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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
—— methyl 2-ethyl-3-methyl-2-phenylthiobut-3-enoate 86895-78-5 C14H18O2S
methyl 2-ethyl-3-methyl-2-phenylthiobut-3-enoate
—— N,N-Dimethyl-N'-(t-pentyl)-thioharnstoff 14294-22-5 C8H18N2S
N,N-Dimethyl-N'-(t-pentyl)-thioharnstoff
—— methyl(2-((2-(p-tolylethynyl)phenyl)ethynyl)phenyl)sulfane 1367458-45-4 C24H18S
methyl(2-((2-(p-tolylethynyl)phenyl)ethynyl)phenyl)sulfane
—— N-(4-((4-chloro-6-((5-methyl-1H-pyrazol-3-yl)amino)pyrimidin-2-yl)thio)phenyl)propionamide 639090-56-5 C17H17ClN6OS
N-(4-((4-chloro-6-((5-methyl-1H-pyrazol-3-yl)amino)pyrimidin-2-yl)thio)phenyl)propionamide
—— 4-chloro-2-(methylthio)-6-(m-tolylamino)pyrimidine-5-carbonitrile 1374157-11-5 C13H11ClN4S
4-chloro-2-(methylthio)-6-(m-tolylamino)pyrimidine-5-carbonitrile
—— 1,1,2-Trimethyl-isothioharnstoff 57618-94-7 C4H10N2S
1,1,2-Trimethyl-isothioharnstoff
—— 4-(4-chloro-phenylsulfanyl)-6-methyl-pyrrolo[3,4-c]pyridine-1,3-dione 227459-19-0 C14H9ClN2O2S
4-(4-chloro-phenylsulfanyl)-6-methyl-pyrrolo[3,4-c]pyridine-1,3-dione
—— 1-phenylsulfanyl-2,6-anhydro-1-deoxy-β-D-fructofuranose 445299-05-8 C12H14O4S
1-phenylsulfanyl-2,6-anhydro-1-deoxy-β-D-fructofuranose
—— Methyl-2-oxo-1-(phenyl-thio)cyclo-pentan-carboxylat 258823-01-7 C13H14O3S
Methyl-2-oxo-1-(phenyl-thio)cyclo-pentan-carboxylat
—— Allyl-N,N-diethylthiolcarbamat 18283-58-4 C8H15NOS
Allyl-N,N-diethylthiolcarbamat
—— phenyl 2-thio-β-D-fructopyranoside 1053626-36-0 C12H16O5S
phenyl 2-thio-β-D-fructopyranoside
—— 2-ethyl-4-methylsulfanyl-6-oxo-1H-pyrimidine-5-carbonitrile 96823-93-7 C8H9N3OS
2-ethyl-4-methylsulfanyl-6-oxo-1H-pyrimidine-5-carbonitrile
—— 3-bromo-4-(octylthio)thiophene 1608471-90-4 C12H19BrS2
3-bromo-4-(octylthio)thiophene
—— phenyl 1-phenylsulfanyl-2-thio-1-deoxy-β-D-fructopyranoside 445377-31-1 C18H20O4S2
phenyl 1-phenylsulfanyl-2-thio-1-deoxy-β-D-fructopyranoside
—— 3-hydroxy-5,5-dimethyl-2-phenylsulfanyl-cyclohex-2-enone 61908-09-6 C14H16O2S
3-hydroxy-5,5-dimethyl-2-phenylsulfanyl-cyclohex-2-enone
—— 4-(3,5-dimethylphenylsulfanyl)-3-iodo-6-methyl-5-(5-methyl-[1,2,4]triazol-1-ylmethyl)pyridin-2(1H)-one 1185190-31-1 C18H19IN4OS
4-(3,5-dimethylphenylsulfanyl)-3-iodo-6-methyl-5-(5-methyl-[1,2,4]triazol-1-ylmethyl)pyridin-2(1H)-one
—— 3,4-Bis(methylthio)thiophene 150459-37-3 C6H8S3
3,4-Bis(methylthio)thiophene
