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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-(Diethylamino)thiete 1,1-dioxide 59514-12-4 C7H13NO2S
3-(Diethylamino)thiete 1,1-dioxide
—— methyl 2-cyano-3-(5-phenylthio-2-furyl)acrylate 56656-71-4 C15H11NO3S
methyl 2-cyano-3-(5-phenylthio-2-furyl)acrylate
—— 2-phenyl-2-[6-(phenylthio)pyridazin-3-yl]acetonitrile 209412-02-2 C18H13N3S
2-phenyl-2-[6-(phenylthio)pyridazin-3-yl]acetonitrile
—— 3,4-dihydro-2H-pyrimido[1,2-c]pyrido[4,3-e][1,3]thiazine-6-thione 1202519-01-4 C10H9N3S2
3,4-dihydro-2H-pyrimido[1,2-c]pyrido[4,3-e][1,3]thiazine-6-thione
—— N-benzyl-2-oxo-5-(4-propan-2-ylphenyl)sulfanyl-1H-pyridine-3-carboxamide 1426959-64-9 C22H22N2O2S
N-benzyl-2-oxo-5-(4-propan-2-ylphenyl)sulfanyl-1H-pyridine-3-carboxamide
—— 2-[6-(ethylthio)pyridazin-3-yl]-2-phenylacetonitrile 1159497-77-4 C14H13N3S
2-[6-(ethylthio)pyridazin-3-yl]-2-phenylacetonitrile
—— 2-(ω-morpholinohexylthio)-4,6-dimethylpyrimidine 90094-36-3 C16H27N3OS
2-(ω-morpholinohexylthio)-4,6-dimethylpyrimidine
—— 2-(ω-anilinohexylthio)-4,6-dimethylpyrimidine 90094-34-1 C18H25N3S
2-(ω-anilinohexylthio)-4,6-dimethylpyrimidine
—— <(4,6-dimethylpyrimidin-2-ylthio)hexyl>pyridinium bromide 90094-32-9 Br*C17H24N3S
<(4,6-dimethylpyrimidin-2-ylthio)hexyl>pyridinium bromide
—— 2-(ω-piperidinohexylthio)-4,6-dimethylpyrimidine 90094-35-2 C17H29N3S
2-(ω-piperidinohexylthio)-4,6-dimethylpyrimidine
—— 1-Acetoxy-1-phenylthio-2-butanon 67175-44-4 C12H14O3S
1-Acetoxy-1-phenylthio-2-butanon
—— 1,1-Bis(phenylsulfanyl)-2-butanone 77331-08-9 C16H16OS2
1,1-Bis(phenylsulfanyl)-2-butanone
—— (Z)-N,N-diethyl-1-methoxy-2-(trifluoromethanesulfonyl)ethenamine 1315550-04-9 C8H14F3NO3S
(Z)-N,N-diethyl-1-methoxy-2-(trifluoromethanesulfonyl)ethenamine
—— dimethyl meso-2,3-di(pyrimidin-2-ylthio)butane-1,4-dioate 77586-19-7 C14H14N4O4S2
dimethyl meso-2,3-di(pyrimidin-2-ylthio)butane-1,4-dioate
—— 5-ethylsulfanyl-6-methyl-pyrazine-2,3-dicarbonitrile 72112-31-3 C9H8N4S
5-ethylsulfanyl-6-methyl-pyrazine-2,3-dicarbonitrile
—— N-<2-(p-tolylthio)ethyl>acetamide 98225-03-7 C11H15NOS
N-<2-(p-tolylthio)ethyl>acetamide
—— (4S,4aR)-4,4a-dimethylspiro[1,2,3,4,5,6-hexahydronaphthalene-7,2'-1,3-dithiolane] 150930-70-4 C14H22S2
(4S,4aR)-4,4a-dimethylspiro[1,2,3,4,5,6-hexahydronaphthalene-7,2'-1,3-dithiolane]
—— N,N'-dimethyl-N,N'-bis(phenylsulfanylmethyl)ethane-1,2-diamine 214148-69-3 C18H24N2S2
N,N'-dimethyl-N,N'-bis(phenylsulfanylmethyl)ethane-1,2-diamine
—— 4-Methylsulfanyl-2-phenyl-[1,3]oxazin-6-one 135714-53-3 C11H9NO2S
4-Methylsulfanyl-2-phenyl-[1,3]oxazin-6-one
—— 4-(benzo-1,4-dithiafulven-6-yl)-1,2,3-thiadiazole 1028256-72-5 C10H6N2S3
