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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-(7(9)<i>H</i>-purin-6-ylmercapto)-benzoic acid 99971-18-3 C12H8N4O2S
2-(7(9)<i>H</i>-purin-6-ylmercapto)-benzoic acid
—— 3-(2-aminophenylthio)-4-pyridazinecarbonitrile 135128-11-9 C11H8N4S
3-(2-aminophenylthio)-4-pyridazinecarbonitrile
—— 1,2-bis(4-amino-1,2,4-triazol-3-ylsulfanyl)ethane 178384-09-3 C6H10N8S2
1,2-bis(4-amino-1,2,4-triazol-3-ylsulfanyl)ethane
—— 2,2'-sulfonylbis<N-(2,2-dimethoxyethyl)acetamide> 132417-38-0 C12H24N2O8S
2,2'-sulfonylbis<N-(2,2-dimethoxyethyl)acetamide>
—— 5,5-Bis(ethylthio)-6-(2-methyl-1-propenyliden)-1,4-diphenyl-2,7-dithiabicyclo<2.2.1>heptan-3-on 100094-80-2 C25H26OS4
5,5-Bis(ethylthio)-6-(2-methyl-1-propenyliden)-1,4-diphenyl-2,7-dithiabicyclo<2.2.1>heptan-3-on
—— 5,5-Dimethyl-1,4-diphenyl-2,7-dithiabicyclo<2.2.1>heptan-3,6-dion 100094-94-8 C19H16O2S2
5,5-Dimethyl-1,4-diphenyl-2,7-dithiabicyclo<2.2.1>heptan-3,6-dion
—— 8-(Aminomethyl)10H-pyrazino[2,3-b][1,4]benzothiazine 203656-60-4 C11H10N4S
8-(Aminomethyl)10H-pyrazino[2,3-b][1,4]benzothiazine
—— 2-(6,6-Dimethyl-3-oxo-1,4-diphenyl-2,7-dithiabicyclo<2.2.1>hept-5-yliden)acetaldehyd 100094-90-4 C21H18O2S2
2-(6,6-Dimethyl-3-oxo-1,4-diphenyl-2,7-dithiabicyclo<2.2.1>hept-5-yliden)acetaldehyd
—— 5-<2,2-Bis(ethylthio)vinyliden>-6,6-dimethyl-1,4-diphenyl-2,7-dithiabicyclo<2.2.1>heptan-3-on 100094-81-3 C25H26OS4
5-<2,2-Bis(ethylthio)vinyliden>-6,6-dimethyl-1,4-diphenyl-2,7-dithiabicyclo<2.2.1>heptan-3-on
—— 6,6-Dimethyl-1,4-diphenyl-2,7-dithiabicyclo<2.2.1>heptan-3,5-dion 100094-95-9 C19H16O2S2
6,6-Dimethyl-1,4-diphenyl-2,7-dithiabicyclo<2.2.1>heptan-3,5-dion
—— 1-[3-(4-[2-(2,2,2-trifluoroethyl)guanidino]pyrimid-2-ylthio)propylamino]-1-methylamino-2-nitroethylene 79651-55-1 C13H19F3N8O2S
1-[3-(4-[2-(2,2,2-trifluoroethyl)guanidino]pyrimid-2-ylthio)propylamino]-1-methylamino-2-nitroethylene
—— 2-ethoxycarbonylmethylmercapto-3-cyano-5-nitropyridine 31309-26-9 C10H9N3O4S
2-ethoxycarbonylmethylmercapto-3-cyano-5-nitropyridine
—— tris(2-(methylthiocarbonylamino)ethyl)amine 183864-14-4 C12H24N4O3S3
tris(2-(methylthiocarbonylamino)ethyl)amine
—— diethyl 2-(1H-1,2,4-triazol-5-ylsulfanyl)propanedioate 61631-36-5 C9H13N3O4S
diethyl 2-(1H-1,2,4-triazol-5-ylsulfanyl)propanedioate
—— 3-methyl-N-(2-(methylsulfanyl)-5,6-dihydro-4H-furo[2,3-b]pyridin-7-yl)but-3-enamide 438044-93-0 C13H17NO2S
