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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
—— 2,2'-(1,6-Methano-<10>annulen-2,7-diyl)bis(5-methyl-1,3-benzodithiol) 72952-81-9 C27H22S4
2,2'-(1,6-Methano-<10>annulen-2,7-diyl)bis(5-methyl-1,3-benzodithiol)
—— 5-Methyl-1,3-benzodithiol 53048-37-6 C8H8S2
5-Methyl-1,3-benzodithiol
—— ethyl 5-methyl-2-phenyl-1,3-benzodithiole-2-carboxylate 147805-37-6 C17H16O2S2
ethyl 5-methyl-2-phenyl-1,3-benzodithiole-2-carboxylate
—— 7-methylbenzo[5,6][1,4]dithiino[2,3-b]pyrazine 36825-76-0 C11H8N2S2
7-methylbenzo[5,6][1,4]dithiino[2,3-b]pyrazine
—— 2-methyl-5,12-dithianaphtho<2,3-b>quinoxaline 106161-11-9 C15H10N2S2
2-methyl-5,12-dithianaphtho<2,3-b>quinoxaline
—— 4-ethylsulfanyl-<i>N</i>-methyl-aniline 65605-25-6 C9H13NS
4-ethylsulfanyl-<i>N</i>-methyl-aniline
—— propylcarbamic acid 7,7-dimethyl-3-trifluoromethyl-7,8-dihydro-6<i>H</i>-benzo[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazin-9-yl ester 66933-16-2 C15H18F3N5O2S
propylcarbamic acid 7,7-dimethyl-3-trifluoromethyl-7,8-dihydro-6<i>H</i>-benzo[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazin-9-yl ester
—— 3-bromo-6,7-dihydro-5H-thieno[3,2-b]thiopyran 99219-94-0 C7H7BrS2
3-bromo-6,7-dihydro-5H-thieno[3,2-b]thiopyran
—— 1-(3-Phenylsulfanylpropyl)piperidin-2-one 643744-74-5 C14H19NOS
1-(3-Phenylsulfanylpropyl)piperidin-2-one
—— 1-(4-phenylsulfanylbutyl)piperidin-2-one 643744-69-8 C15H21NOS
1-(4-phenylsulfanylbutyl)piperidin-2-one
—— 2-(hex-1-yn-1-yl)-2-phenyl-1,3-dithiolane 282096-36-0 C15H18S2
2-(hex-1-yn-1-yl)-2-phenyl-1,3-dithiolane
—— 1,4-dithiaspiro<4.5>decan-7-one 80563-98-0 C8H12OS2
1,4-dithiaspiro<4.5>decan-7-one
—— [(1S,8aR)-8a-methylspiro[1,2,5,6,7,8-hexahydronaphthalene-3,2'-1,3-dithiolane]-1-yl]-trimethylsilane 630130-73-3 C16H28S2Si
[(1S,8aR)-8a-methylspiro[1,2,5,6,7,8-hexahydronaphthalene-3,2'-1,3-dithiolane]-1-yl]-trimethylsilane
—— 2-dithiabutanediyl[3.2]metacyclophane 362595-79-7 C19H20S2
2-dithiabutanediyl[3.2]metacyclophane
—— 2-cyclobutyl-2-thiomethylpropane-1,3-diol 131506-02-0 C8H16O2S
2-cyclobutyl-2-thiomethylpropane-1,3-diol
—— (2-isopropyl-1,3-dithiolan-2-ylethynyl)-trimethylsilane 950758-20-0 C11H20S2Si
(2-isopropyl-1,3-dithiolan-2-ylethynyl)-trimethylsilane
—— 1-(2-Ethyl-[1,3]dithiolan-2-yl)-propan-1-one 136062-26-5 C8H14OS2
1-(2-Ethyl-[1,3]dithiolan-2-yl)-propan-1-one
—— (1R,5S)-1,5-dimethylbicyclo[3.3.0]octane-spiro[7,2']-1,3-dithiolan-2-one 581096-91-5 C12H18OS2
(1R,5S)-1,5-dimethylbicyclo[3.3.0]octane-spiro[7,2']-1,3-dithiolan-2-one
—— 2-Butyl-3-methoxy-5,8-dithia-spiro[3.4]oct-2-en-1-one 361522-99-8 C11H16O2S2
2-Butyl-3-methoxy-5,8-dithia-spiro[3.4]oct-2-en-1-one
—— 2-methylthio-1,4-dihydro-1,3-thiazine-4-one 1193-87-9 C5H5NOS2
2-methylthio-1,4-dihydro-1,3-thiazine-4-one
—— (1R,6R,8R)-3,3-Ethylenedithio-8-isopropyl-1,6-dimethylbicyclo[4.4.0]decane 313653-90-6 C17H30S2
(1R,6R,8R)-3,3-Ethylenedithio-8-isopropyl-1,6-dimethylbicyclo[4.4.0]decane
—— 2-(4-methylsulfanylbenzyl)malonic acid diethyl ester 124663-44-1 C15H20O4S
2-(4-methylsulfanylbenzyl)malonic acid diethyl ester
—— <2-Dimethylamino-aethyl>-pentachlorphenyl-sulfid 14289-11-3 C10H10Cl5NS
<2-Dimethylamino-aethyl>-pentachlorphenyl-sulfid
—— 1-chloroethane-1,2-bis(sulphenyl chloride) 97484-10-1 C2H3Cl3S2
