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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
—— (2Z)-6,6-dimethyl-2-[(4-methylsulfanylphenyl)methylidene]-5,7-dihydro-[1,3]thiazolo[3,2-a]pyrimidin-3-one —— C16H18N2OS2
(2Z)-6,6-dimethyl-2-[(4-methylsulfanylphenyl)methylidene]-5,7-dihydro-[1,3]thiazolo[3,2-a]pyrimidin-3-one
—— N-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]-2,4-dinitroaniline —— C19H12ClN5O6S
N-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]-2,4-dinitroaniline
—— (Z)-3-[2-(4-chlorophenyl)sulfanyl-5-nitrophenyl]-2-(4-chlorophenyl)sulfonylprop-2-enenitrile —— C21H12Cl2N2O4S2
(Z)-3-[2-(4-chlorophenyl)sulfanyl-5-nitrophenyl]-2-(4-chlorophenyl)sulfonylprop-2-enenitrile
—— 2,2-dimethyl-N-[(1R)-2,2,2-trichloro-1-[2-[2,2-dichloro-1-(2,2-dimethylpropanoylamino)ethenyl]sulfanylpyrimidin-4-yl]oxyethyl]propanamide —— C18H23Cl5N4O3S
2,2-dimethyl-N-[(1R)-2,2,2-trichloro-1-[2-[2,2-dichloro-1-(2,2-dimethylpropanoylamino)ethenyl]sulfanylpyrimidin-4-yl]oxyethyl]propanamide
—— methyl N-[(1R)-2,2,2-trichloro-1-[(1S)-2,2,2-trichloro-1-(methoxycarbonylamino)ethyl]sulfanylethyl]carbamate —— C8H10Cl6N2O4S
methyl N-[(1R)-2,2,2-trichloro-1-[(1S)-2,2,2-trichloro-1-(methoxycarbonylamino)ethyl]sulfanylethyl]carbamate
—— (2R)-1-[[(2R)-2-amino-4-methylpentyl]disulfanyl]-4-methylpentan-2-amine —— C12H28N2S2
(2R)-1-[[(2R)-2-amino-4-methylpentyl]disulfanyl]-4-methylpentan-2-amine
—— (2S)-5-methyl-2-[4-[(2S)-5-methyl-1,3-benzodithiol-2-yl]phenyl]-1,3-benzodithiole —— C22H18S4
(2S)-5-methyl-2-[4-[(2S)-5-methyl-1,3-benzodithiol-2-yl]phenyl]-1,3-benzodithiole
—— 2-[[3-(3,4-dimethylphenyl)-7-oxo-6-phenyl-2-sulfanylidene-[1,3]thiazolo[4,5-d]pyrimidin-5-yl]sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C26H26N4O3S3
2-[[3-(3,4-dimethylphenyl)-7-oxo-6-phenyl-2-sulfanylidene-[1,3]thiazolo[4,5-d]pyrimidin-5-yl]sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— N-[(2R)-butan-2-yl]-2-[[3-(3,4-dimethylphenyl)-7-oxo-6-phenyl-2-sulfanylidene-[1,3]thiazolo[4,5-d]pyrimidin-5-yl]sulfanyl]acetamide —— C25H26N4O2S3
N-[(2R)-butan-2-yl]-2-[[3-(3,4-dimethylphenyl)-7-oxo-6-phenyl-2-sulfanylidene-[1,3]thiazolo[4,5-d]pyrimidin-5-yl]sulfanyl]acetamide
—— (2R)-2-[[5,6-bis(4-methylphenyl)-1,2,4-triazin-3-yl]sulfanyl]-N-(2-methoxyethyl)butanamide —— C24H28N4O2S
(2R)-2-[[5,6-bis(4-methylphenyl)-1,2,4-triazin-3-yl]sulfanyl]-N-(2-methoxyethyl)butanamide
—— (2R)-2-[[5,6-bis(3-fluorophenyl)-1,2,4-triazin-3-yl]sulfanyl]-N-cyclopentylbutanamide —— C24H24F2N4OS
(2R)-2-[[5,6-bis(3-fluorophenyl)-1,2,4-triazin-3-yl]sulfanyl]-N-cyclopentylbutanamide
—— (2S)-2-[[5,6-bis(3-fluorophenyl)-1,2,4-triazin-3-yl]sulfanyl]-N-cyclopentylbutanamide —— C24H24F2N4OS
(2S)-2-[[5,6-bis(3-fluorophenyl)-1,2,4-triazin-3-yl]sulfanyl]-N-cyclopentylbutanamide
—— (2R)-2-[[5,6-bis(4-fluorophenyl)-1,2,4-triazin-3-yl]sulfanyl]-N-butylbutanamide —— C23H24F2N4OS
(2R)-2-[[5,6-bis(4-fluorophenyl)-1,2,4-triazin-3-yl]sulfanyl]-N-butylbutanamide
—— (7E)-3-(difluoromethyl)-6-(2,4-difluorophenyl)-7-(thiophen-2-ylmethylidene)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine —— C16H8F4N4S2
