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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
—— (R)-S-[1-(tert-butyldimethylsilyl)-4,4-dimethylpent-2-ynyl] N,N-diisopropylcarbamate —— C20H39NOSSi
(R)-S-[1-(tert-butyldimethylsilyl)-4,4-dimethylpent-2-ynyl] N,N-diisopropylcarbamate
—— 2-methyl-5-(propylthio)-1,3,4-thiadiazole —— C6H10N2S2
2-methyl-5-(propylthio)-1,3,4-thiadiazole
—— 1,1-dimethylethyl cis-[2-[(phenylsulfanyl)methyl]cyclopentyl]carbamate —— C17H25NO2S
1,1-dimethylethyl cis-[2-[(phenylsulfanyl)methyl]cyclopentyl]carbamate
—— (R)-N-[2-chloro-4-(3-fluorophenylthio)phenyl]-2-hydroxy-2-methyl-3,3,3-trifluoropropanamide —— C16H12ClF4NO2S
(R)-N-[2-chloro-4-(3-fluorophenylthio)phenyl]-2-hydroxy-2-methyl-3,3,3-trifluoropropanamide
—— 2-mercapto-5-[3-(triethoxysilyl)propylthio]-1,3,4-thiadiazole —— C11H22N2O3S3Si
2-mercapto-5-[3-(triethoxysilyl)propylthio]-1,3,4-thiadiazole
—— 2-[1-[(4-Chlorophenyl)thio]pentyl]-1,4-difluorobenzene —— C17H17ClF2S
2-[1-[(4-Chlorophenyl)thio]pentyl]-1,4-difluorobenzene
—— 2-(adamantan-1-yl)acetyl isothiocyanate —— C13H17NOS
2-(adamantan-1-yl)acetyl isothiocyanate
—— (2S,4S)-(4-methoxy-6-phenylsulfanyl-tetrahydro-pyran-2-yl)-acetic acid methyl ester —— C15H20O4S
(2S,4S)-(4-methoxy-6-phenylsulfanyl-tetrahydro-pyran-2-yl)-acetic acid methyl ester
—— (R)-2-((1-cyclohexylallyl)thio)ethanol —— C11H20OS
(R)-2-((1-cyclohexylallyl)thio)ethanol
—— 2-(tert-butyl)-2,3-dihydrobenzo[b]thiophene —— C12H16S
2-(tert-butyl)-2,3-dihydrobenzo[b]thiophene
—— 2,4-di-tert-butyl-6-[(3,5-di-tert-butyl-2-methoxyphenyl)thio]phenol —— C29H44O2S
2,4-di-tert-butyl-6-[(3,5-di-tert-butyl-2-methoxyphenyl)thio]phenol
—— 2,6-bis(pyrazin-2-ylthio)pyrazine —— C12H8N6S2
2,6-bis(pyrazin-2-ylthio)pyrazine
—— (4Z)-2-methyl-4-phenylthionona-1,4-diene —— C16H22S
(4Z)-2-methyl-4-phenylthionona-1,4-diene
—— 4-methylthio-6-(1H-pyrazol-1-yl)pyrimidine —— C8H8N4S
4-methylthio-6-(1H-pyrazol-1-yl)pyrimidine
—— 2-amino-3-phenylthiopropionitrile —— C9H10N2S
2-amino-3-phenylthiopropionitrile
—— 5-phenylthioacenaphthene —— C18H14S
5-phenylthioacenaphthene
—— 1-(tert-butylsulfonyl)pentane —— C9H20O2S
1-(tert-butylsulfonyl)pentane
—— phenyl hexafluoroisopropyl sulfide —— C9H6F6S
phenyl hexafluoroisopropyl sulfide
—— 1-heptyl-6-(methylthio)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidine-5-carbonitrile —— C13H19N3O2S
1-heptyl-6-(methylthio)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidine-5-carbonitrile
—— 5-(6-chloro-pyridin-2-ylmethyloxy)-3-methylthio-1,2,4-thiadiazole —— C9H8ClN3OS2
5-(6-chloro-pyridin-2-ylmethyloxy)-3-methylthio-1,2,4-thiadiazole
—— 2-(1-adamantylsulfanyl)-1,4-dibromo-3-(ethynyl)benzene —— C18H18Br2S
2-(1-adamantylsulfanyl)-1,4-dibromo-3-(ethynyl)benzene
—— 1-bromo-4-[(nonafluorobutyl)thio]benzene —— C10H4BrF9S
1-bromo-4-[(nonafluorobutyl)thio]benzene
—— (2S,3R,4S)-4-Isopropyl-2-methyl-3-phenylsulfanyl-4-butanolide —— C14H18O2S
(2S,3R,4S)-4-Isopropyl-2-methyl-3-phenylsulfanyl-4-butanolide
—— sodium 4-(Carboxyethyldithio)butanesulfinate —— C7H13O4S3*Na
sodium 4-(Carboxyethyldithio)butanesulfinate
—— (3Z,5Z)-2,7-dimethyl-3-(phenylselanyl)-6-(phenylsulfanyl)octa-3,5-diene-2,7-diol —— C22H26O2SSe
(3Z,5Z)-2,7-dimethyl-3-(phenylselanyl)-6-(phenylsulfanyl)octa-3,5-diene-2,7-diol
—— (5aα,9aα,9bα)-4-(tert-butyldimethylsilyl)oxy-9-ethoxyethynyl-2,3,5,5a,6,9,9a,9b-octahydro-9-hydroxy-8,9a-dimethyl-1H-benz[e]indene-2,6-dione, 2-(propylene thioacetatal) —— C28H42O4S2Si
