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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
—— (4R)-2-amino-4-[5-(3-chlorophenyl)furan-2-yl]-7,7-dimethyl-5-oxo-1-(5-propan-2-ylsulfanyl-1,3,4-thiadiazol-2-yl)-6,8-dihydro-4H-quinoline-3-carbonitrile —— C27H26ClN5O2S2
(4R)-2-amino-4-[5-(3-chlorophenyl)furan-2-yl]-7,7-dimethyl-5-oxo-1-(5-propan-2-ylsulfanyl-1,3,4-thiadiazol-2-yl)-6,8-dihydro-4H-quinoline-3-carbonitrile
—— (4R)-2-amino-4-(3,5-dichlorothiophen-2-yl)-7,7-dimethyl-5-oxo-1-(5-propan-2-ylsulfanyl-1,3,4-thiadiazol-2-yl)-6,8-dihydro-4H-quinoline-3-carbonitrile —— C21H21Cl2N5OS3
(4R)-2-amino-4-(3,5-dichlorothiophen-2-yl)-7,7-dimethyl-5-oxo-1-(5-propan-2-ylsulfanyl-1,3,4-thiadiazol-2-yl)-6,8-dihydro-4H-quinoline-3-carbonitrile
—— (4R)-2-amino-1-(2-chloropyridin-3-yl)-7,7-dimethyl-4-[4-[(1-methyltetrazol-5-yl)sulfanylmethyl]thiophen-2-yl]-5-oxo-6,8-dihydro-4H-quinoline-3-carbonitrile —— C24H23ClN8OS2
(4R)-2-amino-1-(2-chloropyridin-3-yl)-7,7-dimethyl-4-[4-[(1-methyltetrazol-5-yl)sulfanylmethyl]thiophen-2-yl]-5-oxo-6,8-dihydro-4H-quinoline-3-carbonitrile
—— (4S)-2-amino-1-[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]-7,7-dimethyl-5-oxo-4-thiophen-3-yl-6,8-dihydro-4H-quinoline-3-carbonitrile —— C25H22ClN5OS3
(4S)-2-amino-1-[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]-7,7-dimethyl-5-oxo-4-thiophen-3-yl-6,8-dihydro-4H-quinoline-3-carbonitrile
—— (4R)-2-amino-1-[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]-7,7-dimethyl-5-oxo-4-thiophen-3-yl-6,8-dihydro-4H-quinoline-3-carbonitrile —— C25H22ClN5OS3
(4R)-2-amino-1-[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]-7,7-dimethyl-5-oxo-4-thiophen-3-yl-6,8-dihydro-4H-quinoline-3-carbonitrile
—— (4S)-2-amino-1-[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]-7,7-dimethyl-5-oxo-4-pyridin-3-yl-6,8-dihydro-4H-quinoline-3-carbonitrile —— C26H23ClN6OS2
(4S)-2-amino-1-[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]-7,7-dimethyl-5-oxo-4-pyridin-3-yl-6,8-dihydro-4H-quinoline-3-carbonitrile
—— 3-(2-methyl-2-trifluoroacetamidopropanethio)-2-pyridylmethyl 3-(2,2-difluoro-2-(2-pyridyl-N-oxide)ethylamino)-6-chloropyrazin-2-one-1-acetamide 342815-89-8 C25H25ClF5N7O4S
3-(2-methyl-2-trifluoroacetamidopropanethio)-2-pyridylmethyl 3-(2,2-difluoro-2-(2-pyridyl-N-oxide)ethylamino)-6-chloropyrazin-2-one-1-acetamide
—— N-[(4-carbamimidoylphenyl)methyl]-2-[6-oxo-5-(2-phenylethylamino)-2-phenylsulfanylpyrimidin-1-yl]acetamide —— C28H28N6O2S
N-[(4-carbamimidoylphenyl)methyl]-2-[6-oxo-5-(2-phenylethylamino)-2-phenylsulfanylpyrimidin-1-yl]acetamide
—— 5-[1-[3,4-Bis(difluoromethoxy)phenyl]-2-(1-oxidopyridin-1-ium-4-yl)ethyl]-2-(4-fluorophenyl)sulfanylpyridine —— C26H19F5N2O3S
