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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-methylthio-5-trimethylstannylpyrimidine 122476-79-3 C8H14N2SSn
2-methylthio-5-trimethylstannylpyrimidine
—— 1-(Cyclohexen-1-yl)-2-methylsulfonylethanone 69857-87-0 C9H14O3S
1-(Cyclohexen-1-yl)-2-methylsulfonylethanone
—— methyl (2-dimethylamino-6-methyl-4-pyrimidinylsulfanyl)acetate 202746-26-7 C10H15N3O2S
methyl (2-dimethylamino-6-methyl-4-pyrimidinylsulfanyl)acetate
—— 2-Phenyl-2-phenylthiopropannitril 54835-27-7 C15H13NS
2-Phenyl-2-phenylthiopropannitril
—— 1-(phenylsulfanyl)cyclobutane carboxaldehyde 928161-59-5 C11H12OS
1-(phenylsulfanyl)cyclobutane carboxaldehyde
—— 2-methyl-2-p-tolylsulfanyl-propionic acid ethyl ester 58076-41-8 C13H18O2S
2-methyl-2-p-tolylsulfanyl-propionic acid ethyl ester
—— ethyl 2,2-dimethyl-4-(phenylthio)but-3-ynoate 83188-32-3 C14H16O2S
ethyl 2,2-dimethyl-4-(phenylthio)but-3-ynoate
—— 4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodecylsulfanyl)-6-methyl-2-[3-(trifluoromethyl)pyrazol-1-yl]pyrimidine 501701-50-4 C19H10F20N4S
4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodecylsulfanyl)-6-methyl-2-[3-(trifluoromethyl)pyrazol-1-yl]pyrimidine
—— (α-phenylthio)valeraldehyde 143879-15-6 C11H14OS
(α-phenylthio)valeraldehyde
—— 1-ethoxycarbonyl-1-methylethyl phenyl sulfide 51364-95-5 C12H16O2S
1-ethoxycarbonyl-1-methylethyl phenyl sulfide
—— 1-phenylsulfanylcyclopentane carboxaldehyde 115205-40-8 C12H14OS
1-phenylsulfanylcyclopentane carboxaldehyde
—— ethyl 3-hydroxy-2,2-dimethyl-3-(1'-phenylsulfanylcyclopentyl)propanoate 406701-01-7 C18H26O3S
ethyl 3-hydroxy-2,2-dimethyl-3-(1'-phenylsulfanylcyclopentyl)propanoate
—— methyl (2-chloro-6-methyl-pyrimidin-4-yl)-sulfanylacetate 347846-64-4 C8H9ClN2O2S
methyl (2-chloro-6-methyl-pyrimidin-4-yl)-sulfanylacetate
—— 5-methyl-2-(phenylthio)benzonitrile 73129-51-8 C14H11NS
5-methyl-2-(phenylthio)benzonitrile
—— thiophenoxy-2 naphthalene carbonitrile-1 103408-14-6 C17H11NS
thiophenoxy-2 naphthalene carbonitrile-1
—— S-phenyl benzylcarbamothioate 72024-41-0 C14H13NOS
S-phenyl benzylcarbamothioate
—— 5-(phenylthio)-1,3,4-thiadiazol-2-amine 69949-97-9 C8H7N3S2
5-(phenylthio)-1,3,4-thiadiazol-2-amine
—— 1,1-Dimethyl-3,5-bis((4-(methylthio)phenyl)methylene)-4-oxo-piperidinium iodide 142808-55-7 C23H26INOS2
1,1-Dimethyl-3,5-bis((4-(methylthio)phenyl)methylene)-4-oxo-piperidinium iodide
—— 3-(2-chloro-6-methylpyrimidin-4-ylthio)-5-methyl-5H-[1,2,4]triazino[5,6-b]indole 1228759-12-3 C15H11ClN6S
3-(2-chloro-6-methylpyrimidin-4-ylthio)-5-methyl-5H-[1,2,4]triazino[5,6-b]indole
—— 7-Chlor-2-(phenylthio)-4H,5H-pyrano<3,4-e><1,3>oxazin-4,5-dion 52366-02-6 C13H6ClNO4S
7-Chlor-2-(phenylthio)-4H,5H-pyrano<3,4-e><1,3>oxazin-4,5-dion
—— (Z)-3-(1-cyclohexenyl)-3-(phenylthio)propenenitrile 904705-10-8 C15H15NS
(Z)-3-(1-cyclohexenyl)-3-(phenylthio)propenenitrile
—— (E)-3-(1-cyclohexenyl)-3-(phenylthio)propenenitrile 904705-12-0 C15H15NS
(E)-3-(1-cyclohexenyl)-3-(phenylthio)propenenitrile
