
—— 3-(Benzylsulfanyl)-1-methyl-1H-1,2,4-triazol-5-amine 84828-03-5 C10H12N4S
3-(Benzylsulfanyl)-1-methyl-1H-1,2,4-triazol-5-amine
—— 5-benzylsulfanyl-1-methyl-1<i>H</i>-[1,2,4]triazol-3-ylamine 35507-77-8 C10H12N4S
5-benzylsulfanyl-1-methyl-1<i>H</i>-[1,2,4]triazol-3-ylamine
—— 2,6-bis<2-(2-thienyl)-6-(n-propylthio)-4-pyrimidinyl>-pyridine 87568-86-3 C27H25N5S4
2,6-bis<2-(2-thienyl)-6-(n-propylthio)-4-pyrimidinyl>-pyridine
—— tert-butyl methylsulfonylacetate 70018-13-2 C7H14O4S
tert-butyl methylsulfonylacetate
—— 6-(2-amino-phenyl)-4-methyl-3-methylsulfanyl-4<i>H</i>-[1,2,4]triazin-5-one 61602-94-6 C11H12N4OS
6-(2-amino-phenyl)-4-methyl-3-methylsulfanyl-4<i>H</i>-[1,2,4]triazin-5-one
—— bis-benzo[<i>b</i>]thiophen-2-yl-sulfane 42248-28-2 C16H10S3
bis-benzo[<i>b</i>]thiophen-2-yl-sulfane
—— methylenethiomethylcyclohexane 25508-34-3 C8H14S
methylenethiomethylcyclohexane
—— 84029-36-7 C12H12CrO3S
—— β-Phenylthio-hexanal 61452-39-9 C12H16OS
β-Phenylthio-hexanal
—— 65198-83-6 C15H10CrO3S
—— 2,5,5-Trimethyl-2-phenylsulfanyl-cyclohexane-1,3-dione 61908-11-0 C15H18O2S
2,5,5-Trimethyl-2-phenylsulfanyl-cyclohexane-1,3-dione
—— 3-Methoxy-5,5-dimethyl-2-phenylsulfanyl-cyclohex-2-enone 61908-10-9 C15H18O2S
3-Methoxy-5,5-dimethyl-2-phenylsulfanyl-cyclohex-2-enone
—— 3,3-dimethyl-1<i>t</i>-methylsulfanyl-but-1-ene 58547-38-9 C7H14S
3,3-dimethyl-1<i>t</i>-methylsulfanyl-but-1-ene
—— 3,3-dimethyl-1-methylthiobut-1-ene 134858-55-2 C7H14S
3,3-dimethyl-1-methylthiobut-1-ene
—— 2-(1,3-dioxolan-2-yl)-6-(methylthio)pyridine 217657-74-4 C9H11NO2S
2-(1,3-dioxolan-2-yl)-6-(methylthio)pyridine
—— 3-methyl-1-methylthiobut-1-ene —— C6H12S
3-methyl-1-methylthiobut-1-ene
—— 1-methylthiopent-1-ene —— C6H12S
1-methylthiopent-1-ene
—— 2-(1,3-dithiolan-2-ylidenemethyl)-2-methyl-1,3-dithiolane 90433-97-9 C8H12S4
2-(1,3-dithiolan-2-ylidenemethyl)-2-methyl-1,3-dithiolane
—— (4S)-3-<(2S,3S)-3-hydroxy-2-methyl-1-oxo-3-(1-phenylsulfanylcyclohexyl)propyl>-4-phenylmethyl-1,3-oxazolidin-2-one 138649-97-5 C26H31NO4S
(4S)-3-<(2S,3S)-3-hydroxy-2-methyl-1-oxo-3-(1-phenylsulfanylcyclohexyl)propyl>-4-phenylmethyl-1,3-oxazolidin-2-one
—— 2-(3-phenylpropanoyl)-2-ethyl-1,3-dithiane 175230-85-0 C15H20OS2
2-(3-phenylpropanoyl)-2-ethyl-1,3-dithiane
—— 2-propanoyl-2-ethyl-1,3-dithiane 131309-63-2 C9H16OS2
2-propanoyl-2-ethyl-1,3-dithiane