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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
—— isopropyl isopropanethiosulfonate 10027-69-7 C6H14O2S2
isopropyl isopropanethiosulfonate
—— (S)-2-(6-(1-(4-fluorophenyl)ethylamino)-2-(methylthio)pyrimidin-4-yl)malononitrile 1169690-84-9 C16H14FN5S
(S)-2-(6-(1-(4-fluorophenyl)ethylamino)-2-(methylthio)pyrimidin-4-yl)malononitrile
—— (E)-β-(4-methoxy-2-methylthio-6-methylpyrimidin-5-yl)acrylic acid 119923-29-4 C10H12N2O3S
(E)-β-(4-methoxy-2-methylthio-6-methylpyrimidin-5-yl)acrylic acid
—— 2-(3-cyano-4-n-propyl-6-trifluoromethanesulfonylpyridin-2-ylmercapto)acetamide 635731-72-5 C12H12F3N3O4S2
2-(3-cyano-4-n-propyl-6-trifluoromethanesulfonylpyridin-2-ylmercapto)acetamide
—— hex-1-en-2-yl(pentyl)sulfane 1239341-55-9 C11H22S
hex-1-en-2-yl(pentyl)sulfane
—— 1-(1-Benzyl-2-methylsulfanyl-1H-pyrrol-3-yl)-ethanone 120627-27-2 C14H15NOS
1-(1-Benzyl-2-methylsulfanyl-1H-pyrrol-3-yl)-ethanone
—— [(1-Fluoro-2-phenylcyclopropyl)sulfanyl]benzene 116109-47-8 C15H13FS
[(1-Fluoro-2-phenylcyclopropyl)sulfanyl]benzene
—— O-ethyl (2-methylsulfanylphenyl)sulfanylmethanethioate 408340-56-7 C10H12OS3
O-ethyl (2-methylsulfanylphenyl)sulfanylmethanethioate
—— 1-chloroethyl 4-chlorophenyl sulfide 54583-13-0 C8H8Cl2S
1-chloroethyl 4-chlorophenyl sulfide
—— [(E)-2,4-bis(phenylsulfanyl)but-3-enyl]-dimethyl-phenylsilane 317342-97-5 C24H26S2Si
[(E)-2,4-bis(phenylsulfanyl)but-3-enyl]-dimethyl-phenylsilane
—— ethyl 2-chloro-2-(phenylthio)ethanoate 60178-25-8 C10H11ClO2S
ethyl 2-chloro-2-(phenylthio)ethanoate
—— di(β-chloropentyl) disulfide 1380608-04-7 C10H20Cl2S2
di(β-chloropentyl) disulfide
—— (E/Z)-pent-1-enyl phenyl sulfide 78839-96-0 C11H14S
(E/Z)-pent-1-enyl phenyl sulfide
—— 2-Bromo-1-({2-[(2-bromopentyl)sulfanyl]ethyl}sulfanyl)pentane 599184-28-8 C12H24Br2S2
2-Bromo-1-({2-[(2-bromopentyl)sulfanyl]ethyl}sulfanyl)pentane
—— β-phenethylsulfonyl azide 54664-50-5 C8H9N3O2S
β-phenethylsulfonyl azide
—— α-lithiobenzyl phenyl sulfide 41979-02-6 C13H11LiS
α-lithiobenzyl phenyl sulfide
—— 2-<(dimethylthiocarbamoyl)oxy>-2-cyclopenten-1-one 112621-52-0 C8H11NO2S
2-<(dimethylthiocarbamoyl)oxy>-2-cyclopenten-1-one
—— 4-Chlor-2,6-bis-methylmercapto-anilin 90006-62-5 C8H10ClNS2
4-Chlor-2,6-bis-methylmercapto-anilin
—— (aminoiminomethyl)thioacetic acid ethyl ester 24523-90-8 C5H10N2O2S
(aminoiminomethyl)thioacetic acid ethyl ester
—— 1-(2-Furan-2-yl-4-methyl-6-methylsulfanyl-pyrimidin-5-yl)-ethanone 120996-85-2 C12H12N2O2S
1-(2-Furan-2-yl-4-methyl-6-methylsulfanyl-pyrimidin-5-yl)-ethanone
—— N-Isopropyl-thioacetimidic acid methyl ester 58276-17-8 C6H13NS
N-Isopropyl-thioacetimidic acid methyl ester
—— (E)-1-Methylthio-1,5-hexadiene 82574-95-6 C7H12S
(E)-1-Methylthio-1,5-hexadiene
—— N-methyl-3-methylthiobut-2-enamide 130012-65-6 C6H11NS
N-methyl-3-methylthiobut-2-enamide
—— (+/-)-<i>cis</i>-2-methyl-cyclopentanethiol 1638-94-4 C6H12S
