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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
—— 6,6-dimethyl-2,4-bis(phenylthio)hepta-2,4-dienal 210416-91-4 C21H22OS2
6,6-dimethyl-2,4-bis(phenylthio)hepta-2,4-dienal
—— (1Z,4Z,6Z)-2,6-dicyano-1-ethoxy-8,8-dimethyl-4-(phenylthio)nona-1,4,6-trien-3-ol 403719-73-3 C21H24N2O2S
(1Z,4Z,6Z)-2,6-dicyano-1-ethoxy-8,8-dimethyl-4-(phenylthio)nona-1,4,6-trien-3-ol
—— (2Z,4Z)-4-cyano-6,6-dimethyl-2-(phenylthio)hepta-2,4-dienal 403719-65-3 C16H17NOS
(2Z,4Z)-4-cyano-6,6-dimethyl-2-(phenylthio)hepta-2,4-dienal
—— (1Z,4E)-2-cyano-1-ethoxy-6,6-dimethyl-4-(phenylthio)hepta-1,4-dien-3-ol 403719-53-9 C18H23NO2S
(1Z,4E)-2-cyano-1-ethoxy-6,6-dimethyl-4-(phenylthio)hepta-1,4-dien-3-ol
—— Ethyl 6-chloro-4-(2-methylsulfanylanilino)pyridazine-3-carboxylate 1609393-86-3 C14H14ClN3O2S
Ethyl 6-chloro-4-(2-methylsulfanylanilino)pyridazine-3-carboxylate
—— 4,4-Dichloro-1-isothiocyanato-1-tert-butyl-2-aza-1,3-butadiene 92277-53-7 C8H10Cl2N2S
4,4-Dichloro-1-isothiocyanato-1-tert-butyl-2-aza-1,3-butadiene
—— S-Cyclohexyl-S-methyl dithiocarbonate 41320-28-9 C8H14OS2
S-Cyclohexyl-S-methyl dithiocarbonate
—— 5-methoxy-2,2-dimethyl-6-phenyl-6-(phenylthio)-3-hexanone 121862-20-2 C21H26O2S
5-methoxy-2,2-dimethyl-6-phenyl-6-(phenylthio)-3-hexanone
—— 3-oxo-2-(pyridin-2-ylsulfanyl-acetyl)-2,3-dihydro-thiazolo[3,2-<i>a</i>]pyridinylium betaine 66102-82-7 C14H10N2O2S2
3-oxo-2-(pyridin-2-ylsulfanyl-acetyl)-2,3-dihydro-thiazolo[3,2-<i>a</i>]pyridinylium betaine
—— 3-<2-(4-Methylphenyl)ethylidenyl>-2-pentyl-2,3-dihydrobenzo<b>thiophen-2-ol 146916-45-2 C22H26OS
3-<2-(4-Methylphenyl)ethylidenyl>-2-pentyl-2,3-dihydrobenzo<b>thiophen-2-ol
—— bis-γ,γ-dimethylallenyl thiosulfonate 166986-76-1 C10H14O2S2
bis-γ,γ-dimethylallenyl thiosulfonate
—— 5-methylsulfanyl-2,3-diphenyl-[1,3,4]oxadiazolium; iodide 52816-39-4 C15H13N2OS*I
5-methylsulfanyl-2,3-diphenyl-[1,3,4]oxadiazolium; iodide
—— methyl N'-cyano-N-<1,2-dihydro-1,2-dimethyl-5-methylthio-3H-1,2,4-triazol-3-ylidene>carbamimidothioate 282093-33-8 C8H12N6S2
methyl N'-cyano-N-<1,2-dihydro-1,2-dimethyl-5-methylthio-3H-1,2,4-triazol-3-ylidene>carbamimidothioate
—— 2,3,6-Trichloro-5-methylthiopyridine 129836-61-9 C6H4Cl3NS
2,3,6-Trichloro-5-methylthiopyridine
—— 7,12-Dithia-pleiadene 7-oxide 124480-08-6 C16H10OS2
7,12-Dithia-pleiadene 7-oxide
—— 7,12-Dithia-pleiadene 124508-05-0 C16H10S2
7,12-Dithia-pleiadene
—— 1,4-Bis-<(1,2,3,4-thiatriazol-5-yl)-mercaptomethyl>-cyclohexan 3289-20-1 C10H14N6S4
1,4-Bis-<(1,2,3,4-thiatriazol-5-yl)-mercaptomethyl>-cyclohexan