4-(benzo-1,4-dithiafulven-6-yl)-1,2,3-thiadiazole
—— N<sup>1</sup>,N<sup>3</sup>-diphenyl-N<sup>2</sup>,N<sup>4</sup>-bis(6-methyl-3-(methylthio)-5-oxo-4,5-dihydro-1,2,4-triazin-4-yl)-N<sup>5</sup>-methylbiguanide 118458-63-2 C25H27N11O2S2
N<sup>1</sup>,N<sup>3</sup>-diphenyl-N<sup>2</sup>,N<sup>4</sup>-bis(6-methyl-3-(methylthio)-5-oxo-4,5-dihydro-1,2,4-triazin-4-yl)-N<sup>5</sup>-methylbiguanide
—— 2-Azathianthrene 2-oxide 106835-12-5 C11H7NOS2
2-Azathianthrene 2-oxide
—— 1-morpholino-2-(phenylthio)ethanone 425608-06-6 C12H15NO2S
1-morpholino-2-(phenylthio)ethanone
—— 1,7-diazathianthrene 113372-47-7 C10H6N2S2
1,7-diazathianthrene
—— 1,8-diazathianthrene 113372-48-8 C10H6N2S2
1,8-diazathianthrene
—— 2-Azathianthrene 106835-13-6 C11H7NS2
2-Azathianthrene
—— 4-(4-methylphenyl)-4-(phenylsulfanyl)nona-1,8-dien-5-one 878480-49-0 C22H24OS
4-(4-methylphenyl)-4-(phenylsulfanyl)nona-1,8-dien-5-one
—— 1-(4-methylphenyl)-1-(phenylsulfanyl)hex-5-en-2-one 878480-42-3 C19H20OS
1-(4-methylphenyl)-1-(phenylsulfanyl)hex-5-en-2-one
—— diethyl 1,7,7-trimethyl-3-(phenylthio)bicyclo[2.2.1]hept-2-en-2-yl phosphate 1233941-43-9 C20H29O4PS
diethyl 1,7,7-trimethyl-3-(phenylthio)bicyclo[2.2.1]hept-2-en-2-yl phosphate
—— 4,6-dichloro-2,8-bis(dimethylamino)-5-(4-nitrophenyl)-5H-thiopyrano[2,3-d:6,5-d']dipyrimidine 259654-09-6 C19H17Cl2N7O2S
4,6-dichloro-2,8-bis(dimethylamino)-5-(4-nitrophenyl)-5H-thiopyrano[2,3-d:6,5-d']dipyrimidine
—— S-(2-{[2'-(N-methylthiocarbamoyl)ethyl]amino}ethyl) lithium hydrogen phosphorothioate 127914-25-4 C6H14N2O3PS2*Li
S-(2-{[2'-(N-methylthiocarbamoyl)ethyl]amino}ethyl) lithium hydrogen phosphorothioate
—— S-{2-[(2'-thiocarbamoylethyl)amino]ethyl} lithium hydrogen phosphorothioate 127914-09-4 C5H12N2O3PS2*Li
S-{2-[(2'-thiocarbamoylethyl)amino]ethyl} lithium hydrogen phosphorothioate
—— 2-[4-[(2-Methylsulfanylpyrimidin-4-yl)amino]phenyl]acetic acid 83528-53-4 C13H13N3O2S
2-[4-[(2-Methylsulfanylpyrimidin-4-yl)amino]phenyl]acetic acid
—— 4-chloro-3-fluoro-9-methyl-1-phenylsulfanyl-dipyrido[1,2-a;3',4'-d]imidazole 1207286-81-4 C17H11ClFN3S
4-chloro-3-fluoro-9-methyl-1-phenylsulfanyl-dipyrido[1,2-a;3',4'-d]imidazole
—— 2-Fluoro-1-methoxyethyl phenyl sulfide 136764-65-3 C9H11FOS
2-Fluoro-1-methoxyethyl phenyl sulfide
—— N'-[4-cyano-2-[diethoxyphosphoryl(phenyl)methyl]-5-methylsulfanylpyrazol-3-yl]-N,N-diethylmethanimidamide 1174766-39-2 C21H30N5O3PS
N'-[4-cyano-2-[diethoxyphosphoryl(phenyl)methyl]-5-methylsulfanylpyrazol-3-yl]-N,N-diethylmethanimidamide
—— diethyl [(5-amino-4-cyano-3-methylsulfanyl-pyrazol-1-yl)-benzyl]phosphonate 1173091-27-4 C16H21N4O3PS
