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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
—— 5-cyanomethyl-3-methylthio-1,2,4-triazine 114468-19-8 C6H6N4S
5-cyanomethyl-3-methylthio-1,2,4-triazine
—— 4-tert-butyl-N-(6-(2-hydroxyethoxy)-5-(2-methoxyphenyl)thio-4-pyrimidinyl)benzenesulfonamide 167403-92-1 C23H27N3O5S2
4-tert-butyl-N-(6-(2-hydroxyethoxy)-5-(2-methoxyphenyl)thio-4-pyrimidinyl)benzenesulfonamide
—— 5-(2-oxopropylthio)-3-phenylisothiazole-4-carbonitrile 126938-66-7 C13H10N2OS2
5-(2-oxopropylthio)-3-phenylisothiazole-4-carbonitrile
—— 4-amino-3-allylthio-1,2,4-triazin-5(4H)-one 110109-18-7 C6H8N4OS
4-amino-3-allylthio-1,2,4-triazin-5(4H)-one
—— (2R)-1-(tert-butyldimethylsilyloxy)-4-(1,3-dithian-2-yl)-4-phenyl-2-butanol 259856-84-3 C19H32O2S2Si
(2R)-1-(tert-butyldimethylsilyloxy)-4-(1,3-dithian-2-yl)-4-phenyl-2-butanol
—— ethyl 2-(4-cyano-3-phenylisothiazol-5-ylthio)acetate 126938-67-8 C14H12N2O2S2
ethyl 2-(4-cyano-3-phenylisothiazol-5-ylthio)acetate
—— 4-tert-butyl-N-{6-[2-(5-bromopyrimidin-2-yloxy)ethoxy]-5-(2-methoxyphenylthio)pyrimidin-4-yl}benzenesulfonamide 169679-45-2 C27H28BrN5O5S2
4-tert-butyl-N-{6-[2-(5-bromopyrimidin-2-yloxy)ethoxy]-5-(2-methoxyphenylthio)pyrimidin-4-yl}benzenesulfonamide
—— 4-tert-butyl-N-(6-chloro-5-(2-methoxyphenyl)thio-4-pyrimidinyl)benzenesulfonamide 167403-91-0 C21H22ClN3O3S2
4-tert-butyl-N-(6-chloro-5-(2-methoxyphenyl)thio-4-pyrimidinyl)benzenesulfonamide
—— 5-bromo-2,4-bis(methylthio)-6-(2-thienyl)pyrimidine 103191-91-9 C10H9BrN2S3
5-bromo-2,4-bis(methylthio)-6-(2-thienyl)pyrimidine
—— 2-bromoethyl isothiocyanate 1483-41-6 C3H4BrNS
2-bromoethyl isothiocyanate
—— 6-Amino-2-chloro-4-methyl-5-methylsulfanyl-nicotinonitrile 107450-35-1 C8H8ClN3S
6-Amino-2-chloro-4-methyl-5-methylsulfanyl-nicotinonitrile
—— S-2-Propyl (Z)-2,2,2-trifluoro-N-hydroxythioacetimidate 82985-99-7 C5H8F3NOS
S-2-Propyl (Z)-2,2,2-trifluoro-N-hydroxythioacetimidate
—— S-Allyl (Z)-2,2,2-trifluoro-N-hydroxythioacetimidate 82986-03-6 C5H6F3NOS
S-Allyl (Z)-2,2,2-trifluoro-N-hydroxythioacetimidate
—— S-Methyl (Z)-2,2,2-Trifluoro-N-hydroxythioacetimidate 82985-93-1 C3H4F3NOS
S-Methyl (Z)-2,2,2-Trifluoro-N-hydroxythioacetimidate
—— S-n-Butyl (Z)-2,2,2-Trifluoro-N-hydroxythioacetimidate 88326-76-5 C6H10F3NOS
S-n-Butyl (Z)-2,2,2-Trifluoro-N-hydroxythioacetimidate
