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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
—— Methylnonadecyl thioether 62155-12-8 C20H42S
Methylnonadecyl thioether
—— 1,3-dimorpholin-4-yl-2-phenylthiomethylene-propane 334994-05-7 C18H26N2O2S
1,3-dimorpholin-4-yl-2-phenylthiomethylene-propane
—— 3-(prop-2-yn-1-ylsulfonyl)prop-1-ene 15259-74-2 C6H8O2S
3-(prop-2-yn-1-ylsulfonyl)prop-1-ene
—— 4-[5-[[2-(2,4-Dinitrophenyl)sulfanyl-5-nitrobenzimidazol-1-yl]methyl]-1,2-oxazol-3-yl]benzonitrile 1424375-56-3 C24H13N7O7S
4-[5-[[2-(2,4-Dinitrophenyl)sulfanyl-5-nitrobenzimidazol-1-yl]methyl]-1,2-oxazol-3-yl]benzonitrile
—— 1,2-dihydro-2,2-dimethyl-6-phenylthionaphthalen-1-one 149456-16-6 C18H16OS
1,2-dihydro-2,2-dimethyl-6-phenylthionaphthalen-1-one
—— 2,2-dimethyl-6-(phenylthio)-1,2,3,4-tetrahydronaphthalen-1-one 149456-15-5 C18H18OS
2,2-dimethyl-6-(phenylthio)-1,2,3,4-tetrahydronaphthalen-1-one
—— 5-[[2-(2,4-Dinitrophenyl)sulfanyl-5-nitrobenzimidazol-1-yl]methyl]-3-(4-fluorophenyl)-1,2-oxazole 1424375-54-1 C23H13FN6O7S
5-[[2-(2,4-Dinitrophenyl)sulfanyl-5-nitrobenzimidazol-1-yl]methyl]-3-(4-fluorophenyl)-1,2-oxazole
—— (E)-3,4,4-trichloro-1-(4-chlorophenylamino)-1-(4-chlorophenylthio)-2-nitrobuta-1,3-diene 1254514-45-8 C16H9Cl5N2O2S
(E)-3,4,4-trichloro-1-(4-chlorophenylamino)-1-(4-chlorophenylthio)-2-nitrobuta-1,3-diene
—— 4-<i>m</i>-tolylsulfanyl-<i>m</i>-phenylenediamine 200806-96-8 C13H14N2S
4-<i>m</i>-tolylsulfanyl-<i>m</i>-phenylenediamine
—— 2-{4-(2-{2-[2-(tetrahydropyranyl-2-oxy)ethoxy]ethoxy}ethylthio)-5-methylthio-1,3-dithiol-2-ylidene}-5-{2-(2-[2-(tetrahydropyranyl-2-oxy)ethoxy]ethoxy)ethyl}-(1,3)-dithiolo[4,5-c]pyrrole 929557-83-5 C31H47NO8S6
2-{4-(2-{2-[2-(tetrahydropyranyl-2-oxy)ethoxy]ethoxy}ethylthio)-5-methylthio-1,3-dithiol-2-ylidene}-5-{2-(2-[2-(tetrahydropyranyl-2-oxy)ethoxy]ethoxy)ethyl}-(1,3)-dithiolo[4,5-c]pyrrole
—— 1-acetyl-2-<(2,4-diacetylaminophenyl)thio>benzimidazole 219649-08-8 C19H18N4O3S
1-acetyl-2-<(2,4-diacetylaminophenyl)thio>benzimidazole
—— 2-(3,3,4,4,5,5,6,6,6-nonafluorohexylsulfonyl)ethanol 875628-34-5 C8H9F9O3S
2-(3,3,4,4,5,5,6,6,6-nonafluorohexylsulfonyl)ethanol
—— 4-[5-[[2-(2,4-Dinitrophenyl)sulfanylbenzimidazol-1-yl]methyl]-1,2-oxazol-3-yl]benzonitrile 1424375-30-3 C24H14N6O5S
4-[5-[[2-(2,4-Dinitrophenyl)sulfanylbenzimidazol-1-yl]methyl]-1,2-oxazol-3-yl]benzonitrile
—— 2-<(2,4-diaminophenyl)thio>benzimidazole 219649-04-4 C13H12N4S
2-<(2,4-diaminophenyl)thio>benzimidazole
—— 5-[[2-(2,4-Dinitrophenyl)sulfanylbenzimidazol-1-yl]methyl]-3-(4-fluorophenyl)-1,2-oxazole 1424375-27-8 C23H14FN5O5S
