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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
—— 4-phenylthio-1-pentanol 91967-97-4 C11H16OS
4-phenylthio-1-pentanol
—— propan-2-yl triphenylstannylsulfanylformate 310465-00-0 C22H22O2SSn
propan-2-yl triphenylstannylsulfanylformate
—— bis-(8-ethoxycarbonyl-2,2,6,6-tetramethylbenzo[1,2-d;4,5-d]-bis[1,3]dithiol-4-yl)mono(8-carboxyl-2,2,6,6-tetramethylbenzo[1,2-d;4,5-d]-bis[1,3]dithiol-4-yl)methyl radical 1429310-47-3 C44H47O6S12
bis-(8-ethoxycarbonyl-2,2,6,6-tetramethylbenzo[1,2-d;4,5-d]-bis[1,3]dithiol-4-yl)mono(8-carboxyl-2,2,6,6-tetramethylbenzo[1,2-d;4,5-d]-bis[1,3]dithiol-4-yl)methyl radical
—— N,N-Diethyl-S-pentafluorophenyl-thiohydroxylamine 35366-53-1 C10H10F5NS
N,N-Diethyl-S-pentafluorophenyl-thiohydroxylamine
—— bis-(4,6-bis-phenylsulfanyl-[1,3,5]triazin-2-yl)-amine 33190-93-1 C30H21N7S4
bis-(4,6-bis-phenylsulfanyl-[1,3,5]triazin-2-yl)-amine
—— 2-(O,O-Diethyl-phosphorothiolyl)-4,6-bis(butyl-xantyl)-s-triazin 10158-85-7 C17H28N3O5PS5
2-(O,O-Diethyl-phosphorothiolyl)-4,6-bis(butyl-xantyl)-s-triazin
—— nitro-[1,3]thiazinan-2-ylidene-acetic acid 2-phenylsulfanyl-ethyl ester 60517-61-5 C14H16N2O4S2
nitro-[1,3]thiazinan-2-ylidene-acetic acid 2-phenylsulfanyl-ethyl ester
—— thiophosphoric acid <i>S</i>-(5-allylsulfanyl-2-oxo-[1,3,4]thiadiazol-3-ylmethyl) ester <i>O</i>,<i>O</i>'-dimethyl ester 92526-83-5 C8H13N2O4PS3
thiophosphoric acid <i>S</i>-(5-allylsulfanyl-2-oxo-[1,3,4]thiadiazol-3-ylmethyl) ester <i>O</i>,<i>O</i>'-dimethyl ester
—— 2,3,6,7-Tetrachloro-9,10-dithia-1,4,5,8-tetraaza-anthracene 51627-37-3 C8Cl4N4S2
2,3,6,7-Tetrachloro-9,10-dithia-1,4,5,8-tetraaza-anthracene
—— 56593-00-1 C14H24S
—— methyl pyruvate diphenyl dithioacetal 105961-89-5 C16H16O2S2
methyl pyruvate diphenyl dithioacetal
—— 75642-17-0 C4H12N*C9H18N3S6Zn
—— 3-Hydroxy-4-(2-methyl-[1,3]dithian-2-yl)-butyric acid methyl ester 459156-73-1 C10H18O3S2
3-Hydroxy-4-(2-methyl-[1,3]dithian-2-yl)-butyric acid methyl ester
—— 62672-87-1 C11H22S2
—— 129110-62-9 C12H17FS
—— (2R,3R,4S,5R)-5-((E)-2-Methyl-3-phenylsulfanyl-allyl)-2-[(2S,3S)-3-((1R,2S)-1-methyl-2-triethylsilanyloxy-propyl)-oxiranylmethyl]-3,4-bis-triethylsilanyloxy-tetrahydro-pyran 117467-94-4 C40H74O5SSi3
(2R,3R,4S,5R)-5-((E)-2-Methyl-3-phenylsulfanyl-allyl)-2-[(2S,3S)-3-((1R,2S)-1-methyl-2-triethylsilanyloxy-propyl)-oxiranylmethyl]-3,4-bis-triethylsilanyloxy-tetrahydro-pyran
