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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
—— 1,2-bis-ethenesulfonyl-ethane 39690-70-5 C6H10O4S2
1,2-bis-ethenesulfonyl-ethane
—— (2R,3R)-2-Methyl-3-sulfanyl-butan-1-ol 669070-07-9 C5H12OS
(2R,3R)-2-Methyl-3-sulfanyl-butan-1-ol
—— 4-allyl-4-hydroxy-thiosemicarbazide 744984-44-9 C4H9N3OS
4-allyl-4-hydroxy-thiosemicarbazide
—— 3-octylthio-5-amino-2H-1,2,4-triazole 100599-72-2 C10H20N4S
3-octylthio-5-amino-2H-1,2,4-triazole
—— 2,5-dichloro-4,4-ethylenedioxy-3-phenylsulfanyl-2-cyclopentenone 202404-39-5 C13H10Cl2O3S
2,5-dichloro-4,4-ethylenedioxy-3-phenylsulfanyl-2-cyclopentenone
—— 6-bromo-1-(phenylthio)cyclohexene 85894-93-5 C12H13BrS
6-bromo-1-(phenylthio)cyclohexene
—— 1-Hexanol, 3-mercapto-3-methyl-, (3R)- 828300-39-6 C7H16OS
1-Hexanol, 3-mercapto-3-methyl-, (3R)-
—— 7-methylthio-3-ortho-tolyl-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one 335653-72-0 C14H14N4OS
7-methylthio-3-ortho-tolyl-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one
—— 2-chlorobenzyl 4-fluorophenyl sulfide 328-30-3 C13H10ClFS
2-chlorobenzyl 4-fluorophenyl sulfide
—— 4-(3,5-Dimethylpyrazol-1-yl)-2-(2-chlorobenzylthio)imidazo<4,5-d>pyridazine 85732-93-0 C17H15ClN6S
4-(3,5-Dimethylpyrazol-1-yl)-2-(2-chlorobenzylthio)imidazo<4,5-d>pyridazine
—— 2-[(2-Chlorophenyl)methylsulfanyl]pyridine-4-carbonitrile 249553-05-7 C13H9ClN2S
2-[(2-Chlorophenyl)methylsulfanyl]pyridine-4-carbonitrile
—— 3-{6-[(2,4-difluorophenyl)thio][1,2,4]triazolo[4,3-a]pyridin-3-yl}-N-(2-hydroxyethyl)-4-methylbenzamide 876372-55-3 C22H18F2N4O2S
3-{6-[(2,4-difluorophenyl)thio][1,2,4]triazolo[4,3-a]pyridin-3-yl}-N-(2-hydroxyethyl)-4-methylbenzamide
—— 6-(2-chloro-benzyloxy)-2-(2-chlorobenzylsulfanyl)-pyrimidin-4-ylamine 1178896-48-4 C18H15Cl2N3OS
6-(2-chloro-benzyloxy)-2-(2-chlorobenzylsulfanyl)-pyrimidin-4-ylamine
—— 7-Chloro-4-(3,5-dimethylpyrazol-1-yl)-2-(2-chlorobenzylthio)imidazo<4,5-d>pyridazine 85732-84-9 C17H14Cl2N6S
7-Chloro-4-(3,5-dimethylpyrazol-1-yl)-2-(2-chlorobenzylthio)imidazo<4,5-d>pyridazine
—— 6-hydroxy-2-(2-chlorobenzylsulfanyl)-3H-pyrimidin-4-one 333420-95-4 C11H9ClN2O2S
6-hydroxy-2-(2-chlorobenzylsulfanyl)-3H-pyrimidin-4-one
—— 2-(2-chloro-benzylsulfanyl)-5-trifluoromethyl-[1,3,4]thiadiazole 62617-03-2 C10H6ClF3N2S2
2-(2-chloro-benzylsulfanyl)-5-trifluoromethyl-[1,3,4]thiadiazole
—— 1-methanesulfinyl-heptadecane 6075-69-0 C18H38OS
