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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-allyl-4-(phenylthio)-6-(3-(trimethylsilyl)prop-2-ynyl)-5,6-dihydropyridin-2(1H)-one 1313194-32-9 C20H25NOSSi
1-allyl-4-(phenylthio)-6-(3-(trimethylsilyl)prop-2-ynyl)-5,6-dihydropyridin-2(1H)-one
—— 6-(1,1-Dioxo-4-phenylsulfanyl-2,5-dihydro-1H-1λ6-thiophen-2-yl)-hex-1-en-3-ol 197862-48-9 C16H20O3S2
6-(1,1-Dioxo-4-phenylsulfanyl-2,5-dihydro-1H-1λ6-thiophen-2-yl)-hex-1-en-3-ol
—— 2-aminophenyl pentyl sulphide 54669-26-0 C11H17NS
2-aminophenyl pentyl sulphide
—— 2,4-diacetyl-1-(phenylthio)cyclohexene 116503-31-2 C16H18O2S
2,4-diacetyl-1-(phenylthio)cyclohexene
—— 2,4-diacetyl-1-(phenylthio)-4-<1-(phenylthio)ethenyl>cyclohexene 116503-34-5 C24H24O2S2
2,4-diacetyl-1-(phenylthio)-4-<1-(phenylthio)ethenyl>cyclohexene
—— methyl 5-acetyl-4-(phenylthio)-1,4-cyclohexadienecarboxylate 116503-25-4 C16H16O3S
methyl 5-acetyl-4-(phenylthio)-1,4-cyclohexadienecarboxylate
—— 1-(phenylthio)-4-acetylcyclohexene 85894-89-9 C14H16OS
1-(phenylthio)-4-acetylcyclohexene
—— 2-ethoxy-6-methyl-5-<1-(phenylthio)ethenyl>-3,4-dihydro-2H-pyran 116503-33-4 C16H20O2S
2-ethoxy-6-methyl-5-<1-(phenylthio)ethenyl>-3,4-dihydro-2H-pyran
—— 4-(1,1-dioxo-4-phenylsulfanyl-2,5-dihydrothiophen-2-yl)butan-1-ol 197862-44-5 C14H18O3S2
4-(1,1-dioxo-4-phenylsulfanyl-2,5-dihydrothiophen-2-yl)butan-1-ol
—— 8-(Benzenethio)-6-thiaspiro<4,4>-8-nonene 6,6-Dioxide 126742-97-0 C14H16O2S2
8-(Benzenethio)-6-thiaspiro<4,4>-8-nonene 6,6-Dioxide
—— 1-(phenylthio)-4-acetyl-2-bromocyclohex-1-ene 85895-55-2 C14H15BrOS
1-(phenylthio)-4-acetyl-2-bromocyclohex-1-ene
—— 4-(Phenylsulfanyl)-2-(prop-2-en-1-yl)-2,5-dihydro-1H-1lambda~6~-thiophene-1,1-dione 110026-88-5 C13H14O2S2
4-(Phenylsulfanyl)-2-(prop-2-en-1-yl)-2,5-dihydro-1H-1lambda~6~-thiophene-1,1-dione
—— 3-Chlor-4-phenylmercapto-tetrahydro-thiophen-1.1-dioxid 7326-61-6 C10H11ClO2S2
3-Chlor-4-phenylmercapto-tetrahydro-thiophen-1.1-dioxid
—— 1,1'-Hexane-1,6-diylbis(3-{2-[(2-methylphenyl)sulfanyl]ethyl}urea) 5754-13-2 C26H38N4O2S2
1,1'-Hexane-1,6-diylbis(3-{2-[(2-methylphenyl)sulfanyl]ethyl}urea)
—— 5,6-Dihydro-3-(phenylmethyl)thieno<2',3';5,6>pyrano<2,3-d>-1,2,3-triazol-8(3H)-one 129609-42-3 C14H11N3O2S
5,6-Dihydro-3-(phenylmethyl)thieno<2',3';5,6>pyrano<2,3-d>-1,2,3-triazol-8(3H)-one
