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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
—— (1,1-difluoro-2-phenyl-1-phenylsulfanylpropan-2-oxy)trimethylsilane 899820-55-4 C18H22F2OSSi
(1,1-difluoro-2-phenyl-1-phenylsulfanylpropan-2-oxy)trimethylsilane
—— 2,2-difluoro-1-(4-bromophenyl)-2-phenylsulfanyl-1-trimethoxysiloxyethane 899820-47-4 C17H19BrF2OSSi
2,2-difluoro-1-(4-bromophenyl)-2-phenylsulfanyl-1-trimethoxysiloxyethane
—— 2-((5-((2-(Dimethylamino)-1-methylethyl)thio)-1,3,4-thiadiazol-2-yl)thio)-N,N-dimethyl-1-propanamine 6292-05-3 C12H24N4S3
2-((5-((2-(Dimethylamino)-1-methylethyl)thio)-1,3,4-thiadiazol-2-yl)thio)-N,N-dimethyl-1-propanamine
—— 4-({4-[(2-amino-6-ethyl-4-pyrimidinyl)amino]phenyl}sulfanyl)phenol 569658-12-4 C18H18N4OS
4-({4-[(2-amino-6-ethyl-4-pyrimidinyl)amino]phenyl}sulfanyl)phenol
—— 6-ethyl-N4-[3-fluoro-4-(4-pyridinylsulfanyl)phenyl]-2,4-pyrimidinediamine 570415-02-0 C17H16FN5S
6-ethyl-N4-[3-fluoro-4-(4-pyridinylsulfanyl)phenyl]-2,4-pyrimidinediamine
—— 2-Chlor-3-methylsulfonyl-propionamid 10568-98-6 C4H8ClNO3S
2-Chlor-3-methylsulfonyl-propionamid
—— 2,5-bis[2'-(5'-chlorothienyl)sulfanyl]thiophene 1211374-98-9 C12H6Cl2S5
2,5-bis[2'-(5'-chlorothienyl)sulfanyl]thiophene
—— 3-acetamidothiopropionamide 76275-89-3 C5H10N2OS
3-acetamidothiopropionamide
—— [3-(1-Phenylsulfanylethyl)phenyl]boronic acid 1332344-51-0 C14H15BO2S
[3-(1-Phenylsulfanylethyl)phenyl]boronic acid
—— 1-[4-[(4-Chlorophenyl)methylsulfanyl]phenyl]-2,3-dicyclohexyl-guanidine 1314034-04-2 C26H34ClN3S
1-[4-[(4-Chlorophenyl)methylsulfanyl]phenyl]-2,3-dicyclohexyl-guanidine
—— 1-[4-[(4-Chlorophenyl)methylsulfanyl]phenyl]guanidine 1314034-03-1 C14H14ClN3S
1-[4-[(4-Chlorophenyl)methylsulfanyl]phenyl]guanidine
—— 4-<(3,6-Dichlor-2-pyridinyl)-methylthio>-benzolamin 58803-97-7 C12H10Cl2N2S
4-<(3,6-Dichlor-2-pyridinyl)-methylthio>-benzolamin
—— N-(4-(4-chloro-6-(3-methyl-1H-pyrazol-5-ylamino)pyrimidin-2-ylthio)phenyl)-3,3,3-trifluoropropanamide 1061682-24-3 C17H14ClF3N6OS
N-(4-(4-chloro-6-(3-methyl-1H-pyrazol-5-ylamino)pyrimidin-2-ylthio)phenyl)-3,3,3-trifluoropropanamide
—— 2-(4-aminophenylthio)-6-methoxyquinoline 190331-35-2 C16H14N2OS
2-(4-aminophenylthio)-6-methoxyquinoline
—— 1-[4-[(3,5-Dibromophenyl)methylsulfanyl]phenyl]guanidine 1314034-12-2 C14H13Br2N3S
1-[4-[(3,5-Dibromophenyl)methylsulfanyl]phenyl]guanidine
—— S-dimethylcarbamoyl-p-aminothiophenol 112308-01-7 C9H12N2OS
S-dimethylcarbamoyl-p-aminothiophenol
—— 4-Carboxymethylthio-5H-pyrimido <4.5-b>-thiazin-6(7H)-on 65247-65-6 C8H7N3O3S2
4-Carboxymethylthio-5H-pyrimido <4.5-b>-thiazin-6(7H)-on
