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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-(benzylthio)-5-bromo-4-methylpyridine —— C13H12BrNS
2-(benzylthio)-5-bromo-4-methylpyridine
—— 5-ethoxycarbonylamino-4-methallyl-2-methyl-3-methylmercapto-1,2,4-triazolium trifluoromethanesulfonate —— CF3O3S*C11H19N4O2S
5-ethoxycarbonylamino-4-methallyl-2-methyl-3-methylmercapto-1,2,4-triazolium trifluoromethanesulfonate
—— 4-Hydroxy-3-[(2-isopropylphenyl)thio]-6-(2-methylphenyl)-2H-pyran-2-one —— C21H20O3S
4-Hydroxy-3-[(2-isopropylphenyl)thio]-6-(2-methylphenyl)-2H-pyran-2-one
—— 3-((4-((3,4-dichlorophenyl)thio)-3-nitrobenzyl)amino)benzenesulfonamide —— C19H15Cl2N3O4S2
3-((4-((3,4-dichlorophenyl)thio)-3-nitrobenzyl)amino)benzenesulfonamide
—— 4-[[(2-methyl-1,2,3,4-tetrazol-5-yl)methyl]sulfanyl]aniline —— C9H11N5S
4-[[(2-methyl-1,2,3,4-tetrazol-5-yl)methyl]sulfanyl]aniline
—— 4-((3-chlorophenyl)thio)aniline —— C12H10ClNS
4-((3-chlorophenyl)thio)aniline
—— 5-(2-bromoanilino)methyl-4-[3-(2-hydroxyethyl)phenyl]amino-2-methylthiopyrimidine —— C20H21BrN4OS
5-(2-bromoanilino)methyl-4-[3-(2-hydroxyethyl)phenyl]amino-2-methylthiopyrimidine
—— dicyclopentadienylsulfide —— C10H10S
dicyclopentadienylsulfide
—— 3-Bromoprop-2-enyl 2-thienyl sulfide —— C7H7BrS2
3-Bromoprop-2-enyl 2-thienyl sulfide
—— 2-[5-(Methylthio)-1,3,4-oxadiazol-2-yl]benzenemethanesulfonamide —— C10H11N3O3S2
2-[5-(Methylthio)-1,3,4-oxadiazol-2-yl]benzenemethanesulfonamide
—— 6-phenyl-5-phenylthio-hexa-1,4(Z)-diene —— C18H18S
6-phenyl-5-phenylthio-hexa-1,4(Z)-diene
—— 11-(tert-butyl)-11H-dibenzo[b,f][1,4]dithiepin —— C17H18S2
11-(tert-butyl)-11H-dibenzo[b,f][1,4]dithiepin
—— 3-Methyl-5-(pyridin-2-yl)-8-(thien-2-yl)thio-1,2,3,4-tetrahydronaphthalen-1-one —— C20H17NOS2
3-Methyl-5-(pyridin-2-yl)-8-(thien-2-yl)thio-1,2,3,4-tetrahydronaphthalen-1-one
—— 5-[[3,5-Bis(1,1-dimethylethyl)-4-hydroxyphenyl]thio]-1,3,4-thiadiazole-2(3H)-thione —— C16H22N2OS3
5-[[3,5-Bis(1,1-dimethylethyl)-4-hydroxyphenyl]thio]-1,3,4-thiadiazole-2(3H)-thione
—— 1-(4-((4-methoxyphenyl)thio)phenyl)-N-methylethan-1-amine —— C16H19NOS
1-(4-((4-methoxyphenyl)thio)phenyl)-N-methylethan-1-amine
—— 4-(5-chloro-2-nitrophenylthio)aniline —— C12H9ClN2O2S
4-(5-chloro-2-nitrophenylthio)aniline
—— 2,4-bis-(3'-methyl-3'-phenylsulfanyl-but-1'-enyl)-6-methyl-[1,3,5]triazine —— C26H29N3S2
2,4-bis-(3'-methyl-3'-phenylsulfanyl-but-1'-enyl)-6-methyl-[1,3,5]triazine
—— 4,5-dimethoxy-2-((4-methoxyphenyl)thio)aniline —— C15H17NO3S
4,5-dimethoxy-2-((4-methoxyphenyl)thio)aniline
—— (4-bromophenyl)(prop-2-yn-1-yl)sulfane —— C9H7BrS
(4-bromophenyl)(prop-2-yn-1-yl)sulfane
—— γ-N-(p-methylthiobenzylidene)aminopropyl-2-methyl-6-phenyl-1,3-dioxa-6-aza-2-silacyclooctane —— C22H30N2O2SSi
γ-N-(p-methylthiobenzylidene)aminopropyl-2-methyl-6-phenyl-1,3-dioxa-6-aza-2-silacyclooctane
—— N-(4-((2-hydroxyphenyl)thio)phenyl)acetamide —— C14H13NO2S
N-(4-((2-hydroxyphenyl)thio)phenyl)acetamide
—— 1-(5-O-tert-butyldimethylsilyl-2,3-O-isopropylidene-β-D-ribofuranosyl)-4-ethoxy-6-phenylthio-1H-pyrimidin-2-one —— C26H38N2O6SSi
1-(5-O-tert-butyldimethylsilyl-2,3-O-isopropylidene-β-D-ribofuranosyl)-4-ethoxy-6-phenylthio-1H-pyrimidin-2-one
—— 5-bromo-2-((4-methoxyphenyl)thio)benzonitrile —— C14H10BrNOS
