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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
—— ethyl 2-phenylthioethylphosphonate 86517-43-3 C12H19O3PS
ethyl 2-phenylthioethylphosphonate
—— N-methyl-3-[2-[3-(methylamino)-3-oxopropyl]sulfanylpropan-2-ylsulfanyl]propanamide 60234-63-1 C11H22N2O2S2
N-methyl-3-[2-[3-(methylamino)-3-oxopropyl]sulfanylpropan-2-ylsulfanyl]propanamide
—— 4-(methylthio)-2,2'-bi-1H-imidazole 101226-50-0 C7H8N4S
4-(methylthio)-2,2'-bi-1H-imidazole
—— [(4-formyl-1,3-dimethyl-1H-pyrazol-5-yl)sulfanyl]acetic acid 1221725-60-5 C8H10N2O3S
[(4-formyl-1,3-dimethyl-1H-pyrazol-5-yl)sulfanyl]acetic acid
—— N,N-diethyl-3-phenylsulfanylpropanamide 84837-72-9 C13H19NOS
N,N-diethyl-3-phenylsulfanylpropanamide
—— Δ<sup>2,2'</sup>-Bis(1,3-dithiolo<4,5-c>selenophene) 88609-67-0 C10H4S4Se2
Δ<sup>2,2'</sup>-Bis(1,3-dithiolo<4,5-c>selenophene)
—— 1,3-Bis(methylthio)-1-octen 31924-94-4 C10H20S2
1,3-Bis(methylthio)-1-octen
—— 1-[2-(Benzylsulfanyl)phenyl]-4-methylpyridine-2,6(1H,3H)-dione 89517-88-4 C19H17NO2S
1-[2-(Benzylsulfanyl)phenyl]-4-methylpyridine-2,6(1H,3H)-dione
—— 1,3-Dimethyl-5-phenylsulfanylpyrazole-4-carbaldehyde 129452-23-9 C12H12N2OS
1,3-Dimethyl-5-phenylsulfanylpyrazole-4-carbaldehyde
—— 1-(5-Amino-3-methylsulfanyl-1,2,4-triazol-1-yl)pentane-1,4-dione 110984-29-7 C8H12N4O2S
1-(5-Amino-3-methylsulfanyl-1,2,4-triazol-1-yl)pentane-1,4-dione
—— 4-[4-Methyl-2-[(2-morpholinopyrimido[4,5-d]pyrimidin-5-yl)amino]phenyl]sulfanylphenol 944504-74-9 C23H22N6O2S
4-[4-Methyl-2-[(2-morpholinopyrimido[4,5-d]pyrimidin-5-yl)amino]phenyl]sulfanylphenol
—— 1-nitromethyl-1-phenylthiocyclohexane 94421-33-7 C13H17NO2S
1-nitromethyl-1-phenylthiocyclohexane
—— 3-(1-Hydroxyethylidene)-4-methyl-1-[2-(methylsulfanyl)phenyl]pyridine-2,6(1H,3H)-dione 89517-83-9 C15H15NO3S
3-(1-Hydroxyethylidene)-4-methyl-1-[2-(methylsulfanyl)phenyl]pyridine-2,6(1H,3H)-dione
—— (4-Cyano-1-ethyl-5,6,7,8-tetrahydro-isoquinolin-3-ylsulfanyl)-acetic acid 95546-61-5 C14H16N2O2S
(4-Cyano-1-ethyl-5,6,7,8-tetrahydro-isoquinolin-3-ylsulfanyl)-acetic acid
—— Ethyl [(4-cyano-1-ethyl-5,6,7,8-tetrahydro-3-isoquinolinyl)thio]acetate 95546-60-4 C16H20N2O2S
Ethyl [(4-cyano-1-ethyl-5,6,7,8-tetrahydro-3-isoquinolinyl)thio]acetate
—— 2-(Methoxymethoxy)-3-methyl-1-(phenylthio)benzol 113000-03-6 C15H16O2S
2-(Methoxymethoxy)-3-methyl-1-(phenylthio)benzol
