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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
—— 5-chloro-1,1-dioxo-N-propan-2-yl-1lambda6,4,2-benzodithiazin-3-imine 1429321-41-4 C10H11ClN2O2S2
5-chloro-1,1-dioxo-N-propan-2-yl-1lambda6,4,2-benzodithiazin-3-imine
—— 5-methylsulfanyl-[1,2,4]thiadiazole 43201-10-1 C3H4N2S2
5-methylsulfanyl-[1,2,4]thiadiazole
—— 3-isopropoxy-1-isopropyl-2-(methylsulfanyl)pyrrole 1247948-22-6 C11H19NOS
3-isopropoxy-1-isopropyl-2-(methylsulfanyl)pyrrole
—— 5-(6,6-difluoro-5-hexenylthio)-1,2,4-thiadiazole 848412-46-4 C8H10F2N2S2
5-(6,6-difluoro-5-hexenylthio)-1,2,4-thiadiazole
—— 4,5-dihydro-1,3-thiazino<2,3-b><1,3,4>thiadiazolium iodide 119366-96-0 C6H9N2S3*I
4,5-dihydro-1,3-thiazino<2,3-b><1,3,4>thiadiazolium iodide
—— 8-<i>tert</i>-butyl-3-ethyl-7,8,9,9a-tetrahydro-6<i>H</i>-benzo[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine 60060-30-2 C14H22N4S
8-<i>tert</i>-butyl-3-ethyl-7,8,9,9a-tetrahydro-6<i>H</i>-benzo[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine
—— 1-Isopropyl-2-methylthio-imidazol 61682-20-0 C7H12N2S
1-Isopropyl-2-methylthio-imidazol
—— (1S,5S,7R)-7-ethyl-5-methyl-1-p-tolylsulfanyl-6,8-dioxabicyclo<3.2.1>octane 235100-23-9 C16H20O2S
(1S,5S,7R)-7-ethyl-5-methyl-1-p-tolylsulfanyl-6,8-dioxabicyclo<3.2.1>octane
—— 4-ethoxycarbonylmethylthio-uracil 74195-57-6 C8H10N2O3S
4-ethoxycarbonylmethylthio-uracil
—— 3-nethylsulfanyl-2-(trimethylstannyl)thiophene 163015-15-4 C8H14S2Sn
3-nethylsulfanyl-2-(trimethylstannyl)thiophene
—— 2-methyl-3-(phenylthio)-2-sulfolene 175438-48-9 C11H12O2S2
2-methyl-3-(phenylthio)-2-sulfolene
—— 2-benzylthio-4-methylfuran 233252-76-1 C12H12OS
2-benzylthio-4-methylfuran
—— 1-benzyloxymethyl-5-ethyl-6-(α-pyridylthio)uracil 153562-59-5 C19H19N3O3S
1-benzyloxymethyl-5-ethyl-6-(α-pyridylthio)uracil
—— 8-Methylsulfanyl-isothiazolo[4',3':4,5]thieno[3,2-d][1,2,3]triazin-4-ol 135488-98-1 C7H4N4OS3
8-Methylsulfanyl-isothiazolo[4',3':4,5]thieno[3,2-d][1,2,3]triazin-4-ol
—— 2-anilino-4-methyl-7-phenyl-4H-pyridazino<4,5-e><1,3,4>thiadiazin-8(7H)-one 132533-27-8 C18H15N5OS
2-anilino-4-methyl-7-phenyl-4H-pyridazino<4,5-e><1,3,4>thiadiazin-8(7H)-one
—— 6-methyl-3-methylsulfanyl-benzo[<i>d</i>][1,2,4]triazino[6,5-<i>f</i>][1,3]oxazepine 41384-24-1 C12H10N4OS
6-methyl-3-methylsulfanyl-benzo[<i>d</i>][1,2,4]triazino[6,5-<i>f</i>][1,3]oxazepine
—— 2-(Phenylthio)-5-methylfuran-3-carboxylic Acid 77287-82-2 C12H10O3S
2-(Phenylthio)-5-methylfuran-3-carboxylic Acid
—— 1-(2,2-Bis-methylsulfanyl-ethenesulfonyl)-pentan-2-ol 89880-26-2 C9H18O3S3
1-(2,2-Bis-methylsulfanyl-ethenesulfonyl)-pentan-2-ol
—— 1-(2,2-Bis-methylsulfanyl-ethenesulfonyl)-2-methyl-propan-2-ol 89880-22-8 C8H16O3S3
1-(2,2-Bis-methylsulfanyl-ethenesulfonyl)-2-methyl-propan-2-ol
—— 4-tert-butyl-6-chloro-2-(4-methylsulfanylphenyl)pyrimidine 1018481-25-8 C15H17ClN2S
4-tert-butyl-6-chloro-2-(4-methylsulfanylphenyl)pyrimidine
—— N-tert-butyl-3-(methylthio)thiophene-2-carboxamide 98331-05-6 C10H15NOS2
N-tert-butyl-3-(methylthio)thiophene-2-carboxamide
—— 1-(2,2-Bis-methylsulfanyl-ethenesulfonylmethyl)-cyclohex-2-enol 89880-25-1 C11H18O3S3
1-(2,2-Bis-methylsulfanyl-ethenesulfonylmethyl)-cyclohex-2-enol
—— N,N-Dimethyl-2-oxo-thiopropionamide 87342-42-5 C5H9NOS
N,N-Dimethyl-2-oxo-thiopropionamide
—— 1-allyl-3-cyclopropylthiourea 59814-60-7 C7H12N2S
1-allyl-3-cyclopropylthiourea
—— N-tert-butyl-3-(methylthio)furan-2-carboxamide 98331-14-7 C10H15NO2S
N-tert-butyl-3-(methylthio)furan-2-carboxamide
—— 3-(phenylthio)thiophene-2,5-dicarboxylic acid 81028-79-7 C12H8O4S2
3-(phenylthio)thiophene-2,5-dicarboxylic acid
—— N,N-diisopropyl-2-(phenylthio)cyclohex-3-enecarboxamide 109639-64-7 C19H27NOS
N,N-diisopropyl-2-(phenylthio)cyclohex-3-enecarboxamide
—— (N-phenylthiomethyl-trimethylsilylamino)-trimethylsilylamino-tris(methylsilylimino)-trimethylsiloxy-phosphorane 63698-94-2 C19H44N3OPSSi4
(N-phenylthiomethyl-trimethylsilylamino)-trimethylsilylamino-tris(methylsilylimino)-trimethylsiloxy-phosphorane
—— 3-methylsulfanyl-benzo[<i>d</i>][1,2,4]triazino[6,5-<i>f</i>][1,3]oxazepine 41384-23-0 C11H8N4OS
3-methylsulfanyl-benzo[<i>d</i>][1,2,4]triazino[6,5-<i>f</i>][1,3]oxazepine
—— 2,5,9,12-Tetrathia-14,15-diaza-bicyclo[11.2.2]heptadeca-1(16),13(17),14-triene 144785-96-6 C11H16N2S4
2,5,9,12-Tetrathia-14,15-diaza-bicyclo[11.2.2]heptadeca-1(16),13(17),14-triene
—— N-cyclopropyl-N'-methylthiourea 59814-63-0 C5H10N2S
N-cyclopropyl-N'-methylthiourea
—— 1-methyl-3-(2-methoxypropyl)-thiourea 62971-63-5 C6H14N2OS
1-methyl-3-(2-methoxypropyl)-thiourea
—— N-Ethyl-N'-butylthioharnstoff 31182-25-9 C7H16N2S
N-Ethyl-N'-butylthioharnstoff
—— 1,2-dihydro-5-[(2-pyridinylthio)methyl]-3H-pyrazol-3-one 1294000-31-9 C9H9N3OS
1,2-dihydro-5-[(2-pyridinylthio)methyl]-3H-pyrazol-3-one
—— 2,2,2-trifluoro-1-p-tolylsulfanylmethylethylamine 1070753-99-9 C10H12F3NS
2,2,2-trifluoro-1-p-tolylsulfanylmethylethylamine
