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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
—— 1-(4-Hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)-1-phenylthioethane 82420-08-4 C14H14O3S
1-(4-Hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)-1-phenylthioethane
—— 2-(4-Chlorophenyl)sulfanyl-6-methoxyquinoline-3-carbaldehyde 433694-74-7 C17H12ClNO2S
2-(4-Chlorophenyl)sulfanyl-6-methoxyquinoline-3-carbaldehyde
—— 2-amino-4-(2-(phenylthio)-6-methoxyquinolin-3-yl)-5-oxo-7-methyl-4,5-dihydropyrano[4,3-b]pyran-3-carbonitrile 1376342-27-6 C26H19N3O4S
2-amino-4-(2-(phenylthio)-6-methoxyquinolin-3-yl)-5-oxo-7-methyl-4,5-dihydropyrano[4,3-b]pyran-3-carbonitrile
—— 2-amino-4-(2-(p-methylphenylthio)-6-methylquinolin-3-yl)-5-oxo-7-methyl-4,5-dihydropyrano[4,3-b]pyran-3-carbonitrile 1376342-40-3 C27H21N3O3S
2-amino-4-(2-(p-methylphenylthio)-6-methylquinolin-3-yl)-5-oxo-7-methyl-4,5-dihydropyrano[4,3-b]pyran-3-carbonitrile
—— 2-amino-4-(2-(phenylthio)-6-methylquinolin-3-yl)-5-oxo-7-methyl-4,5-dihydropyrano[4,3-b]pyran-3-carbonitrile 1376342-24-3 C26H19N3O3S
2-amino-4-(2-(phenylthio)-6-methylquinolin-3-yl)-5-oxo-7-methyl-4,5-dihydropyrano[4,3-b]pyran-3-carbonitrile
—— S-isobutyl methanesulfonothioate 52017-47-7 C5H12O2S2
S-isobutyl methanesulfonothioate
—— 1-(2-(methylthio)benzyl)-4-hydroxy-6-methylpyridin-2(1H)-one 945994-87-6 C14H15NO2S
1-(2-(methylthio)benzyl)-4-hydroxy-6-methylpyridin-2(1H)-one
—— 1-(2-fluoro-5-(trifluoromethyl)phenyl)-3-(4-(2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-7-ylthio)phenyl)urea 1147504-52-6 C20H13F4N5O2S
1-(2-fluoro-5-(trifluoromethyl)phenyl)-3-(4-(2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-7-ylthio)phenyl)urea
—— (S)-tert-butyl 1-amino-1-thioxopent-4-yn-2-ylcarbamate 1548865-13-9 C10H16N2O2S
(S)-tert-butyl 1-amino-1-thioxopent-4-yn-2-ylcarbamate
—— 3-(2-Methylprop-2-enylsulfanyl)propan-1-ol 147101-92-6 C7H14OS
3-(2-Methylprop-2-enylsulfanyl)propan-1-ol
—— 6-(cyclohexylmethoxy)-2-N-(4-methylsulfanylphenyl)pyrimidine-2,4-diamine 651734-03-1 C18H24N4OS
6-(cyclohexylmethoxy)-2-N-(4-methylsulfanylphenyl)pyrimidine-2,4-diamine
—— 2-ethylhexyl 3-((2-(((2S)-2-acetamidopropyl)oxy)-5-aminopyridin-4-yl)sulfanyl)propanoate 1431534-14-3 C21H35N3O4S
2-ethylhexyl 3-((2-(((2S)-2-acetamidopropyl)oxy)-5-aminopyridin-4-yl)sulfanyl)propanoate
—— Tetrathioxalat 78906-82-8 C2S4
Tetrathioxalat
