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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
—— (Z)-3-(5-methylfuran-2-yl)-N-(3-phenylsulfanylpropyl)prop-2-enamide —— C17H19NO2S
(Z)-3-(5-methylfuran-2-yl)-N-(3-phenylsulfanylpropyl)prop-2-enamide
—— (Z)-N-(3-phenylsulfanylpropyl)-3-thiophen-2-ylprop-2-enamide —— C16H17NOS2
(Z)-N-(3-phenylsulfanylpropyl)-3-thiophen-2-ylprop-2-enamide
—— (7E)-3-[chloro(difluoro)methyl]-7-[(5-methylthiophen-2-yl)methylidene]-6-phenyl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine —— C17H11ClF2N4S2
(7E)-3-[chloro(difluoro)methyl]-7-[(5-methylthiophen-2-yl)methylidene]-6-phenyl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— methyl (2R)-3-[1-(benzenesulfonyl)-3-phenylsulfanylindol-2-yl]-2-cyanopropanoate —— C25H20N2O4S2
methyl (2R)-3-[1-(benzenesulfonyl)-3-phenylsulfanylindol-2-yl]-2-cyanopropanoate
—— 4-(4-Methylphenyl)-2-(4-methylsulfonyl-2-nitrophenyl)sulfanyl-1,3-thiazole —— C17H14N2O4S3
4-(4-Methylphenyl)-2-(4-methylsulfonyl-2-nitrophenyl)sulfanyl-1,3-thiazole
—— methyl (2S)-3-[1-(benzenesulfonyl)-3-phenylsulfanylindol-2-yl]-2-cyanopropanoate —— C25H20N2O4S2
methyl (2S)-3-[1-(benzenesulfonyl)-3-phenylsulfanylindol-2-yl]-2-cyanopropanoate
—— 11-Methyl-10-(2,5,6-trimethylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9-trien-12-one —— C19H18N4OS3
11-Methyl-10-(2,5,6-trimethylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9-trien-12-one
—— 10-(5,6-Dimethylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-11-methyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9-trien-12-one —— C18H16N4OS3
10-(5,6-Dimethylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-11-methyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9-trien-12-one
—— 5-Nitro-2-(4-oxo-3-phenylthieno[2,3-d]pyrimidin-2-yl)sulfanylbenzonitrile —— C19H10N4O3S2
5-Nitro-2-(4-oxo-3-phenylthieno[2,3-d]pyrimidin-2-yl)sulfanylbenzonitrile
—— 2-[(11-Methyl-12-oxo-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9-trien-10-yl)sulfanyl]-5-nitrobenzonitrile —— C17H12N4O3S2
2-[(11-Methyl-12-oxo-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9-trien-10-yl)sulfanyl]-5-nitrobenzonitrile
—— 3-(2-Methoxyethyl)-5,6-dimethyl-2-thieno[2,3-d]pyrimidin-4-ylsulfanylthieno[2,3-d]pyrimidin-4-one —— C17H16N4O2S3
3-(2-Methoxyethyl)-5,6-dimethyl-2-thieno[2,3-d]pyrimidin-4-ylsulfanylthieno[2,3-d]pyrimidin-4-one
—— 10-(2-Chloro-4-nitrophenyl)sulfanyl-11-methyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9-trien-12-one —— C16H12ClN3O3S2
10-(2-Chloro-4-nitrophenyl)sulfanyl-11-methyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9-trien-12-one
—— 3-Methyl-2-thieno[2,3-d]pyrimidin-4-ylsulfanyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-one —— C17H14N4OS3
3-Methyl-2-thieno[2,3-d]pyrimidin-4-ylsulfanyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-one
—— 2-(5,6-Dimethylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-3-methyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-one —— C19H18N4OS3
2-(5,6-Dimethylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-3-methyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-one
—— 11-Propyl-10-thieno[2,3-d]pyrimidin-4-ylsulfanyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9-trien-12-one —— C18H16N4OS3
11-Propyl-10-thieno[2,3-d]pyrimidin-4-ylsulfanyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9-trien-12-one
—— 2-[(3-Ethyl-4-oxo-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-2-yl)sulfanyl]-5-nitrobenzonitrile —— C19H16N4O3S2
2-[(3-Ethyl-4-oxo-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-2-yl)sulfanyl]-5-nitrobenzonitrile
—— N-[2-[(5E)-5-[(3-bromophenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]ethyl]-2-phenylsulfanylacetamide —— C20H17BrN2O3S2
N-[2-[(5E)-5-[(3-bromophenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]ethyl]-2-phenylsulfanylacetamide
—— N-[(S)-(4-chlorophenyl)-(1-methylimidazol-2-yl)methyl]-3-(4-fluorophenyl)sulfanylpropanamide —— C20H19ClFN3OS
N-[(S)-(4-chlorophenyl)-(1-methylimidazol-2-yl)methyl]-3-(4-fluorophenyl)sulfanylpropanamide
—— N-[(S)-(4-chlorophenyl)-(1-methylimidazol-2-yl)methyl]-2-(2-methylphenyl)sulfanylacetamide —— C20H20ClN3OS
N-[(S)-(4-chlorophenyl)-(1-methylimidazol-2-yl)methyl]-2-(2-methylphenyl)sulfanylacetamide
—— ethyl (4S)-6-amino-4-(2-chlorophenyl)-5-cyano-2-[(3-cyano-4,6-dimethylpyridin-2-yl)sulfanylmethyl]-4H-thiopyran-3-carboxylate —— C24H21ClN4O2S2
ethyl (4S)-6-amino-4-(2-chlorophenyl)-5-cyano-2-[(3-cyano-4,6-dimethylpyridin-2-yl)sulfanylmethyl]-4H-thiopyran-3-carboxylate
—— N,N'-dimethyl-N-[(E)-(4-methylsulfanylphenyl)methylideneamino]-N'-[(Z)-(4-methylsulfanylphenyl)methylideneamino]ethane-1,2-diamine —— C20H26N4S2
N,N'-dimethyl-N-[(E)-(4-methylsulfanylphenyl)methylideneamino]-N'-[(Z)-(4-methylsulfanylphenyl)methylideneamino]ethane-1,2-diamine
—— ethyl (4R)-6-amino-4-(2-chlorophenyl)-5-cyano-2-[(3-cyano-4,6-dimethylpyridin-2-yl)sulfanylmethyl]-4H-thiopyran-3-carboxylate —— C24H21ClN4O2S2
ethyl (4R)-6-amino-4-(2-chlorophenyl)-5-cyano-2-[(3-cyano-4,6-dimethylpyridin-2-yl)sulfanylmethyl]-4H-thiopyran-3-carboxylate
—— ethyl (7S,8S)-4-methoxy-9-oxo-8-phenyl-5,6,7,8-tetrahydropyrimido[4,5-b][1,4]benzothiazine-7-carboxylate —— C20H19N3O4S
ethyl (7S,8S)-4-methoxy-9-oxo-8-phenyl-5,6,7,8-tetrahydropyrimido[4,5-b][1,4]benzothiazine-7-carboxylate
—— ethyl (7R,8R)-4-methoxy-9-oxo-8-phenyl-5,6,7,8-tetrahydropyrimido[4,5-b][1,4]benzothiazine-7-carboxylate —— C20H19N3O4S
ethyl (7R,8R)-4-methoxy-9-oxo-8-phenyl-5,6,7,8-tetrahydropyrimido[4,5-b][1,4]benzothiazine-7-carboxylate
—— ethyl (7R,8S)-4-methoxy-9-oxo-8-phenyl-5,6,7,8-tetrahydropyrimido[4,5-b][1,4]benzothiazine-7-carboxylate —— C20H19N3O4S
ethyl (7R,8S)-4-methoxy-9-oxo-8-phenyl-5,6,7,8-tetrahydropyrimido[4,5-b][1,4]benzothiazine-7-carboxylate
—— (Z)-N-[3-(3,5-dimethylpyrazol-1-yl)-1,2,4-triazol-4-yl]-1-(4-methylsulfanylphenyl)methanimine —— C15H16N6S
(Z)-N-[3-(3,5-dimethylpyrazol-1-yl)-1,2,4-triazol-4-yl]-1-(4-methylsulfanylphenyl)methanimine
—— 4-nitro-N-[(Z)-(3-nitro-4-quinolin-8-ylsulfanylphenyl)methylideneamino]aniline —— C22H15N5O4S
4-nitro-N-[(Z)-(3-nitro-4-quinolin-8-ylsulfanylphenyl)methylideneamino]aniline
—— ethyl (7S,8R)-4-methoxy-9-oxo-8-phenyl-5,6,7,8-tetrahydropyrimido[4,5-b][1,4]benzothiazine-7-carboxylate —— C20H19N3O4S
ethyl (7S,8R)-4-methoxy-9-oxo-8-phenyl-5,6,7,8-tetrahydropyrimido[4,5-b][1,4]benzothiazine-7-carboxylate
—— 2-[[5-[(1S)-1-(4-bromoanilino)ethyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(E)-pyridin-3-ylmethylideneamino]acetamide —— C19H20BrN7OS
2-[[5-[(1S)-1-(4-bromoanilino)ethyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(E)-pyridin-3-ylmethylideneamino]acetamide
—— (Z)-N-[2-(4-chlorophenyl)sulfanylphenyl]-3-(1-ethyl-5-methylpyrazol-4-yl)prop-2-enamide —— C21H20ClN3OS
(Z)-N-[2-(4-chlorophenyl)sulfanylphenyl]-3-(1-ethyl-5-methylpyrazol-4-yl)prop-2-enamide
—— 2-[[5-[(1R)-1-(4-bromoanilino)ethyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(E)-pyridin-3-ylmethylideneamino]acetamide —— C19H20BrN7OS
2-[[5-[(1R)-1-(4-bromoanilino)ethyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(E)-pyridin-3-ylmethylideneamino]acetamide
—— (2R)-2-[[5-[(4-bromoanilino)methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(E)-pyridin-2-ylmethylideneamino]propanamide —— C19H20BrN7OS
(2R)-2-[[5-[(4-bromoanilino)methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(E)-pyridin-2-ylmethylideneamino]propanamide
—— (2S)-2-[[5-[(4-bromoanilino)methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(E)-pyridin-2-ylmethylideneamino]propanamide —— C19H20BrN7OS
(2S)-2-[[5-[(4-bromoanilino)methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(E)-pyridin-2-ylmethylideneamino]propanamide
—— 2-[[(4S)-3-methyl-5-oxo-1-phenyl-4H-pyrazol-4-yl]sulfanyl]-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine-3-carbonitrile —— C21H20N4OS
2-[[(4S)-3-methyl-5-oxo-1-phenyl-4H-pyrazol-4-yl]sulfanyl]-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine-3-carbonitrile
—— 1-{4-[(5-Amino-6-methoxy-4-pyrimidinyl)sulfanyl]-2-chloro-5-nitrophenyl}ethanone oxime —— C13H12ClN5O4S
1-{4-[(5-Amino-6-methoxy-4-pyrimidinyl)sulfanyl]-2-chloro-5-nitrophenyl}ethanone oxime
—— 2-[[5-cyclohexyl-4-[(Z)-(2-methyl-1,3-thiazol-4-yl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetate —— C15H18N5O2S2-
2-[[5-cyclohexyl-4-[(Z)-(2-methyl-1,3-thiazol-4-yl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetate
—— 2-[[5-cyclohexyl-4-[(Z)-(1,3,5-trimethylpyrazol-4-yl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C17H24N6O2S
2-[[5-cyclohexyl-4-[(Z)-(1,3,5-trimethylpyrazol-4-yl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— 2-[[5-cyclohexyl-4-[(Z)-(4-ethylphenyl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C19H24N4O2S
2-[[5-cyclohexyl-4-[(Z)-(4-ethylphenyl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— 2-[[5-cyclohexyl-4-[(Z)-(2,5-dimethyl-1-propan-2-ylpyrrol-3-yl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C20H29N5O2S
2-[[5-cyclohexyl-4-[(Z)-(2,5-dimethyl-1-propan-2-ylpyrrol-3-yl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— 2-[[5-cyclohexyl-4-[(Z)-(2,4,5-trimethylphenyl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C20H26N4O2S
2-[[5-cyclohexyl-4-[(Z)-(2,4,5-trimethylphenyl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— 2-[[5-cyclohexyl-4-[(Z)-(4-ethylphenyl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetate —— C19H23N4O2S-
2-[[5-cyclohexyl-4-[(Z)-(4-ethylphenyl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetate
—— 2-[[5-cyclohexyl-4-[(Z)-(2-fluorophenyl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C17H19FN4O2S
2-[[5-cyclohexyl-4-[(Z)-(2-fluorophenyl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— 2-[[5-cyclohexyl-4-[(Z)-furan-2-ylmethylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetate —— C15H17N4O3S-
2-[[5-cyclohexyl-4-[(Z)-furan-2-ylmethylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetate
—— 2-[[5-cyclohexyl-4-[(Z)-(3-methylphenyl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C18H22N4O2S
2-[[5-cyclohexyl-4-[(Z)-(3-methylphenyl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— 2-[[5-cyclohexyl-4-[(Z)-[(E)-2-methyl-3-phenylprop-2-enylidene]amino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C20H24N4O2S
2-[[5-cyclohexyl-4-[(Z)-[(E)-2-methyl-3-phenylprop-2-enylidene]amino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— 2-[[5-cyclohexyl-4-[(Z)-(2,4-dimethylphenyl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C19H24N4O2S
2-[[5-cyclohexyl-4-[(Z)-(2,4-dimethylphenyl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— 2-[[5-cyclohexyl-4-[(Z)-pyridin-3-ylmethylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C16H19N5O2S
2-[[5-cyclohexyl-4-[(Z)-pyridin-3-ylmethylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— 2-[[4-[(Z)-benzylideneamino]-5-cyclohexyl-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C17H20N4O2S
2-[[4-[(Z)-benzylideneamino]-5-cyclohexyl-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— 2-[[5-cyclohexyl-4-[(Z)-thiophen-3-ylmethylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetate —— C15H17N4O2S2-
2-[[5-cyclohexyl-4-[(Z)-thiophen-3-ylmethylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetate
—— 2-[[5-cyclohexyl-4-[(Z)-(4-fluorophenyl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetate —— C17H18FN4O2S-
2-[[5-cyclohexyl-4-[(Z)-(4-fluorophenyl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetate