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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
—— 7-(1-methylethyl)-2,4-bis(methylsulfanyl)imidazo[2,1-f]-1,2,4-triazine 1099104-72-9 C10H14N4S2
7-(1-methylethyl)-2,4-bis(methylsulfanyl)imidazo[2,1-f]-1,2,4-triazine
—— 3,6-Bis-methylsulfanyl-thiazolo[5,4-e][1,2,4]triazine 112394-70-4 C6H6N4S3
3,6-Bis-methylsulfanyl-thiazolo[5,4-e][1,2,4]triazine
—— 8-Hydrazino-6-(methylsulfanyl)imidazo[2,1-f][1,2,4]triazine 254114-40-4 C6H8N6S
8-Hydrazino-6-(methylsulfanyl)imidazo[2,1-f][1,2,4]triazine
—— 3-Methylsulfanyl-thiazolo[5,4-e][1,2,4]triazine-6-thiol 112394-30-6 C5H4N4S3
3-Methylsulfanyl-thiazolo[5,4-e][1,2,4]triazine-6-thiol
—— 6-(Methylsulfanyl)imidazo[2,1-f][1,2,4]triazine 254114-41-5 C6H6N4S
6-(Methylsulfanyl)imidazo[2,1-f][1,2,4]triazine
—— 3-methyl-1-phenyl-1,3-bis(phenylthio)-2-butanone 104354-57-6 C23H22OS2
3-methyl-1-phenyl-1,3-bis(phenylthio)-2-butanone
—— (2,2,4,4-Tetramethyl-cyclobutylsulfanyl)-benzene 67132-85-8 C14H20S
(2,2,4,4-Tetramethyl-cyclobutylsulfanyl)-benzene
—— 8-Methylsulfanyl-6-(methylsulfonyl)imidazo[2,1-f][1,2,4]triazine 254114-48-2 C7H8N4O2S2
8-Methylsulfanyl-6-(methylsulfonyl)imidazo[2,1-f][1,2,4]triazine
—— 2-(6-Acetylamino-pyridin-3-ylsulfanyl)-benzoic acid 177584-46-2 C14H12N2O3S
2-(6-Acetylamino-pyridin-3-ylsulfanyl)-benzoic acid
—— 4-methyl-6-methylthio-2-phenylpyrimidine-5-carbonitrile 216777-21-8 C13H11N3S
4-methyl-6-methylthio-2-phenylpyrimidine-5-carbonitrile
—— 2-thiomethyl-5-formylthiazole 95453-55-7 C5H5NOS2
2-thiomethyl-5-formylthiazole
—— 5-chloro-2-(methylthio)thiazole 915137-38-1 C4H4ClNS2
5-chloro-2-(methylthio)thiazole
—— (E)-butyl 3-(2-(methylthio)thiazol-5-yl)acrylate 1236376-63-8 C11H15NO2S2
(E)-butyl 3-(2-(methylthio)thiazol-5-yl)acrylate
—— 3-(4-chlorophenylthio)-1-(thiophen-2-yl)-1-propanone 320422-69-3 C13H11ClOS2
3-(4-chlorophenylthio)-1-(thiophen-2-yl)-1-propanone
—— N-(5-(2,4-dichlorophenylthio)-1,3-dimethyl-4-pyrazolyl)formamide 152527-18-9 C12H11Cl2N3OS
N-(5-(2,4-dichlorophenylthio)-1,3-dimethyl-4-pyrazolyl)formamide
—— 1,2-dihydro-2-oxo-5-phenylthio-3-pyridinecarboxylic acid, t-butyl ester 95797-13-0 C16H17NO3S
1,2-dihydro-2-oxo-5-phenylthio-3-pyridinecarboxylic acid, t-butyl ester
—— 2-[1-(3-Methoxy-pyridin-2-yl)-1H-imidazol-2-ylsulfanylmethyl]-phenylamine 117296-42-1 C16H16N4OS
2-[1-(3-Methoxy-pyridin-2-yl)-1H-imidazol-2-ylsulfanylmethyl]-phenylamine