—— 4-phenyl-3-(phenylthio)-2-butenenitrile 904705-08-4 C16H13NS
4-phenyl-3-(phenylthio)-2-butenenitrile
—— 2-phenylsulfanyl-5,6,7,8-tetrahydro-3H-[1]benzothiolo[2,3-d]pyrimidin-4-one 91225-60-4 C16H14N2OS2
2-phenylsulfanyl-5,6,7,8-tetrahydro-3H-[1]benzothiolo[2,3-d]pyrimidin-4-one
—— (E)-3-methyl-2-dodecenyl phenyl sulphide 256480-12-3 C19H30S
(E)-3-methyl-2-dodecenyl phenyl sulphide
—— 5-(phenylsulfanyl)-1H-tetrazole 209785-31-9 C7H6N4S
5-(phenylsulfanyl)-1H-tetrazole
—— (Z)-6-methyl-3-(phenylthio)-2-heptenenitrile 904705-06-2 C14H17NS
(Z)-6-methyl-3-(phenylthio)-2-heptenenitrile
—— (E)-2-dodecenyl phenyl sulphide 66164-99-6 C18H28S
(E)-2-dodecenyl phenyl sulphide
—— 4-methyl-2-(phenylthio)benzonitrile 90133-35-0 C14H11NS
4-methyl-2-(phenylthio)benzonitrile
—— (Z)-3-(phenylthio)-2-heptenedinitrile 904705-07-3 C13H12N2S
(Z)-3-(phenylthio)-2-heptenedinitrile
—— 2-methoxy-5-(phenylthio)pyridine 150710-64-8 C12H11NOS
2-methoxy-5-(phenylthio)pyridine
—— 2-chloro-4-perfluorodecylsulfanyl-6-methylpyrimidine 501701-48-0 C15H8ClF17N2S
2-chloro-4-perfluorodecylsulfanyl-6-methylpyrimidine
—— 2-methoxy-3-(phenylthio)pyridine 1335212-89-9 C12H11NOS
2-methoxy-3-(phenylthio)pyridine
—— 2-(2-Phenylsulfanylethyl)-1,3,2-benzodioxaborole 345921-78-0 C14H13BO2S
2-(2-Phenylsulfanylethyl)-1,3,2-benzodioxaborole
—— Cyclohexylmethylthioketon 6007-67-6 C8H14S
Cyclohexylmethylthioketon
—— (R)-2-mercaptopropan-1-ol 33179-05-4 C3H8OS
(R)-2-mercaptopropan-1-ol
—— bis(8-ethoxycarbonyl)tris(2,2,6,6-tetramethylbenzo[1,2-d;4,5-d']bis[1,3]dithiol-4-yl)methanol 910912-05-9 C43H48O5S12
bis(8-ethoxycarbonyl)tris(2,2,6,6-tetramethylbenzo[1,2-d;4,5-d']bis[1,3]dithiol-4-yl)methanol
—— pyrimidin-2-yl thiolpropionate 1469753-32-9 C7H8N2OS
pyrimidin-2-yl thiolpropionate
—— 1-(methylthio)-2-cyclohexylacetylene 130612-91-8 C9H14S
1-(methylthio)-2-cyclohexylacetylene
—— {(E)-2-(phenylthio)ethenyl}-1,3,2-benzodioxaborole 147024-82-6 C14H11BO2S
{(E)-2-(phenylthio)ethenyl}-1,3,2-benzodioxaborole
—— 3-bromo-6-chloro-4-methylthiopicolinonitrile 1290059-07-2 C7H4BrClN2S
3-bromo-6-chloro-4-methylthiopicolinonitrile
—— 2-(1-Phenylsulfanylethyl)-1,3,2-benzodioxaborole 345921-79-1 C14H13BO2S
2-(1-Phenylsulfanylethyl)-1,3,2-benzodioxaborole
—— methyl 3-(pyridin-2-ylthio)benzoate 1192233-61-6 C13H11NO2S
methyl 3-(pyridin-2-ylthio)benzoate
—— Thioformyl cyanide 87598-22-9 C2HNS
Thioformyl cyanide
—— 5-(benzylthio)-2-chloropyridine 71554-63-7 C12H10ClNS
5-(benzylthio)-2-chloropyridine
—— S-(2,3,5,6-tetrachloro-4-pyridyl) ethylxanthate 38025-75-1 C8H5Cl4NOS2
S-(2,3,5,6-tetrachloro-4-pyridyl) ethylxanthate
—— 2-amino-4-bromo-6-methylsulfanyl-pyrimidine-5-carbonitrile 324559-04-8 C6H5BrN4S
2-amino-4-bromo-6-methylsulfanyl-pyrimidine-5-carbonitrile
—— 1,6-bis(2-pyridylthio)hexane 161193-68-6 C16H20N2S2
1,6-bis(2-pyridylthio)hexane
—— 2-(2-pyridinylthio)-4-(trifluoromethyl)pyrimidine 1270110-65-0 C10H6F3N3S
2-(2-pyridinylthio)-4-(trifluoromethyl)pyrimidine
—— carbonyl sulfide 79581-30-9 COS
carbonyl sulfide