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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-chloro-8-methyl-10<i>H</i>-pyrido[3,2-<i>b</i>]pyrimido[4,5-<i>e</i>][1,4]thiazin-2-ylamine 63931-11-3 C10H8ClN5S
4-chloro-8-methyl-10<i>H</i>-pyrido[3,2-<i>b</i>]pyrimido[4,5-<i>e</i>][1,4]thiazin-2-ylamine
—— pent-3-enethioamide 1130858-19-3 C5H9NS
pent-3-enethioamide
—— 2,3-bis(2-amino-6-picolinyl-3-thio)quinoxaline 86109-78-6 C20H18N6S2
2,3-bis(2-amino-6-picolinyl-3-thio)quinoxaline
—— 3-Methyl-thieno[2,3-b][1,4]dithiine 88999-10-4 C7H6S3
3-Methyl-thieno[2,3-b][1,4]dithiine
—— 1-(2,6-diamino-pyrimidin-4-ylsulfanyl)-propan-2-one 21863-73-0 C7H10N4OS
1-(2,6-diamino-pyrimidin-4-ylsulfanyl)-propan-2-one
—— 1-[(2-{[2-(Dodecylsulfanyl)ethyl]sulfanyl}ethyl)sulfanyl]dodecane 25054-70-0 C28H58S3
1-[(2-{[2-(Dodecylsulfanyl)ethyl]sulfanyl}ethyl)sulfanyl]dodecane
—— 4-(p-chlorophenylthio)-6-phenyl-8-chloropyrimido[4,5-b][1,4]benzothiazepine 873106-47-9 C23H13Cl2N3S2
4-(p-chlorophenylthio)-6-phenyl-8-chloropyrimido[4,5-b][1,4]benzothiazepine
—— 3-methyl-1-phenylthio-1-cyclobutanecarbonitrile 342624-08-2 C12H13NS
3-methyl-1-phenylthio-1-cyclobutanecarbonitrile
—— Bis-(2-heptylmercapto-ethyl)-sulfid 60810-45-9 C18H38S3
Bis-(2-heptylmercapto-ethyl)-sulfid
—— 5-amino-4,6-bis(p-tolylthio)pyrimidine 873106-29-7 C18H17N3S2
5-amino-4,6-bis(p-tolylthio)pyrimidine
—— (6R,7R,9S)-(-)-3,3-(1,2-ethanediyldithio)-9-isopropyl-6-methyl-7-trimethylsilylbicyclo[4.4.0]dec-1-ene 902798-82-7 C19H34S2Si
(6R,7R,9S)-(-)-3,3-(1,2-ethanediyldithio)-9-isopropyl-6-methyl-7-trimethylsilylbicyclo[4.4.0]dec-1-ene
—— 4-Amino-3-benzylmercapto-1,2,4-triazol 90674-20-7 C9H10N4S
4-Amino-3-benzylmercapto-1,2,4-triazol
—— 4-p-tolylsulfinyl-6-phenyl-8-methylpyrimido[4,5-b][1,4]benzothiazepine 873106-56-0 C25H19N3OS2
4-p-tolylsulfinyl-6-phenyl-8-methylpyrimido[4,5-b][1,4]benzothiazepine
—— 4-p-chlorophenylsulfinyl-6-phenyl-8-chloropyrimido[4,5-b][1,4]-benzothiazepine 873106-57-1 C23H13Cl2N3OS2
4-p-chlorophenylsulfinyl-6-phenyl-8-chloropyrimido[4,5-b][1,4]-benzothiazepine
—— 2,3,5-trichlorothioanisole 98464-63-2 C7H5Cl3S
2,3,5-trichlorothioanisole
—— 5-amino-4,6-bis(p-chlorophenylthio)pyrimidine 873106-30-0 C16H11Cl2N3S2
5-amino-4,6-bis(p-chlorophenylthio)pyrimidine
—— 3,7-Bis-phenylthio-cyclooctanon 52318-78-2 C20H22OS2
3,7-Bis-phenylthio-cyclooctanon
—— N-hydroxy-N-[2-(5-(phenylthio)thien-2-ylmethoxy)ethyl] urea 147380-57-2 C14H16N2O3S2
N-hydroxy-N-[2-(5-(phenylthio)thien-2-ylmethoxy)ethyl] urea
—— (2,2,2-trifluoroethyl)-S-methylisothiourea hydroiodide 84545-29-9 C4H7F3N2S*HI
(2,2,2-trifluoroethyl)-S-methylisothiourea hydroiodide
—— 4-(2-amino-4-hydroxymethyl-phenylsulfanyl)-phenol 944503-85-9 C13H13NO2S
4-(2-amino-4-hydroxymethyl-phenylsulfanyl)-phenol
—— 6,7-dimethyl-4-[(4-methylphenyl)sulfanyl]-2-pteridinamine 606964-91-4 C15H15N5S
6,7-dimethyl-4-[(4-methylphenyl)sulfanyl]-2-pteridinamine
—— 6-[(4-methylphenyl)sulfanyl]-5-nitroso-2,4-pyrimidinediamine 606964-87-8 C11H11N5OS
6-[(4-methylphenyl)sulfanyl]-5-nitroso-2,4-pyrimidinediamine
—— 6-[(4-methylphenyl)sulfanyl]-2,4,5-pyrimidinetriamine 606964-88-9 C11H13N5S
6-[(4-methylphenyl)sulfanyl]-2,4,5-pyrimidinetriamine
—— propargyl disulfide 1220112-11-7 C6H6S2
propargyl disulfide
—— 6-Methylmercapto-1,3,2-benzothiazathiolium-chlorid 15182-79-3 C7H6NS3*Cl
