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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
—— ethyl 2-(4,6-dihydroxypyrimidin-2-ylthio)butanoate 916482-21-8 C10H14N2O4S
ethyl 2-(4,6-dihydroxypyrimidin-2-ylthio)butanoate
—— ethyl [6-(methylsulfanyl)pyridin-3-yl]acetate 1080060-39-4 C10H13NO2S
ethyl [6-(methylsulfanyl)pyridin-3-yl]acetate
—— Ethyl-2-chloro-2-[1,3-dihydro-pyrido(2,3-b)(1,4)thiazine-2-ilidene]acetate 103089-91-4 C11H11ClN2O2S
Ethyl-2-chloro-2-[1,3-dihydro-pyrido(2,3-b)(1,4)thiazine-2-ilidene]acetate
—— 2-Bromo-3-(phenylsulfanylmethyl)pyridine 1207736-72-8 C12H10BrNS
2-Bromo-3-(phenylsulfanylmethyl)pyridine
—— (3,4,5-trifluorophenyl)-4-hydroxyphenylsulfide 1229514-40-2 C12H7F3OS
(3,4,5-trifluorophenyl)-4-hydroxyphenylsulfide
—— 3,5,3',5'-tetramethyl-2,2'-sulfanediyl-di-phenol 17074-66-7 C16H18O2S
3,5,3',5'-tetramethyl-2,2'-sulfanediyl-di-phenol
—— 2-hydroxypropyl methanethiolsulfonate 30388-01-3 C4H10O3S2
2-hydroxypropyl methanethiolsulfonate
—— bis(2-hydroxyisopropyl) disulfide 33179-12-3 C6H14O2S2
bis(2-hydroxyisopropyl) disulfide
—— n-hexyl methyl sulfoxide 1561-73-5 C7H16OS
n-hexyl methyl sulfoxide
—— methyl hexyl sulfone 89851-52-5 C7H16O2S
methyl hexyl sulfone
—— 1-methoxycarbonylsulfanyl-hexane 17659-15-3 C8H16O2S
1-methoxycarbonylsulfanyl-hexane
—— azocane-1-carbothioic acid amide 68881-67-4 C8H16N2S
azocane-1-carbothioic acid amide
—— cyclohexyl-(5-ethylsulfanyl-[1,3,4]thiadiazol-2-yl)-amine 73311-13-4 C10H17N3S2
cyclohexyl-(5-ethylsulfanyl-[1,3,4]thiadiazol-2-yl)-amine
—— 2-(methylthio)-3-allylpyrimidin-4(3H)-one 94731-94-9 C8H10N2OS
2-(methylthio)-3-allylpyrimidin-4(3H)-one
—— 4(1H)-Pyrimidinone, 5-methyl-2-(2-propenylthio)- 94731-76-7 C8H10N2OS
4(1H)-Pyrimidinone, 5-methyl-2-(2-propenylthio)-
—— 1-(5-ethyl-2-ethylmercapto-[3]thienyl)-ethanone 103386-04-5 C10H14OS2
1-(5-ethyl-2-ethylmercapto-[3]thienyl)-ethanone
—— 1-Methyl-4-(2-(phenylthio)benzyl)piperazine maleate 37652-48-5 C22H26N2O4S
1-Methyl-4-(2-(phenylthio)benzyl)piperazine maleate
—— bis(tert-butylthio)cyclopropenone 19307-77-8 C11H18OS2
bis(tert-butylthio)cyclopropenone
—— 5-bromo-1-(4-fluorophenylsulfenyl)methyl-2(1H)-pyrimidinone 83768-18-7 C11H8BrFN2OS
5-bromo-1-(4-fluorophenylsulfenyl)methyl-2(1H)-pyrimidinone
—— 5-bromo-2-(4-fluorophenylsulfenyl)methyloxypyrimidine 83768-17-6 C11H8BrFN2OS
5-bromo-2-(4-fluorophenylsulfenyl)methyloxypyrimidine
