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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
—— 5-exo-methyl-2-exo-phenylsulfenyl-4,7-dioxatricyclo<3.2.1.0<sup>3,6</sup>>octane 114765-67-2 C13H14O2S
5-exo-methyl-2-exo-phenylsulfenyl-4,7-dioxatricyclo<3.2.1.0<sup>3,6</sup>>octane
—— 3,5-Bis-cyanomethylsulfanyl-isothiazole-4-carbonitrile 24134-78-9 C8H4N4S3
3,5-Bis-cyanomethylsulfanyl-isothiazole-4-carbonitrile
—— 3,5-Bis(cyanomethylthio)-1,2,4-thiadiazole 332110-36-8 C6H4N4S3
3,5-Bis(cyanomethylthio)-1,2,4-thiadiazole
—— 1H-1,2,4-Triazole-1-propanenitrile, 3-amino-5-(methylthio)- 87866-44-2 C6H9N5S
1H-1,2,4-Triazole-1-propanenitrile, 3-amino-5-(methylthio)-
—— 4-(4-chlorophenyl)sulfanyl-N-(1-ethynylcyclohexyl)-3-nitrobenzenesulfonamide 675104-57-1 C20H19ClN2O4S2
4-(4-chlorophenyl)sulfanyl-N-(1-ethynylcyclohexyl)-3-nitrobenzenesulfonamide
—— 3-allyl-2-(phenylthio)thiophene 790715-17-2 C13H12S2
3-allyl-2-(phenylthio)thiophene
—— N-(1-ethynylcyclohexyl)-3-nitro-4-pyridin-2-ylsulfanylbenzenesulfonamide 675104-59-3 C19H19N3O4S2
N-(1-ethynylcyclohexyl)-3-nitro-4-pyridin-2-ylsulfanylbenzenesulfonamide
—— morpholin-4-yl-acetic acid [2-oxo-2-(4-phenylsulfanyl-phenyl)-ethylidene]-hydrazide 6592-87-6 C20H21N3O3S
morpholin-4-yl-acetic acid [2-oxo-2-(4-phenylsulfanyl-phenyl)-ethylidene]-hydrazide
—— N-(1-ethynylcyclohexyl)-3-nitro-4-phenylsulfanylbenzenesulfonamide 675104-58-2 C20H20N2O4S2
N-(1-ethynylcyclohexyl)-3-nitro-4-phenylsulfanylbenzenesulfonamide
—— Benzo[b]thiophen-3(2H)-one, 2-[(2-methylphenyl)methylene]-, (Z)- 97871-91-5 C16H12OS
Benzo[b]thiophen-3(2H)-one, 2-[(2-methylphenyl)methylene]-, (Z)-
—— butan-2-one-dimethyldithioacetal 82726-71-4 C6H14S2
butan-2-one-dimethyldithioacetal
—— 2-(allylthio)-6,7-dihydro-5H-cyclopenta[b]pyridine-3-carbonitrile 166113-79-7 C12H12N2S
2-(allylthio)-6,7-dihydro-5H-cyclopenta[b]pyridine-3-carbonitrile
—— 2-prop-2-enylsulfanyl-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine-3-carbonitrile 123413-88-7 C14H16N2S
2-prop-2-enylsulfanyl-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine-3-carbonitrile
—— 2-(methylsulfanyl)-6,7-dihydro-5H-cyclopenta[b]pyridine-3-carbonitrile 154384-15-3 C10H10N2S
2-(methylsulfanyl)-6,7-dihydro-5H-cyclopenta[b]pyridine-3-carbonitrile
—— 2-Methylthio-5,6,7,8,9-pentahydrocyclohepta[2,1-b]pyridine-3-carbonitrile 130506-73-9 C12H14N2S
2-Methylthio-5,6,7,8,9-pentahydrocyclohepta[2,1-b]pyridine-3-carbonitrile
—— ethyl 4-[(3-cyano-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-2-yl)sulfanyl]-3-oxobutanoate 290299-63-7 C17H20N2O3S
