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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
—— (4R,5S,SS)-7,7-Dimethyl-4-(tert-butylsulfinyl)bicyclo[3.3.0]oct-1-en-3-one 389842-85-7 C14H22O2S
(4R,5S,SS)-7,7-Dimethyl-4-(tert-butylsulfinyl)bicyclo[3.3.0]oct-1-en-3-one
—— (S)-trans-1-(tert-Butylsulfinyl)-4,4-dimethyl-1-hepten-6-yne 245367-16-2 C13H22OS
(S)-trans-1-(tert-Butylsulfinyl)-4,4-dimethyl-1-hepten-6-yne
—— 2,6,6-trimethyl-1-(phenylthiomethyl)cyclohex-1-ene 56691-73-7 C16H22S
2,6,6-trimethyl-1-(phenylthiomethyl)cyclohex-1-ene
—— 2-methyl-2-<3'(1,3-dithiolanyl)pentyl>thiazolidine 156000-12-3 C11H21NS3
2-methyl-2-<3'(1,3-dithiolanyl)pentyl>thiazolidine
—— but-3-yne-2-thiol 1220112-14-0 C4H6S
but-3-yne-2-thiol
—— Z-3-(Methylthio)-2,2-dimethyl-3-hepten-5-in 61809-23-2 C10H16S
Z-3-(Methylthio)-2,2-dimethyl-3-hepten-5-in
—— 6,6-Dimethyl-5-(methylsulfanyl)hept-4-en-2-yne 84770-49-0 C10H16S
6,6-Dimethyl-5-(methylsulfanyl)hept-4-en-2-yne
—— tert-Butyl<2,2,2-trifluor-1-(trifluormethyl)ethyl>sulfon 102150-27-6 C7H10F6O2S
tert-Butyl<2,2,2-trifluor-1-(trifluormethyl)ethyl>sulfon
—— 1-n-butylthio-2-butene 3001-22-7 C8H16S
1-n-butylthio-2-butene
—— O-[(E)-but-2-enyl] N-methylcarbamothioate 188400-04-6 C6H11NOS
O-[(E)-but-2-enyl] N-methylcarbamothioate
—— O-methyl S-t-butyl dithiocarbonate 82810-50-2 C6H12OS2
O-methyl S-t-butyl dithiocarbonate
—— β-Methyl-β-carbomethoxy-ethyl-<pyridyl-(2)>-sulfid 91012-43-0 C10H13NO2S
β-Methyl-β-carbomethoxy-ethyl-<pyridyl-(2)>-sulfid
—— 4-(4-chlorophenyl)-3-cyano-2-ethylthiothiophene 116526-43-3 C13H10ClNS2
4-(4-chlorophenyl)-3-cyano-2-ethylthiothiophene
—— Methyl 1-(2-acetyloxyethoxymethyl)-5-(2-methylphenyl)sulfanyl-1,2,4-triazole-3-carboxylate 1237741-54-6 C16H19N3O5S
Methyl 1-(2-acetyloxyethoxymethyl)-5-(2-methylphenyl)sulfanyl-1,2,4-triazole-3-carboxylate
—— Methyl 1-(2-acetyloxyethoxymethyl)-5-[4-(trifluoromethyl)phenyl]sulfanyl-1,2,4-triazole-3-carboxylate 1237741-65-9 C16H16F3N3O5S
Methyl 1-(2-acetyloxyethoxymethyl)-5-[4-(trifluoromethyl)phenyl]sulfanyl-1,2,4-triazole-3-carboxylate
—— Methyl 1-(2-acetyloxyethoxymethyl)-5-(4-methoxyphenyl)sulfanyl-1,2,4-triazole-3-carboxylate 1237741-59-1 C16H19N3O6S
Methyl 1-(2-acetyloxyethoxymethyl)-5-(4-methoxyphenyl)sulfanyl-1,2,4-triazole-3-carboxylate
—— 2-[3,6-Bis(2-methylpropyl)pyrazin-2-yl]sulfanylethanol 1283166-90-4 C14H24N2OS
2-[3,6-Bis(2-methylpropyl)pyrazin-2-yl]sulfanylethanol
