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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
—— 1-o-Tolylmercapto-butanon-(2) 91969-65-2 C11H14OS
1-o-Tolylmercapto-butanon-(2)
—— 2-<(5,6-diphenyl-1,2,4-triazin-3-yl)-oxymethyl>-5,6-dihydrothiazolo<3,2-b>-s-triazol-6-one 168433-65-6 C20H14N6O2S
2-<(5,6-diphenyl-1,2,4-triazin-3-yl)-oxymethyl>-5,6-dihydrothiazolo<3,2-b>-s-triazol-6-one
—— 5(6)-<2-5(6)-chlorobenzimidazolylthio>-2-methylbenzimidazole 89028-90-0 C15H11ClN4S
5(6)-<2-5(6)-chlorobenzimidazolylthio>-2-methylbenzimidazole
—— 5-(chloromethyl)-N-methyl-2-(methylthio)pyrimidine-4-amine 686759-47-7 C7H10ClN3S
5-(chloromethyl)-N-methyl-2-(methylthio)pyrimidine-4-amine
—— 3-(5-amino-2-chloro-4-fluorophenyl)-1-methyl-7-(methylthio)-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one 1011464-01-9 C14H13ClFN5OS
3-(5-amino-2-chloro-4-fluorophenyl)-1-methyl-7-(methylthio)-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one
—— N-Monochloracetyl-S,S-dimethylsulfimid 37656-30-7 C4H8ClNOS
N-Monochloracetyl-S,S-dimethylsulfimid
—— 5-(2-hydroxyethyl)-1-methyl-4-<(phenylmethyl)thio>imidazole 122174-30-5 C13H16N2OS
5-(2-hydroxyethyl)-1-methyl-4-<(phenylmethyl)thio>imidazole
—— <i>N</i>-[4-(4-nitro-phenylsulfanyl)-phenyl]-succinamic acid 330634-68-9 C16H14N2O5S
<i>N</i>-[4-(4-nitro-phenylsulfanyl)-phenyl]-succinamic acid
—— 3-(3-amino-4-fluorophenyl)-1-methyl-7-(methylthio)-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one 1011463-70-9 C14H14FN5OS
3-(3-amino-4-fluorophenyl)-1-methyl-7-(methylthio)-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one
—— 2,5-bis(4-aminophenylenesulfanyl)thiophene 211238-27-6 C16H14N2S3
2,5-bis(4-aminophenylenesulfanyl)thiophene
—— 5-methylthio-3-phenylisothiazole-4-carbonitrile 90748-89-3 C11H8N2S2
5-methylthio-3-phenylisothiazole-4-carbonitrile
—— Ethene, 1-chloro-2-(methylthio)-, (Z)- 53715-35-8 C3H5ClS
Ethene, 1-chloro-2-(methylthio)-, (Z)-
—— 2-chloro-5-(phenylthio)thiophene 58042-61-8 C10H7ClS2
2-chloro-5-(phenylthio)thiophene
—— 2,5-bis(phenylthio)thiophene 2974-09-6 C16H12S3
2,5-bis(phenylthio)thiophene
—— 6-(bromomethyl)-5-<(ethoxycarbonyl)(phenylthio)methyl>-4-methoxy-2H-pyran-2-one 116054-34-3 C17H17BrO5S
6-(bromomethyl)-5-<(ethoxycarbonyl)(phenylthio)methyl>-4-methoxy-2H-pyran-2-one
—— 1,3,3,5,7,7-Hexamethyl-2,4,6,8-tetrathiabicyclo[3.3.1]nonane 57289-15-3 C11H20S4
1,3,3,5,7,7-Hexamethyl-2,4,6,8-tetrathiabicyclo[3.3.1]nonane
—— 4-chloro-6-(4-methoxypyridin-2-yl)-2-(methylthio)pyrimidine-5-carbonitrile 945002-44-8 C12H9ClN4OS
4-chloro-6-(4-methoxypyridin-2-yl)-2-(methylthio)pyrimidine-5-carbonitrile
—— 5-cyano-S-(1-vinylimidazol-4-yl)thioglycolamide 320605-18-3 C8H8N4OS
5-cyano-S-(1-vinylimidazol-4-yl)thioglycolamide
—— spiro<bicyclo<2.2.1>hept-5-ene-2,2'-<1,3>dithiolane> 98816-45-6 C9H12S2
spiro<bicyclo<2.2.1>hept-5-ene-2,2'-<1,3>dithiolane>
—— 5-cyano-1-allylimidazol-4-ylthioacetamide 320605-39-8 C9H10N4OS
5-cyano-1-allylimidazol-4-ylthioacetamide
—— 2-tert.-Butyl-2-methyl-1,3-oxathian 24699-60-3 C9H18OS
2-tert.-Butyl-2-methyl-1,3-oxathian
—— 4-aminobutane-2-thiol 870-65-5 C4H11NS
4-aminobutane-2-thiol
—— Methyl (Pentafluorosulfanyl)dithiocarbamate 90598-00-8 C2H4F5NS3
Methyl (Pentafluorosulfanyl)dithiocarbamate