(+/-)-<i>cis</i>-2-methyl-cyclopentanethiol
—— 2-ethoxycarbonyl-2-methanesulfonyl-3-methylamino-5-phenyl-2,3-dihydrothiophene 213180-70-2 C15H17NO4S2
2-ethoxycarbonyl-2-methanesulfonyl-3-methylamino-5-phenyl-2,3-dihydrothiophene
—— 2-(2-mercaptoethylthio)-1-methylpyridinium iodide 111428-41-2 C8H12NS2*I
2-(2-mercaptoethylthio)-1-methylpyridinium iodide
—— 4-trifluoromethylthio-3,5,6-trichloro-2-trichloromethylpyridine 129626-66-0 C7Cl6F3NS
4-trifluoromethylthio-3,5,6-trichloro-2-trichloromethylpyridine
—— 1-methyl-cyclopentyl isothiocyanate 66205-39-8 C7H11NS
1-methyl-cyclopentyl isothiocyanate
—— 5-Benzylthio-1,3-dimethylpyrazole 110860-56-5 C12H14N2S
5-Benzylthio-1,3-dimethylpyrazole
—— methyl 7-methyl-3-oxo-3,4-dihydro-2H-1,5-benzoxathiepine-4-carboxylate 99203-98-2 C12H12O4S
methyl 7-methyl-3-oxo-3,4-dihydro-2H-1,5-benzoxathiepine-4-carboxylate
—— (2-chloro-ethyl)-fluoromethyl sulfide 675-91-2 C3H6ClFS
(2-chloro-ethyl)-fluoromethyl sulfide
—— bis(methoxymethyl) sulphide 24768-23-8 C4H10O2S
bis(methoxymethyl) sulphide
—— 3-(isopropylsulfonyl)prop-1-ene 69113-42-4 C6H12O2S
3-(isopropylsulfonyl)prop-1-ene
—— 1-(Phenylthiomethyl)cyclopentene 61829-44-5 C12H14S
1-(Phenylthiomethyl)cyclopentene
—— (E)-i-propyl 1-propenyl sulfoxide 69113-50-4 C6H12OS
(E)-i-propyl 1-propenyl sulfoxide
—— (Z)-isopropyl 1-propenyl sulfone 69113-43-5 C6H12O2S
(Z)-isopropyl 1-propenyl sulfone
—— 3-(isopropylthio)-4,4-dimethyl-1,5-hexadiene 71535-36-9 C11H20S
3-(isopropylthio)-4,4-dimethyl-1,5-hexadiene
—— 1-(isopropylthio)-6-methyl-1,5-heptadiene 88916-05-6 C11H20S
1-(isopropylthio)-6-methyl-1,5-heptadiene
—— trifluoro-methanesulfonic acid 5-cyano-6-cyanomethylsulfanyl-4-propyl-pyridin-2-yl ester 850180-37-9 C12H10F3N3O3S2
trifluoro-methanesulfonic acid 5-cyano-6-cyanomethylsulfanyl-4-propyl-pyridin-2-yl ester
—— butyl(trans-4-(tert-butyl)cyclohexyl)sulfane 1441777-44-1 C14H28S
butyl(trans-4-(tert-butyl)cyclohexyl)sulfane
—— methyl 7-chloro-3-oxo-3,4-dihydro-2H-1,5-benzoxathiepine-4-carboxylate 99203-99-3 C11H9ClO4S
methyl 7-chloro-3-oxo-3,4-dihydro-2H-1,5-benzoxathiepine-4-carboxylate
—— N,N-Dimethyl-3-methylthiopropanethioamide 131136-82-8 C6H13NS2
N,N-Dimethyl-3-methylthiopropanethioamide
—— 1-(isopropylthio)-1,5-hexadiene 50996-70-8 C9H16S
1-(isopropylthio)-1,5-hexadiene
—— (Z)-isopropyl 1-propenyl sulfide 61865-97-2 C6H12S
(Z)-isopropyl 1-propenyl sulfide
—— 2,5-Bis(ethylthio)thiophen 4115-49-5 C8H12S3
2,5-Bis(ethylthio)thiophen
—— (E)-isopropyl 1-propenyl sulfone 69113-44-6 C6H12O2S
(E)-isopropyl 1-propenyl sulfone
—— 3-(isopropylthio)-1,5-hexadiene 71535-37-0 C9H16S
3-(isopropylthio)-1,5-hexadiene
—— 4-Chlor-2-ethylmercapto-phenol 23385-50-4 C8H9ClOS
4-Chlor-2-ethylmercapto-phenol
—— 1-isopropylsulfanyl-propene 61865-97-2 C6H12S
1-isopropylsulfanyl-propene
—— 3-(isopropylthio)-6-methyl-1,5-heptadiene 88916-01-2 C11H20S
3-(isopropylthio)-6-methyl-1,5-heptadiene