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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
—— 4,9-diethyl[1,4]dihydrodithiino[5,6-f]benzotrithiole 271252-10-9 C12H14S5
4,9-diethyl[1,4]dihydrodithiino[5,6-f]benzotrithiole
—— 5-chloro-pentylsulfanyl cyanate 64048-00-6 C6H10ClNS
5-chloro-pentylsulfanyl cyanate
—— 4,5,6,8-tetradeuterio[2.2]metaparacyclophanebis(1,3-propane-dithioketal) 477336-51-9 C22H24S4
4,5,6,8-tetradeuterio[2.2]metaparacyclophanebis(1,3-propane-dithioketal)
—— 5-methyl-2-(phenylthiomethyl)hex-1-ene 66164-93-0 C14H20S
5-methyl-2-(phenylthiomethyl)hex-1-ene
—— 2-(Mercaptobenzyl)-phenylessigsaeure 15150-04-6 C15H14O2S
2-(Mercaptobenzyl)-phenylessigsaeure
—— 2,2'-[[1,4-phenylenebis(methylene)]bis(sulfanediyl)]bis(6-aminopyrimidin-4(3H)-one) 449745-79-3 C16H16N6O2S2
2,2'-[[1,4-phenylenebis(methylene)]bis(sulfanediyl)]bis(6-aminopyrimidin-4(3H)-one)
—— ethyl dodecanedithionate 81066-70-8 C14H28S2
ethyl dodecanedithionate
—— 3-methyl-4-(methylthio)benzene boronic acid 221031-07-8 C8H11BO2S
3-methyl-4-(methylthio)benzene boronic acid
—— 2-methyl-4-(methylsulfanyl)phenylboronic acid 444722-03-6 C8H11BO2S
2-methyl-4-(methylsulfanyl)phenylboronic acid
—— <2-Dimethylaminoethyl>-2-<benzylthio>-phenylacetat 14200-05-6 C19H23NO2S
<2-Dimethylaminoethyl>-2-<benzylthio>-phenylacetat
—— (2S,3R,4S,6S)-N,N,2-trimethyl-6-phenylsulfanyl-4-triethylsilyloxyoxan-3-amine 675607-74-6 C20H35NO2SSi
(2S,3R,4S,6S)-N,N,2-trimethyl-6-phenylsulfanyl-4-triethylsilyloxyoxan-3-amine
—— Allyl 3-bromo-2,2-dimethylpropyl sulfide 73505-62-1 C8H15BrS
Allyl 3-bromo-2,2-dimethylpropyl sulfide
—— 5,6,8,9,15,16,18,19-Octahydrobis<1,3>dithiolo<4,5-b:4',5'-k><1,4,7,10,13,16>hexathiacyclooctadecene-2,12-dithione 146793-28-4 C14H16S12
5,6,8,9,15,16,18,19-Octahydrobis<1,3>dithiolo<4,5-b:4',5'-k><1,4,7,10,13,16>hexathiacyclooctadecene-2,12-dithione
—— <i>S</i>-nonyl-isothiourea 50584-35-5 C10H22N2S
<i>S</i>-nonyl-isothiourea
—— 4,5-Bis-(2,4-dinitro-phenylsulfanyl)-[1,3]dithiole-2-thione 138206-22-1 C15H6N4O8S5
4,5-Bis-(2,4-dinitro-phenylsulfanyl)-[1,3]dithiole-2-thione
—— 2,5,8,10,12-Pentathiabicyclo<7.3.0>dodec-1(9)-en-11-thion 146793-27-3 C7H8S6
2,5,8,10,12-Pentathiabicyclo<7.3.0>dodec-1(9)-en-11-thion
—— 8H-5,6,9,10,12,13-Hexahydro-1,3-dithiolo<4,5-e><1,4,7,10>tetrathiacyclotridecene-2-thione 146793-30-8 C10H14S7
8H-5,6,9,10,12,13-Hexahydro-1,3-dithiolo<4,5-e><1,4,7,10>tetrathiacyclotridecene-2-thione
—— 5,6,7,8-Tetrahydro-1,3-dithiolo<4,5-b><1,4>dithiocine-2-thione 139197-46-9 C7H8S5
5,6,7,8-Tetrahydro-1,3-dithiolo<4,5-b><1,4>dithiocine-2-thione
—— N-ethyl-N-(propan-2-ylsulfanylmethyl)ethanamine 6631-70-5 C8H19NS
N-ethyl-N-(propan-2-ylsulfanylmethyl)ethanamine
—— 4,5-(phenyl-ethylenedithio)-1,3-dithiole-2-thione 111082-47-4 C11H8S5
4,5-(phenyl-ethylenedithio)-1,3-dithiole-2-thione
—— 2,14-Dithia-6,18-diazatricyclo[18.4.0.08,13]tetracosa-1(24),8,10,12,20,22-hexaene 109467-83-6 C20H26N2S2
2,14-Dithia-6,18-diazatricyclo[18.4.0.08,13]tetracosa-1(24),8,10,12,20,22-hexaene
—— 4,5-Bis(heptylsulfanyl)-1,3-dithiole-2-thione 160627-51-0 C17H30S5
4,5-Bis(heptylsulfanyl)-1,3-dithiole-2-thione
—— ethyl 4-(phenylthio)-2,4-hexadienoate 84132-39-8 C14H16O2S
ethyl 4-(phenylthio)-2,4-hexadienoate
—— 3-(phenylthio)-1,3-pentadiene 69063-45-2 C11H12S
3-(phenylthio)-1,3-pentadiene
