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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
—— N-[(E)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]-4,6-di(piperidin-1-yl)-1,3,5-triazin-2-amine —— C26H29ClN8O2S
N-[(E)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]-4,6-di(piperidin-1-yl)-1,3,5-triazin-2-amine
—— 2-N-[(E)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]-4-N,6-N-diphenyl-1,3,5-triazine-2,4,6-triamine —— C29H24N8O2S
2-N-[(E)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]-4-N,6-N-diphenyl-1,3,5-triazine-2,4,6-triamine
—— ethyl (2E,5S)-7-methyl-5-(4-methylphenyl)-2-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C31H27N3O5S2
ethyl (2E,5S)-7-methyl-5-(4-methylphenyl)-2-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 2-[5-bromo-3-cyano-4-(methoxymethyl)-6-methylpyridin-2-yl]oxy-N-[(E)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]acetamide —— C25H22BrN5O5S
2-[5-bromo-3-cyano-4-(methoxymethyl)-6-methylpyridin-2-yl]oxy-N-[(E)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]acetamide
—— 2-N-[(E)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]-4-N,6-N-diphenyl-1,3,5-triazine-2,4,6-triamine —— C28H21ClN8O2S
2-N-[(E)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]-4-N,6-N-diphenyl-1,3,5-triazine-2,4,6-triamine
—— 2-N-[(E)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]-6-morpholin-4-yl-4-N-phenyl-1,3,5-triazine-2,4-diamine —— C26H23ClN8O3S
2-N-[(E)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]-6-morpholin-4-yl-4-N-phenyl-1,3,5-triazine-2,4-diamine
—— N-[(E)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]-4,6-di(piperidin-1-yl)-1,3,5-triazin-2-amine —— C27H32N8O2S
N-[(E)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]-4,6-di(piperidin-1-yl)-1,3,5-triazin-2-amine
—— ethyl (2E,5R)-5-(2-chlorophenyl)-7-methyl-2-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C30H24ClN3O5S2
ethyl (2E,5R)-5-(2-chlorophenyl)-7-methyl-2-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— ethyl (2E,5S)-5-(2-chlorophenyl)-7-methyl-2-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C30H24ClN3O5S2
ethyl (2E,5S)-5-(2-chlorophenyl)-7-methyl-2-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— ethyl (2E,5R)-7-methyl-5-(4-methylphenyl)-2-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C31H27N3O5S2
ethyl (2E,5R)-7-methyl-5-(4-methylphenyl)-2-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 3-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-5-[(Z)-2-(4-methoxyanilino)ethenyl]-1,2-thiazole-4-carbonitrile —— C19H12ClF3N4OS2
3-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-5-[(Z)-2-(4-methoxyanilino)ethenyl]-1,2-thiazole-4-carbonitrile
—— 1-[(2S)-2-methyl-3-(4-phenylsulfanylphenyl)propyl]imidazole —— C19H20N2S
1-[(2S)-2-methyl-3-(4-phenylsulfanylphenyl)propyl]imidazole
—— N-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]-2-(6-methyl-2-methylsulfanylpyrimidin-4-yl)oxyacetamide —— C17H21N5O2S
N-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]-2-(6-methyl-2-methylsulfanylpyrimidin-4-yl)oxyacetamide
—— S-methyl (2E)-5-benzylsulfanyl-2-methylsulfanylcarbonylimino-1,3,4-thiadiazole-3-carbothioate —— C13H13N3O2S4
S-methyl (2E)-5-benzylsulfanyl-2-methylsulfanylcarbonylimino-1,3,4-thiadiazole-3-carbothioate
—— 2-[(Z)-(1-phenyl-2-pyridin-2-ylsulfanylethylidene)amino]guanidine —— C14H15N5S
2-[(Z)-(1-phenyl-2-pyridin-2-ylsulfanylethylidene)amino]guanidine
—— N-[(Z)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-4-decoxybenzamide —— C29H34N4O3S
N-[(Z)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-4-decoxybenzamide
—— (6Z)-5-imino-2-[2-(morpholin-4-yl)-2-oxoethyl]-6-{[5-(phenylsulfanyl)furan-2-yl]methylidene}-5,6-dihydro-7H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one —— C22H19N5O4S2
