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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
—— 2,2-dimethyl-4-(2-phenylsulfanyl-but-3-enyl)-[1,3]dioxolane 792966-26-8 C15H20O2S
2,2-dimethyl-4-(2-phenylsulfanyl-but-3-enyl)-[1,3]dioxolane
—— benzotetrathiafulvalene 62921-51-1 C10H6S4
benzotetrathiafulvalene
—— 7-Benzylthio-2-methyloxazolo<5,4-d>pyrimidin 33360-27-9 C13H11N3OS
7-Benzylthio-2-methyloxazolo<5,4-d>pyrimidin
—— 1,2-bis(prop-1-en-1-ylthio)benzene 1204588-99-7 C12H14S2
1,2-bis(prop-1-en-1-ylthio)benzene
—— (1-cyclohexyl-2-nitroethyl)(p-tolyl)sulfide 1131454-33-5 C15H21NO2S
(1-cyclohexyl-2-nitroethyl)(p-tolyl)sulfide
—— 1-(4,6-bis-dimethylamino-[1,3,5]triazin-2-yl)-3-(3,5-dimethylisoxazol-4-yl-sulfanyl)-[1,2,4]triazole 1295576-24-7 C14H19N9OS
1-(4,6-bis-dimethylamino-[1,3,5]triazin-2-yl)-3-(3,5-dimethylisoxazol-4-yl-sulfanyl)-[1,2,4]triazole
—— (4-chlorophenyl)(1-cyclohexyl-2-nitroethyl)sulfide 1131454-34-6 C14H18ClNO2S
(4-chlorophenyl)(1-cyclohexyl-2-nitroethyl)sulfide
—— tris(N,N-diisopropyldithiocarbamato-S,S')bismuth(III) 90587-84-1 C21H42BiN3S6
tris(N,N-diisopropyldithiocarbamato-S,S')bismuth(III)
—— S-Allyl-O-methyl xanthate 6329-38-0 C5H8OS2
S-Allyl-O-methyl xanthate
—— 1-(4,6-bis-dimethylamino-[1,3,5]triazin-2-yl)-3-(1,3,5-trimethyl-1H-pyrazol-4-ylsulfanyl)-[1,2,4]triazole 1295576-28-1 C15H22N10S
1-(4,6-bis-dimethylamino-[1,3,5]triazin-2-yl)-3-(1,3,5-trimethyl-1H-pyrazol-4-ylsulfanyl)-[1,2,4]triazole
—— 3-(1,3,5-trimethyl-1H-pyrazol-4-ylsulfanyl)-1H-[1,2,4]triazole 157106-32-6 C8H11N5S
3-(1,3,5-trimethyl-1H-pyrazol-4-ylsulfanyl)-1H-[1,2,4]triazole
—— 3-(R)-amino-1,5-benzoxathiepine 470662-82-9 C9H11NOS
3-(R)-amino-1,5-benzoxathiepine
—— 2-(1H-indol-3-ylthio)-4-methoxyphenol 1448175-33-4 C15H13NO2S
2-(1H-indol-3-ylthio)-4-methoxyphenol
—— N-(2-Methylsulfanyl-6-oxo-1-phenyl-1,6-dihydro-pyrimidin-5-yl)-benzamide 127301-81-9 C18H15N3O2S
N-(2-Methylsulfanyl-6-oxo-1-phenyl-1,6-dihydro-pyrimidin-5-yl)-benzamide
—— triphenodithiazine 258-74-2 C18H10N2S2
triphenodithiazine
—— 3.5-Dihydroxy-6-<2-acetamino-1.3.4-thiadiazolyl-(5)-mercapto>-1.2.4-triazin 90110-04-6 C7H6N6O3S2
3.5-Dihydroxy-6-<2-acetamino-1.3.4-thiadiazolyl-(5)-mercapto>-1.2.4-triazin
