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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
—— 6-chloro-5-methyl-2-phenylthio-7H-1,3,4-thiadiazolo[3,2-a]pyrimidin-7-one —— C12H8ClN3OS2
6-chloro-5-methyl-2-phenylthio-7H-1,3,4-thiadiazolo[3,2-a]pyrimidin-7-one
—— 5-methyl-2-phenylthio-7H-1,3,4-thiadiazolo[3,2-a]pyrimidin-7-one —— C12H9N3OS2
5-methyl-2-phenylthio-7H-1,3,4-thiadiazolo[3,2-a]pyrimidin-7-one
—— 3',5'-dideoxy-3'-thiophenyl-5'-N-morpholinothymidine —— C20H25N3O4S
3',5'-dideoxy-3'-thiophenyl-5'-N-morpholinothymidine
—— (R,R)-(+)-bis[2-(phenylsulfanyl)propyl]sulfide —— C18H22S3
(R,R)-(+)-bis[2-(phenylsulfanyl)propyl]sulfide
—— 6-(phenylsulfanyl)-5-propylpyrazine-2-carboxamide —— C14H15N3OS
6-(phenylsulfanyl)-5-propylpyrazine-2-carboxamide
—— N-[4'-(methylthio)phenyl]methylidene-4H-1,2,4-triazol-4-amine —— C10H10N4S
N-[4'-(methylthio)phenyl]methylidene-4H-1,2,4-triazol-4-amine
—— 2-Chloro-3-phenylthio-6-nitro-N-methylaniline —— C13H11ClN2O2S
2-Chloro-3-phenylthio-6-nitro-N-methylaniline
—— 5-(phenylthio)cytosine —— C10H9N3OS
5-(phenylthio)cytosine
—— ethyl 2-oxo-3-phenylthiohexanoate —— C14H18O3S
ethyl 2-oxo-3-phenylthiohexanoate
—— 3-phenylthiodihydrothiophene-2-carboxylic acid methyl ester —— C12H12O2S2
3-phenylthiodihydrothiophene-2-carboxylic acid methyl ester
—— 5-{4-(3-Methyl-5-phenylthio-3H-imidazo[4,5-b]pyridin-2-ylmethoxy)benzyl}thiazolidine-2,4-dione —— C24H20N4O3S2
5-{4-(3-Methyl-5-phenylthio-3H-imidazo[4,5-b]pyridin-2-ylmethoxy)benzyl}thiazolidine-2,4-dione
—— 1-methyl-3-naphthyl phenyl sulfide —— C17H14S
1-methyl-3-naphthyl phenyl sulfide
—— 2,4-dioxo-6-phenylthio-3-oxabicyclo[3.2.0]heptane —— C12H10O3S
2,4-dioxo-6-phenylthio-3-oxabicyclo[3.2.0]heptane
—— 4-methyl-3-phenethyl-2-phenylthiomethylpyrrole —— C20H21NS
4-methyl-3-phenethyl-2-phenylthiomethylpyrrole
—— 2,3-bis(phenylsulfanyl)prop-1-ene —— C15H14S2
2,3-bis(phenylsulfanyl)prop-1-ene
—— (+/-)-(2R*,4R*,1'R*)-2-[(1'-phenylsulfanyl)-pentyl]-tetrahydropyran-4-ol —— C16H24O2S
(+/-)-(2R*,4R*,1'R*)-2-[(1'-phenylsulfanyl)-pentyl]-tetrahydropyran-4-ol
—— ethyl 2-(thiophenyl)ethyl phosphate —— C10H15O4PS
ethyl 2-(thiophenyl)ethyl phosphate
—— (E)-(2-benzylidenebut-3-enyl)(phenyl)sulfane —— C17H16S
(E)-(2-benzylidenebut-3-enyl)(phenyl)sulfane
—— (Z)-2-(phenylthio)-1-phenyl-1-octene —— C20H24S
(Z)-2-(phenylthio)-1-phenyl-1-octene
—— 4-chloro-2-(phenylthio)pyrimidine —— C10H7ClN2S
4-chloro-2-(phenylthio)pyrimidine
—— 5-nitro-3-phenylsulfanyl-1-(2-trimethylsilanylethoxymethyl)-1H-indazole —— C19H23N3O3SSi
5-nitro-3-phenylsulfanyl-1-(2-trimethylsilanylethoxymethyl)-1H-indazole
—— (2-((2-(phenylthio)ethyl)amino)ethyl)-diphenylphosphine —— C22H24NPS
(2-((2-(phenylthio)ethyl)amino)ethyl)-diphenylphosphine
—— (R)-2-phenyl-2-phenylsulfanylethanol —— C14H14OS
(R)-2-phenyl-2-phenylsulfanylethanol
—— (2S,3E,5E)-1-(phenylthio)hepta-3,5-dien-2-ol —— C13H16OS
(2S,3E,5E)-1-(phenylthio)hepta-3,5-dien-2-ol
—— methyl trifluoromethanethiosulfonate —— C2H3F3O2S2
methyl trifluoromethanethiosulfonate
—— 4-chloro-2-((phenylthio)methyl)pyridine —— C12H10ClNS
4-chloro-2-((phenylthio)methyl)pyridine
—— 4-(4-methylthiophenyl)-3-oxobutanoic acid —— C11H12O3S
4-(4-methylthiophenyl)-3-oxobutanoic acid
—— 1-(cyclopent-1-enyl)-2-phenylthioethanol —— C13H16OS