—— N-[2-[3,6-bis(2-methylpropyl)pyrazin-2-yl]sulfanylethyl]acetamide 1283166-78-8 C16H27N3OS
N-[2-[3,6-bis(2-methylpropyl)pyrazin-2-yl]sulfanylethyl]acetamide
—— Methyl 1-(2-acetyloxyethoxymethyl)-5-(4-tert-butylphenyl)sulfanyl-1,2,4-triazole-3-carboxylate 1237741-67-1 C19H25N3O5S
Methyl 1-(2-acetyloxyethoxymethyl)-5-(4-tert-butylphenyl)sulfanyl-1,2,4-triazole-3-carboxylate
—— Methyl 1-(2-acetyloxyethoxymethyl)-5-(4-chlorophenyl)sulfanyl-1,2,4-triazole-3-carboxylate 1237741-66-0 C15H16ClN3O5S
Methyl 1-(2-acetyloxyethoxymethyl)-5-(4-chlorophenyl)sulfanyl-1,2,4-triazole-3-carboxylate
—— Methyl 1-(2-acetyloxyethoxymethyl)-5-[2-(trifluoromethyl)phenyl]sulfanyl-1,2,4-triazole-3-carboxylate 1237741-63-7 C16H16F3N3O5S
Methyl 1-(2-acetyloxyethoxymethyl)-5-[2-(trifluoromethyl)phenyl]sulfanyl-1,2,4-triazole-3-carboxylate
—— Methyl 1-(2-acetyloxyethoxymethyl)-5-(3-fluorophenyl)sulfanyl-1,2,4-triazole-3-carboxylate 1237741-61-5 C15H16FN3O5S
Methyl 1-(2-acetyloxyethoxymethyl)-5-(3-fluorophenyl)sulfanyl-1,2,4-triazole-3-carboxylate
—— Methyl 1-(2-acetyloxyethoxymethyl)-5-[3-(trifluoromethyl)phenyl]sulfanyl-1,2,4-triazole-3-carboxylate 1237741-64-8 C16H16F3N3O5S
Methyl 1-(2-acetyloxyethoxymethyl)-5-[3-(trifluoromethyl)phenyl]sulfanyl-1,2,4-triazole-3-carboxylate
—— (3S,2S)-(-)-t-butyl 3-hydroxy-3-phenyl-2-thiophenoxypropionate 277318-40-8 C19H22O3S
(3S,2S)-(-)-t-butyl 3-hydroxy-3-phenyl-2-thiophenoxypropionate
—— N-[5-[[5-[(4-Acetylpiperazin-1-yl)carbonyl]-2,4-dimethylphenyl]thio]thiazol-2-yl]-4-(1,1-dimethylethyl)benzamide 439574-55-7 C29H34N4O3S2
N-[5-[[5-[(4-Acetylpiperazin-1-yl)carbonyl]-2,4-dimethylphenyl]thio]thiazol-2-yl]-4-(1,1-dimethylethyl)benzamide
—— Unii-O5LR0V4ple 1029125-06-1 C15H17FN2S
Unii-O5LR0V4ple
—— tetra(ethylthiomethyl)methane 65654-52-6 C13H28S4
tetra(ethylthiomethyl)methane
—— tetrakis (hexylsulphonylmethyl)methane 84466-50-2 C29H60O8S4
tetrakis (hexylsulphonylmethyl)methane
—— 2,6,10-trichlorodibenzo[d,g][1,3,6,2]dioxathiaphosphocin 6-sulfide 378782-15-1 C12H6Cl3O2PS2
2,6,10-trichlorodibenzo[d,g][1,3,6,2]dioxathiaphosphocin 6-sulfide
—— 1,3-bis-dodecylmercapto-2,2-bis-(dodecylmercapto-methyl)-propane 105198-24-1 C53H108S4
1,3-bis-dodecylmercapto-2,2-bis-(dodecylmercapto-methyl)-propane
—— Tetrakis-(phenylthiomethyl)-methan 16873-35-1 C29H28S4
Tetrakis-(phenylthiomethyl)-methan
—— N-Cyclopropyl-4-[(4-methylphenyl)thio]-2-pyrimidinamine 1158760-02-1 C14H15N3S
