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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
—— (S)-4-methoxy-4-(phenylthio)-2-butanone 1207593-83-6 C11H14O2S
(S)-4-methoxy-4-(phenylthio)-2-butanone
—— (S)-2-t-butoxycarbonylamino-4-[2-chloro-4-(2-methoxymethoxy-5-methylphenylthio)phenyl]-1-dimethoxyphosphoryloxy-2-methylbutane 1260511-92-9 C27H39ClNO8PS
(S)-2-t-butoxycarbonylamino-4-[2-chloro-4-(2-methoxymethoxy-5-methylphenylthio)phenyl]-1-dimethoxyphosphoryloxy-2-methylbutane
—— 3-benzylthio-4-phenylfurazan 1198084-52-4 C15H12N2OS
3-benzylthio-4-phenylfurazan
—— 2-[1-(2-Phenyl-1,3-dithian-2-yl)pent-4-en-2-yl]phenol 1015689-73-2 C21H24OS2
2-[1-(2-Phenyl-1,3-dithian-2-yl)pent-4-en-2-yl]phenol
—— 3,5,7,10,10-pentamethyl-2,4,6,8-tetrathia-adamantane-1-thiol 17443-98-0 C11H18S5
3,5,7,10,10-pentamethyl-2,4,6,8-tetrathia-adamantane-1-thiol
—— [3-fluoro-2-(1-methyl-7-methylsulfanyl-1H-pyrimido[4,5-e][1,3,4]oxadiazin-3-yl)-phenyl]-dimethyl-amine 691864-51-4 C15H16FN5OS
[3-fluoro-2-(1-methyl-7-methylsulfanyl-1H-pyrimido[4,5-e][1,3,4]oxadiazin-3-yl)-phenyl]-dimethyl-amine
—— ethyl (1S,2S,4aR,6S,8aS)-1,2,4a,5,6,7,8,8a-octahydro-8-(dimethylenedithio)-2,6-dimethylnaphthalene-1-carboxylate 175358-23-3 C17H26O2S2
ethyl (1S,2S,4aR,6S,8aS)-1,2,4a,5,6,7,8,8a-octahydro-8-(dimethylenedithio)-2,6-dimethylnaphthalene-1-carboxylate
—— ethyl (1S,2S,4aR,6S,8aS)-1,2,4a,5,6,7,8,8a-octahydro-2-methyl-6-<<<(methylthio)thiocarbonyl>oxy>methyl>-8-oxonaphthalene-1-carboxylate 175358-21-1 C17H24O4S2
ethyl (1S,2S,4aR,6S,8aS)-1,2,4a,5,6,7,8,8a-octahydro-2-methyl-6-<<<(methylthio)thiocarbonyl>oxy>methyl>-8-oxonaphthalene-1-carboxylate
—— 2-[1-(2-Propan-2-yl-1,3-dithian-2-yl)pent-4-en-2-yl]phenol 1015689-74-3 C18H26OS2
2-[1-(2-Propan-2-yl-1,3-dithian-2-yl)pent-4-en-2-yl]phenol
—— 7-Chloro-4-(3,5-dimethylpyrazol-1-yl)-2-methylthioimidazo<4,5-d>pyridazine 85732-82-7 C11H11ClN6S
7-Chloro-4-(3,5-dimethylpyrazol-1-yl)-2-methylthioimidazo<4,5-d>pyridazine
—— 2H-Pyran, 2-(ethenylthio)-3,4-dihydro- 61645-66-7 C7H10OS
2H-Pyran, 2-(ethenylthio)-3,4-dihydro-
—— 2-[1-(2-Ethyl-1,3-dithian-2-yl)pent-4-en-2-yl]phenol 1015689-72-1 C17H24OS2
2-[1-(2-Ethyl-1,3-dithian-2-yl)pent-4-en-2-yl]phenol
—— 7-Chloro-4-(3,5-dimethylpyrazol-1-yl)-2-(3-chlorobenzylthio)imidazo<4,5-d>pyridazine 85732-83-8 C17H14Cl2N6S
7-Chloro-4-(3,5-dimethylpyrazol-1-yl)-2-(3-chlorobenzylthio)imidazo<4,5-d>pyridazine
—— 1-(2-hexylsulfanyl-6-methyl-pyrimidin-4-yl)-ethanol 863673-01-2 C13H22N2OS
1-(2-hexylsulfanyl-6-methyl-pyrimidin-4-yl)-ethanol
