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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
—— isoamylmethylsulfoxide 55860-10-1 C6H14OS
isoamylmethylsulfoxide
—— 4-chloro-N-(4-(2-(trimethylsilyl)furo[3,2-b]pyridin-7-ylthio)phenyl)phthalazin-1-amine 1071536-82-7 C24H21ClN4OSSi
4-chloro-N-(4-(2-(trimethylsilyl)furo[3,2-b]pyridin-7-ylthio)phenyl)phthalazin-1-amine
—— 1-Methoxy-4-methyl-2-(2-methyl-4-nitrophenyl)sulfanylbenzene 5465-80-5 C15H15NO3S
1-Methoxy-4-methyl-2-(2-methyl-4-nitrophenyl)sulfanylbenzene
—— [2,2-bis(phenylthio)ethyl]dimethyl(3-methyl-1-phenethylbut-3-enyloxy)silane 332188-12-2 C29H36OS2Si
[2,2-bis(phenylthio)ethyl]dimethyl(3-methyl-1-phenethylbut-3-enyloxy)silane
—— 3-phenylsulfanyl-6,7,8,9-tetrahydro-5H-benzo[7]annulene 1215002-24-6 C17H18S
3-phenylsulfanyl-6,7,8,9-tetrahydro-5H-benzo[7]annulene
—— 2-Amino-2-penten-4-thion 123824-72-6 C5H9NS
2-Amino-2-penten-4-thion
—— 6-[[4-[(3R)-3-aminopyrrolidin-1-yl]-5-chloro-6-ethyl-7H-pyrrolo[2,3-d]pyrimidin-2-yl]sulfanyl]-3H-quinazolin-4-one 1275604-49-3 C20H20ClN7OS
6-[[4-[(3R)-3-aminopyrrolidin-1-yl]-5-chloro-6-ethyl-7H-pyrrolo[2,3-d]pyrimidin-2-yl]sulfanyl]-3H-quinazolin-4-one
—— 1-(p-methoxyphenyl)-2-(o-(phenylthio)phenyl)-ethyne 128039-28-1 C21H16OS
1-(p-methoxyphenyl)-2-(o-(phenylthio)phenyl)-ethyne
—— 1-(p-methylphenyl)-2-<o-(phenylsulfanyl)phenyl>ethyne 158117-23-8 C21H16S
1-(p-methylphenyl)-2-<o-(phenylsulfanyl)phenyl>ethyne
—— S-(2,3-dihydrothieno[3,4-b][1,4]oxathiin-3-yl)-methyl propanethioate 1333236-80-8 C10H12O2S3
S-(2,3-dihydrothieno[3,4-b][1,4]oxathiin-3-yl)-methyl propanethioate
—— (4aS,8aR)-4a,6,7,8a-Tetrahydro-5,8-dioxa-1,3,4,9-tetrathia-cyclopenta[b]naphthalene-2-thione 154823-47-9 C7H6O2S5
(4aS,8aR)-4a,6,7,8a-Tetrahydro-5,8-dioxa-1,3,4,9-tetrathia-cyclopenta[b]naphthalene-2-thione
—— N,N-dimethyl cyclopentylthiocarboxamide 108164-74-5 C8H15NS
N,N-dimethyl cyclopentylthiocarboxamide
—— 2.3-Dimercaptopropyl-1-mercaptopropyl-sulfid 100450-01-9 C6H14S4
2.3-Dimercaptopropyl-1-mercaptopropyl-sulfid
—— 3-(Bromomethyl)-2,3-dihydrothieno[3,4-b][1,4]dithiine 1019987-39-3 C7H7BrS3
3-(Bromomethyl)-2,3-dihydrothieno[3,4-b][1,4]dithiine
—— N-phenyl-2-trimethylsilyl-2-benzenesulfanyl-ethanimidoyl chloride 197309-87-8 C17H20ClNSSi
N-phenyl-2-trimethylsilyl-2-benzenesulfanyl-ethanimidoyl chloride
—— <i>S</i>-(3-hydroxy-propyl)-isothiourea 2986-30-3 C4H10N2OS
<i>S</i>-(3-hydroxy-propyl)-isothiourea
—— N-phenyl-trimethylsilyl(benzenesulfanyl)ketenimine 197309-88-9 C17H19NSSi
N-phenyl-trimethylsilyl(benzenesulfanyl)ketenimine