—— Bis(1,1,2-tris-methylthio)-vinylsulfid 82766-69-6 C10H18S7
Bis(1,1,2-tris-methylthio)-vinylsulfid
—— 2-[4-(methylthio)-1,3-dithiol-2-ylidene]-5H-1,3-dithiolo[4,5-c]pyrrole 848153-08-2 C9H7NS5
2-[4-(methylthio)-1,3-dithiol-2-ylidene]-5H-1,3-dithiolo[4,5-c]pyrrole
—— 2,4-Bis(phenylmercapto)-1-nitrobenzol 62049-82-5 C18H13NO2S2
2,4-Bis(phenylmercapto)-1-nitrobenzol
—— 2-hydroxyethyl n-butyl sulfone 21975-09-7 C6H14O3S
2-hydroxyethyl n-butyl sulfone
—— 6,7-bis(thiophenyl)-2,3-dicyanonaphthalene 126750-55-8 C24H14N2S2
6,7-bis(thiophenyl)-2,3-dicyanonaphthalene
—— methyl 4-{[4-({[3-(2,6-dichlorophenyl)-5-(1-methylethyl)-4-isoxazolyl]methyl}oxy)phenyl]thio}-1-benzothiophene-2-carboxylate 1093632-04-2 C29H23Cl2NO4S2
methyl 4-{[4-({[3-(2,6-dichlorophenyl)-5-(1-methylethyl)-4-isoxazolyl]methyl}oxy)phenyl]thio}-1-benzothiophene-2-carboxylate
—— tert-butyl N-tert-butoxycarbonyl-N-(6-chloro-2-methylsulfanylpyrimidin-4-yl)carbamate 1052714-60-9 C15H22ClN3O4S
tert-butyl N-tert-butoxycarbonyl-N-(6-chloro-2-methylsulfanylpyrimidin-4-yl)carbamate
—— tert-butyl N-[6-chloro-2-(methylsulfanyl)pyrimidin-4-yl]carbamate 309256-03-9 C10H14ClN3O2S
tert-butyl N-[6-chloro-2-(methylsulfanyl)pyrimidin-4-yl]carbamate
—— 1-[(2-Bromoethyl)sulfonyl]butane 82811-10-7 C6H13BrO2S
1-[(2-Bromoethyl)sulfonyl]butane
—— methyl 4-[(4-hydroxyphenyl)thio]-1-benzothiophene-2-carboxylate 1093632-03-1 C16H12O3S2
methyl 4-[(4-hydroxyphenyl)thio]-1-benzothiophene-2-carboxylate
—— bromoethyl butyl sulfide 94500-19-3 C6H13BrS
bromoethyl butyl sulfide
—— 2-(n-butylsulfinyl) ethanol 17655-54-8 C6H14O2S
2-(n-butylsulfinyl) ethanol
—— 4-(3-methyl-1,4-benzoxathiin-2-yl)phenol 935859-03-3 C15H12O2S
4-(3-methyl-1,4-benzoxathiin-2-yl)phenol
—— 4-Aza-phenothiazin-10-carbonsaeure-1-pyrrolidino-propylester-3 99004-32-7 C19H21N3O2S
4-Aza-phenothiazin-10-carbonsaeure-1-pyrrolidino-propylester-3
—— β-β-dichloro-β-cyano-ethyl-methyl-sulphone 24420-42-6 C4H5Cl2NO2S
β-β-dichloro-β-cyano-ethyl-methyl-sulphone
—— N-iso-propyl-2-methylpropanthioamide 141738-90-1 C7H15NS
N-iso-propyl-2-methylpropanthioamide
—— 2-Chlor-3-methansulfonyl-propionitril 1854-80-4 C4H6ClNO2S
2-Chlor-3-methansulfonyl-propionitril
—— 2-oxo-7-phenyl-3,5,6,7-tetrahydro-2<i>H</i>-thiopyrano[2,3-<i>d</i>]thiazole-6-carbonitrile 51746-63-5 C13H10N2OS2
2-oxo-7-phenyl-3,5,6,7-tetrahydro-2<i>H</i>-thiopyrano[2,3-<i>d</i>]thiazole-6-carbonitrile
