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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-propionic acid (Z)-(4R,5S,6R,9R)-5-(tert-butyl-dimethyl-silanyloxy)-10-[(2R,3R,4R,5S,6S)-4-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethyl-6-phenylsulfanyl-tetrahydro-pyran-2-yl]-9-hydroxy-2,4,6-trimethyl-dec-2-en-7-ynyl ester 153788-94-4 C43H74O6SSi2
2,2-Dimethyl-propionic acid (Z)-(4R,5S,6R,9R)-5-(tert-butyl-dimethyl-silanyloxy)-10-[(2R,3R,4R,5S,6S)-4-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethyl-6-phenylsulfanyl-tetrahydro-pyran-2-yl]-9-hydroxy-2,4,6-trimethyl-dec-2-en-7-ynyl ester
—— [(2R,3R,4R,5S,6S)-4-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethyl-6-phenylsulfanyl-tetrahydro-pyran-2-yl]-acetaldehyde 153788-86-4 C21H34O3SSi
[(2R,3R,4R,5S,6S)-4-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethyl-6-phenylsulfanyl-tetrahydro-pyran-2-yl]-acetaldehyde
—— ((4-Isothiocyanatophenyl)thio)acetic acid 7501-98-6 C9H7NO2S2
((4-Isothiocyanatophenyl)thio)acetic acid
—— 2,5-dimethylphenyl ethyl xanthate 89816-82-0 C11H14OS2
2,5-dimethylphenyl ethyl xanthate
—— cyclopentyl-(4,6-dichloro-2-methylsulfanyl-pyrimidin-5-yl)-methanol 864301-11-1 C11H14Cl2N2OS
cyclopentyl-(4,6-dichloro-2-methylsulfanyl-pyrimidin-5-yl)-methanol
—— 2,2-Bis-butylsulfanyl-propionic acid ethyl ester 71917-10-7 C13H26O2S2
2,2-Bis-butylsulfanyl-propionic acid ethyl ester
—— 1-Cyclohexyl-2-methyl-isothiourea 72320-98-0 C8H16N2S
1-Cyclohexyl-2-methyl-isothiourea
—— 3,4,6,7-tetrahydro-3,3,6,6-tetramethyl-9-(4-methylthiophenyl)-2H-xanthene-1,8(5H,9H)-dione 311794-07-7 C24H28O3S
3,4,6,7-tetrahydro-3,3,6,6-tetramethyl-9-(4-methylthiophenyl)-2H-xanthene-1,8(5H,9H)-dione
—— 2-(thiophen-2-ylthio)ethan-1-ol 55697-86-4 C6H8OS2
2-(thiophen-2-ylthio)ethan-1-ol
—— 1-Phenylsulfanyl-tricyclo[4.2.0.0<sup>2,7</sup>]octane 98577-43-6 C14H16S
1-Phenylsulfanyl-tricyclo[4.2.0.0<sup>2,7</sup>]octane
—— 2,3-dihydro-5H-benzo[e][1,4]oxathiepin-5-one 55212-06-1 C9H8O2S
2,3-dihydro-5H-benzo[e][1,4]oxathiepin-5-one
—— 3-[(3-chloropropyl)sulfanyl]-4-methyl-5-(oxan-4-yl)-4H-1,2,4-triazole 863681-38-3 C11H18ClN3OS
3-[(3-chloropropyl)sulfanyl]-4-methyl-5-(oxan-4-yl)-4H-1,2,4-triazole
—— ethyl 2-(ethoxycarbonylmethylthio)phenylethanoate 18926-44-8 C14H18O4S
ethyl 2-(ethoxycarbonylmethylthio)phenylethanoate
—— 6H,8H-7-Oxa-5,13-dithia-benzo[a]naphthacen-14-one 146173-73-1 C19H12O2S2
6H,8H-7-Oxa-5,13-dithia-benzo[a]naphthacen-14-one
—— 3-<4-Chlor-phenyl>-4-thiaisochromanon-(1) 38058-00-3 C14H9ClO2S
3-<4-Chlor-phenyl>-4-thiaisochromanon-(1)
—— 1-Bromo-10-(pentylthio)-decane 177583-96-9 C15H31BrS
