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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
—— octadec-9<i>c</i>-enyl-thiourea 102013-41-2 C19H38N2S
octadec-9<i>c</i>-enyl-thiourea
—— triethylammonium thiocyanate —— CHNS*C6H15N
triethylammonium thiocyanate
—— 1-tert-butylthio-4-[(trimethylsilyl)ethynyl]benzene 135883-41-9 C15H22SSi
1-tert-butylthio-4-[(trimethylsilyl)ethynyl]benzene
—— (2R<sup>*</sup>,2'S<sup>*</sup>,3S<sup>*</sup>)-3,5-dimethyl-2-<2-methyl-1-(phenylthio)propyl>-2,3-dihydro-4H-pyran-4-one 140928-87-6 C17H22O2S
(2R<sup>*</sup>,2'S<sup>*</sup>,3S<sup>*</sup>)-3,5-dimethyl-2-<2-methyl-1-(phenylthio)propyl>-2,3-dihydro-4H-pyran-4-one
—— 1-Cyclohexylidene-2-propenyl phenyl sulfide 127901-16-0 C15H18S
1-Cyclohexylidene-2-propenyl phenyl sulfide
—— (Z)-2,2-Dimethyl-6-phenylsulfanyl-6-trimethylsilanyl-hex-5-en-3-ol 127901-15-9 C17H28OSSi
(Z)-2,2-Dimethyl-6-phenylsulfanyl-6-trimethylsilanyl-hex-5-en-3-ol
—— (2R<sup>*</sup>,2'S<sup>*</sup>,3R<sup>*</sup>)-3,5-dimethyl-2-<2-methyl-1-(phenylthio)propyl>-2,3-dihydro-4H-pyran-4-one 140928-88-7 C17H22O2S
(2R<sup>*</sup>,2'S<sup>*</sup>,3R<sup>*</sup>)-3,5-dimethyl-2-<2-methyl-1-(phenylthio)propyl>-2,3-dihydro-4H-pyran-4-one
—— Phenyl 2-(methyldiphenylsilyl)-1-trimetylsilyl-1-propenyl sulfide 127901-06-8 C25H30SSi2
Phenyl 2-(methyldiphenylsilyl)-1-trimetylsilyl-1-propenyl sulfide
—— 3-Phenylthio-3-trimethylsilyl-1-hepten-4-ol 127901-10-4 C16H26OSSi
3-Phenylthio-3-trimethylsilyl-1-hepten-4-ol
—— 2-[2-(4-ethylpiperazin-1-yl)ethyl]-4-phenylthio-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidine 1321891-24-0 C24H30N4S2
2-[2-(4-ethylpiperazin-1-yl)ethyl]-4-phenylthio-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidine
—— p-tolyl 3-C-chloroacetoxymethyl-2,3-O-(S)-benzylidene-1-thio-β-D-erythrofuranoside 1319744-56-3 C21H21ClO5S
p-tolyl 3-C-chloroacetoxymethyl-2,3-O-(S)-benzylidene-1-thio-β-D-erythrofuranoside
—— 3-(propylthio)propan-1-amine 83708-46-7 C6H15NS
3-(propylthio)propan-1-amine
—— 3-(propylsulfinyl)propan-1-amine 1159074-35-7 C6H15NOS
3-(propylsulfinyl)propan-1-amine
—— 1,2-Bis-methylsulfanyl-cyclohexane 34046-62-3 C8H16S2
1,2-Bis-methylsulfanyl-cyclohexane
—— 4-<4-Methylthio-phenyl>-butanol 59209-71-1 C11H16OS
4-<4-Methylthio-phenyl>-butanol
—— 2-(4-Methylphenyl)sulfanylethyl acetate 20965-31-5 C11H14O2S
2-(4-Methylphenyl)sulfanylethyl acetate
—— 6-phenylthio-2-pyridylcarboxylic acid 76700-39-5 C12H9NO2S
