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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-[(4-chlorophenyl)thio]-2,5-dimethyl-1H-indole-4-carbonitrile 628736-08-3 C17H13ClN2S
3-[(4-chlorophenyl)thio]-2,5-dimethyl-1H-indole-4-carbonitrile
—— 5-chloro3-[(4-chlorophenyl)thio]-2-methyl-1H-indole-6-carbonitrile 628736-09-4 C16H10Cl2N2S
5-chloro3-[(4-chlorophenyl)thio]-2-methyl-1H-indole-6-carbonitrile
—— but-2-yne-1,4-dithiol 74912-54-2 C4H6S2
but-2-yne-1,4-dithiol
—— m-Aminophenylperfluor-tert-butylsulfid 68596-40-7 C10H6F9NS
m-Aminophenylperfluor-tert-butylsulfid
—— 2,2-bis(ethylthio)acetyl chloride 39098-91-4 C6H11ClOS2
2,2-bis(ethylthio)acetyl chloride
—— 5-(4-Chlorobut-2-ynylsulfanyl)-1,3-dimethylpyrimidine-2,4-dione 310405-06-2 C10H11ClN2O2S
5-(4-Chlorobut-2-ynylsulfanyl)-1,3-dimethylpyrimidine-2,4-dione
—— 7,7-(1,2-Benzenediyldithio)-5-methylbicyclo<3.2.1>octane 129150-08-9 C15H18S2
7,7-(1,2-Benzenediyldithio)-5-methylbicyclo<3.2.1>octane
—— (1,1,1-Trifluoro-3-phenylsulfanylpropan-2-yl) propanoate 182230-66-6 C12H13F3O2S
(1,1,1-Trifluoro-3-phenylsulfanylpropan-2-yl) propanoate
—— 7,7-(1,2-Benzenediyldithio)-5-methylbicyclo<3.2.1>octan-2-one 115436-04-9 C15H16OS2
7,7-(1,2-Benzenediyldithio)-5-methylbicyclo<3.2.1>octan-2-one
—— 1-phenylthio-3,3,3-trifluoropropene 155444-61-4 C9H7F3S
1-phenylthio-3,3,3-trifluoropropene
—— p-tolyl 4-O-tert-butoxycarbonyl-3-azido-2,3,6-trideoxy-1-thio-α-L-lyxopyranoside 1083237-00-6 C18H25N3O4S
p-tolyl 4-O-tert-butoxycarbonyl-3-azido-2,3,6-trideoxy-1-thio-α-L-lyxopyranoside
—— 3-(phenylthio)-1,1,1-trifluoropropan-2-one cyanohydrin 90357-42-9 C10H8F3NOS
3-(phenylthio)-1,1,1-trifluoropropan-2-one cyanohydrin
—— 5-ethylsulfanyl-thiazole 14527-49-2 C5H7NS2
5-ethylsulfanyl-thiazole
—— (E)-2-(Phenylthio)-1,3,4-trichlorobut-2-ene 85972-06-1 C10H9Cl3S
(E)-2-(Phenylthio)-1,3,4-trichlorobut-2-ene
—— O-2-ethenyl-2-(2-propenyl)-4-pentenyl S-methyl dithiocarbonate 133129-79-0 C12H18OS2
O-2-ethenyl-2-(2-propenyl)-4-pentenyl S-methyl dithiocarbonate
—— [(1,1-Dimethoxy-2-methylpropan-2-yl)sulfanyl]benzene 89036-96-4 C12H18O2S
[(1,1-Dimethoxy-2-methylpropan-2-yl)sulfanyl]benzene
—— 1,4-bis(phenylsulfanyl)but-2-yne 13597-12-1 C16H14S2
1,4-bis(phenylsulfanyl)but-2-yne
—— 1-Methoxy-1-(phenylsulfanyl)-2-methylpropan-2-ol 78614-64-9 C11H16O2S
1-Methoxy-1-(phenylsulfanyl)-2-methylpropan-2-ol
—— 2,5-Dimethyl-4-(phenylthio)-2H-1,2,3-diazaphosphol 94839-50-6 C10H11N2PS
2,5-Dimethyl-4-(phenylthio)-2H-1,2,3-diazaphosphol
—— 3-Phenylsulfanyl-hexane-1,2-diol 131424-40-3 C12H18O2S
3-Phenylsulfanyl-hexane-1,2-diol
—— N,N-dimethyl-2-<5'-(pyridin-3''-yl)-1',3',4'-oxadiazol-2'ylthio>ethylamine 88317-58-2 C11H14N4OS
N,N-dimethyl-2-<5'-(pyridin-3''-yl)-1',3',4'-oxadiazol-2'ylthio>ethylamine
—— (1r,4r)-4-((5-(((5-(tert-butyl)oxazol-2-yl)methyl)thio)thiazol-2-yl)amino)cyclohexan-1-ol 1093252-77-7 C17H25N3O2S2
(1r,4r)-4-((5-(((5-(tert-butyl)oxazol-2-yl)methyl)thio)thiazol-2-yl)amino)cyclohexan-1-ol
—— <i>D</i>-5-deoxy-arabinose diethyl dithioacetal 13051-80-4 C9H20O3S2
<i>D</i>-5-deoxy-arabinose diethyl dithioacetal
—— 2-[(Phenylsulfanyl)methyl]-3-propyloxirane 142286-43-9 C12H16OS
2-[(Phenylsulfanyl)methyl]-3-propyloxirane
—— 1-(2,3-dihydroxypropyl)-4-[(2,3-dihydroxypropyl)thio]pyrimidin-2(1H)-one 1160617-71-9 C10H16N2O5S
