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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-Methyl-2-[nitro(phenylsulfanyl)methylidene]imidazolidine 59761-07-8 C11H13N3O2S
1-Methyl-2-[nitro(phenylsulfanyl)methylidene]imidazolidine
—— Ethyl 2-[[4-[(4-chlorophenyl)thio]phenyl]thio]acetate 65251-11-8 C16H15ClO2S2
Ethyl 2-[[4-[(4-chlorophenyl)thio]phenyl]thio]acetate
—— 2-oxo-5-phenylthiomethyl-cyclopentaneheptanoic acid methyl ester 62344-34-7 C20H28O3S
2-oxo-5-phenylthiomethyl-cyclopentaneheptanoic acid methyl ester
—— methyl N-[N-[4-(3-methoxyphenyl)sulfanyl-2-(propanoylamino)phenyl]-C-methylsulfanylcarbonimidoyl]carbamate 59011-11-9 C20H23N3O4S2
methyl N-[N-[4-(3-methoxyphenyl)sulfanyl-2-(propanoylamino)phenyl]-C-methylsulfanylcarbonimidoyl]carbamate
—— methyl N-[N'-[2-(pentanoylamino)-4-phenylsulfanylphenyl]-N-propanoylcarbamimidoyl]carbamate 73851-11-3 C23H28N4O4S
methyl N-[N'-[2-(pentanoylamino)-4-phenylsulfanylphenyl]-N-propanoylcarbamimidoyl]carbamate
—— 8-(2,2-diethoxyethylmercapto)-10-phenylmercapto-5,9-decadienoic acid nitrile 61546-47-2 C22H31NO2S2
8-(2,2-diethoxyethylmercapto)-10-phenylmercapto-5,9-decadienoic acid nitrile
—— 4-[(2S)-1-[4-[2-[6-amino-8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]purin-9-yl]ethyl]piperidin-1-yl]-1-oxopropan-2-yl]oxy-4-oxobutanoic acid 1404618-46-7 C26H29BrN6O7S
4-[(2S)-1-[4-[2-[6-amino-8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]purin-9-yl]ethyl]piperidin-1-yl]-1-oxopropan-2-yl]oxy-4-oxobutanoic acid
—— (5-bromo-6-methyl-2-methylthio-4-oxopyrimidin-3(4H)-yl)acetohydrazide 1402043-68-8 C8H11BrN4O2S
(5-bromo-6-methyl-2-methylthio-4-oxopyrimidin-3(4H)-yl)acetohydrazide
—— 2-(5,6-Dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-2-ylidene)-1,3-benzodithiole-5,6-diol 1393349-15-9 C12H8O2S6
2-(5,6-Dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-2-ylidene)-1,3-benzodithiole-5,6-diol
—— 2-(Trichloromethyl)-4-[2-(trifluoromethyl)phenyl]sulfanyl-quinazoline 1336930-60-9 C16H8Cl3F3N2S
2-(Trichloromethyl)-4-[2-(trifluoromethyl)phenyl]sulfanyl-quinazoline
—— 4-(2-Chlorophenyl)sulfanyl-2-(trichloromethyl)quinazoline 1336933-33-5 C15H8Cl4N2S
4-(2-Chlorophenyl)sulfanyl-2-(trichloromethyl)quinazoline
—— 4-Phenylsulfanyl-2-(trichloromethyl)quinazoline 1336930-50-7 C15H9Cl3N2S
4-Phenylsulfanyl-2-(trichloromethyl)quinazoline
—— 4-(p-Tolylsulfanyl)-2-(trichloromethyl)quinazoline 1336930-68-7 C16H11Cl3N2S
4-(p-Tolylsulfanyl)-2-(trichloromethyl)quinazoline
—— 2,5-Dichloro-3,6-bis[(4-methylphenyl)sulfanyl]cyclohexa-2,5-diene-1,4-dione 1413935-90-6 C20H14Cl2O2S2
2,5-Dichloro-3,6-bis[(4-methylphenyl)sulfanyl]cyclohexa-2,5-diene-1,4-dione
—— 2-(Trichloromethyl)-4-[3-(trifluoromethyl)phenyl]sulfanyl-quinazoline 1336930-62-1 C16H8Cl3F3N2S
2-(Trichloromethyl)-4-[3-(trifluoromethyl)phenyl]sulfanyl-quinazoline
—— 2-Hydroxy-3,5,6-tris[(4-methylphenyl)sulfanyl]cyclohexa-2,5-diene-1,4-dione 1413935-89-3 C27H22O3S3
2-Hydroxy-3,5,6-tris[(4-methylphenyl)sulfanyl]cyclohexa-2,5-diene-1,4-dione
—— 2-(Trichloromethyl)-4-[4-(trifluoromethyl)phenyl]sulfanyl-quinazoline 1336930-63-2 C16H8Cl3F3N2S
2-(Trichloromethyl)-4-[4-(trifluoromethyl)phenyl]sulfanyl-quinazoline
—— 4-(3-Chlorophenyl)sulfanyl-2-(trichloromethyl)quinazoline 1336930-52-9 C15H8Cl4N2S
4-(3-Chlorophenyl)sulfanyl-2-(trichloromethyl)quinazoline
—— (8R,9R,10R,10aS)-8,9,10-trihydroxy-8,9,10,10a-tetrahydro-5H,7H-dipyrido[2,1-b:3',2'-e][1,3]thiazin-5-one 1369913-97-2 C11H12N2O4S
(8R,9R,10R,10aS)-8,9,10-trihydroxy-8,9,10,10a-tetrahydro-5H,7H-dipyrido[2,1-b:3',2'-e][1,3]thiazin-5-one
—— N-[(2,5-dimethoxyphenyl)methyl]-2-fluoro-N-(2-phenylsulfanylphenyl)acetamide 1400637-51-5 C23H22FNO3S
N-[(2,5-dimethoxyphenyl)methyl]-2-fluoro-N-(2-phenylsulfanylphenyl)acetamide
—— 4-(m-Tolylsulfanyl)-2-(trichloromethyl)quinazoline 1336930-67-6 C16H11Cl3N2S
4-(m-Tolylsulfanyl)-2-(trichloromethyl)quinazoline
—— (8R,9R,10R,10aR)-8,9,10-trihydroxy-8,9,10,10a-tetrahydro-5H,7H-dipyrido[2,1-b:3',2'-e][1,3]thiazin-5-one 1369914-00-0 C11H12N2O4S
(8R,9R,10R,10aR)-8,9,10-trihydroxy-8,9,10,10a-tetrahydro-5H,7H-dipyrido[2,1-b:3',2'-e][1,3]thiazin-5-one
—— 2-Hydroxy-3,5,6-tris(phenylsulfanyl)cyclohexa-2,5-diene-1,4-dione 1413935-83-7 C24H16O3S3
2-Hydroxy-3,5,6-tris(phenylsulfanyl)cyclohexa-2,5-diene-1,4-dione
—— 4-(3-Fluorophenyl)sulfanyl-2-(trichloromethyl)quinazoline 1336930-57-4 C15H8Cl3FN2S
4-(3-Fluorophenyl)sulfanyl-2-(trichloromethyl)quinazoline
—— N-(6-chloropyridin-3-yl)-3-fluoro-4-(4-fluorophenyl)sulfanylbenzamide 378241-28-2 C18H11ClF2N2OS
N-(6-chloropyridin-3-yl)-3-fluoro-4-(4-fluorophenyl)sulfanylbenzamide
—— 4-(2-Fluorophenyl)sulfanyl-2-(trichloromethyl)quinazoline 1336930-56-3 C15H8Cl3FN2S
4-(2-Fluorophenyl)sulfanyl-2-(trichloromethyl)quinazoline
—— 4-(4-Fluorophenyl)sulfanyl-2-(trichloromethyl)quinazoline 1336930-58-5 C15H8Cl3FN2S
4-(4-Fluorophenyl)sulfanyl-2-(trichloromethyl)quinazoline
—— 2,5-Dichloro-3,6-bis(phenylsulfanyl)cyclohexa-2,5-diene-1,4-dione 1413935-84-8 C18H10Cl2O2S2
2,5-Dichloro-3,6-bis(phenylsulfanyl)cyclohexa-2,5-diene-1,4-dione
—— 7-({4-[(3r)-3-Aminopyrrolidin-1-Yl]-5-Chloro-6-Ethyl-7h-Pyrrolo[2,3-D]pyrimidin-2-Yl}sulfanyl)pyrido[2,3-B]pyrazin-2(1h)-One 1275604-53-9 C19H19ClN8OS
7-({4-[(3r)-3-Aminopyrrolidin-1-Yl]-5-Chloro-6-Ethyl-7h-Pyrrolo[2,3-D]pyrimidin-2-Yl}sulfanyl)pyrido[2,3-B]pyrazin-2(1h)-One
—— 1-[3-(Benzylsulfanyl)pyridin-2-yl]propan-1-one 625826-75-7 C15H15NOS
1-[3-(Benzylsulfanyl)pyridin-2-yl]propan-1-one
—— tert-Butyl 6-amino-1,4-thiazepane-4-carboxylate 1,1-dioxide 1369503-78-5 C10H20N2O4S
tert-Butyl 6-amino-1,4-thiazepane-4-carboxylate 1,1-dioxide
—— (S)-fenticonazole 1268165-30-5 C24H20Cl2N2OS
(S)-fenticonazole
—— 1-[3-(Benzylsulfanyl)pyridin-2-yl]-2-bromopropan-1-one 625826-79-1 C15H14BrNOS
1-[3-(Benzylsulfanyl)pyridin-2-yl]-2-bromopropan-1-one
—— 4-[(4-Chlorophenyl)Sulfanyl]Phthalonitrile 1415344-04-5 C14H7ClN2S
4-[(4-Chlorophenyl)Sulfanyl]Phthalonitrile
—— 4-((p-tolylthio)methyl)phenol 54373-28-3 C14H14OS
