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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
—— 1,6-dimercapto-3-thiahexane 79108-81-9 C5H12S3
1,6-dimercapto-3-thiahexane
—— 3-Methyl-pent-4-enethioic acid methylamide 80598-00-1 C7H13NS
3-Methyl-pent-4-enethioic acid methylamide
—— 2-bromophenyl chloromethyl sulfide 54257-90-8 C7H6BrClS
2-bromophenyl chloromethyl sulfide
—— 3,4-(dimethoxyphenylthio)phthalonitrile 1352240-83-5 C16H12N2O2S
3,4-(dimethoxyphenylthio)phthalonitrile
—— N-methylhex-5-enethioamide 80597-94-0 C7H13NS
N-methylhex-5-enethioamide
—— (E)-1-Methylsulfanyl-hept-3-ene 112173-27-0 C8H16S
(E)-1-Methylsulfanyl-hept-3-ene
—— 2-(4-Methyl-benzo[h]quinolin-2-ylsulfanyl)-phenylamine 81008-86-8 C20H16N2S
2-(4-Methyl-benzo[h]quinolin-2-ylsulfanyl)-phenylamine
—— 7,10-dithiabicyclo<4.4.1>undeca-1,3,5-triene 78638-68-3 C9H10S2
7,10-dithiabicyclo<4.4.1>undeca-1,3,5-triene
—— 2,3,9,10,16,17,23,24-octakis(2,6-di-tert-butylpropylphenylsulfanyl)-1,4,8,11,15,18,22,25-(octaaza)phthalocyanine 1569939-78-1 C136H170N16S8
2,3,9,10,16,17,23,24-octakis(2,6-di-tert-butylpropylphenylsulfanyl)-1,4,8,11,15,18,22,25-(octaaza)phthalocyanine
—— Methyl (E,Z)-1-propenyl sulfide 10152-77-9 C4H8S
Methyl (E,Z)-1-propenyl sulfide
—— 1-acetylsulfanyl-1-methylsulfanyl-propane 69078-73-5 C6H12OS2
1-acetylsulfanyl-1-methylsulfanyl-propane
—— 7-amino-3,5-diphenyl-9-thioxo-5,9-dihydrothiopyrano[4,3-e]-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazine-6-carbonitrile 1401315-37-4 C20H12N6S3
7-amino-3,5-diphenyl-9-thioxo-5,9-dihydrothiopyrano[4,3-e]-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazine-6-carbonitrile
—— 2,3,9,10,16,17,23,24-octakis(phenylsulfanyl)-1,4,8,11,15,18,22,25-(octaaza)phthalocyanine 1569939-69-0 C72H42N16S8
2,3,9,10,16,17,23,24-octakis(phenylsulfanyl)-1,4,8,11,15,18,22,25-(octaaza)phthalocyanine
—— 2,5,12,15-tetrathiatricyclo<4.4.1.1<sup>6,11</sup>>docosa-6,8,10,16,18,20-hexaene 78638-69-4 C18H20S4
2,5,12,15-tetrathiatricyclo<4.4.1.1<sup>6,11</sup>>docosa-6,8,10,16,18,20-hexaene
—— (3'aS,7'aR)-7'a-methyl-1'-methylidenespiro[1,3-dithiane-2,5'-3,4,6,7-tetrahydro-2H-indene]-3'a-ol 162131-60-4 C14H22OS2
(3'aS,7'aR)-7'a-methyl-1'-methylidenespiro[1,3-dithiane-2,5'-3,4,6,7-tetrahydro-2H-indene]-3'a-ol
—— 2-[(5-Chloro-2-thienyl)thio]ethanol 80309-39-3 C6H7ClOS2
2-[(5-Chloro-2-thienyl)thio]ethanol
—— (9S)-9-Methylbicyclo<4.3.0>nona-4(5)ene-1,6-dione 6-trimethylene dithioacetal 126971-18-4 C13H18OS2
(9S)-9-Methylbicyclo<4.3.0>nona-4(5)ene-1,6-dione 6-trimethylene dithioacetal
—— (3aR)-3a-methyl-3-methylidenespiro[1,2,4,5-tetrahydroindene-6,2'-1,3-dithiane] 164298-17-3 C14H20S2
