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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-Furan-2-yl-6-methylsulfanyl-2-thiophen-2-yl-pyrimidine 87568-79-4 C13H10N2OS2
4-Furan-2-yl-6-methylsulfanyl-2-thiophen-2-yl-pyrimidine
—— 5,6-dihydro-1H-thieno[3,2-c]pyrazole 1447827-71-5 C5H6N2S
5,6-dihydro-1H-thieno[3,2-c]pyrazole
—— 2-(6-Bromobenzo[d][1,3]dioxol-5-ylthio)-1-(pent-4-ynyl)-1H-imidazo[4,5-c]pyridin-4-amine 1061316-56-0 C18H15BrN4O2S
2-(6-Bromobenzo[d][1,3]dioxol-5-ylthio)-1-(pent-4-ynyl)-1H-imidazo[4,5-c]pyridin-4-amine
—— 2-(methylthio)-3-(benzyloxymethyl)pyrimidin-4-one 146202-39-3 C13H14N2O2S
2-(methylthio)-3-(benzyloxymethyl)pyrimidin-4-one
—— 1,2-bis-(2-methylthio-4-oxopyrimidin-3-yl)ethane 89185-12-6 C12H14N4O2S2
1,2-bis-(2-methylthio-4-oxopyrimidin-3-yl)ethane
—— tert-butyl 2-aminooxy-2-(phenylthio)acetate 135996-03-1 C12H17NO3S
tert-butyl 2-aminooxy-2-(phenylthio)acetate
—— 6-(p-tolylthio)pyrimidine-2,4(1H,3H)-dione 80947-49-5 C11H10N2O2S
6-(p-tolylthio)pyrimidine-2,4(1H,3H)-dione
—— 1-Ethylmercapto-2-cyclohexyliden-ethan-1-ol 103649-10-1 C10H18OS
1-Ethylmercapto-2-cyclohexyliden-ethan-1-ol
—— 3,3-bis-methylsulfanyl-propan-1-ol 36678-00-9 C5H12OS2
3,3-bis-methylsulfanyl-propan-1-ol
—— 4-(2-hydroxy-ethoxy)-2-methylthiopyrimidine 112010-47-6 C7H10N2O2S
4-(2-hydroxy-ethoxy)-2-methylthiopyrimidine
—— 1-((p-Chlorophenyl)thio)-3-(isopropyl(2-morpholinoethyl)amino)-2-propanol dihydrochloride 22820-25-3 C18H31Cl3N2O2S
1-((p-Chlorophenyl)thio)-3-(isopropyl(2-morpholinoethyl)amino)-2-propanol dihydrochloride
—— 1,1-Bis-methylsulfanyl-2-vinyl-cyclopropane 58681-15-5 C7H12S2
1,1-Bis-methylsulfanyl-2-vinyl-cyclopropane
—— N,N-diethyl-O-{4-[5-fluoro-3-(4-methoxytetrahydropyran-4-yl)phenylthio]-α-methylbenzyl}hydroxylamine 153714-89-7 C24H32FNO3S
N,N-diethyl-O-{4-[5-fluoro-3-(4-methoxytetrahydropyran-4-yl)phenylthio]-α-methylbenzyl}hydroxylamine
—— 6-(4-Chloro-phenylsulfanyl)-1H-pyrimidine-2,4-dione 80947-48-4 C10H7ClN2O2S
6-(4-Chloro-phenylsulfanyl)-1H-pyrimidine-2,4-dione
—— 6-<(3,5-dimethylphenyl)thio>uracil 155854-42-5 C12H12N2O2S
6-<(3,5-dimethylphenyl)thio>uracil
—— 6-(4-ethoxy-6-ethyl-7H-pyrrolo[2,3-d]pyrimidin-2-ylthio)pyrimidine-2,4(1H,3H)-dione 1275607-99-2 C14H15N5O3S
6-(4-ethoxy-6-ethyl-7H-pyrrolo[2,3-d]pyrimidin-2-ylthio)pyrimidine-2,4(1H,3H)-dione
—— acryloyl-2,3-dihydro-1H-pyrido[2,3-b][1,4]thiazine 827336-96-9 C10H10N2OS