3-methyl-N-(2-(methylsulfanyl)-5,6-dihydro-4H-furo[2,3-b]pyridin-7-yl)but-3-enamide
—— 5-formyl-3-methyl-6-phenylthiouracil 69139-09-9 C12H10N2O3S
5-formyl-3-methyl-6-phenylthiouracil
—— (1R,3aR,7aR)-1-[(2R,3E,5E)-6-tert-butylsulfonylhexa-3,5-dien-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-one 300344-98-3 C20H32O3S
(1R,3aR,7aR)-1-[(2R,3E,5E)-6-tert-butylsulfonylhexa-3,5-dien-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-one
—— phenyl bis(dimethylamino)methylenecarbamodithioate 1564286-43-6 C12H17N3S2
phenyl bis(dimethylamino)methylenecarbamodithioate
—— Propanoic acid, 3-(octylsulfonyl)- 125534-36-3 C11H22O4S
Propanoic acid, 3-(octylsulfonyl)-
—— 5-(Diisopropylamino)-3-(4-nitrophenyl)-4-(phenylthio)isoxazol 125379-83-1 C21H23N3O3S
5-(Diisopropylamino)-3-(4-nitrophenyl)-4-(phenylthio)isoxazol
—— (phenyl-[1,3,4]oxadiazol-2-ylmercapto)-acetic acid ethyl ester 104496-93-7 C12H12N2O3S
(phenyl-[1,3,4]oxadiazol-2-ylmercapto)-acetic acid ethyl ester
—— N-benzyl-6-chloro-2-methylthiopyrimidin-4-amine 709639-84-9 C12H12ClN3S
N-benzyl-6-chloro-2-methylthiopyrimidin-4-amine
—— ethyl (E)-2-(2-oxobenzo[b]thiophen-3(2H)-ylidene)acetate 1344679-62-4 C12H10O3S
ethyl (E)-2-(2-oxobenzo[b]thiophen-3(2H)-ylidene)acetate
—— N,N'-Dimethyl-N,N'-diethylthiomethyl-ethylendiamin 51-76-3 C10H24N2S2
N,N'-Dimethyl-N,N'-diethylthiomethyl-ethylendiamin
—— 3-(Diethylamino)thiete 1,1-dioxide 59514-12-4 C7H13NO2S
3-(Diethylamino)thiete 1,1-dioxide
—— methyl 2-cyano-3-(5-phenylthio-2-furyl)acrylate 56656-71-4 C15H11NO3S
methyl 2-cyano-3-(5-phenylthio-2-furyl)acrylate
—— 2-phenyl-2-[6-(phenylthio)pyridazin-3-yl]acetonitrile 209412-02-2 C18H13N3S
2-phenyl-2-[6-(phenylthio)pyridazin-3-yl]acetonitrile
—— 3,4-dihydro-2H-pyrimido[1,2-c]pyrido[4,3-e][1,3]thiazine-6-thione 1202519-01-4 C10H9N3S2
3,4-dihydro-2H-pyrimido[1,2-c]pyrido[4,3-e][1,3]thiazine-6-thione
—— N-benzyl-2-oxo-5-(4-propan-2-ylphenyl)sulfanyl-1H-pyridine-3-carboxamide 1426959-64-9 C22H22N2O2S
N-benzyl-2-oxo-5-(4-propan-2-ylphenyl)sulfanyl-1H-pyridine-3-carboxamide
—— 2-[6-(ethylthio)pyridazin-3-yl]-2-phenylacetonitrile 1159497-77-4 C14H13N3S
2-[6-(ethylthio)pyridazin-3-yl]-2-phenylacetonitrile
—— 2-(ω-morpholinohexylthio)-4,6-dimethylpyrimidine 90094-36-3 C16H27N3OS
2-(ω-morpholinohexylthio)-4,6-dimethylpyrimidine
