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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
—— 32812-83-2 C2H6PbS
—— N-Octadecylpropanethioamide 96087-33-1 C21H43NS
N-Octadecylpropanethioamide
—— isopropyl mercaptyl anion 20733-15-7 C3H7S
isopropyl mercaptyl anion
—— [6-(4-chloro-phenylsulfanyl)-2-phenyl-pyrimidin-4-yl]-ethyl-amine 26871-15-8 C18H16ClN3S
[6-(4-chloro-phenylsulfanyl)-2-phenyl-pyrimidin-4-yl]-ethyl-amine
—— 5-bromo-2-methylsulfanyl-3-trifluoromethyl-pyridine 211122-42-8 C7H5BrF3NS
5-bromo-2-methylsulfanyl-3-trifluoromethyl-pyridine
—— 2-Butene, 1-[(3-bromopropyl)thio]-, (E)- 73505-60-9 C7H13BrS
2-Butene, 1-[(3-bromopropyl)thio]-, (E)-
—— 3,5,6-trichloro-2-(chloromethylthio)pyrazine 68684-65-1 C5H2Cl4N2S
3,5,6-trichloro-2-(chloromethylthio)pyrazine
—— 3-fluoro-N-(2-hydroxy-2-phenylpentyl)-4-(2-(pyridin-2-ylamino)thiazol-5-ylthio)picolinamide 1034921-03-3 C25H24FN5O2S2
3-fluoro-N-(2-hydroxy-2-phenylpentyl)-4-(2-(pyridin-2-ylamino)thiazol-5-ylthio)picolinamide
—— 6-(6-methyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylsulfanyl)-quinoline 1022150-93-1 C15H11N5S
6-(6-methyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylsulfanyl)-quinoline
—— N-(1-benzenesulfonyl-azetidin-3-yl)-3-[5-(pyrrolo[2,1-f][1,2,4]triazin-4-ylamino)-2H-pyrazol-3-ylsulfanyl]-benzamide 1039630-80-2 C25H22N8O3S2
N-(1-benzenesulfonyl-azetidin-3-yl)-3-[5-(pyrrolo[2,1-f][1,2,4]triazin-4-ylamino)-2H-pyrazol-3-ylsulfanyl]-benzamide
—— 3-(3-((dimethylamino)methyl)-4-(2-nitrophenylthio)phenoxy)propyl methanesulfonate 1004535-27-6 C19H24N2O6S2
3-(3-((dimethylamino)methyl)-4-(2-nitrophenylthio)phenoxy)propyl methanesulfonate
—— 6-[N,N'-di(propan-2-yl)carbamimidoyl]sulfanylhexyl N,N'-di(propan-2-yl)carbamimidothioate;hydrobromide 23987-72-6 C20H43BrN4S2
6-[N,N'-di(propan-2-yl)carbamimidoyl]sulfanylhexyl N,N'-di(propan-2-yl)carbamimidothioate;hydrobromide
—— 2-[[3-(Aminocarbonyl)-2-pyridinyl]thio]-3-pyridinecarboxylic acid 1016758-04-5 C12H9N3O3S
2-[[3-(Aminocarbonyl)-2-pyridinyl]thio]-3-pyridinecarboxylic acid
—— 3-{[4-(Methylsulfanyl)phenyl]methyl}-1,2,3-oxadiazol-3-ium-5-olate 7356-64-1 C10H10N2O2S
3-{[4-(Methylsulfanyl)phenyl]methyl}-1,2,3-oxadiazol-3-ium-5-olate
—— 23102-35-4 C3H8OPbS2
—— p-(Dimethylamino)-phenyl-(trimethylsilyl)methyl-sulfid 65703-17-5 C12H21NSSi
p-(Dimethylamino)-phenyl-(trimethylsilyl)methyl-sulfid