—— 2-amino-9-(2-isopropoxy-ethyl)-8-(2-chloro-3,4,5-trimethoxy-phenylsulfanyl)adenine 852030-68-3 C19H25ClN6O4S
2-amino-9-(2-isopropoxy-ethyl)-8-(2-chloro-3,4,5-trimethoxy-phenylsulfanyl)adenine
—— 2-Fluoro-9-pent-4-ynyl-8-(3,4,5-trimethoxy-phenylsulfanyl)-9H-purin-6-ylamine 852030-55-8 C19H20FN5O3S
2-Fluoro-9-pent-4-ynyl-8-(3,4,5-trimethoxy-phenylsulfanyl)-9H-purin-6-ylamine
—— N-tricyclo[3.3.1.0-3,7-]non-3-ylthiourea 870707-54-3 C10H16N2S
N-tricyclo[3.3.1.0-3,7-]non-3-ylthiourea
—— 2-amino-9-butyl-8-(2-chloro-3,4,5-trimethoxy-phenylsulfanyl)adenine 852030-67-2 C18H23ClN6O3S
2-amino-9-butyl-8-(2-chloro-3,4,5-trimethoxy-phenylsulfanyl)adenine
—— 2-amino-9-(2-isopropoxy-ethyl)-8-(3,4,5-trimethoxy-phenylsulfanyl)adenine 852030-66-1 C19H26N6O4S
2-amino-9-(2-isopropoxy-ethyl)-8-(3,4,5-trimethoxy-phenylsulfanyl)adenine
—— 1-(4-chloro-phenylsulfanyl)-cyclobutanecarboxylic acid ethyl ester 1004769-98-5 C13H15ClO2S
1-(4-chloro-phenylsulfanyl)-cyclobutanecarboxylic acid ethyl ester
—— 2-fluoro-8-(3,4,5-trimethoxy-phenylsulfanyl)adenine 852030-69-4 C14H14FN5O3S
2-fluoro-8-(3,4,5-trimethoxy-phenylsulfanyl)adenine
—— pyridazine-3,6-diylbissulfanyl-bis-acetic acid 89977-20-8 C8H8N2O4S2
pyridazine-3,6-diylbissulfanyl-bis-acetic acid
—— 10H-Pyrido(3,2-b)(1,4)benzothiazine-10-carbothioic acid, 8-fluoro-, S-(2-(diisopropylamino)ethyl) ester, maleate 63885-97-2 C44H52F2N6O6S4
10H-Pyrido(3,2-b)(1,4)benzothiazine-10-carbothioic acid, 8-fluoro-, S-(2-(diisopropylamino)ethyl) ester, maleate
—— 4-((2-((Dimethylamino)methyl)phenyl)thio)phenol (Z)-2-butenedioate (1:1) (salt) 127906-27-8 C19H21NO5S
4-((2-((Dimethylamino)methyl)phenyl)thio)phenol (Z)-2-butenedioate (1:1) (salt)
—— 2-((2,5-Dimethoxyphenyl)thio)benzenemethanamine (Z)-2-butenedioate (1:1) 127906-02-9 C19H21NO6S
2-((2,5-Dimethoxyphenyl)thio)benzenemethanamine (Z)-2-butenedioate (1:1)
—— (1S)-1-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-3,3-bis(phenylsulfanyl)propan-1-ol 323582-35-0 C20H24O3S2
(1S)-1-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-3,3-bis(phenylsulfanyl)propan-1-ol
—— 1-(1-Imino-2-(2-(phenylthio)phenyl)ethyl)-4-methylpiperazine dimaleate hydrate 117596-43-7 C27H31N3O8S
1-(1-Imino-2-(2-(phenylthio)phenyl)ethyl)-4-methylpiperazine dimaleate hydrate
—— 3-((2-((Methylamino)methyl)phenyl)thio)phenol (Z)-2-butenedioate (1:1) (salt) 127906-38-1 C18H19NO5S
3-((2-((Methylamino)methyl)phenyl)thio)phenol (Z)-2-butenedioate (1:1) (salt)
