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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
—— Acetimidic acid, N-((dimethylcarbamoyl)oxy)thio-, methyl ester 17564-90-8 C6H12N2O2S
Acetimidic acid, N-((dimethylcarbamoyl)oxy)thio-, methyl ester
—— O-Ethyl O-[2-(methanesulfinyl)ethyl] methylphosphonothioate 53151-67-0 C6H15O3PS2
O-Ethyl O-[2-(methanesulfinyl)ethyl] methylphosphonothioate
—— 2-chloro-4-ethylthioaniline 75867-48-0 C8H10ClNS
2-chloro-4-ethylthioaniline
—— Dimethyl N,N'-(dithiobis((methylimino)carbonyloxy))bisethanimidothioate 68789-90-2 C10H18N4O4S4
Dimethyl N,N'-(dithiobis((methylimino)carbonyloxy))bisethanimidothioate
—— 3-methyl-1-(methylsulfinyl)-1-(methylthio)cyclobutane 1254062-42-4 C7H14OS2
3-methyl-1-(methylsulfinyl)-1-(methylthio)cyclobutane
—— tert-butyl{[3-(methylsulfinyl)-3-(methylthio)cyclobutyl]oxy}diphenylsilane 1379375-09-3 C22H30O2S2Si
tert-butyl{[3-(methylsulfinyl)-3-(methylthio)cyclobutyl]oxy}diphenylsilane
—— methyl 2-(phenylthio)hexanoate 75280-16-9 C13H18O2S
methyl 2-(phenylthio)hexanoate
—— methyl 2-ethyl-4-phenylthiohex-2-enoate 86895-91-2 C15H20O2S
methyl 2-ethyl-4-phenylthiohex-2-enoate
—— methyl 2-phenylthiohex-2-enoate 75280-28-3 C13H16O2S
methyl 2-phenylthiohex-2-enoate
—— 2-Ethyl-4,8-dimethyl-5-oxo-6-oxa-3,9-dithia-2,4,7-triazadec-7-enoic acid 1-methylethyl ester 65907-52-0 C11H21N3O4S2
2-Ethyl-4,8-dimethyl-5-oxo-6-oxa-3,9-dithia-2,4,7-triazadec-7-enoic acid 1-methylethyl ester
—— 5-(4-methylthiobenzyl)-3-(morpholin-4-ylmethyl)-1,3,4-oxadiazole-2(3H)-thione 1257393-58-0 C15H19N3O2S2
5-(4-methylthiobenzyl)-3-(morpholin-4-ylmethyl)-1,3,4-oxadiazole-2(3H)-thione
—— 4-butyl-5-(phenylthio)-1-(4-(trimethylsilyl)but-3-ynyl)-1H-1,2,3-triazole 1605324-42-2 C19H27N3SSi
4-butyl-5-(phenylthio)-1-(4-(trimethylsilyl)but-3-ynyl)-1H-1,2,3-triazole
—— methyl 2-ethyl-2-phenylthiohex-3-enoate 86895-82-1 C15H20O2S
methyl 2-ethyl-2-phenylthiohex-3-enoate
—— Bis-(1-methyldodecyl)-sulfid 50688-06-7 C26H54S
Bis-(1-methyldodecyl)-sulfid
—— 6-Oxa-3,9-dithia-2,4,7-triazadec-7-enoic acid, 5-oxo-2,4,8-trimethyl-, thiodi-4,1-phenylene ester 79006-83-0 C26H32N6O8S5
6-Oxa-3,9-dithia-2,4,7-triazadec-7-enoic acid, 5-oxo-2,4,8-trimethyl-, thiodi-4,1-phenylene ester
—— 1,3-bis[(E)-nonylideneamino]thiourea —— C19H38N4S
1,3-bis[(E)-nonylideneamino]thiourea
—— (4-methoxy-2-(methylthio)pyrimidin-5-yl)methanol 1591828-15-7 C7H10N2O2S
