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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-(phenylthio)-prop-2-en-1-al 69519-69-3 C9H8OS
2-(phenylthio)-prop-2-en-1-al
—— 2,2-bis((phenylthio)methyl)propane 92362-63-5 C17H20S2
2,2-bis((phenylthio)methyl)propane
—— 4-Bromo-5-phenylsulfanyl-thiophene-2-sulfonic acid amide 63032-00-8 C10H8BrNO2S3
4-Bromo-5-phenylsulfanyl-thiophene-2-sulfonic acid amide
—— [(2-methylidenecyclopropyl)sulfanyl]benzene 78656-80-1 C10H10S
[(2-methylidenecyclopropyl)sulfanyl]benzene
—— N-((3R, 5S)-5-(bis(p-tolylthio)methyl)pyrrolidin-3-yl)-1, 1, 1-trifluoromethanesulfonamide 1267579-89-4 C20H23F3N2O2S3
N-((3R, 5S)-5-(bis(p-tolylthio)methyl)pyrrolidin-3-yl)-1, 1, 1-trifluoromethanesulfonamide
—— <i>N</i>,<i>N</i>''-butanediyl-bis-thiourea 52804-62-3 C6H14N4S2
<i>N</i>,<i>N</i>''-butanediyl-bis-thiourea
—— 1,3,6,9-Tetrathiacycloundecane 119820-64-3 C7H14S4
1,3,6,9-Tetrathiacycloundecane
—— 1-vinyl-3-vinylthio-5-methyl-1,2,4-triazole 108078-98-4 C7H9N3S
1-vinyl-3-vinylthio-5-methyl-1,2,4-triazole
—— 5,6-dihydro-4-methyl-2-ethylthiofuro<2,3-d>pyrimidine 78831-59-1 C9H12N2OS
5,6-dihydro-4-methyl-2-ethylthiofuro<2,3-d>pyrimidine
—— 4-(2,6-dichloro-5-methylsulfanylpyrimidin-4-yl)morpholine 40765-79-5 C9H11Cl2N3OS
4-(2,6-dichloro-5-methylsulfanylpyrimidin-4-yl)morpholine
—— (2-chloro-5-methylsulfanyl-6-morpholin-4-ylpyrimidin-4-yl)acetic acid methyl ester 1313720-80-7 C12H16ClN3O3S
(2-chloro-5-methylsulfanyl-6-morpholin-4-ylpyrimidin-4-yl)acetic acid methyl ester
—— 2,3,6,7,9,10-hexahydro-5H-1,4,8,11-benzotetrathiacyclotridecine-13,14-dicarbonitrile 159189-44-3 C15H16N2S4
2,3,6,7,9,10-hexahydro-5H-1,4,8,11-benzotetrathiacyclotridecine-13,14-dicarbonitrile
—— N-[4-(4-Chloro-5-sulfamoyl-thiophen-2-ylsulfanyl)-phenyl]-acetamide 63032-17-7 C12H11ClN2O3S3
N-[4-(4-Chloro-5-sulfamoyl-thiophen-2-ylsulfanyl)-phenyl]-acetamide
—— 4-chloro-5-(phenylthio)thiophene-2-sulfonamide 63032-13-3 C10H8ClNO2S3
4-chloro-5-(phenylthio)thiophene-2-sulfonamide
—— 7-(4-methylphenylthio)-4-nitrobenzofurazan 53619-61-7 C13H9N3O3S
7-(4-methylphenylthio)-4-nitrobenzofurazan
—— 3-amino-5-ethylsulfanyl-N-methyl-1,2,4-triazole-4-carboxamide 79742-09-9 C6H11N5OS
3-amino-5-ethylsulfanyl-N-methyl-1,2,4-triazole-4-carboxamide
—— 8-[(7-nitro-2,1,3-benzoxadiazol-4-yl)thio]quinoline 313966-80-2 C15H8N4O3S
8-[(7-nitro-2,1,3-benzoxadiazol-4-yl)thio]quinoline
—— 4-(2-bromophenylthio)-7-nitrobenzo[c][1,2,5]oxadiazole 1458652-46-4 C12H6BrN3O3S
4-(2-bromophenylthio)-7-nitrobenzo[c][1,2,5]oxadiazole
—— 5-(4-Methanesulfonyl-phenylsulfanyl)-thiophene-2-sulfonic acid amide 63032-38-2 C11H11NO4S4
5-(4-Methanesulfonyl-phenylsulfanyl)-thiophene-2-sulfonic acid amide
—— 3-(7-nitrobenzo[c][1,2,5]oxadiazol-4-ylthio)benzenamine 1458652-45-3 C12H8N4O3S
3-(7-nitrobenzo[c][1,2,5]oxadiazol-4-ylthio)benzenamine
—— 4-(4-bromophenylthio)-7-nitrobenzo[c][1,2,5]oxadiazole 73853-83-5 C12H6BrN3O3S
4-(4-bromophenylthio)-7-nitrobenzo[c][1,2,5]oxadiazole
—— 3-(methylthio)-1,2,4,5-tetrazine 64499-95-2 C3H4N4S
3-(methylthio)-1,2,4,5-tetrazine
—— 4-nitro-7-(4-(trifluoromethyl)phenylthio)benzo[c][1,2,5]oxadiazole 1132711-18-2 C13H6F3N3O3S
4-nitro-7-(4-(trifluoromethyl)phenylthio)benzo[c][1,2,5]oxadiazole
—— 2-(4-Methyl-5,6-dihydro-furo[2,3-d]pyrimidin-2-yl)-isothiourea; hydrobromide 78831-58-0 BrH*C8H10N4OS
2-(4-Methyl-5,6-dihydro-furo[2,3-d]pyrimidin-2-yl)-isothiourea; hydrobromide
—— 3-(4-Bromophenyl)-4-formyl-3-(methylthio)-2-thiophenecarbonitrile 138696-59-0 C13H8BrNOS2
3-(4-Bromophenyl)-4-formyl-3-(methylthio)-2-thiophenecarbonitrile
—— 2-isopropyl-2-phenyl-1,3-dithiolane 88142-07-8 C12H16S2
2-isopropyl-2-phenyl-1,3-dithiolane
—— 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