—— (E)-3-Methyl-4-phenylsulfanyl-penta-2,4-dien-1-ol 346717-93-9 C12H14OS
(E)-3-Methyl-4-phenylsulfanyl-penta-2,4-dien-1-ol
—— 1-(5-Amino-3-methylsulfanyl-1,2,4-triazol-1-yl)undec-10-en-1-one 110984-27-5 C14H24N4OS
1-(5-Amino-3-methylsulfanyl-1,2,4-triazol-1-yl)undec-10-en-1-one
—— S-2-pyridyl 10-undecenethioate 134781-63-8 C16H23NOS
S-2-pyridyl 10-undecenethioate
—— (E)-1-Phenyl-2-methyl-3-phenylthiopropen 58468-97-6 C16H16S
(E)-1-Phenyl-2-methyl-3-phenylthiopropen
—— 6-chloro-2-(p-dimethylaminophenylimino)thioindoxil 149815-88-3 C16H13ClN2OS
6-chloro-2-(p-dimethylaminophenylimino)thioindoxil
—— 2-(3-morpholino-propylmercapto)-aniline 69967-26-6 C13H20N2OS
2-(3-morpholino-propylmercapto)-aniline
—— 1,1-dimethoxy-2-(phenylthio)-2-phenylethane 38509-16-9 C16H18O2S
1,1-dimethoxy-2-(phenylthio)-2-phenylethane
—— 2-[(4R,6R)-4,6-dimethyl-1,3-dioxan-2-yl]-2-phenylsulfanyl-N-prop-2-enylacetamide 1294897-70-3 C17H23NO3S
2-[(4R,6R)-4,6-dimethyl-1,3-dioxan-2-yl]-2-phenylsulfanyl-N-prop-2-enylacetamide
—— (Z)-N-(2-propenyl)-2-(phenylthio)-2-butenamide 1294896-90-4 C13H15NOS
(Z)-N-(2-propenyl)-2-(phenylthio)-2-butenamide
—— (Z)-N-(2-propenyl)-3-methoxy-2-(phenylthio)propenamide 1294897-45-2 C13H15NO2S
(Z)-N-(2-propenyl)-3-methoxy-2-(phenylthio)propenamide
—— 2-[(4R,5R)-4,5-dimethyl-1,3-dioxolan-2-yl]-2-phenylsulfanyl-N-prop-2-enylacetamide 1294897-69-0 C16H21NO3S
2-[(4R,5R)-4,5-dimethyl-1,3-dioxolan-2-yl]-2-phenylsulfanyl-N-prop-2-enylacetamide
—— N-2'-propenyl-Z-3-chloro-2-(phenylthio)propenamide 162375-32-8 C12H12ClNOS
N-2'-propenyl-Z-3-chloro-2-(phenylthio)propenamide
—— 4-nitro-3-phenylsulfanylpyridine N-oxide 13959-52-9 C11H8N2O3S
4-nitro-3-phenylsulfanylpyridine N-oxide
—— N-(3-phenylsulfanyl-4-pyridinyl)methanesulfonamide 833455-58-6 C12H12N2O2S2
N-(3-phenylsulfanyl-4-pyridinyl)methanesulfonamide
—— N-(3-phenylsulfanyl-4-pyridinyl)trifluoromethanesulfonamide 509076-59-9 C12H9F3N2O2S2
N-(3-phenylsulfanyl-4-pyridinyl)trifluoromethanesulfonamide
—— 4-amino-3-phenylsulfanylpyridine 509076-67-9 C11H10N2S
4-amino-3-phenylsulfanylpyridine
—— 4-[2-(diethylamino)ethyl]-2-methylsulfanyl-1H-pyrimidin-6-one 199931-27-6 C11H19N3OS
4-[2-(diethylamino)ethyl]-2-methylsulfanyl-1H-pyrimidin-6-one
—— 2,3-dimethoxy-4-hydroxy-4-(3-methyl-1-(phenylthio)-1,2-butadienyl)-2-cyclobuten-1-one 173913-14-9 C17H18O4S