—— 2,6,11,15-Tetrathia-8,9,17,18-tetrazatricyclo[14.2.2.27,10]docosa-1(18),7,9,16,19,21-hexaene 144785-95-5 C14H16N4S4
2,6,11,15-Tetrathia-8,9,17,18-tetrazatricyclo[14.2.2.27,10]docosa-1(18),7,9,16,19,21-hexaene
—— 2,5,8,13,16,19-Hexathia-10,11,21,22-tetrazatricyclo[18.2.2.29,12]hexacosa-1(22),9,11,20,23,25-hexaene 150360-49-9 C16H20N4S6
2,5,8,13,16,19-Hexathia-10,11,21,22-tetrazatricyclo[18.2.2.29,12]hexacosa-1(22),9,11,20,23,25-hexaene
—— 2,6,11,15,20,24-Hexathia-8,9,17,18,26,27-hexazatetracyclo[23.2.2.27,10.216,19]tritriaconta-1(27),7,9,16,18,25,28,30,32-nonaene 144785-94-4 C21H24N6S6
2,6,11,15,20,24-Hexathia-8,9,17,18,26,27-hexazatetracyclo[23.2.2.27,10.216,19]tritriaconta-1(27),7,9,16,18,25,28,30,32-nonaene
—— 5-[(3,4-Dimethoxy-2-methoxymethoxy-phenyl)-methoxymethoxy-methyl]-1-methyl-2-phenylsulfanyl-1H-imidazole 157331-32-3 C23H28N2O6S
5-[(3,4-Dimethoxy-2-methoxymethoxy-phenyl)-methoxymethoxy-methyl]-1-methyl-2-phenylsulfanyl-1H-imidazole
—— 5-[(tert-Butyl-dimethyl-silanyloxy)-(3,4-dimethoxy-2-methoxymethoxy-phenyl)-methyl]-1-methyl-2-phenylsulfanyl-1H-imidazole 197151-41-0 C27H38N2O5SSi
5-[(tert-Butyl-dimethyl-silanyloxy)-(3,4-dimethoxy-2-methoxymethoxy-phenyl)-methyl]-1-methyl-2-phenylsulfanyl-1H-imidazole
—— 2-(3-trifluoromethyl-4-chlorophenylthio)phenylacetonitrile 61150-43-4 C15H9ClF3NS
2-(3-trifluoromethyl-4-chlorophenylthio)phenylacetonitrile
—— N-[2,2,2-Trifluoro-1-(2-phenyl-[1,3]dithian-2-yl)-ethyl]-acetamide 148112-54-3 C14H16F3NOS2
N-[2,2,2-Trifluoro-1-(2-phenyl-[1,3]dithian-2-yl)-ethyl]-acetamide
—— 5(4)-methylmercaptoimidazole-4(5)-thiocarboxamide 83256-01-3 C5H7N3S2
5(4)-methylmercaptoimidazole-4(5)-thiocarboxamide
—— 5-[(3,5-difluorophenyl)sulfanyl]pyridin-2-carbonitrile 1454252-73-3 C12H6F2N2S
5-[(3,5-difluorophenyl)sulfanyl]pyridin-2-carbonitrile
—— 1-Methyl-2-methylthio-1,3-benzazaphosphol 89005-49-2 C9H10NPS
1-Methyl-2-methylthio-1,3-benzazaphosphol
—— (E)-β-Ethylmercapto-methacrylnitril 28976-85-4 C6H9NS
(E)-β-Ethylmercapto-methacrylnitril
—— methyl-(1-propylsulfanyl-ethyl)-disulfane 69078-87-1 C6H14S3
methyl-(1-propylsulfanyl-ethyl)-disulfane
—— 1,2,5,6-Tetrathiocin 293-23-2 C4H4S4
1,2,5,6-Tetrathiocin
—— N-(α-phenylthiobenzylidene)methylammonium triflate 76894-33-2 CHF3O3S*C14H13NS
N-(α-phenylthiobenzylidene)methylammonium triflate
—— 4,5-Diamino-1-methyl-3-(methylthio)pyridazinium Iodide 76756-64-4 C6H11N4S*I
4,5-Diamino-1-methyl-3-(methylthio)pyridazinium Iodide