—— 2-<Bis(methylthio)methyl>cyclopent-1-one 103381-84-6 C8H14OS2
2-<Bis(methylthio)methyl>cyclopent-1-one
—— N,N-Dimethyl-2-(5-bromo-2-thienylthio)benzylamine maleate 134478-68-5 C17H18BrNO4S2
N,N-Dimethyl-2-(5-bromo-2-thienylthio)benzylamine maleate
—— 2-isopropyl-2-(2-formylethynyl)-1,3-dithiolane 1072800-71-5 C9H12OS2
2-isopropyl-2-(2-formylethynyl)-1,3-dithiolane
—— isopropyl (3-cyano-6-methyl-4-oxo-1,4-dihydro-2-pyridinyl)thioacetate 942895-04-7 C12H14N2O3S
isopropyl (3-cyano-6-methyl-4-oxo-1,4-dihydro-2-pyridinyl)thioacetate
—— methyl (6-methyl-2-piperidin-1-yl-pyrimidin-4-yl)-sulfanylacetate 347846-67-7 C13H19N3O2S
methyl (6-methyl-2-piperidin-1-yl-pyrimidin-4-yl)-sulfanylacetate
—— 1-bromo-3-(2-methyl-propane-2-sulfonyl)-propane 5755-80-6 C7H15BrO2S
1-bromo-3-(2-methyl-propane-2-sulfonyl)-propane
—— 7,8,16,17-bisbenzo-10,14-diaza-1,6-dithia-cycloheptadecane 1228649-25-9 C21H28N2S2
7,8,16,17-bisbenzo-10,14-diaza-1,6-dithia-cycloheptadecane
—— ethyl (3-cyano-6-methyl-4-oxo-1,4-dihydro-2-pyridinyl)thioacetate 942857-10-5 C11H12N2O3S
ethyl (3-cyano-6-methyl-4-oxo-1,4-dihydro-2-pyridinyl)thioacetate
—— 2-(6-Methyl-2-piperidin-1-ylpyrimidin-4-yl)sulfanylacetohydrazide 807621-17-6 C12H19N5OS
2-(6-Methyl-2-piperidin-1-ylpyrimidin-4-yl)sulfanylacetohydrazide
—— β,β'-dichlorodipropyl sulfone 86240-76-8 C6H12Cl2O2S
β,β'-dichlorodipropyl sulfone
—— bis-(3-chloro-propyl) sulfone 7767-78-4 C6H12Cl2O2S
bis-(3-chloro-propyl) sulfone
—— 3-(2-isopropyl-1,3-dithiolan-2-yl)prop-2-yn-1-ol 1072800-31-7 C9H14OS2
3-(2-isopropyl-1,3-dithiolan-2-yl)prop-2-yn-1-ol
—— 6-<<2-(N-methylamino)phenyl>thio>uracil 164029-06-5 C11H11N3O2S
6-<<2-(N-methylamino)phenyl>thio>uracil
—— 5-[(6-methyl-2-piperidin-1-ylpyrimidin-4-yl)sulfanylmethyl]-3H-1,3,4-oxadiazole-2-thione 347846-75-7 C13H17N5OS2
5-[(6-methyl-2-piperidin-1-ylpyrimidin-4-yl)sulfanylmethyl]-3H-1,3,4-oxadiazole-2-thione
—— 4-chloro-6-((R)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethoxy)-2-(4-fluorobenzylthio)pyrimidine 1418112-79-4 C18H20ClFN2O3S
4-chloro-6-((R)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethoxy)-2-(4-fluorobenzylthio)pyrimidine
—— N-(6-((R)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethoxy)-2-(4-fluorobenzyl-thio)pyrimidin-4-yl)-3-methylazetidine-1-sulfonamide 1418112-80-7 C22H29FN4O5S2
N-(6-((R)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethoxy)-2-(4-fluorobenzyl-thio)pyrimidin-4-yl)-3-methylazetidine-1-sulfonamide