5-[[2-(2,4-Dinitrophenyl)sulfanylbenzimidazol-1-yl]methyl]-3-(4-fluorophenyl)-1,2-oxazole
—— 2-{4-(2-{2-[2-(tetrahydropyranyl-2-oxy)ethoxy]ethoxy}ethylthio)-1,3-dithiol-2-ylidene}-(1,3)-dithiolo[4,5-c]pyrrole 929557-75-5 C19H25NO4S5
2-{4-(2-{2-[2-(tetrahydropyranyl-2-oxy)ethoxy]ethoxy}ethylthio)-1,3-dithiol-2-ylidene}-(1,3)-dithiolo[4,5-c]pyrrole
—— 1-Methyl-5-benzylthio-6-azauracil 20029-33-8 C11H11N3O2S
1-Methyl-5-benzylthio-6-azauracil
—— 2-{4-(2-{2-[2-(tetrahydropyranyl-2-oxy)ethoxy]ethoxy}ethylthio)-1,3-dithiol-2-ylidene}-5-{2-(2-[2-(tetrahydropyranyl-2-oxy)ethoxy]ethoxy)ethyl}-(1,3)-dithiolo[4,5-c]pyrrole 929557-73-3 C30H45NO8S5
2-{4-(2-{2-[2-(tetrahydropyranyl-2-oxy)ethoxy]ethoxy}ethylthio)-1,3-dithiol-2-ylidene}-5-{2-(2-[2-(tetrahydropyranyl-2-oxy)ethoxy]ethoxy)ethyl}-(1,3)-dithiolo[4,5-c]pyrrole
—— 2-{4-(2-{2-[2-(tetrahydropyranyl-2-oxy)ethoxy]ethoxy}ethylthio)-5-methylthio-1,3-dithiol-2-ylidene}-(1,3)-dithiolo[4,5-c]pyrrole 929557-76-6 C20H27NO4S6
2-{4-(2-{2-[2-(tetrahydropyranyl-2-oxy)ethoxy]ethoxy}ethylthio)-5-methylthio-1,3-dithiol-2-ylidene}-(1,3)-dithiolo[4,5-c]pyrrole
—— 2-[(1R,2S,3R,4R)-1,2,3,4,5-pentahydroxypentyl]-3,4-dihydro-2H-1,3,4-benzothiadiazepin-5-one 1241474-58-7 C13H18N2O6S
2-[(1R,2S,3R,4R)-1,2,3,4,5-pentahydroxypentyl]-3,4-dihydro-2H-1,3,4-benzothiadiazepin-5-one
—— 5-Amino-6-phenylthio-as-triazin-3(2H)-on 32331-19-4 C9H8N4OS
5-Amino-6-phenylthio-as-triazin-3(2H)-on
—— 2-nitro-5-(thiophen-2-ylthio)aniline 55564-37-9 C10H8N2O2S2
2-nitro-5-(thiophen-2-ylthio)aniline
—— 4-(thiophen-2-yl-sulfanyl)-benzene-1,3-diamine 853727-89-6 C10H10N2S2
4-(thiophen-2-yl-sulfanyl)-benzene-1,3-diamine
—— 5-amino-2-(benzo[d][1,3]dioxol-5-ylthio)-1-butyl-1H-imidazole-4-carboxamide 1102466-30-7 C15H18N4O3S
5-amino-2-(benzo[d][1,3]dioxol-5-ylthio)-1-butyl-1H-imidazole-4-carboxamide
—— 5-amino-1-(5-aminopentyl)-2-(benzo[d][1,3]dioxol-5-ylthio)-1H-imidazole-4-carboxamide 1102466-34-1 C16H21N5O3S
5-amino-1-(5-aminopentyl)-2-(benzo[d][1,3]dioxol-5-ylthio)-1H-imidazole-4-carboxamide
—— <(3-oxo-1,2,4-triazol-5-yl)thio>acetic acid 141956-66-3 C4H5N3O3S
<(3-oxo-1,2,4-triazol-5-yl)thio>acetic acid
—— 3-(4-fluoro-phenylsulfanyl)-4-methyl-furazan 5-oxide 63435-83-6 C9H7FN2O2S
3-(4-fluoro-phenylsulfanyl)-4-methyl-furazan 5-oxide
—— 3-(4-fluoro-phenylsulfanyl)-4-methyl-furazan 63435-92-7 C9H7FN2OS
3-(4-fluoro-phenylsulfanyl)-4-methyl-furazan
—— 4-(4-fluorophenylsulfanyl)-3-hydroxy-2-pyrone 881171-81-9 C11H7FO3S
4-(4-fluorophenylsulfanyl)-3-hydroxy-2-pyrone
—— (Dimethyl-lambda4-sulfanylidene)urea 55871-39-1 C3H8N2OS
(Dimethyl-lambda4-sulfanylidene)urea