—— N-((1E)-{4-[(cyclopropylmethyl)-sulphonyl]phenyl}methylene)-2-methylpropane-2-sulphinamide 917382-98-0 C15H21NOS2
N-((1E)-{4-[(cyclopropylmethyl)-sulphonyl]phenyl}methylene)-2-methylpropane-2-sulphinamide
—— tert-Butyl-((R)-2-methoxymethoxy-7-phenylsulfanyl-heptyloxy)-diphenyl-silane 201472-34-6 C31H42O3SSi
tert-Butyl-((R)-2-methoxymethoxy-7-phenylsulfanyl-heptyloxy)-diphenyl-silane
—— 6-(3,5-dimethylbenzyl)-5-ethyl-2-(methylthio)pyrimidine-4(1H)-one 1056025-54-7 C16H20N2OS
6-(3,5-dimethylbenzyl)-5-ethyl-2-(methylthio)pyrimidine-4(1H)-one
—— S-n-Butyl (phenylthio)thioacetate 63006-69-9 C12H16OS2
S-n-Butyl (phenylthio)thioacetate
—— 1-Oxa-4-thiaspiro[4.4]nonane, 6,9-dimethyl- 57156-88-4 C9H16OS
1-Oxa-4-thiaspiro[4.4]nonane, 6,9-dimethyl-
—— 1,4-Dithiacyclohept-2-ene 70063-50-2 C5H8S2
1,4-Dithiacyclohept-2-ene
—— 2-phenyl-2-allyl-1,3-dithiane 84537-35-9 C13H16S2
2-phenyl-2-allyl-1,3-dithiane
—— bis(N,N-dibutylcarbamoyl)disulfide 91481-37-7 C18H36N2O2S2
bis(N,N-dibutylcarbamoyl)disulfide
—— Dodecanethioamide, N,N-diethyl- 143593-91-3 C16H33NS
Dodecanethioamide, N,N-diethyl-
—— (R)-3-(tert-butyldimethylsilyloxy)-4-(2-ethyl-1,3-dithian-2-yl)butanal 1221821-51-7 C16H32O2S2Si
(R)-3-(tert-butyldimethylsilyloxy)-4-(2-ethyl-1,3-dithian-2-yl)butanal
—— 4-((R)-Butane-1-sulfinyl)-but-1-ene 188954-51-0 C8H16OS
4-((R)-Butane-1-sulfinyl)-but-1-ene
—— 1-isopentyl-7-(methylthio)-1H-pyrimido[4,5-d][1,3]oxazine-2,4-dione 1186049-75-1 C12H15N3O3S
1-isopentyl-7-(methylthio)-1H-pyrimido[4,5-d][1,3]oxazine-2,4-dione
—— 1,1-di(phenylthio)-2-cyclohexylcyclobutane 122732-91-6 C22H26S2
1,1-di(phenylthio)-2-cyclohexylcyclobutane
—— 1-Oxa-6,6a-dithiapentalen 25336-68-9 C5H4OS2
1-Oxa-6,6a-dithiapentalen
—— 1-(1-Adamantylcarbonyl)-3,5-dimethyl-4-(phenylsulfanyl)-1H-pyrazole 5322-27-0 C22H26N2OS
1-(1-Adamantylcarbonyl)-3,5-dimethyl-4-(phenylsulfanyl)-1H-pyrazole
—— (S)-(+)-2-t-butylthio-3-cyclohexyl-propanal 155996-75-1 C13H24OS
(S)-(+)-2-t-butylthio-3-cyclohexyl-propanal
—— 2-Methyl-pent-4-ynethioic acid diethylamide 35946-24-8 C10H17NS
2-Methyl-pent-4-ynethioic acid diethylamide
—— 1-adamantylethylurea 25444-84-2 C13H22N2S
1-adamantylethylurea
—— Adamantan-1-dithiocarbonsaeure 139759-11-8 C11H16S2
Adamantan-1-dithiocarbonsaeure
—— 1-(3-Hydroxy-2-pyridilthio)-propanon-2 30221-74-0 C8H9NO2S
1-(3-Hydroxy-2-pyridilthio)-propanon-2
—— 2-(2,4-dinitro-phenylsulfanyl)-benzoic acid methyl ester 309253-52-9 C14H10N2O6S
2-(2,4-dinitro-phenylsulfanyl)-benzoic acid methyl ester
—— α,α'-bis[(5-amino-1,3,4-thiadiazol-2-yl)thio]-o-xylene 499992-37-9 C12H12N6S4
α,α'-bis[(5-amino-1,3,4-thiadiazol-2-yl)thio]-o-xylene
—— 3-Hexene, 3-chloro-4-(methylthio)-, (E)- 112303-27-2 C7H13ClS
3-Hexene, 3-chloro-4-(methylthio)-, (E)-
—— bis(4-cyano-2,3,5,6-tetrafluorophenyl) sulfide 60435-74-7 C14F8N2S
bis(4-cyano-2,3,5,6-tetrafluorophenyl) sulfide
—— 4-(3-Buten-1-yl)-6-chloro-2-(methylthio)pyrimidine 845534-15-8 C9H11ClN2S
4-(3-Buten-1-yl)-6-chloro-2-(methylthio)pyrimidine
—— 1,2-di(phenylthiomethyl)benzene 105961-94-2 C20H18S2
1,2-di(phenylthiomethyl)benzene
—— (2R)-2-[[2-Bromo-5-[[(2,3-difluorophenyl)methyl]thio]thiazolo[4,5-d)pyrimidin-7-yl]amino]-1-propanol 333743-04-7 C15H13BrF2N4OS2
(2R)-2-[[2-Bromo-5-[[(2,3-difluorophenyl)methyl]thio]thiazolo[4,5-d)pyrimidin-7-yl]amino]-1-propanol