—— 5-bromo-3-(4-fluorophenyl)-2-(4-methylthiophenyl)thiophene 88149-88-6 C17H12BrFS2
5-bromo-3-(4-fluorophenyl)-2-(4-methylthiophenyl)thiophene
—— 17-Butylsulfanyl-2,5,8,11,14-pentaoxabicyclo[13.4.0]nonadeca-1(15),16,18-triene 146132-85-6 C18H28O5S
17-Butylsulfanyl-2,5,8,11,14-pentaoxabicyclo[13.4.0]nonadeca-1(15),16,18-triene
—— 17-Benzylsulfanyl-2,5,8,11,14-pentaoxabicyclo[13.4.0]nonadeca-1(15),16,18-triene 146132-84-5 C21H26O5S
17-Benzylsulfanyl-2,5,8,11,14-pentaoxabicyclo[13.4.0]nonadeca-1(15),16,18-triene
—— propargyl isothiocyanate 54122-88-2 C4H3NS
propargyl isothiocyanate
—— 5-bromo-2-(4-fluorophenyl)-3-(4-methylthiophenyl)thiophene 88149-89-7 C17H12BrFS2
5-bromo-2-(4-fluorophenyl)-3-(4-methylthiophenyl)thiophene
—— 2-S-Ethyl-2-thio-6-aza-uracil; 5-Oxo-3-ethylmercapto-4,5-dihydro-1,2,4-triazin 89179-74-8 C5H7N3OS
2-S-Ethyl-2-thio-6-aza-uracil; 5-Oxo-3-ethylmercapto-4,5-dihydro-1,2,4-triazin
—— N-hydroxycyclopropanecarbothioamide 1568950-12-8 C4H7NOS
N-hydroxycyclopropanecarbothioamide
—— 2-methylthio-N-(2-aminophenyl)-4-methyl-thiazolium iodide 877309-01-8 C11H13N2S2*I
2-methylthio-N-(2-aminophenyl)-4-methyl-thiazolium iodide
—— 3-amino-6-chloro-1,-phenylthiobenzene 924651-63-8 C12H10ClNS
3-amino-6-chloro-1,-phenylthiobenzene
—— 3,4-dimethyl-2-(methylthio)-1,3-thiazol-3-ium iodide 33167-53-2 C6H10NS2*I
3,4-dimethyl-2-(methylthio)-1,3-thiazol-3-ium iodide
—— (E)-5-(hexylthio)pent-4-en-1-ol 1424273-48-2 C11H22OS
(E)-5-(hexylthio)pent-4-en-1-ol
—— (Z)-5-(hexylthio)pent-4-en-1-ol 1424273-49-3 C11H22OS
(Z)-5-(hexylthio)pent-4-en-1-ol
—— 8-(3-methoxyphenylsulfanyl)-9H-purin-6-ylamine 696574-58-0 C12H11N5OS
8-(3-methoxyphenylsulfanyl)-9H-purin-6-ylamine
—— 8-(3-Methoxy-phenylsulfanyl)-9-pent-4-ynyl-9H-purin-6-ylamine 852030-31-0 C17H17N5OS
8-(3-Methoxy-phenylsulfanyl)-9-pent-4-ynyl-9H-purin-6-ylamine
—— {[5-(Pyrazin-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl}acetic acid 104820-41-9 C8H6N4O3S
{[5-(Pyrazin-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl}acetic acid
—— bis(phenylthiomethyl)phenylphosphine 110139-86-1 C20H19PS2
bis(phenylthiomethyl)phenylphosphine
—— (E)-2-phenylthio-1-ethenyl acetyl selenide 107750-13-0 C10H10OSSe
(E)-2-phenylthio-1-ethenyl acetyl selenide
—— 1-Phenylthio-2-methyl-1,3-butadien 16061-69-1 C11H12S
1-Phenylthio-2-methyl-1,3-butadien
—— (E)-2-phenylthio-1-ethenyl diselenide 107750-19-6 C16H14S2Se2