—— 2-methyl-2-[(4-{2-[(methylsulfonyl)oxy]ethyl}-1,3-thiazol-2-yl)thio]propionic acid tert-butyl ester 886527-08-8 C14H23NO5S3
2-methyl-2-[(4-{2-[(methylsulfonyl)oxy]ethyl}-1,3-thiazol-2-yl)thio]propionic acid tert-butyl ester
—— {2-[(2-tert-butoxy-1,1-dimethyl-2-oxoethyl)thio]-1,3-thiazol-4-yl}acetic acid 886527-06-6 C13H19NO4S2
{2-[(2-tert-butoxy-1,1-dimethyl-2-oxoethyl)thio]-1,3-thiazol-4-yl}acetic acid
—— 6-amino-5-(2-amino-phenylthio)-2,4(1H,3H)-pyrimidinedione 89721-62-0 C10H10N4O2S
6-amino-5-(2-amino-phenylthio)-2,4(1H,3H)-pyrimidinedione
—— Methyl 5-(10-oxo-1,5-dithiaspiro[5.5]undecan-4-yl)pentanoate 1357266-68-2 C15H24O3S2
Methyl 5-(10-oxo-1,5-dithiaspiro[5.5]undecan-4-yl)pentanoate
—— Dimethyl 4-oxo-5-(phenylthio)-1,3-cyclohexanedicarboxylate 121810-12-6 C16H18O5S
Dimethyl 4-oxo-5-(phenylthio)-1,3-cyclohexanedicarboxylate
—— Methyl 5-(10,10-dimethyl-8-oxo-1,5-dithiaspiro[5.5]undecan-4-yl)pentanoate 1357266-73-9 C17H28O3S2
Methyl 5-(10,10-dimethyl-8-oxo-1,5-dithiaspiro[5.5]undecan-4-yl)pentanoate
—— (Z)-2-(1-bromodec-1-en-2-ylthio)pyridine 1279713-36-8 C15H22BrNS
(Z)-2-(1-bromodec-1-en-2-ylthio)pyridine
—— N-ISOBOC-L-alanine-thioamide 177657-47-5 C8H16N2O2S
N-ISOBOC-L-alanine-thioamide
—— 4-(1H-indol-6-sulfanyl)-benzoic acid 919792-60-2 C15H11NO2S
4-(1H-indol-6-sulfanyl)-benzoic acid
—— 4-<Trimethylsily>-butanthiol 41919-23-7 C7H18SSi
4-<Trimethylsily>-butanthiol
—— [3-chloro-4-(phenylthio)butyl]trimethylsilane 105261-51-6 C13H21ClSSi
[3-chloro-4-(phenylthio)butyl]trimethylsilane
—— trithioorthoformic acid tridodecyl ester 5340-10-3 C37H76S3
trithioorthoformic acid tridodecyl ester
—— phenylsulfanylmethanesulfonamide 14482-28-1 C7H9NO2S2
phenylsulfanylmethanesulfonamide
—— 2-Methyl-1,3-bis-(phenylthio)but-1-en 66164-62-3 C17H18S2
2-Methyl-1,3-bis-(phenylthio)but-1-en
—— 1-methoxy-2-methyl-3-phenylthio-1-butene 126182-54-5 C12H16OS
1-methoxy-2-methyl-3-phenylthio-1-butene
—— [(E)-4-methoxy-3-methylbut-3-en-2-yl]sulfanylbenzene 73126-56-4 C12H16OS
[(E)-4-methoxy-3-methylbut-3-en-2-yl]sulfanylbenzene
—— phenyl(2,4,4-trimethylhexan-2-yl)sulfane 1314532-86-9 C15H24S
phenyl(2,4,4-trimethylhexan-2-yl)sulfane
—— 4-(Benzylamino)-2-(methylthio)pyrimidine-5-carbaldehyde 888491-20-1 C13H13N3OS
4-(Benzylamino)-2-(methylthio)pyrimidine-5-carbaldehyde
—— Amino[4-(methylthio)phenyl]acetonitrile 93554-85-9 C9H10N2S
Amino[4-(methylthio)phenyl]acetonitrile