—— 2-(ω-anilinohexylthio)-4,6-dimethylpyrimidine 90094-34-1 C18H25N3S
2-(ω-anilinohexylthio)-4,6-dimethylpyrimidine
—— <(4,6-dimethylpyrimidin-2-ylthio)hexyl>pyridinium bromide 90094-32-9 Br*C17H24N3S
<(4,6-dimethylpyrimidin-2-ylthio)hexyl>pyridinium bromide
—— 2-(ω-piperidinohexylthio)-4,6-dimethylpyrimidine 90094-35-2 C17H29N3S
2-(ω-piperidinohexylthio)-4,6-dimethylpyrimidine
—— 1-Acetoxy-1-phenylthio-2-butanon 67175-44-4 C12H14O3S
1-Acetoxy-1-phenylthio-2-butanon
—— 1,1-Bis(phenylsulfanyl)-2-butanone 77331-08-9 C16H16OS2
1,1-Bis(phenylsulfanyl)-2-butanone
—— (Z)-N,N-diethyl-1-methoxy-2-(trifluoromethanesulfonyl)ethenamine 1315550-04-9 C8H14F3NO3S
(Z)-N,N-diethyl-1-methoxy-2-(trifluoromethanesulfonyl)ethenamine
—— dimethyl meso-2,3-di(pyrimidin-2-ylthio)butane-1,4-dioate 77586-19-7 C14H14N4O4S2
dimethyl meso-2,3-di(pyrimidin-2-ylthio)butane-1,4-dioate
—— 5-ethylsulfanyl-6-methyl-pyrazine-2,3-dicarbonitrile 72112-31-3 C9H8N4S
5-ethylsulfanyl-6-methyl-pyrazine-2,3-dicarbonitrile
—— N-<2-(p-tolylthio)ethyl>acetamide 98225-03-7 C11H15NOS
N-<2-(p-tolylthio)ethyl>acetamide
—— (4S,4aR)-4,4a-dimethylspiro[1,2,3,4,5,6-hexahydronaphthalene-7,2'-1,3-dithiolane] 150930-70-4 C14H22S2
(4S,4aR)-4,4a-dimethylspiro[1,2,3,4,5,6-hexahydronaphthalene-7,2'-1,3-dithiolane]
—— N,N'-dimethyl-N,N'-bis(phenylsulfanylmethyl)ethane-1,2-diamine 214148-69-3 C18H24N2S2
N,N'-dimethyl-N,N'-bis(phenylsulfanylmethyl)ethane-1,2-diamine
—— 4-Methylsulfanyl-2-phenyl-[1,3]oxazin-6-one 135714-53-3 C11H9NO2S
4-Methylsulfanyl-2-phenyl-[1,3]oxazin-6-one
—— 4-(benzo-1,4-dithiafulven-6-yl)-1,2,3-thiadiazole 1028256-72-5 C10H6N2S3
4-(benzo-1,4-dithiafulven-6-yl)-1,2,3-thiadiazole
—— N<sup>1</sup>,N<sup>3</sup>-diphenyl-N<sup>2</sup>,N<sup>4</sup>-bis(6-methyl-3-(methylthio)-5-oxo-4,5-dihydro-1,2,4-triazin-4-yl)-N<sup>5</sup>-methylbiguanide 118458-63-2 C25H27N11O2S2
N<sup>1</sup>,N<sup>3</sup>-diphenyl-N<sup>2</sup>,N<sup>4</sup>-bis(6-methyl-3-(methylthio)-5-oxo-4,5-dihydro-1,2,4-triazin-4-yl)-N<sup>5</sup>-methylbiguanide
—— 2-Azathianthrene 2-oxide 106835-12-5 C11H7NOS2
2-Azathianthrene 2-oxide
—— 1-morpholino-2-(phenylthio)ethanone 425608-06-6 C12H15NO2S
1-morpholino-2-(phenylthio)ethanone
—— 1,7-diazathianthrene 113372-47-7 C10H6N2S2
1,7-diazathianthrene
—— 1,8-diazathianthrene 113372-48-8 C10H6N2S2
1,8-diazathianthrene
—— 2-Azathianthrene 106835-13-6 C11H7NS2
2-Azathianthrene