acryloyl-2,3-dihydro-1H-pyrido[2,3-b][1,4]thiazine
—— methyl mercaptoethyl sulfone 24517-45-1 C3H8O2S2
methyl mercaptoethyl sulfone
—— (4-Methoxycarbonylmethylsulfanyl-pyrimidin-2-ylsulfanyl)-acetic acid methyl ester 112498-37-0 C10H12N2O4S2
(4-Methoxycarbonylmethylsulfanyl-pyrimidin-2-ylsulfanyl)-acetic acid methyl ester
—— 4-[2-(4-Chloro-phenylsulfanyl)-phenyl]-6-methyl-2-phenyl-1,4-dihydro-pyrimidine-5-carboxylic acid ethyl ester 143996-71-8 C26H23ClN2O2S
4-[2-(4-Chloro-phenylsulfanyl)-phenyl]-6-methyl-2-phenyl-1,4-dihydro-pyrimidine-5-carboxylic acid ethyl ester
—— 5-bromo-2chloro-4-(phenylthio)pyrimidine 358978-10-6 C10H6BrClN2S
5-bromo-2chloro-4-(phenylthio)pyrimidine
—— 2,4-bis(benzylthio)-5-bromopyridine 125154-09-8 C18H15BrN2S2
2,4-bis(benzylthio)-5-bromopyridine
—— methyl 2-methoxy-N-methyl-2,3-butadienimidothioate 188180-25-8 C7H11NOS
methyl 2-methoxy-N-methyl-2,3-butadienimidothioate
—— (Z)-3-ethylthio-5,5-dimethyl-2-cyclohexenylidene acetonitrile 76399-20-7 C12H17NS
(Z)-3-ethylthio-5,5-dimethyl-2-cyclohexenylidene acetonitrile
—— (E)-3-ethylthio-5,5-dimethyl-2-cyclohexenylidene acetonitrile 76399-21-8 C12H17NS
(E)-3-ethylthio-5,5-dimethyl-2-cyclohexenylidene acetonitrile
—— N-(5-bromo-4-methylsulphanylpyrimidin-2-yl)-N'-pyridin-2-yl-benzene-1,4-diamine 1034358-79-6 C16H14BrN5S
N-(5-bromo-4-methylsulphanylpyrimidin-2-yl)-N'-pyridin-2-yl-benzene-1,4-diamine
—— 4,5-bis(4-(prop-2-ynyloxy)phenylthio)phthalonitrile 1323159-12-1 C26H16N2O2S2
4,5-bis(4-(prop-2-ynyloxy)phenylthio)phthalonitrile
—— 4,5-bis(4-(pent-4-ynyloxy)phenylthio)phthalonitrile 1323159-14-3 C30H24N2O2S2
4,5-bis(4-(pent-4-ynyloxy)phenylthio)phthalonitrile
—— 4,5-bis(4-(but-3-ynyloxy)phenylthio)phthalonitrile 1323159-13-2 C28H20N2O2S2
4,5-bis(4-(but-3-ynyloxy)phenylthio)phthalonitrile
—— N,N-dimethyl-2-(phenylthio)benzamide 31913-95-8 C15H15NOS
N,N-dimethyl-2-(phenylthio)benzamide
—— 7-(phenylthio)-1,4-dioxaspiro<4.4>non-6-ene 96227-47-3 C13H14O2S
7-(phenylthio)-1,4-dioxaspiro<4.4>non-6-ene
—— 2-chloromethyl-3-methyl-4-(1-methyl-piperidin-3-ylmethylsulfanyl)-pyridine-hydrochloride 251345-05-8 C14H21ClN2S*ClH
2-chloromethyl-3-methyl-4-(1-methyl-piperidin-3-ylmethylsulfanyl)-pyridine-hydrochloride
—— 7-(phenylthio)-1,4-dioxaspiro<4.5>decane 96227-52-0 C14H18O2S
7-(phenylthio)-1,4-dioxaspiro<4.5>decane
—— 7-(phenylthio)1,4-dioxaspiro[4.4]nonane 96227-51-9 C13H16O2S
7-(phenylthio)1,4-dioxaspiro[4.4]nonane
