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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
—— (1r,4r)-N1-(5-(((5-(tert-butyl)oxazol-2-yl)methyl)thio)thiazol-2-yl)cyclohexane-1,4-diamine 1093252-75-5 C17H26N4OS2
(1r,4r)-N1-(5-(((5-(tert-butyl)oxazol-2-yl)methyl)thio)thiazol-2-yl)cyclohexane-1,4-diamine
—— 5-(1''-Ethoxyethoxy)-1-[1'-(phenylsulfanyl)cyclohexyl]pentanol 253152-06-6 C21H34O3S
5-(1''-Ethoxyethoxy)-1-[1'-(phenylsulfanyl)cyclohexyl]pentanol
—— 6,7,8,9,10,11,12,13,19,20-decahydro-5H-dibenzo<e,p><1,4,8,11,14>-dithiatriazacycloheptadecine 85735-86-0 C20H27N3S2
6,7,8,9,10,11,12,13,19,20-decahydro-5H-dibenzo<e,p><1,4,8,11,14>-dithiatriazacycloheptadecine
—— (Phenylthio)(triphenylstannyl)methyllithium 82758-99-4 C25H21LiSSn
(Phenylthio)(triphenylstannyl)methyllithium
—— 2-chloro-12-formyl-11,12-dihydro-6<i>H</i>-dibenzo[<i>b</i>,<i>f</i>][1,4]thiazocine 37075-08-4 C15H12ClNOS
2-chloro-12-formyl-11,12-dihydro-6<i>H</i>-dibenzo[<i>b</i>,<i>f</i>][1,4]thiazocine
—— 6-chloro-2-(ethylthio)-3-phenylpyrimidin-4(3H)-one 1613510-21-6 C12H11ClN2OS
6-chloro-2-(ethylthio)-3-phenylpyrimidin-4(3H)-one
—— 2-chloro-12-(2-pyrrolidin-1-yl-ethyl)-11,12-dihydro-6<i>H</i>-dibenzo[<i>b</i>,<i>f</i>][1,4]thiazocine 37123-78-7 C20H23ClN2S
2-chloro-12-(2-pyrrolidin-1-yl-ethyl)-11,12-dihydro-6<i>H</i>-dibenzo[<i>b</i>,<i>f</i>][1,4]thiazocine
—— (2-amino-4-chloro-phenyl)-(2-amino-phenyl)-sulfide 100062-19-9 C12H11ClN2S
(2-amino-4-chloro-phenyl)-(2-amino-phenyl)-sulfide
—— 2-chloro-12-(2-piperidin-1-yl-ethyl)-11,12-dihydro-6<i>H</i>-dibenzo[<i>b</i>,<i>f</i>][1,4]thiazocine 37071-46-8 C21H25ClN2S
2-chloro-12-(2-piperidin-1-yl-ethyl)-11,12-dihydro-6<i>H</i>-dibenzo[<i>b</i>,<i>f</i>][1,4]thiazocine
—— [2-(2-chloro-6,11-dihydro-dibenzo[<i>b</i>,<i>f</i>][1,4]thiazocin-12-yl)-ethyl]-dimethyl-amine 37071-44-6 C18H21ClN2S
[2-(2-chloro-6,11-dihydro-dibenzo[<i>b</i>,<i>f</i>][1,4]thiazocin-12-yl)-ethyl]-dimethyl-amine
—— 2-chloro-6,11-dihydro-dibenzo[<i>b</i>,<i>f</i>][1,4]thiazocine-12-carboxylic acid amide 37071-56-0 C15H13ClN2OS
2-chloro-6,11-dihydro-dibenzo[<i>b</i>,<i>f</i>][1,4]thiazocine-12-carboxylic acid amide
—— α-phenylthio acetylmethylene triphenylarsine 223922-21-2 C27H23AsOS
α-phenylthio acetylmethylene triphenylarsine
—— 2-chloro-6,11-dihydro-dibenzo[<i>b</i>,<i>f</i>][1,4]thiazocine-12-carbonyl chloride 24083-99-6 C15H11Cl2NOS
2-chloro-6,11-dihydro-dibenzo[<i>b</i>,<i>f</i>][1,4]thiazocine-12-carbonyl chloride