ethyl 4-[(3-cyano-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-2-yl)sulfanyl]-3-oxobutanoate
—— (1Z)-N'-hydroxy-2-(isopropylsulfonyl)ethanimidamide 1923816-08-3 C5H12N2O3S
(1Z)-N'-hydroxy-2-(isopropylsulfonyl)ethanimidamide
—— 1-chloro-5-nitro-2,4-bis-phenylsulfanyl-benzene 93819-59-1 C18H12ClNO2S2
1-chloro-5-nitro-2,4-bis-phenylsulfanyl-benzene
—— 5-(2-methylsulfanyl-pyrimidin-4-yl)-thiophene-2-sulfonic acid dimethylamide 882278-17-3 C11H13N3O2S3
5-(2-methylsulfanyl-pyrimidin-4-yl)-thiophene-2-sulfonic acid dimethylamide
—— 4-[5-(4-Bromo-3,5-dimethylpyrazol-1-yl)sulfonylthiophen-2-yl]-2-methylsulfanylpyrimidine 4762-39-4 C14H13BrN4O2S3
4-[5-(4-Bromo-3,5-dimethylpyrazol-1-yl)sulfonylthiophen-2-yl]-2-methylsulfanylpyrimidine
—— 6,6-Dimethyl-3-methylsulfanyl-5,7-dihydro-2-benzothiophen-4-one 172516-40-4 C11H14OS2
6,6-Dimethyl-3-methylsulfanyl-5,7-dihydro-2-benzothiophen-4-one
—— (1''RS,1'R,4'R)-[4-(2-bromo-1-ethoxy-ethoxymethyl)cyclopent-2-enyllsulfanyl]-benzene 371783-79-8 C16H21BrO2S
(1''RS,1'R,4'R)-[4-(2-bromo-1-ethoxy-ethoxymethyl)cyclopent-2-enyllsulfanyl]-benzene
—— 1-[4-Methyl-2-methylsulfanyl-5-(4-methyl-thiazol-2-yl)-thiophen-3-yl]-ethanone 473530-81-3 C12H13NOS3
1-[4-Methyl-2-methylsulfanyl-5-(4-methyl-thiazol-2-yl)-thiophen-3-yl]-ethanone
—— (1'R,4'R)-(+)-(4-phenylsulfanyl-cyclopent-2-enyl)methanol 371783-78-7 C12H14OS
(1'R,4'R)-(+)-(4-phenylsulfanyl-cyclopent-2-enyl)methanol
—— 4,4,7,7-tetramethyl-1,2,3,5,6-pentathiepane 1147689-45-9 C6H12S5
4,4,7,7-tetramethyl-1,2,3,5,6-pentathiepane
—— 1-methyl-4-(phenylthio)-1H-pyrazole 1447766-74-6 C10H10N2S
1-methyl-4-(phenylthio)-1H-pyrazole
—— 5-Chloro-2,2'-thiodibenzoesaeure 74053-17-1 C14H9ClO4S
5-Chloro-2,2'-thiodibenzoesaeure
—— methyl 3-oxo-3,4-dihydro-2H-1,5-benzodithiepin-2-carboxylate 258261-79-9 C11H10O3S2
methyl 3-oxo-3,4-dihydro-2H-1,5-benzodithiepin-2-carboxylate
—— methyl 2-({2-[(2-methoxy-2-oxoethyl)thio]phenyl}thio)acetate 258261-70-0 C12H14O4S2
methyl 2-({2-[(2-methoxy-2-oxoethyl)thio]phenyl}thio)acetate
—— 2-(Methoxymethyl)-2,3-dihydro-1-benzothiophene-7-carboxylic acid 532412-79-6 C11H12O3S
2-(Methoxymethyl)-2,3-dihydro-1-benzothiophene-7-carboxylic acid
—— 1-ethanesulfinyl-1-ethylsulfanyl-ethene 67209-90-9 C6H12OS2
1-ethanesulfinyl-1-ethylsulfanyl-ethene
—— 2-Thiophenemethanaminium, 5-(ethylthio)-N,N,N-trimethyl-, iodide 61211-53-8 C10H18INS2
2-Thiophenemethanaminium, 5-(ethylthio)-N,N,N-trimethyl-, iodide
—— 1,10-Dioxyd-4,7,13,16,tetraoxa-1,10-dithia-cyclooctadecan 108942-74-1 C12H24O6S2
