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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
—— 3-hydroxy-1-(p-tolylthio)-2-dodecanone 134858-02-9 C19H30O2S
3-hydroxy-1-(p-tolylthio)-2-dodecanone
—— [(4S,5S)-5-(4-methylsulfanylphenyl)-2-phenyl-4,5-dihydro-1,3-oxazol-4-yl]methanol 210292-02-7 C17H17NO2S
[(4S,5S)-5-(4-methylsulfanylphenyl)-2-phenyl-4,5-dihydro-1,3-oxazol-4-yl]methanol
—— bis[1,3-dimethylbarbituryl(5)]sulfide 917877-56-6 C12H14N4O6S
bis[1,3-dimethylbarbituryl(5)]sulfide
—— 1,2-bis(trifluoromethyl)dithietene 35497-89-3 C4H2F6S2
1,2-bis(trifluoromethyl)dithietene
—— tert-Butyl 5-(6-(3-(benzyloxy)phenylthio)-1,2,3,4-tetrahydronaphthalen-2-yl)-2,2-dimethyl-1,3-dioxan-5-ylcarbamate 1225230-11-4 C34H41NO5S
tert-Butyl 5-(6-(3-(benzyloxy)phenylthio)-1,2,3,4-tetrahydronaphthalen-2-yl)-2,2-dimethyl-1,3-dioxan-5-ylcarbamate
—— 2,3-Dihydro-1,4-dithiine-2,3,5,6-tetracarbonitrile 883839-16-5 C8H2N4S2
2,3-Dihydro-1,4-dithiine-2,3,5,6-tetracarbonitrile
—— sec-butyl methyl sulfoxide 35539-61-8 C5H12OS
sec-butyl methyl sulfoxide
—— (<i>Z</i>)-1,1,1,4,4,4-hexafluoro-2,3-bis-methylsulfanyl-but-2-ene 84173-99-9 C6H6F6S2
(<i>Z</i>)-1,1,1,4,4,4-hexafluoro-2,3-bis-methylsulfanyl-but-2-ene
—— 5,6-bis-trifluoromethyl-2,3-dihydro-[1,4]dithiine 776-05-6 C6H4F6S2
5,6-bis-trifluoromethyl-2,3-dihydro-[1,4]dithiine
—— 2,3-dihydro-2-phenyl-1,3-dithiolo<4,5-e><1,4>dithiin-6-one 111082-46-3 C11H8OS4
2,3-dihydro-2-phenyl-1,3-dithiolo<4,5-e><1,4>dithiin-6-one
—— bis(2-methyl-1H-inden-7-yl)sulfide 891865-38-6 C20H18S
bis(2-methyl-1H-inden-7-yl)sulfide
—— 1-phenylsulfanylmethyl-piperidine 6631-82-9 C12H17NS
1-phenylsulfanylmethyl-piperidine
—— (2,3-Dihydro-5-oxo-5H-thiazolo(3,2-a)pyrimidin-6-yl)carbamic acid propyl ester 93501-15-6 C10H13N3O3S
(2,3-Dihydro-5-oxo-5H-thiazolo(3,2-a)pyrimidin-6-yl)carbamic acid propyl ester
—— 1-Methyl-2,5-bis(5-methylsulfanylthiophen-2-yl)pyrrole 1452807-75-8 C15H15NS4
1-Methyl-2,5-bis(5-methylsulfanylthiophen-2-yl)pyrrole
—— 2,5-Bis[3,5-bis(methylsulfanyl)thiophen-2-yl]-1-methylpyrrole 1452807-78-1 C17H19NS6
2,5-Bis[3,5-bis(methylsulfanyl)thiophen-2-yl]-1-methylpyrrole
—— 4-Phenylbut-3-ynylsulfanylbenzene 177615-86-0 C16H14S
4-Phenylbut-3-ynylsulfanylbenzene
—— 2,5-Bis(3-methoxy-5-methylsulfanylthiophen-2-yl)-1-methylpyrrole 1452807-77-0 C17H19NO2S4
2,5-Bis(3-methoxy-5-methylsulfanylthiophen-2-yl)-1-methylpyrrole
—— (+/-)-ethyl 2-bromo-2-[4-[(phenylthio)methyl]phenyl]-acetate 1268473-47-7 C17H17BrO2S
(+/-)-ethyl 2-bromo-2-[4-[(phenylthio)methyl]phenyl]-acetate
—— 2,2-bis-methylsulfanyl-ethanol 51534-60-2 C4H10OS2
2,2-bis-methylsulfanyl-ethanol
—— bis-methanesulfonyl-acetic acid ethyl ester 78134-99-3 C6H12O6S2
bis-methanesulfonyl-acetic acid ethyl ester
—— α-(p-Chlor-phenylmercapto)-propionsaeure-n-propylester 18739-78-1 C12H15ClO2S
α-(p-Chlor-phenylmercapto)-propionsaeure-n-propylester
—— t-Butyl-α-(4-chlorphenylmercapto)-propionat 36304-06-0 C13H17ClO2S
t-Butyl-α-(4-chlorphenylmercapto)-propionat
—— 2,7-dimethyl-4-(phenylthio)octa-1,7-diene 142077-87-0 C16H22S
2,7-dimethyl-4-(phenylthio)octa-1,7-diene
—— tert-butyl N-[(2S)-1-tert-butylsulfonyl-3-(dimethylamino)propan-2-yl]carbamate 1009093-25-7 C14H30N2O4S
