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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
—— Trifluormethyl-<fluor-phenylmercapto-methyl>-amin 23553-01-7 C8H5F4NS
Trifluormethyl-<fluor-phenylmercapto-methyl>-amin
—— 1-amino-2-methyl-5-methylpyridinium iodide 141523-29-7 C7H11N2S*I
1-amino-2-methyl-5-methylpyridinium iodide
—— 5-isopropylthio-1,3,4-thiadiazole-2-carboxamide 75573-80-7 C6H9N3OS2
5-isopropylthio-1,3,4-thiadiazole-2-carboxamide
—— dithiocarbonic acid <i>S</i>-(3-chloro-4-cyano-isothiazol-5-yl) ester <i>O</i>-ethyl ester 89692-54-6 C7H5ClN2OS3
dithiocarbonic acid <i>S</i>-(3-chloro-4-cyano-isothiazol-5-yl) ester <i>O</i>-ethyl ester
—— Dimethylmonofulvathiane 117559-64-5 C8H10S5
Dimethylmonofulvathiane
—— (1R,2R,4R,6R)-2-((Z)-2-(dimethyl(phenyl)silyl)-2-(phenylthio)vinyl)-1-methyl-4-(prop-1-en-2-yl)-7-oxabicyclo[4.1.0]heptan-2-ol 1316735-67-7 C26H32O2SSi
(1R,2R,4R,6R)-2-((Z)-2-(dimethyl(phenyl)silyl)-2-(phenylthio)vinyl)-1-methyl-4-(prop-1-en-2-yl)-7-oxabicyclo[4.1.0]heptan-2-ol
—— (2Z)-2,3,4,5-Tetrachlor-5-phenylthio-2,4-pentadienal 80674-03-9 C11H6Cl4OS
(2Z)-2,3,4,5-Tetrachlor-5-phenylthio-2,4-pentadienal
—— 4-chloro-2-(5-chloro-2-methyl-phenylsulfanyl)-benzoic acid 875847-25-9 C14H10Cl2O2S
4-chloro-2-(5-chloro-2-methyl-phenylsulfanyl)-benzoic acid
—— 2-[N-(2-acetoxyethyl)-N-acetylamino]thioacetamide 91188-47-5 C8H14N2O3S
2-[N-(2-acetoxyethyl)-N-acetylamino]thioacetamide
—— 1-chloro-4-(1,1,2,2-tetrafluoroethylsulfanyl)benzene 26574-55-0 C8H5ClF4S
1-chloro-4-(1,1,2,2-tetrafluoroethylsulfanyl)benzene
—— 1,9-dithio-2,8-dithia-nonanedioic acid <i>O</i>,<i>O</i>'-diethyl ester 110489-95-7 C11H20O2S4
1,9-dithio-2,8-dithia-nonanedioic acid <i>O</i>,<i>O</i>'-diethyl ester
—— triethylene tetrasulfide 6573-58-6 C6H12S4
triethylene tetrasulfide
—— 5-<i>p</i>-tolylsulfanyl-furan-2-carbaldehyde thiosemicarbazone 57590-89-3 C13H13N3OS2
5-<i>p</i>-tolylsulfanyl-furan-2-carbaldehyde thiosemicarbazone
—— 5-[4-(4-chloro-phenylsulfanyl)-6-(4-sulfo-anilino)-[1,3,5]triazin-2-ylamino]-2-hydroxy-benzoic acid 61538-25-8 C22H16ClN5O6S2
5-[4-(4-chloro-phenylsulfanyl)-6-(4-sulfo-anilino)-[1,3,5]triazin-2-ylamino]-2-hydroxy-benzoic acid
—— 4-[4-(4-chloro-phenylsulfanyl)-6-(4-hydroxy-anilino)-[1,3,5]triazin-2-ylamino]-benzoic acid 59649-85-3 C22H16ClN5O3S
4-[4-(4-chloro-phenylsulfanyl)-6-(4-hydroxy-anilino)-[1,3,5]triazin-2-ylamino]-benzoic acid