(7E)-3-(difluoromethyl)-6-(2,4-difluorophenyl)-7-(thiophen-2-ylmethylidene)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— (7E)-3-(difluoromethyl)-6-(2,4-difluorophenyl)-7-(pyridin-2-ylmethylidene)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine —— C17H9F4N5S
(7E)-3-(difluoromethyl)-6-(2,4-difluorophenyl)-7-(pyridin-2-ylmethylidene)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— propan-2-yl (2Z,5S)-7-methyl-2-[(4-methylphenyl)methylidene]-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C26H26N2O3S2
propan-2-yl (2Z,5S)-7-methyl-2-[(4-methylphenyl)methylidene]-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— methyl (2Z,5R)-2-[(3-chlorophenyl)methylidene]-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C23H19ClN2O3S2
methyl (2Z,5R)-2-[(3-chlorophenyl)methylidene]-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 3-(2-methylsulfanylphenyl)-4,5-dihydro-2H-pyrrolo[3,2-d][1,2]oxazole —— C12H12N2OS
3-(2-methylsulfanylphenyl)-4,5-dihydro-2H-pyrrolo[3,2-d][1,2]oxazole
—— prop-2-enyl (2Z,5R)-7-methyl-2-[(4-methylphenyl)methylidene]-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C26H24N2O3S2
prop-2-enyl (2Z,5R)-7-methyl-2-[(4-methylphenyl)methylidene]-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— methyl (2Z,5R)-2-[(2-chlorophenyl)methylidene]-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C23H19ClN2O3S2
methyl (2Z,5R)-2-[(2-chlorophenyl)methylidene]-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— (3S)-3-(4-fluorophenyl)sulfanylpiperidine —— C11H14FNS
(3S)-3-(4-fluorophenyl)sulfanylpiperidine
—— (5Z)-3-(2-chlorophenyl)-5-[[2-(4-chlorophenyl)sulfanyl-5-nitrophenyl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C22H12Cl2N2O3S3
(5Z)-3-(2-chlorophenyl)-5-[[2-(4-chlorophenyl)sulfanyl-5-nitrophenyl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— (5Z)-3-benzyl-5-[[2-(4-chlorophenyl)sulfanyl-5-nitrophenyl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C23H15ClN2O3S3
(5Z)-3-benzyl-5-[[2-(4-chlorophenyl)sulfanyl-5-nitrophenyl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— (4R)-2-amino-7,7-dimethyl-4-(5-methyl-2-methylsulfanylthiophen-3-yl)-5-oxo-1-pyridin-3-yl-6,8-dihydro-4H-quinoline-3-carbonitrile —— C23H24N4OS2
(4R)-2-amino-7,7-dimethyl-4-(5-methyl-2-methylsulfanylthiophen-3-yl)-5-oxo-1-pyridin-3-yl-6,8-dihydro-4H-quinoline-3-carbonitrile
—— 1-chloro-4-[(2S)-2-chloro-1,1,2-trifluoroethyl]sulfanylbenzene —— C8H5Cl2F3S
1-chloro-4-[(2S)-2-chloro-1,1,2-trifluoroethyl]sulfanylbenzene
—— (2R)-2-(3-chlorophenyl)-3,1-benzoxathiin-4-one —— C14H9ClO2S
(2R)-2-(3-chlorophenyl)-3,1-benzoxathiin-4-one
—— 2,2-dichloro-N-[(2S)-1-hydroxy-3-(methylsulfanylmethylsulfanyl)propan-2-yl]acetamide —— C7H13Cl2NO2S2
2,2-dichloro-N-[(2S)-1-hydroxy-3-(methylsulfanylmethylsulfanyl)propan-2-yl]acetamide
—— (3S)-N-methyl-3-(2-methylphenyl)sulfanyl-3-phenylpropan-1-amine —— C17H21NS
(3S)-N-methyl-3-(2-methylphenyl)sulfanyl-3-phenylpropan-1-amine
—— potassium;5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazole-2-thiolate —— C9H6ClKN2S3
