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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
—— thiotelluranthrene 262-29-3 C12H8STe
thiotelluranthrene
—— 3-Hexadecylsulfanyl-1H-pyrrole 120884-84-6 C20H37NS
3-Hexadecylsulfanyl-1H-pyrrole
—— 4-(4-(3-chloropropanamido)phenylthio)-N-methylpicolinamide 1393482-52-4 C16H16ClN3O2S
4-(4-(3-chloropropanamido)phenylthio)-N-methylpicolinamide
—— 4-bromophenyl 3-chlorobenzyl sulfide 1207733-75-2 C13H10BrClS
4-bromophenyl 3-chlorobenzyl sulfide
—— (R)-4-((1Z,5E,7E)-(R)-11-Methoxy-8-methyl-tetradeca-1,5,7,13-tetraenyl)-2,2-dimethyl-thiazolidine 176172-09-1 C21H35NOS
(R)-4-((1Z,5E,7E)-(R)-11-Methoxy-8-methyl-tetradeca-1,5,7,13-tetraenyl)-2,2-dimethyl-thiazolidine
—— 4-cyclohexyl-3-(5-nitro-thiazol-2-ylsulfanyl)-5-phenyl-4<i>H</i>-[1,2,4]triazole 40045-57-6 C17H17N5O2S2
4-cyclohexyl-3-(5-nitro-thiazol-2-ylsulfanyl)-5-phenyl-4<i>H</i>-[1,2,4]triazole
—— 3-Hydroxydithiobuten-(2)-saeuremethylester 52230-45-2 C5H8OS2
3-Hydroxydithiobuten-(2)-saeuremethylester
—— 1-(3-cyanopropyl)-2-((6-(3-cyanopropyl)phenyl)thio)benzene 1062600-55-8 C20H20N2S
1-(3-cyanopropyl)-2-((6-(3-cyanopropyl)phenyl)thio)benzene
—— 2-methoxycarbonylsulfanyl-5-(4-methylsulfanyl-phenyl)-[1,3,4]oxadiazole 53961-53-8 C11H10N2O3S2
2-methoxycarbonylsulfanyl-5-(4-methylsulfanyl-phenyl)-[1,3,4]oxadiazole
—— 3-dimethylaminomethyl-4-(4-methylthio-phenyl)-4-hydroxy-cyclohexanone 877033-73-3 C16H23NO2S
3-dimethylaminomethyl-4-(4-methylthio-phenyl)-4-hydroxy-cyclohexanone
—— Piperidine-1-carbodithioic acid 4,6-dimethyl-pyrimidin-2-yl ester 32595-20-3 C12H17N3S2
Piperidine-1-carbodithioic acid 4,6-dimethyl-pyrimidin-2-yl ester
—— 7-methyl-4-(3-methyl-morpholin-4-yl)-6,7-dihydro-thieno[3,2-<i>d</i>]pyrimidin-2-ylamine 16299-47-1 C12H18N4OS
7-methyl-4-(3-methyl-morpholin-4-yl)-6,7-dihydro-thieno[3,2-<i>d</i>]pyrimidin-2-ylamine
—— [2-(4-bromo-1H-indol-3-ylsulfanyl)-benzyl]methylamine 857498-80-7 C16H15BrN2S
[2-(4-bromo-1H-indol-3-ylsulfanyl)-benzyl]methylamine
—— methyl 4-(4-aminophenylthio)benzoate 34037-44-0 C14H13NO2S
methyl 4-(4-aminophenylthio)benzoate
—— <i>N</i>-dimethylcarbamoyl-<i>N</i>-(5-isopropylsulfanyl-[1,3,4]thiadiazol-2-yl)-acetamide 55715-43-0 C10H16N4O2S2
<i>N</i>-dimethylcarbamoyl-<i>N</i>-(5-isopropylsulfanyl-[1,3,4]thiadiazol-2-yl)-acetamide
—— 1,2,4-tris(p-tolylthio)benzene 1055876-60-2 C27H24S3
1,2,4-tris(p-tolylthio)benzene
—— 1-(4-tolythio)-3-buten-2-ol 23451-73-2 C11H14OS
1-(4-tolythio)-3-buten-2-ol
—— 2-phenylamino-5-phenylsulfanylbenzonitrile 342433-97-0 C19H14N2S
2-phenylamino-5-phenylsulfanylbenzonitrile
—— 2-Thiocyanatoethoxydimethyl-arsine 55691-10-6 C5H10AsNOS
2-Thiocyanatoethoxydimethyl-arsine
—— 3-(1,3-benzodioxol-5-yl)-2-(phenylsulfanyl)thieno[2,3-b]pyridine 1436852-70-8 C20H13NO2S2
3-(1,3-benzodioxol-5-yl)-2-(phenylsulfanyl)thieno[2,3-b]pyridine
—— 1,1',2-tris(methylthio)ferrocene 197586-73-5 C13H16FeS3
1,1',2-tris(methylthio)ferrocene
—— S-(3-octylphenyl)dimethylthiocarbamate 153561-37-6 C17H27NOS
S-(3-octylphenyl)dimethylthiocarbamate
—— 6-Phenylsulfanyl-hex-4-yn-2-ol 130158-47-3 C12H14OS
6-Phenylsulfanyl-hex-4-yn-2-ol
—— 1144002-73-2 C14H10BrNO2S