—— 2-chloro-12-chloroacetyl-11,12-dihydro-6<i>H</i>-dibenzo[<i>b</i>,<i>f</i>][1,4]thiazocine 37075-12-0 C16H13Cl2NOS
2-chloro-12-chloroacetyl-11,12-dihydro-6<i>H</i>-dibenzo[<i>b</i>,<i>f</i>][1,4]thiazocine
—— 1-Ethynylcyclopentyl thiocyanate 69166-09-2 C8H9NS
1-Ethynylcyclopentyl thiocyanate
—— 1,2-Dibrom-1,1-dimethylsulfonyl-aethan 66754-37-8 C4H8Br2O4S2
1,2-Dibrom-1,1-dimethylsulfonyl-aethan
—— 2,3-Dimethyl-5-methylthio-pyrazol 62652-34-0 C6H10N2S
2,3-Dimethyl-5-methylthio-pyrazol
—— thiocan-5-one 1,1-dioxide 36165-02-3 C7H12O3S
thiocan-5-one 1,1-dioxide
—— 2-Methylthiopyridinium hydroiodide 6313-75-3 C6H7NS*HI
2-Methylthiopyridinium hydroiodide
—— 1-methyl-2-(phenylthio)ethyl acetate 32300-28-0 C11H14O2S
1-methyl-2-(phenylthio)ethyl acetate
—— 2-(2-((1H-benzimidazol-2-yl)methylthio)-6-methylpyrimidin-4-ylthio)-1H-benzimidazole 1601469-50-4 C20H16N6S2
2-(2-((1H-benzimidazol-2-yl)methylthio)-6-methylpyrimidin-4-ylthio)-1H-benzimidazole
—— 1-(4-Bromophenylthio)-3-buten-2-on 56163-52-1 C10H9BrOS
1-(4-Bromophenylthio)-3-buten-2-on
—— 1,4-Bis-(4-bromophenylthio)-2-butanon 56163-50-9 C16H14Br2OS2
1,4-Bis-(4-bromophenylthio)-2-butanon
—— 3,6-Bis-(6-bromo-3-pyridazinthio)-pyridazin 65027-60-3 C12H6Br2N6S2
3,6-Bis-(6-bromo-3-pyridazinthio)-pyridazin
—— 1-(p-Bromophenylthio)-4-isopropyloxy-2-butanon 56163-60-1 C13H17BrO2S
1-(p-Bromophenylthio)-4-isopropyloxy-2-butanon
—— 8-chloro-5,5-dioxoimidazo[1,2-b][1,4,2]benzodithiazine-7-carboxylic acid 256513-52-7 C10H5ClN2O4S2
8-chloro-5,5-dioxoimidazo[1,2-b][1,4,2]benzodithiazine-7-carboxylic acid
—— 8-bromo-2,3-dihydro-3-oxo-5H-pyrido<3,4-b><1,4>benzothiazine-4-carbonitrile 76700-59-9 C12H6BrN3OS
8-bromo-2,3-dihydro-3-oxo-5H-pyrido<3,4-b><1,4>benzothiazine-4-carbonitrile
—— 2-Ethylthio-3-nitro-4-methylpyridin 66665-88-1 C8H10N2O2S
2-Ethylthio-3-nitro-4-methylpyridin
—— 2,3-dihydro-2-methyl-3-oxo-5H-pyrido<3,4-b><1,4>benzothiazine-4-carbonitrile 76700-45-3 C13H9N3OS
2,3-dihydro-2-methyl-3-oxo-5H-pyrido<3,4-b><1,4>benzothiazine-4-carbonitrile
—— 2,3-dihydro-8-nitro-3-oxo-5H-pyrido<3,4-b><1,4>benzothiazine-4-carbonitrile 76700-61-3 C12H6N4O3S
2,3-dihydro-8-nitro-3-oxo-5H-pyrido<3,4-b><1,4>benzothiazine-4-carbonitrile
—— 6-amino-2,3-dihydro-3-oxo-5H-pyrido<3,4-b><1,4>benzothiazine-4-carbonitrile 76700-64-6 C12H8N4OS
6-amino-2,3-dihydro-3-oxo-5H-pyrido<3,4-b><1,4>benzothiazine-4-carbonitrile
—— 3-methyl-2-(methylthio)-5-nitropyridine 66665-85-8 C7H8N2O2S
3-methyl-2-(methylthio)-5-nitropyridine
