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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
—— S-[2-(methylamino)ethyl] 2-methylsulfonylethanethioate;hydrochloride 1190228-02-4 C6H13NO3S2*ClH
S-[2-(methylamino)ethyl] 2-methylsulfonylethanethioate;hydrochloride
—— 2-(3-(naphthalen-2-ylthio)-1H-indol-4-yloxy)-N-(thiophen-2-ylsulfonyl)acetamide 1057256-33-3 C24H18N2O4S3
2-(3-(naphthalen-2-ylthio)-1H-indol-4-yloxy)-N-(thiophen-2-ylsulfonyl)acetamide
—— 2-benzyl-N-phenethyl-3-(phenylthio)propanamide 1146929-35-2 C24H25NOS
2-benzyl-N-phenethyl-3-(phenylthio)propanamide
—— 4-(2-Pyrimidinylthio)-3-quinolinecarboximidamide 1153327-13-9 C14H11N5S
4-(2-Pyrimidinylthio)-3-quinolinecarboximidamide
—— 2-amino-4,6-bis{[2-(diisopropoxyphosphorylmethoxy)-ethyl]sulfanyl}pyrimidine 1160513-42-7 C22H43N3O8P2S2
2-amino-4,6-bis{[2-(diisopropoxyphosphorylmethoxy)-ethyl]sulfanyl}pyrimidine
—— Benzenamine, 2-methyl-4-(propylthio)- 1155084-81-3 C10H15NS
Benzenamine, 2-methyl-4-(propylthio)-
—— 1-[(2-Fluorophenyl)thio]-3-(propylamino)-2-propanol 1152878-97-1 C12H18FNOS
1-[(2-Fluorophenyl)thio]-3-(propylamino)-2-propanol
—— 1,4-bis(6-methoxy-s-tetrazin-3-ylthio)butane 1206227-56-6 C10H14N8O2S2
1,4-bis(6-methoxy-s-tetrazin-3-ylthio)butane
—— 4-[4-(methylsulfanyl)phenyl]-4,7-dihydrofuro[3,4-d]pyrimidine-2,5(1H,3H)-dione 1223888-73-0 C13H12N2O3S
4-[4-(methylsulfanyl)phenyl]-4,7-dihydrofuro[3,4-d]pyrimidine-2,5(1H,3H)-dione
—— 4-Chloro-2-(4-methylpyrimidin-2-ylthio)thiazole-5-carbaldehyde 914348-70-2 C9H6ClN3OS2
4-Chloro-2-(4-methylpyrimidin-2-ylthio)thiazole-5-carbaldehyde
—— 4-chloro-2-(1-methyl-1H-imidazol-2-ylthio)thiazole-5-carbaldehyde 914348-72-4 C8H6ClN3OS2
4-chloro-2-(1-methyl-1H-imidazol-2-ylthio)thiazole-5-carbaldehyde
—— 4-Fluorothioanisole-d4 1189510-57-3 C7H7FS
4-Fluorothioanisole-d4
—— [(4-Methyl-5-sulfanylidene-4,5-dihydro-1,3,4-thiadiazol-2-yl)sulfanyl]acetonitrile 834899-99-9 C5H5N3S3
[(4-Methyl-5-sulfanylidene-4,5-dihydro-1,3,4-thiadiazol-2-yl)sulfanyl]acetonitrile
—— 5-(4-(Methylthio)phenyl)isoxazole-3-carboxylic acid 763109-74-6 C11H9NO3S
5-(4-(Methylthio)phenyl)isoxazole-3-carboxylic acid
—— 4-(Methylthio)-3-pyridinecarbonitrile 435271-25-3 C7H6N2S
4-(Methylthio)-3-pyridinecarbonitrile
—— 1-Methyl-4-(methylthio)-1h-pyrrole-2-carbaldehyde 482585-33-1 C7H9NOS
1-Methyl-4-(methylthio)-1h-pyrrole-2-carbaldehyde
—— 3-(Methylsulfinyl)-1-propen-2-ol 191920-24-8 C4H8O2S
3-(Methylsulfinyl)-1-propen-2-ol
—— N-(Aminothioxomethyl)cyclobutanecarboxamide 161063-31-6 C6H10N2OS
N-(Aminothioxomethyl)cyclobutanecarboxamide
—— N-Methyl-N-(N'-methylcarbamimidoyl)thiourea 535975-83-8 C4H10N4S
N-Methyl-N-(N'-methylcarbamimidoyl)thiourea
—— 1-Methyl-1H-imidazol-2-yl carbamimidothioate 739320-81-1 C5H8N4S
1-Methyl-1H-imidazol-2-yl carbamimidothioate
—— N-[2-(Aziridin-1-yl)ethyl]-N-methylthiourea 502485-49-6 C6H13N3S
N-[2-(Aziridin-1-yl)ethyl]-N-methylthiourea
—— [1,2,4]Triazolo[3,4-b][1,3]thiazepine 585528-62-7 C6H5N3S
[1,2,4]Triazolo[3,4-b][1,3]thiazepine
—— 5,6-dihydro-1-methyl-3-methylthiopyrazin-2(1H)-one 562814-54-4 C6H10N2OS
5,6-dihydro-1-methyl-3-methylthiopyrazin-2(1H)-one
—— N-methyl-N-(2-methylsulfanylethyl)-thioacetamide 786686-41-7 C6H13NS2
N-methyl-N-(2-methylsulfanylethyl)-thioacetamide