—— 3,5-dichloro-4-<i>o</i>-tolylsulfanyl-aniline 109218-80-6 C13H11Cl2NS
3,5-dichloro-4-<i>o</i>-tolylsulfanyl-aniline
—— [4-(5-formyl-6-methyl-pyridin-2-ylsulfanyl)-phenyl]-acetic acid methyl ester 926296-40-4 C16H15NO3S
[4-(5-formyl-6-methyl-pyridin-2-ylsulfanyl)-phenyl]-acetic acid methyl ester
—— methyl (Z)-4-(phenylthio)-3,5-hexadienoate 84132-34-3 C13H14O2S
methyl (Z)-4-(phenylthio)-3,5-hexadienoate
—— N-{4-[(5-formyl-6-methyl-2-pyridinyl)thio]phenyl}methanesulfonamide 1150617-08-5 C14H14N2O3S2
N-{4-[(5-formyl-6-methyl-2-pyridinyl)thio]phenyl}methanesulfonamide
—— methyl 5-(phenylthio)pentanoate 78742-75-3 C12H16O2S
methyl 5-(phenylthio)pentanoate
—— 4-acetylamino-3-methylsulfanyl-6-phenyl-4<i>H</i>-[1,2,4]triazin-5-one 22279-48-7 C12H12N4O2S
4-acetylamino-3-methylsulfanyl-6-phenyl-4<i>H</i>-[1,2,4]triazin-5-one
—— 4-amino-6-methyl-3-methylthio-1,2,4-triazin-5-thione 61609-93-6 C5H8N4S2
4-amino-6-methyl-3-methylthio-1,2,4-triazin-5-thione
—— 1,1-Ditert-butyl-3-phenylsulfanylsiletane 1240530-82-8 C17H28SSi
1,1-Ditert-butyl-3-phenylsulfanylsiletane
—— 2,2,3,3-tetrafluoropropanesulfenyl chloride 951788-59-3 C3H3ClF4S
2,2,3,3-tetrafluoropropanesulfenyl chloride
—— <i>N</i>-butyl-<i>N'</i>-cyclohexyl-thiourea 18884-16-7 C11H22N2S
<i>N</i>-butyl-<i>N'</i>-cyclohexyl-thiourea
—— 3-(Carbamoylmethylthio)-4-phenylfurazan 372945-82-9 C10H9N3O2S
3-(Carbamoylmethylthio)-4-phenylfurazan
—— 3-chloro-5-(methylthio)pyrazine-2-carbaldehyde 1620056-65-6 C6H5ClN2OS
3-chloro-5-(methylthio)pyrazine-2-carbaldehyde
—— 5-benzyl-3-methylsulfanyl-1,2,4-triazine 832686-79-0 C11H11N3S
5-benzyl-3-methylsulfanyl-1,2,4-triazine
—— 2-Benzyl-5-(ethylsulfanyl)-1,3,4-oxadiazole 717892-59-6 C11H12N2OS
2-Benzyl-5-(ethylsulfanyl)-1,3,4-oxadiazole
—— Propandisulfonsaeure-(1,3)-diazid 98025-64-0 C3H6N6O4S2
Propandisulfonsaeure-(1,3)-diazid
—— 4-Ethylsulfanyl-3-oxo-5-propyl-3H-isoxazole-2-carbonyl chloride 1027657-53-9 C9H12ClNO3S
4-Ethylsulfanyl-3-oxo-5-propyl-3H-isoxazole-2-carbonyl chloride
—— 4-ethylthio-3-hydroxy-5-propylisoxazole 271786-97-1 C8H13NO2S
4-ethylthio-3-hydroxy-5-propylisoxazole
—— 5-tert-Butyl-4-ethylsulfanyl-3-oxo-3H-isoxazole-2-carbonyl chloride 1026105-14-5 C10H14ClNO3S
5-tert-Butyl-4-ethylsulfanyl-3-oxo-3H-isoxazole-2-carbonyl chloride
—— 5-Ethyl-4-isopropylsulfanyl-3-oxo-3H-isoxazole-2-carbonyl chloride 1027564-52-8 C9H12ClNO3S
5-Ethyl-4-isopropylsulfanyl-3-oxo-3H-isoxazole-2-carbonyl chloride
—— 5-ethyl-3-hydroxy-4-isopropylthioisoxazole 271787-01-0 C8H13NO2S
5-ethyl-3-hydroxy-4-isopropylthioisoxazole
—— 5-tert-Butyl-4-ethylsulfanyl-isoxazol-3-ol 271787-00-9 C9H15NO2S
5-tert-Butyl-4-ethylsulfanyl-isoxazol-3-ol
—— 2',3'-O-isopropylidene-5-phenylthiomethyluridine 111476-31-4 C19H22N2O6S
2',3'-O-isopropylidene-5-phenylthiomethyluridine
—— 5-Methyl-4-propylsulfanyl-isoxazol-3-ol 107403-20-3 C7H11NO2S
5-Methyl-4-propylsulfanyl-isoxazol-3-ol
—— 3-hydroxy-4-(2-methoxyethylthio)-5-methylisoxazole 271787-02-1 C7H11NO3S
3-hydroxy-4-(2-methoxyethylthio)-5-methylisoxazole
—— 4-Ethylsulfanyl-5-isopropyl-3-oxo-3H-isoxazole-2-carbonyl chloride 1026233-89-5 C9H12ClNO3S
4-Ethylsulfanyl-5-isopropyl-3-oxo-3H-isoxazole-2-carbonyl chloride
—— 5-Methyl-3-oxo-4-propylsulfanyl-3H-isoxazole-2-carbonyl chloride 1026184-66-6 C8H10ClNO3S
5-Methyl-3-oxo-4-propylsulfanyl-3H-isoxazole-2-carbonyl chloride