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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
—— dipropyl-thiocarbamic acid <i>S</i>-pentyl ester 100387-14-2 C12H25NOS
dipropyl-thiocarbamic acid <i>S</i>-pentyl ester
—— tert-Butyl-N,N-dipropyl-thiolcarbamat 2212-63-7 C11H23NOS
tert-Butyl-N,N-dipropyl-thiolcarbamat
—— o-(Methylthio)-phenyl ethyl sulphide 83500-73-6 C9H12S2
o-(Methylthio)-phenyl ethyl sulphide
—— 5-methyl-3-phenylthiomethyl-5-hydrofuran-2-one 135447-03-9 C12H12O2S
5-methyl-3-phenylthiomethyl-5-hydrofuran-2-one
—— N.N-Dipropyl-thiocarbaminsaeure-S-butylester 52888-87-6 C11H23NOS
N.N-Dipropyl-thiocarbaminsaeure-S-butylester
—— (R)-tetrahydro-2,2,6-trimethyl-3,3-trimethylenedithio-2H-pyran 150920-98-2 C11H20OS2
(R)-tetrahydro-2,2,6-trimethyl-3,3-trimethylenedithio-2H-pyran
—— Diethyl-dithiocarbamic acid 4-cyano-3-diethylthiocarbamoylsulfanyl-isothiazol-5-yl ester 42207-85-2 C14H20N4S5
Diethyl-dithiocarbamic acid 4-cyano-3-diethylthiocarbamoylsulfanyl-isothiazol-5-yl ester
—— Methyl-1-methylthiomethylsulfoxid 35493-33-5 C4H10OS2
Methyl-1-methylthiomethylsulfoxid
—— 3-Methyl-1-phenylthio-1-trimethylsilylbuta-1,2-diene 89267-70-9 C14H20SSi
3-Methyl-1-phenylthio-1-trimethylsilylbuta-1,2-diene
—— 3-Carboxymethylthio-5-methylthio-4-cyan-isothiazol 343772-60-1 C7H6N2O2S3
3-Carboxymethylthio-5-methylthio-4-cyan-isothiazol
—— (S)-2-methyl-3-(1,3-dithian-2-yl)-2,6-heptanediol 150920-97-1 C11H22O2S2
(S)-2-methyl-3-(1,3-dithian-2-yl)-2,6-heptanediol
—— 4-Chloro-8-methylsulfanyl-isothiazolo[4',3':4,5]thieno[3,2-d][1,2,3]triazine 135518-30-8 C7H3ClN4S3
4-Chloro-8-methylsulfanyl-isothiazolo[4',3':4,5]thieno[3,2-d][1,2,3]triazine
—— Dimethylthiocarbamidsaeure-S-<5-cyan-1-(1-cyan-2,2-dimethylpropyliden)-6,6-dimethyl-2,3-dithia-4-heptenylester> 91529-58-7 C17H25N3OS3
Dimethylthiocarbamidsaeure-S-<5-cyan-1-(1-cyan-2,2-dimethylpropyliden)-6,6-dimethyl-2,3-dithia-4-heptenylester>
—— 2-[(4-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)-sulphanyl]-4-trifluoromethyl-benzonitrile 332349-40-3 C11H7F3N4OS
2-[(4-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)-sulphanyl]-4-trifluoromethyl-benzonitrile
—— [3-Methyl-1,5,5-tris(phenylsulfanyl)pentyl]sulfanylbenzene 70871-24-8 C30H30S4
[3-Methyl-1,5,5-tris(phenylsulfanyl)pentyl]sulfanylbenzene
—— 5-fluoro-2-(thiophenyl)phenyl isocyanate 329217-52-9 C13H8FNOS
5-fluoro-2-(thiophenyl)phenyl isocyanate
—— 3-ethoxycarbonyl-2-methyl-5,6-dihydro-1,4-dithiin-1,1,4,4-tetroxide 69149-56-0 C8H12O6S2
3-ethoxycarbonyl-2-methyl-5,6-dihydro-1,4-dithiin-1,1,4,4-tetroxide
