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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
—— (Z)-1-bromo-2-(2-pyridylthio)ethene 134613-52-8 C7H6BrNS
(Z)-1-bromo-2-(2-pyridylthio)ethene
—— 1c,4c-bis-phenylsulfanyl-buta-1,3-diene 1101873-28-2 C16H14S2
1c,4c-bis-phenylsulfanyl-buta-1,3-diene
—— thioformylvinylideneketene 137040-74-5 C5H2OS
thioformylvinylideneketene
—— 5-methylcyclopenta-1,3-diene;5-methylsulfanyl-2-oxo-1,3-dithiole-4-thiolate;titanium(4+) 221296-47-5 C20H20O2S8Ti
5-methylcyclopenta-1,3-diene;5-methylsulfanyl-2-oxo-1,3-dithiole-4-thiolate;titanium(4+)
—— 2,5-diethoxy-3,6-di-(p-chlorobenzenethio)-1,4-benzoquinone 1516860-66-4 C22H18Cl2O4S2
2,5-diethoxy-3,6-di-(p-chlorobenzenethio)-1,4-benzoquinone
—— 1-(p-chlorophenylthio)-1-nitrocyclohexane 1402833-11-7 C12H14ClNO2S
1-(p-chlorophenylthio)-1-nitrocyclohexane
—— S-p-tolyl 2-amino-4-(p-tolylthio)benzothioate 1423629-89-3 C21H19NOS2
S-p-tolyl 2-amino-4-(p-tolylthio)benzothioate
—— 1,2,3-tristhiocyanatopropane 24487-40-9 C6H5N3S3
1,2,3-tristhiocyanatopropane
—— α-[2-(4-methoxyphenylthio)-5-thienyl]-N-tert-butylnitrone 1027192-34-2 C16H19NO2S2
α-[2-(4-methoxyphenylthio)-5-thienyl]-N-tert-butylnitrone
—— (1-ethyl-propyl)-(6-ethylsulfanyl-2-isopropyl-5-nitro-pyrimidin-4-yl)-amine 58289-48-8 C14H24N4O2S
(1-ethyl-propyl)-(6-ethylsulfanyl-2-isopropyl-5-nitro-pyrimidin-4-yl)-amine
—— (R)-1-[(4R,5R)-2,2-Dimethyl-5-((R)-1-nitromethyl-2-phenylsulfanyl-ethyl)-[1,3]dioxolan-4-yl]-ethane-1,2-diol 116386-29-9 C16H23NO6S
(R)-1-[(4R,5R)-2,2-Dimethyl-5-((R)-1-nitromethyl-2-phenylsulfanyl-ethyl)-[1,3]dioxolan-4-yl]-ethane-1,2-diol
—— 2-(2-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-1,3-dithian-2-yl)acetaldehyde 1374149-07-1 C24H32O2S2Si
2-(2-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-1,3-dithian-2-yl)acetaldehyde
—— 8-[4,5-Bis(methylsulfanyl)-1,3-dithiol-2-ylidene]-7,9-dithiapentacyclo[13.2.1.02,14.04,12.06,10]octadeca-4,6(10),11,16-tetraene-3,13-dione 245525-53-5 C21H16O2S6
8-[4,5-Bis(methylsulfanyl)-1,3-dithiol-2-ylidene]-7,9-dithiapentacyclo[13.2.1.02,14.04,12.06,10]octadeca-4,6(10),11,16-tetraene-3,13-dione
—— N-[2-[(2-phenylthio)-(1H-indol-3-yl)]ethyl]-formamide 1224197-83-4 C17H16N2OS
N-[2-[(2-phenylthio)-(1H-indol-3-yl)]ethyl]-formamide
—— 7-Aethyl-7-heptyl-<1,4,6,8>dioxa-dithia-cyclononan-6,6,8,8-tetraoxid 22059-91-2 C14H28O6S2
7-Aethyl-7-heptyl-<1,4,6,8>dioxa-dithia-cyclononan-6,6,8,8-tetraoxid