—— 4-chloro-3-(pyridin-4-ylthio)-benzaldehyde dimethyl acetal 203179-01-5 C14H14ClNO2S
4-chloro-3-(pyridin-4-ylthio)-benzaldehyde dimethyl acetal
—— (SS,2S)-2-cyclohexylsulfinyl-N,N-dimethylpent-4-enethioamide 385837-48-9 C13H23NOS2
(SS,2S)-2-cyclohexylsulfinyl-N,N-dimethylpent-4-enethioamide
—— N-[4-chloro-3-(m-tolylsulfanyl)phenyl]-4-methoxy-pyrimidin-2-amine 1333950-22-3 C18H16ClN3OS
N-[4-chloro-3-(m-tolylsulfanyl)phenyl]-4-methoxy-pyrimidin-2-amine
—— (R)-5-((R)-hydroxy-(phenyl)methyl)-3-phenylthiofuran-2(5H)-one 1223157-56-9 C17H14O3S
(R)-5-((R)-hydroxy-(phenyl)methyl)-3-phenylthiofuran-2(5H)-one
—— [(2S,3S)-2-(4-Methoxy-pyrimidin-2-yloxymethyl)-5-phenylsulfanyl-tetrahydro-furan-3-ylmethyl]-phosphonic acid diethyl ester 220222-91-3 C21H29N2O6PS
[(2S,3S)-2-(4-Methoxy-pyrimidin-2-yloxymethyl)-5-phenylsulfanyl-tetrahydro-furan-3-ylmethyl]-phosphonic acid diethyl ester
—— 2-methanesulfonyl-2-methyl-propan-1-ol 25841-38-7 C5H12O3S
2-methanesulfonyl-2-methyl-propan-1-ol
—— N-ethyl-2-(methylthio)aniline 80922-03-8 C9H13NS
N-ethyl-2-(methylthio)aniline
—— 4-allylthiopyrimidin-2(1H)-one 105173-88-4 C7H8N2OS
4-allylthiopyrimidin-2(1H)-one
—— 4-benzylthiouracil 78932-26-0 C11H10N2OS
4-benzylthiouracil
—— 4-But-2-ynylsulfanyl-1H-pyrimidin-2-one 105246-00-2 C8H8N2OS
4-But-2-ynylsulfanyl-1H-pyrimidin-2-one
—— 4-trans-crotylthiopyrimidin-2(1H)-one 105173-91-9 C8H10N2OS
4-trans-crotylthiopyrimidin-2(1H)-one
—— 2-methylthiazolo<3,2-c>pyrimidin-5-one 112498-50-7 C7H6N2O2S
2-methylthiazolo<3,2-c>pyrimidin-5-one
—— 4-(1-Methyl-prop-2-ynylsulfanyl)-1H-pyrimidin-2-one 105245-98-5 C8H8N2OS
4-(1-Methyl-prop-2-ynylsulfanyl)-1H-pyrimidin-2-one
—— thiazolo<3,2-c>pyrimidin-5-one 112498-49-4 C6H4N2O2S
thiazolo<3,2-c>pyrimidin-5-one
—— 4-Prop-2-ynylsulfanyl-1H-pyrimidin-2-one 105245-94-1 C7H6N2OS
4-Prop-2-ynylsulfanyl-1H-pyrimidin-2-one
—— 4-methallylthiopyrimidin-2(1H)-one 105173-92-0 C8H10N2OS
4-methallylthiopyrimidin-2(1H)-one
—— 1-(N-Methyl-N-(oct-1-yl)aminocarbonylmethyl)-2-(4-fluorobenzyl)thio-5-(2-methoxypyrimid-5-ylmethyl)pyrimidin-4-one 224775-01-3 C28H36FN5O3S
1-(N-Methyl-N-(oct-1-yl)aminocarbonylmethyl)-2-(4-fluorobenzyl)thio-5-(2-methoxypyrimid-5-ylmethyl)pyrimidin-4-one
—— Methyl 4-[cyano(phenylsulfanyl)methyl]-5,5-dimethyl-2-oxooxolane-3-carboxylate 155887-44-8 C16H17NO4S
Methyl 4-[cyano(phenylsulfanyl)methyl]-5,5-dimethyl-2-oxooxolane-3-carboxylate
—— 1-(N-Methyl-N-(oct-1-yl)aminocarbonylmethyl)-2-(4-fluorobenzyl)thio-5-(2-oxopyrimid-5-ylmethyl)pyrimidin-4-one 224775-05-7 C27H34FN5O3S