6-phenylthio-2-pyridylcarboxylic acid
—— (6-phenylthio-pyridin-2-yl)-methanol 76700-40-8 C12H11NOS
(6-phenylthio-pyridin-2-yl)-methanol
—— 2-[2-(4-methylpiperazin-1-yl)ethyl]-4-(4-methoxyphenylthio)-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidine 1321891-15-9 C24H30N4OS2
2-[2-(4-methylpiperazin-1-yl)ethyl]-4-(4-methoxyphenylthio)-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidine
—— 2-[2-(4-methylpiperazin-1-yl)ethyl]-4-phenylthio-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidine 1321891-22-8 C23H28N4S2
2-[2-(4-methylpiperazin-1-yl)ethyl]-4-phenylthio-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidine
—— 2-[2-(4-ethylpiperazin-1-yl)ethyl]-4-(4-methoxyphenylthio)-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidine 1321891-21-7 C25H32N4OS2
2-[2-(4-ethylpiperazin-1-yl)ethyl]-4-(4-methoxyphenylthio)-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidine
—— 2-(4-Dimethylamino-phenylsulfanyl)-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one 91225-61-5 C18H19N3OS2
2-(4-Dimethylamino-phenylsulfanyl)-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one
—— 1-[(2-Chloroethyl)sulfanyl]tetradecane 55883-67-5 C16H33ClS
1-[(2-Chloroethyl)sulfanyl]tetradecane
—— 2-(2,4,5-Trichloro-phenylsulfanyl)-acetamide 23536-86-9 C8H6Cl3NOS
2-(2,4,5-Trichloro-phenylsulfanyl)-acetamide
—— 10H-Pyrido(2,3-b)pyrimido(4,5-e)(1,4)thiazin-4-amine, 7-chloro- 63931-16-8 C9H6ClN5S
10H-Pyrido(2,3-b)pyrimido(4,5-e)(1,4)thiazin-4-amine, 7-chloro-
—— (2-Chlorethyl)-heptyl-sulfoxid 24475-73-8 C9H19ClOS
(2-Chlorethyl)-heptyl-sulfoxid
—— (1,2-Dichloro-octylsulfanyl)-benzene 98750-72-2 C14H20Cl2S
(1,2-Dichloro-octylsulfanyl)-benzene
—— 2-[2-[3-[2,3-Bis[2-(2-sulfanylethylsulfanyl)ethylsulfanyl]propylsulfanyl]-2-[2-(2-sulfanylethylsulfanyl)ethylsulfanyl]propyl]sulfanylethylsulfanyl]ethanethiol 612849-13-5 C22H46S13
2-[2-[3-[2,3-Bis[2-(2-sulfanylethylsulfanyl)ethylsulfanyl]propylsulfanyl]-2-[2-(2-sulfanylethylsulfanyl)ethylsulfanyl]propyl]sulfanylethylsulfanyl]ethanethiol
—— 3-p-tert-Butylphenylthio-4-tert-butylpyridin 28856-85-1 C19H25NS
3-p-tert-Butylphenylthio-4-tert-butylpyridin
—— 2,5-dimethyl-2,3-dihydrobenzo[b]thiophene 14422-07-2 C10H12S
2,5-dimethyl-2,3-dihydrobenzo[b]thiophene
—— 1-(1,1-Diallyl-but-3-enyl)-4-methylsulfanyl-benzene 289699-82-7 C17H22S
1-(1,1-Diallyl-but-3-enyl)-4-methylsulfanyl-benzene
—— 5-methoxycarbonyl-6-hydroxy-pyrrolo<1,2-a><3,1>benzothiazepine 87574-07-0 C14H11NO3S
