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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
—— 2-fluoro-3-methyl-5-phenylthiopyridine 344781-84-6 C12H10FNS
2-fluoro-3-methyl-5-phenylthiopyridine
—— 5-Amino-2-[(4-methoxyphenyl)sulfanyl]-benzenecarbonitrile 306980-92-7 C14H12N2OS
5-Amino-2-[(4-methoxyphenyl)sulfanyl]-benzenecarbonitrile
—— 5-tert-Butylsulfanyl-3H-[1,3,4]thiadiazole-2-thione 210285-92-0 C6H10N2S3
5-tert-Butylsulfanyl-3H-[1,3,4]thiadiazole-2-thione
—— 3-Amino-4-[(4-chlorophenyl)sulfanyl]benzenecarbonitrile 303147-30-0 C13H9ClN2S
3-Amino-4-[(4-chlorophenyl)sulfanyl]benzenecarbonitrile
—— 4-(2-methylsulfanylpyrimidin-4-yl)thiophene-2-sulfonyl Chloride 874841-65-3 C9H7ClN2O2S3
4-(2-methylsulfanylpyrimidin-4-yl)thiophene-2-sulfonyl Chloride
—— 5-pyridin-2-ylsulfanyl-3H-1,3,4-thiadiazole-2-thione 87468-08-4 C7H5N3S3
5-pyridin-2-ylsulfanyl-3H-1,3,4-thiadiazole-2-thione
—— 4-(5-Methyl-3-phenyl-1,4,2-dioxazol-5-yl)-4-phenylsulfanylbutan-2-one 100909-84-0 C19H19NO3S
4-(5-Methyl-3-phenyl-1,4,2-dioxazol-5-yl)-4-phenylsulfanylbutan-2-one
—— 1-Methyl-sulfinyl-hexen-(2) 89975-67-7 C7H14OS
1-Methyl-sulfinyl-hexen-(2)
—— 3-(phenylthio)hexane-2,5-dione 100909-88-4 C12H14O2S
3-(phenylthio)hexane-2,5-dione
—— 3-(phenylthio)-2,5-dimethylfuran 100909-94-2 C12H12OS
3-(phenylthio)-2,5-dimethylfuran
—— (CH2=CH-CH2)2NC(S)NHP(S)(OiPr)2 1217089-25-2 C13H25N2O2PS2
(CH2=CH-CH2)2NC(S)NHP(S)(OiPr)2
—— N-{2,2,2-trichloro-1-[(4-chlorophenyl)sulfanyl]ethyl}formamide 51360-97-5 C9H7Cl4NOS
N-{2,2,2-trichloro-1-[(4-chlorophenyl)sulfanyl]ethyl}formamide
—— 5,5'-[(2-(phenylthio)-1,4-phenylene]bis(oxy)]bis[2,2-dimethylpentanoic acid] 79520-70-0 C26H34O6S
5,5'-[(2-(phenylthio)-1,4-phenylene]bis(oxy)]bis[2,2-dimethylpentanoic acid]
—— Methyl 5-[4-chloro-3-(5-methoxy-4,4-dimethyl-5-oxopentyl)sulfanylphenyl]sulfanyl-2,2-dimethylpentanoate 79520-58-4 C22H33ClO4S2
Methyl 5-[4-chloro-3-(5-methoxy-4,4-dimethyl-5-oxopentyl)sulfanylphenyl]sulfanyl-2,2-dimethylpentanoate
—— (2-Methoxy-2-propan-2-yloxybut-3-enyl)sulfanylbenzene 82578-04-9 C14H20O2S
(2-Methoxy-2-propan-2-yloxybut-3-enyl)sulfanylbenzene
—— 2-tert-butoxy-1-phenylthio-3-butene 82578-09-4 C14H20OS
2-tert-butoxy-1-phenylthio-3-butene
—— 5-(3,5-dichlorophenylthio)-1-isopropyl-4-[(4-pyridyl)methyl]-1H-pyrazole-3-methylamine 478620-55-2 C19H20Cl2N4S