1-(cyclopent-1-enyl)-2-phenylthioethanol
—— (phenylthio)methyl pivalate —— C12H16O2S
(phenylthio)methyl pivalate
—— phenylthiomethyl butanoate —— C11H14O2S
phenylthiomethyl butanoate
—— (2-methyl-but-3-en-1-yl)-diphenyl-(phenylthiomethyl)silane —— C24H26SSi
(2-methyl-but-3-en-1-yl)-diphenyl-(phenylthiomethyl)silane
—— 3-hydroxy-1-(methylthio)-5,6,7,8,9,10-hexahydrobenzenecyclooctene —— C13H18OS
3-hydroxy-1-(methylthio)-5,6,7,8,9,10-hexahydrobenzenecyclooctene
—— (phenylsulfanyl-methyl)-succinic acid diethyl ester —— C15H20O4S
(phenylsulfanyl-methyl)-succinic acid diethyl ester
—— chloroethylisothiocyanate —— C3H4ClNS
chloroethylisothiocyanate
—— 3,3-dimethyl-1-(phenylthio)butan-2-ol —— C12H18OS
3,3-dimethyl-1-(phenylthio)butan-2-ol
—— 1-methyl-2-[(1-methylvinyl)thio]benzene —— C10H12S
1-methyl-2-[(1-methylvinyl)thio]benzene
—— methyl[2-(phenylthio)ethyl]nitrosamine —— C9H12N2OS
methyl[2-(phenylthio)ethyl]nitrosamine
—— (E)-cyclooct-1-en-1-yl-trifluoromethanesulfonate —— C9H13F3O2S
(E)-cyclooct-1-en-1-yl-trifluoromethanesulfonate
—— 1<sup>4</sup>,5<sup>4</sup>-diamino-6,10-dithia-1,5(3,5)-di(1,2,4-triazola)cyclodecaphane —— C10H16N8S2
1<sup>4</sup>,5<sup>4</sup>-diamino-6,10-dithia-1,5(3,5)-di(1,2,4-triazola)cyclodecaphane
—— 1<sup>4</sup>,5<sup>4</sup>-diamino-6,9-dithia-1,5(3,5)-di(1,2,4-triazola)cyclononaphane —— C9H14N8S2
1<sup>4</sup>,5<sup>4</sup>-diamino-6,9-dithia-1,5(3,5)-di(1,2,4-triazola)cyclononaphane
—— 1<sup>4</sup>,5<sup>4</sup>-diamino-6,11-dithia-1,5(3,5)-di(1,2,4-triazola)cycloundecaphane —— C11H18N8S2
1<sup>4</sup>,5<sup>4</sup>-diamino-6,11-dithia-1,5(3,5)-di(1,2,4-triazola)cycloundecaphane
—— (1S,1'RS,7aS)-1-tert-butoxy-7a-methyl-4-<1'-(phenylthio)butyl>-1,2,3,6,7,7a-hexahydro-5H-inden-5-one —— C24H34O2S
(1S,1'RS,7aS)-1-tert-butoxy-7a-methyl-4-<1'-(phenylthio)butyl>-1,2,3,6,7,7a-hexahydro-5H-inden-5-one
—— tridecanedithioic acid —— C13H26S2
tridecanedithioic acid
—— 2-{[(2E)-4-(pyridin-2-ylsulfanyl)but-2-en-1-yl]sulfanyl}pyridine —— C14H14N2S2
2-{[(2E)-4-(pyridin-2-ylsulfanyl)but-2-en-1-yl]sulfanyl}pyridine
—— tert-butyl 5-methylthio-1,3,4-thiadiazole-2-acetate —— C9H14N2O2S2
tert-butyl 5-methylthio-1,3,4-thiadiazole-2-acetate
—— ruthenium(II)[2,6-bis(2-mercaptophenylthio)dimethylpyridine] acetonitrile —— C21H18N2RuS4
ruthenium(II)[2,6-bis(2-mercaptophenylthio)dimethylpyridine] acetonitrile
—— difluoro(phenylsulfanyl)methanesulfonyl fluoride —— C7H5F3O2S2
difluoro(phenylsulfanyl)methanesulfonyl fluoride
—— (2S)-1-[4-(2-{6-amino-8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]-9H-purin-9-yl}ethyl)piperidin-1-yl]-1-oxopropan-2-yl [3-(pyrrolidin-1-yl)propyl]carbamate trifluoroacetate —— (x)C2HF3O2*C30H39BrN8O5S
(2S)-1-[4-(2-{6-amino-8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]-9H-purin-9-yl}ethyl)piperidin-1-yl]-1-oxopropan-2-yl [3-(pyrrolidin-1-yl)propyl]carbamate trifluoroacetate
—— 2-methylthio-4'-oxo-5,5-pentamethylenespiro[1'-pyrroline-3,1'-cyclohexadiene] —— C15H19NOS
2-methylthio-4'-oxo-5,5-pentamethylenespiro[1'-pyrroline-3,1'-cyclohexadiene]
—— 2',6'-dimethoxy-5,5-dimethyl-2-methylthio-4'-oxospiro(1-pyrrolin-3,1'-cyclohexadiene) —— C14H19NO3S
2',6'-dimethoxy-5,5-dimethyl-2-methylthio-4'-oxospiro(1-pyrrolin-3,1'-cyclohexadiene)