—— methyl 5-deoxy-2,3-O-isopropylidene-5-(6-propyluracil-2-yl)thio-β-D-ribofuranoside 676557-71-4 C16H24N2O5S
methyl 5-deoxy-2,3-O-isopropylidene-5-(6-propyluracil-2-yl)thio-β-D-ribofuranoside
—— 2,6-bis(butylamino)hepta-2,5-diene-4-thione 35247-11-1 C15H28N2S
2,6-bis(butylamino)hepta-2,5-diene-4-thione
—— (2,5-difluoro-1,4-phenylene)bis(benzylsulfane) 1376608-58-0 C20H16F2S2
(2,5-difluoro-1,4-phenylene)bis(benzylsulfane)
—— Phenyl-thiomalonsaeure-1-piperidid-3-thiophenylester 24588-08-7 C20H21NOS2
Phenyl-thiomalonsaeure-1-piperidid-3-thiophenylester
—— 2-((2-((4-(2,6-di-tert-butylpyrimidin-4-yl)-1,4-diazepan-1-yl)methyl)allyl)thio)pyrimidin-4-ol oxalate 193607-71-5 C2H2O4*C25H38N6OS
2-((2-((4-(2,6-di-tert-butylpyrimidin-4-yl)-1,4-diazepan-1-yl)methyl)allyl)thio)pyrimidin-4-ol oxalate
—— 3-Methyl-but-2-enethioic acid hexylamide 59154-05-1 C11H21NS
3-Methyl-but-2-enethioic acid hexylamide
—— 1,1-Dibromo-1-(1,1-dibromo-propane-1-sulfonyl)-propane 52940-27-9 C6H10Br4O2S
1,1-Dibromo-1-(1,1-dibromo-propane-1-sulfonyl)-propane
—— cyclohexyl 2-(trimethylsilyl)ethyl sulfoxide 143505-50-4 C11H24OSSi
cyclohexyl 2-(trimethylsilyl)ethyl sulfoxide
—— 2-(4-methylamino-6-methylsulfanyl-[1,3,5]triazin-2-yl)-1,2-dihydro-pyridazine-3,6-dione 33250-72-5 C9H10N6O2S
2-(4-methylamino-6-methylsulfanyl-[1,3,5]triazin-2-yl)-1,2-dihydro-pyridazine-3,6-dione
—— 2-ethylsulfanyl-5-isopropoxymethyl-pyrimidin-4-ylamine; hydrobromide 884-16-2 BrH*C10H17N3OS
2-ethylsulfanyl-5-isopropoxymethyl-pyrimidin-4-ylamine; hydrobromide
—— [Ni(1,5,8,12-tetraazadodecane)(NCS)2] 68894-62-2 C10H22N6NiS2
[Ni(1,5,8,12-tetraazadodecane)(NCS)2]
—— 1-Triethylsilanyl-3-[1-(3-triethylsilanyl-propylsulfanyl)-ethylsulfanyl]-propane 22403-31-2 C20H46S2Si2
1-Triethylsilanyl-3-[1-(3-triethylsilanyl-propylsulfanyl)-ethylsulfanyl]-propane
—— (β-Hydroxy-ethyl)-(3-methylmercapto-phenyl)-sulfid 22017-38-5 C9H12OS2
(β-Hydroxy-ethyl)-(3-methylmercapto-phenyl)-sulfid
—— 5-benzylsulfanyl-3-methyl-[1,2,4]thiadiazole 21735-04-6 C10H10N2S2
5-benzylsulfanyl-3-methyl-[1,2,4]thiadiazole
—— 30511-03-6 C3H6Cl3NO2S2
—— N,N-Dimethylthioacetamid-d3 34302-08-4 C4H9NS
N,N-Dimethylthioacetamid-d3
—— 2-Phenyl-(5-pyrimidylthio)-1,3-dithian 28858-27-7 C15H17N3S3
2-Phenyl-(5-pyrimidylthio)-1,3-dithian
—— 5-(4-chloro-benzylsulfanyl)-3-methyl-[1,2,4]thiadiazole 21735-05-7 C10H9ClN2S2
5-(4-chloro-benzylsulfanyl)-3-methyl-[1,2,4]thiadiazole
—— 2-(4-bromo-2,5-bis-methylsulfanyl-thiophen-3-yl)-[1,3]dioxolane 24444-79-9 C9H11BrO2S3
2-(4-bromo-2,5-bis-methylsulfanyl-thiophen-3-yl)-[1,3]dioxolane
—— 2-[1-(4-Amino-phenyl)-meth-(Z)-ylidene]-5-nitro-benzo[b]thiophen-3-one 38387-61-0 C15H10N2O3S
2-[1-(4-Amino-phenyl)-meth-(Z)-ylidene]-5-nitro-benzo[b]thiophen-3-one
—— 1,4,5-trimethyl-6-[(4-methylsulfanylphenyl)methyl]-3,6-dihydro-2H-pyridine 97889-73-1 C16H23NS
1,4,5-trimethyl-6-[(4-methylsulfanylphenyl)methyl]-3,6-dihydro-2H-pyridine
—— Dithiokohlensaeure-S-(3-dimethylamino-propylester)-S-methylester 91774-47-9 C7H15NOS2
Dithiokohlensaeure-S-(3-dimethylamino-propylester)-S-methylester
—— 2-[4-(methoxyimino)cyclohexyl]-2-(3,3,4,4,4-pentafluorobutylsulfonyl)acetonitrile 1097630-55-1 C14H19F5N2O3S
2-[4-(methoxyimino)cyclohexyl]-2-(3,3,4,4,4-pentafluorobutylsulfonyl)acetonitrile
—— (Z)-2-tert-Butylsulfanyl-4-methoxy-non-3-ene 88909-59-5 C14H28OS
(Z)-2-tert-Butylsulfanyl-4-methoxy-non-3-ene
—— [(4R,5R)-4,5-Bis-(bis-phenylsulfanyl-methyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-methanol 105374-17-2 C32H32O3S4
[(4R,5R)-4,5-Bis-(bis-phenylsulfanyl-methyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-methanol
—— 4-[8]quinolylmercapto-aniline 108618-54-8 C15H12N2S
4-[8]quinolylmercapto-aniline
—— (Z)-6-ethylsulfanyl-3-methoxy-4,6-heptadien-1-ol 942042-01-5 C10H18O2S
(Z)-6-ethylsulfanyl-3-methoxy-4,6-heptadien-1-ol
—— 1-(N-benzyl-2-((6-oxo-4-propyl-1,6-dihydropyrimidin-2-yl)thio)acetamido)-N-cyclohexylcyclopentanecarboxamide 1379463-58-7 C28H38N4O3S
1-(N-benzyl-2-((6-oxo-4-propyl-1,6-dihydropyrimidin-2-yl)thio)acetamido)-N-cyclohexylcyclopentanecarboxamide
—— 5,6-Bis-(phenylthio)-4,7-benzimidazol-dion 26558-06-5 C19H12N2O2S2
5,6-Bis-(phenylthio)-4,7-benzimidazol-dion
—— N'-[2-Butyl-cyclohex-(E)-ylidene]-hydrazinecarbodithioic acid methyl ester 26251-68-3 C12H22N2S2
N'-[2-Butyl-cyclohex-(E)-ylidene]-hydrazinecarbodithioic acid methyl ester
—— 5-{4-[2-(4,6-Dimethyl-pyridin-2-yl)-ethylsulfanyl]-benzyl}-2-imino-thiazolidin-4-one 136401-82-6 C19H21N3OS2
5-{4-[2-(4,6-Dimethyl-pyridin-2-yl)-ethylsulfanyl]-benzyl}-2-imino-thiazolidin-4-one
—— 1-<(methoxy)phenylthiomethyl>-1-cyclopentene 123364-53-4 C13H16OS
1-<(methoxy)phenylthiomethyl>-1-cyclopentene
—— n-cetyl thiocyanate 66143-73-5 C17H33NS
n-cetyl thiocyanate
—— 1-nitro-1-(p-tolylthio)cycloheptane 1402833-14-0 C14H19NO2S
1-nitro-1-(p-tolylthio)cycloheptane
—— 9-cyano-2-t-butylthio-3-vinylnonan-1-ol 82936-87-6 C16H29NOS
9-cyano-2-t-butylthio-3-vinylnonan-1-ol