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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
—— eicosahydro-4a,8a-dimethyl-4,8-bis(phenylthio)-3,7-dioxadicyclopenta<cd,c'd'>pentaleno<2,1,6-hia:5,4,3-h'i'a'>diindene 73953-18-1 C34H38O2S2
eicosahydro-4a,8a-dimethyl-4,8-bis(phenylthio)-3,7-dioxadicyclopenta<cd,c'd'>pentaleno<2,1,6-hia:5,4,3-h'i'a'>diindene
—— 2-ethylmercapto-5-ethyl-3-thiophenecarboxaldehyde 14498-99-8 C9H12OS2
2-ethylmercapto-5-ethyl-3-thiophenecarboxaldehyde
—— 1-mercapto-1,1-bis(trimethylsilyl)propane-2-thione 1493803-90-9 C9H22S2Si2
1-mercapto-1,1-bis(trimethylsilyl)propane-2-thione
—— 2-phenylthio-2-trimethylsilylbutane 85969-74-0 C13H22SSi
2-phenylthio-2-trimethylsilylbutane
—— 2,2-Dimethyl-3-(1',1'-dimethylethyl)-hex-5-en-3-thiol 65566-36-1 C12H24S
2,2-Dimethyl-3-(1',1'-dimethylethyl)-hex-5-en-3-thiol
—— 1-mercapto-3-methyl-1,1-bis(trimethylsilyl)butane-2-thione 1493803-96-5 C11H26S2Si2
1-mercapto-3-methyl-1,1-bis(trimethylsilyl)butane-2-thione
—— 2,5-difluoro-4-(methylsulfanyl)phenylamine 1415731-01-9 C7H7F2NS
2,5-difluoro-4-(methylsulfanyl)phenylamine
—— 1-mercapto-1,1-bis(trimethylsilyl)pent-4-ene-2-thione 1493804-10-6 C11H24S2Si2
1-mercapto-1,1-bis(trimethylsilyl)pent-4-ene-2-thione
—— 1,4-Benzoxathiin, 1H-imidazole 113698-34-3 C11H12N2OS
1,4-Benzoxathiin, 1H-imidazole
—— Phenyl 2,2,3,3,3-pentafluoropropyl sulfide 129264-95-5 C9H7F5S
Phenyl 2,2,3,3,3-pentafluoropropyl sulfide
—— 3-[bis(methoxy)methyl]-5-(methylthio)isoxazole 569657-31-4 C7H11NO3S
3-[bis(methoxy)methyl]-5-(methylthio)isoxazole
—— 6-Dimethoxymethyl-2-isopropoxy-4-methylsulfanyl-nicotinonitrile 904309-72-4 C13H18N2O3S
6-Dimethoxymethyl-2-isopropoxy-4-methylsulfanyl-nicotinonitrile
—— 2-(methylthio)thiophenecarbaldehyde 88511-86-8 C6H6OS2
2-(methylthio)thiophenecarbaldehyde
—— prop-2-enyl 2-[[4-(dimethylamino)phenyl]methylidene]-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate 6997-61-1 C27H27N3O3S2
prop-2-enyl 2-[[4-(dimethylamino)phenyl]methylidene]-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— Ethyl 2-[(cyclohex-3-en-1-yl)methylidene]-7-methyl-5-[4-(methylsulfanyl)phenyl]-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate 6997-64-4 C24H26N2O3S2
Ethyl 2-[(cyclohex-3-en-1-yl)methylidene]-7-methyl-5-[4-(methylsulfanyl)phenyl]-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— N,N-diethylcarbamodithioic acid (2,2,2-trichloro-1-formamidoethyl) ester 4607-16-3 C8H13Cl3N2OS2
N,N-diethylcarbamodithioic acid (2,2,2-trichloro-1-formamidoethyl) ester
—— (2S)-1-[(4S)-4-benzyl-2-sulfanylidene-1,3-oxazolidin-3-yl]-2-[(1R)-1-hydroxy-2-(2-pentyl-1,3-dithian-2-yl)ethyl]octan-1-one 907217-46-3 C29H45NO3S3