—— 1-[4-(3,5-dimethylphenylsulfanyl)-5-iodo-2-methyl-6-oxo-1,6-dihydropyridin-3-ylmethyl]-1H-imidazole-2-carbonitrile 1185190-24-2 C19H17IN4OS
1-[4-(3,5-dimethylphenylsulfanyl)-5-iodo-2-methyl-6-oxo-1,6-dihydropyridin-3-ylmethyl]-1H-imidazole-2-carbonitrile
—— N-(8,8-Dimethyl-7,7-dioxido-7-thiabicyclo(4.2.0)oct-3-en-5-yl)-N,N-diethylamine 23430-95-7 C13H23NO2S
N-(8,8-Dimethyl-7,7-dioxido-7-thiabicyclo(4.2.0)oct-3-en-5-yl)-N,N-diethylamine
—— 4-[2,2-bis(phenylsulfanyl)ethyl]-2-methyl-7-phenylhept-1-ene 222547-32-2 C28H32S2
4-[2,2-bis(phenylsulfanyl)ethyl]-2-methyl-7-phenylhept-1-ene
—— 2-[(2-isobutylamino-6-methyl)benzylthio]imidazole 128936-36-7 C15H21N3S
2-[(2-isobutylamino-6-methyl)benzylthio]imidazole
—— 1.4-Bis-dodecylmercapto-butan 63347-83-1 C28H58S2
1.4-Bis-dodecylmercapto-butan
—— Phenylsulfanyl-acetic acid [1-(2-hydroxy-phenyl)-meth-(E)-ylidene]-hydrazide 152489-27-5 C15H14N2O2S
Phenylsulfanyl-acetic acid [1-(2-hydroxy-phenyl)-meth-(E)-ylidene]-hydrazide
—— DIOS-m-F 428862-62-8 C19H20F2O2S2
DIOS-m-F
—— 1,1-bis(ethylthio)-2-methylsulphinylprop-1-ene 89880-05-7 C8H16OS3
1,1-bis(ethylthio)-2-methylsulphinylprop-1-ene
—— 1,1-Bis-ethylsulfanyl-2-methanesulfinyl-ethene 83483-41-4 C7H14OS3
1,1-Bis-ethylsulfanyl-2-methanesulfinyl-ethene
—— (2S,3R)-3-(4-methylthiophenyl)-2-acetamido-1,3-propanediol 27348-43-2 C12H17NO3S
(2S,3R)-3-(4-methylthiophenyl)-2-acetamido-1,3-propanediol
—— (1<i>R</i>,2<i>R</i>)-2-acetylamino-1-(4-methylsulfanyl-phenyl)-propane-1,3-diol 23150-33-6 C12H17NO3S
(1<i>R</i>,2<i>R</i>)-2-acetylamino-1-(4-methylsulfanyl-phenyl)-propane-1,3-diol
—— 2,3-dihydrobenzo[b]thiophene-7-carbaldehyde 327183-41-5 C9H8OS
2,3-dihydrobenzo[b]thiophene-7-carbaldehyde
—— 2,3-dihydro-1-benzothien-5-ylmethanol 694481-76-0 C9H10OS
2,3-dihydro-1-benzothien-5-ylmethanol
—— D-threo-1-p-methylmercaptophenyl-2-dichloroacetamidopropane-1,3-diol 14052-59-6 C12H15Cl2NO3S
D-threo-1-p-methylmercaptophenyl-2-dichloroacetamidopropane-1,3-diol
—— 2,3-dihydro-1-benzothien-7-ylmethanol 694481-77-1 C9H10OS
2,3-dihydro-1-benzothien-7-ylmethanol
—— N,N-Dimethyl-N'-(3,3-dimethylbicyclo<2.2.2>oct-2-yl)-thioharnstoff 129930-40-1 C13H24N2S
N,N-Dimethyl-N'-(3,3-dimethylbicyclo<2.2.2>oct-2-yl)-thioharnstoff
—— 5-Phenylmercaptomethyl-2-amino-1,3,4-oxdiazol 22670-71-9 C9H9N3OS