—— methanesulfonic acid 3-{4-[4-(3-methanesulfonyloxy-propyl)-2-trifluoromethyl-phenylsulfanyl]-3-trifluoromethyl-phenyl}-propyl ester 719294-09-4 C22H24F6O6S3
methanesulfonic acid 3-{4-[4-(3-methanesulfonyloxy-propyl)-2-trifluoromethyl-phenylsulfanyl]-3-trifluoromethyl-phenyl}-propyl ester
—— 2,5-bis{2'-[5'-(4''-aminophenyl)sulfanyl]thienyl}thiophene 1211374-99-0 C24H18N2S7
2,5-bis{2'-[5'-(4''-aminophenyl)sulfanyl]thienyl}thiophene
—— 2-(2'-propyl)-5,6-dihydro-1,4-dithiin-1,1,4,4-tetroxide 68090-31-3 C7H12O4S2
2-(2'-propyl)-5,6-dihydro-1,4-dithiin-1,1,4,4-tetroxide
—— 5-(4-Dimethylsulfamoyl-phenylsulfanyl)-thiophene-2-sulfonic acid amide 63032-35-9 C12H14N2O4S4
5-(4-Dimethylsulfamoyl-phenylsulfanyl)-thiophene-2-sulfonic acid amide
—— 6-(4-aminophenylthio)-8-methyl-3-phenethylthiomethylimidazo[1,2-a]pyridine 1076691-21-8 C23H23N3S2
6-(4-aminophenylthio)-8-methyl-3-phenethylthiomethylimidazo[1,2-a]pyridine
—— 2-(4-Aminophenyl)sulfanyl-2-phenylethanol 1260243-59-1 C14H15NOS
2-(4-Aminophenyl)sulfanyl-2-phenylethanol
—— 4-((2-(2-chlorophenyl)thiazol-4-yl)methylthio)aniline 1048364-13-1 C16H13ClN2S2
4-((2-(2-chlorophenyl)thiazol-4-yl)methylthio)aniline
—— 3-{4-[4-(3-Hydroxy-propyl)-2-trifluoromethyl-phenylsulfanyl]-3-trifluoromethyl-phenyl)-propan-1-ol 719293-96-6 C20H20F6O2S
3-{4-[4-(3-Hydroxy-propyl)-2-trifluoromethyl-phenylsulfanyl]-3-trifluoromethyl-phenyl)-propan-1-ol
—— 2-methyl-5-(2-thienylmethyl)-4-(phenylsulfanyl)thiazole 1167412-47-6 C15H13NS3
2-methyl-5-(2-thienylmethyl)-4-(phenylsulfanyl)thiazole
—— (5-Brompentyl)-(4-bromphenyl)-sulfid 16181-16-1 C11H14Br2S
(5-Brompentyl)-(4-bromphenyl)-sulfid
—— 5-(4-Amino-phenylsulfanyl)-thiophene-2-sulfonic acid amide 63031-88-9 C10H10N2O2S3
5-(4-Amino-phenylsulfanyl)-thiophene-2-sulfonic acid amide
—— 1-(4-aminophenylthio)naphthalene 76180-77-3 C16H13NS
1-(4-aminophenylthio)naphthalene
—— 2,2-bis(phenylthio)-1-methylcyclopropanecarbonitrile 100082-43-7 C17H15NS2
2,2-bis(phenylthio)-1-methylcyclopropanecarbonitrile
—— 4-[[(4-propyl-4H-1,2,4-triazol-3-yl)methyl]sulfanyl]aniline 742100-94-3 C12H16N4S
4-[[(4-propyl-4H-1,2,4-triazol-3-yl)methyl]sulfanyl]aniline
—— 2-(2-hydroxymethyl-1-pyrrolidinyl)-4-phenylthio-5-[N-(2-pyrimidylmethyl)carbamoyl]pyrimidine 330786-26-0 C21H22N6O2S
2-(2-hydroxymethyl-1-pyrrolidinyl)-4-phenylthio-5-[N-(2-pyrimidylmethyl)carbamoyl]pyrimidine
—— 1-(3-Methylsulfanyl-phenyl)-cyclohexylamine 125802-13-3 C13H19NS
1-(3-Methylsulfanyl-phenyl)-cyclohexylamine
—— (2-allylsulfanyl-benzyl)-carbamic acid tert-butyl ester 857499-95-7 C15H21NO2S
(2-allylsulfanyl-benzyl)-carbamic acid tert-butyl ester
