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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
—— (3S,4R,5S)-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-4-phenyl-3-phenylsulfanyloxolan-2-one 144728-54-1 C33H34O3SSi
(3S,4R,5S)-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-4-phenyl-3-phenylsulfanyloxolan-2-one
—— (2R)-3-methyl-[(2-methylprop-2-enyl)thio]butan-1-ol 216376-35-1 C9H18OS
(2R)-3-methyl-[(2-methylprop-2-enyl)thio]butan-1-ol
—— Agn-PC-0nfkdq 188969-07-5 C22H26S5
Agn-PC-0nfkdq
—— α-fluoro-α-[2-(4-phenylthiazolyl)thio]acetonitrile 493046-83-6 C11H7FN2S2
α-fluoro-α-[2-(4-phenylthiazolyl)thio]acetonitrile
—— O-[(1S,2R)-1-[(4R)-2,2-ditert-butyl-1,3,2-dioxasilinan-4-yl]-3-hydroxy-2-methylpropyl] methylsulfanylmethanethioate 213742-02-0 C17H34O4S2Si
O-[(1S,2R)-1-[(4R)-2,2-ditert-butyl-1,3,2-dioxasilinan-4-yl]-3-hydroxy-2-methylpropyl] methylsulfanylmethanethioate
—— (R)-2-Methyl-5-phenylsulfanyl-2-vinyl-pentanoic acid ethyl ester 185039-11-6 C16H22O2S
(R)-2-Methyl-5-phenylsulfanyl-2-vinyl-pentanoic acid ethyl ester
—— 1-[(Phenylthio)methyl]cyclopropanamine 437985-45-0 C10H13NS
1-[(Phenylthio)methyl]cyclopropanamine
—— 1-[1-(4-methylthio-phenyl)-ethyl]-biguanide 779308-02-0 C11H17N5S
1-[1-(4-methylthio-phenyl)-ethyl]-biguanide
—— 1-(2-Benzylsulfanyl-benzyl)-5-hydroxy-pyrrolidin-2-one 226088-34-2 C18H19NO2S
1-(2-Benzylsulfanyl-benzyl)-5-hydroxy-pyrrolidin-2-one
—— (Z)-2-(phenylthio)but-2-ene 35347-59-2 C10H12S
(Z)-2-(phenylthio)but-2-ene
—— tert-Butyl-dimethyl-[1-((1R,2R)-1-oxo-2-propyl-1λ<sup>4</sup>-[1,3]dithiolan-2-yl)-vinyloxy]-silane 1026527-34-3 C14H28O2S2Si
tert-Butyl-dimethyl-[1-((1R,2R)-1-oxo-2-propyl-1λ<sup>4</sup>-[1,3]dithiolan-2-yl)-vinyloxy]-silane
—— [(4S,5S)-5-(1,1-Dimethyl-2-phenylsulfanyl-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-methanol 169899-79-0 C16H24O3S
[(4S,5S)-5-(1,1-Dimethyl-2-phenylsulfanyl-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-methanol
—— S-(2-chloro-4-fluoro-5-aminophenyl)dimethylthiocarbamate 105586-18-3 C9H10ClFN2OS
S-(2-chloro-4-fluoro-5-aminophenyl)dimethylthiocarbamate
—— (3R,4R)-1-Phenylsulfanyl-non-8-ene-3,4-diol 180693-00-9 C15H22O2S
(3R,4R)-1-Phenylsulfanyl-non-8-ene-3,4-diol
—— (Z)-1-(tributylstannyl)-1-[(trifluoromethyl)sulfonyl]oct-1-ene 176312-45-1 C21H41F3O2SSn
(Z)-1-(tributylstannyl)-1-[(trifluoromethyl)sulfonyl]oct-1-ene
—— 4-Methyl-2-phenylsulfanyl-pent-3-enal 115205-39-5 C12H14OS
4-Methyl-2-phenylsulfanyl-pent-3-enal
—— (3R,3aR,6R,8aR,4'S)-3-(2',2'-dimethyl-1',3'-dioxan-4'-yl)-8-methoxy-8a-trifluoroacetoxymethyl-7-phenylthio-1,2,3,6-tetrahydro03a,6-epoxyazulene 256343-66-5 C25H27F3O6S