5-Phenylmercaptomethyl-2-amino-1,3,4-oxdiazol
—— N-1-(4'-chlorophenylthioacetyl)-N-4-(4-methylphenyl)thiosemicarbazide 81863-62-9 C16H16ClN3OS2
N-1-(4'-chlorophenylthioacetyl)-N-4-(4-methylphenyl)thiosemicarbazide
—— [5-(4-Chloro-phenylsulfanylmethyl)-[1,3,4]thiadiazol-2-yl]-p-tolyl-amine 81863-68-5 C16H14ClN3S2
[5-(4-Chloro-phenylsulfanylmethyl)-[1,3,4]thiadiazol-2-yl]-p-tolyl-amine
—— (R)-Ethyl 3-phenyl-3-(phenylthio)propanoate 138098-75-6 C17H18O2S
(R)-Ethyl 3-phenyl-3-(phenylthio)propanoate
—— 4-chloro-3-((4-bromophenyl)thio)-1-nitrobenzene 851049-58-6 C12H7BrClNO2S
4-chloro-3-((4-bromophenyl)thio)-1-nitrobenzene
—— methyl [6-chloro-2-(methylsulfanyl)pyrimidin-4-yl](methylsulfonyl)acetate 1426154-32-6 C9H11ClN2O4S2
methyl [6-chloro-2-(methylsulfanyl)pyrimidin-4-yl](methylsulfonyl)acetate
—— 3-ethylsulfanyl-2,4-dimethyl-pentane 38372-68-8 C9H20S
3-ethylsulfanyl-2,4-dimethyl-pentane
—— 4-chloro-3-((4-chlorophenyl)thio)-1-nitrobenzene 851049-57-5 C12H7Cl2NO2S
4-chloro-3-((4-chlorophenyl)thio)-1-nitrobenzene
—— 2,4,4-Trimethyl-hept-6-en-3-thion 59104-37-9 C10H18S
2,4,4-Trimethyl-hept-6-en-3-thion
—— 2,4-Dimethyl-3-(2-methyl-propenylsulfanyl)-pent-2-ene 75961-70-5 C11H20S
2,4-Dimethyl-3-(2-methyl-propenylsulfanyl)-pent-2-ene
—— 2,3,4-trimethyl-pentane-3-thiol 38372-74-6 C8H18S
2,3,4-trimethyl-pentane-3-thiol
—— 2,4-dimethyl-3-methylsulfanyl-pentane 38434-22-9 C8H18S
2,4-dimethyl-3-methylsulfanyl-pentane
—— 3-isopropylsulfanyl-2,4-dimethyl-pentane 38372-70-2 C10H22S
3-isopropylsulfanyl-2,4-dimethyl-pentane
—— 5,11,17,23-tetra-tert-butyl-25,26,27-tris((dimethylcarbamoyl)thio)calix<4>arene-28-ol 173344-42-8 C53H71N3O4S3
5,11,17,23-tetra-tert-butyl-25,26,27-tris((dimethylcarbamoyl)thio)calix<4>arene-28-ol
—— 1-methyl-2-[4-(2-[2-(2,2,2-trifluoroethyl)guanidino]pyrid-6-ylthio)butyl]imidazole hydrogen maleate 84407-40-9 C4H4O4*C16H21F3N6S
1-methyl-2-[4-(2-[2-(2,2,2-trifluoroethyl)guanidino]pyrid-6-ylthio)butyl]imidazole hydrogen maleate
—— 2,3,3-trimethyl-butane-2-thiol 38372-73-5 C7H16S
2,3,3-trimethyl-butane-2-thiol
—— 2,2,3-trimethyl-3-methylsulfanyl-butane 38372-77-9 C8H18S
2,2,3-trimethyl-3-methylsulfanyl-butane
—— 3-isopropylsulfanyl-2,2-dimethyl-butane 38372-69-9 C9H20S
3-isopropylsulfanyl-2,2-dimethyl-butane