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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-ethyl-2-(3'-oxo-5'-phenylthio-amyl)-cyclopentane-1,3-dione 101750-88-3 C18H22O3S
2-ethyl-2-(3'-oxo-5'-phenylthio-amyl)-cyclopentane-1,3-dione
—— phenyl 3-oxo-5-hydroxy-amyl sulfide 101750-86-1 C11H14O2S
phenyl 3-oxo-5-hydroxy-amyl sulfide
—— 2-Bromo-5-[5-[5-(5-bromothiophen-2-yl)sulfanylthiophen-2-yl]sulfanylthiophen-2-yl]sulfanylthiophene 183117-17-1 C16H8Br2S7
2-Bromo-5-[5-[5-(5-bromothiophen-2-yl)sulfanylthiophen-2-yl]sulfanylthiophen-2-yl]sulfanylthiophene
—— 2,2'-thiobis[5-(2-thienyl)thio]thiophene 183117-11-5 C16H10S7
2,2'-thiobis[5-(2-thienyl)thio]thiophene
—— 5-(2-thienylsulfanyl)thiophene-2-carbaldehyde 90484-17-6 C9H6OS3
5-(2-thienylsulfanyl)thiophene-2-carbaldehyde
—— 5,5'-sulfanediyl-bis-thiophene-2-carbaldehyde 90947-56-1 C10H6O2S3
5,5'-sulfanediyl-bis-thiophene-2-carbaldehyde
—— 2,2'-thiobis{5-[5-(2-thienyl)thio](2-thienyl)thio}thiophene 183117-13-7 C24H14S11
2,2'-thiobis{5-[5-(2-thienyl)thio](2-thienyl)thio}thiophene
—— Thiophene, 2,2'-thiobis[5-bromo- 183117-15-9 C8H4Br2S3
Thiophene, 2,2'-thiobis[5-bromo-
—— 2-Bromo-5-[5-[5-[5-[5-(5-bromothiophen-2-yl)sulfanylthiophen-2-yl]sulfanylthiophen-2-yl]sulfanylthiophen-2-yl]sulfanylthiophen-2-yl]sulfanylthiophene 183117-19-3 C24H12Br2S11
2-Bromo-5-[5-[5-[5-[5-(5-bromothiophen-2-yl)sulfanylthiophen-2-yl]sulfanylthiophen-2-yl]sulfanylthiophen-2-yl]sulfanylthiophen-2-yl]sulfanylthiophene
—— 4-methyl-2-methylthiopyridine-3-carbonitrile 498580-77-1 C8H8N2S
4-methyl-2-methylthiopyridine-3-carbonitrile
—— [4-hydroxy-6-methyl-5-(3-methylbutyl)pyrimidin-2-ylsulfanyl]acetic acid 889799-08-0 C12H18N2O3S
[4-hydroxy-6-methyl-5-(3-methylbutyl)pyrimidin-2-ylsulfanyl]acetic acid
—— 2-bromo-5-(ethylsulfanyl)thiophen 19991-60-7 C6H7BrS2
2-bromo-5-(ethylsulfanyl)thiophen
—— methyl-1-[(<i>RS</i>)-1-((<i>SR</i>)-1-methylsulfanyl-ethylsulfanyl)-ethyl]-disulfane 69318-93-0 C6H14S4
methyl-1-[(<i>RS</i>)-1-((<i>SR</i>)-1-methylsulfanyl-ethylsulfanyl)-ethyl]-disulfane
—— 2-thiophen-3-ylsulfanyl-acetamide 1723-31-5 C6H7NOS2
2-thiophen-3-ylsulfanyl-acetamide
—— 7,9-Dioxadispiro<5.3.5.0>pentadecan-8-thion 82763-79-9 C13H20O2S
7,9-Dioxadispiro<5.3.5.0>pentadecan-8-thion
—— N-hydroxy-N-[2-(3-(phenylthio)thien-2-ylmethoxy)ethyl] urea 147380-59-4 C14H16N2O3S2
N-hydroxy-N-[2-(3-(phenylthio)thien-2-ylmethoxy)ethyl] urea
—— ethyl (3-thienylmercapto)acetate 77151-56-5 C8H10O2S2
ethyl (3-thienylmercapto)acetate
—— 3-(4-(methylthio)phenyl)thiophene-2-carbaldehyde 572912-98-2 C12H10OS2