—— 3,4-di(p-tolylthio)thiophene 1263672-69-0 C18H16S3
3,4-di(p-tolylthio)thiophene
—— Diethyl 2-(2-phenylsulfanylprop-2-enyl)-2-prop-2-enylpropanedioate 141928-36-1 C19H24O4S
Diethyl 2-(2-phenylsulfanylprop-2-enyl)-2-prop-2-enylpropanedioate
—— 2-[(2-Nitro-1-phenylethyl)thio]aniline 176261-33-9 C14H14N2O2S
2-[(2-Nitro-1-phenylethyl)thio]aniline
—— 3,4-di(4-methoxyphenylthio)thiophene 1263672-67-8 C18H16O2S3
3,4-di(4-methoxyphenylthio)thiophene
—— 2-(4-Methylsulfanylphenyl)sulfanylbenzoic acid 17097-86-8 C14H12O2S2
2-(4-Methylsulfanylphenyl)sulfanylbenzoic acid
—— 4-(3,5-dimethylphenylsulfanyl)-3-iodo-6-methyl-5-(3-methyl-[1,2,4]triazol-1-ylmethyl)pyridin-2(1H)-one 1185190-19-5 C18H19IN4OS
4-(3,5-dimethylphenylsulfanyl)-3-iodo-6-methyl-5-(3-methyl-[1,2,4]triazol-1-ylmethyl)pyridin-2(1H)-one
—— 3-allylthio-4-bromothiophene 99219-93-9 C7H7BrS2
3-allylthio-4-bromothiophene
—— methyl (Z)-3,5-bis(phenylsulfanyl)pent-2-enoate 1338989-74-4 C18H18O2S2
methyl (Z)-3,5-bis(phenylsulfanyl)pent-2-enoate
—— 1,1'-((2-(2-(phenylthio)phenylthio)phenyl)-methylene)bis(1H-pyrazole) 1210393-66-0 C25H20N4S2
1,1'-((2-(2-(phenylthio)phenylthio)phenyl)-methylene)bis(1H-pyrazole)
—— 1,1'-((2-(phenylthio)phenyl)methylene)bis(1H-pyrazole) 1292840-70-0 C19H16N4S
1,1'-((2-(phenylthio)phenyl)methylene)bis(1H-pyrazole)
—— 2-acetamido-1-(3-carbomethoxy-2-thioureido)-5-phenylthiobenzene 54394-10-4 C17H17N3O3S2
2-acetamido-1-(3-carbomethoxy-2-thioureido)-5-phenylthiobenzene
—— (2-methylthio-7-oxo-6,7-dihydrothiazolo[4,5-d]pyrimidin-5-ylsulfanyl)acetic acid ethyl ester 146381-71-7 C10H11N3O3S3
(2-methylthio-7-oxo-6,7-dihydrothiazolo[4,5-d]pyrimidin-5-ylsulfanyl)acetic acid ethyl ester
—— 1,1'-(2-(phenylthio)ethane-1,1-diyl)bis(1H-pyrazole) 1292840-74-4 C14H14N4S
1,1'-(2-(phenylthio)ethane-1,1-diyl)bis(1H-pyrazole)
—— 7-chloro-1,1,3-trioxo-3,4-dihydro-2H-1,5,2-benzo[f]dithiazepin-8-carboxylic acid 348119-94-8 C9H6ClNO5S2
7-chloro-1,1,3-trioxo-3,4-dihydro-2H-1,5,2-benzo[f]dithiazepin-8-carboxylic acid
—— 6-(4-allyl-5-methylthio-1,2,4-triazol-3-yl)pyrimidine-2,4-dione 202746-10-9 C10H11N5O2S
6-(4-allyl-5-methylthio-1,2,4-triazol-3-yl)pyrimidine-2,4-dione
—— 5-methyl-4-morpholin-4-yl-5H-pyrimido[4,5-b][1,4]thiazin-6-one 54660-40-1 C11H14N4O2S
5-methyl-4-morpholin-4-yl-5H-pyrimido[4,5-b][1,4]thiazin-6-one
—— 4-morpholin-4-yl-5<i>H</i>-pyrimido[4,5-<i>b</i>][1,4]thiazin-6-one 54660-32-1 C10H12N4O2S
