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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
—— Methylsulfonylbis(ethylsulfonyl)nitromethan 62283-53-8 C6H13NO8S3
Methylsulfonylbis(ethylsulfonyl)nitromethan
—— N-ethoxycarbonyl-O-n-hexyl thionocarbamate 109202-58-6 C10H19NO3S
N-ethoxycarbonyl-O-n-hexyl thionocarbamate
—— 5-(phenethylthio)-4H-1,2,4-triazol-3-amine —— C10H12N4S
5-(phenethylthio)-4H-1,2,4-triazol-3-amine
—— 5-((3-phenylpropyl)thio)-4H-1,2,4-triazol-3-amine —— C11H14N4S
5-((3-phenylpropyl)thio)-4H-1,2,4-triazol-3-amine
—— 4-(Methylthio)pyridin-2(1H)-one 1018443-25-8 C6H7NOS
4-(Methylthio)pyridin-2(1H)-one
—— 7-(1-Phenylsulfanyl-cyclohexyl)-[1,3]oxazepan-2-one 502174-38-1 C17H23NO2S
7-(1-Phenylsulfanyl-cyclohexyl)-[1,3]oxazepan-2-one
—— 2-(carboethoxymethylthio)-3-(1,3-dioxolan-2-yl)thiophene 1100844-80-1 C11H14O4S2
2-(carboethoxymethylthio)-3-(1,3-dioxolan-2-yl)thiophene
—— 2-(1-methylethyl)-4-(4-methyl-4H-thieno[3',2':5,6]thiopyrano[4,3-d][1,3]thiazol-2-yl)-2,4-dihydro-3H-1,2,4-triazol-3-one 1343408-83-2 C14H14N4OS3
2-(1-methylethyl)-4-(4-methyl-4H-thieno[3',2':5,6]thiopyrano[4,3-d][1,3]thiazol-2-yl)-2,4-dihydro-3H-1,2,4-triazol-3-one
—— (4-butylamino-2-methylsulfanyl-pyridine-5-yl)-methanol 1026932-67-1 C10H17N3OS
(4-butylamino-2-methylsulfanyl-pyridine-5-yl)-methanol
—— 1-(4-Methoxy-butyl)-3-phenylsulfanyl-piperidin-2-one 159599-59-4 C16H23NO2S
1-(4-Methoxy-butyl)-3-phenylsulfanyl-piperidin-2-one
—— 4-Oxo-4-(1-phenylsulfanyl-cyclohexyl)-butyronitrile 502174-42-7 C16H19NOS
4-Oxo-4-(1-phenylsulfanyl-cyclohexyl)-butyronitrile
—— 1-(2-Phenylthiobenzyl)piperazine mesylate 37652-51-0 C18H24N2O3S2
1-(2-Phenylthiobenzyl)piperazine mesylate
—— 3-Allyl-1-(4-methoxy-butyl)-3-phenylsulfanyl-piperidin-2-one 159599-60-7 C19H27NO2S
3-Allyl-1-(4-methoxy-butyl)-3-phenylsulfanyl-piperidin-2-one
—— 2-Methanesulfinylmethylsulfanyl-5-phenyl-[1,3,4]oxadiazole 189283-16-7 C10H10N2O2S2
2-Methanesulfinylmethylsulfanyl-5-phenyl-[1,3,4]oxadiazole
—— 2-(2-Chloro-phenyl)-5-methanesulfinylmethylsulfanyl-[1,3,4]oxadiazole 189283-17-8 C10H9ClN2O2S2
2-(2-Chloro-phenyl)-5-methanesulfinylmethylsulfanyl-[1,3,4]oxadiazole
—— 4-butylamino-2-methylsulfanyl-pyrimidine-5-carbaldehyde 1537216-29-7 C10H15N3OS
4-butylamino-2-methylsulfanyl-pyrimidine-5-carbaldehyde
—— 2-methyl-4-(4-methyl-4H-thieno[3',2':5,6]thiopyrano[4,3-d][1,3]thiazol-2-yl)-2,4-dihydro-3H-1,2,4-triazol-3-one 1343408-81-0 C12H10N4OS3
2-methyl-4-(4-methyl-4H-thieno[3',2':5,6]thiopyrano[4,3-d][1,3]thiazol-2-yl)-2,4-dihydro-3H-1,2,4-triazol-3-one
—— 1-(Ethansulfonyl)-2-methyl-propen 65832-93-1 C6H12O2S
1-(Ethansulfonyl)-2-methyl-propen
—— 2-Methyl-1-propen-1-thiol 5954-69-8 C4H8S
2-Methyl-1-propen-1-thiol
