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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
—— (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
—— 3,3-Dimethyl-2-(2-methyl-propenylsulfanyl)-but-1-ene 75961-71-6 C10H18S
3,3-Dimethyl-2-(2-methyl-propenylsulfanyl)-but-1-ene
—— 2-Methylthio-3,3-dimethyl-1-buten 24653-47-2 C7H14S
2-Methylthio-3,3-dimethyl-1-buten
—— 5,11,17,23-tetra-tert-butyl-25-((dimethyl(thiocarbanoyl))oxy)-26,27,28-tris((dimethylcarbamoyl)thio)calix<4>arene 173344-44-0 C56H76N4O4S4
5,11,17,23-tetra-tert-butyl-25-((dimethyl(thiocarbanoyl))oxy)-26,27,28-tris((dimethylcarbamoyl)thio)calix<4>arene
—— (E)-2,6-Dimethyl-4-methylsulfanyl-hept-3-ene 69769-66-0 C10H20S
(E)-2,6-Dimethyl-4-methylsulfanyl-hept-3-ene
—— (Z)-2,6-Dimethyl-hept-3-ene-4-thiol 145070-75-3 C9H18S
(Z)-2,6-Dimethyl-hept-3-ene-4-thiol
—— methyl 5-[2-(2-[2,2,2-trifluoroethyl]guanidino)pyrid-6-ylthio]valerimidate 84407-41-0 C14H20F3N5OS
methyl 5-[2-(2-[2,2,2-trifluoroethyl]guanidino)pyrid-6-ylthio]valerimidate
—— Bis-isopropyloxycarbonyl-disulfid 26555-54-4 C8H14O4S2
Bis-isopropyloxycarbonyl-disulfid
—— 3-(hexadecane-1-sulfonyl)-2-(hexadecane-1-sulfonylmethyl)-propionic acid 2-[2-(2-{2-[2-(2-methanesulfonylsulfanylethoxy)ethoxy]ethoxy}ethoxy)ethoxy]ethyl ester 888731-38-2 C49H98O13S4
3-(hexadecane-1-sulfonyl)-2-(hexadecane-1-sulfonylmethyl)-propionic acid 2-[2-(2-{2-[2-(2-methanesulfonylsulfanylethoxy)ethoxy]ethoxy}ethoxy)ethoxy]ethyl ester
—— 2-<i>tert</i>-butyl-5-methylsulfanyl-2<i>H</i>-tetrazole 59772-98-4 C6H12N4S
2-<i>tert</i>-butyl-5-methylsulfanyl-2<i>H</i>-tetrazole
—— 3-hexadecylsulfonyl-2-hexadecylsulfonylmethyl-propionic acid 2-[2-(2-{2-[2-(2-methanesulfonylsulfanylethoxy)ethoxy]ethoxy}ethoxy)ethoxy]ethyl ester 1092478-81-3 C49H98O9S4
3-hexadecylsulfonyl-2-hexadecylsulfonylmethyl-propionic acid 2-[2-(2-{2-[2-(2-methanesulfonylsulfanylethoxy)ethoxy]ethoxy}ethoxy)ethoxy]ethyl ester
—— 2-<(hydroxyethyl)thio>-5-(methylthio)-1,3,4-thiadiazole 103639-76-5 C5H8N2OS3
2-<(hydroxyethyl)thio>-5-(methylthio)-1,3,4-thiadiazole
—— 1,1'-Sulfanediylbis(2-chloro-4-isothiocyanatobenzene) 40939-71-7 C14H6Cl2N2S3
1,1'-Sulfanediylbis(2-chloro-4-isothiocyanatobenzene)
—— 1-Chlor-2-methyl-propanthiol-(2) 16621-44-6 C4H9ClS
1-Chlor-2-methyl-propanthiol-(2)
—— ethyl 2-ethoxycarbonyl-3-[3-(trifluoromethylthio)anilino]-2-propenoate 1256932-78-1 C15H16F3NO4S
ethyl 2-ethoxycarbonyl-3-[3-(trifluoromethylthio)anilino]-2-propenoate
—— t-Bu3PN3CH2SPh 354810-30-3 C19H34N3PS
t-Bu3PN3CH2SPh
—— (Z)-1-Cyclohexyl-4-phenylsulfanyl-4-trimethylsilanyl-but-3-en-1-ol 79409-56-6 C19H30OSSi
(Z)-1-Cyclohexyl-4-phenylsulfanyl-4-trimethylsilanyl-but-3-en-1-ol
—— pentakis-methylthio-cyclopentadiene 139494-36-3 C10H16S5
pentakis-methylthio-cyclopentadiene
—— 2,4-dimethyl-5-(methylthio)thiophene-3-carboxaldehyde 63826-99-3 C8H10OS2
2,4-dimethyl-5-(methylthio)thiophene-3-carboxaldehyde
—— (Z)-4-Phenylsulfanyl-1-p-tolyl-4-trimethylsilanyl-but-3-en-1-ol 79409-62-4 C20H26OSSi
(Z)-4-Phenylsulfanyl-1-p-tolyl-4-trimethylsilanyl-but-3-en-1-ol
—— 3-Methyl-5-phenylsulfanylmethyl-4,5-dihydro-isoxazole 101024-68-4 C11H13NOS
3-Methyl-5-phenylsulfanylmethyl-4,5-dihydro-isoxazole
—— 5-Ethylthio-1,2,3-thiadiazol 50473-51-3 C4H6N2S2
5-Ethylthio-1,2,3-thiadiazol
—— (E)-methyl 2-allyl-3-(phenylthio)acrylate 82937-12-0 C13H14O2S
(E)-methyl 2-allyl-3-(phenylthio)acrylate
—— (Z)-1-(2-Chloro-phenyl)-4-phenylsulfanyl-4-trimethylsilanyl-but-3-en-1-ol 79409-61-3 C19H23ClOSSi
(Z)-1-(2-Chloro-phenyl)-4-phenylsulfanyl-4-trimethylsilanyl-but-3-en-1-ol
—— 1-cyclopropyl-2-(phenylthio)pent-4-en-1-one 1589514-40-8 C14H16OS
1-cyclopropyl-2-(phenylthio)pent-4-en-1-one
—— 1-cyclohexyl-2-(phenylthio)pent-4-en-1-one 1589514-41-9 C17H22OS
1-cyclohexyl-2-(phenylthio)pent-4-en-1-one
—— 1-phenyl-4-(phenylthio)hept-6-en-3-one 1589514-36-2 C19H20OS
1-phenyl-4-(phenylthio)hept-6-en-3-one