—— 5-chloro-6-(2-hydroxyethyl)-2-(methylthio)-3,4-dihydro-4-pyrimidinone 934365-62-5 C7H9ClN2O2S
5-chloro-6-(2-hydroxyethyl)-2-(methylthio)-3,4-dihydro-4-pyrimidinone
—— 2-(methylthio)-5-nitropyridin-4-amine 1415387-39-1 C6H7N3O2S
2-(methylthio)-5-nitropyridin-4-amine
—— 4-(2,6-dimethyl-4-(p-tolylthio)phenyl)thiazol-2-amine 1334922-96-1 C18H18N2S2
4-(2,6-dimethyl-4-(p-tolylthio)phenyl)thiazol-2-amine
—— 2-(4-Chloro-2-nitrophenyl)sulfanyl-1-methoxy-4-methylbenzene 6332-40-7 C14H12ClNO3S
2-(4-Chloro-2-nitrophenyl)sulfanyl-1-methoxy-4-methylbenzene
—— 1-(4-Butyl-5-thioxo-4,5-dihydro-1H-[1,2,4]triazol-3-yl)-3-methylsulfanyl-6,7-dihydro-5H-benzo[c]thiophen-4-one 848127-21-9 C15H19N3OS3
1-(4-Butyl-5-thioxo-4,5-dihydro-1H-[1,2,4]triazol-3-yl)-3-methylsulfanyl-6,7-dihydro-5H-benzo[c]thiophen-4-one
—— N-(5-acetyl-6-methylthio-2-phenylpyrimidin-4-yl)-N',N'-dimethylacetamidine 172951-29-0 C17H20N4OS
N-(5-acetyl-6-methylthio-2-phenylpyrimidin-4-yl)-N',N'-dimethylacetamidine
—— N-(5-acetyl-6-methylthio-2-phenylpyrimidin-4-yl)-N',N'-dimethylformamidine 172951-27-8 C16H18N4OS
N-(5-acetyl-6-methylthio-2-phenylpyrimidin-4-yl)-N',N'-dimethylformamidine
—— 2-Methoxy-6-(1-methyl-1H-[1,2,4]triazol-3-ylsulfanyl)-pyridine 141212-69-3 C9H10N4OS
2-Methoxy-6-(1-methyl-1H-[1,2,4]triazol-3-ylsulfanyl)-pyridine
—— 2-(pyridin-2-ylsulfanyl)-1H-benzimidazole 91394-40-0 C12H9N3S
2-(pyridin-2-ylsulfanyl)-1H-benzimidazole
—— 4-(2,6-dimethyl-4-(phenylthio)phenyl)thiazol-2-amine 1334922-92-7 C17H16N2S2
4-(2,6-dimethyl-4-(phenylthio)phenyl)thiazol-2-amine
—— 1-Methoxy-4-methyl-2-[(4-methyl-2-nitrophenyl)sulfanyl]benzene 5465-79-2 C15H15NO3S
1-Methoxy-4-methyl-2-[(4-methyl-2-nitrophenyl)sulfanyl]benzene
—— 4-(1-bromo-ethyl)-6-(phenylsulfanyl)-5-fluoropyrimidine 1112937-29-7 C12H10BrFN2S
4-(1-bromo-ethyl)-6-(phenylsulfanyl)-5-fluoropyrimidine
—— 2-(6-amino-8-(6-bromobenzo[d][1,3]dioxol-5-ylthio)-9H-purin-9-yl)-N-hydroxyacetamide 1012055-86-5 C14H11BrN6O4S
2-(6-amino-8-(6-bromobenzo[d][1,3]dioxol-5-ylthio)-9H-purin-9-yl)-N-hydroxyacetamide
—— N-benzyl-4-(4-(3-(3-(trifluoromethyl)phenyl)thioureido)phenylthio)picolinamide 1395063-27-0 C27H21F3N4OS2
N-benzyl-4-(4-(3-(3-(trifluoromethyl)phenyl)thioureido)phenylthio)picolinamide
—— 6-methyl-2-methylsulfanyl-5-nitro-pyrimidin-4-ylamine 98135-53-6 C6H8N4O2S
6-methyl-2-methylsulfanyl-5-nitro-pyrimidin-4-ylamine
—— 4-[2-(2-Chloro-ethoxy)ethylsulfanyl]-2-chloromethyl-3-methyl-pyridine-hydrochloride 251560-25-5 C11H15Cl2NOS*ClH
4-[2-(2-Chloro-ethoxy)ethylsulfanyl]-2-chloromethyl-3-methyl-pyridine-hydrochloride