—— Tris(methyldisulfanyl)methane 5418-89-3 C4H10S6
Tris(methyldisulfanyl)methane
—— 1-(2-methylisopropylsulfonyl)-2-butene 120454-02-6 C8H16O2S
1-(2-methylisopropylsulfonyl)-2-butene
—— diethyl 5,5'-thiobis(2-aminobenzoate) 907964-68-5 C18H20N2O4S
diethyl 5,5'-thiobis(2-aminobenzoate)
—— 2-(3-chlorophenylthio)acetohydrazide 1255527-45-7 C8H9ClN2OS
2-(3-chlorophenylthio)acetohydrazide
—— 5-[6-(3-Fluorophenyl)sulfanyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]-1,3-thiazole 1428566-10-2 C14H8FN5S2
5-[6-(3-Fluorophenyl)sulfanyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]-1,3-thiazole
—— 5-[6-(3-Bromophenyl)sulfanyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]-1,3-thiazole 1428566-06-6 C14H8BrN5S2
5-[6-(3-Bromophenyl)sulfanyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]-1,3-thiazole
—— 5-(6-Phenylsulfanyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)-1,3-thiazole 1428566-22-6 C14H9N5S2
5-(6-Phenylsulfanyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)-1,3-thiazole
—— 5-[6-[3-(Trifluoromethyl)phenyl]sulfanyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]-1,3-thiazole 1428565-70-1 C15H8F3N5S2
5-[6-[3-(Trifluoromethyl)phenyl]sulfanyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]-1,3-thiazole
—— 5-[6-(3-Tert-butylphenyl)sulfanyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]-1,3-thiazole 1428566-14-6 C18H17N5S2
5-[6-(3-Tert-butylphenyl)sulfanyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]-1,3-thiazole
—— 2-(4-chlorophenyl)sulfanyl-N,N-dipentylacetamide 5431-58-3 C18H28ClNOS
2-(4-chlorophenyl)sulfanyl-N,N-dipentylacetamide
—— 5-[6-[3-(Trifluoromethoxy)phenyl]sulfanyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]-1,3-thiazole 1428566-16-8 C15H8F3N5OS2
5-[6-[3-(Trifluoromethoxy)phenyl]sulfanyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]-1,3-thiazole
—— 2-(4-aminophenylthio)-6-(azetidin-1-yl)-N-(3-methyl-1H-pyrazol-5-yl)pyrimidin-4-amine 936848-90-7 C17H19N7S
2-(4-aminophenylthio)-6-(azetidin-1-yl)-N-(3-methyl-1H-pyrazol-5-yl)pyrimidin-4-amine
—— 2-(5-Methoxy-1H-benzimidazol-2-yl thio) benzenamine 112903-29-4 C14H13N3OS
2-(5-Methoxy-1H-benzimidazol-2-yl thio) benzenamine
—— N-[6-Chloro-3-(4-chloro-phenylsulfanyl)-imidazo[1,2-a]pyridin-2-yl]-2,2,2-trifluoro-acetamide 209971-52-8 C15H8Cl2F3N3OS
N-[6-Chloro-3-(4-chloro-phenylsulfanyl)-imidazo[1,2-a]pyridin-2-yl]-2,2,2-trifluoro-acetamide
—— 2-Cyclopropylsulfanyl-pyridine 127878-53-9 C8H9NS
2-Cyclopropylsulfanyl-pyridine
—— 1-ethyl-4-(methylsulfanyl)pyrimidin-2(1H)-one 25855-36-1 C7H10N2OS
1-ethyl-4-(methylsulfanyl)pyrimidin-2(1H)-one