—— 4-Ethyl-5-methyl-2,6-bis(methylsulfanyl)pyrimidine 665008-54-8 C9H14N2S2
4-Ethyl-5-methyl-2,6-bis(methylsulfanyl)pyrimidine
—— 2,3-Diethyl-2,3-dihydrothieno[3,4-b][1,4]dithiine 524709-13-5 C10H14S3
2,3-Diethyl-2,3-dihydrothieno[3,4-b][1,4]dithiine
—— S-Methyl cyclopentanesulfonothioate 30547-09-2 C6H12O2S2
S-Methyl cyclopentanesulfonothioate
—— N-Butan-2-yl-N-cyclopentylthiourea 72529-54-5 C10H20N2S
N-Butan-2-yl-N-cyclopentylthiourea
—— 2,3-Dimethylpyrazino<2,3-b><1,4>thiazin 55360-59-3 C8H11N3S
2,3-Dimethylpyrazino<2,3-b><1,4>thiazin
—— (4-Bromo-2-phenylsulfanyl-1,3-oxazol-5-yl)-(furan-2-yl)methanol 1226782-03-1 C14H10BrNO3S
(4-Bromo-2-phenylsulfanyl-1,3-oxazol-5-yl)-(furan-2-yl)methanol
—— (4-Bromo-2-phenylsulfanyl-1,3-oxazol-5-yl)-tri(propan-2-yl)silane 1226782-02-0 C18H26BrNOSSi
(4-Bromo-2-phenylsulfanyl-1,3-oxazol-5-yl)-tri(propan-2-yl)silane
—— 4-(4-chlorophenylthio)-5-phenylselenopheno[2,3-b]thiophene 1218795-61-9 C18H11ClS2Se
4-(4-chlorophenylthio)-5-phenylselenopheno[2,3-b]thiophene
—— 2-Methylmercapto-7-oxo-6-phenyl-7H-<1.3.4>thiadiazolo<2.3-c>-as-triazin 93692-05-8 C11H8N4OS2
2-Methylmercapto-7-oxo-6-phenyl-7H-<1.3.4>thiadiazolo<2.3-c>-as-triazin
—— (1R,2S)-2-(Methylsulfanyl)cyclopropan-1-amine 65561-69-5 C4H9NS
(1R,2S)-2-(Methylsulfanyl)cyclopropan-1-amine
—— (1R,2R)-2-(Methylsulfanyl)cyclopropan-1-amine 65561-70-8 C4H9NS
(1R,2R)-2-(Methylsulfanyl)cyclopropan-1-amine
—— N,N'-Dimethyl-N,N'-bis-(thioacetyl)-propan-1,3-diamin 63820-31-5 C9H18N2S2
N,N'-Dimethyl-N,N'-bis-(thioacetyl)-propan-1,3-diamin
—— Acetic acid 2-(methyl-thioacetyl-amino)-ethyl ester 69394-46-3 C7H13NO2S
Acetic acid 2-(methyl-thioacetyl-amino)-ethyl ester
—— Pentanethioamide, 3-hydroxy-N,N-dimethyl- 200562-74-9 C7H15NOS
Pentanethioamide, 3-hydroxy-N,N-dimethyl-
—— S-{3-[Ethanethioyl(methyl)amino]propyl} ethanethioate 82125-90-4 C8H15NOS2
S-{3-[Ethanethioyl(methyl)amino]propyl} ethanethioate
—— S-[1-(2,2-Dimethylpropanethioyl)azetidin-3-yl] ethanethioate 886590-72-3 C10H17NOS2
S-[1-(2,2-Dimethylpropanethioyl)azetidin-3-yl] ethanethioate
—— 1H-Thiazolo[4,5-E][1,3,4]thiadiazine 958879-95-3 C4H3N3S2
1H-Thiazolo[4,5-E][1,3,4]thiadiazine
—— 3-(3-(cyclohexylmethylthio)phenyl)prop-2-yn-1-amine 1215075-04-9 C16H21NS
3-(3-(cyclohexylmethylthio)phenyl)prop-2-yn-1-amine
—— 2-((5-Methyl-1,3,4-thiadiazol-2-yl)thio)propan-1-amine 869942-46-1 C6H11N3S2
2-((5-Methyl-1,3,4-thiadiazol-2-yl)thio)propan-1-amine
—— 2-Pyrimidinamine, 4-[(1-methylpropyl)thio]-6-(trifluoromethyl)- 1598240-00-6 C9H12F3N3S
2-Pyrimidinamine, 4-[(1-methylpropyl)thio]-6-(trifluoromethyl)-
—— 1-Oxa-4-thia-7-aza-spiro[4.4]nonane hydrochloride 958451-82-6 C6H12ClNOS
1-Oxa-4-thia-7-aza-spiro[4.4]nonane hydrochloride
—— 4-(2-Fluoro-ethylsulfanyl)-benzeneboronic acid 958451-96-2 C8H10BFO2S
4-(2-Fluoro-ethylsulfanyl)-benzeneboronic acid
—— 1,4-Dithia-7-azaspiro[4.4]nonane hydrochloride 958451-81-5 C6H12ClNS2
1,4-Dithia-7-azaspiro[4.4]nonane hydrochloride
—— 4-(4-Fluoro-butylsulfanyl)-benzeneboronic acid 958451-97-3 C10H14BFO2S
4-(4-Fluoro-butylsulfanyl)-benzeneboronic acid
—— 1-Oxa-5-thiaspiro[5.5]undecan-9-one 947534-48-7 C9H14O2S
1-Oxa-5-thiaspiro[5.5]undecan-9-one
—— 3-(3-Fluoro-propylsulfanyl)-benzeneboronic acid 958453-77-5 C9H12BFO2S
3-(3-Fluoro-propylsulfanyl)-benzeneboronic acid