—— (+)-(2R,3R)-2-((S)-3-(p-tolylthio)-1-phenylpropyl)-3-propyloxirane 1293385-00-8 C21H26OS
(+)-(2R,3R)-2-((S)-3-(p-tolylthio)-1-phenylpropyl)-3-propyloxirane
—— Ethyl 2-(3-bromo-2-thienylthio)-2-methyl-valerate 133209-63-9 C12H17BrO2S2
Ethyl 2-(3-bromo-2-thienylthio)-2-methyl-valerate
—— 1-Chloro-2-[(2-methoxy-5-methylphenyl)sulfanyl]-3-nitrobenzene 5465-71-4 C14H12ClNO3S
1-Chloro-2-[(2-methoxy-5-methylphenyl)sulfanyl]-3-nitrobenzene
—— 2-ethylmercapto-ethanol 100602-16-2 C4H10OS
2-ethylmercapto-ethanol
—— 3-(5-Phenylthio-2H-benzotriazol-2yl)-5-tert-butyl-4-hydroxyhydrocinnamamide 145233-61-0 C25H26N4O2S
3-(5-Phenylthio-2H-benzotriazol-2yl)-5-tert-butyl-4-hydroxyhydrocinnamamide
—— 2-(1-adamantyl)-N,N-dimethylethanethioamide 898111-67-6 C14H23NS
2-(1-adamantyl)-N,N-dimethylethanethioamide
—— (2-nitro-1,4-phenylene)bis((4-methoxyphenyl)sulfane) 1417568-74-1 C20H17NO4S2
(2-nitro-1,4-phenylene)bis((4-methoxyphenyl)sulfane)
—— 1-[4-[[2-Tert-butyl-5-(1,3-thiazol-2-ylsulfanyl)benzimidazol-1-yl]methyl]piperidin-1-yl]ethanone 1067154-00-0 C22H28N4OS2
1-[4-[[2-Tert-butyl-5-(1,3-thiazol-2-ylsulfanyl)benzimidazol-1-yl]methyl]piperidin-1-yl]ethanone
—— 1-[4-[(2-Tert-butyl-5-pyridin-4-ylsulfanylbenzimidazol-1-yl)methyl]piperidin-1-yl]ethanone 1067153-85-8 C24H30N4OS
1-[4-[(2-Tert-butyl-5-pyridin-4-ylsulfanylbenzimidazol-1-yl)methyl]piperidin-1-yl]ethanone
—— (R)-N-(4-chloro-3-(phenylthio)benzyl)-1-(3-chlorophenyl)ethanamine 1025771-24-7 C21H19Cl2NS
(R)-N-(4-chloro-3-(phenylthio)benzyl)-1-(3-chlorophenyl)ethanamine
—— 4-[[2-Tert-butyl-5-(1,3-thiazol-2-ylsulfanyl)benzimidazol-1-yl]methyl]piperidine-1-carbaldehyde 1067155-15-0 C21H26N4OS2
4-[[2-Tert-butyl-5-(1,3-thiazol-2-ylsulfanyl)benzimidazol-1-yl]methyl]piperidine-1-carbaldehyde
—— 1-[4-[[2-Tert-butyl-5-(4-fluorophenyl)sulfanylbenzimidazol-1-yl]methyl]piperidin-1-yl]ethanone 1067154-59-9 C25H30FN3OS
1-[4-[[2-Tert-butyl-5-(4-fluorophenyl)sulfanylbenzimidazol-1-yl]methyl]piperidin-1-yl]ethanone
—— 3,6-Dichloro-4-(2-chloroethylsulfanyl)pyridazine 7152-70-7 C6H5Cl3N2S
3,6-Dichloro-4-(2-chloroethylsulfanyl)pyridazine
—— (2-Phenylmercapto-aethyl)-(2-brom-aethyl)-amin 802564-36-9 C10H14BrNS
(2-Phenylmercapto-aethyl)-(2-brom-aethyl)-amin
—— (1-Oxo-2,3-dihydro-1,4-dithiin-5-yl)methanol 1257249-05-0 C5H8O2S2
(1-Oxo-2,3-dihydro-1,4-dithiin-5-yl)methanol
—— (4-Oxo-2,3-dihydro-1,4-dithiin-5-yl)methanol 1257249-06-1 C5H8O2S2
(4-Oxo-2,3-dihydro-1,4-dithiin-5-yl)methanol
—— 4-Methylmercapto-3-formyl-thiophen 88511-85-7 C6H6OS2
4-Methylmercapto-3-formyl-thiophen