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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-triethylsilyl-3-phenylthio-1-propene 78750-39-7 C15H24SSi
1-triethylsilyl-3-phenylthio-1-propene
—— Trimethyl-(6-phenylsulfanyl-bicyclo[3.1.0]hex-6-ylethynyl)-silane 138806-41-4 C17H22SSi
Trimethyl-(6-phenylsulfanyl-bicyclo[3.1.0]hex-6-ylethynyl)-silane
—— Trimethyl <3-octyl-3-(phenylthio)prop-1-ynyl>silane 146916-44-1 C20H32SSi
Trimethyl <3-octyl-3-(phenylthio)prop-1-ynyl>silane
—— 3-<(E)-3-(Phenylthio)-2-methyl-1-propenyl>cyclohexanone 140926-65-4 C16H20OS
3-<(E)-3-(Phenylthio)-2-methyl-1-propenyl>cyclohexanone
—— (1-Methyl-2-phenylsulfanyl-2-trimethylsilanylethynyl-cyclopropyl)-methanol 138806-43-6 C16H22OSSi
(1-Methyl-2-phenylsulfanyl-2-trimethylsilanylethynyl-cyclopropyl)-methanol
—— S-Methyl-N-sek.butyl-isothioharnstoff 105208-39-7 C6H14N2S
S-Methyl-N-sek.butyl-isothioharnstoff
—— 2-amino-4-methyl-5<i>H</i>-pyrimido[4,5-<i>b</i>][1,4]thiazin-6-one 16025-03-9 C7H8N4OS
2-amino-4-methyl-5<i>H</i>-pyrimido[4,5-<i>b</i>][1,4]thiazin-6-one
—— 2-thioglyceraldehyde 15890-66-1 C3H6O2S
2-thioglyceraldehyde
—— 4-((phenylthio)methyl)-1H-1,2,3-triazole 1256164-24-5 C9H9N3S
4-((phenylthio)methyl)-1H-1,2,3-triazole
—— tert-Butyl 2-hydroxy-6-Phenylthiohex-4-ynylether 1098093-05-0 C16H22O2S
tert-Butyl 2-hydroxy-6-Phenylthiohex-4-ynylether
—— 6-phenylthio-3-hexyn-1-ol 144512-00-5 C12H14OS
6-phenylthio-3-hexyn-1-ol
—— 1-(4-chlorophenyl)-4-(phenylthio)but-2-yn-1-ol 1005787-72-3 C16H13ClOS
1-(4-chlorophenyl)-4-(phenylthio)but-2-yn-1-ol
—— 4-benzenesulfenylbut-2-ynal diethyl acetal 647009-97-0 C14H18O2S
4-benzenesulfenylbut-2-ynal diethyl acetal
—— Bis-<2-methyl-penten-(2)-yl-(1)>-sulfid 90850-90-1 C12H22S
Bis-<2-methyl-penten-(2)-yl-(1)>-sulfid
—— 1-isopentyl-5-((phenylthio)methyl)-1H-1,2,3-triazole 1280497-45-1 C14H19N3S
1-isopentyl-5-((phenylthio)methyl)-1H-1,2,3-triazole
—— 1-mercapto-4-methylbicyclo<2.2.2>octane 39825-77-9 C9H16S
1-mercapto-4-methylbicyclo<2.2.2>octane
—— ethyl (2-phenylthio)-2-(trifluoromethyl)-3,4-pentadienoate 134427-78-4 C14H13F3O2S
ethyl (2-phenylthio)-2-(trifluoromethyl)-3,4-pentadienoate
—— methyl 4-methylbicyclo<2.2.2>oct-1-yl sulphone 69855-48-7 C10H18O2S
methyl 4-methylbicyclo<2.2.2>oct-1-yl sulphone
—— 1-methylmercapto-4-methylbicyclo<2.2.2>octane 54461-02-8 C10H18S
1-methylmercapto-4-methylbicyclo<2.2.2>octane
—— 4-cyano-4-(5-fluoro-3-methylthiophenyl)-3,4,5,6-tetrahydro-2H-pyran 179421-08-0 C13H14FNOS
4-cyano-4-(5-fluoro-3-methylthiophenyl)-3,4,5,6-tetrahydro-2H-pyran
—— (Z)-3-(Methoxymethoxy)-5-(phenylthio)-4,6-heptadien-1-ol 128845-55-6 C15H20O3S
(Z)-3-(Methoxymethoxy)-5-(phenylthio)-4,6-heptadien-1-ol
—— 4-Methylthio-3-phenyl-5-cyano-1,3-thiazoline-2-thione 125011-70-3 C11H8N2S3
4-Methylthio-3-phenyl-5-cyano-1,3-thiazoline-2-thione
—— methyl 4-(2-(5-(1-(tert-butoxycarbonyl)piperidin-4-ylamino)pyridin-2-ylamino)thiazol-4-ylthio)picolinate 1034922-37-6 C25H30N6O4S2
methyl 4-(2-(5-(1-(tert-butoxycarbonyl)piperidin-4-ylamino)pyridin-2-ylamino)thiazol-4-ylthio)picolinate
—— methyl 4-(2-(5-aminopyridin-2-ylamino)thiazol-4-ylthio)picolinate 1034922-35-4 C15H13N5O2S2
methyl 4-(2-(5-aminopyridin-2-ylamino)thiazol-4-ylthio)picolinate
—— 4-methyl-2-(phenylthio)quinoline 5465-87-2 C16H13NS
4-methyl-2-(phenylthio)quinoline
—— 3-chloro-5-(1H-imidazol-2-ylsulfanyl)-pyridine-4-carbaldehyde 1064677-26-4 C9H6ClN3OS
