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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
—— 7-chlorobenzo[b]thiophene-2,3-dione 2-oxime —— C8H4ClNO2S
7-chlorobenzo[b]thiophene-2,3-dione 2-oxime
—— 1-(4-benzylthiophenyl)-2-[2-(N,N-dimethylamino)ethoxy]ethanol hydrochloride —— C19H25NO2S*ClH
1-(4-benzylthiophenyl)-2-[2-(N,N-dimethylamino)ethoxy]ethanol hydrochloride
—— 1-(3-chloro-4-methylthio-phenyl)-2-bromoethanol —— C9H10BrClOS
1-(3-chloro-4-methylthio-phenyl)-2-bromoethanol
—— 5-phenyl-1-phenylthio-2-pentanone —— C17H18OS
5-phenyl-1-phenylthio-2-pentanone
—— 2-phenyl-3-(p-tolylthio)imidazo[2,1-b][1,3]selenazole —— C18H14N2SSe
2-phenyl-3-(p-tolylthio)imidazo[2,1-b][1,3]selenazole
—— 2-(2-adamantan-1-yl-ethylsulfanyl)-1-methyl-1H-imidazole —— C16H24N2S
2-(2-adamantan-1-yl-ethylsulfanyl)-1-methyl-1H-imidazole
—— 2-((4,6-dimethylpyrimidin-2-yl)thio)-N-(4-((3-(trifluoromethyl)phenyl)thio)phenyl)acetamide —— C21H18F3N3OS2
2-((4,6-dimethylpyrimidin-2-yl)thio)-N-(4-((3-(trifluoromethyl)phenyl)thio)phenyl)acetamide
—— ethyl (2-amino-4-chloro-5-formylpyrimidin-6-yl)thioacetate —— C9H10ClN3O3S
ethyl (2-amino-4-chloro-5-formylpyrimidin-6-yl)thioacetate
—— Fe2(CO)6[μ-SCCHCHC(CH3)CHCS] —— C13H6Fe2O6S2
Fe2(CO)6[μ-SCCHCHC(CH3)CHCS]
—— <i>S</i>-(6-methyl-2-methylsulfanyl-pyrimidin-4-yl)-isothiourea; hydrochloride —— C7H10N4S2*ClH
<i>S</i>-(6-methyl-2-methylsulfanyl-pyrimidin-4-yl)-isothiourea; hydrochloride
—— 4-(4-nitrophenylthio)quinoline —— C15H10N2O2S
4-(4-nitrophenylthio)quinoline
—— (+)-(S)-Thion-α-methylbutyramid —— C5H11NS
(+)-(S)-Thion-α-methylbutyramid
—— 1-[4-chlorophenylthio(propylamino)methylideneamino]-4-methylbenzene —— C17H19ClN2S
1-[4-chlorophenylthio(propylamino)methylideneamino]-4-methylbenzene
—— 1,1',1''-(nitrilotris(ethane-2,1-diyl))tris(3-butylthiourea) —— C21H45N7S3
1,1',1''-(nitrilotris(ethane-2,1-diyl))tris(3-butylthiourea)
—— (2Z,12Z)-1,4,11,14-tetrathiacycloeicosa-2,12-diene —— C16H28S4
(2Z,12Z)-1,4,11,14-tetrathiacycloeicosa-2,12-diene
—— 2-methyl-2-(p-tolylthio)propanenitrile —— C11H13NS
2-methyl-2-(p-tolylthio)propanenitrile
—— (+/-)-(1R,4S,7S)-3,3-dimethoxy-7-(phenylsulfanyl)bicyclo[2.2.2]oct-5-en-2-one —— C16H18O3S
(+/-)-(1R,4S,7S)-3,3-dimethoxy-7-(phenylsulfanyl)bicyclo[2.2.2]oct-5-en-2-one