4-morpholin-4-yl-5<i>H</i>-pyrimido[4,5-<i>b</i>][1,4]thiazin-6-one
—— N,N-diethyl-N'-pivaloylthiourea 398995-31-8 C10H20N2OS
N,N-diethyl-N'-pivaloylthiourea
—— 4-nitrophenyl 2',4',6'-trichlorophenyl sulfide 105456-68-6 C12H6Cl3NO2S
4-nitrophenyl 2',4',6'-trichlorophenyl sulfide
—— 2-Methylthio-4-keto-3,5,6-trimethylpyrimidin 90197-26-5 C8H12N2OS
2-Methylthio-4-keto-3,5,6-trimethylpyrimidin
—— N'-hydroxy-2-{[3-(trifluoromethyl)pyridin-2-yl]thio}ethanimidamide —— C8H8F3N3OS
N'-hydroxy-2-{[3-(trifluoromethyl)pyridin-2-yl]thio}ethanimidamide
—— 5,6-dimethoxy-2-(3-phenylsulfanyl-1H-indol-2-yl)-1H-indole 156749-36-9 C24H20N2O2S
5,6-dimethoxy-2-(3-phenylsulfanyl-1H-indol-2-yl)-1H-indole
—— 5-(1-imidazolyl)imidazo<2,1-b><1,3,5>benzothiadiazepine 88251-81-4 C13H9N5S
5-(1-imidazolyl)imidazo<2,1-b><1,3,5>benzothiadiazepine
—— 4-Amino-5-(2-bromo-phenylsulfanyl)-2-(2-bromo-phenylsulfanylmethoxy)-phenol 1026084-20-7 C19H15Br2NO2S2
4-Amino-5-(2-bromo-phenylsulfanyl)-2-(2-bromo-phenylsulfanylmethoxy)-phenol
—— 4-Methoxy-2-phenylsulfanyl-5-phenylsulfanylmethoxy-phenylamine 1027427-05-9 C20H19NO2S2
4-Methoxy-2-phenylsulfanyl-5-phenylsulfanylmethoxy-phenylamine
—— 1-<2-(2-imidazolyl)thiophenyliminothiocarbonyl>-4-methylpiperazine 81382-54-9 C15H19N5S2
1-<2-(2-imidazolyl)thiophenyliminothiocarbonyl>-4-methylpiperazine
—— 2-Chloro-N-(4-methoxy-2-phenylsulfanyl-5-phenylsulfanylmethoxy-phenyl)-acetamide 1026522-30-4 C22H20ClNO3S2
2-Chloro-N-(4-methoxy-2-phenylsulfanyl-5-phenylsulfanylmethoxy-phenyl)-acetamide
—— N-[2-(2-Bromo-phenylsulfanyl)-5-(2-bromo-phenylsulfanylmethoxy)-4-hydroxy-phenyl]-acetamide 158719-88-1 C21H17Br2NO3S2
N-[2-(2-Bromo-phenylsulfanyl)-5-(2-bromo-phenylsulfanylmethoxy)-4-hydroxy-phenyl]-acetamide
—— Propan-2-yl 2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetate 313958-78-0 C13H14N2O3S
Propan-2-yl 2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetate
—— 2-Chloro-N-[2-(6-nitro-benzo[1,3]dioxol-5-ylsulfanyl)-phenyl]-acetamide 1027182-42-8 C15H11ClN2O5S
2-Chloro-N-[2-(6-nitro-benzo[1,3]dioxol-5-ylsulfanyl)-phenyl]-acetamide
—— 2-(6-Nitro-benzo[1,3]dioxol-5-ylsulfanyl)-phenylamine 67851-24-5 C13H10N2O4S
2-(6-Nitro-benzo[1,3]dioxol-5-ylsulfanyl)-phenylamine
—— O-tert-butyl thiocarbamate 10381-25-6 C5H11NOS
O-tert-butyl thiocarbamate
—— O-Propyl-N-acetylthionocarbamat 19959-54-7 C6H11NO2S
O-Propyl-N-acetylthionocarbamat