(3aR)-3a-methyl-3-methylidenespiro[1,2,4,5-tetrahydroindene-6,2'-1,3-dithiane]
—— Dithiocarbonic acid O-((2Z,5Z)-1-cycloocta-2,5-dienyl)methyl ester S-methyl ester 134889-57-9 C11H16OS2
Dithiocarbonic acid O-((2Z,5Z)-1-cycloocta-2,5-dienyl)methyl ester S-methyl ester
—— 2-Methyl-4-phenylsulfanyl-benzo[h]quinoline 81008-90-4 C20H15NS
2-Methyl-4-phenylsulfanyl-benzo[h]quinoline
—— 5-formyl-4-methyl-2-methylthiopyrimidine 84755-30-6 C7H8N2OS
5-formyl-4-methyl-2-methylthiopyrimidine
—— 1-(Chloromethyl)-2-[(4-octylphenyl)sulfanyl]benzene 54997-26-1 C21H27ClS
1-(Chloromethyl)-2-[(4-octylphenyl)sulfanyl]benzene
—— 4-Methyl-2-phenylsulfanyl-benzo[h]quinoline 81008-84-6 C20H15NS
4-Methyl-2-phenylsulfanyl-benzo[h]quinoline
—— 2-bromophenyl-2-vinylphenylsulfane 1372104-67-0 C14H11BrS
2-bromophenyl-2-vinylphenylsulfane
—— 2-(2-bromophenylsulfanyl)benzaldehyde 1339428-87-3 C13H9BrOS
2-(2-bromophenylsulfanyl)benzaldehyde
—— 1-cyano-1-thioethyl (1'-ethoxy) cyclopentane 135986-77-5 C10H17NOS
1-cyano-1-thioethyl (1'-ethoxy) cyclopentane
—— 2-{[(Pentafluorophenyl)sulfanyl]methyl}pyridine 87578-06-1 C12H6F5NS
2-{[(Pentafluorophenyl)sulfanyl]methyl}pyridine
—— N-tert-butyl-2-methyl-2-phenylsulfanylbutanimidoyl cyanide 73172-04-0 C16H22N2S
N-tert-butyl-2-methyl-2-phenylsulfanylbutanimidoyl cyanide
—— N-<2-(4-methylphenylthio)-2-methylpropylidene>-2-propylamine 132065-23-7 C14H21NS
N-<2-(4-methylphenylthio)-2-methylpropylidene>-2-propylamine
—— 1,4-bis(4',6'-diaminopyrimidinyl-2'-thio)butane 92629-37-3 C12H18N8S2
1,4-bis(4',6'-diaminopyrimidinyl-2'-thio)butane
—— tert-butyl-[2-[[2-(4-chlorobutyl)-1,3-dithian-2-yl]methyl]-3-octadecoxypropoxy]-dimethylsilane 113897-23-7 C36H73ClO2S2Si
tert-butyl-[2-[[2-(4-chlorobutyl)-1,3-dithian-2-yl]methyl]-3-octadecoxypropoxy]-dimethylsilane
—— 2-(4-chlorobutyl)-3-methylthio-5-oxo-(2H)-1,2,4-triazine 179756-88-8 C8H12ClN3OS
2-(4-chlorobutyl)-3-methylthio-5-oxo-(2H)-1,2,4-triazine
—— 1-isothiocyano-1-ethyl-cyclohexane 68288-81-3 C9H15NS
1-isothiocyano-1-ethyl-cyclohexane
—— 7-(4-chlorobutyl)-9-isopropyl-3,4-dihydro-2H,6H-pyrimido[6,1-b][1,3]thiazine-6,8(7H)-dione 175143-36-9 C14H21ClN2O2S
7-(4-chlorobutyl)-9-isopropyl-3,4-dihydro-2H,6H-pyrimido[6,1-b][1,3]thiazine-6,8(7H)-dione
—— n-butyl 3-chloropropyl sulfide 14856-63-4 C7H15ClS
n-butyl 3-chloropropyl sulfide
—— (5-Chloro-1-phenylsulfanylpentyl)sulfanylbenzene 89593-92-0 C17H19ClS2
(5-Chloro-1-phenylsulfanylpentyl)sulfanylbenzene
—— 4-chloro-1-butanethiol 98019-02-4 C4H9ClS
4-chloro-1-butanethiol
—— (2S)-diethyl 1,1-difluoro-2-hydroxy-6-methyl-3-(4-methylphenylsulfenyl)-hept-5-enylphosphonate 246028-23-9 C19H29F2O4PS