(4-methoxy-2-(methylthio)pyrimidin-5-yl)methanol
—— N-(di-n-butylcarbamothioyl)cyclohexanecarboxamide 446310-18-5 C16H30N2OS
N-(di-n-butylcarbamothioyl)cyclohexanecarboxamide
—— N-(diethylcarbamothioyl)cyclohexanecarboxamide 939266-38-3 C12H22N2OS
N-(diethylcarbamothioyl)cyclohexanecarboxamide
—— (3-dimethylthiocarbamoylsulfanyl-phenyl)-acetic acid methyl ester 591775-16-5 C12H15NO3S
(3-dimethylthiocarbamoylsulfanyl-phenyl)-acetic acid methyl ester
—— 2-(4-methoxyphenylthio)-4-(pyrrolidin-1-yl)pyridine-3-carbonitrile 1073059-22-9 C17H17N3OS
2-(4-methoxyphenylthio)-4-(pyrrolidin-1-yl)pyridine-3-carbonitrile
—— 2-(phenylthio)-4-(pyrrolidin-1-yl)pyridine-3-carbonitrile 1073059-19-4 C16H15N3S
2-(phenylthio)-4-(pyrrolidin-1-yl)pyridine-3-carbonitrile
—— 2-(4-fluorophenylthio)-4-(pyrrolidin-1-yl)pyridine-3-carbonitrile 1073059-24-1 C16H14FN3S
2-(4-fluorophenylthio)-4-(pyrrolidin-1-yl)pyridine-3-carbonitrile
—— 2-(3-methoxyphenylthio)-4-(pyrrolidin-1-yl)pyridine-3-carbonitrile 1073059-21-8 C17H17N3OS
2-(3-methoxyphenylthio)-4-(pyrrolidin-1-yl)pyridine-3-carbonitrile
—— 2-benzylthio-4-(pyrrolidin-1-yl)pyridine-3-carbonitrile 1073059-23-0 C17H17N3S
2-benzylthio-4-(pyrrolidin-1-yl)pyridine-3-carbonitrile
—— O-Butyl-N-acetylthionocarbamat 19958-21-5 C7H13NO2S
O-Butyl-N-acetylthionocarbamat
—— 7,7-Dimethyl-3-oxo-4-oxa-8-thia-2,5-diazanon-5-ene-2-sulfinic acid decyl ester 77248-45-4 C17H34N2O4S2
7,7-Dimethyl-3-oxo-4-oxa-8-thia-2,5-diazanon-5-ene-2-sulfinic acid decyl ester
—— N,N'-bis(3-triethylsilylpropyl)thiocarbamide 72397-93-4 C19H44N2SSi2
N,N'-bis(3-triethylsilylpropyl)thiocarbamide
—— 4,5-(1,4-Dioxanediyl-2,3-dithio)-1,3-dithiole-2-thione 371959-37-4 C7H6O2S5
4,5-(1,4-Dioxanediyl-2,3-dithio)-1,3-dithiole-2-thione
—— 4-Methylene-2,6,8,10-tetrathiabicyclo<5.3.0>dec-1(7)-ene-9-thione 161432-95-7 C7H6S5
4-Methylene-2,6,8,10-tetrathiabicyclo<5.3.0>dec-1(7)-ene-9-thione
—— bis(amino-2 methyl-1 ethylthio) di-isopentylacetal 91486-00-9 C17H38N2S2
bis(amino-2 methyl-1 ethylthio) di-isopentylacetal
—— Pentadec-14-ene-1-thiol 1005387-19-8 C15H30S
Pentadec-14-ene-1-thiol
—— 5-(4-(4-Chloro-phenylsulfanyl)-6-methyl-1,3-dioxo-1,3-dihydro-pyrrolo[3,4-c]pyridin-2-ylmethyl)-2-(oxalyl-amino)-4,7-dihydro-5H-thieno[2,3-c]pyran-3-carboxylic acid 330191-36-1 C25H18ClN3O8S2
5-(4-(4-Chloro-phenylsulfanyl)-6-methyl-1,3-dioxo-1,3-dihydro-pyrrolo[3,4-c]pyridin-2-ylmethyl)-2-(oxalyl-amino)-4,7-dihydro-5H-thieno[2,3-c]pyran-3-carboxylic acid
—— 6-(4-dimethylamino-PHENYLSULFANYL)-HEXANOIC acid hydroxyamide 698352-41-9 C14H22N2O2S
6-(4-dimethylamino-PHENYLSULFANYL)-HEXANOIC acid hydroxyamide
—— spiro[benzo-1,3-dithiol-2,2'-[3',3']dimethyl-[2']-(propan-[2'']-ylidene)cyclopropane] 1041006-49-8 C14H16S2
spiro[benzo-1,3-dithiol-2,2'-[3',3']dimethyl-[2']-(propan-[2'']-ylidene)cyclopropane]
—— Methyl 3-(4-aminophenyl)sulfanylbenzoate 1026074-63-4 C14H13NO2S
Methyl 3-(4-aminophenyl)sulfanylbenzoate
—— 2,3-Dimethyl-thiiren-1,1-dioxid 30646-57-2 C4H6O2S
2,3-Dimethyl-thiiren-1,1-dioxid
—— (3-(4-dimethylaminophenylsulfanyl)phenyl)methanol 698352-89-5 C15H17NOS
(3-(4-dimethylaminophenylsulfanyl)phenyl)methanol
—— methyl 3-(4-dimethylaminophenylsulfanyl)benzoate 698352-87-3 C16H17NO2S
methyl 3-(4-dimethylaminophenylsulfanyl)benzoate
—— 1-bromo-5-isothiocyanato-pentane 31520-33-9 C6H10BrNS
1-bromo-5-isothiocyanato-pentane
—— 2,2-bis(trifluoromethyl)-3-<2-methyl-1-propenyl>-4,4-dimethyl-1-thietane 1,1-dioxide 109183-91-7 C11H14F6O2S
2,2-bis(trifluoromethyl)-3-<2-methyl-1-propenyl>-4,4-dimethyl-1-thietane 1,1-dioxide
—— 2,5-di-isothiocyanato-2,5-dimethylhex-3-ene 116065-15-7 C10H14N2S2
2,5-di-isothiocyanato-2,5-dimethylhex-3-ene
—— 1-(4-chlorophenyl)-4-(3-((4-fluorophenyl)thio)propyl)-1,4-diazepane 1359850-03-5 C20H24ClFN2S
1-(4-chlorophenyl)-4-(3-((4-fluorophenyl)thio)propyl)-1,4-diazepane
—— 2-Methyl-pent-1-en-3-thiol 56502-84-2 C6H12S
2-Methyl-pent-1-en-3-thiol
—— 2-(3-Cyano-4,6-dimethyl)pyridyl acetonyl sulfide 52579-28-9 C11H12N2OS
2-(3-Cyano-4,6-dimethyl)pyridyl acetonyl sulfide
—— 2-methyl-2-ethoxypropionic acid (methylsulfanyl)methyl ester 1256080-00-8 C8H16O3S
2-methyl-2-ethoxypropionic acid (methylsulfanyl)methyl ester
—— 4-(4-fluorophenylthio)-6-(4-ethylpiperazin-1-yl-methyl)-2,3-dihydro-1H-8-thia-5,7-diazacyclopenta[a]indene 1321891-39-7 C22H25FN4S2
4-(4-fluorophenylthio)-6-(4-ethylpiperazin-1-yl-methyl)-2,3-dihydro-1H-8-thia-5,7-diazacyclopenta[a]indene
—— 3-chloro-2-(phenylthio)propenonitrile 1048970-63-3 C9H6ClNS
3-chloro-2-(phenylthio)propenonitrile
—— 4-phenylthio-6-(4-ethylpiperazin-1-yl-methyl)-2,3-dihydro-1H-8-thia-5,7-diazacyclopenta[a]indene 1321891-32-0 C22H26N4S2
4-phenylthio-6-(4-ethylpiperazin-1-yl-methyl)-2,3-dihydro-1H-8-thia-5,7-diazacyclopenta[a]indene
—— di-(6-hydroxy-5,5-dimethylpentyl)sulfide 412934-91-9 C14H30O2S
di-(6-hydroxy-5,5-dimethylpentyl)sulfide