4-((p-tolylthio)methyl)phenol
—— 2-{4-[(2-methoxyethyl)thio]phenyl}-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 1312479-28-9 C15H23BO3S
2-{4-[(2-methoxyethyl)thio]phenyl}-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
—— tert-butyl N-[3-[3-(cyclohexylmethylsulfanyl)phenyl]-4-hydroxybutyl]carbamate 1215077-20-5 C22H35NO3S
tert-butyl N-[3-[3-(cyclohexylmethylsulfanyl)phenyl]-4-hydroxybutyl]carbamate
—— Methyl 1-[(1-fluoro-2-methylpropan-2-yl)sulfonylmethyl]cyclohexane-1-carboxylate 865469-16-5 C13H23FO4S
Methyl 1-[(1-fluoro-2-methylpropan-2-yl)sulfonylmethyl]cyclohexane-1-carboxylate
—— 3-(Cyclohexylmethylsulfanyl)phenol 1215076-92-8 C13H18OS
3-(Cyclohexylmethylsulfanyl)phenol
—— 3-[5-(Cyclopropylmethyl)-2-methoxy-6-methyl-3-propan-2-ylpyridin-4-yl]sulfanyl-5-methylbenzonitrile 1205514-43-7 C22H26N2OS
3-[5-(Cyclopropylmethyl)-2-methoxy-6-methyl-3-propan-2-ylpyridin-4-yl]sulfanyl-5-methylbenzonitrile
—— 3,5,8-Triethyl-4-(trifluoromethylsulfonyl)-2,6,7-trioxa-1-borabicyclo[2.2.2]octane 1188369-94-9 C11H18BF3O5S
3,5,8-Triethyl-4-(trifluoromethylsulfonyl)-2,6,7-trioxa-1-borabicyclo[2.2.2]octane
—— 2-(butylthio)-N,N-dimethylpyrimidine-4,5,6-triamine 1099593-33-5 C10H19N5S
2-(butylthio)-N,N-dimethylpyrimidine-4,5,6-triamine
—— 5-[[3-(2-Bicyclo[2.2.1]hept-5-enylmethylsulfanyl)-2-methylpropyl]sulfanylmethyl]bicyclo[2.2.1]hept-2-ene 1385790-47-5 C20H30S2
5-[[3-(2-Bicyclo[2.2.1]hept-5-enylmethylsulfanyl)-2-methylpropyl]sulfanylmethyl]bicyclo[2.2.1]hept-2-ene
—— [2-(2,6-Diethyl-4-methylphenyl)-3-oxo-5-(2-pyrimidin-2-ylsulfanylethyl)cyclohexen-1-yl] 2,2-dimethylpropanoate 1415577-08-0 C28H36N2O3S
[2-(2,6-Diethyl-4-methylphenyl)-3-oxo-5-(2-pyrimidin-2-ylsulfanylethyl)cyclohexen-1-yl] 2,2-dimethylpropanoate
—— 3-Hydroxy-5-(2-phenylsulfanylethyl)cyclohex-2-en-1-one 1415577-51-3 C14H16O2S
3-Hydroxy-5-(2-phenylsulfanylethyl)cyclohex-2-en-1-one
—— 2-(2-Ethyl-4-hydroxyphenyl)-3-hydroxy-5-[2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylethyl]cyclohex-2-en-1-one 1415578-03-8 C22H22F3NO3S
2-(2-Ethyl-4-hydroxyphenyl)-3-hydroxy-5-[2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylethyl]cyclohex-2-en-1-one
—— 2-(2,6-Diethyl-4-methylphenyl)-3-hydroxy-5-[2-(5-nitropyridin-2-yl)sulfanylethyl]cyclohex-2-en-1-one 1415576-48-5 C24H28N2O4S
2-(2,6-Diethyl-4-methylphenyl)-3-hydroxy-5-[2-(5-nitropyridin-2-yl)sulfanylethyl]cyclohex-2-en-1-one
—— 2-(2,6-Diethyl-4-methylphenyl)-3-hydroxy-5-(2-phenylsulfanylethyl)cyclohex-2-en-1-one 1415575-80-2 C25H30O2S
2-(2,6-Diethyl-4-methylphenyl)-3-hydroxy-5-(2-phenylsulfanylethyl)cyclohex-2-en-1-one
—— 3-Hydroxy-5-[2-(5-nitropyridin-2-yl)sulfanylethyl]cyclohex-2-en-1-one 1415577-85-3 C13H14N2O4S
3-Hydroxy-5-[2-(5-nitropyridin-2-yl)sulfanylethyl]cyclohex-2-en-1-one
—— 3-Hydroxy-5-[1-[5-(trifluoromethyl)pyridin-2-yl]sulfanylpropan-2-yl]cyclohex-2-en-1-one 1415577-69-3 C15H16F3NO2S
3-Hydroxy-5-[1-[5-(trifluoromethyl)pyridin-2-yl]sulfanylpropan-2-yl]cyclohex-2-en-1-one