1,10-Dioxyd-4,7,13,16,tetraoxa-1,10-dithia-cyclooctadecan
—— 4-[(4,4,4-trifluorobutyl)sulphonyl]butan-1-amine 1353009-37-6 C8H16F3NO2S
4-[(4,4,4-trifluorobutyl)sulphonyl]butan-1-amine
—— 2-(1-methoxy-1-methylethyl)-2,3-dihydrobenzo[b]thiophene-7-carboxylic acid 532412-78-5 C13H16O3S
2-(1-methoxy-1-methylethyl)-2,3-dihydrobenzo[b]thiophene-7-carboxylic acid
—— 2-({4-[(4,4,4-trifluorobutyl)sulphonyl]butyl}amino)ethanol 1353009-29-6 C10H20F3NO3S
2-({4-[(4,4,4-trifluorobutyl)sulphonyl]butyl}amino)ethanol
—— 2-Chlor-2-<(phenylthio)methyl>propan 27998-66-9 C10H13ClS
2-Chlor-2-<(phenylthio)methyl>propan
—— (+/-)-N-(Pent-4-en-2-yl)-4-phenylsulfanyloxazolidin-2-one 175849-82-8 C14H17NO2S
(+/-)-N-(Pent-4-en-2-yl)-4-phenylsulfanyloxazolidin-2-one
—— 5,5-diethoxy-2-methylsulfanyl-3-trifluoromethyl-pent-2-ene-nitrile 858421-09-7 C11H16F3NO2S
5,5-diethoxy-2-methylsulfanyl-3-trifluoromethyl-pent-2-ene-nitrile
—— N-methyl-4-[(4,4,5,5,5-pentafluoropentyl)sulphinyl]butan-1-amine 1353009-01-4 C10H18F5NOS
N-methyl-4-[(4,4,5,5,5-pentafluoropentyl)sulphinyl]butan-1-amine
—— 4-chlorobutyl-4,4,5,5,5-pentafluoropentylsulphoxide 1353008-83-9 C9H14ClF5OS
4-chlorobutyl-4,4,5,5,5-pentafluoropentylsulphoxide
—— 1-chloro-4-[(3,3,3-trifluoropropyl)sulphonyl]butane 1353008-90-8 C7H12ClF3O2S
1-chloro-4-[(3,3,3-trifluoropropyl)sulphonyl]butane
—— N-methyl-4-[(3,3,3-trifluoropropyl)sulphonyl]butan-1-amine 1353009-19-4 C8H16F3NO2S
N-methyl-4-[(3,3,3-trifluoropropyl)sulphonyl]butan-1-amine
—— [(Z)-2-ethoxyethenyl]sulfanylbenzene 59377-29-6 C10H12OS
[(Z)-2-ethoxyethenyl]sulfanylbenzene
—— 3-Chlor-1-phenylthiobut-2-en 51637-56-0 C10H11ClS
3-Chlor-1-phenylthiobut-2-en
—— N-methyl-4-[(4,4,4-trifluorobutyl)sulphonyl]butan-1-amine 1353009-36-5 C9H18F3NO2S
N-methyl-4-[(4,4,4-trifluorobutyl)sulphonyl]butan-1-amine
—— (Z)-1-phenyl-3-(2-phenylethyl)-6-phenylsulfanyl-6-trimethylsilylhex-5-en-3-ol 79409-67-9 C29H36OSSi
(Z)-1-phenyl-3-(2-phenylethyl)-6-phenylsulfanyl-6-trimethylsilylhex-5-en-3-ol
—— 6-[[3-(4-bromo-2,6-dimethyl-phenyl)-4-methoxy-2-oxo-cyclopent-3-en-1-yl]methyl]-2-methylsulfanyl-pyridine-3-carbonitrile 1439558-58-3 C22H21BrN2O2S
6-[[3-(4-bromo-2,6-dimethyl-phenyl)-4-methoxy-2-oxo-cyclopent-3-en-1-yl]methyl]-2-methylsulfanyl-pyridine-3-carbonitrile
—— 6,7-Bis[(4-methylphenyl)sulfanyl]-2,3-dihydro-1,4-benzodioxine-5,8-dione 129137-22-0 C22H18O4S2
6,7-Bis[(4-methylphenyl)sulfanyl]-2,3-dihydro-1,4-benzodioxine-5,8-dione
—— 5,6-diphenylthio-2,3-ethylenedioxy-1,4-benzoquinone 120082-96-4 C20H14O4S2
5,6-diphenylthio-2,3-ethylenedioxy-1,4-benzoquinone