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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
—— 4-methylsulfanyl-1-phenylpyrimidine-2(1H)-thione 872492-84-7 C11H10N2S2
4-methylsulfanyl-1-phenylpyrimidine-2(1H)-thione
—— 3-(benzyloxymethyl)-1-[(Z)-2,3-di-O-(tert-butyldimethylsilyl)-4,5-dehydro-5-phenylthio-β-D-ribopentofuranosyl]uracil 1354938-99-0 C35H50N2O6SSi2
3-(benzyloxymethyl)-1-[(Z)-2,3-di-O-(tert-butyldimethylsilyl)-4,5-dehydro-5-phenylthio-β-D-ribopentofuranosyl]uracil
—— 2-Methyl-m-dithiane-2-carboxaldehyde O-(methylcarbamoyl)oxime 26419-72-7 C8H14N2O2S2
2-Methyl-m-dithiane-2-carboxaldehyde O-(methylcarbamoyl)oxime
—— [1,1,1,5,5,5-Hexafluoro-2,4-bis(trifluoromethyl)pent-2-en-3-yl]sulfanylbenzene 38091-65-5 C13H6F12S
[1,1,1,5,5,5-Hexafluoro-2,4-bis(trifluoromethyl)pent-2-en-3-yl]sulfanylbenzene
—— 3-ethylsulfanyl-1,1,1,5,5,5-hexafluoro-2,4-bis-trifluoromethyl-pent-2-ene 38091-64-4 C9H6F12S
3-ethylsulfanyl-1,1,1,5,5,5-hexafluoro-2,4-bis-trifluoromethyl-pent-2-ene
—— 2-(Morpholinoimino)-4'-(phenylthio)acetophenone 25561-45-9 C18H18N2O2S
2-(Morpholinoimino)-4'-(phenylthio)acetophenone
—— (2-bromoethyl)(5-(difluoromethyl)selenophen-2-yl)sulfane 1297906-71-8 C7H7BrF2SSe
(2-bromoethyl)(5-(difluoromethyl)selenophen-2-yl)sulfane
—— diisopropyl 2-(2-bromoethylthio)thiophen-3-ylphosphonate 1297906-74-1 C12H20BrO3PS2
diisopropyl 2-(2-bromoethylthio)thiophen-3-ylphosphonate
—— α-phenylsulfanyl-isobutyric acid amide 857809-74-6 C10H13NOS
α-phenylsulfanyl-isobutyric acid amide
—— 2-(2-bromoethylthio)furan 1297906-67-2 C6H7BrOS
2-(2-bromoethylthio)furan
—— 5-(2-bromoethylthio)selenophene-2-carbonitrile 1297906-72-9 C7H6BrNSSe
5-(2-bromoethylthio)selenophene-2-carbonitrile
—— 2-chloroethyl cycloheptyl sulfide 333782-91-5 C9H17ClS
2-chloroethyl cycloheptyl sulfide
—— 2-(3-fluorophenylthio)ethyl chloride 333782-56-2 C8H8ClFS
2-(3-fluorophenylthio)ethyl chloride
—— N-{(E)-[4-(methylsulfanyl)phenyl]methylidene}-2-phenylethanesulfonamide —— C16H17NO2S2
N-{(E)-[4-(methylsulfanyl)phenyl]methylidene}-2-phenylethanesulfonamide
—— 2-(4-methylthiophenyl)-4-(2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-henicosafluorodecyl)-[1,3,2]dioxaborolane 884844-91-1 C20H12BF21O2S
2-(4-methylthiophenyl)-4-(2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-henicosafluorodecyl)-[1,3,2]dioxaborolane
—— 1,3-Dithiolane-2-carboxaldehyde, 2-methyl-, O-((methylamino)carbonyl)oxime 26419-69-2 C7H12N2O2S2
1,3-Dithiolane-2-carboxaldehyde, 2-methyl-, O-((methylamino)carbonyl)oxime
