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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
—— ethenesulfenic acid 2492-74-2 C2H4OS
ethenesulfenic acid
—— 1,2-Bis-butylsulfanyl-4-methyl-benzene 128101-87-1 C15H24S2
1,2-Bis-butylsulfanyl-4-methyl-benzene
—— <2-Butyloxy-aethyl>-vinyl-sulfoxyd 81577-06-2 C8H16O2S
<2-Butyloxy-aethyl>-vinyl-sulfoxyd
—— 8-methyl-2,3-dihydrothiopyrano<2,3-c>pyridine 122624-43-5 C9H11NS
8-methyl-2,3-dihydrothiopyrano<2,3-c>pyridine
—— 2-(2-methylbenzylthio)-3,6-diisopropylpyrazine 120061-25-8 C18H24N2S
2-(2-methylbenzylthio)-3,6-diisopropylpyrazine
—— 4-Methyl-1,2-bis-propylsulfanyl-benzene 126829-16-1 C13H20S2
4-Methyl-1,2-bis-propylsulfanyl-benzene
—— (2R)-2-[[2-amino-5-[(2-methylphenyl)methylsulfanyl]-[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino]-4-methylpentan-1-ol 463954-23-6 C19H25N5OS2
(2R)-2-[[2-amino-5-[(2-methylphenyl)methylsulfanyl]-[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino]-4-methylpentan-1-ol
—— 2-((4-thiocyanatophenyl)amino)ethan-1-ol 29269-89-4 C9H10N2OS
2-((4-thiocyanatophenyl)amino)ethan-1-ol
—— 1-Methyl-2,3-bis-propylsulfanyl-benzene 128101-85-9 C13H20S2
1-Methyl-2,3-bis-propylsulfanyl-benzene
—— dimethyl-thiocarbamic acid S-(2,3-difluoro-phenyl) ester 1028843-10-8 C9H9F2NOS
dimethyl-thiocarbamic acid S-(2,3-difluoro-phenyl) ester
—— (2R,3R)-2,3-bis((tert-butyldiphenylsiloxy)methyl)-1,1-bis(methylthio)cyclobutane 129215-08-3 C40H52O2S2Si2
(2R,3R)-2,3-bis((tert-butyldiphenylsiloxy)methyl)-1,1-bis(methylthio)cyclobutane
—— 2-[(2-methylbenzyl)thio]pyridine 646511-49-1 C13H13NS
2-[(2-methylbenzyl)thio]pyridine
—— 4-Chloro-6-(2,6-difluoro-phenylamino)-2-methylsulfanyl-pyrimidine-5-carbaldehyde 444605-13-4 C12H8ClF2N3OS
4-Chloro-6-(2,6-difluoro-phenylamino)-2-methylsulfanyl-pyrimidine-5-carbaldehyde
—— 4-Chloro-6-(2,6-difluoro-phenylamino)-2-methylsulfanyl-pyrimidine-5-carbonitrile 357935-93-4 C12H7ClF2N4S
4-Chloro-6-(2,6-difluoro-phenylamino)-2-methylsulfanyl-pyrimidine-5-carbonitrile
—— ethyl β-(5-phenyl-3-isoxazolylthio)propionic acid 66196-70-1 C12H11NO3S
ethyl β-(5-phenyl-3-isoxazolylthio)propionic acid
—— 8-(phenylsulfanyl)octa-1,6-diene 872978-72-8 C14H18S
8-(phenylsulfanyl)octa-1,6-diene
—— 2-(carboethoxy)ethyl n-hexyl sulfoxide 1421788-87-5 C11H22O3S
2-(carboethoxy)ethyl n-hexyl sulfoxide
—— 3-(tert-butylsulfinyl)propionic acid ethyl ester 49833-28-5 C9H18O3S
3-(tert-butylsulfinyl)propionic acid ethyl ester
—— 3-(cyclohexylsulfinyl)propionic acid ethyl ester 850175-36-9 C11H20O3S
3-(cyclohexylsulfinyl)propionic acid ethyl ester
—— 2-(1-((tert-butyldimethylsilyl)oxy)vinyl)-6,10-dithiaspiro[4,5]dec-2-ene 868764-59-4 C16H28OS2Si
2-(1-((tert-butyldimethylsilyl)oxy)vinyl)-6,10-dithiaspiro[4,5]dec-2-ene
—— (E)-1-(t-butylthio)oct-2-ene 104221-12-7 C12H24S
(E)-1-(t-butylthio)oct-2-ene
—— 4-Aza-phenothiazin-10-carbonsaeure-1-piperidino-propylester-3 74512-20-2 C20H23N3O2S
4-Aza-phenothiazin-10-carbonsaeure-1-piperidino-propylester-3
—— O-1-pentylprop-2-enyl N,N-dimethylthiocarbamate 65367-40-0 C11H21NOS
O-1-pentylprop-2-enyl N,N-dimethylthiocarbamate
—— S-<(E)-oct-2-enyl> N,N-dimethyl(thiocarbamate) 69265-29-8 C11H21NOS
S-<(E)-oct-2-enyl> N,N-dimethyl(thiocarbamate)
—— thiostearamide 13144-71-3 C18H37NS
