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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
—— 2-Fluoro-8-(trifluoromethylthio)-6-(1-methyl-4-piperidyl)-6H-dibenz<b,e>-1,4-oxathiepin 83975-65-9 C20H19F4NOS2
2-Fluoro-8-(trifluoromethylthio)-6-(1-methyl-4-piperidyl)-6H-dibenz<b,e>-1,4-oxathiepin
—— 5-Chloro-2-(2,5-difluorophenylthio)benzaldehyde 83975-59-1 C13H7ClF2OS
5-Chloro-2-(2,5-difluorophenylthio)benzaldehyde
—— 8-Chloro-2-fluoro-6-(1-methyl-4-piperidyl)-6H-dibenz<b,e>-1,4-oxathiepin 83986-22-5 C19H19ClFNOS
8-Chloro-2-fluoro-6-(1-methyl-4-piperidyl)-6H-dibenz<b,e>-1,4-oxathiepin
—— 5-cyclohexylmethyl-2-methylthio-4-pyrimidone 72717-03-4 C12H18N2OS
5-cyclohexylmethyl-2-methylthio-4-pyrimidone
—— 1,3-dichloro-2-methylthiopropane 85366-03-6 C4H8Cl2S
1,3-dichloro-2-methylthiopropane
—— 3,6-bis-methylsulfanyl-[1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazole 55770-77-9 C5H6N4S3
3,6-bis-methylsulfanyl-[1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazole
—— 2-(ethynylsulfonyl)propane 20526-34-5 C5H8O2S
2-(ethynylsulfonyl)propane
—— S-isopropyl O-(propan-2-yl-1,1,1,3,3,3-d6) carbonodithioate 38379-92-9 C7H14OS2
S-isopropyl O-(propan-2-yl-1,1,1,3,3,3-d6) carbonodithioate
—— ethyl 3-bromo-4-[4-(methylthio)phenyl]-2-oxobutanoate 737824-48-5 C13H15BrO3S
ethyl 3-bromo-4-[4-(methylthio)phenyl]-2-oxobutanoate
—— 2-(4-chloro-2-methoxyphenylthio)benzoic acid 68350-97-0 C14H11ClO3S
2-(4-chloro-2-methoxyphenylthio)benzoic acid
—— 5-Benzylsulfanyl-1-methyl-1H-pyrazole-4-carbonitrile 111493-53-9 C12H11N3S
5-Benzylsulfanyl-1-methyl-1H-pyrazole-4-carbonitrile
—— 4-(3-fluoropyrazin-2-yl)-2-methyl-6-(methylthio)-pyrimidine 1253570-43-2 C10H9FN4S
4-(3-fluoropyrazin-2-yl)-2-methyl-6-(methylthio)-pyrimidine
—— 6-Azido-4-phenylsulfanyl-hexan-2-one 84702-78-3 C12H15N3OS
6-Azido-4-phenylsulfanyl-hexan-2-one
—— N-<2-(4-methylphenylthio)-2-methylpropylidene>-2-methyl-2-propylamine 110466-23-4 C15H23NS
N-<2-(4-methylphenylthio)-2-methylpropylidene>-2-methyl-2-propylamine
—— 1-Methyl-5-phenylsulfanyl-1H-pyrazole-4-carbonitrile 839732-04-6 C11H9N3S
1-Methyl-5-phenylsulfanyl-1H-pyrazole-4-carbonitrile
—— 7-(3-chloro-4-fluoro-phenylamino)-2-methylsulfanyl-thiazolo[4,5-b]pyridine-6-carbonitrile 879222-36-3 C14H8ClFN4S2
7-(3-chloro-4-fluoro-phenylamino)-2-methylsulfanyl-thiazolo[4,5-b]pyridine-6-carbonitrile
—— 4-(p-methoxyphenylthio)-6-phenyl-8-methoxypyrimido[4,5-b][1,4]benzothiazepine 873106-52-6 C25H19N3O2S2
4-(p-methoxyphenylthio)-6-phenyl-8-methoxypyrimido[4,5-b][1,4]benzothiazepine
—— N-(6-methoxypyridin-3-yl)-3-(2-methyl-6-(methylthio)pyrimidin-4-yl)pyrazin-2-amine 1253570-45-4 C16H16N6OS
N-(6-methoxypyridin-3-yl)-3-(2-methyl-6-(methylthio)pyrimidin-4-yl)pyrazin-2-amine
—— 2-{[5-Methoxy-5-(phenylsulfanyl)pentyl]oxy}oxane 89037-02-5 C17H26O3S
2-{[5-Methoxy-5-(phenylsulfanyl)pentyl]oxy}oxane
—— 4,6-bis((4-methoxyphenyl)thio)pyrimidin-5-amine 873106-31-1 C18H17N3O2S2
4,6-bis((4-methoxyphenyl)thio)pyrimidin-5-amine
—— 1-ethynyl-4-(3,3,3-trifluoropropyl-1-sulfonylmethyl)cyclohexene 1097630-13-1 C12H15F3O2S
1-ethynyl-4-(3,3,3-trifluoropropyl-1-sulfonylmethyl)cyclohexene
—— 2,3,9,10,16,17,23,24-octakis(2,6-dimethylphenylsulfanyl)-1,4,8,11,15,18,22,25-(octaaza)phthalocyanine 1569939-72-5 C88H74N16S8
2,3,9,10,16,17,23,24-octakis(2,6-dimethylphenylsulfanyl)-1,4,8,11,15,18,22,25-(octaaza)phthalocyanine
—— 4-(1,1-dimethoxy-ethyl)-2-methylsulfanyl-pyrimidine 521092-35-3 C9H14N2O2S