(6Z)-5-imino-2-[2-(morpholin-4-yl)-2-oxoethyl]-6-{[5-(phenylsulfanyl)furan-2-yl]methylidene}-5,6-dihydro-7H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one
—— ethyl (2Z)-2-[[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylidene]-5-(4-fluorophenyl)-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C28H20FN3O4S3
ethyl (2Z)-2-[[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylidene]-5-(4-fluorophenyl)-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— (1R,2R,5R,6R)-2-phenylsulfanyltricyclo[4.2.1.02,5]non-7-ene-3,4-dione —— C15H12O2S
(1R,2R,5R,6R)-2-phenylsulfanyltricyclo[4.2.1.02,5]non-7-ene-3,4-dione
—— (1R,2S,5R,6R)-2-phenylsulfanyltricyclo[4.2.1.02,5]non-7-ene-3,4-dione —— C15H12O2S
(1R,2S,5R,6R)-2-phenylsulfanyltricyclo[4.2.1.02,5]non-7-ene-3,4-dione
—— 7-methyl-3-{(Z)-[3-(4-methylbenzyl)-4-oxo-2-thioxo-1,3-thiazolidin-5-ylidene]methyl}-2-(phenylsulfanyl)-4H-pyrido[1,2-a]pyrimidin-4-one —— C27H21N3O2S3
7-methyl-3-{(Z)-[3-(4-methylbenzyl)-4-oxo-2-thioxo-1,3-thiazolidin-5-ylidene]methyl}-2-(phenylsulfanyl)-4H-pyrido[1,2-a]pyrimidin-4-one
—— N-[(Z)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-4-nitrobenzamide —— C19H13N5O4S
N-[(Z)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-4-nitrobenzamide
—— decyl 2-[[(7E)-3-cyano-4-thiophen-2-yl-7-(thiophen-2-ylmethylidene)-5,6-dihydrocyclopenta[b]pyridin-2-yl]sulfanyl]acetate —— C30H34N2O2S3
decyl 2-[[(7E)-3-cyano-4-thiophen-2-yl-7-(thiophen-2-ylmethylidene)-5,6-dihydrocyclopenta[b]pyridin-2-yl]sulfanyl]acetate
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]-N-[(Z)-pyridin-3-ylmethylideneamino]triazole-4-carboxamide —— C15H14N12O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]-N-[(Z)-pyridin-3-ylmethylideneamino]triazole-4-carboxamide
—— 2-(2-methylphenoxy)-N-[(Z)-[5-(4-oxo-3-phenylquinazolin-2-yl)sulfanylfuran-2-yl]methylideneamino]acetamide —— C28H22N4O4S
2-(2-methylphenoxy)-N-[(Z)-[5-(4-oxo-3-phenylquinazolin-2-yl)sulfanylfuran-2-yl]methylideneamino]acetamide
—— N-[(Z)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-4,6-dimorpholin-4-yl-1,3,5-triazin-2-amine —— C23H25N9O3S
N-[(Z)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-4,6-dimorpholin-4-yl-1,3,5-triazin-2-amine
—— N-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]-4-nitrobenzamide —— C20H13ClN4O5S
N-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]-4-nitrobenzamide
—— (3R)-3-(4-chlorophenyl)sulfanyloxolane-2,5-dione —— C10H7ClO3S
(3R)-3-(4-chlorophenyl)sulfanyloxolane-2,5-dione
—— N-[(E)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]-2,4-dinitroaniline —— C20H15N5O6S
N-[(E)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]-2,4-dinitroaniline
—— 3,4-bis[(4-chlorophenyl)sulfanyl]furan-2,5-dione —— C16H8Cl2O3S2
3,4-bis[(4-chlorophenyl)sulfanyl]furan-2,5-dione
—— (2Z,5E)-5-({5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)-3-(2-methoxyethyl)-2-(phenylimino)-1,3-thiazolidin-4-one —— C23H19ClN2O3S2
(2Z,5E)-5-({5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)-3-(2-methoxyethyl)-2-(phenylimino)-1,3-thiazolidin-4-one
—— 18,26-Dioxa-12,32-dithia-41-azaheptacyclo[32.2.2.214,17.227,30.12,6.17,11.120,24]pentatetraconta-1(36),2(45),3,5,7(44),8,10,14(43),15,17(42),20,22,24(41),27,29,34,37,39-octadecaene —— C40H33NO2S2
18,26-Dioxa-12,32-dithia-41-azaheptacyclo[32.2.2.214,17.227,30.12,6.17,11.120,24]pentatetraconta-1(36),2(45),3,5,7(44),8,10,14(43),15,17(42),20,22,24(41),27,29,34,37,39-octadecaene
—— 6-[[[2-[(4,6-dianilino-1,3,5-triazin-2-yl)sulfanyl]-1,3-benzothiazol-6-yl]amino]methylidene]-4-methoxycyclohexa-2,4-dien-1-one —— C30H23N7O2S2
6-[[[2-[(4,6-dianilino-1,3,5-triazin-2-yl)sulfanyl]-1,3-benzothiazol-6-yl]amino]methylidene]-4-methoxycyclohexa-2,4-dien-1-one