—— (+/-)-(1R,4S,7R)-3,3-dimethoxy-7-(phenylsulfanyl)bicyclo[2.2.2]oct-5-en-2-one —— C16H18O3S
(+/-)-(1R,4S,7R)-3,3-dimethoxy-7-(phenylsulfanyl)bicyclo[2.2.2]oct-5-en-2-one
—— (1S,2'R,3'R,4'R,5'S)-1-[4'-azido-3',5'-bis(tert-butyldimethylsilanyloxy)-tetrahydropyran-2'-yl]-2,2-bis-phenylsulfanyl-ethanol —— C31H49N3O4S2Si2
(1S,2'R,3'R,4'R,5'S)-1-[4'-azido-3',5'-bis(tert-butyldimethylsilanyloxy)-tetrahydropyran-2'-yl]-2,2-bis-phenylsulfanyl-ethanol
—— 4-hydroxy-1-(phenylthio)-4-(1-(phenylthio)cyclopropyl)butan-2-one —— C19H20O2S2
4-hydroxy-1-(phenylthio)-4-(1-(phenylthio)cyclopropyl)butan-2-one
—— (S)-2-((R)-2-Methyl-1,1-dioxo-1λ<sup>6</sup>-[1,3]dithiolan-2-yl)-pent-4-en-2-ol —— C9H16O3S2
(S)-2-((R)-2-Methyl-1,1-dioxo-1λ<sup>6</sup>-[1,3]dithiolan-2-yl)-pent-4-en-2-ol
—— 7-methylseleno-7-phenyl-2-phenylthio-2-octene —— C21H26SSe
7-methylseleno-7-phenyl-2-phenylthio-2-octene
—— [2-(3-isopropyl-[1,2,4]triazolo[4,3-a]pyridin-6-ylsulfanyl)-benzyl]-carbamic acid phenyl ester —— C23H22N4O2S
[2-(3-isopropyl-[1,2,4]triazolo[4,3-a]pyridin-6-ylsulfanyl)-benzyl]-carbamic acid phenyl ester
—— 2-(4-chloro-3-ethyl-1-methyl-1H-pyrazole-5-yl)-5-(1-ethoxycarbonylethylthio)-1,3,4-oxadiazole —— C13H17ClN4O3S
2-(4-chloro-3-ethyl-1-methyl-1H-pyrazole-5-yl)-5-(1-ethoxycarbonylethylthio)-1,3,4-oxadiazole
—— 4,5-dimethyl-1,2-bis(phenylthio)benzene —— C20H18S2
4,5-dimethyl-1,2-bis(phenylthio)benzene
—— 1-[(cyclopropylmethoxy)methyl]-5-isopropyl-6-(1-naphtylthio)uracil —— C22H24N2O3S
1-[(cyclopropylmethoxy)methyl]-5-isopropyl-6-(1-naphtylthio)uracil
—— 3-bromo-2-((3-chloropropyl)thio)pyridine —— C8H9BrClNS
3-bromo-2-((3-chloropropyl)thio)pyridine
—— 3-methyl-4,6-dithiaoctane —— C7H16S2
3-methyl-4,6-dithiaoctane
—— N-allyl-N-(butylthiosulfenyl)carbamoyl chloride —— C8H14ClNOS2
N-allyl-N-(butylthiosulfenyl)carbamoyl chloride
—— 4-chloro-2-fluoro-5-(2-chloro-2-propenylthio)aniline —— C9H8Cl2FNS
4-chloro-2-fluoro-5-(2-chloro-2-propenylthio)aniline
—— 3-((4-methoxyphenyl)thio)-2-((4-nitrophenyl)thio)indole —— C21H16N2O3S2
3-((4-methoxyphenyl)thio)-2-((4-nitrophenyl)thio)indole
—— 2-fluorobenzenethioacetaldehyde diethyl acetal —— C12H17FO2S
2-fluorobenzenethioacetaldehyde diethyl acetal
—— 2-(trifluoromethylthio)thiazole —— C4H2F3NS2
2-(trifluoromethylthio)thiazole