—— 2-[(Z)-5-(3-[1,3]Dioxolan-2-yl-1-phenylsulfanyl-propyl)-4-methoxy-hexadec-4-enyloxy]-tetrahydro-pyran 95091-25-1 C34H56O5S
2-[(Z)-5-(3-[1,3]Dioxolan-2-yl-1-phenylsulfanyl-propyl)-4-methoxy-hexadec-4-enyloxy]-tetrahydro-pyran
—— [2-(4-Chloro-2-methoxy-phenylsulfanyl)-4-methoxy-phenyl]-acetonitrile 79332-69-7 C16H14ClNO2S
[2-(4-Chloro-2-methoxy-phenylsulfanyl)-4-methoxy-phenyl]-acetonitrile
—— <(Phenylthio)methylene>adamantane 33521-89-0 C17H20S
<(Phenylthio)methylene>adamantane
—— 1309372-04-0 C34H54N6O10SSi
—— 4,4-(trimethylenedithio)-(E,E)-6,8-decadienal 139230-36-7 C13H20OS2
4,4-(trimethylenedithio)-(E,E)-6,8-decadienal
—— pentafluorophenyl(2,3,5,6-tetrafluoro-4-pyridyl)sulfane 56354-54-2 C11F9NS
pentafluorophenyl(2,3,5,6-tetrafluoro-4-pyridyl)sulfane
—— 4-(4-(2-chloroacetamido)phenylthio)-N-methylpicolinamide 1291103-29-1 C15H14ClN3O2S
4-(4-(2-chloroacetamido)phenylthio)-N-methylpicolinamide
—— N-(3-(6-amino-8-((6-iodobenzo[d][1,3]dioxol-5-yl)thio)-9H-purin-9-yl)propyl)pivalamide 1402546-12-6 C20H23IN6O3S
N-(3-(6-amino-8-((6-iodobenzo[d][1,3]dioxol-5-yl)thio)-9H-purin-9-yl)propyl)pivalamide
—— 1255910-36-1 C21H14F7NS2
—— O-(6-methylenecyclodecyl)-S-methyl dithiocarbonate 133367-13-2 C13H22OS2
O-(6-methylenecyclodecyl)-S-methyl dithiocarbonate
—— 1-(cyclohex-1-enyl)-3-methanesulfonyl-3-azahex-5-yn-1-one 1005481-66-2 C12H17NO3S
1-(cyclohex-1-enyl)-3-methanesulfonyl-3-azahex-5-yn-1-one
—— 2-(NN'-dimethylhydrazino)ethanethiol 66175-27-7 C4H12N2S
2-(NN'-dimethylhydrazino)ethanethiol
—— 8-Methyl-2,3-dihydro-6H-[1,4]dithiino[2,3-d]pyridazin-5-one 33589-76-3 C7H8N2OS2
8-Methyl-2,3-dihydro-6H-[1,4]dithiino[2,3-d]pyridazin-5-one
—— (+/-)-2-Phenylsulfanyl-1-(2-pyridinyl)ethanol 375367-57-0 C13H13NOS
(+/-)-2-Phenylsulfanyl-1-(2-pyridinyl)ethanol
—— 2-((3-(4-(2,6-di-tert-butylpyrimidin-4-yl)-1,4-diazepan-1-yl)-2-methylpropyl)thio)pyrimidin-4-ol 193607-69-1 C25H40N6OS
2-((3-(4-(2,6-di-tert-butylpyrimidin-4-yl)-1,4-diazepan-1-yl)-2-methylpropyl)thio)pyrimidin-4-ol
—— N-(1,3-benzothiazol-2-yl)-2-(4-chlorophenyl)sulfanylpyridine-3-carboxamide 97936-26-0 C19H12ClN3OS2
N-(1,3-benzothiazol-2-yl)-2-(4-chlorophenyl)sulfanylpyridine-3-carboxamide
—— Allyl-(1-dimethylcarbamoyl-1-methyl-ethyl)-dithiocarbamic acid allyl ester 61796-14-3 C13H22N2OS2
