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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-(4-chlorophenyl)sulfanyl-1,4-dimethoxybenzene 940097-74-5 C14H13ClO2S
2-(4-chlorophenyl)sulfanyl-1,4-dimethoxybenzene
—— Ethyl (E)-4-O-(tert-butyldiphenylsilyl)-2,3,7,8,9-pentadeoxy-9-(phenylthio)-α-D-erythro-L-glycero-nona-2,7-dienopyranoside 164227-29-6 C33H40O4SSi
Ethyl (E)-4-O-(tert-butyldiphenylsilyl)-2,3,7,8,9-pentadeoxy-9-(phenylthio)-α-D-erythro-L-glycero-nona-2,7-dienopyranoside
—— (1R, 2R)-2-(phenylthio)cyclohexanol 102917-46-4 C12H16OS
(1R, 2R)-2-(phenylthio)cyclohexanol
—— 6-Phenylsulfanyl-hexanal 127871-84-5 C12H16OS
6-Phenylsulfanyl-hexanal
—— N-Dodecyl-N'-(2-Hydroxyaethyl)thioharnstoff 92867-35-1 C15H32N2OS
N-Dodecyl-N'-(2-Hydroxyaethyl)thioharnstoff
—— 4-((2-hydroxyphenyl)thio)benzonitrile 1248796-07-7 C13H9NOS
4-((2-hydroxyphenyl)thio)benzonitrile
—— 2,2,2-[tris(methylthio)]ethylcyclohexane 480424-99-5 C11H22S3
2,2,2-[tris(methylthio)]ethylcyclohexane
—— methyl(5-(1-methyl-1H-imidazol-2-ylsulphanyl)-2-nitrophenyl)amine 282106-63-2 C11H12N4O2S
methyl(5-(1-methyl-1H-imidazol-2-ylsulphanyl)-2-nitrophenyl)amine
—— 1,3-dimethyl-2-(3-methylamino-4-nitrophenylsulphanyl)-3H-imidazol-1-ium methyl sulphate 282106-62-1 CH3O4S*C12H15N4O2S
1,3-dimethyl-2-(3-methylamino-4-nitrophenylsulphanyl)-3H-imidazol-1-ium methyl sulphate
—— 4,7-Dimethyl-4H,7H-9-thia-1,3a,4,6,7-pentaaza-cyclopenta[b]naphthalen-8-one 143703-03-1 C9H9N5OS
4,7-Dimethyl-4H,7H-9-thia-1,3a,4,6,7-pentaaza-cyclopenta[b]naphthalen-8-one
—— thiobis(dibenzo-β-tropolone) 105501-84-6 C30H18O4S
thiobis(dibenzo-β-tropolone)
—— 2-(5-furan-2-yl-[1,3,4]oxadiazol-2-ylsulfanyl)-acetamide 33621-22-6 C8H7N3O3S
2-(5-furan-2-yl-[1,3,4]oxadiazol-2-ylsulfanyl)-acetamide
—— 1-ethyl-4-[2-fluoro-3-(methylthio)phenyl]-1,2,3,6-tetrahydropyridine 871353-35-4 C14H18FNS
1-ethyl-4-[2-fluoro-3-(methylthio)phenyl]-1,2,3,6-tetrahydropyridine
—— 2,2,4-trimethyl-3-phenylthiomethyl-cyclohex-3-en-1-one 162708-83-0 C16H20OS
2,2,4-trimethyl-3-phenylthiomethyl-cyclohex-3-en-1-one
—— [3-(5-cyano-6-oxo-4-thiophen-2-yl-1,6-dihydropyrimidin-2-ylsulfanylmethyl)phenyl]acetic acid 1883602-21-8 C18H13N3O3S2
[3-(5-cyano-6-oxo-4-thiophen-2-yl-1,6-dihydropyrimidin-2-ylsulfanylmethyl)phenyl]acetic acid
—— 5-(phenylthiomethyl)-1H-pyrazol-3(2H)-one 1227692-89-8 C10H10N2OS