1-Bromo-10-(pentylthio)-decane
—— 2-[(5-ethylpyridin-2-yl)methyl]thio-6-methyl-4(3H)-pyrimidinone —— C13H15N3OS
2-[(5-ethylpyridin-2-yl)methyl]thio-6-methyl-4(3H)-pyrimidinone
—— methyl 4-oxo-3-(phenylthio)pentanoate ethylene acetal 173310-59-3 C14H18O4S
methyl 4-oxo-3-(phenylthio)pentanoate ethylene acetal
—— 5-hydroxy-3-(phenylthio)butan-2-one ethylene acetal 173310-61-7 C13H18O3S
5-hydroxy-3-(phenylthio)butan-2-one ethylene acetal
—— 5-amino-3-(benzylsulfanyl)-N-butyl-1H-[1,2,4]triazole-1-carboxamide 496867-75-5 C14H19N5OS
5-amino-3-(benzylsulfanyl)-N-butyl-1H-[1,2,4]triazole-1-carboxamide
—— 5-oxo-6-(phenylthio)hexan-2-ol 173310-50-4 C12H16O2S
5-oxo-6-(phenylthio)hexan-2-ol
—— 2-methyl-2-<3-oxo-1-(phenylthio)propyl>-1,3-dioxolane 173310-63-9 C13H16O3S
2-methyl-2-<3-oxo-1-(phenylthio)propyl>-1,3-dioxolane
—— 2-methyl-2-(4,4,4-trifluorobutane-1-sulfonyl)propionic acid 1218915-25-3 C8H13F3O4S
2-methyl-2-(4,4,4-trifluorobutane-1-sulfonyl)propionic acid
—— 2-(benzylsulfanyl)-6-butyl-6,7-dihydro[1,2,4]triazolo[1,5-a][1,3,5]triazin-7-one 643754-98-7 C15H17N5OS
2-(benzylsulfanyl)-6-butyl-6,7-dihydro[1,2,4]triazolo[1,5-a][1,3,5]triazin-7-one
—— 2-Methyl-2-(4,4,4-trifluorobutylsulfonyl)propanamide 1356116-73-8 C8H14F3NO3S
2-Methyl-2-(4,4,4-trifluorobutylsulfonyl)propanamide
—— 2-methyl-2-(4,4,4-trifluorobutane-1-sulfonyl)propionic acid ethyl ester 1218915-22-0 C10H17F3O4S
2-methyl-2-(4,4,4-trifluorobutane-1-sulfonyl)propionic acid ethyl ester
—— 2-methyl-2-(3-methylbutane-1-sulfonyl)propionic acid 1218915-21-9 C9H18O4S
2-methyl-2-(3-methylbutane-1-sulfonyl)propionic acid
—— 4-(4,4-dimethyl-4,5-dihydro-2-oxazolinyl)-3-phenyl-5-(phenylthiomethyl)isoxazole 132632-37-2 C21H20N2O2S
4-(4,4-dimethyl-4,5-dihydro-2-oxazolinyl)-3-phenyl-5-(phenylthiomethyl)isoxazole
—— 2-(3-pyridyl)-5-(2-pyridylsulfanyl)thiazole 1512853-05-2 C13H9N3S2
2-(3-pyridyl)-5-(2-pyridylsulfanyl)thiazole
—— 4-Ethylmercapto-2,6-diamino-pyridin 18960-90-2 C7H11N3S
4-Ethylmercapto-2,6-diamino-pyridin
—— 2-Methyl-2-(4,4,4-trifluorobutylsulfonyl)propan-1-amine 1356116-75-0 C8H16F3NO2S
2-Methyl-2-(4,4,4-trifluorobutylsulfonyl)propan-1-amine
—— 4-methyl-6-[4-(piperidine-1-sulfonyl)-phenylsulfanyl]-pyridazin-3-ylamine 882500-14-3 C16H20N4O2S2
4-methyl-6-[4-(piperidine-1-sulfonyl)-phenylsulfanyl]-pyridazin-3-ylamine
—— 5-methyl-6-[4-(piperidine-1-sulfonyl)-phenylsulfanyl]-pyridazin-3-ylamine 882500-13-2 C16H20N4O2S2
5-methyl-6-[4-(piperidine-1-sulfonyl)-phenylsulfanyl]-pyridazin-3-ylamine
—— 4.5-Bis-benzylmercapto-3-oxo-2.3-dihydro-pyridazin 5592-55-2 C18H16N2OS2