—— [1-Methyl-5-(2-methylsulfanyl-phenyl)-4,5-dihydro-1H-imidazol-2-yl]-carbamic acid methyl ester 89145-36-8 C13H17N3O2S
[1-Methyl-5-(2-methylsulfanyl-phenyl)-4,5-dihydro-1H-imidazol-2-yl]-carbamic acid methyl ester
—— 2-n-Butyl-2-thiobuten 54796-98-4 C8H16S
2-n-Butyl-2-thiobuten
—— (E)-N-Cyclohexyl-2-methoxy-3-phenylsulfanyl-acrylamide 98083-90-0 C16H21NO2S
(E)-N-Cyclohexyl-2-methoxy-3-phenylsulfanyl-acrylamide
—— bis(2-(trifluoromethyl)phenyl)sulfide 1632046-24-2 C14H8F6S
bis(2-(trifluoromethyl)phenyl)sulfide
—— 2-Hydroxymethyl-3-methylthiothiophene 111882-10-1 C6H8OS2
2-Hydroxymethyl-3-methylthiothiophene
—— 2-Carbethoxy-2'-aminocarbonyldiphenyl sulfide 62220-55-7 C16H15NO3S
2-Carbethoxy-2'-aminocarbonyldiphenyl sulfide
—— 2-(benzylthio)-5-(pyridin-3-yl)-1,3,4-thiadiazole 448947-82-8 C14H11N3S2
2-(benzylthio)-5-(pyridin-3-yl)-1,3,4-thiadiazole
—— O-(2-methylsulfonyl)ethylhydroxylamine 504436-74-2 C3H9NO3S
O-(2-methylsulfonyl)ethylhydroxylamine
—— 1-(Ethanesulfinyl)-2-methylpropane 57830-37-2 C6H14OS
1-(Ethanesulfinyl)-2-methylpropane
—— 5-Amino-1-benzothiazol-2-yl-3-m-tolylsulfanyl-1H-pyrazole-4-carbonitrile 173260-03-2 C18H13N5S2
5-Amino-1-benzothiazol-2-yl-3-m-tolylsulfanyl-1H-pyrazole-4-carbonitrile
—— N-[7,7-di(phenylsulfanyl)-4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl]-N'-ethylurea 352528-71-3 C22H23N3OS3
N-[7,7-di(phenylsulfanyl)-4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl]-N'-ethylurea
—— 4-Bromo-2-[2-(dimethylamino)ethylsulfanyl]aniline 1161763-26-3 C10H15BrN2S
4-Bromo-2-[2-(dimethylamino)ethylsulfanyl]aniline
—— 5-(5-isoquinolylsulfanyl)-2-methyl-6-nitrobenzo[d][1,3]thiazole 203338-79-8 C17H11N3O2S2
5-(5-isoquinolylsulfanyl)-2-methyl-6-nitrobenzo[d][1,3]thiazole
—— 1-Methylcyclopropyl-methylthioketon 40920-84-1 C6H10S
1-Methylcyclopropyl-methylthioketon
—— Trimethyl-(2-methyl-1-phenylsulfanyl-cyclopropylethynyl)-silane 138806-38-9 C15H20SSi
Trimethyl-(2-methyl-1-phenylsulfanyl-cyclopropylethynyl)-silane
—— 6-(4-chloro-phenylsulfanyl)-2-phenyl-pyrimidin-4-ylamine 26882-51-9 C16H12ClN3S
6-(4-chloro-phenylsulfanyl)-2-phenyl-pyrimidin-4-ylamine
—— 1-Methyl-3-phenyl-5-(phenylsulfanyl)-1H-1,2,4-triazole 62652-42-0 C15H13N3S
1-Methyl-3-phenyl-5-(phenylsulfanyl)-1H-1,2,4-triazole
—— n-Propyl-N-n-Propyloxycarbonylthiocarbamat 39142-31-9 C8H15NO3S
n-Propyl-N-n-Propyloxycarbonylthiocarbamat
—— 4-(4-Chlorophenyl)sulfanyl-2-(trifluoromethyl)aniline 74159-78-7 C13H9ClF3NS
