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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
—— 8-(6-bromo-3,4-methylenedioxyphenylthio)-9-[{1-(3-hydroxypropyl)-1H-1,2,3-triazol-4-yl}butyl]adenine 1243536-50-6 C21H23BrN8O3S
8-(6-bromo-3,4-methylenedioxyphenylthio)-9-[{1-(3-hydroxypropyl)-1H-1,2,3-triazol-4-yl}butyl]adenine
—— 8-(6-bromo-3,4-methylenedioxyphenylthio)-9-[{1-(3-hydroxypropyl)-1H-1,2,3-triazol-4-yl}propyl]adenine 1243536-49-3 C20H21BrN8O3S
8-(6-bromo-3,4-methylenedioxyphenylthio)-9-[{1-(3-hydroxypropyl)-1H-1,2,3-triazol-4-yl}propyl]adenine
—— 3,3-dimethylcyclohexanethiol 928648-45-7 C8H16S
3,3-dimethylcyclohexanethiol
—— 2,3-Dihydrothiazolo<3,2-c>-pyrimidin-5-on 51068-10-1 C6H6N2OS
2,3-Dihydrothiazolo<3,2-c>-pyrimidin-5-on
—— 6-[(3,3-dimethylcyclohexyl)thio]-pyridine-3-carbonitrile 928648-46-8 C14H18N2S
6-[(3,3-dimethylcyclohexyl)thio]-pyridine-3-carbonitrile
—— Methyl 5-(5-cyanopyridin-2-yl)sulfanyl-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]pyridine-3-carboxylate 950857-47-3 C21H14F3N3O3S
Methyl 5-(5-cyanopyridin-2-yl)sulfanyl-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]pyridine-3-carboxylate
—— 3-(5-cyano-pyridin-2-ylsulfanyl)-benzoic acid 888968-33-0 C13H8N2O2S
3-(5-cyano-pyridin-2-ylsulfanyl)-benzoic acid
—— tert-butyl {2-[(5-cyanopyridin-2-yl)thio]ethyl}carbamate 1059191-68-2 C13H17N3O2S
tert-butyl {2-[(5-cyanopyridin-2-yl)thio]ethyl}carbamate
—— 1,1,1,2,3,4,4-Heptafluoro-4-methylsulfanyl-2-trifluoromethyl-butane 71126-98-2 C6H4F10S
1,1,1,2,3,4,4-Heptafluoro-4-methylsulfanyl-2-trifluoromethyl-butane
—— 3-[(2-Mercapto-1-methylpropyl)thio]butan-2-ol,monosodium salt —— C8H17NaOS2
3-[(2-Mercapto-1-methylpropyl)thio]butan-2-ol,monosodium salt
—— 1-(4-Aminobutyl)-2-(6-iodobenzo[d][1,3]dioxol-5-ylthio)-1H-imidazo[4,5-c]pyridin-4-amine 1061318-17-9 C17H18IN5O2S
1-(4-Aminobutyl)-2-(6-iodobenzo[d][1,3]dioxol-5-ylthio)-1H-imidazo[4,5-c]pyridin-4-amine
—— 2-[4,5-bis(hexylsulfanyl)-1,3-dithiol-2-ylidene]-5H-[1,3]dithiolo[4,5-c]pyrrole 1239448-97-5 C20H29NS6
2-[4,5-bis(hexylsulfanyl)-1,3-dithiol-2-ylidene]-5H-[1,3]dithiolo[4,5-c]pyrrole
—— N-(4-(4-amino-2-(6-iodobenzo[d][1,3]dioxol-5-ylthio)-1H-imidazo[4,5-c]pyridin-1-yl)butyl)acetamide 1061318-13-5 C19H20IN5O3S
N-(4-(4-amino-2-(6-iodobenzo[d][1,3]dioxol-5-ylthio)-1H-imidazo[4,5-c]pyridin-1-yl)butyl)acetamide
—— methyl-(2-phenylsulfanyl-ethyl)-amine; hydrochloride 114458-72-9 C9H13NS*ClH
methyl-(2-phenylsulfanyl-ethyl)-amine; hydrochloride
—— 2-(phenylthiomethyl)prop-2-enylmethylamine 132169-37-0 C11H15NS
2-(phenylthiomethyl)prop-2-enylmethylamine
—— 4-(2-{4-amino-2-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]-1H-imidazo[4,5-c]pyridin-1-yl}ethyl)piperidine-1-carbaldehyde 1333235-21-4 C21H22BrN5O3S
