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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-(4-Chloro-3-methoxy-phenylsulfanyl)-4-methoxy-phenyl]-acetic acid 61150-74-1 C16H15ClO4S
[2-(4-Chloro-3-methoxy-phenylsulfanyl)-4-methoxy-phenyl]-acetic acid
—— tert-butyl-dimethyl-[(E)-1-(3-methylpyridin-2-yl)sulfanylprop-1-enoxy]silane 146362-77-8 C15H25NOSSi
tert-butyl-dimethyl-[(E)-1-(3-methylpyridin-2-yl)sulfanylprop-1-enoxy]silane
—— S-(1-cyclopropylethyl) S-methyl dithiocarbonate 111661-14-4 C7H12OS2
S-(1-cyclopropylethyl) S-methyl dithiocarbonate
—— 2-(4-chloro-3-methoxyphenylthio)-4-methoxyphenylacetonitrile 61150-73-0 C16H14ClNO2S
2-(4-chloro-3-methoxyphenylthio)-4-methoxyphenylacetonitrile
—— 1-(3-methyl-pyridin-2-yl)-2-(2-aminobenzylthio)imidazole 135126-13-5 C16H16N4S
1-(3-methyl-pyridin-2-yl)-2-(2-aminobenzylthio)imidazole
—— 2-(4-chloro-3-methoxyphenylthio)phenylacetic acid 61150-53-6 C15H13ClO3S
2-(4-chloro-3-methoxyphenylthio)phenylacetic acid
—— 2-(4-chloro-3-methoxyphenylthio)benzoic acid 61150-49-0 C14H11ClO3S
2-(4-chloro-3-methoxyphenylthio)benzoic acid
—— 2-<<2-(dimethylamino)benzyl>thio>-1-<2-(3-methylpyridyl)>imidazole 117348-09-1 C18H20N4S
2-<<2-(dimethylamino)benzyl>thio>-1-<2-(3-methylpyridyl)>imidazole
—— 2-(4-chloro-3-methoxyphenylthio)benzyl alcohol 61150-50-3 C14H13ClO2S
2-(4-chloro-3-methoxyphenylthio)benzyl alcohol
—— ethyl 3-oxo-4-(phenylthio)cyclohexanecarboxylate 907211-56-7 C15H18O3S
ethyl 3-oxo-4-(phenylthio)cyclohexanecarboxylate
—— 2-[(E)-1-(4-methylsulfanylphenyl)ethylideneamino]oxyacetic acid 63564-08-9 C11H13NO3S
2-[(E)-1-(4-methylsulfanylphenyl)ethylideneamino]oxyacetic acid
—— 5-(4-chloro-phenyl)-3-methylsulfanyl-isoxazole-4-carbonitrile 68364-89-6 C11H7ClN2OS
5-(4-chloro-phenyl)-3-methylsulfanyl-isoxazole-4-carbonitrile
—— 3-hydroxy-N,N-dimethylbutanethioamide 103660-95-3 C6H13NOS
3-hydroxy-N,N-dimethylbutanethioamide
—— benzo[<i>b</i>]pyrido[2,3-<i>e</i>][1,4]thiazine-10-carboxylic acid 1-methyl-piperidin-4-yl ester 98471-17-1 C18H19N3O2S
benzo[<i>b</i>]pyrido[2,3-<i>e</i>][1,4]thiazine-10-carboxylic acid 1-methyl-piperidin-4-yl ester
—— (R)-3-hydroxy-N,N,4-trimethylpentanethioamide 103660-97-5 C8H17NOS
(R)-3-hydroxy-N,N,4-trimethylpentanethioamide
—— 4-[5-fluoro-3-(4-methyl-3-oxo-2,3-dihydro-4H-pyrido[3,2-b][1,4]oxazin-7-ylthio)phenyl]-4-methoxytetrahydropyran 139502-92-4 C20H21FN2O4S
4-[5-fluoro-3-(4-methyl-3-oxo-2,3-dihydro-4H-pyrido[3,2-b][1,4]oxazin-7-ylthio)phenyl]-4-methoxytetrahydropyran