5-(3,5-dichlorophenylthio)-1-isopropyl-4-[(4-pyridyl)methyl]-1H-pyrazole-3-methylamine
—— 1-ethanesulfonyl-3-methyl-butane 52075-23-7 C7H16O2S
1-ethanesulfonyl-3-methyl-butane
—— Ala-Thioamid 111013-81-1 C3H8N2S
Ala-Thioamid
—— 4,5-bis(carboxymethylthio)-1,3-dithiol-2-thione 72018-80-5 C7H6O4S5
4,5-bis(carboxymethylthio)-1,3-dithiol-2-thione
—— ethyl 4-(pyridin-2-ylthio)acetoacetate 213749-47-4 C11H13NO3S
ethyl 4-(pyridin-2-ylthio)acetoacetate
—— Methyl-thiopropylthioethin 62679-67-8 C6H10S2
Methyl-thiopropylthioethin
—— 1-(N-Methoxycarbonyl)amino-5-oxa-3-thiahexane 150367-95-6 C6H13NO3S
1-(N-Methoxycarbonyl)amino-5-oxa-3-thiahexane
—— 2-(methoxymethylthio)ethylamine 92536-29-3 C4H11NOS
2-(methoxymethylthio)ethylamine
—— 2-Bromo-2'-hydrazinodiphenylsulfid 68614-74-4 C12H11BrN2S
2-Bromo-2'-hydrazinodiphenylsulfid
—— N-[[5-(3,5-dichlorophenylthio)-1-isopropyl-4-[(pyridin-4-yl)methyl]-1H-pyrazol-3-yl]methyl]methanesulfonamide 478620-57-4 C20H22Cl2N4O2S2
N-[[5-(3,5-dichlorophenylthio)-1-isopropyl-4-[(pyridin-4-yl)methyl]-1H-pyrazol-3-yl]methyl]methanesulfonamide
—— methyl [[5-(3,5-dichlorophenylthio)-1-isopropyl-4-[(pyridin-4-yl)methyl]-1H-pyrazol-3-yl]methyl]carbamate 478620-58-5 C21H22Cl2N4O2S
methyl [[5-(3,5-dichlorophenylthio)-1-isopropyl-4-[(pyridin-4-yl)methyl]-1H-pyrazol-3-yl]methyl]carbamate
—— 4-[3-Azidomethyl-5-(3,5-dichloro-phenylsulfanyl)-1-isopropyl-1H-pyrazol-4-ylmethyl]-pyridine 1422714-80-4 C19H18Cl2N6S
4-[3-Azidomethyl-5-(3,5-dichloro-phenylsulfanyl)-1-isopropyl-1H-pyrazol-4-ylmethyl]-pyridine
—— 2-{[3-Chloro-5-(trifluoromethyl)-2-pyridinyl]-sulfanyl}acetic acid 338422-73-4 C8H5ClF3NO2S
2-{[3-Chloro-5-(trifluoromethyl)-2-pyridinyl]-sulfanyl}acetic acid
—— 2-(butylthio)-4,6-dichloro-5-nitropyrimidine 39067-32-8 C8H9Cl2N3O2S
2-(butylthio)-4,6-dichloro-5-nitropyrimidine
—— 2-phenylthiocyclopentadecanone 104281-52-9 C21H32OS
2-phenylthiocyclopentadecanone
—— 2-Methyl-2-phenylthiocyclopentadecanone 104281-56-3 C22H34OS
2-Methyl-2-phenylthiocyclopentadecanone
—— 1-(Phenylthiomethyl)cyclopentadecene 101704-25-0 C22H34S
1-(Phenylthiomethyl)cyclopentadecene
—— bis(2,5-dimethyltetrahydrofuryl-2)sulfide 62308-50-3 C12H22O2S
bis(2,5-dimethyltetrahydrofuryl-2)sulfide
—— 2-{[5-Cyano-3-(ethoxycarbonyl)-6-methylpyridin-2-yl]thio}pyridinium-1-olate 646455-58-5 C15H13N3O3S
