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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-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
—— (2Z)-2-iodo-4-(phenylthio)-2-buten-1-ol 158300-18-6 C10H11IOS
(2Z)-2-iodo-4-(phenylthio)-2-buten-1-ol
—— (2S,5S,6S,1'R)-2-(1'-hydroxy-3'-(phenylsulfanyl)propyl)-5,6-dimethoxy-5,6-dimethyl-[1,4]dioxane-2-carboxylic acid methyl ester 1042925-98-3 C19H28O7S
(2S,5S,6S,1'R)-2-(1'-hydroxy-3'-(phenylsulfanyl)propyl)-5,6-dimethoxy-5,6-dimethyl-[1,4]dioxane-2-carboxylic acid methyl ester
—— (3-methoxyphenyl)(2,4,6-trimethoxyphenyl)sulfane 1242673-93-3 C16H18O4S
(3-methoxyphenyl)(2,4,6-trimethoxyphenyl)sulfane
—— 4-{[(3-pyridyl)methyl]sulfanyl}aniline 125382-42-5 C12H12N2S
4-{[(3-pyridyl)methyl]sulfanyl}aniline
—— (2R,4R)-2,4-dimethyl-1-phenylthio-hexane 177420-68-7 C14H22S
(2R,4R)-2,4-dimethyl-1-phenylthio-hexane
—— (2S,4R)-2,4-dimethyl-5-phenylthio-1-pentanol 177420-67-6 C13H20OS
(2S,4R)-2,4-dimethyl-5-phenylthio-1-pentanol
—— 3-Methyl-5-methylsulfanyl-4-(2-phenylamino-pyrimidin-4-yl)-thiophene-2-carbonitrile 473530-72-2 C17H14N4S2
3-Methyl-5-methylsulfanyl-4-(2-phenylamino-pyrimidin-4-yl)-thiophene-2-carbonitrile
—— 4-(3-dimethylamino-acryloyl)-3-methyl-5-methylsulfanyl-thiophene-2-carbonitrile 1098622-19-5 C12H14N2OS2
4-(3-dimethylamino-acryloyl)-3-methyl-5-methylsulfanyl-thiophene-2-carbonitrile
—— {4-[4-methyl-2-methylsulfanyl-5-(4-methyl-thiazol-2-yl)-thiophen-3-yl]-pyrimidin-2-yl}-phenylamine 473530-82-4 C20H18N4S3
{4-[4-methyl-2-methylsulfanyl-5-(4-methyl-thiazol-2-yl)-thiophen-3-yl]-pyrimidin-2-yl}-phenylamine
—— 3-dimethylamino-1-[4-methyl-2-methylsulfanyl-5-(4-methyl-thiazol-2-yl)-thiophen-3-yl]-propenone 1098622-18-4 C15H18N2OS3
3-dimethylamino-1-[4-methyl-2-methylsulfanyl-5-(4-methyl-thiazol-2-yl)-thiophen-3-yl]-propenone
—— 5-acetyl-2-methylsulfanyl-4-(4-chloro-phenyl)-thiophene-3-carbonitrile 63244-11-1 C14H10ClNOS2
5-acetyl-2-methylsulfanyl-4-(4-chloro-phenyl)-thiophene-3-carbonitrile
—— 3-(2-<i>tert</i>-butylsulfanyl-phenyl)-oxiranecarboxylic acid ethyl ester 65924-67-6 C15H20O3S
3-(2-<i>tert</i>-butylsulfanyl-phenyl)-oxiranecarboxylic acid ethyl ester
—— 1,4-Bis-<N,N-dimethyl-thiocarbamoylmercapto>-benzol 13512-06-6 C12H16N2O2S2
1,4-Bis-<N,N-dimethyl-thiocarbamoylmercapto>-benzol
—— 3-('-Methylphenyl)-2-methylmercapto-4-(3H)pyrimidone 80306-55-4 C12H12N2OS
3-('-Methylphenyl)-2-methylmercapto-4-(3H)pyrimidone
—— 6-amino-3-isobutoxy-2-<(4-tert-butylphenyl)thio>benzonitrile 1026449-09-1 C21H26N2OS
6-amino-3-isobutoxy-2-<(4-tert-butylphenyl)thio>benzonitrile
—— 6-amino-3-ethoxy-2-<(4-tert-butylphenyl)thio>benzonitrile 1027190-49-3 C19H22N2OS
6-amino-3-ethoxy-2-<(4-tert-butylphenyl)thio>benzonitrile
—— Benzyl-p-tolylsulfanylmethyl-amine; hydrochloride 33711-32-9 C15H17NS*ClH
Benzyl-p-tolylsulfanylmethyl-amine; hydrochloride
—— phenyl<2'-(phenylthiomethylene)cyclohex-1-yl>methanol 125334-87-4 C20H22OS
phenyl<2'-(phenylthiomethylene)cyclohex-1-yl>methanol
—— 1-phenyl-2-phenylthio-2-cyclohex-1-enylethanol 125334-86-3 C20H22OS
1-phenyl-2-phenylthio-2-cyclohex-1-enylethanol
—— N,N-dibutylthiocarbamic acid 57442-69-0 C9H18NOS*H
N,N-dibutylthiocarbamic acid
—— Benzyl-phenylsulfanylmethyl-amine; hydrochloride 65502-69-4 C14H15NS*ClH
Benzyl-phenylsulfanylmethyl-amine; hydrochloride
—— (Z)-1-methoxy-3-methyl-1-(phenylthio)but-1-ene 93500-16-4 C12H16OS
(Z)-1-methoxy-3-methyl-1-(phenylthio)but-1-ene
—— [(3-Methyl-2-nitrobut-3-en-1-yl)sulfanyl]benzene 65912-13-2 C11H13NO2S
[(3-Methyl-2-nitrobut-3-en-1-yl)sulfanyl]benzene
—— 4-{1-[difluoro(phenylthio)methyl]cyclohex-1-yl}morpholine 1357268-68-8 C17H23F2NOS
4-{1-[difluoro(phenylthio)methyl]cyclohex-1-yl}morpholine