(3R,3aR,6R,8aR,4'S)-3-(2',2'-dimethyl-1',3'-dioxan-4'-yl)-8-methoxy-8a-trifluoroacetoxymethyl-7-phenylthio-1,2,3,6-tetrahydro03a,6-epoxyazulene
—— 1-p-Tolylsulfanyl-decan-2-one 126882-45-9 C17H26OS
1-p-Tolylsulfanyl-decan-2-one
—— 1,1,1-trifluoromethyl-3-chloropropane-2-thiol 95356-47-1 C3H4ClF3S
1,1,1-trifluoromethyl-3-chloropropane-2-thiol
—— 1,1,1-trifluoro-3-phenyl-3-phenylthio-2-propanone 177747-66-9 C15H11F3OS
1,1,1-trifluoro-3-phenyl-3-phenylthio-2-propanone
—— 1,1,2,2,3,3,5,5-Octamethyl-4,6-bis(phenylsulfanyl)-1,2,3,5-tetrasilinane 253589-50-3 C22H36S2Si4
1,1,2,2,3,3,5,5-Octamethyl-4,6-bis(phenylsulfanyl)-1,2,3,5-tetrasilinane
—— (1E,4Z,6Z)-6-cyano-1-ethoxy-8,8-dimethyl-2,4-bis(phenylthio)nona-1,4,6-trien-3-ol 403719-66-4 C26H29NO2S2
(1E,4Z,6Z)-6-cyano-1-ethoxy-8,8-dimethyl-2,4-bis(phenylthio)nona-1,4,6-trien-3-ol
—— N-[(2-bromophenyl)methyl]-2-methylsulfinyl-N-(2-phenylsulfanylcyclohexen-1-yl)acetamide 205446-78-2 C22H24BrNO2S2
N-[(2-bromophenyl)methyl]-2-methylsulfinyl-N-(2-phenylsulfanylcyclohexen-1-yl)acetamide
—— 5,6-dihydro-1,3-dithiolo<4,5-b><1,4>oxathiin-2-thione 175844-46-9 C5H4OS4
5,6-dihydro-1,3-dithiolo<4,5-b><1,4>oxathiin-2-thione
—— 5,6-dihydro-1,4-dithiin 605671-62-3 C6H10OS2
5,6-dihydro-1,4-dithiin
—— 2-trifluoromethyl-3-(1,3-dithianyl)-7-methyl-1,6,8-nonatriene 160089-09-8 C14H19F3S2
2-trifluoromethyl-3-(1,3-dithianyl)-7-methyl-1,6,8-nonatriene
—— (+/-)-1-(dimethylcarbamoyloxy)-2,2,4-trimethyl-3-phenylthiomethyl-1-vinyl-3-cyclohexene 162708-84-1 C21H29NO2S
(+/-)-1-(dimethylcarbamoyloxy)-2,2,4-trimethyl-3-phenylthiomethyl-1-vinyl-3-cyclohexene
—— dihydromirabazole C 155158-73-9 C18H26N4S4
dihydromirabazole C
—— 3-[2-[(8Z,11Z)-heptadeca-8,11-dienyl]-1,3-dithian-2-yl]propane-1,2-diol 160030-62-6 C24H44O2S2
3-[2-[(8Z,11Z)-heptadeca-8,11-dienyl]-1,3-dithian-2-yl]propane-1,2-diol
—— (E)-11-(2-hexyl-1,3-dithiolan-2-yl)undec-4-enoyl chloride 172331-01-0 C20H35ClOS2
(E)-11-(2-hexyl-1,3-dithiolan-2-yl)undec-4-enoyl chloride
—— (1R,2S)-2-methylcyclopropanecarbothioic acid {1-hydroxymethyl-5-[(1S,2R,1'S,2'S)-2'-((3R)-3-methoxyhex-5-enyl)-2'-methylbicyclopropyl-2-yl]pent-2-enyl}amide 431982-23-9 C25H41NO2S
(1R,2S)-2-methylcyclopropanecarbothioic acid {1-hydroxymethyl-5-[(1S,2R,1'S,2'S)-2'-((3R)-3-methoxyhex-5-enyl)-2'-methylbicyclopropyl-2-yl]pent-2-enyl}amide
—— 4-Bromo-5-[(3,4-dimethoxy-2-methoxymethoxy-phenyl)-methoxy-methyl]-1-methyl-2-phenylsulfanyl-1H-imidazole 171780-62-4 C22H25BrN2O5S