thiostearamide
—— 2-(2-Methyl-1,3-dithian-2-yl)ethanol 124764-26-7 C7H14OS2
2-(2-Methyl-1,3-dithian-2-yl)ethanol
—— 1<i>t</i>-phenylsulfanyl-oct-1-en-3-ol 56561-13-8 C14H20OS
1<i>t</i>-phenylsulfanyl-oct-1-en-3-ol
—— 1-Amino-2,3,4,5-tetrakis(trifluormethylthio)pyrrol 100596-64-3 C8H2F12N2S4
1-Amino-2,3,4,5-tetrakis(trifluormethylthio)pyrrol
—— 3,5-Dimethyl-6-p-tolylthiohydrochinon 30771-69-8 C15H16O2S
3,5-Dimethyl-6-p-tolylthiohydrochinon
—— (E)-1-(methylthio)oct-2-ene 91944-69-3 C9H18S
(E)-1-(methylthio)oct-2-ene
—— 1-(2-Pyridylthio)-2(E)-octene 85250-55-1 C13H19NS
1-(2-Pyridylthio)-2(E)-octene
—— 3-(phenylthio)oct-1-ene 79243-01-9 C14H20S
3-(phenylthio)oct-1-ene
—— butyl β,β-dichlorovinyl sulfone 41856-73-9 C6H10Cl2O2S
butyl β,β-dichlorovinyl sulfone
—— (Z)-1-(phenylthio)oct-2-ene 91789-07-0 C14H20S
(Z)-1-(phenylthio)oct-2-ene
—— 2-methyldithiocarbazic acid propyl ester 156839-05-3 C5H12N2S2
2-methyldithiocarbazic acid propyl ester
—— (S)-2-methyl 3-(2-methylbenzenethio)-propanol 1169759-93-6 C11H16OS
(S)-2-methyl 3-(2-methylbenzenethio)-propanol
—— tris(2,2,6,6-tetramethylbenzo[1,2-d:4,5-d']bis[1,3]dithiol-4-yl)methyl 367273-42-5 C37H39S12
tris(2,2,6,6-tetramethylbenzo[1,2-d:4,5-d']bis[1,3]dithiol-4-yl)methyl
—— 4-(O-tolylthio)pentan-2-one 1243579-00-1 C12H16OS
4-(O-tolylthio)pentan-2-one
—— (S)-2-<1-(2-hydroxypropyl)>-2-phenyl-1,3-dithiane 167780-48-5 C13H18OS2
(S)-2-<1-(2-hydroxypropyl)>-2-phenyl-1,3-dithiane
—— ethyl 2-(4-cyclopropanecarboxamidophenylsulfanyl)-5-amino-6-(5-methylpyrazol-3-ylamino)-4-pyrimidinecarboxylate 888020-18-6 C21H23N7O3S
ethyl 2-(4-cyclopropanecarboxamidophenylsulfanyl)-5-amino-6-(5-methylpyrazol-3-ylamino)-4-pyrimidinecarboxylate
—— (2S)-1-[4-(2-{6-amino-8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]-9H-purin-9-yl}ethyl)piperidin-1-yl]-1-oxopropan-2-yl 2-(morpholin-4-yl)ethyl carbonate 1404475-92-8 C29H36BrN7O7S
(2S)-1-[4-(2-{6-amino-8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]-9H-purin-9-yl}ethyl)piperidin-1-yl]-1-oxopropan-2-yl 2-(morpholin-4-yl)ethyl carbonate
—— 2-(Methylthio)-thiocarbonyl-1,2,2-trimethyl-hydrazin 25554-64-7 C5H12N2S2
2-(Methylthio)-thiocarbonyl-1,2,2-trimethyl-hydrazin
—— 4-(phenylthio)pentan-2-one 174510-05-5 C11H14OS
4-(phenylthio)pentan-2-one
—— (+/-)-2-<1-(2-hydroxypropyl)>-2-phenyl-1,3-dithiane 167780-46-3 C13H18OS2
(+/-)-2-<1-(2-hydroxypropyl)>-2-phenyl-1,3-dithiane
—— prop-2-enyl N-[2-methoxyethyl(methyl)-lambda4-sulfanylidene]carbamate 1041856-61-4 C8H15NO3S
prop-2-enyl N-[2-methoxyethyl(methyl)-lambda4-sulfanylidene]carbamate
—— 1-methanesulfinyl-2-methoxy-ethane 73143-59-6 C4H10O2S
1-methanesulfinyl-2-methoxy-ethane
—— 1-(3-carboxyprop-1-yl)-2-(4-fluorobenzyl)-thio-5-(2-methylpyrazol-4-ylmethyl)-pyrimidin-4-one 304902-90-7 C20H21FN4O3S
1-(3-carboxyprop-1-yl)-2-(4-fluorobenzyl)-thio-5-(2-methylpyrazol-4-ylmethyl)-pyrimidin-4-one
—— 1,2,3,4,5-Pentamethylcyclopenta-2,4-diene-1-thiol 114564-14-6 C10H16S
1,2,3,4,5-Pentamethylcyclopenta-2,4-diene-1-thiol
—— 2-Methyl-2-(4-pentenyl)-4-(phenylthio)-3-sulfolene 124243-70-5 C16H20O2S2
2-Methyl-2-(4-pentenyl)-4-(phenylthio)-3-sulfolene
—— 2-methyl-4-(phenylthio)-2,5-dihydrothiophene 1,1-dioxide 104664-79-1 C11H12O2S2
2-methyl-4-(phenylthio)-2,5-dihydrothiophene 1,1-dioxide