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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
—— (2R,5S)-1-[2-[(2R)-2-aminopentyl]-1,3-dithian-2-yl]nonane-2,5-diol 880135-64-8 C18H37NO2S2
(2R,5S)-1-[2-[(2R)-2-aminopentyl]-1,3-dithian-2-yl]nonane-2,5-diol
—— 7-chloro-5-[[(2,3-dinuorophenyl)methyl]thio]-3-(tetrahydro-2H-pyran-2-yl)-thiazolo[4,5-d]pyrimidin-2-(3H)-one 893433-57-3 C17H14ClF2N3O2S2
7-chloro-5-[[(2,3-dinuorophenyl)methyl]thio]-3-(tetrahydro-2H-pyran-2-yl)-thiazolo[4,5-d]pyrimidin-2-(3H)-one
—— 4-[(6,7-dimethoxyquinazolin-4-yl)thio]-2-fluoroaniline 1021179-33-8 C16H14FN3O2S
4-[(6,7-dimethoxyquinazolin-4-yl)thio]-2-fluoroaniline
—— methyl 2-phenylthio-3-oxopropionate 177938-00-0 C10H10O3S
methyl 2-phenylthio-3-oxopropionate
—— 3-nitro-6-(2-pyridylthio) imidazo [1,2-a] pyridine 68559-42-2 C12H8N4O2S
3-nitro-6-(2-pyridylthio) imidazo [1,2-a] pyridine
—— (R)-2-(p-Tolylsulfenyl)propionic acid ethyl ester 99967-65-4 C12H16O2S
(R)-2-(p-Tolylsulfenyl)propionic acid ethyl ester
—— (E/Z)-4-pentenethial S-oxide 99097-24-2 C5H8OS
(E/Z)-4-pentenethial S-oxide
—— ethyl (2R)-2-{[5-[(2,3-difluorobenzyl)thio]-2-oxo-3-(tetrahydro-2H-pyran-2-yl)-2,3-dihydro[1,3]thiazolo[4,5-d]pyrimidin-7-yl]oxy}-propanoate 893433-58-4 C22H23F2N3O5S2
ethyl (2R)-2-{[5-[(2,3-difluorobenzyl)thio]-2-oxo-3-(tetrahydro-2H-pyran-2-yl)-2,3-dihydro[1,3]thiazolo[4,5-d]pyrimidin-7-yl]oxy}-propanoate
—— 1,1-Aethylendithio-3-methyl-cyclopentan 17480-83-0 C8H14S2
1,1-Aethylendithio-3-methyl-cyclopentan
—— cis-(2-phenylthio)cyclopentanol 78086-89-2 C11H14OS
cis-(2-phenylthio)cyclopentanol
—— 4-Methyl-1-methylsulfanylcyclopentene 86049-97-0 C7H12S
4-Methyl-1-methylsulfanylcyclopentene
—— 5-Amino-2-[(4-methylphenyl)sulfanyl]benzenecarbonitrile 303148-03-0 C14H12N2S
5-Amino-2-[(4-methylphenyl)sulfanyl]benzenecarbonitrile
—— (2-phenylthio)nicotinaldehyde 338982-31-3 C12H9NOS
(2-phenylthio)nicotinaldehyde
—— dithiocarbonic acid <i>O</i>-ethyl ester-<i>S</i>-(2-diethylamino-ethyl ester) 42279-92-5 C9H19NOS2
dithiocarbonic acid <i>O</i>-ethyl ester-<i>S</i>-(2-diethylamino-ethyl ester)
—— <i>S</i>-(α-Hydroxy-isopropyl)-isothioharnstoff 89463-64-9 C4H10N2OS
<i>S</i>-(α-Hydroxy-isopropyl)-isothioharnstoff
—— (2S,3S)-3-benzenethio-1,2-O-isopropylidene-3-(trimethylsilyl)propane-1,2-diol 150841-74-0 C15H24O2SSi
(2S,3S)-3-benzenethio-1,2-O-isopropylidene-3-(trimethylsilyl)propane-1,2-diol
—— (2S,3S)-3-benzenethio-3-(trimethylosilyl)propane-1,2-diol 150841-73-9 C12H20O2SSi
(2S,3S)-3-benzenethio-3-(trimethylosilyl)propane-1,2-diol
—— 2-(phenylthio)phenyl-2,3-dihydrothiophene 1274917-05-3 C16H14S2
2-(phenylthio)phenyl-2,3-dihydrothiophene
—— 1,3,4-tris(t-butylthio)-6-(ethylthio)-2λ<sup>4</sup>δ<sup>2</sup>-thieno<3,4-c>thiophene 134541-60-9 C20H32S6
1,3,4-tris(t-butylthio)-6-(ethylthio)-2λ<sup>4</sup>δ<sup>2</sup>-thieno<3,4-c>thiophene
—— Cyclopenten-(1)-thiol-(1) 17447-30-2 C5H8S
Cyclopenten-(1)-thiol-(1)
—— 2-[(4-methylphenyl)thio]nicotinaldehyde 338982-20-0 C13H11NOS
2-[(4-methylphenyl)thio]nicotinaldehyde
—— {2-[(4-Bromophenyl)sulfanyl]-3-pyridinyl}methanol 338982-33-5 C12H10BrNOS
{2-[(4-Bromophenyl)sulfanyl]-3-pyridinyl}methanol
—— 2-methyl-2-nonyl-1,3-dithiane 70499-19-3 C14H28S2
2-methyl-2-nonyl-1,3-dithiane
—— {2-[(4-Methylphenyl)sulfanyl]-3-pyridinyl}methanol 338982-27-7 C13H13NOS
{2-[(4-Methylphenyl)sulfanyl]-3-pyridinyl}methanol