—— N-((R)-2-Methanesulfonyl-1,1-dioxo-1,2,3,6-tetrahydro-1λ<sup>6</sup>-thiopyran-2-ylmethyl)-acetamide 55385-11-0 C9H15NO5S2
N-((R)-2-Methanesulfonyl-1,1-dioxo-1,2,3,6-tetrahydro-1λ<sup>6</sup>-thiopyran-2-ylmethyl)-acetamide
—— (2R)-2-[[2-[[(2R)-1,4-dioxan-2-yl]methyl]-1,3-dithian-2-yl]methyl]-1,4-dioxane 861852-11-1 C14H24O4S2
(2R)-2-[[2-[[(2R)-1,4-dioxan-2-yl]methyl]-1,3-dithian-2-yl]methyl]-1,4-dioxane
—— (4,6-dichloro-[1,3,5]triazin-2-yl)-[2-(4-dimethylamino-6-methoxy-[1,3,5]triazin-2-ylsulfanyl)-phenyl]-amine 50803-08-2 C15H14Cl2N8OS
(4,6-dichloro-[1,3,5]triazin-2-yl)-[2-(4-dimethylamino-6-methoxy-[1,3,5]triazin-2-ylsulfanyl)-phenyl]-amine
—— (E)-4'-[5-fluoro-3-(4-methoxytetrahydropyran-4-yl)phenylthio]-α-hydroxyacetophenone oxime 161385-03-1 C20H22FNO4S
(E)-4'-[5-fluoro-3-(4-methoxytetrahydropyran-4-yl)phenylthio]-α-hydroxyacetophenone oxime
—— 2,2-dichloro-1-(5-methylsulfanyl-pyrrol-2-yl)-ethanone 53391-54-1 C7H7Cl2NOS
2,2-dichloro-1-(5-methylsulfanyl-pyrrol-2-yl)-ethanone
—— 5-[4-(4-chloro-phenylsulfanyl)-6-(2-methyl-anilino)-[1,3,5]triazin-2-ylamino]-2-hydroxy-benzoic acid 61513-13-1 C23H18ClN5O3S
5-[4-(4-chloro-phenylsulfanyl)-6-(2-methyl-anilino)-[1,3,5]triazin-2-ylamino]-2-hydroxy-benzoic acid
—— dibutyl sulfone; bis-deprotonated form 55888-03-4 C8H16O2S
dibutyl sulfone; bis-deprotonated form
—— 4-chloro-6-phenyl-7<i>H</i>-pyrimido[4,5-<i>b</i>][1,4]thiazine 19084-50-5 C12H8ClN3S
4-chloro-6-phenyl-7<i>H</i>-pyrimido[4,5-<i>b</i>][1,4]thiazine
—— 2-Decylsulfanyl-1-methyl-1H-imidazole; hydrobromide 50968-36-0 BrH*C14H26N2S
2-Decylsulfanyl-1-methyl-1H-imidazole; hydrobromide
—— 6-phenyl-3-phenylsulfanyl-1,2,4-triazine 444315-06-4 C15H11N3S
6-phenyl-3-phenylsulfanyl-1,2,4-triazine
—— 1-undecenyl phenyl sulfide 75456-53-0 C17H26S
1-undecenyl phenyl sulfide
—— trans-1-(6-Methyl-4-pyrimidinylthio)perfluorohexene 90787-15-8 C11H5F11N2S
trans-1-(6-Methyl-4-pyrimidinylthio)perfluorohexene
—— 1256844-58-2 C17H18O3S
—— 1-chloromethanesulfonyl-dodecane 20163-67-1 C13H27ClO2S
1-chloromethanesulfonyl-dodecane
—— 6-anilino-4-(1-hexynyl)-2-methylthiopyrimidine-5-carbaldehyde 1266327-37-0 C18H19N3OS
6-anilino-4-(1-hexynyl)-2-methylthiopyrimidine-5-carbaldehyde
—— 3-(p-tolyl)-2,3-dihydrobenzo<b>thiophen 74881-91-7 C15H14S
3-(p-tolyl)-2,3-dihydrobenzo<b>thiophen
—— 6-[(2,4-difluorophenyl)thio]-3-(4-vinylphenyl)[1,2,4]triazolo[4,3-a]pyridine 876372-69-9 C20H13F2N3S
