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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
—— 3-[(3-Chlorophenyl)sulfanyl]-1-methyl-1H-pyrrole-2,5-dione 132227-63-5 C11H8ClNO2S
3-[(3-Chlorophenyl)sulfanyl]-1-methyl-1H-pyrrole-2,5-dione
—— Ethyl 4-methyl-5-oxo-2-phenylsulfanylthiocarbonyl-2,5-dihydroisoxazole-3-carboxylate 197582-19-7 C14H13NO4S2
Ethyl 4-methyl-5-oxo-2-phenylsulfanylthiocarbonyl-2,5-dihydroisoxazole-3-carboxylate
—— 3-Methoxycarbonylamino-6-phenylthio-imidazo<1,2-a>pyridin 64064-74-0 C15H13N3O2S
3-Methoxycarbonylamino-6-phenylthio-imidazo<1,2-a>pyridin
—— Ethyl 5-oxo-2-phenylsulfanylthiocarbonyl-2,5-dihydroisoxazole-4-carboxylate 197582-15-3 C13H11NO4S2
Ethyl 5-oxo-2-phenylsulfanylthiocarbonyl-2,5-dihydroisoxazole-4-carboxylate
—— O-[(1R,3R,6Z,8S,9E)-3,7,11,11,14-pentamethyl-15-oxo-16-oxatricyclo[11.2.1.01,5]hexadeca-4,6,9,13-tetraen-8-yl] phenylsulfanylmethanethioate 1448443-57-9 C27H30O3S2
O-[(1R,3R,6Z,8S,9E)-3,7,11,11,14-pentamethyl-15-oxo-16-oxatricyclo[11.2.1.01,5]hexadeca-4,6,9,13-tetraen-8-yl] phenylsulfanylmethanethioate
—— 3-(2-chloro-5-pyridinylmethyl)-2-[(phenylthio)thiocarbonylimino]thiazolidine 1314458-04-2 C16H14ClN3S3
3-(2-chloro-5-pyridinylmethyl)-2-[(phenylthio)thiocarbonylimino]thiazolidine
—— 2-Dimethylamino-aethyl-2-dimethylamino-aethanthiolsulfonat 51263-82-2 C8H20N2O2S2
2-Dimethylamino-aethyl-2-dimethylamino-aethanthiolsulfonat
—— 2-Allylsulfanyl-propionaldehyde 132604-57-0 C6H10OS
2-Allylsulfanyl-propionaldehyde
—— 1-Butyl-3-(phenylsulfanyl)pyrrolidine-2,5-dione 62164-00-5 C14H17NO2S
1-Butyl-3-(phenylsulfanyl)pyrrolidine-2,5-dione
—— N,N-dimethyl-2-<4'-(thiazol-2"-yl)pyrimidin-2'-ylthio>ethylamine 83726-82-3 C11H14N4S2
N,N-dimethyl-2-<4'-(thiazol-2"-yl)pyrimidin-2'-ylthio>ethylamine
—— MC-241 131407-77-7 C16H17N3OS2
MC-241
—— 2-<<2'''-(dimethylamino)ethyl>thio>-4-(1'-methylpyrol-2'-yl)-6-thien-2''-ylpyrimidine 129224-85-7 C17H20N4S2
2-<<2'''-(dimethylamino)ethyl>thio>-4-(1'-methylpyrol-2'-yl)-6-thien-2''-ylpyrimidine
—— 5-(2-dimethylaminoethylthio)-2-thiophenecarboxaldehyde 174766-67-7 C9H13NOS2
5-(2-dimethylaminoethylthio)-2-thiophenecarboxaldehyde
—— 4-carbomethoxybicyclo[2.2.2]octane-1-carboxaldehyde 719274-88-1 C13H19F3O4S
4-carbomethoxybicyclo[2.2.2]octane-1-carboxaldehyde
—— (1-Chloro-oct-2-ynylsulfanyl)-benzene 194856-61-6 C14H17ClS