—— lead(II) n-butylxanthate 21256-01-9 C10H18O2PbS4
lead(II) n-butylxanthate
—— 2-cyano-3-(diethoxyphosphoryloxy)-5-ethylthio-thiophene 61124-88-7 C11H16NO4PS2
2-cyano-3-(diethoxyphosphoryloxy)-5-ethylthio-thiophene
—— 6,6-dimethyl-6,7-dihydro-5<i>H</i>-2,3-dioxa-2aλ<sup>4</sup>-thia-1,4-diaza-cyclopenta[<i>cd</i>]indene 37895-65-1 C8H10N2O2S
6,6-dimethyl-6,7-dihydro-5<i>H</i>-2,3-dioxa-2aλ<sup>4</sup>-thia-1,4-diaza-cyclopenta[<i>cd</i>]indene
—— Ethyl Bromofluoro(phenylthio)acetate 106636-69-5 C10H10BrFO2S
Ethyl Bromofluoro(phenylthio)acetate
—— ethyl 4-(hydroxymethyl)-2-(phenylsulfanyl)pent-4-enoate 927432-68-6 C14H18O3S
ethyl 4-(hydroxymethyl)-2-(phenylsulfanyl)pent-4-enoate
—— 1,2-Bis<(o-hydroxyphenyl)thio>ethylen 64620-82-2 C14H12O2S2
1,2-Bis<(o-hydroxyphenyl)thio>ethylen
—— 2-(allylthio)-5-(4-chlorophenyl)-1,3,4-oxadiazole 886509-13-3 C11H9ClN2OS
2-(allylthio)-5-(4-chlorophenyl)-1,3,4-oxadiazole
—— N-phenyl-4-((trifluoromethyl)thio)aniline 1333415-78-3 C13H10F3NS
N-phenyl-4-((trifluoromethyl)thio)aniline
—— 5-phenylthiofuran-2-sulfonyl chloride 166964-27-8 C10H7ClO3S2
5-phenylthiofuran-2-sulfonyl chloride
—— 2-(butylthio)-5-(4-pyridyl)-1,3,4-oxadiazole 892427-98-4 C11H13N3OS
2-(butylthio)-5-(4-pyridyl)-1,3,4-oxadiazole
—— (4S,6S)-4-phenyl-6-(phenylthio)tetrahydro-2H-pyran-2-one 1610597-30-2 C17H16O2S
(4S,6S)-4-phenyl-6-(phenylthio)tetrahydro-2H-pyran-2-one
—— (4S,6S)-4-(furan-2-yl)-6-(phenylthio)tetrahydro-2H-pyran-2-one 1610597-38-0 C15H14O3S
(4S,6S)-4-(furan-2-yl)-6-(phenylthio)tetrahydro-2H-pyran-2-one
—— 1-methyl-2,4-dimethylthiopyrrole 102093-77-6 C7H11NS2
1-methyl-2,4-dimethylthiopyrrole
—— 4-[5-(ethylthio)-1,3,4-oxadiazol-2-yl]pyridine 500113-87-1 C9H9N3OS
4-[5-(ethylthio)-1,3,4-oxadiazol-2-yl]pyridine
—— 1-methyl-2-methylthio-5-(trifluoromethyl)pyrrole 135790-58-8 C7H8F3NS
1-methyl-2-methylthio-5-(trifluoromethyl)pyrrole
—— 1-methyl-2,5-bis(methylthio)-3-trifluoromethylpyrrole 135790-59-9 C8H10F3NS2
1-methyl-2,5-bis(methylthio)-3-trifluoromethylpyrrole
—— 7H-3-Ethyl-6-(p-chlorphenyl)-s-triazolo<3,4-b><1,3,4>thiadiazin 68468-99-5 C12H11ClN4S
7H-3-Ethyl-6-(p-chlorphenyl)-s-triazolo<3,4-b><1,3,4>thiadiazin
—— 7H-3-ethyl-6-phenyl-s-triazolo[3,4-b][1,3,4]thiadiazine 24848-29-1 C12H12N4S
7H-3-ethyl-6-phenyl-s-triazolo[3,4-b][1,3,4]thiadiazine
—— 4-[(chloromethyl)thio]benzylazide 142070-83-5 C8H8ClN3S
4-[(chloromethyl)thio]benzylazide
—— 2,3-dihydrothieno<2,3-f><1,4>thiazepine-5(4H)-thione 104587-42-0 C7H7NS3
2,3-dihydrothieno<2,3-f><1,4>thiazepine-5(4H)-thione