1-(N-Methyl-N-(oct-1-yl)aminocarbonylmethyl)-2-(4-fluorobenzyl)thio-5-(2-oxopyrimid-5-ylmethyl)pyrimidin-4-one
—— [(1-Methoxypentadecyl)sulfanyl]benzene 89036-88-4 C22H38OS
[(1-Methoxypentadecyl)sulfanyl]benzene
—— Methyl 3-hydroxy-4-methyl-5-[5-(trifluoromethyl)pyridin-2-yl]sulfanylpentanoate 1612831-40-9 C13H16F3NO3S
Methyl 3-hydroxy-4-methyl-5-[5-(trifluoromethyl)pyridin-2-yl]sulfanylpentanoate
—— (+/-)-3-ethyl-3-allyl-2-thiophenyl-2-piperidine 381726-12-1 C16H21NS
(+/-)-3-ethyl-3-allyl-2-thiophenyl-2-piperidine
—— [5-(2,6-Diethyl-4-methylphenyl)-6-oxo-2-[1-[5-(trifluoromethyl)pyridin-2-yl]sulfanylpropan-2-yl]-2,3-dihydropyran-4-yl] ethyl carbonate 1612830-31-5 C28H32F3NO5S
[5-(2,6-Diethyl-4-methylphenyl)-6-oxo-2-[1-[5-(trifluoromethyl)pyridin-2-yl]sulfanylpropan-2-yl]-2,3-dihydropyran-4-yl] ethyl carbonate
—— 6-Chloro-2-methyl-4-[(2-methylsulfanylpyrimidin-4-yl)amino]pyridazin-3-one 1147530-57-1 C10H10ClN5OS
6-Chloro-2-methyl-4-[(2-methylsulfanylpyrimidin-4-yl)amino]pyridazin-3-one
—— 1-(N-methyl-N-(dodec-1-yl)aminocarbonylmethyl)-2-(4-fluorobenzyl)thio-5-(2-methoxypyrimid-5-ylmethyl)pyrimidin-4-one 224775-00-2 C32H44FN5O3S
1-(N-methyl-N-(dodec-1-yl)aminocarbonylmethyl)-2-(4-fluorobenzyl)thio-5-(2-methoxypyrimid-5-ylmethyl)pyrimidin-4-one
—— 2-p-chlorobenzylthiocytosine 60722-71-6 C11H10ClN3S
2-p-chlorobenzylthiocytosine
—— 4-Methoxy-2-(2-phenylsulfanylethyl)-2,3-dihydropyran-6-one 1612831-57-8 C14H16O3S
4-Methoxy-2-(2-phenylsulfanylethyl)-2,3-dihydropyran-6-one
—— 4-Hydroxy-2-[1-[5-(trifluoromethyl)pyridin-2-yl]sulfanylpropan-2-yl]-5-(2,4,6-trimethylphenyl)-2,3-dihydropyran-6-one 1612830-25-7 C23H24F3NO3S
4-Hydroxy-2-[1-[5-(trifluoromethyl)pyridin-2-yl]sulfanylpropan-2-yl]-5-(2,4,6-trimethylphenyl)-2,3-dihydropyran-6-one
—— N-Dodecyl-2-[2-(4-fluoro-benzylsulfanyl)-4-oxo-5-(2-oxo-1,2-dihydro-pyrimidin-5-ylmethyl)-4H-pyrimidin-1-yl]-N-methyl-acetamide 224775-04-6 C31H42FN5O3S
N-Dodecyl-2-[2-(4-fluoro-benzylsulfanyl)-4-oxo-5-(2-oxo-1,2-dihydro-pyrimidin-5-ylmethyl)-4H-pyrimidin-1-yl]-N-methyl-acetamide
—— 5-deoxy-2,3-O-ethoxymethylene-5-phenylthio-γ-D-ribonolactone 85694-13-9 C14H16O5S
5-deoxy-2,3-O-ethoxymethylene-5-phenylthio-γ-D-ribonolactone
—— Bis-<i>p</i>-tolylmercapto-essigsaeure 17067-32-2 C16H16O2S2
Bis-<i>p</i>-tolylmercapto-essigsaeure
—— 4-Hydroxy-2-(2-phenylsulfanylethyl)-2,3-dihydropyran-6-one 1612831-58-9 C13H14O3S
4-Hydroxy-2-(2-phenylsulfanylethyl)-2,3-dihydropyran-6-one
—— p-Tolyl-<α-carboxy-benzyl>-sulfid 5219-63-6 C15H14O2S
p-Tolyl-<α-carboxy-benzyl>-sulfid