—— (2Z)-2-[[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylidene]-5-(4-methoxyphenyl)-7-methyl-3-oxo-N-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxamide —— C33H24N4O4S3
(2Z)-2-[[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylidene]-5-(4-methoxyphenyl)-7-methyl-3-oxo-N-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxamide
—— 1-[(7E)-3-thiophen-2-yl-7-(thiophen-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylethanone —— C25H26N4OS3
1-[(7E)-3-thiophen-2-yl-7-(thiophen-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylethanone
—— (Z)-2-octylsulfanylhex-2-en-4-yne-1,6-diol —— C14H24O2S
(Z)-2-octylsulfanylhex-2-en-4-yne-1,6-diol
—— 3-phenylsulfanyl-4-[(Z)-(1,3,3-trimethylindol-2-ylidene)methyl]cyclobut-3-ene-1,2-dione —— C22H19NO2S
3-phenylsulfanyl-4-[(Z)-(1,3,3-trimethylindol-2-ylidene)methyl]cyclobut-3-ene-1,2-dione
—— N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]pyridin-2-amine —— C13H13N3S
N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]pyridin-2-amine
—— 2-[5-bromo-3-cyano-4-(methoxymethyl)-6-methylpyridin-2-yl]oxy-N-[(E)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]acetamide —— C24H19BrClN5O5S
2-[5-bromo-3-cyano-4-(methoxymethyl)-6-methylpyridin-2-yl]oxy-N-[(E)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]acetamide
—— ethyl (2E,5S)-2-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-7-methyl-5-(4-methylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C30H24ClN3O5S2
ethyl (2E,5S)-2-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-7-methyl-5-(4-methylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— N-[(E)-[2-(1,3-benzothiazol-2-ylsulfanyl)-5-nitrophenyl]methylideneamino]-3,4,5-trimethoxybenzamide —— C24H20N4O6S2
N-[(E)-[2-(1,3-benzothiazol-2-ylsulfanyl)-5-nitrophenyl]methylideneamino]-3,4,5-trimethoxybenzamide
—— N-[(E)-1-(4-chlorophenyl)ethylideneamino]-2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetamide —— C16H17ClN4OS
N-[(E)-1-(4-chlorophenyl)ethylideneamino]-2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetamide
—— (5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-3-(2-oxo-2-piperidin-1-ylethyl)-1,3-thiazolidine-2,4-dione —— C24H23N3O5S2
(5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-3-(2-oxo-2-piperidin-1-ylethyl)-1,3-thiazolidine-2,4-dione
—— N-[(E)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]-2,4-dinitroaniline —— C19H12ClN5O6S
N-[(E)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]-2,4-dinitroaniline
—— ethyl (E)-2-cyano-3-(5-methyl-2-methylsulfanylthiophen-3-yl)prop-2-enoate —— C12H13NO2S2
ethyl (E)-2-cyano-3-(5-methyl-2-methylsulfanylthiophen-3-yl)prop-2-enoate
—— (1R,8R)-N-cyclohexyltricyclo[4.3.1.13,8]undecane-3-carbothioamide —— C18H29NS
(1R,8R)-N-cyclohexyltricyclo[4.3.1.13,8]undecane-3-carbothioamide
—— (5Z)-3-[(2,6-dichlorophenyl)methyl]-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-1,3-thiazolidine-2,4-dione —— C24H16Cl2N2O4S2
(5Z)-3-[(2,6-dichlorophenyl)methyl]-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-1,3-thiazolidine-2,4-dione
—— 4-[(1R,2S,4S)-2-bicyclo[2.2.1]hept-5-enyl]-3-[(4-chlorophenyl)methylsulfanyl]-1H-1,2,4-triazol-5-one —— C16H16ClN3OS
4-[(1R,2S,4S)-2-bicyclo[2.2.1]hept-5-enyl]-3-[(4-chlorophenyl)methylsulfanyl]-1H-1,2,4-triazol-5-one
—— methyl 2-[5-[(Z)-(2,4-dichlorophenyl)methoxyiminomethyl]imidazo[2,1-b][1,3]thiazol-6-yl]sulfanylbenzoate —— C21H15Cl2N3O3S2
methyl 2-[5-[(Z)-(2,4-dichlorophenyl)methoxyiminomethyl]imidazo[2,1-b][1,3]thiazol-6-yl]sulfanylbenzoate
—— 4-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-3-[(4-chlorophenyl)methylsulfanyl]-1H-1,2,4-triazol-5-one —— C16H16ClN3OS
4-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-3-[(4-chlorophenyl)methylsulfanyl]-1H-1,2,4-triazol-5-one