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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
—— N-[4-[[4-[2-(dimethylamino)ethyl-methylamino]-6-[(5-methyl-1,3-thiazol-2-yl)amino]-1,3,5-triazin-2-yl]sulfanyl]phenyl]cyclopropanecarboxamide 1258423-62-9 C22H28N8OS2
N-[4-[[4-[2-(dimethylamino)ethyl-methylamino]-6-[(5-methyl-1,3-thiazol-2-yl)amino]-1,3,5-triazin-2-yl]sulfanyl]phenyl]cyclopropanecarboxamide
—— N-[4-[[4-[(5-methyl-1,3-thiazol-2-yl)amino]-6-piperidin-1-yl-1,3,5-triazin-2-yl]sulfanyl]phenyl]cyclopropanecarboxamide 1258423-66-3 C22H25N7OS2
N-[4-[[4-[(5-methyl-1,3-thiazol-2-yl)amino]-6-piperidin-1-yl-1,3,5-triazin-2-yl]sulfanyl]phenyl]cyclopropanecarboxamide
—— N-[4-[[4-(diethylamino)-6-[(5-methyl-1,3-thiazol-2-yl)amino]-1,3,5-triazin-2-yl]sulfanyl]phenyl]cyclopropanecarboxamide 1258423-64-1 C21H25N7OS2
N-[4-[[4-(diethylamino)-6-[(5-methyl-1,3-thiazol-2-yl)amino]-1,3,5-triazin-2-yl]sulfanyl]phenyl]cyclopropanecarboxamide
—— N-[4-[[4-[(5-methyl-1,3-thiazol-2-yl)amino]-6-morpholin-4-yl-1,3,5-triazin-2-yl]sulfanyl]phenyl]cyclopropanecarboxamide 1258423-51-6 C21H23N7O2S2
N-[4-[[4-[(5-methyl-1,3-thiazol-2-yl)amino]-6-morpholin-4-yl-1,3,5-triazin-2-yl]sulfanyl]phenyl]cyclopropanecarboxamide
—— N-[4-[[4-(cyclopropylamino)-6-[(5-methyl-1,3-thiazol-2-yl)amino]-1,3,5-triazin-2-yl]sulfanyl]phenyl]cyclopropanecarboxamide 1258423-65-2 C20H21N7OS2
N-[4-[[4-(cyclopropylamino)-6-[(5-methyl-1,3-thiazol-2-yl)amino]-1,3,5-triazin-2-yl]sulfanyl]phenyl]cyclopropanecarboxamide
—— dinitro-5,5' dipyrimidyl-2,2' sulfure 96592-13-1 C8H4N6O4S
dinitro-5,5' dipyrimidyl-2,2' sulfure
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(E)-(5-iodo-2-methylsulfanylthiophen-3-yl)methylideneamino]-5-methyltriazole-4-carboxamide —— C12H11IN8O2S2
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(E)-(5-iodo-2-methylsulfanylthiophen-3-yl)methylideneamino]-5-methyltriazole-4-carboxamide
—— 2-butylthio-4,6-dichloro-5-phenylazopyrimidine 1415583-62-8 C14H14Cl2N4S
2-butylthio-4,6-dichloro-5-phenylazopyrimidine
—— 2-Methyl-3-tert.-butyl-thiopropanol-1 62296-19-9 C8H18OS
2-Methyl-3-tert.-butyl-thiopropanol-1
—— (E)-(3-deutero-3-hexylnon-1-en-1-yl)(phenyl)sulfane 1393672-48-4 C21H34S
(E)-(3-deutero-3-hexylnon-1-en-1-yl)(phenyl)sulfane
—— (2-Isopropylphenyl)(4-bromo-2-cyanophenyl)sulfide 280752-61-6 C16H14BrNS
(2-Isopropylphenyl)(4-bromo-2-cyanophenyl)sulfide
—— 7-Chloro-4-(3,5-dimethylpyrazol-1-yl)-2-(2-picolylthio)imidazo<4,5-d>pyridazine 85732-90-7 C16H14ClN7S
7-Chloro-4-(3,5-dimethylpyrazol-1-yl)-2-(2-picolylthio)imidazo<4,5-d>pyridazine
—— 5,5'-Bis{[(pyridin-2-yl)methyl]sulfanyl}-2,2'-bi-1,3,4-thiadiazole 650636-37-6 C16H12N6S4
5,5'-Bis{[(pyridin-2-yl)methyl]sulfanyl}-2,2'-bi-1,3,4-thiadiazole