—— 7-ethylmercapto-1<i>H</i>-pyrimido[4,5-<i>d</i>]pyrimidine-2,4-dione 7403-28-3 C8H8N4O2S
7-ethylmercapto-1<i>H</i>-pyrimido[4,5-<i>d</i>]pyrimidine-2,4-dione
—— 5-Amino-3-methylsulfanyl-[1,2,4]triazole-1-carbothioic acid benzylamide 116986-47-1 C11H13N5S2
5-Amino-3-methylsulfanyl-[1,2,4]triazole-1-carbothioic acid benzylamide
—— 4-[2-[(2-Methoxypyrimido[4,5-d]pyrimidin-5-yl)amino]-4-methyl-phenyl]sulfanylphenol 1365922-39-9 C20H17N5O2S
4-[2-[(2-Methoxypyrimido[4,5-d]pyrimidin-5-yl)amino]-4-methyl-phenyl]sulfanylphenol
—— 2-(4-tolylsulfanyl)pyridinium-N-(4-methoxyphenyl)imide 913545-32-1 C19H18N2OS
2-(4-tolylsulfanyl)pyridinium-N-(4-methoxyphenyl)imide
—— 2-(phenylthio)cyclododecanone 104281-51-8 C16H22OS
2-(phenylthio)cyclododecanone
—— N'-(5-cyano-2-ethylsulfanyl-pyrimidin-4-yl)-N,N-dimethyl-formamidine 944504-65-8 C10H13N5S
N'-(5-cyano-2-ethylsulfanyl-pyrimidin-4-yl)-N,N-dimethyl-formamidine
—— 4-[4-Methyl-2-[[2-(1-piperidyl)pyrimido[4,5-d]pyrimidin-5-yl]amino]phenyl]sulfanylphenol 944504-68-1 C24H24N6OS
4-[4-Methyl-2-[[2-(1-piperidyl)pyrimido[4,5-d]pyrimidin-5-yl]amino]phenyl]sulfanylphenol
—— 4-[2-[(2-Ethylsulfanylpyrimido[4,5-d]pyrimidin-5-yl)amino]-4-methyl-phenyl]sulfanylphenol 944504-63-6 C21H19N5OS2
4-[2-[(2-Ethylsulfanylpyrimido[4,5-d]pyrimidin-5-yl)amino]-4-methyl-phenyl]sulfanylphenol
—— 4-[2-[(2-Ethoxypyrimido[4,5-d]pyrimidin-5-yl)amino]-4-methyl-phenyl]sulfanylphenol 1365922-44-6 C21H19N5O2S
4-[2-[(2-Ethoxypyrimido[4,5-d]pyrimidin-5-yl)amino]-4-methyl-phenyl]sulfanylphenol
—— 7-ethylmercapto-3<i>H</i>-pyrimido[4,5-<i>d</i>]pyrimidin-4-one 7403-27-2 C8H8N4OS
7-ethylmercapto-3<i>H</i>-pyrimido[4,5-<i>d</i>]pyrimidin-4-one
—— 5-amino-2,2-dimethyl-2,3-dihydrothiazolo[3,2-a]pyrimidin-7(7H)-one 727684-65-3 C8H11N3OS
5-amino-2,2-dimethyl-2,3-dihydrothiazolo[3,2-a]pyrimidin-7(7H)-one
—— 7-ethylmercapto-3<i>H</i>-pyrimido[4,5-<i>d</i>]pyrimidine-4-thione 7403-31-8 C8H8N4S2
7-ethylmercapto-3<i>H</i>-pyrimido[4,5-<i>d</i>]pyrimidine-4-thione
—— 3-tert-butyl-2-hydroxy-6-methyl-5-[(2,4,5-trichlorophenyl)thio]benzoic acid 59266-66-9 C18H17Cl3O3S
3-tert-butyl-2-hydroxy-6-methyl-5-[(2,4,5-trichlorophenyl)thio]benzoic acid
—— 2-(4-chlorophenylsulfanyl)pyridinium-N-(4-tolyl)imide 913545-33-2 C18H15ClN2S
2-(4-chlorophenylsulfanyl)pyridinium-N-(4-tolyl)imide
—— 1-benzyl-4-(methylsulfanyl)pyrimidine-2(1H)-thione 883130-34-5 C12H12N2S2
1-benzyl-4-(methylsulfanyl)pyrimidine-2(1H)-thione
