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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
—— 1-(2,2-Bis-phenylsulfanyl-ethyl)-4-methyl-cyclohex-2-enecarboxylic acid methyl ester 60729-51-3 C23H26O2S2
1-(2,2-Bis-phenylsulfanyl-ethyl)-4-methyl-cyclohex-2-enecarboxylic acid methyl ester
—— 2-(4,5-dimethyl-1,3-dithiol-2-ylidene)-4,5,6,7-tetrafluoro-1,3-benzodithiole 172287-59-1 C12H6F4S4
2-(4,5-dimethyl-1,3-dithiol-2-ylidene)-4,5,6,7-tetrafluoro-1,3-benzodithiole
—— 315223-04-2 C21H12Cl4N2O2S2
—— N-[2-(2-Bromo-phenylsulfanyl)-5-(2-bromo-phenylsulfanylmethoxy)-4-methoxy-phenyl]-acetamide 158719-82-5 C22H19Br2NO3S2
N-[2-(2-Bromo-phenylsulfanyl)-5-(2-bromo-phenylsulfanylmethoxy)-4-methoxy-phenyl]-acetamide
—— 2-(1-benzyl-1<i>H</i>-tetrazol-5-ylsulfanyl)-3-nitro-pyridine 59888-19-6 C13H10N6O2S
2-(1-benzyl-1<i>H</i>-tetrazol-5-ylsulfanyl)-3-nitro-pyridine
—— 4-bromo-2-{2-methyl-6-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]pyrazolo[1,5-a]pyrimidin-7-yl}-phenol 1384665-19-3 C16H12BrN5OS2
4-bromo-2-{2-methyl-6-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]pyrazolo[1,5-a]pyrimidin-7-yl}-phenol
—— (+-)-cis-1-acetoxy-2-p-tolylsulfanyl-cyclohexane 82018-70-0 C15H20O2S
(+-)-cis-1-acetoxy-2-p-tolylsulfanyl-cyclohexane
—— 29000-84-8 C7H13NO3S2
—— 2-[(4,4-difluoro-3-butenyl)thio]-5-methyl-4(3H)-pyrimidinone 155957-11-2 C9H10F2N2OS
2-[(4,4-difluoro-3-butenyl)thio]-5-methyl-4(3H)-pyrimidinone
—— [2-(2-methoxy-ethoxy)-vinyl]-trithiophosphonic acid diethyl ester 98957-81-4 C9H19O2PS3
[2-(2-methoxy-ethoxy)-vinyl]-trithiophosphonic acid diethyl ester
—— (2,2,4,4-Tetramethyl-1,1-dioxo-1λ<sup>6</sup>-thietan-3-ylidene)-hydrazine 94525-98-1 C7H14N2O2S
(2,2,4,4-Tetramethyl-1,1-dioxo-1λ<sup>6</sup>-thietan-3-ylidene)-hydrazine
—— 1-butanethiol-d 41036-62-8 C4H10S
1-butanethiol-d
—— 6-ethyl-2,3-dihydro-7H-thiazolo[3,2-b][1,2,4]triazin-7-one 1314881-07-6 C7H9N3OS
6-ethyl-2,3-dihydro-7H-thiazolo[3,2-b][1,2,4]triazin-7-one
—— 2-Heptadecafluorooctylsulfanyl-ethanol 81056-99-7 C10H5F17OS
2-Heptadecafluorooctylsulfanyl-ethanol
—— 3-difluoromethoxy-5-propylsulfanyl-isonicotinonitrile 924886-41-9 C10H10F2N2OS
3-difluoromethoxy-5-propylsulfanyl-isonicotinonitrile
—— N,N,2,4-tetramethylhexanethioamide 67797-37-9 C10H21NS
N,N,2,4-tetramethylhexanethioamide
—— S-2-<3-(2-propoxy)pyridyl> propanethioate 150455-87-1 C11H15NO2S
S-2-<3-(2-propoxy)pyridyl> propanethioate