—— 1,2-dihydro-2-oxo-5-phenylthio-3-pyridinecarboxylic acid 95797-14-1 C12H9NO3S
1,2-dihydro-2-oxo-5-phenylthio-3-pyridinecarboxylic acid
—— 2-(2-(4-hydroxybutyl)-1,3-dithian-2-yl)acetaldehyde 1373273-64-3 C10H18O2S2
2-(2-(4-hydroxybutyl)-1,3-dithian-2-yl)acetaldehyde
—— 5-Methyl-6-phenylsulfanylhex-3-yn-2-ol 1262416-53-4 C13H16OS
5-Methyl-6-phenylsulfanylhex-3-yn-2-ol
—— 2-(1-Methyl-2-phenylsulfanyl-ethyl)-[1,3]dioxolane 56161-50-3 C12H16O2S
2-(1-Methyl-2-phenylsulfanyl-ethyl)-[1,3]dioxolane
—— 5-ethylthio-2-(β-hydroxyethyl)thiophene 57555-40-5 C8H12OS2
5-ethylthio-2-(β-hydroxyethyl)thiophene
—— 1-(2,6-diisopropylphenyl)-3-[4-(4-chlorophenylsulfanyl)-phenyl]-urea 1155798-59-6 C25H27ClN2OS
1-(2,6-diisopropylphenyl)-3-[4-(4-chlorophenylsulfanyl)-phenyl]-urea
—— 5-Methoxy-2-methylthio-3-formylthiophene 71908-82-2 C7H8O2S2
5-Methoxy-2-methylthio-3-formylthiophene
—— 5-Methoxy-3-methylthio-2-formylthiophene 78395-14-9 C7H8O2S2
5-Methoxy-3-methylthio-2-formylthiophene
—— 4-Methylthio-2-methoxythiophene 78395-13-8 C6H8OS2
4-Methylthio-2-methoxythiophene
—— 1,9-bis(phenylthio)dibenzoselenophene 142371-47-9 C24H16S2Se
1,9-bis(phenylthio)dibenzoselenophene
—— tert-butyl (4S)-4-[(4S)-4-cyano-4-methyl-5H-1,3-thiazol-2-yl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate 1289377-43-0 C15H23N3O3S
tert-butyl (4S)-4-[(4S)-4-cyano-4-methyl-5H-1,3-thiazol-2-yl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate
—— 3-ethylsulfanyl-5-methyl-1H-1,2,4-triazole 6998-58-9 C5H9N3S
3-ethylsulfanyl-5-methyl-1H-1,2,4-triazole
—— α,α-dimethyl-(5-phenylthio)-2-furfuryl propargyl ether 220326-43-2 C16H16O2S
α,α-dimethyl-(5-phenylthio)-2-furfuryl propargyl ether
—— 2lambda6,7,12lambda6,17,22-Pentathiahexacyclo[21.2.2.23,6.28,11.213,16.218,21]pentatriaconta-1(25),3(35),4,6(34),8(33),9,11(32),13(31),14,16(30),18,20,23,26,28-pentadecaene 2,2,12,12-tetraoxide 1204429-59-3 C30H20O4S5
2lambda6,7,12lambda6,17,22-Pentathiahexacyclo[21.2.2.23,6.28,11.213,16.218,21]pentatriaconta-1(25),3(35),4,6(34),8(33),9,11(32),13(31),14,16(30),18,20,23,26,28-pentadecaene 2,2,12,12-tetraoxide
—— 2-(2'-phenylsulfido-phenyl)-6-morpholin-4-yl-pyran-4-one 587871-32-7 C21H19NO3S
2-(2'-phenylsulfido-phenyl)-6-morpholin-4-yl-pyran-4-one
—— (3-Methyl-isoxazol-5-yl)-bis-methylsulfanyl-acetic acid 84654-23-9 C8H11NO3S2
(3-Methyl-isoxazol-5-yl)-bis-methylsulfanyl-acetic acid
—— α-methyl-(5-phenylthio)-2-furfuryl propargyl ether 220326-42-1 C15H14O2S
α-methyl-(5-phenylthio)-2-furfuryl propargyl ether
