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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
—— 1,3-dimethyl-5-phenylthiouracil 55832-80-9 C12H12N2O2S
1,3-dimethyl-5-phenylthiouracil
—— 10-(4-chloro-phenyl)-10<i>H</i>-phenothiasiline 63107-74-4 C18H13ClSSi
10-(4-chloro-phenyl)-10<i>H</i>-phenothiasiline
—— 2-methoxy-3-phenylthiobuta-1,3-diene 60603-16-9 C11H12OS
2-methoxy-3-phenylthiobuta-1,3-diene
—— 3-methoxy-1-methyl-4-phenylthiocyclohex-3-ene-1-carboxaldehyde 60603-23-8 C15H18O2S
3-methoxy-1-methyl-4-phenylthiocyclohex-3-ene-1-carboxaldehyde
—— 1-(phenylsulphonyl)-2-(phenylthio)benzene 64939-42-0 C18H14O2S2
1-(phenylsulphonyl)-2-(phenylthio)benzene
—— Ethyl 2-[4-[(oxan-2-yloxyamino)methyl]phenyl]sulfanyl-2-phenylacetate 798555-83-6 C22H27NO4S
Ethyl 2-[4-[(oxan-2-yloxyamino)methyl]phenyl]sulfanyl-2-phenylacetate
—— 5-Phenyl-1-phenylsulfanylpentan-2-ol 422507-16-2 C17H20OS
5-Phenyl-1-phenylsulfanylpentan-2-ol
—— (E)-3-<1',1'-trimethyl-3'-(phenylthio)but-2'-enyl>cyclopentanone 114652-67-4 C17H22OS
(E)-3-<1',1'-trimethyl-3'-(phenylthio)but-2'-enyl>cyclopentanone
—— 4-cyano-2-methoxy-1-phenylthiocyclohex-1-ene 60603-20-5 C14H15NOS
4-cyano-2-methoxy-1-phenylthiocyclohex-1-ene
—— 3-(phenylthio)-but-3-en-2-one 13522-48-0 C10H10OS
3-(phenylthio)-but-3-en-2-one
—— 5-[1-(5'-methyl-1',3',4'-thiadiazol-2'ylthio)methyl]-4-amino-3-mercapto-1,2,4-s-triazole 178316-83-1 C6H8N6S3
5-[1-(5'-methyl-1',3',4'-thiadiazol-2'ylthio)methyl]-4-amino-3-mercapto-1,2,4-s-triazole
—— (S)-2-bis(ethoxycarbonyl)methylidene-5-phenylthiomethylpyrrolidine 142890-36-6 C18H23NO4S
(S)-2-bis(ethoxycarbonyl)methylidene-5-phenylthiomethylpyrrolidine
—— (3-methyl-5-phenylsulfanyl-3H-imidazo[4,5-b]pyridin-2-yl)methanol 172648-62-3 C14H13N3OS
(3-methyl-5-phenylsulfanyl-3H-imidazo[4,5-b]pyridin-2-yl)methanol
—— 1-[2,2-Dimethyl-3,3-bis(phenylsulfanyl)cyclopropyl]ethan-1-one 83300-63-4 C19H20OS2
1-[2,2-Dimethyl-3,3-bis(phenylsulfanyl)cyclopropyl]ethan-1-one
—— 2-Chloro-1,3-bis(phenylthio)propane 138918-57-7 C15H15ClS2
2-Chloro-1,3-bis(phenylthio)propane
—— ethyl 6-(phenylthio)hexanoate 142260-67-1 C14H20O2S
ethyl 6-(phenylthio)hexanoate
—— (Z)-3-<1',1'-trimethyl-3'-(phenylthio)but-2'-enyl>cyclopentanone 114674-39-4 C17H22OS
(Z)-3-<1',1'-trimethyl-3'-(phenylthio)but-2'-enyl>cyclopentanone
—— <1,1-bis(phenylthio)methylene>cyclohexane 69190-57-4 C19H20S2
<1,1-bis(phenylthio)methylene>cyclohexane
—— 3-amino-2-methylamino-6-phenylsulfanylpyridine 172648-53-2 C12H13N3S
3-amino-2-methylamino-6-phenylsulfanylpyridine
—— phenyl 2-(benzo[1,3]dithiol-2-yl)-N-(phenyl)thioacetimidate 1107007-41-9 C21H17NS3
phenyl 2-(benzo[1,3]dithiol-2-yl)-N-(phenyl)thioacetimidate
—— 5-(phenylsulfanyl)pyrimidine 141075-04-9 C10H8N2S
5-(phenylsulfanyl)pyrimidine
—— 1,3-dimethyl-6-phenylthiouracil 35218-98-5 C12H12N2O2S
1,3-dimethyl-6-phenylthiouracil
—— (2-phenylethene-1,1-diyl)bis(phenylsulfane) 35550-81-3 C20H16S2
(2-phenylethene-1,1-diyl)bis(phenylsulfane)
—— 2-phenylthio-3-nonanone 69358-36-7 C15H22OS
