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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
—— (8S,10S)-8,10-dimethyl-3,5-dioxa-4lambda4-thia-2,6-diazatricyclo[5.3.1.04,11]undeca-1,4(11),6-triene —— C8H10N2O2S
(8S,10S)-8,10-dimethyl-3,5-dioxa-4lambda4-thia-2,6-diazatricyclo[5.3.1.04,11]undeca-1,4(11),6-triene
—— (5R)-1-benzyl-5-(3-butylsulfanyl-1H-1,2,4-triazol-5-yl)pyrrolidin-2-one —— C17H22N4OS
(5R)-1-benzyl-5-(3-butylsulfanyl-1H-1,2,4-triazol-5-yl)pyrrolidin-2-one
—— (5R)-5-methyl-1,2,4,7-dithiadiazocane-3,8-dithione —— C5H8N2S4
(5R)-5-methyl-1,2,4,7-dithiadiazocane-3,8-dithione
—— (5S)-1-benzyl-5-(5-methylsulfanyl-1,3,4-oxadiazol-2-yl)pyrrolidin-2-one —— C14H15N3O2S
(5S)-1-benzyl-5-(5-methylsulfanyl-1,3,4-oxadiazol-2-yl)pyrrolidin-2-one
—— (2R)-2-(4-chlorophenyl)sulfanyl-1-methyl-3,4-dihydro-2H-pyridine-5-carbonitrile —— C13H13ClN2S
(2R)-2-(4-chlorophenyl)sulfanyl-1-methyl-3,4-dihydro-2H-pyridine-5-carbonitrile
—— 2-[[5-[(2S)-1-benzyl-5-oxopyrrolidin-2-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C16H18N4O3S
2-[[5-[(2S)-1-benzyl-5-oxopyrrolidin-2-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— 10-methoxybenzo[b][1]benzothiocin-12-one —— C16H12O2S
10-methoxybenzo[b][1]benzothiocin-12-one
—— 1-[2-[(1R,3R,4R)-3,4-dimethoxycyclohexyl]sulfanylpyridin-1-ium-1-yl]propan-2-one —— C16H24NO3S+
1-[2-[(1R,3R,4R)-3,4-dimethoxycyclohexyl]sulfanylpyridin-1-ium-1-yl]propan-2-one
—— 2-[(R)-tert-butylsulfinyl]ethanol —— C6H14O2S
2-[(R)-tert-butylsulfinyl]ethanol
—— 1-[2-[(1R,3R,4S)-3,4-dimethoxycyclohexyl]sulfanylpyridin-1-ium-1-yl]propan-2-one —— C16H24NO3S+
1-[2-[(1R,3R,4S)-3,4-dimethoxycyclohexyl]sulfanylpyridin-1-ium-1-yl]propan-2-one
—— (3S)-3-(1H-1,2,4-triazol-5-ylsulfanyl)thiolane 1,1-dioxide —— C6H9N3O2S2
(3S)-3-(1H-1,2,4-triazol-5-ylsulfanyl)thiolane 1,1-dioxide
—— (2S)-2-[3-[(5-aminopyridin-2-yl)amino]pyridin-2-yl]sulfanylpropanoic acid —— C13H14N4O2S
(2S)-2-[3-[(5-aminopyridin-2-yl)amino]pyridin-2-yl]sulfanylpropanoic acid
—— N-[(1R)-1-(4-chlorophenyl)ethyl]-2-pyridin-2-ylsulfanylacetamide —— C15H15ClN2OS
N-[(1R)-1-(4-chlorophenyl)ethyl]-2-pyridin-2-ylsulfanylacetamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1R)-1-(3-chlorophenyl)ethyl]acetamide —— C12H13ClN4OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1R)-1-(3-chlorophenyl)ethyl]acetamide
—— 4,5-bis[[(R)-methylsulfinyl]methyl]imidazol-2-imine —— C7H11N3O2S2
4,5-bis[[(R)-methylsulfinyl]methyl]imidazol-2-imine
—— (1R,8S)-N,N-dimethyl-9,9-dioxo-9lambda6-thiabicyclo[6.2.0]decan-1-amine —— C11H21NO2S
(1R,8S)-N,N-dimethyl-9,9-dioxo-9lambda6-thiabicyclo[6.2.0]decan-1-amine
—— (E)-[(3E)-3-hydrazinylidene-1-[(S)-methylsulfinyl]-4-[(R)-methylsulfinyl]butan-2-ylidene]hydrazine —— C6H14N4O2S2
(E)-[(3E)-3-hydrazinylidene-1-[(S)-methylsulfinyl]-4-[(R)-methylsulfinyl]butan-2-ylidene]hydrazine
—— (2R)-2-(4-chlorophenyl)sulfanyl-N-[(Z)-(2,3,4-trimethylphenyl)methylideneamino]propanamide —— C19H21ClN2OS
(2R)-2-(4-chlorophenyl)sulfanyl-N-[(Z)-(2,3,4-trimethylphenyl)methylideneamino]propanamide
—— (2R,3R,4R,5R)-2-(1H-imidazol-2-ylsulfanyl)oxane-3,4,5-triol —— C8H12N2O4S
(2R,3R,4R,5R)-2-(1H-imidazol-2-ylsulfanyl)oxane-3,4,5-triol