—— 1,2-di-[6-mercapto-2H-[1,2,4]triazine-3,5-dione]ethane 372154-86-4 C8H8N6O4S2
1,2-di-[6-mercapto-2H-[1,2,4]triazine-3,5-dione]ethane
—— (1R,3R)-3-(but-3'-enyloxy)-1-[(tert-butyldimethylsilyl)oxy]-5,5-ethylenedithio-2-methylenecyclohexane 1155974-98-3 C19H34O2S2Si
(1R,3R)-3-(but-3'-enyloxy)-1-[(tert-butyldimethylsilyl)oxy]-5,5-ethylenedithio-2-methylenecyclohexane
—— 1-cyano-3-(p-chlorophenylthio)indolizine 1331782-18-3 C15H9ClN2S
1-cyano-3-(p-chlorophenylthio)indolizine
—— 2-ethoxyethyl 3-[(3,5-dioxo-2H-1,2,4-triazin-6-yl)sulfanyl]propanoate 6145-45-5 C10H15N3O5S
2-ethoxyethyl 3-[(3,5-dioxo-2H-1,2,4-triazin-6-yl)sulfanyl]propanoate
—— Dimethylbis(phenylthio)malonat 61587-07-3 C17H16O4S2
Dimethylbis(phenylthio)malonat
—— 1-Fluoro-4-[4-[4-(4-fluorophenyl)sulfanylphenyl]sulfanylphenyl]sulfanylbenzene 1151766-61-8 C24H16F2S3
1-Fluoro-4-[4-[4-(4-fluorophenyl)sulfanylphenyl]sulfanylphenyl]sulfanylbenzene
—— 1-Methyl-4-[4-[4-(4-methylphenyl)sulfanylphenyl]sulfanylphenyl]sulfanylbenzene 1151766-60-7 C26H22S3
1-Methyl-4-[4-[4-(4-methylphenyl)sulfanylphenyl]sulfanylphenyl]sulfanylbenzene
—— 1-(2-mercapto-4-methyl-6-(methylthio)pyrimidin-5-yl)ethanone 712321-11-4 C8H10N2OS2
1-(2-mercapto-4-methyl-6-(methylthio)pyrimidin-5-yl)ethanone
—— 1-(2-hydroxy-4-methyl-6-(methylthio)pyrimidin-5-yl)ethanone 1234464-37-9 C8H10N2O2S
1-(2-hydroxy-4-methyl-6-(methylthio)pyrimidin-5-yl)ethanone
—— 1-(3-methyl-5-(methylthio)isoxazole-4-yl)ethanone 1259434-08-6 C7H9NO2S
1-(3-methyl-5-(methylthio)isoxazole-4-yl)ethanone
—— 5-Methyl-4-acetyl-3-methylthio-pyrazol 31728-79-7 C7H10N2OS
5-Methyl-4-acetyl-3-methylthio-pyrazol
—— 4-(2-hydroxyethoxy)-6-methyl-2-methylthiopyrimidine 112010-51-2 C8H12N2O2S
4-(2-hydroxyethoxy)-6-methyl-2-methylthiopyrimidine
—— 2-(butylthio)-3,5,6,7-tetrahydro-4H-cyclopenta[d]pyrimidin-4-one 451487-16-4 C11H16N2OS
2-(butylthio)-3,5,6,7-tetrahydro-4H-cyclopenta[d]pyrimidin-4-one
—— 2-[(5-Amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(4,4-dimethyl-1-sulfanylidenedithiolo[3,4-c]quinolin-5-yl)ethanone 6204-99-5 C16H14N4OS5
2-[(5-Amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(4,4-dimethyl-1-sulfanylidenedithiolo[3,4-c]quinolin-5-yl)ethanone
—— 6-propylsulfanyl-2<i>H</i>-[1,2,4]triazine-3,5-dione 61958-70-1 C6H9N3O2S
6-propylsulfanyl-2<i>H</i>-[1,2,4]triazine-3,5-dione
—— 1-Chloromethylsulfanyl-3,3-dimethyl-but-1-yne 77633-42-2 C7H11ClS
1-Chloromethylsulfanyl-3,3-dimethyl-but-1-yne