2-{[5-Cyano-3-(ethoxycarbonyl)-6-methylpyridin-2-yl]thio}pyridinium-1-olate
—— 1,5-Dithiaspiro[5.6]dodecan-7-ol 70068-13-2 C10H18OS2
1,5-Dithiaspiro[5.6]dodecan-7-ol
—— 2-trichloromethyl-3,1-benzoxathian-4-one 77586-83-5 C9H5Cl3O2S
2-trichloromethyl-3,1-benzoxathian-4-one
—— 3-ethyl-6-phenyl-7-phenylsulfanyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine 153235-55-3 C18H16N4S2
3-ethyl-6-phenyl-7-phenylsulfanyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— 3-(benzylthio)-5,6-dihydro-4-hydroxy-6-phenyl-6-((phenylthio)methyl)pyran-2-one 1220432-97-2 C25H22O3S2
3-(benzylthio)-5,6-dihydro-4-hydroxy-6-phenyl-6-((phenylthio)methyl)pyran-2-one
—— 5,6-dihydro-4-hydroxy-6-phenyl-3-(phenylthio)-6-((phenylthio)methyl)pyran-2-one 959425-39-9 C24H20O3S2
5,6-dihydro-4-hydroxy-6-phenyl-3-(phenylthio)-6-((phenylthio)methyl)pyran-2-one
—— 3-(2,5-dimethylphenylthio)-5,6-dihydro-4-hydroxy-6-phenyl-6-((phenylthio)methyl)pyran-2-one 959425-47-9 C26H24O3S2
3-(2,5-dimethylphenylthio)-5,6-dihydro-4-hydroxy-6-phenyl-6-((phenylthio)methyl)pyran-2-one
—— 2-[(4,5-Dichloro-2-nitrophenyl)thio]-5-methyl-1,3,4-thiadiazole 218156-17-3 C9H5Cl2N3O2S2
2-[(4,5-Dichloro-2-nitrophenyl)thio]-5-methyl-1,3,4-thiadiazole
—— 3-(o-tolylthio)-5,6-dihydro-4-hydroxy-6-phenyl-6-((phenylthio)methyl)pyran-2-one 959425-41-3 C25H22O3S2
3-(o-tolylthio)-5,6-dihydro-4-hydroxy-6-phenyl-6-((phenylthio)methyl)pyran-2-one
—— 2-[(3-Nitro-2-pyridyl)thio]pyridinium-1-olate 219618-92-5 C10H7N3O3S
2-[(3-Nitro-2-pyridyl)thio]pyridinium-1-olate
—— bis-(1-bromo-3,3-dimethyl-2-oxo-butyl)-sulfone 855235-66-4 C12H20Br2O4S
bis-(1-bromo-3,3-dimethyl-2-oxo-butyl)-sulfone
—— but-2-ynyl 4-methylphenyl sulfide 34070-22-9 C11H12S
but-2-ynyl 4-methylphenyl sulfide
—— [(E)-4-ethyloct-5-en-2-yl]sulfanylbenzene 287173-06-2 C16H24S
[(E)-4-ethyloct-5-en-2-yl]sulfanylbenzene
—— 3-{4-[(m-methoxy)phenylthio]-1,2-phenylenediamine}-5,5-dimethyl-2-cyclohexenone 1026722-96-2 C21H24N2O2S
3-{4-[(m-methoxy)phenylthio]-1,2-phenylenediamine}-5,5-dimethyl-2-cyclohexenone
—— 5-((3-Methoxyphenyl)thio)-2-nitroaniline 378236-77-2 C13H12N2O3S
5-((3-Methoxyphenyl)thio)-2-nitroaniline
—— E-3,E-5-(S)-2,7-dimethyl-octa-3,5-dienethioic acid amide 153934-04-4 C10H17NS
E-3,E-5-(S)-2,7-dimethyl-octa-3,5-dienethioic acid amide