5-[1-[3,4-Bis(difluoromethoxy)phenyl]-2-(1-oxidopyridin-1-ium-4-yl)ethyl]-2-(4-fluorophenyl)sulfanylpyridine
—— N-cyclopropyl-2-[[5-[(Z)-2-(furan-2-yl)ethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C13H14N4O2S
N-cyclopropyl-2-[[5-[(Z)-2-(furan-2-yl)ethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— Methyl 2-[5-(3-amino-2,3-dioxopropyl)-7-benzyl-6-ethyl-2-phenylsulfanylpyrrolo[2,3-d]pyrimidin-4-yl]oxyacetate —— C27H26N4O5S
Methyl 2-[5-(3-amino-2,3-dioxopropyl)-7-benzyl-6-ethyl-2-phenylsulfanylpyrrolo[2,3-d]pyrimidin-4-yl]oxyacetate
—— 1-(5-ethylthiophen-2-yl)-2-[[5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C16H15N3OS3
1-(5-ethylthiophen-2-yl)-2-[[5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— N-[(6-amino-2-methylpyridin-3-yl)methyl]-2-[2-oxo-3-(2-phenylethylamino)-6-(phenylsulfanylmethyl)pyrazin-1-yl]acetamide —— C28H30N6O2S
N-[(6-amino-2-methylpyridin-3-yl)methyl]-2-[2-oxo-3-(2-phenylethylamino)-6-(phenylsulfanylmethyl)pyrazin-1-yl]acetamide
—— [(E)-(4-chlorophenyl)sulfanyl-[(2Z)-5,5-dimethyl-2-(6-oxo-1,3-benzothiazol-2-ylidene)-1,3-thiazolidin-4-ylidene]methyl] dihydrogen phosphate —— C19H16ClN2O5PS3
[(E)-(4-chlorophenyl)sulfanyl-[(2Z)-5,5-dimethyl-2-(6-oxo-1,3-benzothiazol-2-ylidene)-1,3-thiazolidin-4-ylidene]methyl] dihydrogen phosphate
—— 1-[2-(2,4-Dichlorophenyl)-2-[(3-phenylsulfanylphenyl)methoxy]ethyl]imidazole;nitric acid —— C24H21Cl2N3O4S
1-[2-(2,4-Dichlorophenyl)-2-[(3-phenylsulfanylphenyl)methoxy]ethyl]imidazole;nitric acid
—— (2E)-2-(3,3-dimethyl-2-oxobutylidene)-3-[(4-methylsulfanylphenyl)methyl]-1,3-thiazolidin-4-one —— C17H21NO2S2
(2E)-2-(3,3-dimethyl-2-oxobutylidene)-3-[(4-methylsulfanylphenyl)methyl]-1,3-thiazolidin-4-one
—— 1-[(S)-1,3-dichloropropan-2-ylsulfinyl]dodecane —— C15H30Cl2OS
1-[(S)-1,3-dichloropropan-2-ylsulfinyl]dodecane
—— 1-[(S)-2-chloroethylsulfinyl]octane —— C10H21ClOS
1-[(S)-2-chloroethylsulfinyl]octane
—— 1-[(R)-1,3-dichloropropan-2-ylsulfinyl]dodecane —— C15H30Cl2OS
1-[(R)-1,3-dichloropropan-2-ylsulfinyl]dodecane
—— 1-[(R)-2-chloroethylsulfinyl]octane —— C10H21ClOS
1-[(R)-2-chloroethylsulfinyl]octane
—— 1-[4-(2-Quinolyl)thiophenyl]-3-(4-chloro-3-trifluoromethylphenyl)thiourea —— C23H15ClF3N3S2
1-[4-(2-Quinolyl)thiophenyl]-3-(4-chloro-3-trifluoromethylphenyl)thiourea
—— Ethyl 4-[4-[1-[4-(4-methoxyphenyl)sulfanylphenyl]ethyl]piperidin-1-yl]piperidine-1-carboxylate —— C28H38N2O3S
Ethyl 4-[4-[1-[4-(4-methoxyphenyl)sulfanylphenyl]ethyl]piperidin-1-yl]piperidine-1-carboxylate
—— N-[2-[(5E)-5-[(2-fluorophenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]ethyl]-2-[[5-(methylsulfanylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H17FN4O4S3
N-[2-[(5E)-5-[(2-fluorophenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]ethyl]-2-[[5-(methylsulfanylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— ethyl 6-(1H-imidazo[4,5-c]pyridin-1-ylmethyl)-3-[(3-methoxyphenyl)sulfanyl]benzo[b]thiophene-2-carboxylate —— C25H21N3O3S2
ethyl 6-(1H-imidazo[4,5-c]pyridin-1-ylmethyl)-3-[(3-methoxyphenyl)sulfanyl]benzo[b]thiophene-2-carboxylate
—— 2-[(2R)-2-hydroxy-3-octylsulfonylpropyl]sulfanyl-6-thiophen-2-yl-4-(trifluoromethyl)pyridine-3-carbonitrile —— C22H27F3N2O3S3
2-[(2R)-2-hydroxy-3-octylsulfonylpropyl]sulfanyl-6-thiophen-2-yl-4-(trifluoromethyl)pyridine-3-carbonitrile
—— 1-[(R)-butylsulfinyl]dodecane —— C16H34OS
1-[(R)-butylsulfinyl]dodecane
—— 2-[(2S)-2-hydroxy-3-octylsulfonylpropyl]sulfanyl-6-thiophen-2-yl-4-(trifluoromethyl)pyridine-3-carbonitrile —— C22H27F3N2O3S3
2-[(2S)-2-hydroxy-3-octylsulfonylpropyl]sulfanyl-6-thiophen-2-yl-4-(trifluoromethyl)pyridine-3-carbonitrile
—— 1-[(S)-butylsulfinyl]dodecane —— C16H34OS
1-[(S)-butylsulfinyl]dodecane
—— 5-[(2-bromophenyl)methylsulfanyl]-7-(1-hydroxypropan-2-ylamino)-3H-[1,3]thiazolo[4,5-d]pyrimidin-2-one —— C15H15BrN4O2S2
5-[(2-bromophenyl)methylsulfanyl]-7-(1-hydroxypropan-2-ylamino)-3H-[1,3]thiazolo[4,5-d]pyrimidin-2-one
—— 2-[(1-methyl-2-oxopyridin-4-yl)methyl]-5-(8-phenyloctylsulfanyl)-1H-pyrimidin-6-one —— C25H31N3O2S
2-[(1-methyl-2-oxopyridin-4-yl)methyl]-5-(8-phenyloctylsulfanyl)-1H-pyrimidin-6-one
—— ethyl (2E)-2-[3-[2-(4-amino-6-methylpyrimidin-2-yl)sulfanylethyl]-4-oxo-1,3-thiazolidin-2-ylidene]acetate —— C14H18N4O3S2
ethyl (2E)-2-[3-[2-(4-amino-6-methylpyrimidin-2-yl)sulfanylethyl]-4-oxo-1,3-thiazolidin-2-ylidene]acetate
—— ethyl (2E)-2-[3-[2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-4-oxo-1,3-thiazolidin-2-ylidene]acetate —— C18H20N4O3S3
ethyl (2E)-2-[3-[2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-4-oxo-1,3-thiazolidin-2-ylidene]acetate
—— 5-(7-phenylsulfanylheptylsulfanyl)-2-(pyridin-3-ylmethyl)-1H-pyrimidin-6-one —— C23H27N3OS2
5-(7-phenylsulfanylheptylsulfanyl)-2-(pyridin-3-ylmethyl)-1H-pyrimidin-6-one
—— ethyl (2E)-2-[3-[2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethyl]-4-oxo-1,3-thiazolidin-2-ylidene]acetate —— C19H22N4O3S3
ethyl (2E)-2-[3-[2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethyl]-4-oxo-1,3-thiazolidin-2-ylidene]acetate
—— 1-(4-Nitrophenyl)-3-[4-(4-nitrophenyl)sulfanylphenyl]urea —— C19H14N4O5S
1-(4-Nitrophenyl)-3-[4-(4-nitrophenyl)sulfanylphenyl]urea
—— 2-tert-Butyl-4-chloro-5-[4-(1,2,4-thiadiazol-5-yl)benzylthio]-3(2H)-pyridazinone —— C17H17ClN4OS2
2-tert-Butyl-4-chloro-5-[4-(1,2,4-thiadiazol-5-yl)benzylthio]-3(2H)-pyridazinone
—— 1-(5-tert-butyl-1H-pyrazol-3-yl)-3-[6-(4-methoxyphenyl)sulfanylpyridin-3-yl]urea —— C20H23N5O2S
1-(5-tert-butyl-1H-pyrazol-3-yl)-3-[6-(4-methoxyphenyl)sulfanylpyridin-3-yl]urea
—— 6-(3-butyl-5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-ylsulfanyl)-nicotinic acid 249649-95-4 C24H31NO2S
6-(3-butyl-5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-ylsulfanyl)-nicotinic acid
—— 4-[2-(4-Chloro-2-methyl-phenylamino)-thiazol-4-yl]-5-methylsulfanyl-thiophene-2-carboxamidine —— C16H15ClN4S3
4-[2-(4-Chloro-2-methyl-phenylamino)-thiazol-4-yl]-5-methylsulfanyl-thiophene-2-carboxamidine
—— 5-[(2,3-difluorophenyl)methylsulfanyl]-7-[[(2R)-1-hydroxypropan-2-yl]amino]-3H-[1,3]thiazolo[4,5-d]pyrimidine-2-thione —— C15H14F2N4OS3
5-[(2,3-difluorophenyl)methylsulfanyl]-7-[[(2R)-1-hydroxypropan-2-yl]amino]-3H-[1,3]thiazolo[4,5-d]pyrimidine-2-thione
—— [2-[2-(4-chlorophenyl)sulfanylethylamino]-2-oxoethyl] (2E,4Z)-hexa-2,4-dienoate —— C16H18ClNO3S
[2-[2-(4-chlorophenyl)sulfanylethylamino]-2-oxoethyl] (2E,4Z)-hexa-2,4-dienoate
—— (4-Tert-butyl-2-hydroxyphenyl) 2-phenylsulfanylpyridine-3-carboxylate —— C22H21NO3S
(4-Tert-butyl-2-hydroxyphenyl) 2-phenylsulfanylpyridine-3-carboxylate
—— [2-[2-(4-chlorophenyl)sulfanylethylamino]-2-oxoethyl] (2Z,4Z)-hexa-2,4-dienoate —— C16H18ClNO3S
[2-[2-(4-chlorophenyl)sulfanylethylamino]-2-oxoethyl] (2Z,4Z)-hexa-2,4-dienoate
—— [2-[2-(4-chlorophenyl)sulfanylethylamino]-2-oxoethyl] (Z)-but-2-enoate —— C14H16ClNO3S
[2-[2-(4-chlorophenyl)sulfanylethylamino]-2-oxoethyl] (Z)-but-2-enoate
—— 4-(2-Methoxyphenyl)sulfanyl-1-(trifluoromethyl)-[1,2,4]triazolo[4,3-a]quinoxaline —— C17H11F3N4OS
4-(2-Methoxyphenyl)sulfanyl-1-(trifluoromethyl)-[1,2,4]triazolo[4,3-a]quinoxaline
—— (+/-)-2-(2-Amino-5-phenylmethylthio-thiazolo[4,5-d]pyrimidin-7-ylamino)-3-methyl-butan-1-ol —— C17H21N5OS2
(+/-)-2-(2-Amino-5-phenylmethylthio-thiazolo[4,5-d]pyrimidin-7-ylamino)-3-methyl-butan-1-ol
—— (2RS,4SR)-4-[3-(4-tert-butylphenylthio)phenyl]-4-methoxy-2-methyltetrahydropyran —— C23H30O2S
(2RS,4SR)-4-[3-(4-tert-butylphenylthio)phenyl]-4-methoxy-2-methyltetrahydropyran
—— 2,8-dimethyl-N-(2-phenylsulfanylphenyl)-6,7-dihydro-5H-pyrido[2,3-d]pyrimidin-5-amine —— C21H22N4S
2,8-dimethyl-N-(2-phenylsulfanylphenyl)-6,7-dihydro-5H-pyrido[2,3-d]pyrimidin-5-amine
—— 4-[[2-Amino-5-(4-chloro-2-fluorophenyl)sulfanylpyrimidin-4-yl]amino]phenol —— C16H12ClFN4OS
4-[[2-Amino-5-(4-chloro-2-fluorophenyl)sulfanylpyrimidin-4-yl]amino]phenol
—— 2-(4-fluorophenyl)-4-phenylsulfanyl-6,7-dihydro-5H-cinnoline-3,8-dione —— C20H15FN2O2S
2-(4-fluorophenyl)-4-phenylsulfanyl-6,7-dihydro-5H-cinnoline-3,8-dione