—— 3-[(6S)-6H-benzo[c][1,5]benzoxathiepin-6-yl]-N,N-dimethylpropan-1-amine —— C18H21NOS
3-[(6S)-6H-benzo[c][1,5]benzoxathiepin-6-yl]-N,N-dimethylpropan-1-amine
—— Acethydrazide, 2-[4-cyano-5-methylthio-3-(2-thienyl)-1-pyrazolyl]-N2-(2,2-dimethylpropylidene)- —— C16H19N5OS2
Acethydrazide, 2-[4-cyano-5-methylthio-3-(2-thienyl)-1-pyrazolyl]-N2-(2,2-dimethylpropylidene)-
—— (3S)-3-ethoxy-5-phenyl-2,3-dihydro-1,4-benzothiazepine —— C17H17NOS
(3S)-3-ethoxy-5-phenyl-2,3-dihydro-1,4-benzothiazepine
—— ethyl (Z)-2-cyano-3-[(3-methylsulfanyl-1H-1,2,4-triazol-5-yl)amino]prop-2-enoate —— C9H11N5O2S
ethyl (Z)-2-cyano-3-[(3-methylsulfanyl-1H-1,2,4-triazol-5-yl)amino]prop-2-enoate
—— [(4R)-2,2-dimethyl-1,3-dithiolan-4-yl]methanol —— C6H12OS2
[(4R)-2,2-dimethyl-1,3-dithiolan-4-yl]methanol
—— 2-[(2R,5Z)-5-(cyanomethylidene)-3,3,6,6-tetramethyl-2-pyrimidin-2-ylsulfanyl-1,4-dioxan-2-yl]acetonitrile —— C16H18N4O2S
2-[(2R,5Z)-5-(cyanomethylidene)-3,3,6,6-tetramethyl-2-pyrimidin-2-ylsulfanyl-1,4-dioxan-2-yl]acetonitrile
—— 2-[(2S,5Z)-5-(cyanomethylidene)-3,3,6,6-tetramethyl-2-pyrimidin-2-ylsulfanyl-1,4-dioxan-2-yl]acetonitrile —— C16H18N4O2S
2-[(2S,5Z)-5-(cyanomethylidene)-3,3,6,6-tetramethyl-2-pyrimidin-2-ylsulfanyl-1,4-dioxan-2-yl]acetonitrile
—— N-[(1R)-1-(4-chlorophenyl)ethyl]-2-(1-methylimidazol-2-yl)sulfanylacetamide —— C14H16ClN3OS
N-[(1R)-1-(4-chlorophenyl)ethyl]-2-(1-methylimidazol-2-yl)sulfanylacetamide
—— ethyl (2Z)-2-[[5-(dimethylamino)furan-2-yl]methylidene]-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C24H25N3O4S2
ethyl (2Z)-2-[[5-(dimethylamino)furan-2-yl]methylidene]-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— [(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]urea —— C15H14N4O3S
[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]urea
—— N-[(Z)-(4-bromophenyl)methylideneamino]-2-[[5-[(4-chloroanilino)methyl]-4-ethyl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C20H20BrClN6OS
N-[(Z)-(4-bromophenyl)methylideneamino]-2-[[5-[(4-chloroanilino)methyl]-4-ethyl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 1-[(S)-[(Z)-2-[(S)-butylsulfinyl]ethenyl]sulfinyl]butane —— C10H20O2S2
1-[(S)-[(Z)-2-[(S)-butylsulfinyl]ethenyl]sulfinyl]butane
—— 6-methyl-3-[(2Z)-2-[(4-methylsulfanylphenyl)methylidene]hydrazinyl]-4H-1,2,4-triazin-5-one —— C12H13N5OS
6-methyl-3-[(2Z)-2-[(4-methylsulfanylphenyl)methylidene]hydrazinyl]-4H-1,2,4-triazin-5-one
—— (2S,3S,4S,5S)-2,3,4,5-tetrahydroxy-6-[(2S,3S,4S,5S)-2,3,4,5-tetrahydroxy-6-oxohexoxy]carbothioyloxyhexanal —— C13H22O12S
(2S,3S,4S,5S)-2,3,4,5-tetrahydroxy-6-[(2S,3S,4S,5S)-2,3,4,5-tetrahydroxy-6-oxohexoxy]carbothioyloxyhexanal
—— 5-[(2R)-butan-2-yl]-4-hydroxy-2-(2-methylpropylsulfanyl)-1H-pyrimidin-6-one —— C12H20N2O2S
5-[(2R)-butan-2-yl]-4-hydroxy-2-(2-methylpropylsulfanyl)-1H-pyrimidin-6-one
—— 2-(4-chlorophenyl)sulfanyl-N-[(Z)-(4-ethylphenyl)methylideneamino]acetamide —— C17H17ClN2OS
2-(4-chlorophenyl)sulfanyl-N-[(Z)-(4-ethylphenyl)methylideneamino]acetamide
—— (4R)-6-amino-4-(4-methylsulfanylphenyl)-3-propyl-2,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile —— C17H18N4OS
