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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
—— [(Z)-4-(2,2-dimethylpropanoyloxy)-2-oxo-3-phenylsulfanylbut-3-enyl] 2,2-dimethylpropanoate 119493-39-9 C20H26O5S
[(Z)-4-(2,2-dimethylpropanoyloxy)-2-oxo-3-phenylsulfanylbut-3-enyl] 2,2-dimethylpropanoate
—— 4-Hydroxy-1,3-bis(phenylsulfanyl)but-3-en-2-one 119493-22-0 C16H14O2S2
4-Hydroxy-1,3-bis(phenylsulfanyl)but-3-en-2-one
—— 5-[4-methoxy-2-[(E)-6-[4-methoxy-2-(phenylsulfanylmethyl)pyridin-3-yl]hex-3-enyl]pyridin-3-yl]pent-1-en-3-ol 211758-66-6 C30H36N2O3S
5-[4-methoxy-2-[(E)-6-[4-methoxy-2-(phenylsulfanylmethyl)pyridin-3-yl]hex-3-enyl]pyridin-3-yl]pent-1-en-3-ol
—— 4-(phenylthio)benzene-1,3-diol 5633-58-9 C12H10O2S
4-(phenylthio)benzene-1,3-diol
—— N-(4-((4,6-dichloropyrimidin-2-yl)thio)phenyl)propionamide 936850-32-7 C13H11Cl2N3OS
N-(4-((4,6-dichloropyrimidin-2-yl)thio)phenyl)propionamide
—— 2-(4-Isobutylthiophenylthio)benzylchlorid 56056-66-7 C17H19ClS2
2-(4-Isobutylthiophenylthio)benzylchlorid
—— [(2-Methylhex-5-en-3-yl)sulfanyl]benzene 64732-74-7 C13H18S
[(2-Methylhex-5-en-3-yl)sulfanyl]benzene
—— <2-(4-Isobutylthiophenylthio)phenyl>acetonitril 56056-68-9 C18H19NS2
<2-(4-Isobutylthiophenylthio)phenyl>acetonitril
—— 2(4-Isobutylthiophenylthio)benzoesaeure 50900-48-6 C17H18O2S2
2(4-Isobutylthiophenylthio)benzoesaeure
—— 2-(Hydroxydisulfanyl)-2-methylpropane 252897-89-5 C4H10OS2
2-(Hydroxydisulfanyl)-2-methylpropane
—— 2‑benzylthio‑5‑(4‑aminophenyl)‑1,3,4‑oxadiazole 889790-16-3 C15H13N3OS
2‑benzylthio‑5‑(4‑aminophenyl)‑1,3,4‑oxadiazole
—— 4,6,16,18,28,30-hexaaza-5,29-diphenyl-17-methylsulfanyl-2,8,14,20,26,32,38-heptaoxacalix[7]-arene 1260029-67-1 C49H32N6O7S
4,6,16,18,28,30-hexaaza-5,29-diphenyl-17-methylsulfanyl-2,8,14,20,26,32,38-heptaoxacalix[7]-arene
—— 1,3-dimethyl-5-nitro-6-(pyridin-4-ylthio)-1H-pyrimidin-2,4-dione 1123800-05-4 C11H10N4O4S
1,3-dimethyl-5-nitro-6-(pyridin-4-ylthio)-1H-pyrimidin-2,4-dione
—— 6-(methylthio)pyridin-3-ol 859538-78-6 C6H7NOS
6-(methylthio)pyridin-3-ol
—— 6-Ethylsulfanyl-1,3-dimethyl-5-nitropyrimidine-2,4-dione 82000-35-9 C8H11N3O4S
6-Ethylsulfanyl-1,3-dimethyl-5-nitropyrimidine-2,4-dione
—— 1,3-dimethyl-1,5-dihydropyrimido<4,5-b><1,4>benzothiazine-2,4(3H)-dione 65693-72-3 C12H11N3O2S
1,3-dimethyl-1,5-dihydropyrimido<4,5-b><1,4>benzothiazine-2,4(3H)-dione
—— butylhydrogentetrasulfane 118873-10-2 C4H10S4
butylhydrogentetrasulfane
—— 4,6-dichloro-2-(4-fluorobenzylthio)pyrimidine 1418112-78-3 C11H7Cl2FN2S
4,6-dichloro-2-(4-fluorobenzylthio)pyrimidine
—— Ethyl 2-(1,3-dimethyl-5-nitro-2,6-dioxopyrimidin-4-yl)sulfanylacetate 82000-33-7 C10H13N3O6S
Ethyl 2-(1,3-dimethyl-5-nitro-2,6-dioxopyrimidin-4-yl)sulfanylacetate
—— 6-Benzylsulfanyl-1,3-dimethyl-5-nitropyrimidine-2,4-dione 82000-36-0 C13H13N3O4S
6-Benzylsulfanyl-1,3-dimethyl-5-nitropyrimidine-2,4-dione
—— 1,3-dimethyl-5-nitro-6-(pyridin-N-oxide-4-ylsulfanyl)-1H-pyrimidin-2,4-dione 1123800-06-5 C11H10N4O5S
1,3-dimethyl-5-nitro-6-(pyridin-N-oxide-4-ylsulfanyl)-1H-pyrimidin-2,4-dione
—— 4,6-dichloro-2-(methylthio)pyridine 86634-72-2 C6H5Cl2NS
4,6-dichloro-2-(methylthio)pyridine
—— 2-Nitro-1-(4-benzylmercapto-phenyl)-propen-(1) 88357-15-7 C16H15NO2S
2-Nitro-1-(4-benzylmercapto-phenyl)-propen-(1)
—— Acrylsaeure-<5-chlor-2-(phenylthio)anilid> 76542-04-6 C15H12ClNOS
