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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
—— methyl 2-methyl-3-sulfonyltridecanoate 294201-72-2 C14H28O4S
methyl 2-methyl-3-sulfonyltridecanoate
—— N-[(3-Chloro-phenyl)-p-tolylsulfanyl-methyl]-formamide 1027905-74-3 C15H14ClNOS
N-[(3-Chloro-phenyl)-p-tolylsulfanyl-methyl]-formamide
—— 7-(Phenylsulfanylmethyl)-1,4-dioxaspiro[4.5]decane-7-carbonitrile 178207-74-4 C16H19NO2S
7-(Phenylsulfanylmethyl)-1,4-dioxaspiro[4.5]decane-7-carbonitrile
—— 2-<(2,4-diacetylaminophenyl)thio>benzothiazole 219649-10-2 C17H15N3O2S2
2-<(2,4-diacetylaminophenyl)thio>benzothiazole
—— (2R,3S,4R)-4-methyl-5-oxo-4-phenylsulfanyl-2-tridecyloxolane-3-carboxylic acid 180267-08-7 C25H38O4S
(2R,3S,4R)-4-methyl-5-oxo-4-phenylsulfanyl-2-tridecyloxolane-3-carboxylic acid
—— 4-Ethylsulfanyl-6-phenyl-thieno[2,3-c]furan 181868-55-3 C14H12OS2
4-Ethylsulfanyl-6-phenyl-thieno[2,3-c]furan
—— 3-(5-Methyl-2-methylsulfanyl-pyrimidin-4-yloxy)-propan-1-ol 190069-96-6 C9H14N2O2S
3-(5-Methyl-2-methylsulfanyl-pyrimidin-4-yloxy)-propan-1-ol
—— 4-Bromo-5-[(tert-butyl-dimethyl-silanyloxy)-(3,4-dimethoxy-2-methoxymethoxy-phenyl)-methyl]-1-methyl-2-phenylsulfanyl-1H-imidazole 197151-42-1 C27H37BrN2O5SSi
4-Bromo-5-[(tert-butyl-dimethyl-silanyloxy)-(3,4-dimethoxy-2-methoxymethoxy-phenyl)-methyl]-1-methyl-2-phenylsulfanyl-1H-imidazole
—— (E,E)-3-[5-(tert-butyldimethylsiloxy)pent-3-en-1-yl]-2-(6-{4-methoxy-2-[(phenylsulfanyl)methyl]pyridyn-3-yl}hex-3-en-1-yl)-4-methoxypyridine 211758-75-7 C36H50N2O3SSi
(E,E)-3-[5-(tert-butyldimethylsiloxy)pent-3-en-1-yl]-2-(6-{4-methoxy-2-[(phenylsulfanyl)methyl]pyridyn-3-yl}hex-3-en-1-yl)-4-methoxypyridine
—— 2-(4,5-Bis-hexadecylsulfanyl-[1,3]dithiol-2-ylidene)-4,6-dimethyl-[1,3]dithiolo[4,5-c]pyrrole-5-carboxylic acid tert-butyl ester 188014-45-1 C47H81NO2S6
2-(4,5-Bis-hexadecylsulfanyl-[1,3]dithiol-2-ylidene)-4,6-dimethyl-[1,3]dithiolo[4,5-c]pyrrole-5-carboxylic acid tert-butyl ester
—— [(4-(2-cyanoethyl)phenyl)thio]acetic acid 340131-08-0 C11H11NO2S
[(4-(2-cyanoethyl)phenyl)thio]acetic acid
—— ethyl [(4-(2-cyanoethyl)phenyl)thio]acetate 340131-06-8 C13H15NO2S
ethyl [(4-(2-cyanoethyl)phenyl)thio]acetate
—— (2R)-3-[2-(2,2-dimethoxyethyl)-1,3-dithian-2-yl]propane-1,2-diol 153607-82-0 C11H22O4S2
(2R)-3-[2-(2,2-dimethoxyethyl)-1,3-dithian-2-yl]propane-1,2-diol
—— 1,3-Dimethyl-5-[3-(2-methyl-benzyloxy)-prop-2-ynylsulfanyl]-1H-pyrimidine-2,4-dione 310405-11-9 C17H18N2O3S
1,3-Dimethyl-5-[3-(2-methyl-benzyloxy)-prop-2-ynylsulfanyl]-1H-pyrimidine-2,4-dione
—— 5-Ethyl-1-(2-methoxyethoxy)-6-methylsulfanylpyrimidine-2,4-dione 191472-49-8 C10H16N2O4S
5-Ethyl-1-(2-methoxyethoxy)-6-methylsulfanylpyrimidine-2,4-dione
—— 6-Methylsulfanyl-5-propan-2-yl-1-propoxypyrimidine-2,4-dione 191472-36-3 C11H18N2O3S
6-Methylsulfanyl-5-propan-2-yl-1-propoxypyrimidine-2,4-dione
—— tert-Butyl-dimethyl-(3,3,4,6,7-pentamethyl-2,3-dihydro-benzo[b]thiophen-5-yloxy)-silane 205182-92-9 C19H32OSSi