4-(4-Chlorophenyl)sulfanyl-2-(trifluoromethyl)aniline
—— 2-(1,3-dithiaspiro[5,5]dec-9-yl)propan-2-ol 1025389-32-5 C12H22OS2
2-(1,3-dithiaspiro[5,5]dec-9-yl)propan-2-ol
—— 6H-Pyrimido(4,5-b)(1,4)benzothiazine-4,9-diamine, 7,8-dihydro-N(sup 9)-butyl-N(sup 4),7,7-trimethyl-, monohydrobromide 103291-33-4 C17H26BrN5S
6H-Pyrimido(4,5-b)(1,4)benzothiazine-4,9-diamine, 7,8-dihydro-N(sup 9)-butyl-N(sup 4),7,7-trimethyl-, monohydrobromide
—— 5-[4-(Methylsulfanyl)phenyl]furan-2-carboximidamide 88649-46-1 C12H12N2OS
5-[4-(Methylsulfanyl)phenyl]furan-2-carboximidamide
—— 6,6'-di-tert-butyl-3,3'-bis(phenylthio)-1,1'-biazulene 1029874-35-8 C40H38S2
6,6'-di-tert-butyl-3,3'-bis(phenylthio)-1,1'-biazulene
—— (5S)-5-methyl-3-[(2R)-oxiran-2-ylmethyl]-3-(phenylthio)-4,5-dihydrofuran-2(3H)-one 1030854-25-1 C14H16O3S
(5S)-5-methyl-3-[(2R)-oxiran-2-ylmethyl]-3-(phenylthio)-4,5-dihydrofuran-2(3H)-one
—— 5-(3-fluoropropoxy)-2-(2-nitrophenylthio)-N,N-dimethylbenzamide 1004534-73-9 C18H19FN2O4S
5-(3-fluoropropoxy)-2-(2-nitrophenylthio)-N,N-dimethylbenzamide
—— 2-(4-(2-amino-4-fluorophenylthio)-3-((dimethylamino)methyl)phenoxy)ethanol 1004534-95-5 C17H21FN2O2S
2-(4-(2-amino-4-fluorophenylthio)-3-((dimethylamino)methyl)phenoxy)ethanol
—— 2-(4-bromo-2-nitrophenylthio)-5-(3-fluoropropoxy)-N,N-dimethylbenzamide 1004534-77-3 C18H18BrFN2O4S
2-(4-bromo-2-nitrophenylthio)-5-(3-fluoropropoxy)-N,N-dimethylbenzamide
—— 1-Methyl-1-[(phenylsulfanyl)methyl]piperidin-1-ium iodide 23853-38-5 C13H20INS
1-Methyl-1-[(phenylsulfanyl)methyl]piperidin-1-ium iodide
—— 2-Chloro-3-[(2-methylthio)phenyl]-1-propene 951889-12-6 C10H11ClS
2-Chloro-3-[(2-methylthio)phenyl]-1-propene
—— 4-Bromo-2-(ethylthio)thiazole 611168-44-6 C5H6BrNS2
4-Bromo-2-(ethylthio)thiazole
—— <i>N</i>,<i>N</i>'-(2-benzothiazol-2-ylmercapto-<i>p</i>-phenylene)-bis-benzenesulfonamide 600173-14-6 C25H19N3O4S4
<i>N</i>,<i>N</i>'-(2-benzothiazol-2-ylmercapto-<i>p</i>-phenylene)-bis-benzenesulfonamide
—— 2-Oxazolidinone, 3-[(2,3-dihydrobenzo[b]thien-2-yl)methyl]- 1522243-40-8 C12H13NO2S
2-Oxazolidinone, 3-[(2,3-dihydrobenzo[b]thien-2-yl)methyl]-
—— 1,5-bis(benzamidine-4-thio)pentane dihydrochloride 57514-59-7 C19H24N4S2*2ClH
1,5-bis(benzamidine-4-thio)pentane dihydrochloride
—— 5,7-diamino-3-phenyl-2-(4-fluorophenylthio)quinoxaline 1135132-93-2 C20H15FN4S
5,7-diamino-3-phenyl-2-(4-fluorophenylthio)quinoxaline