4-(2-{4-amino-2-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]-1H-imidazo[4,5-c]pyridin-1-yl}ethyl)piperidine-1-carbaldehyde
—— 2-(6-bromobenzo[d][1,3]dioxol-5-ylthio)-1H-imidazo[4,5-c]pyridin-4-amine 1012059-55-0 C13H9BrN4O2S
2-(6-bromobenzo[d][1,3]dioxol-5-ylthio)-1H-imidazo[4,5-c]pyridin-4-amine
—— 2-Allylmercapto-isobuttersaeure-chlorid 90001-82-4 C7H11ClOS
2-Allylmercapto-isobuttersaeure-chlorid
—— 4-[5-acetyl-2-(3-oxo-4-phenylsulfanylbutyl)-1H-pyrrol-3-yl]-1-phenylsulfanylbutan-2-one 1061162-24-0 C26H27NO3S2
4-[5-acetyl-2-(3-oxo-4-phenylsulfanylbutyl)-1H-pyrrol-3-yl]-1-phenylsulfanylbutan-2-one
—— 2-Ethylthio 2-butene 42954-19-8 C6H12S
2-Ethylthio 2-butene
—— 5-[(4-ethylbenzyl)sulfanyl]-3-(methoxymethoxy)-1-(methoxymethyl)pyridin-2(1H)-one 1417710-46-3 C18H23NO4S
5-[(4-ethylbenzyl)sulfanyl]-3-(methoxymethoxy)-1-(methoxymethyl)pyridin-2(1H)-one
—— 2-amino-5-(4-chlorophenylthio)benzonitrile 51124-39-1 C13H9ClN2S
2-amino-5-(4-chlorophenylthio)benzonitrile
—— (Diethoxy-phosphoryl)-phenylsulfanyl-acetic acid ethyl ester 79865-97-7 C14H21O5PS
(Diethoxy-phosphoryl)-phenylsulfanyl-acetic acid ethyl ester
—— (5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2-sulfanylideneimidazolidin-4-one 1489284-71-0 C17H13N3O3S2
(5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2-sulfanylideneimidazolidin-4-one
—— 1-Dimethylamino-3-thiapentan-3,3-dioxid 44916-66-7 C6H15NO2S
1-Dimethylamino-3-thiapentan-3,3-dioxid
—— 7-acetyl-3-benzylthio-5,6,7,8-tetrahydro-6-hydroxy-1,6-dimethyl-8-(pyridin-3-yl)isoquinoline-4-carbonitrile 1261295-76-4 C26H25N3O2S
7-acetyl-3-benzylthio-5,6,7,8-tetrahydro-6-hydroxy-1,6-dimethyl-8-(pyridin-3-yl)isoquinoline-4-carbonitrile
—— 7-acetyl-5,6,7,8-tetrahydro-6-hydroxy-1,6-dimethyl-3-methylthio-8-(fur-2-yl)isoquinoline-4-carbonitrile 1261295-78-6 C19H20N2O3S
7-acetyl-5,6,7,8-tetrahydro-6-hydroxy-1,6-dimethyl-3-methylthio-8-(fur-2-yl)isoquinoline-4-carbonitrile
—— Ethanamine, 2-[(3,4-dimethylphenyl)thio]- 192634-83-6 C10H15NS
Ethanamine, 2-[(3,4-dimethylphenyl)thio]-
—— (2R,4S,6R)-(4-methoxy-6-phenylsulfanyl-tetrahydro-pyran-2-yl)-ethanol 244781-34-8 C14H20O3S
(2R,4S,6R)-(4-methoxy-6-phenylsulfanyl-tetrahydro-pyran-2-yl)-ethanol
—— (2R,4S,6S)-(4-methoxy-6-phenylsulfanyl-tetrahydro-pyran-2-yl)-ethanol 244781-40-6 C14H20O3S
(2R,4S,6S)-(4-methoxy-6-phenylsulfanyl-tetrahydro-pyran-2-yl)-ethanol
—— 2-phenylthio-2,7-dimethyl-3-octen-5-yne-2,7-diol 85523-39-3 C16H20O2S
2-phenylthio-2,7-dimethyl-3-octen-5-yne-2,7-diol
—— 1,6-bisphenylthiohexa-2,4-diyne 75354-86-8 C18H14S2
1,6-bisphenylthiohexa-2,4-diyne
—— 3-(Carbamoylmercapto)-propionsaeureamid 77052-76-7 C4H8N2O2S
3-(Carbamoylmercapto)-propionsaeureamid
—— 1-(3,3,3-trifluoropropylthio)-4-bromobenzene 403793-25-9 C9H8BrF3S
1-(3,3,3-trifluoropropylthio)-4-bromobenzene
—— 3-(4-chlorophenyl)-5,6-dimethyl-2-(3,3,3-trifluoropropylthio)pyrimidin-4(3H)-one 1093750-03-8 C15H14ClF3N2OS
3-(4-chlorophenyl)-5,6-dimethyl-2-(3,3,3-trifluoropropylthio)pyrimidin-4(3H)-one
—— 4,5-Dimethyl-1-(phenylthio)-4-hexen-1-yn-3-one 162292-26-4 C14H14OS
4,5-Dimethyl-1-(phenylthio)-4-hexen-1-yn-3-one
—— (4S,5R)-5-Pentadec-1-ynyl-2-thioxo-[1,3]dioxolane-4-carboxylic acid ethyl ester 1027520-50-8 C21H34O4S
(4S,5R)-5-Pentadec-1-ynyl-2-thioxo-[1,3]dioxolane-4-carboxylic acid ethyl ester
—— N-[3-[2-(4-fluorophenylthio)phenyl]prop-2-enyl]-O-tetrahydropyranyl hydroxylamine 146372-84-1 C20H22FNO2S
N-[3-[2-(4-fluorophenylthio)phenyl]prop-2-enyl]-O-tetrahydropyranyl hydroxylamine
—— 1,8,10,17-tetraazacyclooctadecane-9,18-dithione 62829-34-9 C14H28N4S2
1,8,10,17-tetraazacyclooctadecane-9,18-dithione
—— 4,5-Dimethyl-1-phenylsulfanylhex-4-en-1-yn-3-ol 162292-78-6 C14H16OS
4,5-Dimethyl-1-phenylsulfanylhex-4-en-1-yn-3-ol
—— Ethyl 3-hydroxy-3-[1'-(phenylsulfanyl)cyclohexyl]propanedithioate 174784-03-3 C17H24OS3
Ethyl 3-hydroxy-3-[1'-(phenylsulfanyl)cyclohexyl]propanedithioate
—— [(4R,5R)-5-phenylsulfanyl-1-oxaspiro[5.5]undecan-4-yl]methanol 139747-35-6 C17H24O2S
[(4R,5R)-5-phenylsulfanyl-1-oxaspiro[5.5]undecan-4-yl]methanol
—— 1-[[2-Amino-5-[[(2,3-difluorophenyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-2-methyl-2-propanol 259101-57-0 C16H17F2N5OS2
1-[[2-Amino-5-[[(2,3-difluorophenyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-2-methyl-2-propanol
—— 2-[1'-(Phenylsulfanyl)cyclohexyl]ethane-1,2-diol 165677-48-5 C14H20O2S
2-[1'-(Phenylsulfanyl)cyclohexyl]ethane-1,2-diol
—— 2-[(3S,4R)-4-phenylsulfanyl-1-oxaspiro[4.5]decan-3-yl]ethanol 139747-36-7 C17H24O2S
2-[(3S,4R)-4-phenylsulfanyl-1-oxaspiro[4.5]decan-3-yl]ethanol
—— 4-[1'-(Phenylsulfanyl)cyclohexyl]butane-1,4-diol 136201-20-2 C16H24O2S
4-[1'-(Phenylsulfanyl)cyclohexyl]butane-1,4-diol
—— 3S-(2-chloro-4-fluorophenylthio)-2S-isobutylbutan-1,4-dioic acid 4-tert-butyl ester 198421-96-4 C18H24ClFO4S
3S-(2-chloro-4-fluorophenylthio)-2S-isobutylbutan-1,4-dioic acid 4-tert-butyl ester
—— 2S-isobutyl-3S-phenylthiobutan-1,4-dioic acid 4-tert-butyl ester 198421-43-1 C18H26O4S
2S-isobutyl-3S-phenylthiobutan-1,4-dioic acid 4-tert-butyl ester
—— 2S-isobutyl-3R-phenylthiobutan-1,4-dioic acid 4-tert-butyl ester 198421-44-2 C18H26O4S
2S-isobutyl-3R-phenylthiobutan-1,4-dioic acid 4-tert-butyl ester
—— 1-[(1'-phenylsulfanyl)cyclohexyl]butane-1,4-sulfite 247019-88-1 C16H22O3S2
1-[(1'-phenylsulfanyl)cyclohexyl]butane-1,4-sulfite