tert-Butyl-dimethyl-(3,3,4,6,7-pentamethyl-2,3-dihydro-benzo[b]thiophen-5-yloxy)-silane
—— 4-[2-(5-methyl-2-methylsulfanyl-6-oxo-1,6-dihydropyrimidin-1-yl)ethyl]isoxazole-3-carboxylic acid ethyl ester 190070-36-1 C14H17N3O4S
4-[2-(5-methyl-2-methylsulfanyl-6-oxo-1,6-dihydropyrimidin-1-yl)ethyl]isoxazole-3-carboxylic acid ethyl ester
—— [(3aR,4S,7aS)-1-[(E,2R)-5-tert-butylsulfonylpent-4-en-2-yl]-7a-methyl-3,3a,4,5,6,7-hexahydroinden-4-yl]oxy-triethylsilane 250384-97-5 C25H46O3SSi
[(3aR,4S,7aS)-1-[(E,2R)-5-tert-butylsulfonylpent-4-en-2-yl]-7a-methyl-3,3a,4,5,6,7-hexahydroinden-4-yl]oxy-triethylsilane
—— (2R,6S,7S,9R,14R,15R)-14-<(S)-(tert-Butyldimethylsilyloxy)phenylmethyl>-15-hydroxymethyl-2,9-bis(phenylthiomethyl)-1,8,13,16-tetraoxadispiro<5.0.5.4>hexadecane 244155-76-8 C40H54O6S2Si
(2R,6S,7S,9R,14R,15R)-14-<(S)-(tert-Butyldimethylsilyloxy)phenylmethyl>-15-hydroxymethyl-2,9-bis(phenylthiomethyl)-1,8,13,16-tetraoxadispiro<5.0.5.4>hexadecane
—— 2,2-bis(methylthio)-1-cyclobutanemethanol 294868-55-6 C7H14OS2
2,2-bis(methylthio)-1-cyclobutanemethanol
—— (2S,3S)-3-Hydroxy-2-phenylsulfanyl-butyric acid methyl ester 95190-82-2 C11H14O3S
(2S,3S)-3-Hydroxy-2-phenylsulfanyl-butyric acid methyl ester
—— 2-azido-1,3-benzodithiol-4-carboxyic acid methyl ester 311311-02-1 C9H7N3O2S2
2-azido-1,3-benzodithiol-4-carboxyic acid methyl ester
—— 4-Phenyl-6-phenylsulfanylmethyl-hept-6-en-2-one 172978-85-7 C20H22OS
4-Phenyl-6-phenylsulfanylmethyl-hept-6-en-2-one
—— 2-Methylsulfanyl-5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-1-ylium 105580-78-7 C6H7S5
2-Methylsulfanyl-5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-1-ylium
—— 4-Phenyl-6-phenylsulfanylmethyl-hept-6-en-2-ol 1027295-76-6 C20H24OS
4-Phenyl-6-phenylsulfanylmethyl-hept-6-en-2-ol
—— 2-Chloro-5-(trifluoromethylthio)aniline 933674-81-8 C7H5ClF3NS
2-Chloro-5-(trifluoromethylthio)aniline
—— Ethyl 3-(4-bromophenylthio)-2-cyano-3-(methylthio)acrylate —— C13H12BrNO2S2
Ethyl 3-(4-bromophenylthio)-2-cyano-3-(methylthio)acrylate
—— Ethyl 3-(4-chlorophenylthio)-2-cyano-3-(methylthio)acrylate —— C13H12ClNO2S2
Ethyl 3-(4-chlorophenylthio)-2-cyano-3-(methylthio)acrylate
—— Triethyl-{(3aR,4S,7aS)-1-[(E)-(R)-4-fluoro-1-methyl-4-(2-methyl-propane-2-sulfonyl)-but-3-enyl]-7a-methyl-3a,4,5,6,7,7a-hexahydro-3H-inden-4-yloxy}-silane 250385-03-6 C25H45FO3SSi
Triethyl-{(3aR,4S,7aS)-1-[(E)-(R)-4-fluoro-1-methyl-4-(2-methyl-propane-2-sulfonyl)-but-3-enyl]-7a-methyl-3a,4,5,6,7,7a-hexahydro-3H-inden-4-yloxy}-silane
—— 4-Amino-3-allylthio-5-methyl-4H-1,2,4-triazole 341520-10-3 C6H10N4S
4-Amino-3-allylthio-5-methyl-4H-1,2,4-triazole
—— 2-(4,5-Bis-hexadecylsulfanyl-[1,3]dithiol-2-ylidene)-4,6-dimethyl-5H-[1,3]dithiolo[4,5-c]pyrrole 188014-44-0 C42H73NS6
2-(4,5-Bis-hexadecylsulfanyl-[1,3]dithiol-2-ylidene)-4,6-dimethyl-5H-[1,3]dithiolo[4,5-c]pyrrole
—— 2-Oct-2-ynylsulfanylphenol 217187-39-8 C14H18OS
2-Oct-2-ynylsulfanylphenol
—— (1S)-1-phenyl-N-(2-phenylsulfanylethyl)ethanamine 350678-28-3 C16H19NS
(1S)-1-phenyl-N-(2-phenylsulfanylethyl)ethanamine
—— 1-(2,5-Dimethyl-phenylsulfanyl)-2,5-dimethyl-4-methylsulfanyl-benzene 175548-63-7 C17H20S2
1-(2,5-Dimethyl-phenylsulfanyl)-2,5-dimethyl-4-methylsulfanyl-benzene
—— 2-Butylsulfanyl-thioisonicotinamide 180791-06-4 C10H14N2S2
2-Butylsulfanyl-thioisonicotinamide
—— N-[(1R)-1-phenylethyl]-N-(2-phenylsulfanylethyl)formamide 350678-31-8 C17H19NOS
N-[(1R)-1-phenylethyl]-N-(2-phenylsulfanylethyl)formamide
—— [(2R,3R,3aR,9aR)-2-(2,4-Dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-5,5,7,7-tetraisopropyl-3-phenylsulfanyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yl]-acetic acid tert-butyl ester 185556-93-8 C33H52N2O8SSi2
[(2R,3R,3aR,9aR)-2-(2,4-Dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-5,5,7,7-tetraisopropyl-3-phenylsulfanyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yl]-acetic acid tert-butyl ester
—— 5-[4-methoxy-2-[(E)-6-[4-methoxy-2-(phenylsulfanylmethyl)pyridin-3-yl]hex-3-enyl]pyridin-3-yl]pent-1-en-3-yl 2,2-dimethylpropanoate 211758-67-7 C35H44N2O4S
5-[4-methoxy-2-[(E)-6-[4-methoxy-2-(phenylsulfanylmethyl)pyridin-3-yl]hex-3-enyl]pyridin-3-yl]pent-1-en-3-yl 2,2-dimethylpropanoate
—— (2Z,4Z,6Z)-8,8-dimethyl-2,4-bis(phenylthio)nona-1,4,6-trienal ethyl acetal 213456-92-9 C33H38O2S3
(2Z,4Z,6Z)-8,8-dimethyl-2,4-bis(phenylthio)nona-1,4,6-trienal ethyl acetal
—— 3-{2-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-phenyl]-[1,3]dithian-2-yl}-cyclohexanone 220008-41-3 C23H36O2S2Si
3-{2-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-phenyl]-[1,3]dithian-2-yl}-cyclohexanone
—— dimethyl(2-methylprop-2-enyl)[1-phenyl-3,3-bis(phenylthio)propoxy]silane 332188-29-1 C27H32OS2Si
dimethyl(2-methylprop-2-enyl)[1-phenyl-3,3-bis(phenylthio)propoxy]silane
—— [2R-(1E,2α,3α,5β)]-[[[3,5-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-[(phenylthio)methyl]cyclohexylidene]methyl]thio]benzene 331732-45-7 C32H50O2S2Si2
[2R-(1E,2α,3α,5β)]-[[[3,5-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-[(phenylthio)methyl]cyclohexylidene]methyl]thio]benzene
—— 2-(3,3-dimethylbutanoyl)-2-ethyl-1,3-dithiane 332048-52-9 C12H22OS2
2-(3,3-dimethylbutanoyl)-2-ethyl-1,3-dithiane
—— 2-methyl-4(5)-methylthioimidazole 205311-55-3 C5H8N2S
2-methyl-4(5)-methylthioimidazole
—— 2-Ethylsulfanyl-isonicotinonitrile 180790-91-4 C8H8N2S
2-Ethylsulfanyl-isonicotinonitrile
—— 3-(3-Hydroxy-propyl)-5-methyl-2-methylsulfanyl-3H-pyrimidin-4-one 190069-94-4 C9H14N2O2S
3-(3-Hydroxy-propyl)-5-methyl-2-methylsulfanyl-3H-pyrimidin-4-one
—— 8-Oxa-1,4-dithiaspiro[4.5]decan-6-amine 205234-27-1 C7H13NOS2
8-Oxa-1,4-dithiaspiro[4.5]decan-6-amine
—— 6-acetoxy-4-(phenylthio)oct-2-yne 333347-52-7 C16H20O2S
6-acetoxy-4-(phenylthio)oct-2-yne
—— 1-Isocyanato-4-phenylsulfanylmethyl-benzene 1027150-33-9 C14H11NOS
1-Isocyanato-4-phenylsulfanylmethyl-benzene