(2S)-diethyl 1,1-difluoro-2-hydroxy-6-methyl-3-(4-methylphenylsulfenyl)-hept-5-enylphosphonate
—— 1-(2-morpholin-4-ylethyl)-3-[6-([1,2,4]triazolo[4,3-b]pyridazin-3-ylsulphanyl)-1,3-benzothiazol-2-yl]urea 1116743-50-0 C19H20N8O2S2
1-(2-morpholin-4-ylethyl)-3-[6-([1,2,4]triazolo[4,3-b]pyridazin-3-ylsulphanyl)-1,3-benzothiazol-2-yl]urea
—— 1-[6-(imidazo[1,2-a]pyrimidin-3-ylsulphanyl)-1,3-benzothiazol-2-yl]-3-[2-(morpholin-4-yl)ethyl]urea 1205121-76-1 C20H21N7O2S2
1-[6-(imidazo[1,2-a]pyrimidin-3-ylsulphanyl)-1,3-benzothiazol-2-yl]-3-[2-(morpholin-4-yl)ethyl]urea
—— 1-<Bis(phenylthio)methyl>4-(dimethylamino)benzene 81162-82-5 C21H21NS2
1-<Bis(phenylthio)methyl>4-(dimethylamino)benzene
—— (4S,2E)-O-4,5-dihydroxyxypent-2-enyl S-methyl dithiocarbonate 172369-74-3 C7H12O3S2
(4S,2E)-O-4,5-dihydroxyxypent-2-enyl S-methyl dithiocarbonate
—— 3-Methylbut-3-ene-2-thione 81509-12-8 C5H8S
3-Methylbut-3-ene-2-thione
—— 7-(4-chlorobutyl)-9-methyl-3,4-dihydro-2H,6H-pyrimido[6,1-b][1,3]thiazine-6,8(7H)-dione 175143-24-5 C12H17ClN2O2S
7-(4-chlorobutyl)-9-methyl-3,4-dihydro-2H,6H-pyrimido[6,1-b][1,3]thiazine-6,8(7H)-dione
—— 7-(4-chlorobutyl)-3,4-dihydro-2H,6H-pyrimido[6,1-b][1,3]thiazine-6,8(7H)-dione 175143-40-5 C11H15ClN2O2S
7-(4-chlorobutyl)-3,4-dihydro-2H,6H-pyrimido[6,1-b][1,3]thiazine-6,8(7H)-dione
—— 9-benzyl-7-(4-chlorobutyl)-3,4-dihydro-2H,6H-pyrimido[6,1-b][1,3]thiazine-6,8(7H)-dione 175143-30-3 C18H21ClN2O2S
9-benzyl-7-(4-chlorobutyl)-3,4-dihydro-2H,6H-pyrimido[6,1-b][1,3]thiazine-6,8(7H)-dione
—— 3-[(2-amino-1,3-benzothiazol-6-yl)sulphanyl]-N-(tetrahydro-2H-pyran-4-yl)-[1,2,4]triazolo[4,3-b]pyridazin-6-amine 1239704-01-8 C17H17N7OS2
3-[(2-amino-1,3-benzothiazol-6-yl)sulphanyl]-N-(tetrahydro-2H-pyran-4-yl)-[1,2,4]triazolo[4,3-b]pyridazin-6-amine
—— 6-[(4-{3-[(2-amino-1,3-benzothiazol-6-yl)sulphanyl]-7,8-dihydro[1,2,4]triazolo[4,3-b]pyridazin-6-yl}phenyl)sulphanyl]-1,3-benzothiazol-2-amine 1116743-45-3 C25H18N8S4
6-[(4-{3-[(2-amino-1,3-benzothiazol-6-yl)sulphanyl]-7,8-dihydro[1,2,4]triazolo[4,3-b]pyridazin-6-yl}phenyl)sulphanyl]-1,3-benzothiazol-2-amine
—— N-(6-{[6-(tetrahydro-2H-pyran-4-ylamino)[1,2,4]triazolo[4,3-b]pyridazin-3-yl]sulphanyl}-1,3-benzothiazol-2-yl)acetamide 1239704-05-2 C19H19N7O2S2
N-(6-{[6-(tetrahydro-2H-pyran-4-ylamino)[1,2,4]triazolo[4,3-b]pyridazin-3-yl]sulphanyl}-1,3-benzothiazol-2-yl)acetamide
—— 6-{[6-(1-methyl-1H-pyrazol-4-yl)[1,2,4]triazolo[4,3-b]pyridazin-3-yl]sulphanyl}-1,3-benzothiazol-2-amine 1150888-60-0 C16H12N8S2
6-{[6-(1-methyl-1H-pyrazol-4-yl)[1,2,4]triazolo[4,3-b]pyridazin-3-yl]sulphanyl}-1,3-benzothiazol-2-amine