—— 2-anilino-4-methylsulfanyl-3-phenyl-3<i>H</i>-[1,3,5]triazepine-6,7-dione 68822-95-7 C17H14N4O2S
2-anilino-4-methylsulfanyl-3-phenyl-3<i>H</i>-[1,3,5]triazepine-6,7-dione
—— 3,10-Dimethoxy-6,13-dichlorotriphenodithiazin 70753-49-0 C20H12Cl2N2O2S2
3,10-Dimethoxy-6,13-dichlorotriphenodithiazin
—— 7-(pyridin-2-yl)thioimidazo[5,1-b]thiazole 352305-72-7 C10H7N3S2
7-(pyridin-2-yl)thioimidazo[5,1-b]thiazole
—— 3-fluoro-2-(thiophenyl)phenyl isocyanate 329217-23-4 C13H8FNOS
3-fluoro-2-(thiophenyl)phenyl isocyanate
—— 7-(pyridin-4-yl)thioimidazo[5,1-b]thiazole 352470-04-3 C10H7N3S2
7-(pyridin-4-yl)thioimidazo[5,1-b]thiazole
—— 4-chloro-2-(4-fluorophenylthio)-7-(2-(methylsulfonyl)ethyl)-7H-pyrrolo[2,3-d]pyrimidine 1361961-08-1 C15H13ClFN3O2S2
4-chloro-2-(4-fluorophenylthio)-7-(2-(methylsulfonyl)ethyl)-7H-pyrrolo[2,3-d]pyrimidine
—— 3-fluoro-2-thiophenylaniline 329217-21-2 C12H10FNS
3-fluoro-2-thiophenylaniline
—— 6-[[5-[6-oxo-6-[[(1S)-1-phenylethyl]amino]hexyl]sulfanyl-2-sulfanylidene-1,3-dithiol-4-yl]sulfanyl]-N-[(1S)-1-phenylethyl]hexanamide 1226496-90-7 C31H40N2O2S5
6-[[5-[6-oxo-6-[[(1S)-1-phenylethyl]amino]hexyl]sulfanyl-2-sulfanylidene-1,3-dithiol-4-yl]sulfanyl]-N-[(1S)-1-phenylethyl]hexanamide
—— 4-fluoro-2-(thiophenyl)phenyl isocyanate 329216-98-0 C13H8FNOS
4-fluoro-2-(thiophenyl)phenyl isocyanate
—— 4-[3-({4-[(1-methyl-1H-pyrazol-5-yl)methyl]phenyl}thio)phenyl]tetrahydro-2H-pyran-4-carboxamide 1159185-78-0 C23H25N3O2S
4-[3-({4-[(1-methyl-1H-pyrazol-5-yl)methyl]phenyl}thio)phenyl]tetrahydro-2H-pyran-4-carboxamide
—— 5,11,17-Tritert-butyl-23-(4-methylphenyl)sulfanylpentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaene-25,26,27,28-tetrol 1237538-95-2 C47H54O4S
5,11,17-Tritert-butyl-23-(4-methylphenyl)sulfanylpentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaene-25,26,27,28-tetrol
—— 4-{3-[3-fluoro-4-(2-methyl-2H-pyrazol-3-ylmethyl)phenylsulfanyl]phenyl}tetrahydro-pyran-4-carboxylic acid amide 1159185-76-8 C23H24FN3O2S
4-{3-[3-fluoro-4-(2-methyl-2H-pyrazol-3-ylmethyl)phenylsulfanyl]phenyl}tetrahydro-pyran-4-carboxylic acid amide
—— ethyl 3-hydroxy-5-oxo-7-aminothiazolino<3,2-a>pyrimidine-3-acetate 78974-58-0 C10H13N3O4S
ethyl 3-hydroxy-5-oxo-7-aminothiazolino<3,2-a>pyrimidine-3-acetate
—— 4-(3-{[5-chloro-6-(1-methyl-1H-pyrazol-5-yl)pyridin-3-yl]thio}phenyl)tetrahydro-2H-pyran-4-carboxamide 1159185-52-0 C21H21ClN4O2S
4-(3-{[5-chloro-6-(1-methyl-1H-pyrazol-5-yl)pyridin-3-yl]thio}phenyl)tetrahydro-2H-pyran-4-carboxamide
—— 2a-hydroxy-2a,3-dihydro-2<i>H</i>,5<i>H</i>-1-thia-5,8,8b-triaza-acenaphthylene-4,7-dione 72195-13-2 C8H7N3O3S
2a-hydroxy-2a,3-dihydro-2<i>H</i>,5<i>H</i>-1-thia-5,8,8b-triaza-acenaphthylene-4,7-dione