1-chloroethane-1,2-bis(sulphenyl chloride)
—— Δ<sup>1,9</sup>-Octalone-2 ethylene dithioacetal 150237-22-2 C12H18S2
Δ<sup>1,9</sup>-Octalone-2 ethylene dithioacetal
—— 2-Methyl-2-phenylethynyl-[1,3]dithiolane 183270-57-7 C12H12S2
2-Methyl-2-phenylethynyl-[1,3]dithiolane
—— 1,4-cyclohexanedione diethylenethioacetal 311-37-5 C10H16S4
1,4-cyclohexanedione diethylenethioacetal
—— 3,4-ethylenedithioselenophene 1132934-32-7 C6H6S2Se
3,4-ethylenedithioselenophene
—— ethyl 1,4-dithiaspiro[4.5]dec-6-ylacetate 332350-66-0 C12H20O2S2
ethyl 1,4-dithiaspiro[4.5]dec-6-ylacetate
—— N-(2-sulfanylethylsulfanylmethyl)acetamide 1536202-72-8 C5H11NOS2
N-(2-sulfanylethylsulfanylmethyl)acetamide
—— Ethylen-1,2-bis(N-butyl-thiolurethan) 55769-52-3 C12H24N2O2S2
Ethylen-1,2-bis(N-butyl-thiolurethan)
—— N,N′-bis[(dimethylamino)methyl]thiourea 98425-53-7 C7H18N4S
N,N′-bis[(dimethylamino)methyl]thiourea
—— (7aS)-5,5-(ethylenedithio)-7a-methyl-1,2,3,5,6,7,7a-heptahydro-1-indenone 248257-39-8 C12H16OS2
(7aS)-5,5-(ethylenedithio)-7a-methyl-1,2,3,5,6,7,7a-heptahydro-1-indenone
—— 4-(1,5,3-dithiazepan-3-yl)-1-butanol 1604783-77-8 C8H17NOS2
4-(1,5,3-dithiazepan-3-yl)-1-butanol
—— 5-(pyridin-4-ylmethyl)-2-methylthio-4-pyrimidone 64107-41-1 C11H11N3OS
5-(pyridin-4-ylmethyl)-2-methylthio-4-pyrimidone
—— 2-methylsulfanyl-5-pyridin-2-ylmethyl-3<i>H</i>-pyrimidin-4-one 64107-52-4 C11H11N3OS
2-methylsulfanyl-5-pyridin-2-ylmethyl-3<i>H</i>-pyrimidin-4-one
—— 2-Methoxycarbonyldifluoromethanesulfonyl azide 82386-31-0 C3H3F2N3O4S
2-Methoxycarbonyldifluoromethanesulfonyl azide
—— 1,2-bis(chlorosulfanyl)ethane 24127-98-8 C2H4Cl2S2
1,2-bis(chlorosulfanyl)ethane
—— 3,4-dihydro-2-phenyl-2H-1,6-benzothiazocin-5(6H)-one 1672-37-3 C16H15NOS
3,4-dihydro-2-phenyl-2H-1,6-benzothiazocin-5(6H)-one
—— 2-methyl-2-pentyl-1,3-dithiolane 81979-61-5 C9H18S2
2-methyl-2-pentyl-1,3-dithiolane
—— 5-(thien-2-ylmethyl)-2-methylthio-4-pyrimidone 64107-48-8 C10H10N2OS2
5-(thien-2-ylmethyl)-2-methylthio-4-pyrimidone
—— 2-(1,4-dithiaspiro[4.5]dec-8-yl)-2-(3,3,3-trifluoropropylsulfonyl)acetonitrile 1097630-48-2 C13H18F3NO2S3
2-(1,4-dithiaspiro[4.5]dec-8-yl)-2-(3,3,3-trifluoropropylsulfonyl)acetonitrile
—— Spiro[1,3-dithiolane-2,7'-3,11-dithiatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraene] 164727-17-7 C11H8S4
Spiro[1,3-dithiolane-2,7'-3,11-dithiatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraene]
—— 5-(4-chlorobenzyl)-2-methylthiopyrimid-4-one 63204-28-4 C12H11ClN2OS
5-(4-chlorobenzyl)-2-methylthiopyrimid-4-one
—— dimethyl 2,5-bi<1,3>dithiolanylbicyclo<2.2.2>octane-1,4-dicarboxylate 174685-35-9 C16H22O4S4
dimethyl 2,5-bi<1,3>dithiolanylbicyclo<2.2.2>octane-1,4-dicarboxylate
—— 5-(4-hydroxybenzyl)-2-methylthio-4-pyrimidone 92712-79-3 C12H12N2O2S
5-(4-hydroxybenzyl)-2-methylthio-4-pyrimidone
—— 8-Phenyl-1,4-dithia-spiro[4.5]decane 106592-05-6 C14H18S2
8-Phenyl-1,4-dithia-spiro[4.5]decane
—— 2-methylthio-5-[1-(pyridin-3-yl)ethyl]-4-pyrimidone 71351-59-2 C12H13N3OS
2-methylthio-5-[1-(pyridin-3-yl)ethyl]-4-pyrimidone
—— 2-methyl-2-(thiophen-2-yl)-1,3-dithiolane 85102-57-4 C8H10S3
2-methyl-2-(thiophen-2-yl)-1,3-dithiolane
—— 11-(2-dimethylaminoethyl)-11H-dibenzo<b,e>-1,4-dithiepin 81890-70-2 C17H19NS2
11-(2-dimethylaminoethyl)-11H-dibenzo<b,e>-1,4-dithiepin