(E)-2-phenylthio-1-ethenyl diselenide
—— N-[2,6-Diethyl-4-(phenylsulfanyl)phenyl]-1,1,1-trifluoromethanesulfonamide 62677-04-7 C17H18F3NO2S2
N-[2,6-Diethyl-4-(phenylsulfanyl)phenyl]-1,1,1-trifluoromethanesulfonamide
—— (E)-5-(phenylthio)pent-4-en-1-ol 144482-35-9 C11H14OS
(E)-5-(phenylthio)pent-4-en-1-ol
—— 4,4-Bis(phenylsulfanyl)butoxy-tert-butyl-dimethylsilane 1048993-02-7 C22H32OS2Si
4,4-Bis(phenylsulfanyl)butoxy-tert-butyl-dimethylsilane
—— Tetradecane-7-thiol 95596-42-2 C14H30S
Tetradecane-7-thiol
—— 1-((4-Fluorophenyl)thio)propan-2-amine hydrochloride 104864-02-0 C9H12FNS*ClH
1-((4-Fluorophenyl)thio)propan-2-amine hydrochloride
—— 2-methyl-1-phenylsulfanylnaphthalene 93322-81-7 C17H14S
2-methyl-1-phenylsulfanylnaphthalene
—— 1,1,1-Trifluoro-N-[4-fluoro-2-(phenylsulfanyl)phenyl]methanesulfonamide 62677-00-3 C13H9F4NO2S2
1,1,1-Trifluoro-N-[4-fluoro-2-(phenylsulfanyl)phenyl]methanesulfonamide
—— 3-Allylmercapto-2,4-dimethyl-pent-2-en 59104-36-8 C10H18S
3-Allylmercapto-2,4-dimethyl-pent-2-en
—— Methyl-o-(phenylthio)phenylcarbinol 52252-63-8 C14H14OS
Methyl-o-(phenylthio)phenylcarbinol
—— 1-(3-chlorophenyl)sulfanylpropan-2-amine;hydrochloride 104863-98-1 C9H12ClNS*ClH
1-(3-chlorophenyl)sulfanylpropan-2-amine;hydrochloride
—— (2,6-Dimethyl-phenyl)-[5-(2,6-dimethyl-phenyl)-6-phenylsulfanyl-4-thioxo-4,5-dihydro-[1,3,5]triazin-2-yl]-dithiocarbamic acid phenyl ester 104157-55-3 C32H28N4S4
(2,6-Dimethyl-phenyl)-[5-(2,6-dimethyl-phenyl)-6-phenylsulfanyl-4-thioxo-4,5-dihydro-[1,3,5]triazin-2-yl]-dithiocarbamic acid phenyl ester
—— 1.2.3.4-Tetrafluor-5-phenylmercaptobenzol 21913-58-6 C12H6F4S
1.2.3.4-Tetrafluor-5-phenylmercaptobenzol
—— N-[4-Chloro-3-(phenylsulfanyl)phenyl]-4-methoxypyrimidin-2-amine 915774-27-5 C17H14ClN3OS
N-[4-Chloro-3-(phenylsulfanyl)phenyl]-4-methoxypyrimidin-2-amine
—— 5-<(ethoxycarbonyl)(phenylthio)methyl>-6-formyl-4-methoxy-2H-pyran-2-one 116054-35-4 C17H16O6S
5-<(ethoxycarbonyl)(phenylthio)methyl>-6-formyl-4-methoxy-2H-pyran-2-one
—— N-[4-Bromo-2-(phenylsulfanyl)phenyl]-1,1,1-trifluoromethanesulfonamide 62676-99-7 C13H9BrF3NO2S2
N-[4-Bromo-2-(phenylsulfanyl)phenyl]-1,1,1-trifluoromethanesulfonamide
—— 1,1,1-Trifluoro-N-[2-fluoro-4-(phenylsulfanyl)phenyl]methanesulfonamide 62676-90-8 C13H9F4NO2S2
1,1,1-Trifluoro-N-[2-fluoro-4-(phenylsulfanyl)phenyl]methanesulfonamide