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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
—— 1,4-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
—— 3-chloro-4,5-dimethyl-6-(2-phenyl-[1,3]dithiolan-2-yl)-pyridazine 1204977-59-2 C15H15ClN2S2
3-chloro-4,5-dimethyl-6-(2-phenyl-[1,3]dithiolan-2-yl)-pyridazine
—— 2-(Furan-3-yl)-2-phenylsulfanylethanol 117770-28-2 C12H12O2S
2-(Furan-3-yl)-2-phenylsulfanylethanol
—— (4'aS)-4',4'a,7',8'-tetrahydro-4'a-methylspiro<1,3-dithiolane-2,2'(3'H)-naphthalen>-5'(6'H)-one 145632-33-3 C13H18OS2
(4'aS)-4',4'a,7',8'-tetrahydro-4'a-methylspiro<1,3-dithiolane-2,2'(3'H)-naphthalen>-5'(6'H)-one
—— <phenyl(phenylthio)methyl>trimethylsilane 67274-35-5 C16H20SSi
<phenyl(phenylthio)methyl>trimethylsilane
—— 2-oxo-1,4-benzodithian 19446-97-0 C8H6OS2
2-oxo-1,4-benzodithian
—— 6-(2,6-difluorophenylmethyl)-3,4-dihydro-2-methylthiopyrimidin-4(3H)-one 221122-01-6 C12H10F2N2OS
6-(2,6-difluorophenylmethyl)-3,4-dihydro-2-methylthiopyrimidin-4(3H)-one
—— 5-oxohexyl methyl sulfone 120695-77-4 C7H14O3S
5-oxohexyl methyl sulfone
—— 1,3-Dibromo-5,5-difluoro-5,6-dihydro-4H-cyclopenta[c]thiophene-4,6-dione bis(ethane-1,2-diyl dithioacetal) 909533-94-4 C11H8Br2F2S5
1,3-Dibromo-5,5-difluoro-5,6-dihydro-4H-cyclopenta[c]thiophene-4,6-dione bis(ethane-1,2-diyl dithioacetal)
—— 2-ethylidene-1,3-benzodithiole 139199-94-3 C9H8S2
2-ethylidene-1,3-benzodithiole
—— 2,2-Dimethyl-benzo[1,3]dithiole 1,1,3,3-tetraoxide 87474-01-9 C9H10O4S2
2,2-Dimethyl-benzo[1,3]dithiole 1,1,3,3-tetraoxide
—— 2-(2-Phenyl-benzo[1,3]dithiol-2-yl)-1-thiophen-2-yl-ethanone 78121-01-4 C19H14OS3
2-(2-Phenyl-benzo[1,3]dithiol-2-yl)-1-thiophen-2-yl-ethanone
—— bicyclo<1.1.1>pentane-1,3-dithiol 115092-72-3 C5H8S2
bicyclo<1.1.1>pentane-1,3-dithiol
—— 5-amino-6-(methylamino)-2-(methylthio)pyrimidin-4(3H)-one 120270-24-8 C6H10N4OS
5-amino-6-(methylamino)-2-(methylthio)pyrimidin-4(3H)-one
—— 6-(methylamino)-2-(methylthio)-pyrimidin-4(3H)-one 120270-05-5 C6H9N3OS
6-(methylamino)-2-(methylthio)-pyrimidin-4(3H)-one
—— benzodithiane-2-<methyl>piperidine 105602-18-4 C14H19NS2
benzodithiane-2-<methyl>piperidine
—— 1,2-bis(2-(2,4,6-tris[bis(trimethylsilyl)methyl]phenylthio)phenylthio)benzene 863551-37-5 C72H130S4Si12
1,2-bis(2-(2,4,6-tris[bis(trimethylsilyl)methyl]phenylthio)phenylthio)benzene
—— 1-(2-Phenyl-benzo[1,3]dithiol-2-yl)-propan-2-one 78121-02-5 C16H14OS2
1-(2-Phenyl-benzo[1,3]dithiol-2-yl)-propan-2-one
—— 2-(1-chloroethyl)-1,3-benzodithiole 161091-62-9 C9H9ClS2
2-(1-chloroethyl)-1,3-benzodithiole
—— 1-(2-dimethylaminoethyl)-1-[4-(4-fluorophenylsulfanyl)phenyl]-1,3-dihydroisobenzofuran-5-carbonitrile 1448549-64-1 C25H23FN2OS
1-(2-dimethylaminoethyl)-1-[4-(4-fluorophenylsulfanyl)phenyl]-1,3-dihydroisobenzofuran-5-carbonitrile
—— 2-methylene-1,3-benzodithiole 78454-84-9 C8H6S2
2-methylene-1,3-benzodithiole
—— spiro<1,3-benzodithiole-2,1'-cyclohexane> 7127-65-3 C12H14S2
spiro<1,3-benzodithiole-2,1'-cyclohexane>
—— 2,5-bis(benzodithiol-2-yl)thiophene 101683-27-6 C18H12S5
2,5-bis(benzodithiol-2-yl)thiophene
—— N-ethyl-N-methyl-N'-[4-(3-difluoromethoxyphenylthio)-2,5-xylyl]formamidine 1361044-69-0 C19H22F2N2OS
N-ethyl-N-methyl-N'-[4-(3-difluoromethoxyphenylthio)-2,5-xylyl]formamidine
—— bis-(2-methylsulfanyl-phenyl)-disulfide 59014-88-9 C14H14S4
bis-(2-methylsulfanyl-phenyl)-disulfide
—— N-ethyl-N-methylthiourea 103528-03-6 C4H10N2S
N-ethyl-N-methylthiourea
—— 4-oxohexyl methyl sulfone 120695-74-1 C7H14O3S
4-oxohexyl methyl sulfone