diethyl [(5-amino-4-cyano-3-methylsulfanyl-pyrazol-1-yl)-benzyl]phosphonate
—— 1-[diethoxyphosphoryl-(4-fluorophenyl)methyl]-3-methylsulfanyl-5-[(E)-morpholin-4-ylmethylideneamino]pyrazole-4-carbonitrile 1174766-45-0 C21H27FN5O4PS
1-[diethoxyphosphoryl-(4-fluorophenyl)methyl]-3-methylsulfanyl-5-[(E)-morpholin-4-ylmethylideneamino]pyrazole-4-carbonitrile
—— N,N-dibutyl-N'-[4-cyano-2-[diethoxyphosphoryl-(4-fluorophenyl)methyl]-5-methylsulfanylpyrazol-3-yl]methanimidamide 1174766-43-8 C25H37FN5O3PS
N,N-dibutyl-N'-[4-cyano-2-[diethoxyphosphoryl-(4-fluorophenyl)methyl]-5-methylsulfanylpyrazol-3-yl]methanimidamide
—— N'-[4-cyano-2-[diethoxyphosphoryl-(4-fluorophenyl)methyl]-5-methylsulfanylpyrazol-3-yl]-N,N-diethylmethanimidamide 1174766-41-6 C21H29FN5O3PS
N'-[4-cyano-2-[diethoxyphosphoryl-(4-fluorophenyl)methyl]-5-methylsulfanylpyrazol-3-yl]-N,N-diethylmethanimidamide
—— ethyl (1E)-N-[4-cyano-2-[diethoxyphosphoryl(phenyl)methyl]-5-methylsulfanylpyrazol-3-yl]methanimidate 1174766-37-0 C19H25N4O4PS
ethyl (1E)-N-[4-cyano-2-[diethoxyphosphoryl(phenyl)methyl]-5-methylsulfanylpyrazol-3-yl]methanimidate
—— 1-[diethoxyphosphoryl-(4-fluorophenyl)methyl]-3-methylsulfanyl-5-[(E)-piperidin-1-ylmethylideneamino]pyrazole-4-carbonitrile 1174766-44-9 C22H29FN5O3PS
1-[diethoxyphosphoryl-(4-fluorophenyl)methyl]-3-methylsulfanyl-5-[(E)-piperidin-1-ylmethylideneamino]pyrazole-4-carbonitrile
—— 1-[diethoxyphosphoryl(phenyl)methyl]-3-methylsulfanyl-5-[(E)-piperidin-1-ylmethylideneamino]pyrazole-4-carbonitrile 1174766-40-5 C22H30N5O3PS
1-[diethoxyphosphoryl(phenyl)methyl]-3-methylsulfanyl-5-[(E)-piperidin-1-ylmethylideneamino]pyrazole-4-carbonitrile
—— (2S)-2-(2-methylphenyl)sulfanyloxane —— C12H16OS
(2S)-2-(2-methylphenyl)sulfanyloxane
—— 2-(6-methyl-5-nitro-pyridin-2-ylsulfanyl)-ethanol 851446-85-0 C8H10N2O3S
2-(6-methyl-5-nitro-pyridin-2-ylsulfanyl)-ethanol
—— 6,7-dihydroxy-3-methylthio-5,6,7,8-tetrahydropyrazino<2,3-e>-as-triazine 87611-88-9 C6H9N5O2S
6,7-dihydroxy-3-methylthio-5,6,7,8-tetrahydropyrazino<2,3-e>-as-triazine
—— 6-amino-5-methylamino-3-methylthio-as-triazine 84582-95-6 C5H9N5S
6-amino-5-methylamino-3-methylthio-as-triazine
—— (Z)-1,1'-[oct-4-ene-2,6-diyne-1,8-diylbis(thio)]dibenzene 1445996-71-3 C20H16S2
(Z)-1,1'-[oct-4-ene-2,6-diyne-1,8-diylbis(thio)]dibenzene
—— 3-Methyl-4-((5-nitro-2-(2-pyridylthio)phenylmethylene)-1-phenyl-2-pyrazolin-5-one 1024724-31-9 C22H16N4O3S
3-Methyl-4-((5-nitro-2-(2-pyridylthio)phenylmethylene)-1-phenyl-2-pyrazolin-5-one
—— Methyl tert-butyltrisulfane-1-carboxylate 95502-90-2 C6H12O2S3
Methyl tert-butyltrisulfane-1-carboxylate