—— 5,6-dihydro-9-phenylthiazolo<3,2-d>thieno<2,3-f><1,4>thiazepin-7-ium 8-oxide 104587-48-6 C15H11NOS3
5,6-dihydro-9-phenylthiazolo<3,2-d>thieno<2,3-f><1,4>thiazepin-7-ium 8-oxide
—— 6-(3-chlorophenyl)-5-[(4-chlorophenyl)thio]-3,6-dihydro-3-phenyl-1,2,3-triazolo[4,5-d]pyrimidine-7-one 1364422-46-7 C22H13Cl2N5OS
6-(3-chlorophenyl)-5-[(4-chlorophenyl)thio]-3,6-dihydro-3-phenyl-1,2,3-triazolo[4,5-d]pyrimidine-7-one
—— <i>S</i>-(5,5,5-Trichlor-pentyl)-isothioharnstoff 68059-67-6 C6H11Cl3N2S
<i>S</i>-(5,5,5-Trichlor-pentyl)-isothioharnstoff
—— 6-(4-chlorophenyl)-3,6-dihydro-3-phenyl-5-phenylthio-1,2,3-triazolo[4,5-d]pyrimidine-7-one 1364422-31-0 C22H14ClN5OS
6-(4-chlorophenyl)-3,6-dihydro-3-phenyl-5-phenylthio-1,2,3-triazolo[4,5-d]pyrimidine-7-one
—— 6-(3-chlorophenyl)-3,6-dihydro-3-phenyl-5-phenylthio-1,2,3-triazolo[4,5-d]pyrimidine-7-one 1364422-43-4 C22H14ClN5OS
6-(3-chlorophenyl)-3,6-dihydro-3-phenyl-5-phenylthio-1,2,3-triazolo[4,5-d]pyrimidine-7-one
—— 6-(4-chlorophenyl)-5-[(4-chlorophenyl)thio]-3,6-dihydro-3-phenyl-1,2,3-triazolo[4,5-d]pyrimidine-7-one 1364422-34-3 C22H13Cl2N5OS
6-(4-chlorophenyl)-5-[(4-chlorophenyl)thio]-3,6-dihydro-3-phenyl-1,2,3-triazolo[4,5-d]pyrimidine-7-one
—— 6-(3-chlorophenyl)-3,6-dihydro-5-[(4-methylphenyl)thio]-3-phenyl-1,2,3-triazolo[4,5-d]pyrimidine-7-one 1364422-52-5 C23H16ClN5OS
6-(3-chlorophenyl)-3,6-dihydro-5-[(4-methylphenyl)thio]-3-phenyl-1,2,3-triazolo[4,5-d]pyrimidine-7-one
—— 3-benzyl-3-(phenylthio)-propionic acid 84837-75-2 C16H16O2S
3-benzyl-3-(phenylthio)-propionic acid
—— ethylsulfonyl diazomethane 2849-65-2 C3H6N2O2S
ethylsulfonyl diazomethane
—— propan-2-yl (5R,6S)-6-ethylsulfanyl-3-methyl-5-(2-oxoethyl)-2,5-dihydrothiopyran-6-carboxylate 1428246-09-6 C14H22O3S2
propan-2-yl (5R,6S)-6-ethylsulfanyl-3-methyl-5-(2-oxoethyl)-2,5-dihydrothiopyran-6-carboxylate
—— (E)-N,N-diethylbut-2-enethioamide 32819-29-7 C8H15NS
(E)-N,N-diethylbut-2-enethioamide
—— 1,2-dihydro-2-oxo-4-(phenylthio)-6-methylpyridine-3-carboxylic acid 86129-64-8 C13H11NO3S
1,2-dihydro-2-oxo-4-(phenylthio)-6-methylpyridine-3-carboxylic acid
—— 5-bromo-6-(phenylthio)-2-(1H-pyrazol-1-yl)pyrimidin-4-amine 1337962-97-6 C13H10BrN5S
5-bromo-6-(phenylthio)-2-(1H-pyrazol-1-yl)pyrimidin-4-amine
—— 1-ethylthio-1,2-hexadiene 3488-35-5 C8H14S
1-ethylthio-1,2-hexadiene
—— dimethyl-(2-methylsulfanyl-ethyl)-sulfonium ; iodide 117409-97-9 C5H13S2*I
dimethyl-(2-methylsulfanyl-ethyl)-sulfonium ; iodide
—— 1-Methyl-2-(1-phenylsulfanylprop-2-enyl)benzene 1173006-66-0 C16H16S
1-Methyl-2-(1-phenylsulfanylprop-2-enyl)benzene