—— 3-{[2-Chloro-4-(trifluoromethyl)phenyl]sulfanyl}aniline 79576-19-5 C13H9ClF3NS
3-{[2-Chloro-4-(trifluoromethyl)phenyl]sulfanyl}aniline
—— 2-(4-chloro-6-methoxy-[1,3,5]triazin-2-ylsulfanyl)-benzothiazole 13734-00-4 C11H7ClN4OS2
2-(4-chloro-6-methoxy-[1,3,5]triazin-2-ylsulfanyl)-benzothiazole
—— 2-Ethynyl-2H-1,3-benzodithiole 88790-41-4 C9H6S2
2-Ethynyl-2H-1,3-benzodithiole
—— Difluor-S-phenyl-thioglykolsaeure-methylester 22340-44-9 C9H8F2O2S
Difluor-S-phenyl-thioglykolsaeure-methylester
—— 1,3-Dinitro-2-[(4-nitrophenyl)sulfanyl]benzene 92568-44-0 C12H7N3O6S
1,3-Dinitro-2-[(4-nitrophenyl)sulfanyl]benzene
—— α,α-Difluoro-α-(phenylthio)acetamide 16503-79-0 C8H7F2NOS
α,α-Difluoro-α-(phenylthio)acetamide
—— 2-chloro-4-methoxy-6-(phenylthio)-1,3,5-triazine 151407-92-0 C10H8ClN3OS
2-chloro-4-methoxy-6-(phenylthio)-1,3,5-triazine
—— 4,4'-Sulfanediylbis(2-aminophenol) 22445-97-2 C12H12N2O2S
4,4'-Sulfanediylbis(2-aminophenol)
—— spiro<1,3-benzodithiole-2,1'-cyclohexane>1-oxide 89572-14-5 C12H14OS2
spiro<1,3-benzodithiole-2,1'-cyclohexane>1-oxide
—— 2-(2-nitro-1-(phenylthio)ethyl)furan 1160109-10-3 C12H11NO3S
2-(2-nitro-1-(phenylthio)ethyl)furan
—— spiro<1,3-benzodithiole-2,1'-cycloheptane>1-oxide 89572-15-6 C13H16OS2
spiro<1,3-benzodithiole-2,1'-cycloheptane>1-oxide
—— Methyl 2-chloro-4,6-bis(phenylsulfanyl)pyrimidine-5-carboxylate 87847-24-3 C18H13ClN2O2S2
Methyl 2-chloro-4,6-bis(phenylsulfanyl)pyrimidine-5-carboxylate
—— N-pivaloylthiourea 69203-84-5 C6H12N2OS
N-pivaloylthiourea
—— methyl trans-3-(ethoxythiocarbonylthio)acrylate 94726-16-6 C7H10O3S2
methyl trans-3-(ethoxythiocarbonylthio)acrylate
—— 1,1,1-trifluoro-4,4-bis(phenylthio)butane-2,2-diol 1033065-51-8 C16H15F3O2S2
1,1,1-trifluoro-4,4-bis(phenylthio)butane-2,2-diol
—— Methyl 4-chloro-2,6-bis(phenylsulfanyl)pyrimidine-5-carboxylate 87847-25-4 C18H13ClN2O2S2
Methyl 4-chloro-2,6-bis(phenylsulfanyl)pyrimidine-5-carboxylate
—— N-(4-acetoxymethylcyclohexylcarbonyl)thiourea 1428451-08-4 C11H18N2O3S
N-(4-acetoxymethylcyclohexylcarbonyl)thiourea
—— 6-[(4-Chlorophenyl)sulfanyl]-2,2,4-trimethyl-1,2-dihydro-1,5-naphthyridine 88724-25-8 C17H17ClN2S
6-[(4-Chlorophenyl)sulfanyl]-2,2,4-trimethyl-1,2-dihydro-1,5-naphthyridine
—— 4-chloro-2-(ethylthio)-4-(methylthio)pyrimidine-5-carbonitrile 868272-42-8 C8H8ClN3S2
4-chloro-2-(ethylthio)-4-(methylthio)pyrimidine-5-carbonitrile