6-Methylmercapto-1,3,2-benzothiazathiolium-chlorid
—— 6-Amino-2-(3'methylbutyl)thiouracil 62459-18-1 C9H15N3OS
6-Amino-2-(3'methylbutyl)thiouracil
—— 2-(1-(2-fluorobenzyl)-5-(isoxazol-3-yl)-1H-pyrazol-3-yl)-5-(pyridin-2-ylthio)pyrimidin-4-ol 1446358-67-3 C22H15FN6O2S
2-(1-(2-fluorobenzyl)-5-(isoxazol-3-yl)-1H-pyrazol-3-yl)-5-(pyridin-2-ylthio)pyrimidin-4-ol
—— 4-(tert-butyldimethylsilyloxy)-6-(1H-indol-3-ylthio)-2,3-dimethylphenol 1448175-37-8 C22H29NO2SSi
4-(tert-butyldimethylsilyloxy)-6-(1H-indol-3-ylthio)-2,3-dimethylphenol
—— 2-(1H-pyrrol-2-yl)-3-[(3,4,5-trimethoxyphenyl)thio]-1H-indole 1314802-66-8 C21H20N2O3S
2-(1H-pyrrol-2-yl)-3-[(3,4,5-trimethoxyphenyl)thio]-1H-indole
—— 2-(1-(2-fluorobenzyl)-5-(isoxazol-3-yl)-1H-pyrazol-3-yl)-5-(4-fluorophenylthio)pyrimidin-4-ol 1446358-64-0 C23H15F2N5O2S
2-(1-(2-fluorobenzyl)-5-(isoxazol-3-yl)-1H-pyrazol-3-yl)-5-(4-fluorophenylthio)pyrimidin-4-ol
—— (4-trifluoromethylthiophenyl)-oxirane 67764-94-7 C9H7F3OS
(4-trifluoromethylthiophenyl)-oxirane
—— (2-chloro-ethyl)-dodecyl sulfone 20413-39-2 C14H29ClO2S
(2-chloro-ethyl)-dodecyl sulfone
—— 1-nitro-2-methyl-2-phenylthiobutane 109585-25-3 C11H15NO2S
1-nitro-2-methyl-2-phenylthiobutane
—— 5-(Benzylthio)-3-methylpyrimido<5,4-e>-as-triazin 51934-19-1 C13H11N5S
5-(Benzylthio)-3-methylpyrimido<5,4-e>-as-triazin
—— 1-(2-aminoethyl)-5-(2,4-dinitrophenylthio)-tetrazole hydrochloride 63612-43-1 C9H9N7O4S*ClH
1-(2-aminoethyl)-5-(2,4-dinitrophenylthio)-tetrazole hydrochloride
—— 2-nitro-5-(4-nitro-phenylsulfanyl)-furan 6277-16-3 C10H6N2O5S
2-nitro-5-(4-nitro-phenylsulfanyl)-furan
—— Dicyclopropylsulfon 57899-47-5 C6H10O2S
Dicyclopropylsulfon
—— 5,5'-Dinitro-difuryl-(2,2')-sulfid 4819-02-7 C8H4N2O6S
5,5'-Dinitro-difuryl-(2,2')-sulfid
—— 3-t-butyl-5-carboethoxymethylthio-1H-1,2,4-triazole 110895-85-7 C10H17N3O2S
3-t-butyl-5-carboethoxymethylthio-1H-1,2,4-triazole
—— 3-((1H-tetrazol-5-yl)thio)-5-bromo-1-methyl-1H-indole 1569090-34-1 C10H8BrN5S
3-((1H-tetrazol-5-yl)thio)-5-bromo-1-methyl-1H-indole
—— Brom-dimethylsulfonyl-methan 38564-52-2 C3H7BrO4S2
Brom-dimethylsulfonyl-methan
—— 2-Phenylthio-2-(trimethylsilylmethyl)cycloheptanol 104281-75-6 C17H28OSSi
2-Phenylthio-2-(trimethylsilylmethyl)cycloheptanol
—— Trimethyl-vinylsulfanylmethyl-silane 51771-36-9 C6H14SSi
Trimethyl-vinylsulfanylmethyl-silane
—— Allylsulfanylmethylene-cyclohexane 29517-57-5 C10H16S
Allylsulfanylmethylene-cyclohexane
—— 4-{5-[(cyclopropylmethyl)thio]-4-methyl-4H-1,2,4-triazol-3-yl}-1-butanol 913062-30-3 C11H19N3OS
4-{5-[(cyclopropylmethyl)thio]-4-methyl-4H-1,2,4-triazol-3-yl}-1-butanol
—— 4-[4-methyl-5-(methylthio)-4H-1,2,4-triazol-3-yl]-1-butanol 913062-29-0 C8H15N3OS
4-[4-methyl-5-(methylthio)-4H-1,2,4-triazol-3-yl]-1-butanol
—— 1-(4-ethylthiophenyl)-2-butanone oxime 1204749-40-5 C12H17NOS
1-(4-ethylthiophenyl)-2-butanone oxime
—— 1-(2-(cyclohex-1-enyl)ethyl)-6-(phenylsulfanyl)piperidin-2-one 328058-61-3 C19H25NOS
1-(2-(cyclohex-1-enyl)ethyl)-6-(phenylsulfanyl)piperidin-2-one
—— 4-[4-methyl-5-(methylthio)-4H-1,2,4-triazol-3-yl]butanal 913062-31-4 C8H13N3OS
4-[4-methyl-5-(methylthio)-4H-1,2,4-triazol-3-yl]butanal
—— 4-(4-(3-(4-chlorophenyl)thioureido)phenylthio)-N-methylpicolinamide 1417344-60-5 C20H17ClN4OS2
4-(4-(3-(4-chlorophenyl)thioureido)phenylthio)-N-methylpicolinamide