—— 2-Methyl-2-(methylthio)propanal O-((dibutylaminosulfenyl)(methyl)carbamoyl)oxime 69784-43-6 C15H31N3O2S2
2-Methyl-2-(methylthio)propanal O-((dibutylaminosulfenyl)(methyl)carbamoyl)oxime
—— 2,4,8-Trimethyl-5-oxo-6-oxa-3,9-dithia-2,4,7-triazadec-7-enoic acid 1-methylethyl ester 65907-51-9 C10H19N3O4S2
2,4,8-Trimethyl-5-oxo-6-oxa-3,9-dithia-2,4,7-triazadec-7-enoic acid 1-methylethyl ester
—— 5-chloro-1-methyl-3-(2-cyanoethylthio)-2(1H)-pyrazinone 107363-58-6 C8H8ClN3OS
5-chloro-1-methyl-3-(2-cyanoethylthio)-2(1H)-pyrazinone
—— 5-chloro-1-phenyl-3-(2-cyanoethylthio)-2(1H)-pyrazinone 107363-59-7 C13H10ClN3OS
5-chloro-1-phenyl-3-(2-cyanoethylthio)-2(1H)-pyrazinone
—— allyl vinyl sulfide 41049-25-6 C5H8S
allyl vinyl sulfide
—— 2-Ethyl-4,8-dimethyl-5-oxo-6-oxa-3,9-dithia-2,4,7-triazadec-7-enoic acid hexyl ester 65907-53-1 C14H27N3O4S2
2-Ethyl-4,8-dimethyl-5-oxo-6-oxa-3,9-dithia-2,4,7-triazadec-7-enoic acid hexyl ester
—— 2,4,9,9-Tetramethyl-5-oxo-6-oxa-3,10-dithia-2,4,7-triazaundec-7-enoic acid decyl ester 65907-43-9 C19H37N3O4S2
2,4,9,9-Tetramethyl-5-oxo-6-oxa-3,10-dithia-2,4,7-triazaundec-7-enoic acid decyl ester
—— 2,4,8-Trimethyl-5-oxo-6-oxa-3,9-dithia-2,4,7-triazadec-7-enoic acid propyl ester 65907-50-8 C10H19N3O4S2
2,4,8-Trimethyl-5-oxo-6-oxa-3,9-dithia-2,4,7-triazadec-7-enoic acid propyl ester
—— N,N-diethyl-2-[(Z)-[(5-ethyl-1,3-thiazol-2-yl)-[3-(trifluoromethylsulfanyl)phenyl]methylidene]amino]oxypropan-1-amine;hydron;chloride —— C20H27ClF3N3OS2
N,N-diethyl-2-[(Z)-[(5-ethyl-1,3-thiazol-2-yl)-[3-(trifluoromethylsulfanyl)phenyl]methylidene]amino]oxypropan-1-amine;hydron;chloride
—— 1-methyl-5-(3-cyclohexylcarbonylpropyl)thio-1,2,3,4-tetrazole 80087-21-4 C12H20N4OS
1-methyl-5-(3-cyclohexylcarbonylpropyl)thio-1,2,3,4-tetrazole
—— 5-<2-Amino-phenylmercapto>-4-chlor-3(2H)-pyridazinon 2843-05-2 C10H8ClN3OS
5-<2-Amino-phenylmercapto>-4-chlor-3(2H)-pyridazinon
—— 12-mercapto-1-dodecanol 131215-93-5 C12H26OS
12-mercapto-1-dodecanol
—— 3-(3-Phenylsulfanylpropyl)cyclohexan-1-one 133188-97-3 C15H20OS
3-(3-Phenylsulfanylpropyl)cyclohexan-1-one
—— (2R)-4,4-bis(ethylthio)oct-5-yn-2-ol 333347-46-9 C12H22OS2
(2R)-4,4-bis(ethylthio)oct-5-yn-2-ol
—— 9-(3,5-dihydro-2H-1,4-benzodioxepin-3-yl)-6-phenylsulfanylpurine 1020397-72-1 C20H16N4O2S
9-(3,5-dihydro-2H-1,4-benzodioxepin-3-yl)-6-phenylsulfanylpurine
—— 9-(3,5-dihydro-2H-1,4-benzodioxepin-3-yl)-6-(4-fluorophenyl)sulfanylpurine 1020397-75-4 C20H15FN4O2S
9-(3,5-dihydro-2H-1,4-benzodioxepin-3-yl)-6-(4-fluorophenyl)sulfanylpurine