—— 3-(dimethylamino)-N,N-dimethylprop-2-enethioamide 34009-27-3 C7H14N2S
3-(dimethylamino)-N,N-dimethylprop-2-enethioamide
—— N,N-dimmethyl hydroxy-3 methyl-3 hexene-4 thioamide 97584-79-7 C9H17NOS
N,N-dimmethyl hydroxy-3 methyl-3 hexene-4 thioamide
—— Pentanethioamide, 3-hydroxy-N,N,4-trimethyl- 103660-97-5 C8H17NOS
Pentanethioamide, 3-hydroxy-N,N,4-trimethyl-
—— 3-hydroxy-N,N,4,4-tetramethylpentanethioamide 103660-98-6 C9H19NOS
3-hydroxy-N,N,4,4-tetramethylpentanethioamide
—— 4-[3-(1,3-dimethyl-2-oxo-2,3-dihydrobenzimidazol-5-ylthio)-5-fluorophenyl]-4-methoxytetrahydropyran 139487-02-8 C21H23FN2O3S
4-[3-(1,3-dimethyl-2-oxo-2,3-dihydrobenzimidazol-5-ylthio)-5-fluorophenyl]-4-methoxytetrahydropyran
—— 4-methylthio-5-amino-6-mercaptopyrimidine 37489-41-1 C5H7N3S2
4-methylthio-5-amino-6-mercaptopyrimidine
—— 4-[5-fluoro-3-(3-ethoxycarbonylmethylthio-4-nitrophenylthio)phenyl]-4-methoxytetrahydropyran 139503-20-1 C22H24FNO6S2
4-[5-fluoro-3-(3-ethoxycarbonylmethylthio-4-nitrophenylthio)phenyl]-4-methoxytetrahydropyran
—— 6-phenylsulfanyl-pyrazine-2-carboxylic acid 66533-84-4 C11H8N2O2S
6-phenylsulfanyl-pyrazine-2-carboxylic acid
—— 2-Fluoro-4'-(trifluoromethyl)diphenyl Sulfide 126799-50-6 C13H8F4S
2-Fluoro-4'-(trifluoromethyl)diphenyl Sulfide
—— 1-Methyl-4-[2-[2-(trifluoromethyl)phenyl]sulfanylphenoxy]piperidine 126799-53-9 C19H20F3NOS
1-Methyl-4-[2-[2-(trifluoromethyl)phenyl]sulfanylphenoxy]piperidine
—— 1-Methyl-4-piperidinyl 2-{[4-(trifluoromethyl)phenyl]sulfanyl}phenyl ether 126799-54-0 C19H20F3NOS
1-Methyl-4-piperidinyl 2-{[4-(trifluoromethyl)phenyl]sulfanyl}phenyl ether
—— 1-Methyl-4-(4-(phenylthio)phenoxy)piperidine 126799-52-8 C18H21NOS
1-Methyl-4-(4-(phenylthio)phenoxy)piperidine
—— ethyl 2-diazo-2-<2-chloro-5-fluoro-6-(p-tolylthio)nicotinoyl>acetate 133413-97-5 C17H13ClFN3O3S
ethyl 2-diazo-2-<2-chloro-5-fluoro-6-(p-tolylthio)nicotinoyl>acetate
—— 1-Methyl-4-(2-(phenylthio)phenoxy)piperidine 126799-51-7 C18H21NOS
1-Methyl-4-(2-(phenylthio)phenoxy)piperidine
—— 3-((pyridin-3-ylmethyl)thio)-5,6-di-p-tolyl-1,2,4-triazine 1478982-11-4 C23H20N4S
3-((pyridin-3-ylmethyl)thio)-5,6-di-p-tolyl-1,2,4-triazine
—— 4,5,6-trimethyl-2-methylsulfanyl-pyrimidine 65641-62-5 C8H12N2S
4,5,6-trimethyl-2-methylsulfanyl-pyrimidine
—— 6-phenylsulfanyl-pyrazine-2-carbonitrile 66533-80-0 C11H7N3S
6-phenylsulfanyl-pyrazine-2-carbonitrile
—— 4-[(3-chloro-2-methylphenyl)methyl]-2-(4-morpholinyl)-5-[(phenylthio)methyl][1,3]thiazolo[4,5-d]pyrimidin-7(4H)-one 1256290-08-0 C24H23ClN4O2S2