—— 2-pyridylmethyl 2'-(4-methylpyrimidyl) sulfide 854375-22-7 C11H11N3S
2-pyridylmethyl 2'-(4-methylpyrimidyl) sulfide
—— 4-(3,5-Dimethylpyrazol-1-yl)-2-(2-picolylthio)imidazo<4,5-d>pyridazine 85732-99-6 C16H15N7S
4-(3,5-Dimethylpyrazol-1-yl)-2-(2-picolylthio)imidazo<4,5-d>pyridazine
—— 4-Phenyl-5-ethylthio-3H-1,2-dithiole-3-thione 19940-65-9 C11H10S4
4-Phenyl-5-ethylthio-3H-1,2-dithiole-3-thione
—— 5-((4-methoxyphenyl)thio)pyrimidine 1308660-20-9 C11H10N2OS
5-((4-methoxyphenyl)thio)pyrimidine
—— 5-[2-(tert-butyl-dimethylsilanyloxymethyl)phenylsulfanyl]pyrimidine 1161865-52-6 C17H24N2OSSi
5-[2-(tert-butyl-dimethylsilanyloxymethyl)phenylsulfanyl]pyrimidine
—— iso-butyl methyl sulfone 70385-68-1 C5H12O2S
iso-butyl methyl sulfone
—— isobutyl (methylthio)methyl sulfoxide 69977-55-5 C6H14OS2
isobutyl (methylthio)methyl sulfoxide
—— 3-[(E)-4-[(5,6-diphenyl-1,2,4-triazin-3-yl)sulfanyl]but-2-enyl]sulfanyl-5,6-diphenyl-1,2,4-triazine —— C34H26N6S2
3-[(E)-4-[(5,6-diphenyl-1,2,4-triazin-3-yl)sulfanyl]but-2-enyl]sulfanyl-5,6-diphenyl-1,2,4-triazine
—— 3-[3-(benzylsulfanyl)pyridin-4-yl]-5,6-dihydro-1,4,2-dioxazine 1253052-76-4 C15H14N2O2S
3-[3-(benzylsulfanyl)pyridin-4-yl]-5,6-dihydro-1,4,2-dioxazine
—— 2-methoxy-N-[(E)-(5-pyridin-2-ylsulfanylfuran-2-yl)methylideneamino]acetamide —— C13H13N3O3S
2-methoxy-N-[(E)-(5-pyridin-2-ylsulfanylfuran-2-yl)methylideneamino]acetamide
—— 4-[3,6-Bis(2-methylpropyl)pyrazin-2-yl]sulfanylbutan-1-ol 1283166-96-0 C16H28N2OS
4-[3,6-Bis(2-methylpropyl)pyrazin-2-yl]sulfanylbutan-1-ol
—— 2-[(6-Nitro-1,3-benzothiazol-2-yl)sulfanyl]-1,3-benzothiazol-6-amine 5964-03-4 C14H8N4O2S3
2-[(6-Nitro-1,3-benzothiazol-2-yl)sulfanyl]-1,3-benzothiazol-6-amine
—— 2,4,4-trimethyl-8-(phenylthiomethyl)cyclohex-2-en-1-ol 288302-94-3 C16H22OS
2,4,4-trimethyl-8-(phenylthiomethyl)cyclohex-2-en-1-ol
—— (4R,5S,SS)-7,7-Dimethyl-4-(tert-butylsulfinyl)bicyclo[3.3.0]oct-1-en-3-one 389842-85-7 C14H22O2S
(4R,5S,SS)-7,7-Dimethyl-4-(tert-butylsulfinyl)bicyclo[3.3.0]oct-1-en-3-one
—— (S)-trans-1-(tert-Butylsulfinyl)-4,4-dimethyl-1-hepten-6-yne 245367-16-2 C13H22OS
(S)-trans-1-(tert-Butylsulfinyl)-4,4-dimethyl-1-hepten-6-yne
—— 2,6,6-trimethyl-1-(phenylthiomethyl)cyclohex-1-ene 56691-73-7 C16H22S
2,6,6-trimethyl-1-(phenylthiomethyl)cyclohex-1-ene
—— 2-methyl-2-<3'(1,3-dithiolanyl)pentyl>thiazolidine 156000-12-3 C11H21NS3
2-methyl-2-<3'(1,3-dithiolanyl)pentyl>thiazolidine
—— but-3-yne-2-thiol 1220112-14-0 C4H6S
but-3-yne-2-thiol
—— Z-3-(Methylthio)-2,2-dimethyl-3-hepten-5-in 61809-23-2 C10H16S
Z-3-(Methylthio)-2,2-dimethyl-3-hepten-5-in
—— 6,6-Dimethyl-5-(methylsulfanyl)hept-4-en-2-yne 84770-49-0 C10H16S
6,6-Dimethyl-5-(methylsulfanyl)hept-4-en-2-yne
—— tert-Butyl<2,2,2-trifluor-1-(trifluormethyl)ethyl>sulfon 102150-27-6 C7H10F6O2S