tert-butyl N-[(2S)-1-tert-butylsulfonyl-3-(dimethylamino)propan-2-yl]carbamate
—— 5-Bromo-2-methyl-1-benzothiophen-3-one 1159586-57-8 C9H7BrOS
5-Bromo-2-methyl-1-benzothiophen-3-one
—— (+/-)-ethyl 2-[4-[(phenylthio)methyl]phenyl]-2-hydroxyacetate 1268473-44-4 C17H18O3S
(+/-)-ethyl 2-[4-[(phenylthio)methyl]phenyl]-2-hydroxyacetate
—— Mesityl-n-propylsulfid 62291-65-0 C12H18S
Mesityl-n-propylsulfid
—— Propyl 4-[(4-chlorophenyl)sulfanyl]butanoate 29107-86-6 C13H17ClO2S
Propyl 4-[(4-chlorophenyl)sulfanyl]butanoate
—— (+)-(R)-2-(4-Chlorothiophenoxy)propanoic acid 176021-32-2 C9H9ClO2S
(+)-(R)-2-(4-Chlorothiophenoxy)propanoic acid
—— α-((4-Chlorophenyl)thio)propanoyl chloride 76161-45-0 C9H8Cl2OS
α-((4-Chlorophenyl)thio)propanoyl chloride
—— {4-[(4-chlorophenyl)sulfanyl]-4-methyl-5-oxotetrahydrofuran-2-yl}acetaldehyde 186458-34-4 C13H13ClO3S
{4-[(4-chlorophenyl)sulfanyl]-4-methyl-5-oxotetrahydrofuran-2-yl}acetaldehyde
—— (S)-2-(4-chlorophenylthio)propanoic acid 176021-33-3 C9H9ClO2S
(S)-2-(4-chlorophenylthio)propanoic acid
—— 3-Acetoxy-1-phenylthio-2-butanon 67175-41-1 C12H14O3S
3-Acetoxy-1-phenylthio-2-butanon
—— <(dimethyl-1',1' ethyl)thio>-3 propen-2(E) ol-1 107210-03-7 C7H14OS
<(dimethyl-1',1' ethyl)thio>-3 propen-2(E) ol-1
—— (dimethyl-1',1' ethyl-thio)-2 methoxy-1 propene-2 88909-28-8 C8H16OS
(dimethyl-1',1' ethyl-thio)-2 methoxy-1 propene-2
—— N-(2-Cyclohexenyl)-O-ethyl-thiocarbamat 88281-71-4 C9H15NOS
N-(2-Cyclohexenyl)-O-ethyl-thiocarbamat
—— 1-t.butylthio-1(Z)-propen-3-ol 86254-66-2 C7H14OS
1-t.butylthio-1(Z)-propen-3-ol
—— 3-methylthio-6-(2-amino-5-bromophenyl)-1,2,4-triazin-5-one 129934-39-0 C10H9BrN4OS
3-methylthio-6-(2-amino-5-bromophenyl)-1,2,4-triazin-5-one
—— 2-(methylthio)-4-chloropyrrole 80964-99-4 C5H6ClNS
2-(methylthio)-4-chloropyrrole
—— dimethyl benzo[b][1,4]dithiine-2,3-dicarboxylate 69652-86-4 C12H10O4S2
dimethyl benzo[b][1,4]dithiine-2,3-dicarboxylate
—— 3-(4-methylphenyl)-1,2,4-benzotrithiin 186707-19-7 C14H12S3
3-(4-methylphenyl)-1,2,4-benzotrithiin
—— 5-Hexyl-2-methyl-3-(methylsulfanyl)furan 88319-96-4 C12H20OS
5-Hexyl-2-methyl-3-(methylsulfanyl)furan
—— 2-methyl-3-(methylthio)-5-phenylfuran 54930-80-2 C12H12OS
2-methyl-3-(methylthio)-5-phenylfuran
—— 4-Phenylsulfanylbicyclo[4.1.0]hept-2-ene 102870-46-2 C13H14S
4-Phenylsulfanylbicyclo[4.1.0]hept-2-ene
—— 5,6-bis(tert-butylthio)[1,2,5]oxadiazolo[3,4-b]pyrazine 1355353-80-8 C12H18N4OS2
5,6-bis(tert-butylthio)[1,2,5]oxadiazolo[3,4-b]pyrazine
—— 8-Oxa-1,4-dithiaspiro[4.5]decane-6-carboxylic acid 205234-26-0 C8H12O3S2
8-Oxa-1,4-dithiaspiro[4.5]decane-6-carboxylic acid
—— 3-iodo-4-(3,5-dimethylphenylsulfanyl)-6-methyl-5-(2-pyrazin-2-yl-ethylthiomethyl)pyridin-2(1H)-one 1185190-01-5 C21H22IN3OS2
3-iodo-4-(3,5-dimethylphenylsulfanyl)-6-methyl-5-(2-pyrazin-2-yl-ethylthiomethyl)pyridin-2(1H)-one
—— 2-chloro-5-fluoro-6-(p-tolylthio)nicotinamide 114171-56-1 C13H10ClFN2OS
2-chloro-5-fluoro-6-(p-tolylthio)nicotinamide
—— 2-{[2-(N,N-Dimethylamino)-ethyl]-thio}-3-(α-hydroxy-benzyl)-pyridine 103999-68-4 C16H20N2OS
2-{[2-(N,N-Dimethylamino)-ethyl]-thio}-3-(α-hydroxy-benzyl)-pyridine
—— diisopropyl <2-(phenylthio)-2-(trimethylsiloxy)ethyl>phosphonate 77547-96-7 C17H31O4PSSi
diisopropyl <2-(phenylthio)-2-(trimethylsiloxy)ethyl>phosphonate