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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-(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
—— Methyl 3-(3,4-dimethoxyphenyl)sulfanyl-1-benzothiophene-2-carboxylate 1213779-93-1 C18H16O4S2
Methyl 3-(3,4-dimethoxyphenyl)sulfanyl-1-benzothiophene-2-carboxylate
—— RP99GC2ZB2 2136295-90-2 C5H12OS
RP99GC2ZB2
—— 2-(4-chloro-phenylsulfanyl)-<i>N</i>-methoxy-acetamide 41402-91-9 C9H10ClNO2S
2-(4-chloro-phenylsulfanyl)-<i>N</i>-methoxy-acetamide
—— Ethanethiol, 2-(octylthio)- 53787-06-7 C10H22S2
Ethanethiol, 2-(octylthio)-
—— (ethylsulfanyl-methyl)-dimethyl-amine 117409-99-1 C5H13NS
(ethylsulfanyl-methyl)-dimethyl-amine
—— 4,4'-thiobis(2-tert-butyl-m-cresol) 96-69-5 C22H30O2S
4,4'-thiobis(2-tert-butyl-m-cresol)
—— 2-methyl-2-propyl (Z)-1'-propenyl sulfoxide 69113-51-5 C7H14OS
2-methyl-2-propyl (Z)-1'-propenyl sulfoxide
—— (1S)-N-methyl-1-(2-phenylsulfanylphenyl)ethanamine 1227795-24-5 C15H17NS
(1S)-N-methyl-1-(2-phenylsulfanylphenyl)ethanamine
—— S-phenyl N-(2-trimethylsilylphenyl)carbamothioate 1233211-56-7 C16H19NOSSi
S-phenyl N-(2-trimethylsilylphenyl)carbamothioate
—— 2-(methylthio)-N-phenylpyridin-3-amine 1294517-68-2 C12H12N2S
2-(methylthio)-N-phenylpyridin-3-amine
—— 7-cyano-8-(2-furyl)-3-phenyl-3,4-dihydro-2H-pyrimido[2,1-b]-1,3,5-thiadiazin-6-one 951957-19-0 C17H12N4O2S
7-cyano-8-(2-furyl)-3-phenyl-3,4-dihydro-2H-pyrimido[2,1-b]-1,3,5-thiadiazin-6-one
—— 1-tert-butyloxycarbonyl-2-phenylthiomethyl-2-imidazoline 272110-40-4 C15H20N2O2S
1-tert-butyloxycarbonyl-2-phenylthiomethyl-2-imidazoline
—— 3-(4-chlorophenyl)-7-cyano-8-(2-furyl)-3,4-dihydro-2Hpyrimido[2,1-b]-1,3,5-thiadiazin-6-one 951928-99-7 C17H11ClN4O2S
3-(4-chlorophenyl)-7-cyano-8-(2-furyl)-3,4-dihydro-2Hpyrimido[2,1-b]-1,3,5-thiadiazin-6-one
—— 3-(4-bromophenyl)-7-cyano-8-(2-furyl)-3,4-dihydro-2H-pyrimido[2,1-b]-1,3,5-thia-diazin-6-one 951958-75-1 C17H11BrN4O2S
3-(4-bromophenyl)-7-cyano-8-(2-furyl)-3,4-dihydro-2H-pyrimido[2,1-b]-1,3,5-thia-diazin-6-one
—— 3-benzyl-7-cyano-8-(2-furyl)-3,4-dihydro-2H-pyrimido[2,1-b]-1,3,5-thiadiazin-6-one 1262508-84-8 C18H14N4O2S
3-benzyl-7-cyano-8-(2-furyl)-3,4-dihydro-2H-pyrimido[2,1-b]-1,3,5-thiadiazin-6-one
—— Isopropyl isopropylthiomethyl sulfoxide 37032-08-9 C7H16OS2
Isopropyl isopropylthiomethyl sulfoxide
—— 3-butyl-7-cyano-8-(2-furyl)-3,4-dihydro-2H-pyrimido[2,1-b]-1,3,5-thiadiazin-6-one 1262508-82-6 C15H16N4O2S
3-butyl-7-cyano-8-(2-furyl)-3,4-dihydro-2H-pyrimido[2,1-b]-1,3,5-thiadiazin-6-one
—— 4-[Benzyl(prop-2-enyl)amino]-6-phenylsulfanylpyrimidine-5-carbaldehyde 1233706-01-8 C21H19N3OS
4-[Benzyl(prop-2-enyl)amino]-6-phenylsulfanylpyrimidine-5-carbaldehyde
—— diethyl 2-(phenylthio)cyclopent-1-en-1-yl phosphate 1233941-23-5 C15H21O4PS
diethyl 2-(phenylthio)cyclopent-1-en-1-yl phosphate
—— 1-allyl-3-methyl-2-phenyl-5-phenylthio-1,2,3,4-tetrahydropyrimido[4,5-d]pyrimidine 1012786-98-9 C22H22N4S
1-allyl-3-methyl-2-phenyl-5-phenylthio-1,2,3,4-tetrahydropyrimido[4,5-d]pyrimidine
—— 2-{[(4-Chlorophenyl)methyl]sulfanyl}-4-(furan-2-YL)-6-oxo-1,6-dihydropyrimidine-5-carbonitrile 137447-02-0 C16H10ClN3O2S
2-{[(4-Chlorophenyl)methyl]sulfanyl}-4-(furan-2-YL)-6-oxo-1,6-dihydropyrimidine-5-carbonitrile
—— 7-cyano-8-(2-furyl)-3-isobutyl-3,4-dihydro-2H-pyrimido[2,1-b]-1,3,5-thiadiazin-6-one 1262508-83-7 C15H16N4O2S
7-cyano-8-(2-furyl)-3-isobutyl-3,4-dihydro-2H-pyrimido[2,1-b]-1,3,5-thiadiazin-6-one
—— 6-(2-furyl)-2-(2-hydroxy-3-morpholinopropylthio)-4-morpholino-pyrimidine-5-carbonitrile 1449008-67-6 C20H25N5O4S
6-(2-furyl)-2-(2-hydroxy-3-morpholinopropylthio)-4-morpholino-pyrimidine-5-carbonitrile
—— 5-ethyl-2,3-dihydro-[1,4]dithiine 23230-02-6 C6H10S2
5-ethyl-2,3-dihydro-[1,4]dithiine
—— 6-(2-furyl)-2-methylthio-3-methyl-3,4-dihydro-4-oxopyrimidine-5-carbonitrile 137446-92-5 C11H9N3O2S
6-(2-furyl)-2-methylthio-3-methyl-3,4-dihydro-4-oxopyrimidine-5-carbonitrile
—— 2-ethylsulfanyl-4-(2-furyl)-6-oxo-1,6-dihydropyrimidine-5-carbonitrile 156176-72-6 C11H9N3O2S
2-ethylsulfanyl-4-(2-furyl)-6-oxo-1,6-dihydropyrimidine-5-carbonitrile