3-(4-(methylthio)phenyl)thiophene-2-carbaldehyde
—— 2-Amino-5-(1,3-benzothiazol-2-ylsulfanyl)benzonitrile 74396-28-4 C14H9N3S2
2-Amino-5-(1,3-benzothiazol-2-ylsulfanyl)benzonitrile
—— methyl (6-methyl-2-pyrrolidin-1-yl-pyrimidin-4-yl)-sulfanylacetate 347846-66-6 C12H17N3O2S
methyl (6-methyl-2-pyrrolidin-1-yl-pyrimidin-4-yl)-sulfanylacetate
—— N-hydroxy-N-[2-(3-(4-bromophenylthio)thien-2-ylmethoxy)ethyl] urea 147380-60-7 C14H15BrN2O3S2
N-hydroxy-N-[2-(3-(4-bromophenylthio)thien-2-ylmethoxy)ethyl] urea
—— 5-[(6-methyl-2-pyrrolidin-1-ylpyrimidin-4-yl)sulfanylmethyl]-3H-1,3,4-oxadiazole-2-thione 347846-77-9 C12H15N5OS2
5-[(6-methyl-2-pyrrolidin-1-ylpyrimidin-4-yl)sulfanylmethyl]-3H-1,3,4-oxadiazole-2-thione
—— 2-bromo-4-heptafluoroisopropyl-6-(trifluoromethylthio)aniline 917513-74-7 C10H4BrF10NS
2-bromo-4-heptafluoroisopropyl-6-(trifluoromethylthio)aniline
—— Formaldehyde;4-(4-hydroxyphenyl)sulfanylphenol;4-(2,4,4-trimethylpentan-2-yl)phenol 68334-81-6 C27H34O4S
Formaldehyde;4-(4-hydroxyphenyl)sulfanylphenol;4-(2,4,4-trimethylpentan-2-yl)phenol
—— (5-chloro-2-(3-fluorophenylthio)phenyl)acetic acid 54435-45-9 C14H10ClFO2S
(5-chloro-2-(3-fluorophenylthio)phenyl)acetic acid
—— 1-amino-4-methyl-6-oxopyrimidin-2-ylthioacetic acid amide 143424-47-9 C7H10N4O2S
1-amino-4-methyl-6-oxopyrimidin-2-ylthioacetic acid amide
—— 1-amino-4-methyl-6-oxopyrimidin-2-ylthioacetic acid hydrazide 143424-50-4 C7H11N5O2S
1-amino-4-methyl-6-oxopyrimidin-2-ylthioacetic acid hydrazide
—— 1-methyl-7-phenylthio-2-trimethylsilylindole 82053-03-0 C18H21NSSi
1-methyl-7-phenylthio-2-trimethylsilylindole
—— 1-amino-4-methyl-6-oxopyrimidin-2-ylthioacetic acid 143424-41-3 C7H9N3O3S
1-amino-4-methyl-6-oxopyrimidin-2-ylthioacetic acid
—— Ethyl 2-(1-amino-4-methyl-6-oxopyrimidin-2-yl)sulfanylacetate 143424-46-8 C9H13N3O3S
Ethyl 2-(1-amino-4-methyl-6-oxopyrimidin-2-yl)sulfanylacetate
—— Ethyl 7-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]heptanoate 40107-52-6 C13H21NO2S2
Ethyl 7-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]heptanoate
—— 2-(4-aminophenylthio)-quinoline 190331-31-8 C15H12N2S
2-(4-aminophenylthio)-quinoline
—— 1,7-dithiaspiro<5.5>undecane 59871-44-2 C9H16S2
1,7-dithiaspiro<5.5>undecane
—— 3-Methyl-4-phenylsulfanylbut-3-en-2-ol 112449-88-4 C11H14OS
3-Methyl-4-phenylsulfanylbut-3-en-2-ol
—— 3-formyl-2,2,5,5-tetramethyl-4-phenylthio-2,5-dihydro-1H-pyrrol-1-yloxyl radical 215956-73-3 C15H18NO2S
3-formyl-2,2,5,5-tetramethyl-4-phenylthio-2,5-dihydro-1H-pyrrol-1-yloxyl radical