—— 2-(3-methoxypropyl)-4-(4-methyl-4H-thieno[3',2':5,6]thiopyrano[4,3-d][1,3]thiazol-2-yl)-2,4-dihydro-3H-1,2,4-triazol-3-one 1343408-86-5 C15H16N4O2S3
2-(3-methoxypropyl)-4-(4-methyl-4H-thieno[3',2':5,6]thiopyrano[4,3-d][1,3]thiazol-2-yl)-2,4-dihydro-3H-1,2,4-triazol-3-one
—— 2-ethyl-4-(4-methyl-4H-thieno[3',2':5,6]thiopyrano[4,3-d][1,3]thiazol-2-yl)-2,4-dihydro-3H-1,2,4-triazol-3-one 1343408-82-1 C13H12N4OS3
2-ethyl-4-(4-methyl-4H-thieno[3',2':5,6]thiopyrano[4,3-d][1,3]thiazol-2-yl)-2,4-dihydro-3H-1,2,4-triazol-3-one
—— 2-(2-methylpropyl)-4-(4-methyl-4H-thieno[3',2':5,6]thiopyrano[4,3-d][1,3]thiazol-2-yl)-2,4-dihydro-3H-1,2,4-triazol-3-one 1343408-84-3 C15H16N4OS3
2-(2-methylpropyl)-4-(4-methyl-4H-thieno[3',2':5,6]thiopyrano[4,3-d][1,3]thiazol-2-yl)-2,4-dihydro-3H-1,2,4-triazol-3-one
—— dithiophosphoric acid <i>S</i>-(5-isopropylsulfanyl-[1,3,4]thiadiazol-2-ylmethyl) ester <i>O</i>,<i>O</i>'-dimethyl ester 38090-99-2 C8H15N2O2PS4
dithiophosphoric acid <i>S</i>-(5-isopropylsulfanyl-[1,3,4]thiadiazol-2-ylmethyl) ester <i>O</i>,<i>O</i>'-dimethyl ester
—— 7-Methylsulfanyl-3-phenyl-[1,2,4]triazolo[5,1-c][1,2,4]triazin-4-ylamine 521300-70-9 C11H10N6S
7-Methylsulfanyl-3-phenyl-[1,2,4]triazolo[5,1-c][1,2,4]triazin-4-ylamine
—— 8-ethylthio-2-chloro-4-(1-oxido-thiomorpholino)-pyrimido-[5,4-d]-pyrimidine 77776-80-8 C12H14ClN5OS2
8-ethylthio-2-chloro-4-(1-oxido-thiomorpholino)-pyrimido-[5,4-d]-pyrimidine
—— (4-Methyl-5-thiophen-2-yl-4H-[1,2,4]triazol-3-ylsulfanyl)-acetonitrile 660417-63-0 C9H8N4S2
(4-Methyl-5-thiophen-2-yl-4H-[1,2,4]triazol-3-ylsulfanyl)-acetonitrile
—— 5-methylthio-imidazo[2,1-b][1,3,5]benzothiadiazepine hydrochloride 87011-04-9 C11H9N3S2*ClH
5-methylthio-imidazo[2,1-b][1,3,5]benzothiadiazepine hydrochloride
—— 2-(4,4-difluorobut-3-enylthio)-5-methylthiazole 172933-14-1 C8H9F2NS2
2-(4,4-difluorobut-3-enylthio)-5-methylthiazole
—— 6-[(4-fluorophenyl)sulfanyl)-N-(5-methyl-1,3-thiazol-2-yl)-3-(4H-1,2,4-triazol-3-ylsulfanyl)pyrazine-2-carboxamide 1093382-47-8 C17H12FN7OS3
6-[(4-fluorophenyl)sulfanyl)-N-(5-methyl-1,3-thiazol-2-yl)-3-(4H-1,2,4-triazol-3-ylsulfanyl)pyrazine-2-carboxamide
—— 3-[(4-fluorophenyl)sulfanyl]-N-(5-methyl-1,3-thiazol-2-yl)-6-[(6-oxopyridazin-1(6H)-yl)methyl]pyrazine-2-carboxamide 1093383-06-2 C20H15FN6O2S2
3-[(4-fluorophenyl)sulfanyl]-N-(5-methyl-1,3-thiazol-2-yl)-6-[(6-oxopyridazin-1(6H)-yl)methyl]pyrazine-2-carboxamide
—— 2-ethanesulfinyl-1,1-dimethoxy-ethane 71185-73-4 C6H14O3S
2-ethanesulfinyl-1,1-dimethoxy-ethane
—— 2-(2,2-dimethoxy-ethanesulfinyl)-propane 71185-75-6 C7H16O3S
2-(2,2-dimethoxy-ethanesulfinyl)-propane
—— 5-methyl-6-(1-naphthylmethyl)-2-[(thiophen-2-yl)thio]pyrimidin-4(3H)-one 1075181-61-1 C20H16N2OS2
5-methyl-6-(1-naphthylmethyl)-2-[(thiophen-2-yl)thio]pyrimidin-4(3H)-one