—— 4-(1,3-benzothiazol-2-ylsulfanyl)benzene-1,2-diol 1521221-48-6 C13H9NO2S2
4-(1,3-benzothiazol-2-ylsulfanyl)benzene-1,2-diol
—— 2-[(2-iodophenyl)sulfanyl]-1,3-benzothiazole 1520092-63-0 C13H8INS2
2-[(2-iodophenyl)sulfanyl]-1,3-benzothiazole
—— 145227-53-8 C6H13Cl2NOPtS
—— sec-butyl 2-butylhydrazinecarbodithiolate 1138320-47-4 C9H20N2S2
sec-butyl 2-butylhydrazinecarbodithiolate
—— 1392426-30-0 C28H26O4S
—— phenyl 4,6-di-O-acetyl-2,3-dideoxy-erythro-hex-2-eno-1-thioa-β-D-pyranoside 111425-48-0 C16H18O5S
phenyl 4,6-di-O-acetyl-2,3-dideoxy-erythro-hex-2-eno-1-thioa-β-D-pyranoside
—— Di-(3-methyluracil-5yl)-sulfid 37737-49-8 C10H10N4O4S
Di-(3-methyluracil-5yl)-sulfid
—— 3-Phenylmercapto-buten-(3)-saeure-ethylester 21031-52-7 C12H14O2S
3-Phenylmercapto-buten-(3)-saeure-ethylester
—— 3-Methylthio-4,5-bis-benzylthio-pyridazine 28005-09-6 C19H18N2S3
3-Methylthio-4,5-bis-benzylthio-pyridazine
—— 25183-30-6 C8H18N4S
—— trithiophosphorochloridic acid di-sec-butyl ester 57522-73-3 C8H18ClPS3
trithiophosphorochloridic acid di-sec-butyl ester
—— perfluorooctylpropylsulfonylethanolcarbonyl chloride 1154463-66-7 C14H10ClF17O4S
perfluorooctylpropylsulfonylethanolcarbonyl chloride
—— 2-((Z)-1-Triethylsilanyloxy-propenylsulfanyl)-pyridine 201809-42-9 C14H23NOSSi
2-((Z)-1-Triethylsilanyloxy-propenylsulfanyl)-pyridine
—— bis-dibutylthiocarbamoylmercapto-[1,3,4]thiadiazole 112864-22-9 C20H36N4S5
bis-dibutylthiocarbamoylmercapto-[1,3,4]thiadiazole
—— (2-Amino-5-chlor-phenyl)-(2,4-dinitro-phenyl)-sulfid 23416-52-6 C12H8ClN3O4S
(2-Amino-5-chlor-phenyl)-(2,4-dinitro-phenyl)-sulfid
—— 2-(diethylamino)-7-ethoxy-1,4,2-benzoxathiaphosphinin-3(2H)-one 2-oxide 1563093-81-1 C13H18NO4PS
2-(diethylamino)-7-ethoxy-1,4,2-benzoxathiaphosphinin-3(2H)-one 2-oxide
—— bis(cyclohexen-1,5-ylenedithio)tetrathiafulvalene 119406-89-2 C18H16S8
bis(cyclohexen-1,5-ylenedithio)tetrathiafulvalene
—— 3-[4-(2-Cyano-ethylsulfanyl)-phenylsulfanyl]-propionitrile 24589-11-5 C12H12N2S2
3-[4-(2-Cyano-ethylsulfanyl)-phenylsulfanyl]-propionitrile
—— 4-Phenylamino-3-phenylthio-3-penten-2-on 52687-71-5 C17H17NOS
4-Phenylamino-3-phenylthio-3-penten-2-on
—— hexakis(dimethylsulfoxide)cobalt(II) tetrachlorocobaltate 36364-03-1 C12H36CoO6S6*Cl4Co
hexakis(dimethylsulfoxide)cobalt(II) tetrachlorocobaltate
—— perfluorooctylpropylsulfidylethanol 38843-93-5 C13H11F17OS
perfluorooctylpropylsulfidylethanol
—— [4-amino-6-(2-hydroxy-ethyl)-5-oxo-4,5-dihydro-[1,2,4]triazin-3-ylsulfanyl]-acetonitrile 24302-38-3 C7H9N5O2S
[4-amino-6-(2-hydroxy-ethyl)-5-oxo-4,5-dihydro-[1,2,4]triazin-3-ylsulfanyl]-acetonitrile
—— 2-(4-sec-Octylphenylthio)-ethanol 5590-12-5 C16H26OS
2-(4-sec-Octylphenylthio)-ethanol
—— p-chlorophenyl diethyldithiocarbamate 16906-74-4 C11H14ClNS2
p-chlorophenyl diethyldithiocarbamate
—— Methyl 2-[6-[[2-methoxy-1-(4-methylphenyl)sulfanyl-2-oxoethylidene]amino]oxysulfonylhexylsulfonyloxyimino]-2-(4-methylphenyl)sulfanylacetate 1390629-90-9 C26H32N2O10S4
Methyl 2-[6-[[2-methoxy-1-(4-methylphenyl)sulfanyl-2-oxoethylidene]amino]oxysulfonylhexylsulfonyloxyimino]-2-(4-methylphenyl)sulfanylacetate
—— (η(5)-C5H5)Co(I)(S2C2(COOMe)2)(CH3) 247138-72-3 C12H14CoIO4S2
(η(5)-C5H5)Co(I)(S2C2(COOMe)2)(CH3)