—— 2-Ethylhexyl 2-cyano-2-[2-[1-cyano-2-(2-ethylhexoxy)-2-oxoethylidene]-4,8-dihydroxy-[1,3]dithiolo[4,5-f][1,3]benzodithiol-6-ylidene]acetate 1118625-27-6 C30H36N2O6S4
2-Ethylhexyl 2-cyano-2-[2-[1-cyano-2-(2-ethylhexoxy)-2-oxoethylidene]-4,8-dihydroxy-[1,3]dithiolo[4,5-f][1,3]benzodithiol-6-ylidene]acetate
—— 3-(hydroxymethyl)-2,2,5,5-tetramethyl-4-phenylthio-2,5-dihydro-1H-pyrrol-1-yloxyl radical 215956-75-5 C15H20NO2S
3-(hydroxymethyl)-2,2,5,5-tetramethyl-4-phenylthio-2,5-dihydro-1H-pyrrol-1-yloxyl radical
—— 1-[(5-benzyl-1H-1,2,4-triazol-3-yl)sulfanyl]-3-(cyclohexylamino)propan-2-ol 134744-85-7 C18H26N4OS
1-[(5-benzyl-1H-1,2,4-triazol-3-yl)sulfanyl]-3-(cyclohexylamino)propan-2-ol
—— 2-[2-(4-Fluorophenyl)ethenyl]-3-phenylsulfanylquinoxaline 366018-63-5 C22H15FN2S
2-[2-(4-Fluorophenyl)ethenyl]-3-phenylsulfanylquinoxaline
—— phenyl 2-deoxy-4-O-(4'-N'-monodemethyl-N'-trichloroethoxycarbamoyl-β-D-forosaminyl)-2-N-methyl-N-trichloroethoxycarbamoyl-1-thio-α-D-xylopyranoside 1342295-18-4 C25H32Cl6N2O8S
phenyl 2-deoxy-4-O-(4'-N'-monodemethyl-N'-trichloroethoxycarbamoyl-β-D-forosaminyl)-2-N-methyl-N-trichloroethoxycarbamoyl-1-thio-α-D-xylopyranoside
—— 2,3-Dihydro-3-methylbenzothiophene-2-carboxylic acid 230293-45-5 C10H10O2S
2,3-Dihydro-3-methylbenzothiophene-2-carboxylic acid
—— 5-methyl-3-(phenylthio)-4,5-dihydrothiophene 1,1-dioxide 104664-91-7 C11H12O2S2
5-methyl-3-(phenylthio)-4,5-dihydrothiophene 1,1-dioxide
—— 2-methyl-4-(phenylthio)-4,5-dihydrothiophene 1,1-dioxide 104664-87-1 C11H12O2S2
2-methyl-4-(phenylthio)-4,5-dihydrothiophene 1,1-dioxide
—— phenyl 2-deoxy-2-N-methyl-N-trichloroethoxycarbamoyl-1-thio-α-D-xylopyranoside 1342295-14-0 C15H18Cl3NO5S
phenyl 2-deoxy-2-N-methyl-N-trichloroethoxycarbamoyl-1-thio-α-D-xylopyranoside
—— phenyl 2-azido-2-deoxy-3,4-di-O-diethylisopropylsilyl-1-thio-α-D-xylopyranoside 1342295-10-6 C25H45N3O3SSi2
phenyl 2-azido-2-deoxy-3,4-di-O-diethylisopropylsilyl-1-thio-α-D-xylopyranoside
—— 2-[2-(Carboxymethyl)phenyl]sulfanyl-2-methylpropanoic acid 81549-12-4 C12H14O4S
2-[2-(Carboxymethyl)phenyl]sulfanyl-2-methylpropanoic acid
—— 6-(2,4-difluorophenyl)-3-methyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine 832737-52-7 C11H8F2N4S
6-(2,4-difluorophenyl)-3-methyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— 4,4-dimethyl-5-<(phenylthio)methyl>-1,3-dioxane 146668-34-0 C13H18O2S
4,4-dimethyl-5-<(phenylthio)methyl>-1,3-dioxane
—— 5-[(4-Bromophenyl)sulfanyl]-2-thiophenecarbaldehyde 886361-55-3 C11H7BrOS2
5-[(4-Bromophenyl)sulfanyl]-2-thiophenecarbaldehyde
—— 2-oxo-3-(4-pyridylthio)propane 172287-75-1 C8H9NOS
2-oxo-3-(4-pyridylthio)propane