6-[(2,4-difluorophenyl)thio]-3-(4-vinylphenyl)[1,2,4]triazolo[4,3-a]pyridine
—— 3-bromo-4-thiocyanatophenol 404389-59-9 C7H4BrNOS
3-bromo-4-thiocyanatophenol
—— 1407512-14-4 C18H24O2S
—— 3-Methyl-4-isobutylmercapto-benzylmercaptan 105837-92-1 C12H18S2
3-Methyl-4-isobutylmercapto-benzylmercaptan
—— S,Se-Dimethyl dithioselenocarbonate 32351-32-9 C3H6S2Se
S,Se-Dimethyl dithioselenocarbonate
—— Tetrathiophosphorsaeure-tris-propylcarbamoylmethylester 18200-53-8 C15H30N3O3PS4
Tetrathiophosphorsaeure-tris-propylcarbamoylmethylester
—— tert-butyl(2-(2-(2,2-dimethoxyethyl)-1,3-dithian-2-yl)ethoxy)diphenylsilane 1374149-06-0 C26H38O3S2Si
tert-butyl(2-(2-(2,2-dimethoxyethyl)-1,3-dithian-2-yl)ethoxy)diphenylsilane
—— 1-(4-chloro-phenylsulfanyl)-2-ethynylbenzene 369363-95-1 C14H9ClS
1-(4-chloro-phenylsulfanyl)-2-ethynylbenzene
—— 2ax-Isothiocyanato-1-ax-thiocyanato-4-eq-tert-butyl-cyclohexan 62444-46-6 C12H18N2S2
2ax-Isothiocyanato-1-ax-thiocyanato-4-eq-tert-butyl-cyclohexan
—— Diphenyl-1-13C-sulfid 55723-96-1 C12H10S
Diphenyl-1-13C-sulfid
—— N-Aethoxycarbonyl-N,N'-bis-aethylmercaptocarbonylhydrazin 115049-35-9 C9H16N2O4S2
N-Aethoxycarbonyl-N,N'-bis-aethylmercaptocarbonylhydrazin
—— 2-(2-mercaptoethyl)-6-(phenylthio)-benzoic acid 378242-82-1 C15H14O2S2
2-(2-mercaptoethyl)-6-(phenylthio)-benzoic acid
—— 4-nitro-2-chlorophenyl-(3',4'-dichlorophenyl)thioether 32631-23-5 C12H6Cl3NO2S
4-nitro-2-chlorophenyl-(3',4'-dichlorophenyl)thioether
—— 10-(3'-nitro-4'-pyridyl)dipyrido[3,2-b;3',4'-e][1,4]thiazine 1374692-17-7 C15H9N5O2S
10-(3'-nitro-4'-pyridyl)dipyrido[3,2-b;3',4'-e][1,4]thiazine
—— 7-(3-trifluoromethyl-phenylsulfanyl)-3,4,10,10a-tetrahydro-1H-pyrazino[1,2-a]indole-2-carboxylic acid tert-butyl ester 1246245-30-6 C23H25F3N2O2S
7-(3-trifluoromethyl-phenylsulfanyl)-3,4,10,10a-tetrahydro-1H-pyrazino[1,2-a]indole-2-carboxylic acid tert-butyl ester
—— 3,3-d2-Pentylthiovinylaether 56051-97-9 C7H14S
3,3-d2-Pentylthiovinylaether
—— (5-butyl-4-methyl-6-oxo-1,6-dihydro-pyrimidin-2-ylsulfanyl)-acetic acid heptyl ester 36326-70-2 C18H30N2O3S
(5-butyl-4-methyl-6-oxo-1,6-dihydro-pyrimidin-2-ylsulfanyl)-acetic acid heptyl ester
—— 5-(2,4-dichlorophenylthio)-1H-pyrazolo[4,3-b]pyridin-3-amine 1392150-06-9 C12H8Cl2N4S
5-(2,4-dichlorophenylthio)-1H-pyrazolo[4,3-b]pyridin-3-amine
—— (R)-2-Isopropyl-2-phenylsulfanylmethyl-cyclobutanone 141737-05-5 C14H18OS
(R)-2-Isopropyl-2-phenylsulfanylmethyl-cyclobutanone