—— (3-chloro-benzyl)-(4-fluoro-phenyl)-sulfide 588-55-6 C13H10ClFS
(3-chloro-benzyl)-(4-fluoro-phenyl)-sulfide
—— diphenyl[2-(phenylthio)phenyl]bismuthane 1319745-97-5 C24H19BiS
diphenyl[2-(phenylthio)phenyl]bismuthane
—— 4,6-Diaminopyrimido<4,5-b>-1,4-thiazin 55383-58-9 C6H7N5S
4,6-Diaminopyrimido<4,5-b>-1,4-thiazin
—— 2,5-dibromo-3-(butylsulfanyl)thiophene 161405-99-8 C8H10Br2S2
2,5-dibromo-3-(butylsulfanyl)thiophene
—— 3-(4-methoxyphenylthio)cinnoline 121346-70-1 C15H12N2OS
3-(4-methoxyphenylthio)cinnoline
—— (S)-1,1,1-trifluoro-2-<(methoxymethyl)oxy>-3-methyl-4-phenylthio-2-trifluoromethylbutane 156078-73-8 C14H16F6O2S
(S)-1,1,1-trifluoro-2-<(methoxymethyl)oxy>-3-methyl-4-phenylthio-2-trifluoromethylbutane
—— 2-Amino-6-(4-chloro-phenyl)-3,7-dihydro-pyrimido[4,5-b][1,4]thiazin-4-one 77903-13-0 C12H9ClN4OS
2-Amino-6-(4-chloro-phenyl)-3,7-dihydro-pyrimido[4,5-b][1,4]thiazin-4-one
—— 5-methylsulfanyl-6-phenylsulfanyl-2<i>H</i>-[1,2,4]triazin-3-one 32330-98-6 C10H9N3OS2
5-methylsulfanyl-6-phenylsulfanyl-2<i>H</i>-[1,2,4]triazin-3-one
—— (4,4,4-trifluorobutylsulfonyl)acetonitrile 1097630-73-3 C6H8F3NO2S
(4,4,4-trifluorobutylsulfonyl)acetonitrile
—— <(Fluoromethyl)sulfonyl>methane 94404-44-1 C2H5FO2S
<(Fluoromethyl)sulfonyl>methane
—— (3-(trifluoromethyl)-3,4,4,4-pentafluorobutylsulfonyl)acetonitrile 1097630-68-6 C7H6F7NO2S
(3-(trifluoromethyl)-3,4,4,4-pentafluorobutylsulfonyl)acetonitrile
—— 4-hydrazino-5<i>H</i>-pyrimido[4,5-<i>b</i>][1,4]thiazin-6-one hydrazone 55383-68-1 C6H9N7S
4-hydrazino-5<i>H</i>-pyrimido[4,5-<i>b</i>][1,4]thiazin-6-one hydrazone
—— 6-ethylsulfanyl-5-methylsulfanyl-2<i>H</i>-[1,2,4]triazin-3-one 32331-15-0 C6H9N3OS2
6-ethylsulfanyl-5-methylsulfanyl-2<i>H</i>-[1,2,4]triazin-3-one
—— 3-methylthiohexa-1,2,5-triene 162573-17-3 C7H10S
3-methylthiohexa-1,2,5-triene
—— 3-Dimethylamino-<2,3>bithietan-1,1,1',1'-tetroxid 5583-80-2 C8H15NO4S2
3-Dimethylamino-<2,3>bithietan-1,1,1',1'-tetroxid
—— 4-Hydroxy-2-(2-phenylsulfanylethyl)-5-(2,4,6-trimethylphenyl)-2,3-dihydropyran-6-one 1612830-28-0 C22H24O3S
4-Hydroxy-2-(2-phenylsulfanylethyl)-5-(2,4,6-trimethylphenyl)-2,3-dihydropyran-6-one
—— (2-fluorobenzyl)(p-tolyl)sulfane 887079-00-7 C14H13FS
(2-fluorobenzyl)(p-tolyl)sulfane
—— 6-amino-2-[[(2-fluorophenyl)methyl]thio]-4-pyrimidinol 354582-82-4 C11H10FN3OS
6-amino-2-[[(2-fluorophenyl)methyl]thio]-4-pyrimidinol
—— 4-Phenyl-2-phenylthiocyclohex-2-enone 391858-25-6 C18H16OS
4-Phenyl-2-phenylthiocyclohex-2-enone
—— 2-Methyl-7-methylthiooxazolo<5,4-d>pyrimidin 33360-25-7 C7H7N3OS
2-Methyl-7-methylthiooxazolo<5,4-d>pyrimidin