4-[(3-chloro-2-methylphenyl)methyl]-2-(4-morpholinyl)-5-[(phenylthio)methyl][1,3]thiazolo[4,5-d]pyrimidin-7(4H)-one
—— N,N-Dimethylisovalerothioamide 67797-33-5 C7H15NS
N,N-Dimethylisovalerothioamide
—— 4-Butylmercapto-phenylessigsaeure 3583-61-7 C12H16O2S
4-Butylmercapto-phenylessigsaeure
—— 2-Methyl-4-phenylsulfanylquinoline;hydrochloride 65246-06-2 C16H14ClNS
2-Methyl-4-phenylsulfanylquinoline;hydrochloride
—— (Dimethylamino)-N,N-dimethylethanethioamide 65131-20-6 C6H14N2S
(Dimethylamino)-N,N-dimethylethanethioamide
—— (2R)-2-[[2-amino-5-(pyridin-3-ylmethylsulfanyl)-[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino]-4-methylpentan-1-ol 1429127-62-7 C17H22N6OS2
(2R)-2-[[2-amino-5-(pyridin-3-ylmethylsulfanyl)-[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino]-4-methylpentan-1-ol
—— 4-Aethoxy-5H-pyrimidin<4,5-b><1,4>-thiazin-6(7H)-on 25221-51-6 C8H9N3O2S
4-Aethoxy-5H-pyrimidin<4,5-b><1,4>-thiazin-6(7H)-on
—— 2-(3-Pyridylmethylthio)pyrimidine-4,6-diamine 95016-51-6 C10H11N5S
2-(3-Pyridylmethylthio)pyrimidine-4,6-diamine
—— 1-methyl-2-(β-picolylmercapto)imidazole 87008-56-8 C10H11N3S
1-methyl-2-(β-picolylmercapto)imidazole
—— 7-Chloro-4-(3,5-dimethylpyrazol-1-yl)-2-(3-picolylthio)imidazo<4,5-d>pyridazine 85732-89-4 C16H14ClN7S
7-Chloro-4-(3,5-dimethylpyrazol-1-yl)-2-(3-picolylthio)imidazo<4,5-d>pyridazine
—— (2S,5S,6S,1'S)-2-(1'-hydroxy-3'-(phenylsulfanyl)propyl)-5,6-dimethoxy-5,6-dimethyl-[1,4]dioxane-2-carboxylic acid methyl ester 1042925-83-6 C19H28O7S
(2S,5S,6S,1'S)-2-(1'-hydroxy-3'-(phenylsulfanyl)propyl)-5,6-dimethoxy-5,6-dimethyl-[1,4]dioxane-2-carboxylic acid methyl ester
—— 4-(3,5-Dimethylpyrazol-1-yl)-2-(3-picolylthio)imidazo<4,5-d>pyridazine 85732-98-5 C16H15N7S
4-(3,5-Dimethylpyrazol-1-yl)-2-(3-picolylthio)imidazo<4,5-d>pyridazine
—— (Z)-3-(4-chlorophenylthio)but-2-enoic acid 343570-42-3 C10H9ClO2S
(Z)-3-(4-chlorophenylthio)but-2-enoic acid
—— ((3aR)-7c-Methoxy-2,2-dimethyl-(3ar,7at)-3a,4,7,7a-tetrahydro-6H-spiro<benzo<1,3>dioxole-5,2'-<1,3>dithian>-4t-yl)methanol 160708-47-4 C14H24O4S2
((3aR)-7c-Methoxy-2,2-dimethyl-(3ar,7at)-3a,4,7,7a-tetrahydro-6H-spiro<benzo<1,3>dioxole-5,2'-<1,3>dithian>-4t-yl)methanol
—— 2-(3-picoliltio)-5-cloroanilina 74462-24-1 C12H11ClN2S
2-(3-picoliltio)-5-cloroanilina
—— [Amino(prop-2-enylsulfanyl)methylidene]azanium;iodide 127598-33-8 C4H8N2S*HI
[Amino(prop-2-enylsulfanyl)methylidene]azanium;iodide
—— 2-[(3-pyridinylmethyl)thio]4-pyrimidinamine 95016-48-1 C10H10N4S
2-[(3-pyridinylmethyl)thio]4-pyrimidinamine