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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
—— α-acetoxyallyl phenyl sulfide 52072-12-5 C11H12O2S
α-acetoxyallyl phenyl sulfide
—— (2-Methyl-1-vinyl-cyclopropylsulfanyl)-benzene 209399-78-0 C12H14S
(2-Methyl-1-vinyl-cyclopropylsulfanyl)-benzene
—— 6-(propen-3-yl)-5-hydroxy 2,3-dihydrobenzothiophene 129478-15-5 C11H12OS
6-(propen-3-yl)-5-hydroxy 2,3-dihydrobenzothiophene
—— 2-[[4-(1,3-Benzodithiol-2-ylidenemethyl)phenyl]methylidene]-1,3-benzodithiole 132141-11-8 C22H14S4
2-[[4-(1,3-Benzodithiol-2-ylidenemethyl)phenyl]methylidene]-1,3-benzodithiole
—— 2,3-diethyl-5,6-dihydro-1,4-dithiin 88934-47-8 C8H14S2
2,3-diethyl-5,6-dihydro-1,4-dithiin
—— (3S)-3-{[({(1S)-3-(methylsulfanyl)-1-[(phenylsulfanyl)methyl]propyl)amino)carbonyl]amino}-4-(phenylsulfanyl)butanoic acid 247093-45-4 C22H28N2O3S3
(3S)-3-{[({(1S)-3-(methylsulfanyl)-1-[(phenylsulfanyl)methyl]propyl)amino)carbonyl]amino}-4-(phenylsulfanyl)butanoic acid
—— [2-(4-Chloro-phenylsulfanyl)-4-nitro-phenyl]-acetic acid 66949-44-8 C14H10ClNO4S
[2-(4-Chloro-phenylsulfanyl)-4-nitro-phenyl]-acetic acid
—— 6-(2-(4-chlorophenylsulfanyl)pyrrol-1-yl)-1,3-dihydro-1-hydroxy-2,1-benzoxaborole 1615684-90-6 C17H13BClNO2S
6-(2-(4-chlorophenylsulfanyl)pyrrol-1-yl)-1,3-dihydro-1-hydroxy-2,1-benzoxaborole
—— 6-(2-(3,4-dichlorophenylsulfanyl)pyrrol-1-yl)-1,3-dihydro-1-hydroxy-2,1-benzoxaborole 1615684-92-8 C17H12BCl2NO2S
6-(2-(3,4-dichlorophenylsulfanyl)pyrrol-1-yl)-1,3-dihydro-1-hydroxy-2,1-benzoxaborole
—— 4-Amino-2-(4-chlorphenylthio)-benzylalkohol 66949-34-6 C13H12ClNOS
4-Amino-2-(4-chlorphenylthio)-benzylalkohol
—— 2-(azidomethyl)-ethylthiobenzene 106118-85-8 C9H11N3S
2-(azidomethyl)-ethylthiobenzene
—— methyl 3-methylthio dithiopropanoate 5874-04-4 C5H10S3
methyl 3-methylthio dithiopropanoate
—— (phenylthio)carbonyl isothiocyanate 67464-17-9 C8H5NOS2
(phenylthio)carbonyl isothiocyanate
—— 2-[(3,4-Dimethoxyphenyl)thio]-1-methyl-1H-imidazole hydrochloride 133303-80-7 C12H14N2O2S*ClH
2-[(3,4-Dimethoxyphenyl)thio]-1-methyl-1H-imidazole hydrochloride
—— 2-(2-methylthiophenyl)hept-3-yn-2-ol 618388-75-3 C14H18OS
2-(2-methylthiophenyl)hept-3-yn-2-ol
—— Phenyl 4-pentenedithioate 112933-65-0 C11H12S2
Phenyl 4-pentenedithioate
—— N-(2-Chlorethyl)-S-(phenylthiocarbamat) 4930-24-9 C9H10ClNOS
N-(2-Chlorethyl)-S-(phenylthiocarbamat)
—— dithiopropanoate de phenyle 88821-95-8 C9H10S2
dithiopropanoate de phenyle
—— S-Phenyl N,N-di-isopropylthiocarbamate 36069-80-4 C13H19NOS
S-Phenyl N,N-di-isopropylthiocarbamate
—— 1,1-diphenylthio-2,2-dicyanoethylene 31413-73-7 C16H10N2S2
1,1-diphenylthio-2,2-dicyanoethylene
—— 7-bromo-1-mercaptoheptane 114764-33-9 C7H15BrS
7-bromo-1-mercaptoheptane
—— S-phenyl N-(4-chlorophenyl)carbamothioate 854899-02-8 C13H10ClNOS
S-phenyl N-(4-chlorophenyl)carbamothioate
—— S-phenyl piperidine-1-carbothioate 51909-15-0 C12H15NOS
S-phenyl piperidine-1-carbothioate
—— (S)-1-(methylthio)propan-2-amine 741658-04-8 C4H11NS
(S)-1-(methylthio)propan-2-amine
—— O-Isobutenyl S-phenyl thiocarbonate 73397-86-1 C11H12O2S
O-Isobutenyl S-phenyl thiocarbonate