Acrylsaeure-<5-chlor-2-(phenylthio)anilid>
—— Sulfide, isobutyl o-tolyl 15561-00-9 C11H16S
Sulfide, isobutyl o-tolyl
—— (2R)-N-methoxy-N,2-dimethyl-3-phenylsulfanylpropanamide 160238-80-2 C12H17NO2S
(2R)-N-methoxy-N,2-dimethyl-3-phenylsulfanylpropanamide
—— 2-[(4-Chlorophenyl)thio]-N-(1,1,3,3-tetramethylbutyl)acetamide 887355-38-6 C16H24ClNOS
2-[(4-Chlorophenyl)thio]-N-(1,1,3,3-tetramethylbutyl)acetamide
—— 3-[2-methyl-1-oxo-3-(phenylthio)propyl]oxazolidin-2-one 1346946-45-9 C13H15NO3S
3-[2-methyl-1-oxo-3-(phenylthio)propyl]oxazolidin-2-one
—— Tert-butyl(dimethyl)silyl (2R)-2-methyl-3-(phenylsulfanyl)propyl ether 189223-93-6 C16H28OSSi
Tert-butyl(dimethyl)silyl (2R)-2-methyl-3-(phenylsulfanyl)propyl ether
—— 4-bromo-2,3-bis(methylthio)thiophene 152570-33-7 C6H7BrS3
4-bromo-2,3-bis(methylthio)thiophene
—— (3S,4'S)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)-4-(phenylthio)-1-butene 118276-34-9 C15H20O2S
(3S,4'S)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)-4-(phenylthio)-1-butene
—— 1-Propene-1-thiol 925-89-3 C3H6S
1-Propene-1-thiol
—— 4-(3-chloro-pyrazin-2-yl)-6-methylsulfanyl-pyrimidine 1002719-57-4 C9H7ClN4S
4-(3-chloro-pyrazin-2-yl)-6-methylsulfanyl-pyrimidine
—— N,N-Dimethyl-N',N'-disopropyl-thioharnstoff 25972-67-2 C9H20N2S
N,N-Dimethyl-N',N'-disopropyl-thioharnstoff
—— Methyl-2-Phenylthiomethylenpropionat 66349-63-1 C11H12O2S
Methyl-2-Phenylthiomethylenpropionat
—— diisopropyl-thiocarbamic acid <i>S</i>-butyl ester 51893-19-7 C11H23NOS
diisopropyl-thiocarbamic acid <i>S</i>-butyl ester
—— 1-phenyl-4-phenylsulfanyl-2-butyn-1-ol 491877-80-6 C16H14OS
1-phenyl-4-phenylsulfanyl-2-butyn-1-ol
—— methyl (E)-2,5,5-trimethyl-4-oxo-3-phenylsulfanylhex-2-enoate 71847-72-8 C16H20O3S
methyl (E)-2,5,5-trimethyl-4-oxo-3-phenylsulfanylhex-2-enoate
—— 5-(5-(benzyloxy)pyridin-2-yl)-3-methyl-2-(methylthio)pyrimidin-4(3H)-one 1036763-78-6 C18H17N3O2S
5-(5-(benzyloxy)pyridin-2-yl)-3-methyl-2-(methylthio)pyrimidin-4(3H)-one
—— 3-Cyclohex-2-en-1-yl-2-methylpropane-1-thiol 63715-35-5 C10H18S
3-Cyclohex-2-en-1-yl-2-methylpropane-1-thiol
—— (4S,5S)-4-mesyloxymethyl-5-[4-(methylthio)phenyl]-2-phenyl-2-oxazoline 805323-25-5 C18H19NO4S2
(4S,5S)-4-mesyloxymethyl-5-[4-(methylthio)phenyl]-2-phenyl-2-oxazoline
—— (Z)-1-(methylthio)-1-butene 17414-15-2 C5H10S
(Z)-1-(methylthio)-1-butene
—— [(4-Bromophenyl)sulfanyl]carbonyl chloride 39248-84-5 C7H4BrClOS
[(4-Bromophenyl)sulfanyl]carbonyl chloride
—— (Z)-3-Methyl-1-phenylsulfanyl-pent-1-en-3-ol 1018853-31-0 C12H16OS
(Z)-3-Methyl-1-phenylsulfanyl-pent-1-en-3-ol
—— trans-3-Methyl-5-phenylmercapto-penten-(4)-ol-(4) 89870-27-9 C12H16OS
trans-3-Methyl-5-phenylmercapto-penten-(4)-ol-(4)
—— N-(1-Methylpropyl)thioacetamid 64528-54-7 C6H13NS
N-(1-Methylpropyl)thioacetamid
—— 4-(4-amino-phenylsulfanyl)-N-(4-bromo-phenyl)-3-nitro-benzenesulfonamide 943780-97-0 C18H14BrN3O4S2
4-(4-amino-phenylsulfanyl)-N-(4-bromo-phenyl)-3-nitro-benzenesulfonamide
—— 4-methyl-1-{4-(methylthio)phenyl}-2-hexyn-1,4-diol 301699-03-6 C14H18O2S
4-methyl-1-{4-(methylthio)phenyl}-2-hexyn-1,4-diol
—— tert-butoxyethynyl propyl sulfide 79894-54-5 C9H16OS
tert-butoxyethynyl propyl sulfide
—— 3-methylpenta-1,2-dienyl phenyl sulfide 77084-85-6 C12H14S
3-methylpenta-1,2-dienyl phenyl sulfide