N-Cyclopropyl-4-[(4-methylphenyl)thio]-2-pyrimidinamine
—— 1-thiophenyl-5-trimethylsilyl-pent-4-yn-2-ol 158070-22-5 C14H20OSSi
1-thiophenyl-5-trimethylsilyl-pent-4-yn-2-ol
—— 2-methyl-6-(phenylthio)-N-(quinolin-8-yl)benzamide 1404616-67-6 C23H18N2OS
2-methyl-6-(phenylthio)-N-(quinolin-8-yl)benzamide
—— (2R)-3-(phenylthio)-1,2-propanediol 118206-03-4 C9H12O2S
(2R)-3-(phenylthio)-1,2-propanediol
—— (Z)-1-thiophenyl-5-trimethylsilyl-2-trimethylsilyloxyhex-4-ene 158070-30-5 C18H32OSSi2
(Z)-1-thiophenyl-5-trimethylsilyl-2-trimethylsilyloxyhex-4-ene
—— ({3-[(Prop-2-en-1-yl)oxy]prop-1-en-1-yl}sulfanyl)benzene 63540-09-0 C12H14OS
({3-[(Prop-2-en-1-yl)oxy]prop-1-en-1-yl}sulfanyl)benzene
—— 2-chloro-3-phenylthiopropan-1-ol 144363-38-2 C9H11ClOS
2-chloro-3-phenylthiopropan-1-ol
—— 4-Aza-phenothiazin-10-carbonsaeure-dimethylamino-aethylester 408521-21-1 C16H17N3O2S
4-Aza-phenothiazin-10-carbonsaeure-dimethylamino-aethylester
—— 5-phenylthiomethyl-3-phenylselenotetrahydrofuran-2-one 112233-30-4 C17H16O2SSe
5-phenylthiomethyl-3-phenylselenotetrahydrofuran-2-one
—— 3-Methyl-2-[(phenylsulfanyl)methyl]-4-pentenal 63540-21-6 C13H16OS
3-Methyl-2-[(phenylsulfanyl)methyl]-4-pentenal
—— 1-chloromethyl-2-(phenylthio)ethyl methoxymethyl ether 112091-39-1 C11H15ClO2S
1-chloromethyl-2-(phenylthio)ethyl methoxymethyl ether
—— 3-(2-methylprop-2-enoxy)prop-1-enylsulfanylbenzene 63540-11-4 C13H16OS
3-(2-methylprop-2-enoxy)prop-1-enylsulfanylbenzene
—— 8-methyl-1-(phenylthio)-7-nonen-2-ol 173912-28-2 C16H24OS
8-methyl-1-(phenylthio)-7-nonen-2-ol
—— methyl [3-bromo-4-(cyclopropylsulfanyl)phenyl]acetate 1174229-43-6 C12H13BrO2S
methyl [3-bromo-4-(cyclopropylsulfanyl)phenyl]acetate
—— (E)-1-(1-Propylsulfanyl-propyldisulfanyl)-propene 137363-95-2 C9H18S3
(E)-1-(1-Propylsulfanyl-propyldisulfanyl)-propene
—— 6-[5-(4-Methylphenyl)furan-2-yl]-3-[(4-methylsulfanylphenyl)methyl]-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole 1144110-92-8 C22H18N4OS2
6-[5-(4-Methylphenyl)furan-2-yl]-3-[(4-methylsulfanylphenyl)methyl]-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
—— [3-bromo-4-(cyclopropylsulfanyl)phenyl]acetic acid 1174229-42-5 C11H11BrO2S
[3-bromo-4-(cyclopropylsulfanyl)phenyl]acetic acid
—— (Z)-1-propenyl propyl trisulfide 23838-26-8 C6H12S3
(Z)-1-propenyl propyl trisulfide
—— 4-Diisopropylamino-7-methylmercapto-1H-imidazo<4,5-d>pyridazin 3438-75-3 C12H19N5S
4-Diisopropylamino-7-methylmercapto-1H-imidazo<4,5-d>pyridazin