—— ethyl-phosphonothioic acid <i>O</i>-ethyl ester <i>O</i>'-(5-ethylsulfanyl-1-methyl-6-oxo-1,6-dihydro-pyridazin-4-yl) ester 37840-80-5 C11H19N2O3PS2
ethyl-phosphonothioic acid <i>O</i>-ethyl ester <i>O</i>'-(5-ethylsulfanyl-1-methyl-6-oxo-1,6-dihydro-pyridazin-4-yl) ester
—— 5-(ethylsulfanyl)-4-methyl-2,4-dihydro-3H-1,2,4-triazol-3-one 53065-51-3 C5H9N3OS
5-(ethylsulfanyl)-4-methyl-2,4-dihydro-3H-1,2,4-triazol-3-one
—— 4-(Ethylthio)-5-mercapto-2-methyl-3(2H)-pyridazinone 72039-20-4 C7H10N2OS2
4-(Ethylthio)-5-mercapto-2-methyl-3(2H)-pyridazinone
—— 2-Methyl-2,4-dithiopseudobiuret 40056-40-4 C3H7N3S2
2-Methyl-2,4-dithiopseudobiuret
—— ethyl 4-[(4-methylphenyl)thio]thieno[2,3-b]pyridine-5-carboxylate 251996-25-5 C17H15NO2S2
ethyl 4-[(4-methylphenyl)thio]thieno[2,3-b]pyridine-5-carboxylate
—— 4-p-Tolylsulfanyl-thieno[2,3-b]pyridine-5-carboxylic acid 331282-86-1 C15H11NO2S2
4-p-Tolylsulfanyl-thieno[2,3-b]pyridine-5-carboxylic acid
—— 7-Imino-5,7-dihydro-1-thia-5,8,8b-triazaacenaphthylen-4(2H)-one 69836-19-7 C8H6N4OS
7-Imino-5,7-dihydro-1-thia-5,8,8b-triazaacenaphthylen-4(2H)-one
—— 4-[(4-methylphenyl)thio]thieno[2,3-b]pyridine 251996-26-6 C14H11NS2
4-[(4-methylphenyl)thio]thieno[2,3-b]pyridine
—— 2-methanesulfinyl-propionic acid 856810-48-5 C4H8O3S
2-methanesulfinyl-propionic acid
—— 2-((4-bromobenzyl)thio)-5-(pyridin-4-yl)-1,3,4-oxadiazole 915889-32-6 C14H10BrN3OS
2-((4-bromobenzyl)thio)-5-(pyridin-4-yl)-1,3,4-oxadiazole
—— 2,3-dimethyl-4-(methylthio)pyridine-N-oxide 1219815-69-6 C8H11NOS
2,3-dimethyl-4-(methylthio)pyridine-N-oxide
—— 2-<(Phenylthio)methyl>-3-methylpyridine 76915-52-1 C13H13NS
2-<(Phenylthio)methyl>-3-methylpyridine
—— methyl 5,6,8-trideoxy-2,3-O-(1-methylethylidene)-7-S-phenyl-7-thio-β-D-ribo-oct-7-enofuranoside 494211-85-7 C18H24O4S
methyl 5,6,8-trideoxy-2,3-O-(1-methylethylidene)-7-S-phenyl-7-thio-β-D-ribo-oct-7-enofuranoside
—— 5-Methylene-3-phenylsulfanyl-nonanenitrile 141649-87-8 C16H21NS
5-Methylene-3-phenylsulfanyl-nonanenitrile
—— 4-(2-Methyl-1H-benzoimidazol-5-ylsulfanyl)-phenylamine 97849-17-7 C14H13N3S
4-(2-Methyl-1H-benzoimidazol-5-ylsulfanyl)-phenylamine
—— 3-((4-(trifluoromethyl)phenyl)thio)quinoline 1299398-39-2 C16H10F3NS
3-((4-(trifluoromethyl)phenyl)thio)quinoline
—— 2-Morpholino-3-methyl-2,3-dihydrobenzo<b>thiophen 342802-59-9 C13H17NOS
2-Morpholino-3-methyl-2,3-dihydrobenzo<b>thiophen
—— 3-chloro-10-(pyrrolidine-1-carbonyl)-10<i>H</i>-benzo[<i>b</i>]pyrido[2,3-<i>e</i>][1,4]thiazine 19825-17-3 C16H14ClN3OS
3-chloro-10-(pyrrolidine-1-carbonyl)-10<i>H</i>-benzo[<i>b</i>]pyrido[2,3-<i>e</i>][1,4]thiazine