4.5-Bis-benzylmercapto-3-oxo-2.3-dihydro-pyridazin
—— 3,4,5-Tris-(4-brom-benzylmercapto)-pyridazin 5589-91-3 C25H19Br3N2S3
3,4,5-Tris-(4-brom-benzylmercapto)-pyridazin
—— 1,3-Bis-dodecylmercapto-propan 18365-75-8 C27H56S2
1,3-Bis-dodecylmercapto-propan
—— 4-Benzylthio-5-methoxy-2-phenyl-3-pyridazinon 5509-77-3 C18H16N2O2S
4-Benzylthio-5-methoxy-2-phenyl-3-pyridazinon
—— 4-bromo-2-(3-pyridyl)-5-(2-pyridylsulfanyl)thiazole 1512853-06-3 C13H8BrN3S2
4-bromo-2-(3-pyridyl)-5-(2-pyridylsulfanyl)thiazole
—— (5-phenylsulfanyl-pyridine-2-yl)-thiazole-2-yl-amine 1144109-15-8 C14H11N3S2
(5-phenylsulfanyl-pyridine-2-yl)-thiazole-2-yl-amine
—— 4-chloro-2-(3-pyridyl)-5-(2-pyridylsulfanyl)thiazole 1512853-07-4 C13H8ClN3S2
4-chloro-2-(3-pyridyl)-5-(2-pyridylsulfanyl)thiazole
—— methyl 2-[(4-chlorophenyl)sulfanyl]-3,4,6-trimethyl-5-(phenylselanyl)benzoate 1254592-91-0 C23H21ClO2SSe
methyl 2-[(4-chlorophenyl)sulfanyl]-3,4,6-trimethyl-5-(phenylselanyl)benzoate
—— methyl 6-[(4-ethylphenyl)sulfanyl]-2,4-dimethyl-3-(phenylselanyl)benzoate 1254592-99-8 C24H24O2SSe
methyl 6-[(4-ethylphenyl)sulfanyl]-2,4-dimethyl-3-(phenylselanyl)benzoate
—— (1'S,3'R,7'S,8'Z,11'S)-1',8'-dimethylspiro[1,3-dithiolane-2,12'-tricyclo[9.3.0.03,7]tetradeca-5,8-diene]-2'-one 85269-19-8 C18H24OS2
(1'S,3'R,7'S,8'Z,11'S)-1',8'-dimethylspiro[1,3-dithiolane-2,12'-tricyclo[9.3.0.03,7]tetradeca-5,8-diene]-2'-one
—— 6-amino-4-(4-methylsulfanyl-phenyl)-2-oxo-1,2,3,4-tetrahydro-pyridine-3,5-dicarboxylic acid diethyl ester 52505-26-7 C18H22N2O5S
6-amino-4-(4-methylsulfanyl-phenyl)-2-oxo-1,2,3,4-tetrahydro-pyridine-3,5-dicarboxylic acid diethyl ester
—— 8-[1-Phenyl-meth-(Z)-ylidene]-1,5-dithia-spiro[5.5]undecane 1-oxide 89655-99-2 C16H20OS2
8-[1-Phenyl-meth-(Z)-ylidene]-1,5-dithia-spiro[5.5]undecane 1-oxide
—— methyl 6-[(4-methoxyphenyl)sulfanyl]-2,4-dimethyl-3-(phenylselanyl)benzoate 1254592-97-6 C23H22O3SSe
methyl 6-[(4-methoxyphenyl)sulfanyl]-2,4-dimethyl-3-(phenylselanyl)benzoate
—— 2-[(Tert-butylamino)methyl]-6-[3-[(tert-butylamino)methyl]-5-chloro-2-hydroxyphenyl]sulfanyl-4-chlorophenol 86366-94-1 C22H30Cl2N2O2S
2-[(Tert-butylamino)methyl]-6-[3-[(tert-butylamino)methyl]-5-chloro-2-hydroxyphenyl]sulfanyl-4-chlorophenol
—— methyl 2,4-dimethyl-6-[(4-methylphenyl)sulfanyl]-3-(phenylselanyl)benzoate 1254592-93-2 C23H22O2SSe
methyl 2,4-dimethyl-6-[(4-methylphenyl)sulfanyl]-3-(phenylselanyl)benzoate
—— methyl 2,4-dimethyl-3-(phenylselanyl)-6-(phenylsulfanyl)benzoate 1254592-90-9 C22H20O2SSe
methyl 2,4-dimethyl-3-(phenylselanyl)-6-(phenylsulfanyl)benzoate
—— 2-Isopropyliden-thiophenol 54225-78-4 C9H10OS
2-Isopropyliden-thiophenol