1-methanesulfinyl-heptadecane
—— N,N’-bis(5-((2-chlorobenzyl)thio)-1,3,4-thiadiazol-2-yl)methane diamine 1516888-62-2 C19H16Cl2N6S4
N,N’-bis(5-((2-chlorobenzyl)thio)-1,3,4-thiadiazol-2-yl)methane diamine
—— 2-fluoro-4-(2,2,2-trifluoroethylthio)aniline 1237538-14-5 C8H7F4NS
2-fluoro-4-(2,2,2-trifluoroethylthio)aniline
—— 2-fluoro-4-(1,1,2,3,3,3-hexafluoropropylthio)aniline 1237538-13-4 C9H6F7NS
2-fluoro-4-(1,1,2,3,3,3-hexafluoropropylthio)aniline
—— 4-bromo-3-thiophenesulfonyl isocyanate 81417-50-7 C5H2BrNO3S2
4-bromo-3-thiophenesulfonyl isocyanate
—— (5-Ethoxycarbonylmethylsulfanyl-3-oxo-2-phenyl-2,3-dihydro-pyridazin-4-ylsulfanyl)-acetic acid ethyl ester 120929-93-3 C18H20N2O5S2
(5-Ethoxycarbonylmethylsulfanyl-3-oxo-2-phenyl-2,3-dihydro-pyridazin-4-ylsulfanyl)-acetic acid ethyl ester
—— (R)-1-(2-methyl-2-oxiranylmethyl)-2-(4-nitrophenylthio)imidazole 683276-72-4 C13H13N3O3S
(R)-1-(2-methyl-2-oxiranylmethyl)-2-(4-nitrophenylthio)imidazole
—— 4-phenylsulfanyl-3,4-dihydro-2H-oxepin-7-one 200798-59-0 C12H12O2S
4-phenylsulfanyl-3,4-dihydro-2H-oxepin-7-one
—— 1-nitro-2-(4-nitrophenylthio)imidazole 683276-69-9 C9H6N4O4S
1-nitro-2-(4-nitrophenylthio)imidazole
—— 1-(2-cyanoethyl)-5-nitro-2-(4-nitrophenylthio)imidazole 683276-57-5 C12H9N5O4S
1-(2-cyanoethyl)-5-nitro-2-(4-nitrophenylthio)imidazole
—— 2-methyl-3-phenylsulfanyl-pyridine 1-oxide 1350294-25-5 C12H11NOS
2-methyl-3-phenylsulfanyl-pyridine 1-oxide
—— 3,7-bis[(2-bromo-5-octylphenyl)thio]benzo[1,2-b:4,5-b']dithiophene-2,6-dicarboxylic acid 1618666-20-8 C40H44Br2O4S4
3,7-bis[(2-bromo-5-octylphenyl)thio]benzo[1,2-b:4,5-b']dithiophene-2,6-dicarboxylic acid
—— ((Z)-2-Cyclohexyl-2-ethoxy-vinylsulfanyl)-benzene 89005-25-4 C16H22OS
((Z)-2-Cyclohexyl-2-ethoxy-vinylsulfanyl)-benzene
—— 3-(2-methylsulfanyl-pyrimidin-4-yl)-1-oxo-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazole-2-carboxylic acid 2-chloro-benzylamide 852164-86-4 C19H18ClN5O2S
3-(2-methylsulfanyl-pyrimidin-4-yl)-1-oxo-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazole-2-carboxylic acid 2-chloro-benzylamide
—— 1-(2-cyanoethyl)-2-(4-nitrophenylthio)-imidazole 683276-73-5 C12H10N4O2S
1-(2-cyanoethyl)-2-(4-nitrophenylthio)-imidazole
—— (<i>E</i>)-2,3-dimethyl-1-methylsulfanyl-buta-1,3-diene 39198-73-7 C7H12S
(<i>E</i>)-2,3-dimethyl-1-methylsulfanyl-buta-1,3-diene
—— 3-(2-aminophenylthio)-1-(2,4-dimethoxypyrimidin-5-yl)prop-1-yne 260803-80-3 C15H15N3O2S