—— 4-propylthio-3-methylpyridine-2-thione 1248345-76-7 C9H13NS2
4-propylthio-3-methylpyridine-2-thione
—— N-cyclohexyl-2-methyl-2-phenylsulfanylpropan-1-imine 62134-85-4 C16H23NS
N-cyclohexyl-2-methyl-2-phenylsulfanylpropan-1-imine
—— 1-(4,6-dichloro-2-methylsulfanylpyrimidin-5-yl)ethanone 1447839-64-6 C7H6Cl2N2OS
1-(4,6-dichloro-2-methylsulfanylpyrimidin-5-yl)ethanone
—— 3,3-diamino-2-(5-cyano-2-methylsulfanylpyrimidin-4-yl)acrylic acid ethyl ester 1391611-41-8 C11H13N5O2S
3,3-diamino-2-(5-cyano-2-methylsulfanylpyrimidin-4-yl)acrylic acid ethyl ester
—— 1-(4-chloro-2-(methylthio)pyrimidin-5-yl)ethanone 66116-82-3 C7H7ClN2OS
1-(4-chloro-2-(methylthio)pyrimidin-5-yl)ethanone
—— 2-(3-Bromo-phenylsulfanyl)-6-fluoro-benzonitrile 171551-15-8 C13H7BrFNS
2-(3-Bromo-phenylsulfanyl)-6-fluoro-benzonitrile
—— 4-[(8-methoxy-octyl)thio]-3-methylpyridine-2-thione 1248345-68-7 C15H25NOS2
4-[(8-methoxy-octyl)thio]-3-methylpyridine-2-thione
—— 4-methylthio-3-methylpyridine-2-thione 1248345-73-4 C7H9NS2
4-methylthio-3-methylpyridine-2-thione
—— 4-[2-(2-(2,2,2-trifluoroethoxy)-ethoxy)ethyl]thio-3-methylpyridine-2-thione 1248345-81-4 C12H16F3NO2S2
4-[2-(2-(2,2,2-trifluoroethoxy)-ethoxy)ethyl]thio-3-methylpyridine-2-thione
—— 4-[(4-methoxy-butyl)thio]-3-methylpyridine-2-thione 1248345-62-1 C11H17NOS2
4-[(4-methoxy-butyl)thio]-3-methylpyridine-2-thione
—— 2-(2-Bromo-phenylsulfanyl)-6-fluoro-benzonitrile 348168-83-2 C13H7BrFNS
2-(2-Bromo-phenylsulfanyl)-6-fluoro-benzonitrile
—— 4-Methoxy-1-(o-tolylthio)-2-butanon 56163-58-7 C12H16O2S
4-Methoxy-1-(o-tolylthio)-2-butanon
—— N,N-dibenzyl-O-[(2S)-1-(phenylthio)propan-2-yl]hydroxylamine 1126795-29-6 C23H25NOS
N,N-dibenzyl-O-[(2S)-1-(phenylthio)propan-2-yl]hydroxylamine
—— 2-Fluoro-6-(2-methylphenyl)sulfanylbenzonitrile 348168-79-6 C14H10FNS
2-Fluoro-6-(2-methylphenyl)sulfanylbenzonitrile
—— 2-Fluoro-6-(3-trifluoromethyl-phenylsulfanyl)-benzonitrile 348168-89-8 C14H7F4NS
2-Fluoro-6-(3-trifluoromethyl-phenylsulfanyl)-benzonitrile
—— 3-Chlormethyl-3-methyl-2,3-dihydro-1,4-benzoxathiin 65331-08-0 C10H11ClOS
3-Chlormethyl-3-methyl-2,3-dihydro-1,4-benzoxathiin
—— 2-(4-Cyano-phenylsulfanyl)-6-fluoro-benzonitrile 348168-88-7 C14H7FN2S
2-(4-Cyano-phenylsulfanyl)-6-fluoro-benzonitrile
—— 6-(4-chlorophenyl)-9-(tetrahydro-2H-pyran-2-yl)pyridazino[4,5-b]pyrido[3,2-f][1,4]thiazepine-5,10(6H,9H)-dione 1441045-62-0 C21H17ClN4O3S
6-(4-chlorophenyl)-9-(tetrahydro-2H-pyran-2-yl)pyridazino[4,5-b]pyrido[3,2-f][1,4]thiazepine-5,10(6H,9H)-dione