4-(1,1-dimethoxy-ethyl)-2-methylsulfanyl-pyrimidine
—— 4,6-bismethylthio-5-nitropyrimidine 88317-72-0 C6H7N3O2S2
4,6-bismethylthio-5-nitropyrimidine
—— 5-benzylsulfanyl-3-phenyl-3<i>H</i>-[1,3,4]thiadiazole-2-thione 41126-42-5 C15H12N2S3
5-benzylsulfanyl-3-phenyl-3<i>H</i>-[1,3,4]thiadiazole-2-thione
—— 6-methylthio-4-methoxy-5-nitropyrimidine 90860-54-1 C6H7N3O3S
6-methylthio-4-methoxy-5-nitropyrimidine
—— 2,4,6-trismethylthio-5-nitropyrimidine 127726-64-1 C7H9N3O2S3
2,4,6-trismethylthio-5-nitropyrimidine
—— 2-methyl-4,6-dimethylthio-5-nitropyrimidine 138972-76-6 C7H9N3O2S2
2-methyl-4,6-dimethylthio-5-nitropyrimidine
—— 4-methyl-2-(methylthio)-6-(trifluoromethyl)pyrimidine 62772-91-2 C7H7F3N2S
4-methyl-2-(methylthio)-6-(trifluoromethyl)pyrimidine
—— 2-Amino-4,6-di-(methylmercapto)-pyrimidin 6339-72-6 C6H9N3S2
2-Amino-4,6-di-(methylmercapto)-pyrimidin
—— 3-Methylmercapto-1,2,4-thiodiazol 38362-14-0 C3H4N2S2
3-Methylmercapto-1,2,4-thiodiazol
—— 5-p-Chlorphenyl-2-methylthiopyrimidin 31408-25-0 C11H9ClN2S
5-p-Chlorphenyl-2-methylthiopyrimidin
—— 4-(2-propenylthio)-o-phenylenediamine 70411-37-9 C9H12N2S
4-(2-propenylthio)-o-phenylenediamine
—— methyl 4-ethylthioallophanimidate 41160-69-4 C5H11N3OS
methyl 4-ethylthioallophanimidate
—— 6-bromomethyl-4-trichloromethyl-2-methylsulfanylpyrimidine 502927-07-3 C7H6BrCl3N2S
6-bromomethyl-4-trichloromethyl-2-methylsulfanylpyrimidine
—— 2-(methylsulfanyl)-4-(pentafluoroethyl)pyrimidine 1359996-71-6 C7H5F5N2S
2-(methylsulfanyl)-4-(pentafluoroethyl)pyrimidine
—— 5-benzyl-2-methylthiopyimidine-4,6-dione 331978-39-3 C12H12N2O2S
5-benzyl-2-methylthiopyimidine-4,6-dione
—— 3-methylbut-2-enylsulfanyl(methylsulfanyl)methanethione 62594-11-0 C7H12S3
3-methylbut-2-enylsulfanyl(methylsulfanyl)methanethione
—— 6-(dimethoxymethyl)-2-(methylthio)pyrimidin-4-ol 21326-25-0 C8H12N2O3S
6-(dimethoxymethyl)-2-(methylthio)pyrimidin-4-ol
—— 4-trifluoromethyl-2-methylthio-6-(pyridin-2-yl)-pyrimidine 1219483-58-5 C11H8F3N3S
4-trifluoromethyl-2-methylthio-6-(pyridin-2-yl)-pyrimidine
—— 6-(diethoxymethyl)-5-methyl-2-(methylthio)pyrimidin-4(3H)-one 948859-51-6 C11H18N2O3S
6-(diethoxymethyl)-5-methyl-2-(methylthio)pyrimidin-4(3H)-one
—— 1,5-bis(2-pyridylthio)pentane 625096-73-3 C15H18N2S2
1,5-bis(2-pyridylthio)pentane
—— 2-(methylthio)-6,7,8,9-tetrahydro-3H-cyclohepta[d]pyrimidin-4(5H)-one 33081-08-2 C10H14N2OS
2-(methylthio)-6,7,8,9-tetrahydro-3H-cyclohepta[d]pyrimidin-4(5H)-one
—— 2-(methylthio)-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-ol 3087-14-7 C8H10N2OS
2-(methylthio)-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-ol
—— 2-methylthio-5,6-trimethylene-4(3H)-pyrimidinone 3087-14-7 C8H10N2OS
2-methylthio-5,6-trimethylene-4(3H)-pyrimidinone
—— 6-(2-chloro-pyridin-4-yl)-2-methylsulfanyl-3H-pyrimidin-4-one 861417-47-2 C10H8ClN3OS
6-(2-chloro-pyridin-4-yl)-2-methylsulfanyl-3H-pyrimidin-4-one
—— 3-chloropropyl [imino(methylthio)methyl]carbamate 870605-78-0 C6H11ClN2O2S
3-chloropropyl [imino(methylthio)methyl]carbamate
—— 2-methylsulfanyl-6-(3-phenyl-propyl)-pyrimidin-4-ol 1003587-59-4 C14H16N2OS
2-methylsulfanyl-6-(3-phenyl-propyl)-pyrimidin-4-ol
—— 1-(1'-phenylthiocyclopropyl)hex-5-yn-1-ol 288304-24-5 C15H18OS
1-(1'-phenylthiocyclopropyl)hex-5-yn-1-ol
—— 5-fluoro-6-hydroxy-2-methylthio-4(1H)-pyrimidinone 4996-41-2 C5H5FN2O2S
5-fluoro-6-hydroxy-2-methylthio-4(1H)-pyrimidinone