5-bromo-2-((4-methoxyphenyl)thio)benzonitrile
—— isopropyl 2-(3-cyano-4,6-dimethylpyridin-2-ylsulfanyl)acetate —— C13H16N2O2S
isopropyl 2-(3-cyano-4,6-dimethylpyridin-2-ylsulfanyl)acetate
—— 3-(3-(phenylthio)furoxan-4-yloxy)propanol —— C11H12N2O4S
3-(3-(phenylthio)furoxan-4-yloxy)propanol
—— di-(perfluoro-2-methyl-1-cyclopentenyl) disulfide —— C12F18S2
di-(perfluoro-2-methyl-1-cyclopentenyl) disulfide
—— 4-ethyl-2-(p-tolylthio)phenol —— C15H16OS
4-ethyl-2-(p-tolylthio)phenol
—— 3-methyl-4-(ethylthio)aniline —— C9H13NS
3-methyl-4-(ethylthio)aniline
—— 3-[4-(dimethylamino)-2-hydroxyphenylthio]pentane-2,4-dione —— C13H17NO3S
3-[4-(dimethylamino)-2-hydroxyphenylthio]pentane-2,4-dione
—— p-Fluorophenyl perfluoro-2-methyl-2-pentyl sulfide —— C12H4F14S
p-Fluorophenyl perfluoro-2-methyl-2-pentyl sulfide
—— 5-(3-chlorophenylthio)furan-3-carboxylic acid —— C11H7ClO3S
5-(3-chlorophenylthio)furan-3-carboxylic acid
—— 4-Aza-phenothiazin-10-carbonsaeure-1-<di-propen-2-yl-amino>-propylester-3 —— C21H23N3O2S
4-Aza-phenothiazin-10-carbonsaeure-1-<di-propen-2-yl-amino>-propylester-3
—— 5-(3,5-Dichlorophenylthio)-4-isopropyl-1-[2-hydroxyethoxymethyl]-2-methyl-1H-imidazole —— C16H20Cl2N2O2S
5-(3,5-Dichlorophenylthio)-4-isopropyl-1-[2-hydroxyethoxymethyl]-2-methyl-1H-imidazole
—— [5-[(3,4-Dichlorophenyl)thio]-4-(methylsulfonyl)-6,7,8,9-tetrahydropyrido[3,2-b]indolizin-6-yl]acetic acid —— C20H18Cl2N2O4S2
[5-[(3,4-Dichlorophenyl)thio]-4-(methylsulfonyl)-6,7,8,9-tetrahydropyrido[3,2-b]indolizin-6-yl]acetic acid
—— 2-((5-chloropyridin-2-yl)thio)acetohydrazide —— C7H8ClN3OS
2-((5-chloropyridin-2-yl)thio)acetohydrazide
—— syn-2-(Methylthio)bicyclo<4.1.0>heptane —— C8H14S
syn-2-(Methylthio)bicyclo<4.1.0>heptane
—— 2-ethylhex-1-yl (E)-4,4,4-trifluoro-2-(p-tolylthio)but-2-enoate —— C19H25F3O2S
2-ethylhex-1-yl (E)-4,4,4-trifluoro-2-(p-tolylthio)but-2-enoate
—— 5-[(p-methylphenyl)thio]-3,4-dipropyl-5H-furan-2-one —— C17H22O2S
5-[(p-methylphenyl)thio]-3,4-dipropyl-5H-furan-2-one
—— 1,3-bis(3-methylthiopropylthio)propane —— C11H24S4
1,3-bis(3-methylthiopropylthio)propane
—— 4-Aza-phenothiazin-10-carbonsaeure-3-<1-piperidino-propylthioester> —— C20H23N3OS2
4-Aza-phenothiazin-10-carbonsaeure-3-<1-piperidino-propylthioester>
—— dodecan-2-yl(methyl)sulfane —— C13H28S
dodecan-2-yl(methyl)sulfane
—— methyl 2-((3-aminophenyl)thio)acetate —— C9H11NO2S
methyl 2-((3-aminophenyl)thio)acetate
—— 2-isothiocyanato-2-methyloctane —— C10H19NS
2-isothiocyanato-2-methyloctane
—— 4-((2-chlorophenyl)thio)benzonitrile —— C13H8ClNS
4-((2-chlorophenyl)thio)benzonitrile
—— 4-propyl-6-(4-bromophenylthio)-4-hexanol —— C15H23BrOS
4-propyl-6-(4-bromophenylthio)-4-hexanol
—— 1-(p-tolylthio)butan-2-one —— C11H14OS
1-(p-tolylthio)butan-2-one
—— 2-methylthio-2,4-dimethyl-3-aminopentane —— C8H19NS
2-methylthio-2,4-dimethyl-3-aminopentane
—— (2R,3R,4S)-4-Methyl-3-phenylsulfanyl-2-propyltetrahydrofuran —— C14H20OS
(2R,3R,4S)-4-Methyl-3-phenylsulfanyl-2-propyltetrahydrofuran
—— (2S,3R,4S)-4-Methyl-3-phenylsulfanyl-2-propyltetrahydrofuran —— C14H20OS
(2S,3R,4S)-4-Methyl-3-phenylsulfanyl-2-propyltetrahydrofuran
—— 2,3-bis(4-fluorophenyl)-5-(trifluoromethylthio)thiophene —— C17H9F5S2
2,3-bis(4-fluorophenyl)-5-(trifluoromethylthio)thiophene