5-methoxycarbonyl-6-hydroxy-pyrrolo<1,2-a><3,1>benzothiazepine
—— (2R)-1-[2-[[(2S,6R)-6-[2-[tert-butyl(dimethyl)silyl]oxyethyl]oxan-2-yl]methyl]-1,3-dithian-2-yl]-3-[(2R,3S,6R,8R,9S)-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-3-methoxy-9-methyl-1,7-dioxaspiro[5.5]undec-10-en-8-yl]propan-2-ol 950190-90-6 C49H78O7S2Si2
(2R)-1-[2-[[(2S,6R)-6-[2-[tert-butyl(dimethyl)silyl]oxyethyl]oxan-2-yl]methyl]-1,3-dithian-2-yl]-3-[(2R,3S,6R,8R,9S)-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-3-methoxy-9-methyl-1,7-dioxaspiro[5.5]undec-10-en-8-yl]propan-2-ol
—— rac-1-(2-phenyl-1,3-dithian-2-yl)-2-(tert-butylsulfonamido)-5-hexene 1130687-81-8 C20H31NO2S3
rac-1-(2-phenyl-1,3-dithian-2-yl)-2-(tert-butylsulfonamido)-5-hexene
—— 5-phenyl-6-oxopyrrolo<1,2-a><3,1>benzothiazepine 87574-09-2 C18H13NOS
5-phenyl-6-oxopyrrolo<1,2-a><3,1>benzothiazepine
—— (2S)-2-[(1S)-1-(2-phenyl-1,3-dithian-2-yl)propyl]oxirane 1178869-67-4 C15H20OS2
(2S)-2-[(1S)-1-(2-phenyl-1,3-dithian-2-yl)propyl]oxirane
—— 2-[(2R,6S)-6-[[(4R,6S)-6-[[(2R,3S,6R,8R,9S)-2-[(R)-[2-[(2S)-but-3-en-2-yl]-1,3-dithian-2-yl]-hydroxymethyl]-3-methoxy-9-methyl-1,7-dioxaspiro[5.5]undec-10-en-8-yl]methyl]-2,2-dimethyl-1,3-dioxan-4-yl]methyl]oxan-2-yl]ethyl 2,2-dimethylpropanoate 950190-95-1 C40H66O9S2
2-[(2R,6S)-6-[[(4R,6S)-6-[[(2R,3S,6R,8R,9S)-2-[(R)-[2-[(2S)-but-3-en-2-yl]-1,3-dithian-2-yl]-hydroxymethyl]-3-methoxy-9-methyl-1,7-dioxaspiro[5.5]undec-10-en-8-yl]methyl]-2,2-dimethyl-1,3-dioxan-4-yl]methyl]oxan-2-yl]ethyl 2,2-dimethylpropanoate
—— (2R,3R)-3-[tert-butyl(dimethyl)silyl]oxy-1-[2-[(2R)-2-[tert-butyl(dimethyl)silyl]oxy-3-[(4R,6R)-2,2-dimethyl-6-tridecyl-1,3-dioxan-4-yl]propyl]-1,3-dithian-2-yl]pent-4-en-2-ol 1085711-09-6 C43H86O5S2Si2
(2R,3R)-3-[tert-butyl(dimethyl)silyl]oxy-1-[2-[(2R)-2-[tert-butyl(dimethyl)silyl]oxy-3-[(4R,6R)-2,2-dimethyl-6-tridecyl-1,3-dioxan-4-yl]propyl]-1,3-dithian-2-yl]pent-4-en-2-ol
—— 2-[(2R,6S)-6-[[(4R,6S)-6-[[(2R,3S,6R,8R,9S)-2-[(S)-[2-[(2S)-but-3-en-2-yl]-1,3-dithian-2-yl]-hydroxymethyl]-3-methoxy-9-methyl-1,7-dioxaspiro[5.5]undec-10-en-8-yl]methyl]-2,2-dimethyl-1,3-dioxan-4-yl]methyl]oxan-2-yl]ethyl 2,2-dimethylpropanoate 950190-94-0 C40H66O9S2
2-[(2R,6S)-6-[[(4R,6S)-6-[[(2R,3S,6R,8R,9S)-2-[(S)-[2-[(2S)-but-3-en-2-yl]-1,3-dithian-2-yl]-hydroxymethyl]-3-methoxy-9-methyl-1,7-dioxaspiro[5.5]undec-10-en-8-yl]methyl]-2,2-dimethyl-1,3-dioxan-4-yl]methyl]oxan-2-yl]ethyl 2,2-dimethylpropanoate