—— 2-ethyl-2-(14,16-dioxaheptadec-5-ynyl)-1,3-dithiane 928030-70-0 C21H38O2S2
2-ethyl-2-(14,16-dioxaheptadec-5-ynyl)-1,3-dithiane
—— 7-(3-Phenylsulfanyl-propyl)-1,4-dioxa-spiro[4.4]nonane 200860-53-3 C16H22O2S
7-(3-Phenylsulfanyl-propyl)-1,4-dioxa-spiro[4.4]nonane
—— 4-{5-fluoro-3-[4-(1-hydroxyethyl)phenylthio]-phenyl}-4-methoxytetrahydropyran 153714-86-4 C20H23FO3S
4-{5-fluoro-3-[4-(1-hydroxyethyl)phenylthio]-phenyl}-4-methoxytetrahydropyran
—— 2-chloromethyl-3-methyl-4-{2-[2-(2,2,2-trifluoro-ethoxy)-ethoxy]-ethylsulfanyl}-pyridine 198200-28-1 C13H17ClF3NO2S
2-chloromethyl-3-methyl-4-{2-[2-(2,2,2-trifluoro-ethoxy)-ethoxy]-ethylsulfanyl}-pyridine
—— 4-{2-[2-(2-chloro-ethoxy)-ethoxy]-ethylsulfanyl}-2-chloromethyl-3-methyl-pyridine-hydrochloride 251560-54-0 C13H19Cl2NO2S*ClH
4-{2-[2-(2-chloro-ethoxy)-ethoxy]-ethylsulfanyl}-2-chloromethyl-3-methyl-pyridine-hydrochloride
—— (E)-1-(Phenylthio)-4-(2-oxocyclopentyl)-1-butene 155335-83-4 C15H18OS
(E)-1-(Phenylthio)-4-(2-oxocyclopentyl)-1-butene
—— 2-[2-cyclohepta-2,4,6-trienyl-1-(4'-(tert-butylthio)phenyl)ethylidene]malononitrile 1430198-65-4 C22H22N2S
2-[2-cyclohepta-2,4,6-trienyl-1-(4'-(tert-butylthio)phenyl)ethylidene]malononitrile
—— N-benzyl-2-(phenylthio)-(E)-2-heptenamide 1294896-76-6 C20H23NOS
N-benzyl-2-(phenylthio)-(E)-2-heptenamide
—— (Z)-N-benzyl-4,4-di(ethoxycarbonyl)-2-(phenylthio)-2-butenamide 1294896-67-5 C23H25NO5S
(Z)-N-benzyl-4,4-di(ethoxycarbonyl)-2-(phenylthio)-2-butenamide
—— N-benzyl-2-(1,3-dioxolan-2-yl)-2-(phenylthio)acetamide 1294897-60-1 C18H19NO3S
N-benzyl-2-(1,3-dioxolan-2-yl)-2-(phenylthio)acetamide
—— (Z)-1-(Phenylthio)-4-(2-oxocyclopentyl)-1-butene 155335-81-2 C15H18OS
(Z)-1-(Phenylthio)-4-(2-oxocyclopentyl)-1-butene
—— (-)-(2S,3R)-(4E)-2,3-epoxy-6-methyl-4-(phenylsulfonyl)-4-heptene 304881-48-9 C14H18OS
(-)-(2S,3R)-(4E)-2,3-epoxy-6-methyl-4-(phenylsulfonyl)-4-heptene
—— (E)-(3,3,3-trifluoro-1-(p-tolylthio)prop-1-enyl)-diisopropylsilane 1147999-67-4 C16H23F3SSi
(E)-(3,3,3-trifluoro-1-(p-tolylthio)prop-1-enyl)-diisopropylsilane
—— (E)-(3,3,3-trifluoro-1-(p-tolylthio)prop-1-enyl)trimethylsilane 940881-11-8 C13H17F3SSi
(E)-(3,3,3-trifluoro-1-(p-tolylthio)prop-1-enyl)trimethylsilane
—— bis-3-(cyclohex-1-enyl)-2-propynyl sulfide 269717-78-4 C18H22S
bis-3-(cyclohex-1-enyl)-2-propynyl sulfide
—— bis(γ-cyclohexenylpropargyl)sulfone 269717-80-8 C18H22O2S
bis(γ-cyclohexenylpropargyl)sulfone