potassium;5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazole-2-thiolate
—— iodozinc(1+);methylsulfanylbenzene —— C7H7ISZn
iodozinc(1+);methylsulfanylbenzene
—— (1R,8R)-N,N-dimethyl-9,9-dioxo-9lambda6-thiabicyclo[6.2.0]decan-1-amine —— C11H21NO2S
(1R,8R)-N,N-dimethyl-9,9-dioxo-9lambda6-thiabicyclo[6.2.0]decan-1-amine
—— (1S,7S)-N,N-dimethyl-8,8-dioxo-8lambda6-thiabicyclo[5.2.0]nonan-1-amine —— C10H19NO2S
(1S,7S)-N,N-dimethyl-8,8-dioxo-8lambda6-thiabicyclo[5.2.0]nonan-1-amine
—— (1R,7R)-N,N-dimethyl-8,8-dioxo-8lambda6-thiabicyclo[5.2.0]nonan-1-amine —— C10H19NO2S
(1R,7R)-N,N-dimethyl-8,8-dioxo-8lambda6-thiabicyclo[5.2.0]nonan-1-amine
—— (2R)-2-chloro-2-[(S)-chloro(phenyl)methyl]-5-methyl-1-benzothiophen-3-one —— C16H12Cl2OS
(2R)-2-chloro-2-[(S)-chloro(phenyl)methyl]-5-methyl-1-benzothiophen-3-one
—— [(2S)-1-hydroxy-3-(methylsulfanylmethylsulfanyl)propan-2-yl]urea —— C6H14N2O2S2
[(2S)-1-hydroxy-3-(methylsulfanylmethylsulfanyl)propan-2-yl]urea
—— 2-[(R)-ethylsulfonyl(methylsulfonyl)methyl]sulfonylpropane —— C7H16O6S3
2-[(R)-ethylsulfonyl(methylsulfonyl)methyl]sulfonylpropane
—— 2-[(R)-1,3-dithian-2-yl(hydroxy)methyl]-1,3-dithiane-2-carbaldehyde —— C10H16O2S4
2-[(R)-1,3-dithian-2-yl(hydroxy)methyl]-1,3-dithiane-2-carbaldehyde
—— 1-[(2R,3R)-3-(2,2-dimethylpropanoyl)-1,1-dioxothiiran-2-yl]-2,2-dimethylpropan-1-one —— C12H20O4S
1-[(2R,3R)-3-(2,2-dimethylpropanoyl)-1,1-dioxothiiran-2-yl]-2,2-dimethylpropan-1-one
—— ethyl (4aR)-spiro[1,2,3,4,5,6-hexahydronaphthalene-7,2'-1,3-dithiolane]-4a-carboxylate —— C15H22O2S2
ethyl (4aR)-spiro[1,2,3,4,5,6-hexahydronaphthalene-7,2'-1,3-dithiolane]-4a-carboxylate
—— 2-[(2R,3R)-2-ethyl-3-(2-hydroxyethylsulfanyl)hexyl]sulfanylethanol —— C12H26O2S2
2-[(2R,3R)-2-ethyl-3-(2-hydroxyethylsulfanyl)hexyl]sulfanylethanol
—— (1S,2S)-1-ethylsulfonyl-2-[(2-methylpropan-2-yl)oxy]cyclobutane —— C10H20O3S
(1S,2S)-1-ethylsulfonyl-2-[(2-methylpropan-2-yl)oxy]cyclobutane
—— (2S)-2-(4-hydroxyphenyl)-3,1-benzoxathiin-4-one —— C14H10O3S
(2S)-2-(4-hydroxyphenyl)-3,1-benzoxathiin-4-one
—— (1R,2S)-1-ethylsulfonyl-2-[(2-methylpropan-2-yl)oxy]cyclobutane —— C10H20O3S
(1R,2S)-1-ethylsulfonyl-2-[(2-methylpropan-2-yl)oxy]cyclobutane
—— 1-chloro-4-[(1R,2R)-2-chlorocyclopentyl]sulfanylbenzene —— C11H12Cl2S
1-chloro-4-[(1R,2R)-2-chlorocyclopentyl]sulfanylbenzene
—— (2S)-2-(3-chlorophenyl)-3,1-benzoxathiin-4-one —— C14H9ClO2S
(2S)-2-(3-chlorophenyl)-3,1-benzoxathiin-4-one
—— (2R)-1,1-bis(ethylsulfonyl)-2-methyloctane —— C13H28O4S2
(2R)-1,1-bis(ethylsulfonyl)-2-methyloctane
—— (2E)-2-[hydroxy(phenyl)methylidene]-1-benzothiophen-3-one —— C15H10O2S
(2E)-2-[hydroxy(phenyl)methylidene]-1-benzothiophen-3-one
—— 3-(Methylthio)phenylZinc bromide —— C7H7BrSZn
3-(Methylthio)phenylZinc bromide
—— cis-2-Phenyl-5-oxo-cyclohexancarbonsaeure-aethylenthioketal 31730-02-6 C15H18O2S2
cis-2-Phenyl-5-oxo-cyclohexancarbonsaeure-aethylenthioketal
—— (7R,8R)-8-phenyl-1,4-dithiaspiro[4.5]decane-7-carboxylic acid —— C15H18O2S2
(7R,8R)-8-phenyl-1,4-dithiaspiro[4.5]decane-7-carboxylic acid