3-(2-aminophenylthio)-1-(2,4-dimethoxypyrimidin-5-yl)prop-1-yne
—— (1'R,2R,3R,4S,5S)-4-azido-2-(1'-hydroxy-2',2'-bis-phenylsulfanylethyl)-5-methoxy-tetrahydropyran-3-ol 828914-54-1 C20H23N3O4S2
(1'R,2R,3R,4S,5S)-4-azido-2-(1'-hydroxy-2',2'-bis-phenylsulfanylethyl)-5-methoxy-tetrahydropyran-3-ol
—— 4H-1,2,4-Triazol-3-amine, 4-methyl-5-[(phenylmethyl)thio]- 87866-45-3 C10H12N4S
4H-1,2,4-Triazol-3-amine, 4-methyl-5-[(phenylmethyl)thio]-
—— (5-Benzylsulfanyl-4-methyl-4H-[1,2,4]triazol-3-yl)-[1-phenyl-meth-(Z)-ylidene]-amine 99472-19-2 C17H16N4S
(5-Benzylsulfanyl-4-methyl-4H-[1,2,4]triazol-3-yl)-[1-phenyl-meth-(Z)-ylidene]-amine
—— N,N'-ethylene-4-nitro-2,2'-thiodibenzamide 1393085-57-8 C16H13N3O4S
N,N'-ethylene-4-nitro-2,2'-thiodibenzamide
—— 2-methylthio-4-vinylpyrimidine 131467-05-5 C7H8N2S
2-methylthio-4-vinylpyrimidine
—— 1-methyl-2-nitro-4-(phenylthio)benzene 1240287-70-0 C13H11NO2S
1-methyl-2-nitro-4-(phenylthio)benzene
—— 3-<(3,4-Dioxo-2-phenylcyclobut-1-enylthio)methyl>-4-phenylcyclobuten-1,2-dion 81758-67-0 C21H12O4S
3-<(3,4-Dioxo-2-phenylcyclobut-1-enylthio)methyl>-4-phenylcyclobuten-1,2-dion
—— 7-(4-aminophenylthio)-1H-imidazo[4,5-b]pyridin-2(3H)-one 1147504-07-1 C12H10N4OS
7-(4-aminophenylthio)-1H-imidazo[4,5-b]pyridin-2(3H)-one
—— [(R)-6-(3-fluoro-phenylsulfanyl)-1,2,3,4-tetrahydro-naphthalen-1-ylmethyl]-urea 1231765-11-9 C18H19FN2OS
[(R)-6-(3-fluoro-phenylsulfanyl)-1,2,3,4-tetrahydro-naphthalen-1-ylmethyl]-urea
—— [(R)-6-(3-fluoro-phenylsulfanyl)-1,2,3,4-tetrahydro-naphthalen-1-yl-methyl]amine hydrochloride 1231765-10-8 C17H18FNS*ClH
[(R)-6-(3-fluoro-phenylsulfanyl)-1,2,3,4-tetrahydro-naphthalen-1-yl-methyl]amine hydrochloride
—— (S)-3-[3-(o-bromophenylthio)butanoyl]oxazolidin-2-one 1334952-07-6 C13H14BrNO3S
(S)-3-[3-(o-bromophenylthio)butanoyl]oxazolidin-2-one
—— 3-(allyloxy)-2-(methylsulfanyl)-N-[2-(vinyloxy)ethyl]pyrrole 1252928-26-9 C12H17NO2S
3-(allyloxy)-2-(methylsulfanyl)-N-[2-(vinyloxy)ethyl]pyrrole
—— 132491-46-4 C25H32S4Si
—— 4,5-bis(hexylthio)-1,3-dithiole-2-thione 149468-17-7 C15H26S5
4,5-bis(hexylthio)-1,3-dithiole-2-thione
—— 132491-47-5 C25H28O2S4
—— 4-{3-[(4-bromo-2-chlorophenyl)thio]phenyl}tetrahydro-2H-pyran-4-carboxamide 1159186-47-6 C18H17BrClNO2S
4-{3-[(4-bromo-2-chlorophenyl)thio]phenyl}tetrahydro-2H-pyran-4-carboxamide
—— 3-phenyl-2-(phenylsufanyl)benzo[b]thiophene 77128-61-1 C20H14S2
3-phenyl-2-(phenylsufanyl)benzo[b]thiophene