(2S)-1-[(4S)-4-benzyl-2-sulfanylidene-1,3-oxazolidin-3-yl]-2-[(1R)-1-hydroxy-2-(2-pentyl-1,3-dithian-2-yl)ethyl]octan-1-one
—— 2-((difluoromethyl)thio)-4-methylpyrimidine 129550-03-4 C6H6F2N2S
2-((difluoromethyl)thio)-4-methylpyrimidine
—— 3-ethylsulfanyl-5-(trifluoromethyl)pyridine-2-carbonitrile 1421952-04-6 C9H7F3N2S
3-ethylsulfanyl-5-(trifluoromethyl)pyridine-2-carbonitrile
—— 1-[(E)-1-methylsulfanyl-2-methylsulfinylethenyl]sulfanylbutane 83483-42-5 C8H16OS3
1-[(E)-1-methylsulfanyl-2-methylsulfinylethenyl]sulfanylbutane
—— 1,4-dimethyl-2-methylthiopyrimidinium iodide 114570-89-7 C7H11N2S*I
1,4-dimethyl-2-methylthiopyrimidinium iodide
—— (methyl-4 pyrimidinyl-2) thio-2 nitro-5 pyridine 79134-18-2 C10H8N4O2S
(methyl-4 pyrimidinyl-2) thio-2 nitro-5 pyridine
—— 2-{[(3,5-dichloropyridin-4-yl)methyl]sulfanyl}-4-methylpyrimidine 1256558-76-5 C11H9Cl2N3S
2-{[(3,5-dichloropyridin-4-yl)methyl]sulfanyl}-4-methylpyrimidine
—— 4-methyl-2-{[(2,3,6-trichlorophenyl)methyl]sulfanyl}pyrimidine 1256557-57-9 C12H9Cl3N2S
4-methyl-2-{[(2,3,6-trichlorophenyl)methyl]sulfanyl}pyrimidine
—— 4,4'-dichloro-6,6'-bis-dimethylaminomethyl-2,2'-sulfanediyl-di-phenol 101784-60-5 C18H22Cl2N2O2S
4,4'-dichloro-6,6'-bis-dimethylaminomethyl-2,2'-sulfanediyl-di-phenol
—— 6-Imino-2-methylsulfanyl-1-phenylpyrimidine-5-carbonitrile 6517-32-4 C12H10N4S
6-Imino-2-methylsulfanyl-1-phenylpyrimidine-5-carbonitrile
—— 1,3-bis-N-t-butyloxy-carbonyl-2-methanesulfonyl-propane 848770-39-8 C14H28N2O6S
1,3-bis-N-t-butyloxy-carbonyl-2-methanesulfonyl-propane
—— 5-[6-[4-(Trifluoromethyl)pyrimidin-2-yl]sulfanyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]-1,3-thiazole 1428566-20-4 C13H6F3N7S2
5-[6-[4-(Trifluoromethyl)pyrimidin-2-yl]sulfanyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]-1,3-thiazole
—— S-(5-methyl-1,3,4-thiadiazol-2-yl) (2Z)-(5-amino-1,2,4-thiadiazol-3-yl)(methoxyimino)ethanethioate 1239325-68-8 C8H8N6O2S3
S-(5-methyl-1,3,4-thiadiazol-2-yl) (2Z)-(5-amino-1,2,4-thiadiazol-3-yl)(methoxyimino)ethanethioate
—— 3-(4-chlorophenyl)sulfanyl-N-(propan-2-ylideneamino)propanamide 5727-80-0 C12H15ClN2OS
3-(4-chlorophenyl)sulfanyl-N-(propan-2-ylideneamino)propanamide
—— Methyl 4-[(4-methylphenyl)sulfanyl]-2-phenyl-5-pyrimidinyl ether 4696-05-3 C18H16N2OS
Methyl 4-[(4-methylphenyl)sulfanyl]-2-phenyl-5-pyrimidinyl ether
—— 2-benzyl-2-(1-trifluoromethyl-3-butenyl)-1,3-dithiane 1150593-31-9 C16H19F3S2
2-benzyl-2-(1-trifluoromethyl-3-butenyl)-1,3-dithiane
—— 2-[hydroxy(phenyl)methyl]-2-(1-trifluoromethyl-3-butenyl)-1,3-dithiane 1150593-32-0 C16H19F3OS2
2-[hydroxy(phenyl)methyl]-2-(1-trifluoromethyl-3-butenyl)-1,3-dithiane