(5aα,9aα,9bα)-4-(tert-butyldimethylsilyl)oxy-9-ethoxyethynyl-2,3,5,5a,6,9,9a,9b-octahydro-9-hydroxy-8,9a-dimethyl-1H-benz[e]indene-2,6-dione, 2-(propylene thioacetatal)
—— 10,11,37,38-tetrakis(phenylthio)-23,26,31,34-tetraoxa-8,13-dithio-1,20-diazapentacyclo[18.8.8.2<sup>9,12</sup>.1<sup>3,7</sup>.1<sup>14,18</sup>]-tetraconta-3(40),4,6,9(10),11,14(15),16,18(39),37-nonaene —— C56H56N2O4S6
10,11,37,38-tetrakis(phenylthio)-23,26,31,34-tetraoxa-8,13-dithio-1,20-diazapentacyclo[18.8.8.2<sup>9,12</sup>.1<sup>3,7</sup>.1<sup>14,18</sup>]-tetraconta-3(40),4,6,9(10),11,14(15),16,18(39),37-nonaene
—— (methoxycarbonyldithio)ethylamine hydrochloride —— C4H9NO2S2*ClH
(methoxycarbonyldithio)ethylamine hydrochloride
—— N-((1R,2R)-2-Thioacetylamino-cyclohexyl)-thioacetamide —— C10H18N2S2
N-((1R,2R)-2-Thioacetylamino-cyclohexyl)-thioacetamide
—— D-(1-ethoxycarbonyleth-1-yl)sulfonyl isocyanate —— C6H9NO5S
D-(1-ethoxycarbonyleth-1-yl)sulfonyl isocyanate
—— 6-chloro-2,4-dihydroxy-5-methylthio pyrimidine —— C5H5ClN2O2S
6-chloro-2,4-dihydroxy-5-methylthio pyrimidine
—— methyl (Z)-4,4-dimethyl-3-phenylthio-2-pentenoate —— C14H18O2S
methyl (Z)-4,4-dimethyl-3-phenylthio-2-pentenoate
—— L-cysteine —— C3H7NOS
L-cysteine
—— trimethyl((5-methyl-2-(4-(methylthio)phenyl)-1,3,2-dioxaborinan-5-yl)methoxy)silane —— C15H25BO3SSi
trimethyl((5-methyl-2-(4-(methylthio)phenyl)-1,3,2-dioxaborinan-5-yl)methoxy)silane
—— 1-cyano-6-p-methoxyphenylthioazulene —— C18H13NOS
1-cyano-6-p-methoxyphenylthioazulene
—— 2-((4-(trifluoromethyl)phenyl)thio)pyridine —— C12H8F3NS
2-((4-(trifluoromethyl)phenyl)thio)pyridine
—— [5-fluoro-2-(5-methoxy-4-methyl-1H-indol-3-ylsulfanyl)-benzyl]-methyl-amine 857499-01-5 C18H19FN2OS
[5-fluoro-2-(5-methoxy-4-methyl-1H-indol-3-ylsulfanyl)-benzyl]-methyl-amine
—— [((2R,4R,5R)-4,5-Dihydroxy-2-methylsulfanyl-tetrahydro-thiopyran-2-yl)-difluoro-methyl]-phosphonic acid diethyl ester —— C11H21F2O5PS2
[((2R,4R,5R)-4,5-Dihydroxy-2-methylsulfanyl-tetrahydro-thiopyran-2-yl)-difluoro-methyl]-phosphonic acid diethyl ester
—— [((2R,4S,5S)-4,5-Dihydroxy-2-methylsulfanyl-tetrahydro-thiopyran-2-yl)-difluoro-methyl]-phosphonic acid diethyl ester —— C11H21F2O5PS2
[((2R,4S,5S)-4,5-Dihydroxy-2-methylsulfanyl-tetrahydro-thiopyran-2-yl)-difluoro-methyl]-phosphonic acid diethyl ester
—— 4-(tert-butyl)-2-(p-tolylthio)phenol —— C18H22S
4-(tert-butyl)-2-(p-tolylthio)phenol
—— 4-phenyl-2-methylthio-1,3-selenathiolium iodide —— C10H9S2Se*I
4-phenyl-2-methylthio-1,3-selenathiolium iodide
—— Ethyl α-chloro-α-fluoro-α-(phenylthio)acetate —— C10H10ClFO2S
Ethyl α-chloro-α-fluoro-α-(phenylthio)acetate
—— 2-methyl-3-<(2-furylmethyl)thio>furan —— C10H10O2S
2-methyl-3-<(2-furylmethyl)thio>furan
—— (R,E)-3-Methyl-4-phenylsulfanylbut-3-en-2-ol —— C11H14OS
(R,E)-3-Methyl-4-phenylsulfanylbut-3-en-2-ol
—— 1-<4-(methylamino)butoxy>-2-(phenylthio)benzene —— C17H21NOS
1-<4-(methylamino)butoxy>-2-(phenylthio)benzene
—— 2,4-dimethyl-thien-3-yl-sulphonyl isocyanate —— C7H7NO3S2
2,4-dimethyl-thien-3-yl-sulphonyl isocyanate
—— N-hydroxy-N-[5-(phenylthio)thien-2-yl]methyl urea —— C12H12N2O2S2
N-hydroxy-N-[5-(phenylthio)thien-2-yl]methyl urea
—— 4-hydroxy-4-(1-(phenylthio)cyclobutyl)butan-2-one —— C14H18O2S
4-hydroxy-4-(1-(phenylthio)cyclobutyl)butan-2-one
—— {[2-(2,2-dibutyl-2-stannahexyl)phenyl]methylthio}benzene —— C26H40SSn
{[2-(2,2-dibutyl-2-stannahexyl)phenyl]methylthio}benzene
—— 2-chloro-1,1-bis-methylsulfanyl-ethane —— C4H9ClS2
2-chloro-1,1-bis-methylsulfanyl-ethane