tert-Butyl<2,2,2-trifluor-1-(trifluormethyl)ethyl>sulfon
—— 1-n-butylthio-2-butene 3001-22-7 C8H16S
1-n-butylthio-2-butene
—— O-[(E)-but-2-enyl] N-methylcarbamothioate 188400-04-6 C6H11NOS
O-[(E)-but-2-enyl] N-methylcarbamothioate
—— O-methyl S-t-butyl dithiocarbonate 82810-50-2 C6H12OS2
O-methyl S-t-butyl dithiocarbonate
—— β-Methyl-β-carbomethoxy-ethyl-<pyridyl-(2)>-sulfid 91012-43-0 C10H13NO2S
β-Methyl-β-carbomethoxy-ethyl-<pyridyl-(2)>-sulfid
—— 4-(4-chlorophenyl)-3-cyano-2-ethylthiothiophene 116526-43-3 C13H10ClNS2
4-(4-chlorophenyl)-3-cyano-2-ethylthiothiophene
—— Methyl 1-(2-acetyloxyethoxymethyl)-5-(2-methylphenyl)sulfanyl-1,2,4-triazole-3-carboxylate 1237741-54-6 C16H19N3O5S
Methyl 1-(2-acetyloxyethoxymethyl)-5-(2-methylphenyl)sulfanyl-1,2,4-triazole-3-carboxylate
—— Methyl 1-(2-acetyloxyethoxymethyl)-5-[4-(trifluoromethyl)phenyl]sulfanyl-1,2,4-triazole-3-carboxylate 1237741-65-9 C16H16F3N3O5S
Methyl 1-(2-acetyloxyethoxymethyl)-5-[4-(trifluoromethyl)phenyl]sulfanyl-1,2,4-triazole-3-carboxylate
—— Methyl 1-(2-acetyloxyethoxymethyl)-5-(4-methoxyphenyl)sulfanyl-1,2,4-triazole-3-carboxylate 1237741-59-1 C16H19N3O6S
Methyl 1-(2-acetyloxyethoxymethyl)-5-(4-methoxyphenyl)sulfanyl-1,2,4-triazole-3-carboxylate
—— 2-[3,6-Bis(2-methylpropyl)pyrazin-2-yl]sulfanylethanol 1283166-90-4 C14H24N2OS
2-[3,6-Bis(2-methylpropyl)pyrazin-2-yl]sulfanylethanol
—— N-[2-[3,6-bis(2-methylpropyl)pyrazin-2-yl]sulfanylethyl]acetamide 1283166-78-8 C16H27N3OS
N-[2-[3,6-bis(2-methylpropyl)pyrazin-2-yl]sulfanylethyl]acetamide
—— Methyl 1-(2-acetyloxyethoxymethyl)-5-(4-tert-butylphenyl)sulfanyl-1,2,4-triazole-3-carboxylate 1237741-67-1 C19H25N3O5S
Methyl 1-(2-acetyloxyethoxymethyl)-5-(4-tert-butylphenyl)sulfanyl-1,2,4-triazole-3-carboxylate
—— Methyl 1-(2-acetyloxyethoxymethyl)-5-(4-chlorophenyl)sulfanyl-1,2,4-triazole-3-carboxylate 1237741-66-0 C15H16ClN3O5S
Methyl 1-(2-acetyloxyethoxymethyl)-5-(4-chlorophenyl)sulfanyl-1,2,4-triazole-3-carboxylate
—— Methyl 1-(2-acetyloxyethoxymethyl)-5-[2-(trifluoromethyl)phenyl]sulfanyl-1,2,4-triazole-3-carboxylate 1237741-63-7 C16H16F3N3O5S
Methyl 1-(2-acetyloxyethoxymethyl)-5-[2-(trifluoromethyl)phenyl]sulfanyl-1,2,4-triazole-3-carboxylate
—— Methyl 1-(2-acetyloxyethoxymethyl)-5-(3-fluorophenyl)sulfanyl-1,2,4-triazole-3-carboxylate 1237741-61-5 C15H16FN3O5S
Methyl 1-(2-acetyloxyethoxymethyl)-5-(3-fluorophenyl)sulfanyl-1,2,4-triazole-3-carboxylate
—— Methyl 1-(2-acetyloxyethoxymethyl)-5-[3-(trifluoromethyl)phenyl]sulfanyl-1,2,4-triazole-3-carboxylate 1237741-64-8 C16H16F3N3O5S
Methyl 1-(2-acetyloxyethoxymethyl)-5-[3-(trifluoromethyl)phenyl]sulfanyl-1,2,4-triazole-3-carboxylate
—— (3S,2S)-(-)-t-butyl 3-hydroxy-3-phenyl-2-thiophenoxypropionate 277318-40-8 C19H22O3S
(3S,2S)-(-)-t-butyl 3-hydroxy-3-phenyl-2-thiophenoxypropionate