—— (E)-1-[tert-butyl(dimethyl)silyl]-3-phenylsulfanylprop-2-en-1-one 152452-56-7 C15H22OSSi
(E)-1-[tert-butyl(dimethyl)silyl]-3-phenylsulfanylprop-2-en-1-one
—— tert-butyl-2-[(4-{[(6-chloropyrimidin-4-yl)(2-furylmethyl)amino]methyl}phenyl)thio]-2-methyl-propanoate 881687-20-3 C24H28ClN3O3S
tert-butyl-2-[(4-{[(6-chloropyrimidin-4-yl)(2-furylmethyl)amino]methyl}phenyl)thio]-2-methyl-propanoate
—— 2-(pent-1-ynyl)phenyl methoxymethyl sulfide 909275-32-7 C13H16OS
2-(pent-1-ynyl)phenyl methoxymethyl sulfide
—— 1-(t-BuMe2Si)-2-(phenylthio)ethyl ether 450409-95-7 C14H24OSSi
1-(t-BuMe2Si)-2-(phenylthio)ethyl ether
—— [(1-Cyclohexylethyl)sulfanyl]benzene 61836-05-3 C14H20S
[(1-Cyclohexylethyl)sulfanyl]benzene
—— Phenylsulfanyl(2-pyridin-4-ylethylsulfanyl)methanone 105163-74-4 C14H13NOS2
Phenylsulfanyl(2-pyridin-4-ylethylsulfanyl)methanone
—— (2-oxo-imidazolidin-1-yl)-thiocarbamic acid <i>S</i>-phenyl ester 68637-39-8 C10H11N3O2S
(2-oxo-imidazolidin-1-yl)-thiocarbamic acid <i>S</i>-phenyl ester
—— 3-octadecylcarbamoylthio-2-methoxypropylalcohol 126271-18-9 C23H47NO3S
3-octadecylcarbamoylthio-2-methoxypropylalcohol
—— 1,1'-Thiobis<2-(methylsulphonyl)ethane> 146034-91-5 C6H14O4S3
1,1'-Thiobis<2-(methylsulphonyl)ethane>
—— 3,6,9,12-tetrathiatetradecane 40195-99-1 C10H22S4
3,6,9,12-tetrathiatetradecane
—— Methyl 7-phenylthioheptanoate 77152-18-2 C14H20O2S
Methyl 7-phenylthioheptanoate
—— 5-(pentylthio)-1,3,4-thiadiazol-2-amine 23574-95-0 C7H13N3S2
5-(pentylthio)-1,3,4-thiadiazol-2-amine
—— bis-(2-methanesulfonyl-ethyl)-disulfide 99516-11-7 C6H14O4S4
bis-(2-methanesulfonyl-ethyl)-disulfide
—— 2-<2-(Methylsulphonyl)ethylthio>ethanol 146034-92-6 C5H12O3S2
2-<2-(Methylsulphonyl)ethylthio>ethanol
—— 1,3-bis(phenylthio)-1-butene 60039-98-7 C16H16S2
1,3-bis(phenylthio)-1-butene
—— 2-p-tolylsulfanylquinoline 501680-65-5 C16H13NS
2-p-tolylsulfanylquinoline
—— Bis-butylsulfanylmethyl-methyl-amine 497096-56-7 C11H25NS2
Bis-butylsulfanylmethyl-methyl-amine
—— 1-[4-(2-hydroxy-2-methylpropoxy)-3-methoxyphenyl]-3-[4-(trifluoromethyl)phenylthio]pyrazine-2(1H)-one 1099661-75-2 C22H21F3N2O4S
1-[4-(2-hydroxy-2-methylpropoxy)-3-methoxyphenyl]-3-[4-(trifluoromethyl)phenylthio]pyrazine-2(1H)-one
—— 4-Methyl-3-(phenylsulfanyl)-5,6-dihydro-2H-pyran-2-one 89030-29-5 C12H12O2S
4-Methyl-3-(phenylsulfanyl)-5,6-dihydro-2H-pyran-2-one
—— 5-(Chloromethyl)-5'-(methylsulfanyl)-2,2'-bi-1,3,4-thiadiazole 95016-08-3 C6H5ClN4S3
5-(Chloromethyl)-5'-(methylsulfanyl)-2,2'-bi-1,3,4-thiadiazole
—— 3-Chloro-2-octylthio-5-trifluoromethylpyridine 216854-57-8 C14H19ClF3NS
3-Chloro-2-octylthio-5-trifluoromethylpyridine
—— 3-Dodecyl-2-(2-dodecyl-6-hydroxyphenyl)sulfanylphenol —— C36H58O2S
3-Dodecyl-2-(2-dodecyl-6-hydroxyphenyl)sulfanylphenol
—— 3-chloro-2-n-propylthio-5-trifluoromethylpyridine 204641-54-3 C9H9ClF3NS
3-chloro-2-n-propylthio-5-trifluoromethylpyridine
—— 2-Chloro-1-methylsulfanyltetradecane 121099-36-3 C15H31ClS
2-Chloro-1-methylsulfanyltetradecane
—— 4-benzyl-7-(trifluoromethyl)-2H-pyrido[3,2-b][1,4]thiazin-3(4H)-one 1400566-13-3 C15H11F3N2OS
4-benzyl-7-(trifluoromethyl)-2H-pyrido[3,2-b][1,4]thiazin-3(4H)-one