5-(phenylthiomethyl)-1H-pyrazol-3(2H)-one
—— 2,5-Bis-benzo[1,3]dithiol-2-yl-1H-pyrrole-3-carbonitrile 183997-64-0 C19H12N2S4
2,5-Bis-benzo[1,3]dithiol-2-yl-1H-pyrrole-3-carbonitrile
—— Phosphorodithioic acid, O-ethyl S-((ethylsulfinyl)methyl) S-(2-methylpropyl) ester 66427-10-9 C9H21O3PS3
Phosphorodithioic acid, O-ethyl S-((ethylsulfinyl)methyl) S-(2-methylpropyl) ester
—— S-[2-(butylamino)ethyl] methylthiolcarbamate 652154-36-4 C8H18N2OS
S-[2-(butylamino)ethyl] methylthiolcarbamate
—— 2,5-dimethyl-2-phenyl-2,3-dihydrobenzothiophen-3-one 681455-37-8 C16H14OS
2,5-dimethyl-2-phenyl-2,3-dihydrobenzothiophen-3-one
—— 2-benzyl-2-(methylthio)thiolane 140696-74-8 C12H16S2
2-benzyl-2-(methylthio)thiolane
—— 2-Isopropyl-2-(methylthio)thiolan 140696-70-4 C8H16S2
2-Isopropyl-2-(methylthio)thiolan
—— 2-Allyl-2-(methylthio)thiolan 140696-73-7 C8H14S2
2-Allyl-2-(methylthio)thiolan
—— 2-Methyl-2-(methylthio)thiolan 140696-68-0 C6H12S2
2-Methyl-2-(methylthio)thiolan
—— 2-Ethyl-2-(methylthio)thiolan 140696-69-1 C7H14S2
2-Ethyl-2-(methylthio)thiolan
—— 2-(4-Methoxyphenylthio)pyrrole 1128077-19-9 C11H11NOS
2-(4-Methoxyphenylthio)pyrrole
—— 4,9-dihydrodithieno<3,2-b:2',3'-e>thiepin-9-one 88048-72-0 C10H6OS3
4,9-dihydrodithieno<3,2-b:2',3'-e>thiepin-9-one
—— 4,8-dihydrodithieno<2,3-b:2',3'-e>thiepin-4-one 88048-75-3 C10H6OS3
4,8-dihydrodithieno<2,3-b:2',3'-e>thiepin-4-one
—— 2,3-dihydro-2-oxo-3-phenyl-1,3-dithiolo<4,5-e><1,4>dithiin-6-thione 137053-72-6 C11H6OS5
2,3-dihydro-2-oxo-3-phenyl-1,3-dithiolo<4,5-e><1,4>dithiin-6-thione
—— 5-Methylthio-4-phenylisothiazol-3-ol 65209-51-0 C10H9NOS2
5-Methylthio-4-phenylisothiazol-3-ol
—— di-t-butylchlorophosphonium methylthiomethylid 81176-01-4 C10H22ClPS
di-t-butylchlorophosphonium methylthiomethylid
—— 5-methoxy-1-methyl-3-methylsulfanyl-1-oxo-1λ<sup>6</sup>-[1,2]thiazine-4-carbonitrile 62236-12-8 C8H10N2O2S2
5-methoxy-1-methyl-3-methylsulfanyl-1-oxo-1λ<sup>6</sup>-[1,2]thiazine-4-carbonitrile
—— 1,2-dichloro-1,4,4-tris(4-fluorophenylthio)-1,3-butadiene 1233711-14-2 C22H13Cl2F3S3
1,2-dichloro-1,4,4-tris(4-fluorophenylthio)-1,3-butadiene
—— diprop-2-ynyl sulphoxide 15292-69-0 C6H6OS
diprop-2-ynyl sulphoxide
—— 3-methylthio-7-chloro-benzo-as-triazine-1-oxide 75121-96-9 C8H6ClN3OS
3-methylthio-7-chloro-benzo-as-triazine-1-oxide