—— 2,4,7-Trichlor-1,3,6-triazaphenothiazin 63931-19-1 C9H3Cl3N4S
2,4,7-Trichlor-1,3,6-triazaphenothiazin
—— (R)-tert-butyl(1-(2-ethyl-1,3-dithian-2-yl)pent-4-en-2-yloxy)dimethylsilane 1221821-50-6 C17H34OS2Si
(R)-tert-butyl(1-(2-ethyl-1,3-dithian-2-yl)pent-4-en-2-yloxy)dimethylsilane
—— tert-butyl-[(2R,3R)-3-[tert-butyl(dimethyl)silyl]oxy-4-[2-[(4S)-4-[tert-butyl(dimethyl)silyl]oxy-5-(1,3-dithian-2-yl)pentyl]-1,3-dithian-2-yl]-2-ethylbutoxy]-diphenylsilane 1178869-99-2 C47H82O3S4Si3
tert-butyl-[(2R,3R)-3-[tert-butyl(dimethyl)silyl]oxy-4-[2-[(4S)-4-[tert-butyl(dimethyl)silyl]oxy-5-(1,3-dithian-2-yl)pentyl]-1,3-dithian-2-yl]-2-ethylbutoxy]-diphenylsilane
—— tert-butyl-[(2R,3R)-3-[tert-butyl(dimethyl)silyl]oxy-2-ethyl-4-[2-[3-[(2S)-oxiran-2-yl]propyl]-1,3-dithian-2-yl]butoxy]-diphenylsilane 1178869-82-3 C37H60O3S2Si2
tert-butyl-[(2R,3R)-3-[tert-butyl(dimethyl)silyl]oxy-2-ethyl-4-[2-[3-[(2S)-oxiran-2-yl]propyl]-1,3-dithian-2-yl]butoxy]-diphenylsilane
—— (2S)-2-[3-[2-[(2R,3S)-2-(methoxymethoxy)-3-(2-phenyl-1,3-dithian-2-yl)pentyl]-1,3-dithian-2-yl]propyl]oxirane 1178869-79-8 C26H40O3S4
(2S)-2-[3-[2-[(2R,3S)-2-(methoxymethoxy)-3-(2-phenyl-1,3-dithian-2-yl)pentyl]-1,3-dithian-2-yl]propyl]oxirane
—— (2S,4S)-1-{2-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-propyl]-[1,3]dithian-2-yl}-6-(tert-butyl-diphenyl-silanyloxy)-4-triethylsilanyloxy-hexan-2-ol 625856-01-1 C47H82O6S2Si3
(2S,4S)-1-{2-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-propyl]-[1,3]dithian-2-yl}-6-(tert-butyl-diphenyl-silanyloxy)-4-triethylsilanyloxy-hexan-2-ol
—— (2S)-1-[2-[tert-butyl(dimethyl)silyl]-1,3-dithian-2-yl]-5-[2-[(2R,3S)-2-[tert-butyl(dimethyl)silyl]oxy-3-(2-phenyl-1,3-dithian-2-yl)pentyl]-1,3-dithian-2-yl]pentan-2-ol 1178869-78-7 C40H72O2S6Si2
(2S)-1-[2-[tert-butyl(dimethyl)silyl]-1,3-dithian-2-yl]-5-[2-[(2R,3S)-2-[tert-butyl(dimethyl)silyl]oxy-3-(2-phenyl-1,3-dithian-2-yl)pentyl]-1,3-dithian-2-yl]pentan-2-ol
—— (1R,3S)-[3-(tert-butyldimethylsilanyloxy)-6,10-dithiaspiro[4,5]dec-1-yl]-methanol 870294-78-3 C15H30O2S2Si
(1R,3S)-[3-(tert-butyldimethylsilanyloxy)-6,10-dithiaspiro[4,5]dec-1-yl]-methanol
—— (+)(S)-3-Methyl-pentanthiol-(1) 22299-67-8 C6H14S
(+)(S)-3-Methyl-pentanthiol-(1)
—— 3-(4-Methylphenyl)sulfanyl-7-phenyl-3-phenylselanylspiro[3.5]nonane 1160784-75-7 C28H30SSe
3-(4-Methylphenyl)sulfanyl-7-phenyl-3-phenylselanylspiro[3.5]nonane
—— thiovaleraldehyde 7358-38-5 C5H10S
thiovaleraldehyde