3-chloro-5-(1H-imidazol-2-ylsulfanyl)-pyridine-4-carbaldehyde
—— (1,2-di(4-pyridyl)-2-oxoethylthio)imidazole 86626-23-5 C15H12N4OS
(1,2-di(4-pyridyl)-2-oxoethylthio)imidazole
—— methyl 1-methyl-1-phenylthio-4-pyrrolecarboxylate 155256-64-7 C13H13NO2S
methyl 1-methyl-1-phenylthio-4-pyrrolecarboxylate
—— {2-[3-tert-Butyl-3-hydroxy-imidazo[2,1-b]thiazol-(2Z)-ylidene]-ethyl}-phosphonic acid diethyl ester 113250-41-2 C15H25N2O4PS
{2-[3-tert-Butyl-3-hydroxy-imidazo[2,1-b]thiazol-(2Z)-ylidene]-ethyl}-phosphonic acid diethyl ester
—— 2-[2-(2-methoxyethylamino) 5-methylbenzylthio]imidazole 134017-58-6 C14H19N3OS
2-[2-(2-methoxyethylamino) 5-methylbenzylthio]imidazole
—— 10H-Benzo<b>pyridazino<3.4-e><1.4>thiazin 261-99-4 C10H7N3S
10H-Benzo<b>pyridazino<3.4-e><1.4>thiazin
—— <(2,3-Dihydro-3-hydroxy-3-methylimidazo<2,1-b>thiazol-2-yliden)methyl>phosphonsaeure-diisopropylester 113250-18-3 C13H21N2O4PS
<(2,3-Dihydro-3-hydroxy-3-methylimidazo<2,1-b>thiazol-2-yliden)methyl>phosphonsaeure-diisopropylester
—— 2-(4-pyridylthio)imidazole 86626-25-7 C9H9N3S
2-(4-pyridylthio)imidazole
—— 1,1,1-Trifluoro-4-phenyl-3-phenylsulfanyl-butan-2-one 177747-68-1 C16H13F3OS
1,1,1-Trifluoro-4-phenyl-3-phenylsulfanyl-butan-2-one
—— 2-Cyanomethylthioimidazole 126174-72-9 C5H5N3S
2-Cyanomethylthioimidazole
—— N-isobutyl-2-<(2-imidazolylthio)methyl>aniline 128936-04-9 C14H19N3S
N-isobutyl-2-<(2-imidazolylthio)methyl>aniline
—— 3-(imidazol-2-ylthio)phthalodinitrile 159189-27-2 C11H6N4S
3-(imidazol-2-ylthio)phthalodinitrile
—— <<2-(2,2-Dimethyl-1-oxopropyl)-2,3-dihydroimidazo<2,1-b>thiazol-3-yl>methyl>phosphonsaeue-diethylester 113250-39-8 C15H25N2O4PS
<<2-(2,2-Dimethyl-1-oxopropyl)-2,3-dihydroimidazo<2,1-b>thiazol-3-yl>methyl>phosphonsaeue-diethylester
—— 2-acetylamino-5-(2-imidazolylthio)thiazole 133691-95-9 C8H8N4OS2
2-acetylamino-5-(2-imidazolylthio)thiazole
—— 2-(methylsulfinyl)ethyl acetate 92543-11-8 C5H10O3S
2-(methylsulfinyl)ethyl acetate
—— (Z)-2-(1-bromodec-1-en-2-ylthio)-1H-imidazole 1279713-31-3 C13H21BrN2S
(Z)-2-(1-bromodec-1-en-2-ylthio)-1H-imidazole
—— ethyl 6-[(1H-imidazol-2-yl)sulfanyl]pyridine-3-carboxylate 895582-14-6 C11H11N3O2S
ethyl 6-[(1H-imidazol-2-yl)sulfanyl]pyridine-3-carboxylate
—— 5-(2-amino-3-pyridyl)-2-ethoxycarbonylthio-3H-1,3,4-oxadiazole 679794-61-7 C11H12N4O3S
5-(2-amino-3-pyridyl)-2-ethoxycarbonylthio-3H-1,3,4-oxadiazole
—— rac-1-(2-phenyl-1,3-dithian-2-yl)-2-(tert-butylsulfonamido)-dodecane 1130687-82-9 C26H45NO2S3
rac-1-(2-phenyl-1,3-dithian-2-yl)-2-(tert-butylsulfonamido)-dodecane
—— hydron;2-(methylamino)ethyl carbamimidothioate;dibromide —— C4H13Br2N3S
hydron;2-(methylamino)ethyl carbamimidothioate;dibromide
—— 5-Cyclopent-1-enyl-[1,3]oxathiole 3-oxide 114274-87-2 C8H10O2S
5-Cyclopent-1-enyl-[1,3]oxathiole 3-oxide
—— S-3-N',N'-dimethylaminophenyl N,N-dimethylthiocarbamate 13512-01-1 C11H16N2OS
S-3-N',N'-dimethylaminophenyl N,N-dimethylthiocarbamate
—— rac-1-(1,3-dithian-2-yl)-2-(tert-butylsulfonamido)-2-phenylethane 1130687-85-2 C22H29NO2S3
rac-1-(1,3-dithian-2-yl)-2-(tert-butylsulfonamido)-2-phenylethane
—— 4-methyl-2-[[[1-methyl-5-(2,2,2-trifluoroethoxy)-3-(trifluoromethyl)-1H-pyrazol-4-yl]methyl]thio]pyridine 1-oxide 1047650-69-0 C14H13F6N3O2S
4-methyl-2-[[[1-methyl-5-(2,2,2-trifluoroethoxy)-3-(trifluoromethyl)-1H-pyrazol-4-yl]methyl]thio]pyridine 1-oxide
—— trans-4-phenylthio-3-octen-2-one 80650-96-0 C14H18OS
trans-4-phenylthio-3-octen-2-one