(1-Chloro-oct-2-ynylsulfanyl)-benzene
—— methyl 4-[(E)-2-ethylsulfonylethenyl]bicyclo[2.2.2]octane-1-carboxylate 719274-63-2 C14H22O4S
methyl 4-[(E)-2-ethylsulfonylethenyl]bicyclo[2.2.2]octane-1-carboxylate
—— 4-[3-(ethylsulfonyl)propyl]bicyclo[2.2.2]octane-1-carboxylic acid 719274-75-6 C14H24O4S
4-[3-(ethylsulfonyl)propyl]bicyclo[2.2.2]octane-1-carboxylic acid
—— methyl 4-[3-(ethylsulfonyl)propyl]bicyclo[2.2.2]octane-1-carboxylate 719274-74-5 C15H26O4S
methyl 4-[3-(ethylsulfonyl)propyl]bicyclo[2.2.2]octane-1-carboxylate
—— 4-[2-(ethylsulfonyl)ethyl]-N-methylbicyclo[2.2.2]octane-1-carboxamide 719274-66-5 C14H25NO3S
4-[2-(ethylsulfonyl)ethyl]-N-methylbicyclo[2.2.2]octane-1-carboxamide
—— 4-[2-(ethylsulfonyl)ethyl]bicyclo[2.2.2]octane-1-carboxyl chloride 876400-26-9 C13H21ClO3S
4-[2-(ethylsulfonyl)ethyl]bicyclo[2.2.2]octane-1-carboxyl chloride
—— N,N-dimethyl-2-<(4'-furan-2''-ylpyrimidin-2'-yl)thio>ethylamine 109628-19-5 C12H15N3OS
N,N-dimethyl-2-<(4'-furan-2''-ylpyrimidin-2'-yl)thio>ethylamine
—— methyl 4-[2-(ethylsulfonyl)ethyl]bicyclo[2.2.2]octane-1-carboxylate 719274-64-3 C14H24O4S
methyl 4-[2-(ethylsulfonyl)ethyl]bicyclo[2.2.2]octane-1-carboxylate
—— 4-[3-(ethylsulfonyl)propyl]-N-methylbicyclo[2.2.2]octane-1-carboxamide 719274-76-7 C15H27NO3S
4-[3-(ethylsulfonyl)propyl]-N-methylbicyclo[2.2.2]octane-1-carboxamide
—— 4-[2-(ethylsulfonyl)ethyl]bicyclo[2.2.2]octane-1-carboxylic acid 719274-65-4 C13H22O4S
4-[2-(ethylsulfonyl)ethyl]bicyclo[2.2.2]octane-1-carboxylic acid
—— Methyl 4-(2-ethylsulfonylethenyl)bicyclo[2.2.2]octane-1-carboxylate 876400-25-8 C14H22O4S
Methyl 4-(2-ethylsulfonylethenyl)bicyclo[2.2.2]octane-1-carboxylate
—— 1-methoxy-2-octynyl phenyl sulfide 194856-65-0 C15H20OS
1-methoxy-2-octynyl phenyl sulfide
—— Oct-2-ynylsulfanyl-benzene 194856-56-9 C14H18S
Oct-2-ynylsulfanyl-benzene
—— 2-(phenylthio)ethyl-acetylacetate 100303-72-8 C12H14O3S
2-(phenylthio)ethyl-acetylacetate
—— 2,2-bis(phenylthio)heptane 77815-67-9 C19H24S2
2,2-bis(phenylthio)heptane
—— (Z)-Hept-1-en-1-yl-phenyl-sulfid 66967-47-3 C13H18S
(Z)-Hept-1-en-1-yl-phenyl-sulfid
—— 2-((methylthio)methoxy)acetaldehyde 1268389-77-0 C4H8O2S
2-((methylthio)methoxy)acetaldehyde
—— 8,8-ethylenedioxy-4,4-trimethylenedithiononan-1-ol 148705-76-4 C14H26O3S2
8,8-ethylenedioxy-4,4-trimethylenedithiononan-1-ol
—— 1-methoxy-1-methylsulfanyl-ethane 98026-18-7 C4H10OS