Allyl-(1-dimethylcarbamoyl-1-methyl-ethyl)-dithiocarbamic acid allyl ester
—— methyl 2-ethenyl-2,4-dimethyl-4-pentenedithioate 107094-84-8 C10H16S2
methyl 2-ethenyl-2,4-dimethyl-4-pentenedithioate
—— 6-{6-[1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazol-4-yl]-[1,2,4]triazolo[4,3-b]pyridazin-3-ylsulfanyl}-quinoline 1022151-64-9 C23H25N7OSSi
6-{6-[1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazol-4-yl]-[1,2,4]triazolo[4,3-b]pyridazin-3-ylsulfanyl}-quinoline
—— 2-(4-bromophenyl)-2-(phenylthio)penta-3,4-dien-1-ol 941270-74-2 C17H15BrOS
2-(4-bromophenyl)-2-(phenylthio)penta-3,4-dien-1-ol
—— 2,2-dimethyl-2,3-dihydro-benzothiazole; silver (I)-compound 108724-45-4 Ag*C9H10NS
2,2-dimethyl-2,3-dihydro-benzothiazole; silver (I)-compound
—— 3-(3-chlorophenylsulfanyl)-1H-pyrrolo[3,2-b]pyridine-2-carboxylic acid amide 853685-39-9 C14H10ClN3OS
3-(3-chlorophenylsulfanyl)-1H-pyrrolo[3,2-b]pyridine-2-carboxylic acid amide
—— tris-dimethylthiocarbamoylsulfanyl-[1,3,5]triazine 33096-56-9 C12H18N6S6
tris-dimethylthiocarbamoylsulfanyl-[1,3,5]triazine
—— 2,4-Bis-methylmercapto-8-phenylmercapto-chinazolin 37575-89-6 C16H14N2S3
2,4-Bis-methylmercapto-8-phenylmercapto-chinazolin
—— 4-[(E)-Phenylimino]-3-p-tolylsulfanyl-cyclohexa-2,5-dienone 104053-97-6 C19H15NOS
4-[(E)-Phenylimino]-3-p-tolylsulfanyl-cyclohexa-2,5-dienone
—— 3-Methylmercapto-5-ethoxalylmethyl-1,2,4-thiadiazol 90007-63-9 C8H10N2O3S2
3-Methylmercapto-5-ethoxalylmethyl-1,2,4-thiadiazol
—— 2-benzyl-4-benzylsulfanyl-5-hydroxy-2<i>H</i>-pyridazin-3-one 25818-65-9 C18H16N2O2S
2-benzyl-4-benzylsulfanyl-5-hydroxy-2<i>H</i>-pyridazin-3-one
—— 3-((4-chlorophenyl)thio)-2-(thiophen-2-yl)imidazo[1,2-a]pyridine 1609583-51-8 C17H11ClN2S2
3-((4-chlorophenyl)thio)-2-(thiophen-2-yl)imidazo[1,2-a]pyridine
—— 2-[3-(phenylthio)-1-propynyl]-1-cyclohexanol 130158-50-8 C15H18OS
2-[3-(phenylthio)-1-propynyl]-1-cyclohexanol
—— 143300-91-8 C33H15F15N3RhS3
—— 4-nitrotetrafluorophenyl-pentafluorophenylsulfane 18504-15-9 C12F9NO2S
4-nitrotetrafluorophenyl-pentafluorophenylsulfane
—— 131660-04-3 C11H8CdN2S
—— (β-Hydroxy-ethyl)-(3-ethylmercapto-phenyl)-sulfid 22017-39-6 C10H14OS2
(β-Hydroxy-ethyl)-(3-ethylmercapto-phenyl)-sulfid
—— Di-(p-bromphenyl)trithiocarbonat 96464-40-3 C13H8Br2S3
Di-(p-bromphenyl)trithiocarbonat