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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
—— N-(n-decyloxythiocarbonyl)-N,N-dimethylamine 92120-32-6 C13H27NOS
N-(n-decyloxythiocarbonyl)-N,N-dimethylamine
—— 3-{3-[4-(methoxyimino-methyl)-tetrahydro-pyran-4-yl]-phenylsulfanyl}-propionic acid 2-ethyl-hexyl ester 944924-97-4 C24H37NO4S
3-{3-[4-(methoxyimino-methyl)-tetrahydro-pyran-4-yl]-phenylsulfanyl}-propionic acid 2-ethyl-hexyl ester
—— 3-[3-(4-acetyl-tetrahydro-pyran-4-yl)-phenylsulfanyl]-propionic acid 2-ethyl-hexyl ester 944924-95-2 C24H36O4S
3-[3-(4-acetyl-tetrahydro-pyran-4-yl)-phenylsulfanyl]-propionic acid 2-ethyl-hexyl ester
—— 3-[3-((2S,4R)-4-Hydroxy-2-methyl-tetrahydro-pyran-4-yl)-phenylsulfanyl]-propionic acid 2-ethyl-hexyl ester 944925-01-3 C23H36O4S
3-[3-((2S,4R)-4-Hydroxy-2-methyl-tetrahydro-pyran-4-yl)-phenylsulfanyl]-propionic acid 2-ethyl-hexyl ester
—— 4-Aza-phenothiazin-10-carbonsaeure-1-diisopropylamino-propylester-3 101632-57-9 C21H27N3O2S
4-Aza-phenothiazin-10-carbonsaeure-1-diisopropylamino-propylester-3
—— Trifluoro-methanesulfonic acid 6-methyl-8-nitro-5-oxo-2,3-dihydro-5H-thiazolo[3,2-a]pyridin-7-yl ester 1303510-47-5 C9H7F3N2O6S2
Trifluoro-methanesulfonic acid 6-methyl-8-nitro-5-oxo-2,3-dihydro-5H-thiazolo[3,2-a]pyridin-7-yl ester
—— N,N-diisopropyl-2-(phenylsulfanyl)acetamide 61698-72-4 C14H21NOS
N,N-diisopropyl-2-(phenylsulfanyl)acetamide
—— N-[5-(4-methoxy-phenylsulfanyl)-thiazol-2-yl]-3-pyridin-3-yl-propionamide 1384184-08-0 C18H17N3O2S2
N-[5-(4-methoxy-phenylsulfanyl)-thiazol-2-yl]-3-pyridin-3-yl-propionamide
—— 6-Hydroxymethyl-6,7-dihydro-5H-[1,3]dithiolo[4,5-b][1,4]dithiepine-2-thione 209917-57-7 C7H8OS5
6-Hydroxymethyl-6,7-dihydro-5H-[1,3]dithiolo[4,5-b][1,4]dithiepine-2-thione
—— 7-(2-Fluoro-4-trimethylsilanyl-phenylamino)-6-methyl-8-nitro-2,3-dihydro-thiazolo[3,2-a]pyridin-5-one 1303510-48-6 C17H20FN3O3SSi
7-(2-Fluoro-4-trimethylsilanyl-phenylamino)-6-methyl-8-nitro-2,3-dihydro-thiazolo[3,2-a]pyridin-5-one
—— (3R,4R,5R)-5-Pentyl-3-phenylsulfanylmethyl-4-vinyl-dihydro-furan-2-one 180982-32-5 C18H24O2S
(3R,4R,5R)-5-Pentyl-3-phenylsulfanylmethyl-4-vinyl-dihydro-furan-2-one
—— 3,4-Dihydro-3-hydroxy-2H-thiazino<3,2-a>imidazole 34035-41-1 C6H8N2OS
3,4-Dihydro-3-hydroxy-2H-thiazino<3,2-a>imidazole
—— 1-Chloro-3-(5-methyl-1H-[1,2,4]triazol-3-ylsulfanyl)-propan-2-ol 111014-64-3 C6H10ClN3OS
1-Chloro-3-(5-methyl-1H-[1,2,4]triazol-3-ylsulfanyl)-propan-2-ol
—— 7-methyl-3-hydroxy-1,2,4-triazolo<3,2-b>-1,3-thiazane 111014-70-1 C6H9N3OS
7-methyl-3-hydroxy-1,2,4-triazolo<3,2-b>-1,3-thiazane
—— 5,5'-dichloro-7,7'-dimethyl-[2,2']bi[benzo[<i>b</i>]thiophenylidene]-3,3'-dione 5462-29-3 C18H10Cl2O2S2
5,5'-dichloro-7,7'-dimethyl-[2,2']bi[benzo[<i>b</i>]thiophenylidene]-3,3'-dione
—— cis-1.2-Dibutylsulfon-ethen 876657-92-0 C10H20O4S2
cis-1.2-Dibutylsulfon-ethen
—— 3-nitro-2-(phenylthio)pyridine 4282-51-3 C11H8N2O2S
3-nitro-2-(phenylthio)pyridine
—— 1-Methyl-4-phenylsulfanyl-pyrrolidin-2-one 87884-53-5 C11H13NOS
1-Methyl-4-phenylsulfanyl-pyrrolidin-2-one
—— (E)-1,2-Di(n-butylthio)aethen 40661-41-4 C10H20S2
(E)-1,2-Di(n-butylthio)aethen
—— [2,2-bis(phenylthio)ethyl]dimethyl(1-phenethylbut-3-enyloxy)silane 332188-11-1 C28H34OS2Si
[2,2-bis(phenylthio)ethyl]dimethyl(1-phenethylbut-3-enyloxy)silane
—— 4-Phenylsulfanyl-dihydro-thiophen-2-one 87884-54-6 C10H10OS2
4-Phenylsulfanyl-dihydro-thiophen-2-one
—— 2-(3-pyridylmethylthio)-5-(4-pyridyl)-1,3,4-oxadiazole 557073-58-2 C13H10N4OS
2-(3-pyridylmethylthio)-5-(4-pyridyl)-1,3,4-oxadiazole
—— 1-phenylthio-2-trifluoroacetoxycyclohexane 98289-55-5 C14H15F3O2S
1-phenylthio-2-trifluoroacetoxycyclohexane
—— 2-Chloro-6-methylsulfanyl-phenol 66624-04-2 C7H7ClOS
2-Chloro-6-methylsulfanyl-phenol
—— 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