1-methoxy-1-methylsulfanyl-ethane
—— 1,1-bis(phenylthio)-2,2,3,3,3-pentafluoropropylbenzene 137504-63-3 C21H15F5S2
1,1-bis(phenylthio)-2,2,3,3,3-pentafluoropropylbenzene
—— (E)-1-((methylthio)methoxy)dec-3-en-2-one 1268389-81-6 C12H22O2S
(E)-1-((methylthio)methoxy)dec-3-en-2-one
—— 1-Methyl-2-[3-(2-methyl-1,3-dioxolan-2-yl)propylsulfanyl]imidazole 239078-72-9 C11H18N2O2S
1-Methyl-2-[3-(2-methyl-1,3-dioxolan-2-yl)propylsulfanyl]imidazole
—— pinacol 1-(phenylthio)ethane-1-boronate 66080-24-8 C14H21BO2S
pinacol 1-(phenylthio)ethane-1-boronate
—— 5,7-dimethyl-2,3-dihydro-thiazolo[3,2-<i>a</i>]pyrimidinylium; bromide 15068-61-8 Br*C8H11N2S
5,7-dimethyl-2,3-dihydro-thiazolo[3,2-<i>a</i>]pyrimidinylium; bromide
—— [(E)-1-fluoro-1-phenylbut-1-en-2-yl]sulfanylbenzene 129762-14-7 C16H15FS
[(E)-1-fluoro-1-phenylbut-1-en-2-yl]sulfanylbenzene
—— 3-n-butyl-2-(phenylthio)-1-propene 123431-95-8 C13H18S
3-n-butyl-2-(phenylthio)-1-propene
—— 4,4-(Ethylenedioxy)pentyl phenyl sulfide 97600-68-5 C13H18O2S
4,4-(Ethylenedioxy)pentyl phenyl sulfide
—— 2-methylthio-6-(tricyanoethenyl)-4,4-diphenyldithienosilole 1263314-90-4 C26H15N3S3Si
2-methylthio-6-(tricyanoethenyl)-4,4-diphenyldithienosilole
—— 2,2'-Sulfanediylbis(4-ethylpyridine) 923279-85-0 C14H16N2S
2,2'-Sulfanediylbis(4-ethylpyridine)
—— Bis(4-hydroxyphenylthio)methane 104884-57-3 C13H12O2S2
Bis(4-hydroxyphenylthio)methane
—— 4,6-dimethyl-2-pyrimidinyl-N-(2,6-diethylphenyl)-N-(4,6-dimethyl-2-pyrimidinylthiomethyl)thiolcarbanilate 113708-02-4 C24H29N5OS2
4,6-dimethyl-2-pyrimidinyl-N-(2,6-diethylphenyl)-N-(4,6-dimethyl-2-pyrimidinylthiomethyl)thiolcarbanilate
—— 2-Ethylsulfanyladamantane 65566-33-8 C12H20S
2-Ethylsulfanyladamantane
—— 5-(4,6-dimethylpyrimidine-2-thiomethyl)-4-amino-3-mercapto-1,2,4-triazole 938159-39-8 C9H12N6S2
5-(4,6-dimethylpyrimidine-2-thiomethyl)-4-amino-3-mercapto-1,2,4-triazole
—— 3-chloro-5-[(5-chloro-2-methoxyphenyl)thio]benzonitrile 895572-43-7 C14H9Cl2NOS
3-chloro-5-[(5-chloro-2-methoxyphenyl)thio]benzonitrile
—— Decane-2-sulfonoperoxoic acid 132258-11-8 C10H22O4S
Decane-2-sulfonoperoxoic acid
—— 3-[(4-Methylsulfanylphenyl)methyl]-6-(2,3,4-trichlorophenyl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole 1144110-73-5 C17H11Cl3N4S2
3-[(4-Methylsulfanylphenyl)methyl]-6-(2,3,4-trichlorophenyl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole