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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
—— 4-methylsulfanyl-2-phenyl-6H-1,3-thiazin-6-one 1217055-33-8 C11H9NOS2
4-methylsulfanyl-2-phenyl-6H-1,3-thiazin-6-one
—— 1-[(5-Ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]propan-2-one 81555-98-8 C7H10N2O2S
1-[(5-Ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]propan-2-one
—— 6-Methyl-uracil-sulfonsaeure-(5)-azid —— C5H5N5O4S
6-Methyl-uracil-sulfonsaeure-(5)-azid
—— (Z)-3-{(phenylthio)methylene}tetrahydropyran-2-one 1231177-51-7 C12H12O2S
(Z)-3-{(phenylthio)methylene}tetrahydropyran-2-one
—— (E)-5-hydroxy-N-phenyl-2-(phenylthiomethylene)pentanethioamide 1231177-55-1 C18H19NOS2
(E)-5-hydroxy-N-phenyl-2-(phenylthiomethylene)pentanethioamide
—— 7-fluoro-9,10-dihydropyrrolo[2,1-b][1,3]benzothiazepin-9-one 256950-28-4 C12H8FNOS
7-fluoro-9,10-dihydropyrrolo[2,1-b][1,3]benzothiazepin-9-one
—— (+/-)-7-fluoro-9,10-dihydro-9-hydroxypyrrolo[2,1-b][1,3]benzothiazepine 256950-29-5 C12H10FNOS
(+/-)-7-fluoro-9,10-dihydro-9-hydroxypyrrolo[2,1-b][1,3]benzothiazepine
—— (+/-)-9-bromo-9,10-dihydro-7-fluoropyrrolo[2,1-b][1,3]benzothiazepine 256950-30-8 C12H9BrFNS
(+/-)-9-bromo-9,10-dihydro-7-fluoropyrrolo[2,1-b][1,3]benzothiazepine
—— Methyl 4-(3-cyano-6-methylpyridin-2-yl)sulfanyl-3-oxobutanoate 625372-26-1 C12H12N2O3S
Methyl 4-(3-cyano-6-methylpyridin-2-yl)sulfanyl-3-oxobutanoate
—— (E)-4-hydroxy-N-phenyl-2-(phenylthiomethylene)butanethioamide 1231177-48-2 C17H17NOS2
(E)-4-hydroxy-N-phenyl-2-(phenylthiomethylene)butanethioamide
—— (E)-3-(phenylthiomethylene)dihydrofuran-2(3H)-one 69993-32-4 C11H10O2S
(E)-3-(phenylthiomethylene)dihydrofuran-2(3H)-one
—— 3-cyano-N-1,2,4-thiadiazol-5-yl-4-{[2-(trifluoromethyl)phenyl]thio}benzenesulfonamide 1354917-34-2 C16H9F3N4O2S3
3-cyano-N-1,2,4-thiadiazol-5-yl-4-{[2-(trifluoromethyl)phenyl]thio}benzenesulfonamide
—— N-(6-([1,2,4]triazolo[4,3-a]pyridin-3-ylthio)imidazo[1,2-b]pyridazin-2-yl)cyclo-propanecarboxamide 1208247-64-6 C16H13N7OS
N-(6-([1,2,4]triazolo[4,3-a]pyridin-3-ylthio)imidazo[1,2-b]pyridazin-2-yl)cyclo-propanecarboxamide
—— 3-cyano-4-[(3-methoxyphenyl)thio]-N-1,2,4-thiadiazol-5-ylbenzenesulfonamide 1354917-06-8 C16H12N4O3S3
3-cyano-4-[(3-methoxyphenyl)thio]-N-1,2,4-thiadiazol-5-ylbenzenesulfonamide
—— 3-cyano-4-[(3,4-difluorophenyl)thio]-N-1,2,4-thiadiazol-5-yl-benzenesulfonamide 1354917-36-4 C15H8F2N4O2S3
3-cyano-4-[(3,4-difluorophenyl)thio]-N-1,2,4-thiadiazol-5-yl-benzenesulfonamide
—— 1-benzyl-6-bromomethyl-5-chloro-3-(ethylsulfanyl)-2(1H)-pyrazinone 658071-59-1 C14H14BrClN2OS
1-benzyl-6-bromomethyl-5-chloro-3-(ethylsulfanyl)-2(1H)-pyrazinone
—— S<sup>1</sup>-{[1-benzyl-3-chloro-1,6-dihydro-5-(ethylsulfanyl)-6-oxo-2-pyrazinyl]methyl}ethanethioate 658071-60-4 C16H17ClN2O2S2
S<sup>1</sup>-{[1-benzyl-3-chloro-1,6-dihydro-5-(ethylsulfanyl)-6-oxo-2-pyrazinyl]methyl}ethanethioate
—— 1-benzyl-5-chloro-3-(ethylsulfanyl)-6-[(2-propynylsulfanyl)methyl]-2(1H)-pyrazinone 658071-62-6 C17H17ClN2OS2
1-benzyl-5-chloro-3-(ethylsulfanyl)-6-[(2-propynylsulfanyl)methyl]-2(1H)-pyrazinone
—— N-benzyl-4-(4-(3-(2,4-dichlorophenyl)thioureido)phenylthio)picolinamide 1395063-43-0 C26H20Cl2N4OS2
N-benzyl-4-(4-(3-(2,4-dichlorophenyl)thioureido)phenylthio)picolinamide
—— 6-([1,2,4]triazolo[4,3-a]pyridin-3-ylsulfanyl)pyridazin-3-ylamine 1208249-65-3 C10H8N6S
6-([1,2,4]triazolo[4,3-a]pyridin-3-ylsulfanyl)pyridazin-3-ylamine
—— 4-[4-benzyl-5-methyl-3-oxo-6-(o-tolylthio)-3,4-dihydropyrazin-2-ylamino]benzonitrile 467468-95-7 C26H22N4OS
4-[4-benzyl-5-methyl-3-oxo-6-(o-tolylthio)-3,4-dihydropyrazin-2-ylamino]benzonitrile
—— 2-benzylthio-4-(3-bromophenylamino)-6-methylpyrimidine hydrochloride 1162754-39-3 C18H16BrN3S*ClH
2-benzylthio-4-(3-bromophenylamino)-6-methylpyrimidine hydrochloride
—— 2-(benzylthio)-4-chloro-6-methylpyrimidine 121180-58-3 C12H11ClN2S
2-(benzylthio)-4-chloro-6-methylpyrimidine
—— 2,6-bis-(methylthio)-4-ethyl-3-methylpyridine 128736-18-5 C10H15NS2
2,6-bis-(methylthio)-4-ethyl-3-methylpyridine
—— 3,5-Dimethyl-2-[(4-methylphenyl)amino]-6-methylsulfanylthiopyran-4-one 99878-38-3 C15H17NOS2
3,5-Dimethyl-2-[(4-methylphenyl)amino]-6-methylsulfanylthiopyran-4-one
—— acetic acid 3-[6-amino-8-(7-chlorobenzothiazol-2-ylsulfanyl)-purin-9-yl]-propyl ester 908355-51-1 C17H15ClN6O2S2
acetic acid 3-[6-amino-8-(7-chlorobenzothiazol-2-ylsulfanyl)-purin-9-yl]-propyl ester
—— methanesulfonic acid 3-[6-amino-8-(7-chlorobenzothiazol-2-ylsulfanyl)-purin-9-yl]-propyl ester 908355-86-2 C16H15ClN6O3S3
methanesulfonic acid 3-[6-amino-8-(7-chlorobenzothiazol-2-ylsulfanyl)-purin-9-yl]-propyl ester
—— 4-Ethyl-3-methyl-2-methylthiothiophene 146041-18-1 C8H12S2
4-Ethyl-3-methyl-2-methylthiothiophene
—— acetic acid 4-[6-amino-8-(7-chlorobenzothiazol-2-ylsulfanyl)-purin-9-yl]-butyl ester 908355-52-2 C18H17ClN6O2S2
acetic acid 4-[6-amino-8-(7-chlorobenzothiazol-2-ylsulfanyl)-purin-9-yl]-butyl ester
—— 8-[(7-chloro-1,3-benzothiazol-2-yl)thio]-9H-purin-6-amine 940908-25-8 C12H7ClN6S2
8-[(7-chloro-1,3-benzothiazol-2-yl)thio]-9H-purin-6-amine
—— 3-[6-amino-8-(7-chlorobenzothiazol-2-ylsulfanyl)-purin-9-yl]-propan-1-ol 908355-57-7 C15H13ClN6OS2
3-[6-amino-8-(7-chlorobenzothiazol-2-ylsulfanyl)-purin-9-yl]-propan-1-ol
—— 5-amino-2-(7-chloro-benzothiazol-2-ylsulfanyl)-1-methyl-1H-imidazole-4-carboxamide 1102466-67-0 C12H10ClN5OS2
5-amino-2-(7-chloro-benzothiazol-2-ylsulfanyl)-1-methyl-1H-imidazole-4-carboxamide
—— 5-amino-1-butyl-2-(7-chloro-benzothiazol-2-ylsulfanyl)-1H-imidazole-4-carboxamide 1102466-64-7 C15H16ClN5OS2
5-amino-1-butyl-2-(7-chloro-benzothiazol-2-ylsulfanyl)-1H-imidazole-4-carboxamide
—— 3-Phenyl-5-propylsulfanyl-1,2-oxazole 120803-05-6 C12H13NOS
3-Phenyl-5-propylsulfanyl-1,2-oxazole
—— 3-Propylthio-5-phenyl-isoxazol 69528-69-4 C12H13NOS
3-Propylthio-5-phenyl-isoxazol
—— methyl 3-phenylthio-1-cyclobutanecarboxylate 344444-84-4 C12H14O2S
methyl 3-phenylthio-1-cyclobutanecarboxylate
—— 1-(1-phenylthiovinyl)cyclohexene 158750-11-9 C14H16S
1-(1-phenylthiovinyl)cyclohexene
—— Ditert-butyl 2-[4-[4-[bis[(2-methylpropan-2-yl)oxycarbonylamino]methylideneamino]phenyl]sulfanylphenyl]iminoimidazolidine-1,3-dicarboxylate 1196966-14-9 C36H50N6O8S
Ditert-butyl 2-[4-[4-[bis[(2-methylpropan-2-yl)oxycarbonylamino]methylideneamino]phenyl]sulfanylphenyl]iminoimidazolidine-1,3-dicarboxylate
—— 3-trifluoromethylphenyl 4-methylphenyl sulfide 788-12-5 C14H11F3S
3-trifluoromethylphenyl 4-methylphenyl sulfide
—— 2-acetylbenzo<b>thiophen-3(2H)-one 86296-56-2 C10H8O2S
2-acetylbenzo<b>thiophen-3(2H)-one
—— Hexadecane, 1-(ethynylthio)- 143570-83-6 C18H34S
Hexadecane, 1-(ethynylthio)-
—— 1-[2-[(2-Pentyl-1,3-dithian-2-yl)methyl]-1,3-dithian-2-yl]propan-1-ol 954143-20-5 C17H32OS4
1-[2-[(2-Pentyl-1,3-dithian-2-yl)methyl]-1,3-dithian-2-yl]propan-1-ol
—— zinc;methylsulfanylbenzene;iodide —— C7H7ISZn
zinc;methylsulfanylbenzene;iodide
—— 2-(2,4-difluorophenyl)-1-(4-(3-((5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl)thio)propyl)piperazin-1-yl)-3-(1H-1,2,4-triazol-1-yl)propan-2-ol 1528792-79-1 C26H28ClF2N7O2S
2-(2,4-difluorophenyl)-1-(4-(3-((5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl)thio)propyl)piperazin-1-yl)-3-(1H-1,2,4-triazol-1-yl)propan-2-ol
—— (+/-)-(Z)-4-(p-tolylsulfenyl)non-4-en-2-ol 479623-82-0 C16H24OS
(+/-)-(Z)-4-(p-tolylsulfenyl)non-4-en-2-ol
—— 4-(4-(3-(4-chloro-3-(trifluoromethyl)phenyl)thioureido)phenylthio)-N-ethylpicolinamide 1395063-41-8 C22H18ClF3N4OS2
4-(4-(3-(4-chloro-3-(trifluoromethyl)phenyl)thioureido)phenylthio)-N-ethylpicolinamide
—— 2-(ethylthio)-5-(4-methyl-1,2,3-thiadiazol-5-yl)-1,3,4-oxadiazole 1417544-27-4 C7H8N4OS2
2-(ethylthio)-5-(4-methyl-1,2,3-thiadiazol-5-yl)-1,3,4-oxadiazole
—— N-[4-chloro-3-(trifluoromethyl)phenyl]-[4-(N-methylformamide)(4-pyridylthio)phenyl]thiourea 1246391-76-3 C21H16ClF3N4OS2
N-[4-chloro-3-(trifluoromethyl)phenyl]-[4-(N-methylformamide)(4-pyridylthio)phenyl]thiourea
—— 2-{[6-(4-Fluorophenyl)thieno[3,2-d]pyrimidin-4-yl]thio}-5-[4-(trifluoromethyl)-phenyl]-1,3,4-oxadiazole 1610410-44-0 C21H10F4N4OS2
2-{[6-(4-Fluorophenyl)thieno[3,2-d]pyrimidin-4-yl]thio}-5-[4-(trifluoromethyl)-phenyl]-1,3,4-oxadiazole
—— ethyl 2-((5-(4-methyl-1,2,3-thiadiazol-5-yl)-1,3,4-oxadiazol-2-yl)thio)acetate 1417544-29-6 C9H10N4O3S2
ethyl 2-((5-(4-methyl-1,2,3-thiadiazol-5-yl)-1,3,4-oxadiazol-2-yl)thio)acetate