(4R)-6-amino-4-(4-methylsulfanylphenyl)-3-propyl-2,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile
—— (5E)-5-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-3-(2,4-dimethylphenyl)-2-sulfanylidene-1,3-thiazolidin-4-one —— C24H17ClN2O3S3
(5E)-5-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-3-(2,4-dimethylphenyl)-2-sulfanylidene-1,3-thiazolidin-4-one
—— (1R)-2,2,2-trichloro-1-[(1R)-2,2,2-trichloro-1-hydroxyethyl]sulfanylethanol —— C4H4Cl6O2S
(1R)-2,2,2-trichloro-1-[(1R)-2,2,2-trichloro-1-hydroxyethyl]sulfanylethanol
—— N-[2-[(5Z)-5-[(2-fluorophenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]ethyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C20H15FN4O4S3
N-[2-[(5Z)-5-[(2-fluorophenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]ethyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— 2-(3,5-dimethyl-4-nitropyrazol-1-yl)-N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]acetamide —— C15H17N5O3S
2-(3,5-dimethyl-4-nitropyrazol-1-yl)-N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]acetamide
—— N-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]pyridine-3-carboxamide —— C19H13ClN4O3S
N-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]pyridine-3-carboxamide
—— (E)-N-[(3-benzylsulfanyl-5-ethyl-1,2,4-triazol-4-yl)carbamothioyl]-3-[5-(3-chloro-4-methylphenyl)furan-2-yl]prop-2-enamide —— C26H24ClN5O2S2
(E)-N-[(3-benzylsulfanyl-5-ethyl-1,2,4-triazol-4-yl)carbamothioyl]-3-[5-(3-chloro-4-methylphenyl)furan-2-yl]prop-2-enamide
—— (4S)-4-(2-methylpropyl)-2-[1-[(4-methylsulfanylphenyl)methyl]pyrrol-2-yl]-4,5-dihydro-1,3-oxazole —— C19H24N2OS
(4S)-4-(2-methylpropyl)-2-[1-[(4-methylsulfanylphenyl)methyl]pyrrol-2-yl]-4,5-dihydro-1,3-oxazole
—— (4R)-2-[1-[(4-methylsulfanylphenyl)methyl]pyrrol-2-yl]-4-phenyl-4,5-dihydro-1,3-oxazole —— C21H20N2OS
(4R)-2-[1-[(4-methylsulfanylphenyl)methyl]pyrrol-2-yl]-4-phenyl-4,5-dihydro-1,3-oxazole
—— [(2R,3R)-2-[(1R)-1-methoxyethyl]-1,1-dioxothietan-3-yl]-trimethylazanium —— C9H20NO3S+
[(2R,3R)-2-[(1R)-1-methoxyethyl]-1,1-dioxothietan-3-yl]-trimethylazanium
—— (4R)-4-[(2-methylphenyl)methylsulfanylmethyl]-2-[1-[(4-methylsulfanylphenyl)methyl]pyrrol-2-yl]-4,5-dihydro-1,3-oxazole —— C24H26N2OS2
(4R)-4-[(2-methylphenyl)methylsulfanylmethyl]-2-[1-[(4-methylsulfanylphenyl)methyl]pyrrol-2-yl]-4,5-dihydro-1,3-oxazole
—— 2-[[5-[(3-chloroanilino)methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(Z)-1-(4-methylphenyl)ethylideneamino]propanamide —— C22H25ClN6OS
2-[[5-[(3-chloroanilino)methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(Z)-1-(4-methylphenyl)ethylideneamino]propanamide
—— (5Z)-5-({4-[(4-bromophenyl)sulfanyl]-3-nitrophenyl}methylidene)-2-sulfanylidene-1,3-thiazolidin-4-one —— C16H9BrN2O3S3
(5Z)-5-({4-[(4-bromophenyl)sulfanyl]-3-nitrophenyl}methylidene)-2-sulfanylidene-1,3-thiazolidin-4-one
—— methyl (2S)-2-[7-(4-fluorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylbutanoate —— C19H19FN4O4S
methyl (2S)-2-[7-(4-fluorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylbutanoate
—— methyl (2S,3R)-3-(2-aminophenyl)sulfanyl-2-hydroxy-3-phenylpropanoate —— C16H17NO3S
methyl (2S,3R)-3-(2-aminophenyl)sulfanyl-2-hydroxy-3-phenylpropanoate