—— 2-benzylsulfanyl-thiazolo[5,4-<i>b</i>]pyridine 67219-22-1 C13H10N2S2
2-benzylsulfanyl-thiazolo[5,4-<i>b</i>]pyridine
—— 5-Chloro-1-methyl-3-{[(4-methylphenyl)sulfanyl]-methyl}-1H-pyrazole-4-carbaldehyde 321526-27-6 C13H13ClN2OS
5-Chloro-1-methyl-3-{[(4-methylphenyl)sulfanyl]-methyl}-1H-pyrazole-4-carbaldehyde
—— {2-[(2-Chlorophenyl)sulfanyl]-3-pyridinyl}methanol 338982-34-6 C12H10ClNOS
{2-[(2-Chlorophenyl)sulfanyl]-3-pyridinyl}methanol
—— 2-{1-Amino-2-[(4-chlorophenyl)sulfanyl]-ethylidene}malononitrile 338750-88-2 C11H8ClN3S
2-{1-Amino-2-[(4-chlorophenyl)sulfanyl]-ethylidene}malononitrile
—— 3-(2-(5-phenylamino-1,3,4-oxadiazol-2-yl)phenylthio)propanoic acid 2-ethylhexyl ester 1043594-88-2 C25H31N3O3S
3-(2-(5-phenylamino-1,3,4-oxadiazol-2-yl)phenylthio)propanoic acid 2-ethylhexyl ester
—— (5-chloro-3-{[(4-chlorophenyl)sulfanyl]methyl}-1-methyl-1H-pyrazol-4-yl)methanol 318234-28-5 C12H12Cl2N2OS
(5-chloro-3-{[(4-chlorophenyl)sulfanyl]methyl}-1-methyl-1H-pyrazol-4-yl)methanol
—— 2-[2-(Cyclopenta-1,3-dien-1-yl)propyl]-5-(methylsulfanyl)furan 113789-79-0 C13H16OS
2-[2-(Cyclopenta-1,3-dien-1-yl)propyl]-5-(methylsulfanyl)furan
—— 4-Phenylthio-3-hydroxybuttersaeure-methylester 52938-69-9 C11H14O3S
4-Phenylthio-3-hydroxybuttersaeure-methylester
—— Ethyl-thioacetamidat 3613-29-4 C4H9NS
Ethyl-thioacetamidat
—— 1-butoxy-ethanethiol 685530-38-5 C6H14OS
1-butoxy-ethanethiol
—— 2,5-dimethyl-3-(methylthio)thiophene 63359-64-8 C7H10S2
2,5-dimethyl-3-(methylthio)thiophene
—— <<Cyclopropyl<6-(phenylthio)-5-(trifluoromethyl)-2-pyridinyl>amino>methylene>propanedioic acid diethyl ester 132844-57-6 C23H23F3N2O4S
<<Cyclopropyl<6-(phenylthio)-5-(trifluoromethyl)-2-pyridinyl>amino>methylene>propanedioic acid diethyl ester
—— 2,6-Bis(phenylthio)-3-(trifluoromethyl)pyridine 132844-49-6 C18H12F3NS2
2,6-Bis(phenylthio)-3-(trifluoromethyl)pyridine
—— 4-(methylsulfanyl)-2-(trimethylsilyl)thiophene 1031685-67-2 C8H14S2Si
4-(methylsulfanyl)-2-(trimethylsilyl)thiophene
—— 4-(methylsulfanyl)-5-(trimethylsilyl)thiophene-2-carbaldehyde 1031685-72-9 C9H14OS2Si
4-(methylsulfanyl)-5-(trimethylsilyl)thiophene-2-carbaldehyde
—— 2,4-Bis(methylthio)thiophen 66820-79-9 C6H8S3
2,4-Bis(methylthio)thiophen
—— 3-methylthio-2-acetylthiophene 74598-24-6 C7H8OS2
3-methylthio-2-acetylthiophene
—— 2-methyl-4-(methylthio)thiophene 943867-44-5 C6H8S2
2-methyl-4-(methylthio)thiophene
—— 3,5-bis(methylsulfanyl)-2-(trimethylsilyl)thiophene 1031685-73-0 C9H16S3Si
3,5-bis(methylsulfanyl)-2-(trimethylsilyl)thiophene
—— 2-iodo-3-(methylthio)thiophene 135528-12-0 C5H5IS2
2-iodo-3-(methylthio)thiophene
—— 2,5-dimethyl-3-(ethylthio)thiophene 6522-18-5 C8H12S2
2,5-dimethyl-3-(ethylthio)thiophene
—— (5-Chloro-1-methyl-3-{[(4-methylphenyl)sulfanyl]-methyl}-1H-pyrazol-4-yl)methanol 318234-43-4 C13H15ClN2OS
(5-Chloro-1-methyl-3-{[(4-methylphenyl)sulfanyl]-methyl}-1H-pyrazol-4-yl)methanol
—— 1-Oxo-2-[(1-phenylpent-4-en-1-yl)sulfanyl]-1lambda~5~-pyridine 182194-98-5 C16H17NOS
1-Oxo-2-[(1-phenylpent-4-en-1-yl)sulfanyl]-1lambda~5~-pyridine
—— 3-[Phenyl(phenylsulfanyl)methyl]pyridazine 127478-27-7 C17H14N2S
3-[Phenyl(phenylsulfanyl)methyl]pyridazine
—— N-Methyl-dithiomalonamide 126739-85-3 C4H8N2S2
N-Methyl-dithiomalonamide
—— 3-methyl-2,5-bis-methylsulfanyl-pyridine 1227384-79-3 C8H11NS2
3-methyl-2,5-bis-methylsulfanyl-pyridine