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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
—— n-butylamidinothiourea 71916-65-9 C6H14N4S
n-butylamidinothiourea
—— diethyl N-(propylsulfenyl)hydrazodicarboxylate 143330-50-1 C9H18N2O4S
diethyl N-(propylsulfenyl)hydrazodicarboxylate
—— [5-(2-methyl-anilino)-[1,3,4]thiadiazol-2-ylsulfanyl]-acetic acid ethyl ester 52494-16-3 C13H15N3O2S2
[5-(2-methyl-anilino)-[1,3,4]thiadiazol-2-ylsulfanyl]-acetic acid ethyl ester
—— 1,2,2,2-Tetrachlor-aethansulfensaeure-chlorid 920-62-7 C2HCl5S
1,2,2,2-Tetrachlor-aethansulfensaeure-chlorid
—— (4,5-dimethyl-6-oxo-1,6-dihydro-pyrimidin-2-ylmercapto)-acetic acid ethyl ester 148279-80-5 C10H14N2O3S
(4,5-dimethyl-6-oxo-1,6-dihydro-pyrimidin-2-ylmercapto)-acetic acid ethyl ester
—— 4,4'-Diamino-3,3'-dimethoxy-diphenylsulfid 27848-36-8 C14H16N2O2S
4,4'-Diamino-3,3'-dimethoxy-diphenylsulfid
—— N-propyl-2,2,2-trifluoroethanethioamide 1420879-02-2 C5H8F3NS
N-propyl-2,2,2-trifluoroethanethioamide
—— 4-(1-(5-Chloro-2-((3,4-dichlorophenyl)thio)phenyl)ethyl)-1-piperazineethanol bismaleate 112446-54-5 C28H31Cl3N2O9S
4-(1-(5-Chloro-2-((3,4-dichlorophenyl)thio)phenyl)ethyl)-1-piperazineethanol bismaleate
—— 3-(D-gluco-pentitol-1-yl)-6-phenyl-7H-1,2,4-triazolo[3,4-b][1,3,4]thiadiazine 335065-55-9 C15H18N4O5S
3-(D-gluco-pentitol-1-yl)-6-phenyl-7H-1,2,4-triazolo[3,4-b][1,3,4]thiadiazine
—— tert-butyl 4-(methylthio)thiazol-2-ylcarbamate 1109286-10-3 C9H14N2O2S2
tert-butyl 4-(methylthio)thiazol-2-ylcarbamate
—— 2-ethyl-3-(methylthio)propanal 159144-66-8 C6H12OS
2-ethyl-3-(methylthio)propanal
—— Tetrathiooxalsaeure 82766-65-2 C2H2S4
Tetrathiooxalsaeure
—— Methyl difluoro[(thiophen-2-yl)sulfanyl]acetate 184949-68-6 C7H6F2O2S2
Methyl difluoro[(thiophen-2-yl)sulfanyl]acetate
—— ethyl 2-[4-(methylsulfanyl)benzyl]-3-oxobutanoate 501033-06-3 C14H18O3S
ethyl 2-[4-(methylsulfanyl)benzyl]-3-oxobutanoate
—— 2-(4-formyl-3-methylisothiazol-5-ylthio)acetic acid 82519-32-2 C7H7NO3S2
2-(4-formyl-3-methylisothiazol-5-ylthio)acetic acid
—— (S)-2-methylbutyl thiocyanate 38261-82-4 C6H11NS
(S)-2-methylbutyl thiocyanate
—— 6-difluoromethyl-2-methylsulfanylpyrimidin-4(3H)-one 1204298-69-0 C6H6F2N2OS
6-difluoromethyl-2-methylsulfanylpyrimidin-4(3H)-one
—— 4-(tert-butyl)-2-(methylthio)-1H-imidazole 56658-36-7 C8H14N2S
4-(tert-butyl)-2-(methylthio)-1H-imidazole
—— (4,5-dihydro-3<i>H</i>-pyrrol-2-ylsulfanyl)-acetic acid ethyl ester 4226-71-5 C8H13NO2S
(4,5-dihydro-3<i>H</i>-pyrrol-2-ylsulfanyl)-acetic acid ethyl ester
—— 5,7-dihydro-2-(methylthio)furo[3,4-d]pyrimidin-4-ol 150787-18-1 C7H8N2O2S
5,7-dihydro-2-(methylthio)furo[3,4-d]pyrimidin-4-ol
—— 3-Acetonyl-mercaptothiophen 1723-36-0 C7H8OS2
3-Acetonyl-mercaptothiophen
—— allyl-3-thienyl sulfide 33952-64-6 C7H8S2
allyl-3-thienyl sulfide
—— 4-(2-fluoropyridin-3-yl)-5-[(thiophen-3-yl)thio]thiophene-2-carbaldehyde 1138034-24-8 C14H8FNOS3
4-(2-fluoropyridin-3-yl)-5-[(thiophen-3-yl)thio]thiophene-2-carbaldehyde
—— 6-Nitro-5-thiophen-3-ylsulfanylspiro[1,2-dihydroindene-3,2'-1,3-dioxolane] 1026049-75-1 C15H13NO4S2
6-Nitro-5-thiophen-3-ylsulfanylspiro[1,2-dihydroindene-3,2'-1,3-dioxolane]
—— 3-(tert-butylthio)thiophene 19509-69-4 C8H12S2
3-(tert-butylthio)thiophene
—— 2-(3-thienylsulfanyl)ethanol 100114-11-2 C6H8OS2
2-(3-thienylsulfanyl)ethanol
—— 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