1-(2,3-dihydroxypropyl)-4-[(2,3-dihydroxypropyl)thio]pyrimidin-2(1H)-one
—— 5-(phenylsulfanyl)-6-(phenylselanyl)acenaphthene 1362858-10-3 C24H18SSe
5-(phenylsulfanyl)-6-(phenylselanyl)acenaphthene
—— p-tolyl 2,3-anhydro-1-thio-β-D-gulofuranoside 920267-59-0 C13H16O4S
p-tolyl 2,3-anhydro-1-thio-β-D-gulofuranoside
—— 1,10-bis-carbamimidoylmercapto-decane 2986-39-2 C12H26N4S2
1,10-bis-carbamimidoylmercapto-decane
—— 3-Methyl-2-butenyl methanethiolsulfonate 55055-72-6 C6H12O2S2
3-Methyl-2-butenyl methanethiolsulfonate
—— 5-((4-bromobenzyl)thio)-1,3,4-thiadiazol-2-amine 332110-07-3 C9H8BrN3S2
5-((4-bromobenzyl)thio)-1,3,4-thiadiazol-2-amine
—— Dimethylcarbamyl diethylthiocarbamyl sulfide 69654-93-9 C8H16N2OS2
Dimethylcarbamyl diethylthiocarbamyl sulfide
—— 3-(phenylthio)-9-oxobicyclo<3.3.1>non-2-ene 90838-49-6 C15H16OS
3-(phenylthio)-9-oxobicyclo<3.3.1>non-2-ene
—— 5,6-bis(phenylsulfanyl)acenaphthene 1365421-54-0 C24H18S2
5,6-bis(phenylsulfanyl)acenaphthene
—— 2,4-diamino-6<<3-(trifluoromethyl)phenyl>thio>thieno<2,3-d>pyrimidin 130750-43-5 C13H9F3N4S2
2,4-diamino-6<<3-(trifluoromethyl)phenyl>thio>thieno<2,3-d>pyrimidin
—— (4-Chloro-3,3-dimethyl-2-methylsulfanylcyclopenten-1-yl)sulfanylbenzene 335343-25-4 C14H17ClS2
(4-Chloro-3,3-dimethyl-2-methylsulfanylcyclopenten-1-yl)sulfanylbenzene
—— 2-(3-methyl-2-butenylthio)-4-amino-1H-pyrimidin-6-one 847180-04-5 C9H13N3OS
2-(3-methyl-2-butenylthio)-4-amino-1H-pyrimidin-6-one
—— (5-ethylsulfanyl-[1,3,4]thiadiazol-2-yl)-(4-fluoro-phenyl)-amine 73311-01-0 C10H10FN3S2
(5-ethylsulfanyl-[1,3,4]thiadiazol-2-yl)-(4-fluoro-phenyl)-amine
—— bis(pyrrolo-[3,4-d])tetrathiafulvalene 125113-35-1 C10H6N2S4
bis(pyrrolo-[3,4-d])tetrathiafulvalene
—— 2-isopropylidene-1,3-dithiolo<4,5-d>-1,3-dithiol-2-one 144000-05-5 C7H6OS4
2-isopropylidene-1,3-dithiolo<4,5-d>-1,3-dithiol-2-one
—— dibenzo<d,g><1,3,6>trithiocin 12-oxide 175696-16-9 C13H10OS3
dibenzo<d,g><1,3,6>trithiocin 12-oxide
—— cis/trans-3-isopropenyl-2-phenylthiocyclopentan-1-one 137380-55-3 C14H16OS
cis/trans-3-isopropenyl-2-phenylthiocyclopentan-1-one
—— (4-Chloro-5,5-dimethyl-2-methylsulfanylcyclopenten-1-yl)sulfanylbenzene 335343-24-3 C14H17ClS2
(4-Chloro-5,5-dimethyl-2-methylsulfanylcyclopenten-1-yl)sulfanylbenzene
—— dimethyl benzotetrathiafulvalene-1,2-dicarboxylate 62921-53-3 C14H10O4S4
dimethyl benzotetrathiafulvalene-1,2-dicarboxylate
—— 2,2'-Bi-1,3-benzodithiol 61666-73-7 C14H10S4
2,2'-Bi-1,3-benzodithiol
—— 2-methyl-2-(methylthio)-1,3-benzo-dithiolate 90703-72-3 C9H10S3
2-methyl-2-(methylthio)-1,3-benzo-dithiolate
—— cyclopentanylidiene-1,3-dithiolo<4,5-d>-1,3-dithiol-2-one 148256-86-4 C9H8OS4
cyclopentanylidiene-1,3-dithiolo<4,5-d>-1,3-dithiol-2-one
—— <1-(Trimethylsilyl)cyclopropyl>methyl Sulfone 91606-50-7 C14H30O2SSi2
<1-(Trimethylsilyl)cyclopropyl>methyl Sulfone
—— 4-(2-methyl-furan-3-ylsulfanyl)-5-nitro-thiophene-2-carboxylic acid methyl ester 631909-70-1 C11H9NO5S2
4-(2-methyl-furan-3-ylsulfanyl)-5-nitro-thiophene-2-carboxylic acid methyl ester
—— 2-(1,3-benzodithiol-2-ylidene)-5H-[1,3]dithiolo[4,5-c]pyrrole 1215267-03-0 C12H7NS4
2-(1,3-benzodithiol-2-ylidene)-5H-[1,3]dithiolo[4,5-c]pyrrole
—— [5-(4-fluoro-anilino)-[1,3,4]thiadiazol-2-ylsulfanyl]-acetic acid 68161-36-4 C10H8FN3O2S2
[5-(4-fluoro-anilino)-[1,3,4]thiadiazol-2-ylsulfanyl]-acetic acid