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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
—— (4S)-4,5-dihydro-4-isopropyl-2-<2-(phenylsulfanyl)phenyl>-1,3-oxazole 154260-44-3 C18H19NOS
(4S)-4,5-dihydro-4-isopropyl-2-<2-(phenylsulfanyl)phenyl>-1,3-oxazole
—— 5-(benzylthio)pyrimidine 1240790-10-6 C11H10N2S
5-(benzylthio)pyrimidine
—— 2-(4-trifluoromethyl-2-aminophenylthio) benzonitrile 190328-50-8 C14H9F3N2S
2-(4-trifluoromethyl-2-aminophenylthio) benzonitrile
—— 2,4-dichloro-N-[3,5-dichloro-4-(5-cyano-benzothiazol-2-ylsulfanyl)-phenyl]-benzenesulfonamide 315225-31-1 C20H9Cl4N3O2S3
2,4-dichloro-N-[3,5-dichloro-4-(5-cyano-benzothiazol-2-ylsulfanyl)-phenyl]-benzenesulfonamide
—— 2,4-Dichloro-N-{3,5-dichloro-4-[5-(1H-tetrazol-5-yl)-benzothiazol-2-ylsulfanyl]-phenyl}-benzenesulfonamide 315225-39-9 C20H10Cl4N6O2S3
2,4-Dichloro-N-{3,5-dichloro-4-[5-(1H-tetrazol-5-yl)-benzothiazol-2-ylsulfanyl]-phenyl}-benzenesulfonamide
—— 5-methyl-5-(phenylthio)hex-1-en-3-ol 477482-27-2 C13H18OS
5-methyl-5-(phenylthio)hex-1-en-3-ol
—— 2-(1,3-Dithiol-2-ylidene)-5-[2-[2-[2-(oxan-2-yloxy)ethoxy]ethoxy]ethyl]-[1,3]dithiolo[4,5-c]pyrrole 929557-78-8 C19H25NO4S4
2-(1,3-Dithiol-2-ylidene)-5-[2-[2-[2-(oxan-2-yloxy)ethoxy]ethoxy]ethyl]-[1,3]dithiolo[4,5-c]pyrrole
—— (1R)-(+)-1-[3-(methylsulfanyl)phenyl]ethylamine 368447-79-4 C9H13NS
(1R)-(+)-1-[3-(methylsulfanyl)phenyl]ethylamine
—— N-{(1R)-1-[3-(methylsulfanyl)phenyl]ethyl}-3-phenyl-1-propanamide 368447-81-8 C18H21NOS
N-{(1R)-1-[3-(methylsulfanyl)phenyl]ethyl}-3-phenyl-1-propanamide
—— 1,1-bis(phenylthio)-3-methylbut-2-ene 71341-94-1 C17H18S2
1,1-bis(phenylthio)-3-methylbut-2-ene
—— 2,2-Bis(phenylsulfanyl)acetyl chloride 98834-76-5 C14H11ClOS2
2,2-Bis(phenylsulfanyl)acetyl chloride
—— 2-benzyl-4-butyl-5-(methylthio)pyridazin-3(2H)-one 1200133-61-4 C16H20N2OS
2-benzyl-4-butyl-5-(methylthio)pyridazin-3(2H)-one
—— 3-p-Tolylthio-2-methyl-3-buten-2-ol 82782-26-1 C12H16OS
3-p-Tolylthio-2-methyl-3-buten-2-ol
—— 1-(1-phenylsulfanylvinyl)cyclopentanol 141928-32-7 C13H16OS
1-(1-phenylsulfanylvinyl)cyclopentanol
—— 2-fluoro-6-((5-phenyl-2-(phenylthio)pent-1-en-3-yl)oxy)pyridine 1334484-19-3 C22H20FNOS
2-fluoro-6-((5-phenyl-2-(phenylthio)pent-1-en-3-yl)oxy)pyridine
—— 2-(6-fluoropyridin-2-ylsulfanyl)ethamine 838892-88-9 C7H9FN2S
2-(6-fluoropyridin-2-ylsulfanyl)ethamine
—— (Z)-2-methyl-3,4-bis(phenylthio)but-3-en-2-ol 137540-60-4 C17H18OS2
(Z)-2-methyl-3,4-bis(phenylthio)but-3-en-2-ol
—— 2-methyl-3-(phenylthio)-2-pentene 85895-10-9 C12H16S
2-methyl-3-(phenylthio)-2-pentene
—— 4-methylthio-2-oxo-6-phenyl-2H-pyran-5-carbonitrile 667897-81-6 C13H9NO2S
4-methylthio-2-oxo-6-phenyl-2H-pyran-5-carbonitrile
—— 4,5-dihydro-1-[4-(methylthio)phenyl]-2-(3-pyridinyl)-1H-imidazole-4-carbonitrile 298205-06-8 C16H14N4S
4,5-dihydro-1-[4-(methylthio)phenyl]-2-(3-pyridinyl)-1H-imidazole-4-carbonitrile
—— 4-(1H-1,2.3-triazol-4-ylthio)benzonitrile 917382-33-3 C9H6N4S
4-(1H-1,2.3-triazol-4-ylthio)benzonitrile
—— Isopropyl-methylthioketon 17197-53-4 C5H10S
Isopropyl-methylthioketon
—— 4-(difluoromethyl)-4,5-dihydro-1-[4-(methylthio)phenyl]-2-(3-pyridinyl)-1H-imidazol-4-ol 298205-01-3 C16H15F2N3OS
4-(difluoromethyl)-4,5-dihydro-1-[4-(methylthio)phenyl]-2-(3-pyridinyl)-1H-imidazol-4-ol
—— 6-isopropyl-4-methylsulfanyl-2-oxo-2H-pyran-3-carbonitrile 916065-57-1 C10H11NO2S
6-isopropyl-4-methylsulfanyl-2-oxo-2H-pyran-3-carbonitrile
—— N-(2-methoxy-2-propenyl)-N-[4-(methylthio)phenyl]-3-pyridinecarboximidamide 298205-03-5 C17H19N3OS
N-(2-methoxy-2-propenyl)-N-[4-(methylthio)phenyl]-3-pyridinecarboximidamide
—— 2,2-Dimethyl-propionic acid 3-pyridin-3-yl-[1,2,4]oxadiazol-5-ylsulfanylmethyl ester 345631-81-4 C13H15N3O3S
2,2-Dimethyl-propionic acid 3-pyridin-3-yl-[1,2,4]oxadiazol-5-ylsulfanylmethyl ester
—— 4-(2-(thiazolo[5,4-b]pyridin-2-ylamino)pyridin-3-ylthio)benzonitrile 953043-21-5 C18H11N5S2
4-(2-(thiazolo[5,4-b]pyridin-2-ylamino)pyridin-3-ylthio)benzonitrile
—— methyl 3-(2-(thiazolo[5,4-b]pyridin-2-ylamino)pyridin-3-ylthio)propanoate 953045-54-0 C15H14N4O2S2
methyl 3-(2-(thiazolo[5,4-b]pyridin-2-ylamino)pyridin-3-ylthio)propanoate
—— 6-[2-(5-methylfuryl)]-4-methylthio-2-oxo-2H-pyran-3-carbonitrile 905577-90-4 C12H9NO3S
6-[2-(5-methylfuryl)]-4-methylthio-2-oxo-2H-pyran-3-carbonitrile
—— 4-(2-(trifluoromethoxy)phenylthio)benzonitrile 1407972-27-3 C14H8F3NOS
4-(2-(trifluoromethoxy)phenylthio)benzonitrile
—— bis(2-methylthiopropionic) thioanhydride 64035-95-6 C8H14S3
bis(2-methylthiopropionic) thioanhydride
—— 1-(nonafluorobutanesulfonyl)-3,3-dimethylbutan-2-one 445380-80-3 C10H11F9O3S
1-(nonafluorobutanesulfonyl)-3,3-dimethylbutan-2-one
—— 3-Ethynylsulfonylprop-1-ynyl(trimethyl)silane 934295-61-1 C8H12O2SSi
3-Ethynylsulfonylprop-1-ynyl(trimethyl)silane
—— 4-[(4-chloro-3-methoxyphenyl)thio]benzonitrile 1257087-37-8 C14H10ClNOS
4-[(4-chloro-3-methoxyphenyl)thio]benzonitrile
—— 4-(3,5-difluorophenylsulfanyl)benzonitrile 1450723-64-4 C13H7F2NS
4-(3,5-difluorophenylsulfanyl)benzonitrile
—— 4-((3-(trifluoromethoxy)phenyl)thio)benzonitrile 1362160-55-1 C14H8F3NOS
4-((3-(trifluoromethoxy)phenyl)thio)benzonitrile
—— (2S)-2-[(2R,5S)-2-cyclohexyl-2-phenyl-1,3-oxathiolan-5-yl]-1-methylpyrrolidine 934271-87-1 C20H29NOS
(2S)-2-[(2R,5S)-2-cyclohexyl-2-phenyl-1,3-oxathiolan-5-yl]-1-methylpyrrolidine
—— 2-<(2-amino-3-bromo-5-methylphenyl)thio>ethanol 166818-81-1 C9H12BrNOS
2-<(2-amino-3-bromo-5-methylphenyl)thio>ethanol
—— 4-(3-(trifluoromethyl)phenylthio)benzonitrile 1374864-77-3 C14H8F3NS
4-(3-(trifluoromethyl)phenylthio)benzonitrile
—— allyl(n-butyl)sulfide 5399-19-9 C7H14S
allyl(n-butyl)sulfide
—— N-methyl-3-(phenylthio)propionamide 89024-23-7 C10H13NOS
N-methyl-3-(phenylthio)propionamide
—— N-2,2-trimethyl-3-(phenylthio)-propionamide 89024-20-4 C12H17NOS
N-2,2-trimethyl-3-(phenylthio)-propionamide
—— N-[(1S)-2,2-difluoro-1-(furan-2-yl)-2-phenylsulfanylethyl]prop-2-en-1-amine 938463-91-3 C15H15F2NOS
N-[(1S)-2,2-difluoro-1-(furan-2-yl)-2-phenylsulfanylethyl]prop-2-en-1-amine
—— 2-tert-butyl-2-methyl-1,3-dithiane 37754-53-3 C9H18S2
2-tert-butyl-2-methyl-1,3-dithiane
—— 2,2-Dimethyl-3-(oxo-lambda~4~-sulfanylidene)butane 133619-37-1 C6H12OS
2,2-Dimethyl-3-(oxo-lambda~4~-sulfanylidene)butane
—— 2-(t-butyl)-2-methyl-1,3-dithiolane 26785-73-9 C8H16S2
2-(t-butyl)-2-methyl-1,3-dithiolane
—— (2S)-2-[(2S,5S)-2-cyclohexyl-2-phenyl-1,3-oxathiolan-5-yl]-1-methylpyrrolidine 934271-88-2 C20H29NOS
(2S)-2-[(2S,5S)-2-cyclohexyl-2-phenyl-1,3-oxathiolan-5-yl]-1-methylpyrrolidine
—— (2R)-2-[(2S,5R)-2-cyclohexyl-2-phenyl-1,3-oxathiolan-5-yl]-1-methylpyrrolidine 934271-89-3 C20H29NOS
(2R)-2-[(2S,5R)-2-cyclohexyl-2-phenyl-1,3-oxathiolan-5-yl]-1-methylpyrrolidine
—— 5-ethyl-2-methylthio-6-{3-[(5-ethyl-2-piperidinyl-pyrimidin-4(1H,3H)-yl)methyl]benzyl}pyrimidine-2,4(1H,3H)-one 938183-90-5 C26H33N5O2S
5-ethyl-2-methylthio-6-{3-[(5-ethyl-2-piperidinyl-pyrimidin-4(1H,3H)-yl)methyl]benzyl}pyrimidine-2,4(1H,3H)-one
—— 3-iodo-5-phenylsulfanyl-1H-pyrrolo[2,3-b]pyridine 923583-56-6 C13H9IN2S
3-iodo-5-phenylsulfanyl-1H-pyrrolo[2,3-b]pyridine