—— 1-ethyl-3-(ethylthio)benzene —— C10H14S
1-ethyl-3-(ethylthio)benzene
—— [4-(5-Pyridin-2-yl-[1,3,4]thiadiazol-2-ylsulfanylmethyl)-phenyl]-acetic acid —— C16H13N3O2S2
[4-(5-Pyridin-2-yl-[1,3,4]thiadiazol-2-ylsulfanylmethyl)-phenyl]-acetic acid
—— 7-bromo-4-methyl-3-methylene-2-hydro-benzo[b]thiophene-2-ol —— C10H9BrOS
7-bromo-4-methyl-3-methylene-2-hydro-benzo[b]thiophene-2-ol
—— 1,1-difluoro-2-methyl-1-phenylsulfanylpropan-2-ol —— C10H12F2OS
1,1-difluoro-2-methyl-1-phenylsulfanylpropan-2-ol
—— N-[1-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)piperidin-4-yl]sulfamide —— C16H20N6O2S2
N-[1-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)piperidin-4-yl]sulfamide
—— 7,8-dihydro-3-methyl-6H,10H-<1,2,5>thiadiazolo<3',4':4,5>pyrimido<2,1-b><1,3>thiazin-10-one —— C8H8N4OS2
7,8-dihydro-3-methyl-6H,10H-<1,2,5>thiadiazolo<3',4':4,5>pyrimido<2,1-b><1,3>thiazin-10-one
—— 1-bromo-3-methylthio-4,5,6,7-tetrahydrobenzo[c]thiophen-4-one —— C9H9BrOS2
1-bromo-3-methylthio-4,5,6,7-tetrahydrobenzo[c]thiophen-4-one
—— 2-((4-phenylbutyl)thio)aniline —— C16H19NS
2-((4-phenylbutyl)thio)aniline
—— 2,4-diamino-6-methyl-5-(3'-chlorophenylthio)-7H-pyrrolo[2,3-d]pyrimidine —— C13H12ClN5S
2,4-diamino-6-methyl-5-(3'-chlorophenylthio)-7H-pyrrolo[2,3-d]pyrimidine
—— 3-tert-butyl-5-(2-methylthioethylthio)-1,2,4-triazole —— C9H17N3S2
3-tert-butyl-5-(2-methylthioethylthio)-1,2,4-triazole
—— 9-[5-(1H-benzimidazol-2-ylsulfanyl)-2-furyl]-1,4,5,6,7,9-hexahydropyrazolo[4,3-b]quinolin-8-one —— C21H17N5O2S
9-[5-(1H-benzimidazol-2-ylsulfanyl)-2-furyl]-1,4,5,6,7,9-hexahydropyrazolo[4,3-b]quinolin-8-one
—— 2-[2-(methylthio)phenyl]-1,4,5,6-tetrahydropyrimidine —— C11H14N2S
2-[2-(methylthio)phenyl]-1,4,5,6-tetrahydropyrimidine
—— 5-nitro-2-(p-tolylthio)pyridine —— C12H10N2O2S
5-nitro-2-(p-tolylthio)pyridine
—— (2Z,4E)-1-methoxy-3-phenylthio-2,4-nonadiene —— C16H22OS
(2Z,4E)-1-methoxy-3-phenylthio-2,4-nonadiene
—— 2-Methyl-2-pentyl-2'-aminoaethyl-disulfid —— C8H19NS2
2-Methyl-2-pentyl-2'-aminoaethyl-disulfid
—— 6,6-dichloro-5,5-difluoro-6-(2-pyridylthio)-1-heptene —— C12H13Cl2F2NS
6,6-dichloro-5,5-difluoro-6-(2-pyridylthio)-1-heptene
—— 2-(4-chloro-2-nitrophenylthio)benzothiazole —— C13H7ClN2O2S2
2-(4-chloro-2-nitrophenylthio)benzothiazole