2,3-dimethoxy-4-hydroxy-4-(3-methyl-1-(phenylthio)-1,2-butadienyl)-2-cyclobuten-1-one
—— Pyridinium, 4,4'-[1,10-decanediylbis(thio)]bis[1-octyl-, diiodide 202071-11-2 C36H62I2N2S2
Pyridinium, 4,4'-[1,10-decanediylbis(thio)]bis[1-octyl-, diiodide
—— 3-Methoxy-4-phenylsulfanylcyclobut-3-ene-1,2-dione 111857-81-9 C11H8O3S
3-Methoxy-4-phenylsulfanylcyclobut-3-ene-1,2-dione
—— methyl 3-amino-4-(1-oxo-4-cyano-pyridin-3-ylthio)benzoate 203661-11-4 C14H11N3O3S
methyl 3-amino-4-(1-oxo-4-cyano-pyridin-3-ylthio)benzoate
—— 3-Methyl-6-<(4'-fluorphenyl)-thio>-phenylessigsaeure 54435-43-7 C15H13FO2S
3-Methyl-6-<(4'-fluorphenyl)-thio>-phenylessigsaeure
—— 2-Carbomethoxy-4-methyl-2'-nitrodiphenylsulfid 58755-64-9 C15H13NO4S
2-Carbomethoxy-4-methyl-2'-nitrodiphenylsulfid
—— 1-dimethylarsino-2-methylthiobenzene 114959-99-8 C9H13AsS
1-dimethylarsino-2-methylthiobenzene
—— 3-methyl-6-[(4'-fluoro-phenyl)-thio]-benzyl chloride 54506-86-4 C14H12ClFS
3-methyl-6-[(4'-fluoro-phenyl)-thio]-benzyl chloride
—— <6-<(p-Fluorphenyl)thio>-m-tolyl>acetonitril 54435-35-7 C15H12FNS
<6-<(p-Fluorphenyl)thio>-m-tolyl>acetonitril
—— 3-[[5-(3-Chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]oxolan-2-one 5324-17-4 C12H9ClN2O3S
3-[[5-(3-Chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]oxolan-2-one
—— (3-nitril-2-pyridyl)-2-thiobenzothiazole 146724-14-3 C13H7N3S2
(3-nitril-2-pyridyl)-2-thiobenzothiazole
—— 3-(2-p-Tolyl-benzo[1,3]dithiol-2-yl)-1H-pyrrole 147089-25-6 C18H15NS2
3-(2-p-Tolyl-benzo[1,3]dithiol-2-yl)-1H-pyrrole
—— (phenyl-[1,3,4]thiadiazol-2-ylmercapto)-acetic acid amide 64145-13-7 C10H9N3OS2
(phenyl-[1,3,4]thiadiazol-2-ylmercapto)-acetic acid amide
—— N-(2-chloro-5-(methylthio)phenyl)-N'-(3-(methylthio)phenyl)guanidine 160754-78-9 C15H16ClN3S2
N-(2-chloro-5-(methylthio)phenyl)-N'-(3-(methylthio)phenyl)guanidine
—— 2-(bis(phenylthio)methyl)thiophene 303775-80-6 C17H14S3
2-(bis(phenylthio)methyl)thiophene
—— 2,6-bis(5-thienyl-2-hydroxymethyl)-4-(methylthio)pyridine 82093-96-7 C16H15NO2S3
2,6-bis(5-thienyl-2-hydroxymethyl)-4-(methylthio)pyridine
—— 4-(phenylthio)but-3-en-2-one 92897-11-5 C10H10OS
4-(phenylthio)but-3-en-2-one
—— 2,6-bis(5-formyl-2-thienyl)-4-(methylthio)pyridine 82093-94-5 C16H11NO2S3
2,6-bis(5-formyl-2-thienyl)-4-(methylthio)pyridine