—— 5-ethoxy-1-methyl-3-methylsulfanyl-1-oxo-1λ<sup>6</sup>-[1,2]thiazine-4-carbonitrile 65322-16-9 C9H12N2O2S2
5-ethoxy-1-methyl-3-methylsulfanyl-1-oxo-1λ<sup>6</sup>-[1,2]thiazine-4-carbonitrile
—— 5-hydroxy-1-methyl-3-methylsulfanyl-1-oxo-1λ<sup>6</sup>-[1,2]thiazine-4-carbonitrile 62236-11-7 C7H8N2O2S2
5-hydroxy-1-methyl-3-methylsulfanyl-1-oxo-1λ<sup>6</sup>-[1,2]thiazine-4-carbonitrile
—— 3-[2-(4-Chloro-phenyl)-benzo[1,3]dithiol-2-yl]-1H-pyrrole 147089-27-8 C17H12ClNS2
3-[2-(4-Chloro-phenyl)-benzo[1,3]dithiol-2-yl]-1H-pyrrole
—— N,N-Dicyclohexyl-thiocarbamoyl-chlorid 24053-59-6 C13H22ClNS
N,N-Dicyclohexyl-thiocarbamoyl-chlorid
—— 3-methylthio-7-chloro-benzo-as-triazine 75122-02-0 C8H6ClN3S
3-methylthio-7-chloro-benzo-as-triazine
—— dimethyl-thiocarbamic acid S-(4-bromo-2-methylphenyl) ester 1360628-93-8 C10H12BrNOS
dimethyl-thiocarbamic acid S-(4-bromo-2-methylphenyl) ester
—— 4-(tert-butyldimethylsilyloxy)-2,3-dimethyl-6-(1H-pyrrol-2-ylthio)phenol 1448175-44-7 C18H27NO2SSi
4-(tert-butyldimethylsilyloxy)-2,3-dimethyl-6-(1H-pyrrol-2-ylthio)phenol
—— 4,4'-dibromo-6,6'-dimethyl-2,2'-sulfanediyl-di-phenol 103998-34-1 C14H12Br2O2S
4,4'-dibromo-6,6'-dimethyl-2,2'-sulfanediyl-di-phenol
—— 1,4-bis((trifluoromethyl)sulfonyl)butane 35389-65-2 C6H8F6O4S2
1,4-bis((trifluoromethyl)sulfonyl)butane
—— 6-methyl-1-oxa-4-thiaspiro<4.5>dec-6-ene-7-carbinol 223908-61-0 C10H16O2S
6-methyl-1-oxa-4-thiaspiro<4.5>dec-6-ene-7-carbinol
—— 2-(Methylthio)benzyl 3-(2,2-difluoro-2-(2-pyridyl-N-oxide)ethylamino)-6-chloropyrazin-2-one-1-acetamide 342815-49-0 C21H20ClF2N5O3S
2-(Methylthio)benzyl 3-(2,2-difluoro-2-(2-pyridyl-N-oxide)ethylamino)-6-chloropyrazin-2-one-1-acetamide
—— 3-[[5-(1,1-Dimethylethyl)-1,2,3-thiadiazol-4-yl]thio]propanoic acid, methyl ester 114393-14-5 C10H16N2O2S2
3-[[5-(1,1-Dimethylethyl)-1,2,3-thiadiazol-4-yl]thio]propanoic acid, methyl ester
—— 3-[[5-(1,1-Dimethylethyl)-1,2,3-thiadiazol-4-yl]thio]propanoic acid, ethyl ester 114393-19-0 C11H18N2O2S2
3-[[5-(1,1-Dimethylethyl)-1,2,3-thiadiazol-4-yl]thio]propanoic acid, ethyl ester
—— [(3-(2-cyanoethyl)phenyl)thio]acetic acid 340131-09-1 C11H11NO2S
[(3-(2-cyanoethyl)phenyl)thio]acetic acid
—— 1,2,4-Triazin-5(4H)-one, 4-amino-6-(cyclopentyloxy)-3-(methylthio)- 84222-90-2 C9H14N4O2S
1,2,4-Triazin-5(4H)-one, 4-amino-6-(cyclopentyloxy)-3-(methylthio)-