—— 2-chloro-4-hexamethyleneimino-8-methylthio-pyrimido[5,4-d]pyrimidine 101850-56-0 C13H16ClN5S
2-chloro-4-hexamethyleneimino-8-methylthio-pyrimido[5,4-d]pyrimidine
—— Nonanoic acid (2-nonanoylamino-ethyl)-(2-phenylsulfanyl-ethyl)-amide 61797-83-9 C28H48N2O2S
Nonanoic acid (2-nonanoylamino-ethyl)-(2-phenylsulfanyl-ethyl)-amide
—— (4S,5S)-5-formylamino-2,2-dimethyl-4-[4-(methylthio)phenyl]-1,3-dioxane 845728-43-0 C14H19NO3S
(4S,5S)-5-formylamino-2,2-dimethyl-4-[4-(methylthio)phenyl]-1,3-dioxane
—— 2-(3-Phenylsulfanyl-propyl)-cyclohexanone 77516-33-7 C15H20OS
2-(3-Phenylsulfanyl-propyl)-cyclohexanone
—— α-<5-(2-Furyl)-1,2,4-triazol-3-ylthio>acethydrazid 30502-39-7 C8H9N5O2S
α-<5-(2-Furyl)-1,2,4-triazol-3-ylthio>acethydrazid
—— 6-(3-Phenylsulfanyl-propyl)-1,4-dioxa-spiro[4.5]decane 200860-45-3 C17H24O2S
6-(3-Phenylsulfanyl-propyl)-1,4-dioxa-spiro[4.5]decane
—— methyl 1-(3-phenylsulfanylpropyl)-2-oxocyclopentanecarboxylate 1010832-60-6 C16H20O3S
methyl 1-(3-phenylsulfanylpropyl)-2-oxocyclopentanecarboxylate
—— (5-furan-2-yl-1<i>H</i>-[1,2,4]triazol-3-ylsulfanyl)-acetic acid ethyl ester 30452-53-0 C10H11N3O3S
(5-furan-2-yl-1<i>H</i>-[1,2,4]triazol-3-ylsulfanyl)-acetic acid ethyl ester
—— Allylthiocarbaminsaeure-pentylester 90477-98-8 C9H17NOS
Allylthiocarbaminsaeure-pentylester
—— 6-cyclopentyl-N-[2-[2-(6-cyclopentylhexylamino)ethyldisulfanyl]ethyl]hexan-1-amine;hydron;dichloride —— C26H54Cl2N2S2
6-cyclopentyl-N-[2-[2-(6-cyclopentylhexylamino)ethyldisulfanyl]ethyl]hexan-1-amine;hydron;dichloride
—— ethyl 4-[[4-[2-[(trifluoroacetyl)amino]ethyl]phenyl]thio]-2-pyridinecarboxylate 699013-02-0 C18H17F3N2O3S
ethyl 4-[[4-[2-[(trifluoroacetyl)amino]ethyl]phenyl]thio]-2-pyridinecarboxylate
—— 5-cyclooctyloxy-N-[2-[2-(5-cyclooctyloxypentylamino)ethyldisulfanyl]ethyl]pentan-1-amine;hydron;dichloride —— C30H62Cl2N2O2S2
5-cyclooctyloxy-N-[2-[2-(5-cyclooctyloxypentylamino)ethyldisulfanyl]ethyl]pentan-1-amine;hydron;dichloride
—— methyl 12-hydroxy-13,13-propylenedithio-15,16-dinorlabda-8(17)-en-19-oate 501004-59-7 C22H36O3S2
methyl 12-hydroxy-13,13-propylenedithio-15,16-dinorlabda-8(17)-en-19-oate
—— 4-cyclohexyl-N-[2-[2-(4-cyclohexylpentylamino)ethyldisulfanyl]ethyl]pentan-1-amine;hydron;dichloride —— C26H54Cl2N2S2
4-cyclohexyl-N-[2-[2-(4-cyclohexylpentylamino)ethyldisulfanyl]ethyl]pentan-1-amine;hydron;dichloride
—— 4-(p-chlorothiophenoxy)-1-methyl-1,4,5,6-tetrahydropyridine-3-carbonitrile 94008-36-3 C13H13ClN2S
4-(p-chlorothiophenoxy)-1-methyl-1,4,5,6-tetrahydropyridine-3-carbonitrile
—— Allylthiocarbaminsaeure-hexylester 91016-52-3 C10H19NOS
Allylthiocarbaminsaeure-hexylester
—— 6-benzenesulfanyl-2-(3-phenyl-1-propyl)-3,4-dihydro-2H-pyran 553670-78-3 C20H22OS
6-benzenesulfanyl-2-(3-phenyl-1-propyl)-3,4-dihydro-2H-pyran