—— N1-(5-{[2-nitro-4-(trifluoromethyl)phenyl]thio}-1H-1,2,4-triazol-3-yl)-2,3,3-trichloroacrylamide 4728-29-4 C12H5Cl3F3N5O3S
N1-(5-{[2-nitro-4-(trifluoromethyl)phenyl]thio}-1H-1,2,4-triazol-3-yl)-2,3,3-trichloroacrylamide
—— {[4-Benzyl-5-(furan-2-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetate 6704-98-9 C15H12N3O3S-
{[4-Benzyl-5-(furan-2-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetate
—— 8-(4-Nitro-phenylmercapto)-chinolin 1873-66-1 C15H10N2O2S
8-(4-Nitro-phenylmercapto)-chinolin
—— 3-chloro-5-phenylsulfanyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazole-4-carbaldehyde 1174231-73-2 C16H21ClN2O2SSi
3-chloro-5-phenylsulfanyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazole-4-carbaldehyde
—— 3-chloro-5-(phenylthio)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazole 1174231-65-2 C15H21ClN2OSSi
3-chloro-5-(phenylthio)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazole
—— (3-chloro-5-(phenylthio)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazol-4-yl)(phenyl)methanol 1174231-72-1 C22H27ClN2O2SSi
(3-chloro-5-(phenylthio)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazol-4-yl)(phenyl)methanol
—— p-bromodifluoromethylthiophenylisocyanate 83882-75-1 C8H4BrF2NOS
p-bromodifluoromethylthiophenylisocyanate
—— 2-[[5-(3-Methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(1,2,5-trimethylpyrrol-3-yl)ethanone 5707-48-2 C18H20N4OS2
2-[[5-(3-Methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(1,2,5-trimethylpyrrol-3-yl)ethanone
—— 5-({[6-Methyl-2-(methylsulfanyl)pyrimidin-4-yl]sulfanyl}methyl)-4-(prop-2-en-1-yl)-2,4-dihydro-3H-1,2,4-triazole-3-thione 6128-45-6 C12H15N5S3
5-({[6-Methyl-2-(methylsulfanyl)pyrimidin-4-yl]sulfanyl}methyl)-4-(prop-2-en-1-yl)-2,4-dihydro-3H-1,2,4-triazole-3-thione
—— 4-hydrazinyl-2-methylthio-6-(4-morpholino)pyrimidine 94416-05-4 C9H15N5OS
4-hydrazinyl-2-methylthio-6-(4-morpholino)pyrimidine
—— 2-[8]quinolylmercapto-aniline 108619-16-5 C15H12N2S
2-[8]quinolylmercapto-aniline
—— 8-(2-nitro-phenylsulfanyl)-quinoline 107916-45-0 C15H10N2O2S
8-(2-nitro-phenylsulfanyl)-quinoline
—— 8-(2,4-Dinitro-phenylmercapto)-chinolin 1873-67-2 C15H9N3O4S
8-(2,4-Dinitro-phenylmercapto)-chinolin
—— 4-Methyl-3-prop-2-ynylsulfanyl-4H-[1,2,4]triazole 5340-72-7 C6H7N3S
4-Methyl-3-prop-2-ynylsulfanyl-4H-[1,2,4]triazole
—— 2-[[5-(2-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-bis(2-methylpropyl)acetamide 5680-07-9 C18H25FN4OS2
2-[[5-(2-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-bis(2-methylpropyl)acetamide
—— 10-(Cyclohexyl)-10H-9-thia-10-silaanthracen 61431-09-2 C18H20SSi
10-(Cyclohexyl)-10H-9-thia-10-silaanthracen
—— (Methylthio)-thiocarboxylthiocyanat 42871-53-4 C3H3NS3
(Methylthio)-thiocarboxylthiocyanat