—— Bis(2,2-dichlorvinyl)sulfid 23248-50-2 C4H2Cl4S
Bis(2,2-dichlorvinyl)sulfid
—— 3-allylseleno-6-ethylthiopyridazine 1463457-82-0 C9H12N2SSe
3-allylseleno-6-ethylthiopyridazine
—— 1,1',7,7'-tetrathia[7,7]cyclopropenonophane 345892-27-5 C16H20O2S4
1,1',7,7'-tetrathia[7,7]cyclopropenonophane
—— (3-chloro-phenyl)-(2<i>t</i>-chloro-vinyl)-sulfide 101581-19-5 C8H6Cl2S
(3-chloro-phenyl)-(2<i>t</i>-chloro-vinyl)-sulfide
—— 1,1-dimethylethyl [6-({6-[(2-methoxyethyl)amino][1,2,4]triazolo[4,3-b]pyridazin-3-yl}sulphanyl)-1,3-benzothiazol-2-yl]carbamate 1150888-11-1 C20H23N7O3S2
1,1-dimethylethyl [6-({6-[(2-methoxyethyl)amino][1,2,4]triazolo[4,3-b]pyridazin-3-yl}sulphanyl)-1,3-benzothiazol-2-yl]carbamate
—— 2-(5-nitro-[1,3,4]thiadiazol-2-ylsulfanyl)-pyrimidine 56990-49-9 C6H3N5O2S2
2-(5-nitro-[1,3,4]thiadiazol-2-ylsulfanyl)-pyrimidine
—— ethylxanthic acid acetoxymethyl ester 42778-56-3 C6H10O3S2
ethylxanthic acid acetoxymethyl ester
—— 1-(Dimethylthiocarbamoyl)-2,3,3-trimethyl-2-thiopseudourea 34698-64-1 C7H15N3S2
1-(Dimethylthiocarbamoyl)-2,3,3-trimethyl-2-thiopseudourea
—— 2-((4-nitrophenyl)thio)benzene-1,4-diol 91493-62-8 C12H9NO4S
2-((4-nitrophenyl)thio)benzene-1,4-diol
—— 6-methylsulfanyl-4-oxo-4H-pyrimido[5,4-d]pyrimidine-3-carboxylic acid amide 100130-69-6 C8H7N5O2S
6-methylsulfanyl-4-oxo-4H-pyrimido[5,4-d]pyrimidine-3-carboxylic acid amide
—— 3-bromo-4-(2,2-diethoxy-ethylsulfanyl)thiophene 1173058-51-9 C10H15BrO2S2
3-bromo-4-(2,2-diethoxy-ethylsulfanyl)thiophene
—— <2-(trimethylsilyl)ethoxy>oxomethanesulfenyl chloride 102652-71-1 C6H13ClO2SSi
<2-(trimethylsilyl)ethoxy>oxomethanesulfenyl chloride
—— 2,2-dibenzyl-3-(4'-methylphenylthio)-1-iodopropane 1046446-15-4 C24H25IS
2,2-dibenzyl-3-(4'-methylphenylthio)-1-iodopropane
—— 6-ethyl-3-({[6-(trifluoromethyl)pyridin-3-yl]methyl}thio)-1,2,4-triazin-5(2H)-one 826337-23-9 C12H11F3N4OS
6-ethyl-3-({[6-(trifluoromethyl)pyridin-3-yl]methyl}thio)-1,2,4-triazin-5(2H)-one
—— 5-[2-(4-Chlorophenyl)sulfanylethyl]-3-hydroxycyclohex-2-en-1-one 1415577-60-4 C14H15ClO2S
5-[2-(4-Chlorophenyl)sulfanylethyl]-3-hydroxycyclohex-2-en-1-one
—— 1,12-bis-{3-[1-(n-propyl)thioureado]}-4,9-diazadodecane 1234548-18-5 C18H40N6S2
1,12-bis-{3-[1-(n-propyl)thioureado]}-4,9-diazadodecane
—— methyl (8R*,11R*,12R*,13S*,14E)-11-t-butoxy-9-oxo-13-(phenylthio)prost-14-en-5-ynoate 104220-93-1 C31H44O4S
methyl (8R*,11R*,12R*,13S*,14E)-11-t-butoxy-9-oxo-13-(phenylthio)prost-14-en-5-ynoate
—— 2β-<1α-(2-Pyridylthio)-2(E)-octenyl>-3-cyclopenten-1α-ol 82945-81-1 C18H25NOS
2β-<1α-(2-Pyridylthio)-2(E)-octenyl>-3-cyclopenten-1α-ol
—— 1-Ethoxymethoxy-2-methylsulfanyl-ethane 90325-40-9 C6H14O2S
1-Ethoxymethoxy-2-methylsulfanyl-ethane
—— N-[(1S,2R,4R)-7-azabicyclo[2.2.1]hept-2-yl]-5-(2-methylphenylsulfanyl)-thiophene-2-carboxamide 500606-73-5 C18H20N2OS2
N-[(1S,2R,4R)-7-azabicyclo[2.2.1]hept-2-yl]-5-(2-methylphenylsulfanyl)-thiophene-2-carboxamide
—— 4-(5-(5-cyclopropyl-1H-pyrazol-3-ylamino)imidazo[1,2-f]pyrimidin-7-ylthio)-N',N'-di methylbenzohydrazide 883735-99-7 C21H22N8OS
4-(5-(5-cyclopropyl-1H-pyrazol-3-ylamino)imidazo[1,2-f]pyrimidin-7-ylthio)-N',N'-di methylbenzohydrazide
—— 2-(p-tolylsulfanyl)cyclopent-2-enone 1087267-66-0 C12H12OS
2-(p-tolylsulfanyl)cyclopent-2-enone
—— Sodium;6-methoxycarbonyl-3-oxo-5-(2-phenylsulfanylethyl)cyclohexen-1-olate 1415577-50-2 C16H17O4S*Na
Sodium;6-methoxycarbonyl-3-oxo-5-(2-phenylsulfanylethyl)cyclohexen-1-olate
—— 36209-24-2 C10H11ClN2O2S
—— ((S)-2-Hydroxy-3-nitro-1-phenyl-3-p-tolylsulfanyl-propyl)-carbamic acid tert-butyl ester 499783-32-3 C21H26N2O5S
((S)-2-Hydroxy-3-nitro-1-phenyl-3-p-tolylsulfanyl-propyl)-carbamic acid tert-butyl ester
—— (2,3,7,8,12,13,17,18-octakis(methylsulfanyl)-5,10,15,20-porphyrazinato)cobalt(II) 93393-28-3 C24H24CoN8S8
(2,3,7,8,12,13,17,18-octakis(methylsulfanyl)-5,10,15,20-porphyrazinato)cobalt(II)
—— 6,11-dihydrobenzo[c][1,6]benzoxathiocine 7093-00-7 C14H12OS
6,11-dihydrobenzo[c][1,6]benzoxathiocine
—— ethyl cis-7-chloro-7-phenylthio-2-heptenoate 125141-75-5 C15H19ClO2S
ethyl cis-7-chloro-7-phenylthio-2-heptenoate
—— 2-[[5-(4-hydroxyphenyl)-1H-1,2,4-triazol-3-yl]sulfanyl]quinoline-3-carbaldehyde 1134633-68-3 C18H12N4O2S
2-[[5-(4-hydroxyphenyl)-1H-1,2,4-triazol-3-yl]sulfanyl]quinoline-3-carbaldehyde
—— 2-Isobutyl-2-butylthio-4-methyl-1,3-dithiane 136401-50-8 C13H26S3
2-Isobutyl-2-butylthio-4-methyl-1,3-dithiane
—— 2-Thiocyanatomethylsulfanyl-pyrazine 4-oxide 68684-73-1 C6H5N3OS2
2-Thiocyanatomethylsulfanyl-pyrazine 4-oxide
—— Trimethyl-{(E)-1-[1-phenylsulfanyl-meth-(E)-ylidene]-non-2-enyloxy}-silane 141420-65-7 C19H30OSSi
Trimethyl-{(E)-1-[1-phenylsulfanyl-meth-(E)-ylidene]-non-2-enyloxy}-silane
—— 3-methylsulfanyl-6,7,8,9-tetrahydro-5<i>H</i>-cyclohepta[1,4,2]dithiazine 59103-06-9 C9H13NS3
3-methylsulfanyl-6,7,8,9-tetrahydro-5<i>H</i>-cyclohepta[1,4,2]dithiazine