4-Bromo-5-[(3,4-dimethoxy-2-methoxymethoxy-phenyl)-methoxy-methyl]-1-methyl-2-phenylsulfanyl-1H-imidazole
—— 3-amino-3-cyano-2-(methylthio)-Δ<sup>1</sup>-pyrroline 61254-36-2 C7H9N3OS
3-amino-3-cyano-2-(methylthio)-Δ<sup>1</sup>-pyrroline
—— 3-p-fluoro(phenylthio)-2-nonenal 167223-45-2 C15H19FOS
3-p-fluoro(phenylthio)-2-nonenal
—— (2R,4R)-2-methyl-4-(phenylsulfanylmethyl)pentane-1,5-diol 191660-23-8 C13H20O2S
(2R,4R)-2-methyl-4-(phenylsulfanylmethyl)pentane-1,5-diol
—— (R)-2-Formyl-2-methyl-5-phenylsulfanyl-pentanoic acid ethyl ester 185039-10-5 C15H20O3S
(R)-2-Formyl-2-methyl-5-phenylsulfanyl-pentanoic acid ethyl ester
—— 8-amino-4-dimethylaminopyrimido[4,5-b]-1,4-benzothiazepine 874120-42-0 C13H13N5S
8-amino-4-dimethylaminopyrimido[4,5-b]-1,4-benzothiazepine
—— 1-methyl-3-phenylsulfanyl-2-pyrrolidinone 59953-50-3 C11H13NOS
1-methyl-3-phenylsulfanyl-2-pyrrolidinone
—— MESNET 668470-70-0 C18H21NOS
MESNET
—— (4S,5S)-4-Methoxymethyl-5-(4-methylsulfanyl-phenyl)-2-phenyl-4,5-dihydro-oxazole 290810-34-3 C18H19NO2S
(4S,5S)-4-Methoxymethyl-5-(4-methylsulfanyl-phenyl)-2-phenyl-4,5-dihydro-oxazole
—— 3-(p-chlorophenylthio)butan-1-ol 55010-10-1 C10H13ClOS
3-(p-chlorophenylthio)butan-1-ol
—— 3-methylsulfanyl-6-(2,3,5-trichlorophenyl)-4H-1,2,4-triazin-5-one 597559-60-9 C10H6Cl3N3OS
3-methylsulfanyl-6-(2,3,5-trichlorophenyl)-4H-1,2,4-triazin-5-one
—— Ethanol, 2-(pentylsulfinyl)- 343269-32-9 C7H16O2S
Ethanol, 2-(pentylsulfinyl)-
—— 2-Hydroxy-1-{2-[2-(4-hydroxy-phenyl)-ethyl]-[1,3]dithian-2-yl}-heptadecan-4-one 443957-50-4 C29H48O3S2
2-Hydroxy-1-{2-[2-(4-hydroxy-phenyl)-ethyl]-[1,3]dithian-2-yl}-heptadecan-4-one
—— Pyrimidine, 1,4,5,6-tetrahydro-2-[4-[(4-methoxyphenyl)thio]phenyl]- 677343-17-8 C17H18N2OS
Pyrimidine, 1,4,5,6-tetrahydro-2-[4-[(4-methoxyphenyl)thio]phenyl]-
—— O-ethyl (2-methyl-4-oxopentan-2-yl)sulfanylmethanethioate 2048-96-6 C9H16O2S2
O-ethyl (2-methyl-4-oxopentan-2-yl)sulfanylmethanethioate
—— 6-amino-3-methyl-2-methylsulfanyl-5-nitro-3<i>H</i>-pyrimidin-4-one 31469-60-0 C6H8N4O3S
6-amino-3-methyl-2-methylsulfanyl-5-nitro-3<i>H</i>-pyrimidin-4-one
—— N,N-dimethyl-2-(2'-aminophenylthio)benzamide 860778-48-9 C15H16N2OS
N,N-dimethyl-2-(2'-aminophenylthio)benzamide
—— (R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-1-(2-ethyl-[1,3]dithian-2-yl)-butan-2-ol 287172-98-9 C17H36O2S2Si
(R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-1-(2-ethyl-[1,3]dithian-2-yl)-butan-2-ol
—— 1-phenylsulphenyl-2-methylsulphenyl-5,5-dimethylcyclopenta-1,3-diene 335343-26-5 C14H16S2
1-phenylsulphenyl-2-methylsulphenyl-5,5-dimethylcyclopenta-1,3-diene