2-phenylthio-3-nonanone
—— m-Fluorphenyl-phenylsulfid 40154-91-4 C12H9FS
m-Fluorphenyl-phenylsulfid
—— 4-bromo-2-(phenylthio)benzonitrile 825649-89-6 C13H8BrNS
4-bromo-2-(phenylthio)benzonitrile
—— 1-methyl-2-thiophenylnaphthalene 93322-80-6 C17H14S
1-methyl-2-thiophenylnaphthalene
—— 2-[1-(phenylsulfanyl)ethyl]cyclohex-2-en-1-one 125066-14-0 C14H16OS
2-[1-(phenylsulfanyl)ethyl]cyclohex-2-en-1-one
—— 2-(phenylthiomethyl)-1,3-butadiene 84369-87-9 C11H12S
2-(phenylthiomethyl)-1,3-butadiene
—— 2-Methyl-4-phenylmercapto-penten-(2) 21213-20-7 C12H16S
2-Methyl-4-phenylmercapto-penten-(2)
—— 3-bromo-2-phenylthio-1-propene 610796-53-7 C9H9BrS
3-bromo-2-phenylthio-1-propene
—— (2R,5R)-2-<(E)-(S)-1-<(tert-butyldimethylsilyl)oxy>-5-methyl-6-(phenylthio)hex-4-enyl>tetrahydro-5-<(S)-1-(methoxymethoxy)-1,5-dimethylhex-4-enyl>-2-methylfuran 121400-93-9 C34H58O4SSi
(2R,5R)-2-<(E)-(S)-1-<(tert-butyldimethylsilyl)oxy>-5-methyl-6-(phenylthio)hex-4-enyl>tetrahydro-5-<(S)-1-(methoxymethoxy)-1,5-dimethylhex-4-enyl>-2-methylfuran
—— 4-phenylthio-2-pentene 1129-51-7 C11H14S
4-phenylthio-2-pentene
—— 2-methyl-1H-imidazole-1-sulfonyl azide 1321148-69-9 C4H5N5O2S
2-methyl-1H-imidazole-1-sulfonyl azide
—— 7-Butyl-2-(phenylsulfanylmethyl)-5,8-dioxaspiro[3.4]octane 811438-57-0 C17H24O2S
7-Butyl-2-(phenylsulfanylmethyl)-5,8-dioxaspiro[3.4]octane
—— 8-(phenylthio)quinoline 107917-02-2 C15H11NS
8-(phenylthio)quinoline
—— [[3-(trimethylsilyl)-2-propyn-1-yl]thio]benzene 82707-19-5 C12H16SSi
[[3-(trimethylsilyl)-2-propyn-1-yl]thio]benzene
—— 5-acetyl-3-(4-fluoro-phenylthio)-4-methyl-1-phenyl-1H-pyridine-2-one 918542-21-9 C20H16FNO2S
5-acetyl-3-(4-fluoro-phenylthio)-4-methyl-1-phenyl-1H-pyridine-2-one
—— 2,2,2-trifluoroethyl phenyl sulfide 2262-07-9 C8H7F3S
2,2,2-trifluoroethyl phenyl sulfide
—— (R)-hex-1-en-3-yl(phenyl)sulfane 1252096-95-9 C12H16S
(R)-hex-1-en-3-yl(phenyl)sulfane
—— 4,6-bis((phenylthio)methyl)thieno[3,4-d]-1,3-dithiol-2-one 1173657-61-8 C19H14OS5
4,6-bis((phenylthio)methyl)thieno[3,4-d]-1,3-dithiol-2-one
—— 1-Phenylsulfanyl-4-(4-phenylsulfanylphenyl)sulfonylbenzene 93103-32-3 C24H18O2S3
1-Phenylsulfanyl-4-(4-phenylsulfanylphenyl)sulfonylbenzene
—— trans-1-phenylthio-2,3-epoxyhexane —— C12H16OS
trans-1-phenylthio-2,3-epoxyhexane
—— phenyl N-(4-ethylphenyl)-3,3-bis(phenylthio)thiopropionimidate 1107007-17-9 C29H27NS3
phenyl N-(4-ethylphenyl)-3,3-bis(phenylthio)thiopropionimidate
—— N-(1-Thiocarbamoyl-1-methylethyl)acetamid 99115-30-7 C6H12N2OS
N-(1-Thiocarbamoyl-1-methylethyl)acetamid
—— ethyl 2-(phenylthio)pentanoate 1377149-77-3 C13H18O2S
ethyl 2-(phenylthio)pentanoate
—— 2-methyl-2-(phenylthio)pentan-3-one 95110-57-9 C12H16OS
2-methyl-2-(phenylthio)pentan-3-one
—— 1-(2-phenylsulfanyl-thiazol-5-yl)-ethanone 893434-25-8 C11H9NOS2
1-(2-phenylsulfanyl-thiazol-5-yl)-ethanone
—— 2-Nitro-4-cyanodiphenylsulfid 33358-29-1 C13H8N2O2S
2-Nitro-4-cyanodiphenylsulfid
—— (S)-(1-(4-chlorophenyl)allyl)phenylsulfane 1252096-90-4 C15H13ClS
(S)-(1-(4-chlorophenyl)allyl)phenylsulfane