—— 7-(3,5-dihydro-2H-1,4-benzodioxepin-3-yl)-6-(4-fluorophenyl)sulfanylpurine 1020397-91-4 C20H15FN4O2S
7-(3,5-dihydro-2H-1,4-benzodioxepin-3-yl)-6-(4-fluorophenyl)sulfanylpurine
—— 6-(2,4-dichlorophenyl)sulfanyl-9-(3,5-dihydro-2H-1,4-benzodioxepin-3-yl)purine 1020397-68-5 C20H14Cl2N4O2S
6-(2,4-dichlorophenyl)sulfanyl-9-(3,5-dihydro-2H-1,4-benzodioxepin-3-yl)purine
—— 6-(2,4-dichlorophenyl)sulfanyl-7-(3,5-dihydro-2H-1,4-benzodioxepin-3-yl)purine 1020397-84-5 C20H14Cl2N4O2S
6-(2,4-dichlorophenyl)sulfanyl-7-(3,5-dihydro-2H-1,4-benzodioxepin-3-yl)purine
—— 7-(3,5-dihydro-2H-1,4-benzodioxepin-3-yl)-6-phenylsulfanylpurine 1020397-89-0 C20H16N4O2S
7-(3,5-dihydro-2H-1,4-benzodioxepin-3-yl)-6-phenylsulfanylpurine
—— (2R)-1-(2-but-1-ynyl-1,3-dithian-2-yl)propan-2-ol 333347-44-7 C11H18OS2
(2R)-1-(2-but-1-ynyl-1,3-dithian-2-yl)propan-2-ol
—— chlordimethylmercaptomethan 62999-77-3 C3H7ClS2
chlordimethylmercaptomethan
—— 1,1-bis-ethylsulfanyl-pent-2-yne 22230-76-8 C9H16S2
1,1-bis-ethylsulfanyl-pent-2-yne
—— 2-[(R)-2-(2-hydroxypropyl)-1,3-dithian-2-yl]phenol 475644-99-6 C13H18O2S2
2-[(R)-2-(2-hydroxypropyl)-1,3-dithian-2-yl]phenol
—— (2R)-4-(phenylthio)oct-5-yn-2-ol 333347-42-5 C14H18OS
(2R)-4-(phenylthio)oct-5-yn-2-ol
—— Aldicarb oxime sulfoxide 7635-32-7 C5H11NO2S
Aldicarb oxime sulfoxide
—— 3-(R)-2-hydroxypropylthiophenylboronic acid 956388-64-0 C9H13BO3S
3-(R)-2-hydroxypropylthiophenylboronic acid
—— 3-(3-mercaptopropyl)cyclohexene 63715-29-7 C9H16S
3-(3-mercaptopropyl)cyclohexene
—— 2,8-bis(trifluoromethyl)-4-quinolyl p-tolylsulphide 177092-30-7 C18H11F6NS
2,8-bis(trifluoromethyl)-4-quinolyl p-tolylsulphide
—— 2-(4-amino-5-cyano-6-methylsulfanyl-pyrimidin-2-yl)-1,1-diethyl-3-phenyl-isothiourea 72367-49-8 C17H20N6S2
2-(4-amino-5-cyano-6-methylsulfanyl-pyrimidin-2-yl)-1,1-diethyl-3-phenyl-isothiourea
—— N-(3-Chlorophenyl)-N'-(2-(6,7-dimethoxyquinolin-4-ylsulfanyl)thiazol-5-yl)urea 417715-39-0 C21H17ClN4O3S2
N-(3-Chlorophenyl)-N'-(2-(6,7-dimethoxyquinolin-4-ylsulfanyl)thiazol-5-yl)urea
—— 3-phenylmercapto-2-chloro-4,4-ethylenedioxycyclopent-2-en-1-one 677308-56-4 C13H11ClO3S
3-phenylmercapto-2-chloro-4,4-ethylenedioxycyclopent-2-en-1-one
—— 2-(3-bromophenylthio)-3-(3-(pyridin-2-yl)propoxy)pyridine 263390-88-1 C19H17BrN2OS
2-(3-bromophenylthio)-3-(3-(pyridin-2-yl)propoxy)pyridine
—— (+)-2,2-dicyclohexyl-5-[(dimethylamino)methyl]-1,3-oxathiolane methiodide 101990-82-3 C19H36NOS*I
(+)-2,2-dicyclohexyl-5-[(dimethylamino)methyl]-1,3-oxathiolane methiodide