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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
—— Methylglyoxal-<bis-(1,3-propylen)-dithioacetal> 53178-56-6 C9H16S4
Methylglyoxal-<bis-(1,3-propylen)-dithioacetal>
—— dimethyl-[[(N-methyl-C-methylsulfanylcarbonimidoyl)amino]methylidene]azanium;iodide 283168-65-0 C6H13N3S*HI
dimethyl-[[(N-methyl-C-methylsulfanylcarbonimidoyl)amino]methylidene]azanium;iodide
—— 4-benzyl-3-(benzylthio)-5-thien-2-yl-4H-1,2,4-triazole 139614-68-9 C20H17N3S2
4-benzyl-3-(benzylthio)-5-thien-2-yl-4H-1,2,4-triazole
—— 3,4-Dibromo-2-phenylsulfanyl-furan 505048-35-1 C10H6Br2OS
3,4-Dibromo-2-phenylsulfanyl-furan
—— (9S)-9-(tert-butyldiphenylsilyloxy)-8-(2-hydroxyethyl)-7-hydroxymethyl-1,5-dithiaspiro[5.4]dec-7-ene 769168-64-1 C27H36O3S2Si
(9S)-9-(tert-butyldiphenylsilyloxy)-8-(2-hydroxyethyl)-7-hydroxymethyl-1,5-dithiaspiro[5.4]dec-7-ene
—— Benzoic acid, 4-[[4-[(4,5-dihydro-1H-imidazol-2-yl)amino]phenyl]thio]- 677343-51-0 C16H15N3O2S
Benzoic acid, 4-[[4-[(4,5-dihydro-1H-imidazol-2-yl)amino]phenyl]thio]-
—— (+)-(4R)-4-[(1R)-2-Hydroxy-1-vinylethyl]-2,2-propanedithiocyclopentan-1-one 319906-95-1 C12H18O2S2
(+)-(4R)-4-[(1R)-2-Hydroxy-1-vinylethyl]-2,2-propanedithiocyclopentan-1-one
—— N<sup>4</sup>-allyl-6-(benzylsulfanyl)-2,4-diaminopyrimidine 674310-79-3 C14H16N4S
N<sup>4</sup>-allyl-6-(benzylsulfanyl)-2,4-diaminopyrimidine
—— Guanidine, N-[[4-[(4-chlorophenyl)thio]phenyl]methyl]-N'-ethyl- 677343-07-6 C16H18ClN3S
Guanidine, N-[[4-[(4-chlorophenyl)thio]phenyl]methyl]-N'-ethyl-
—— Guanidine, N,N'-diethyl-N''-[4-[(4-methoxyphenyl)thio]phenyl]- 677343-06-5 C18H23N3OS
Guanidine, N,N'-diethyl-N''-[4-[(4-methoxyphenyl)thio]phenyl]-
—— tert-butyl-diphenyl-[(Z)-2-pyridin-2-ylsulfanyl-2-tri(propan-2-yl)silyloxyethenoxy]silane 1000004-71-6 C32H45NO2SSi2
tert-butyl-diphenyl-[(Z)-2-pyridin-2-ylsulfanyl-2-tri(propan-2-yl)silyloxyethenoxy]silane
—— (1'R,2R,3R,4S,5S)-4-azido-2-(1'-hydroxy-2',2'-bis-phenylsulfanyl-ethyl)-5-methoxy-5-methyl-tetrahydro-pyran-3-ol 864941-71-9 C21H25N3O4S2
(1'R,2R,3R,4S,5S)-4-azido-2-(1'-hydroxy-2',2'-bis-phenylsulfanyl-ethyl)-5-methoxy-5-methyl-tetrahydro-pyran-3-ol
—— 1H-Imidazole, 4,5-dihydro-2-[4-[(4-methoxyphenyl)thio]phenyl]- 677343-16-7 C16H16N2OS
1H-Imidazole, 4,5-dihydro-2-[4-[(4-methoxyphenyl)thio]phenyl]-
—— 5-(2-Fluoro-phenyl)-6-methyl-4-methylsulfanyl-2-oxo-2H-pyran-3-carbonitrile 864370-24-1 C14H10FNO2S
5-(2-Fluoro-phenyl)-6-methyl-4-methylsulfanyl-2-oxo-2H-pyran-3-carbonitrile
—— (1-Difluoromethylene-butylsulfanyl)-benzene 161144-43-0 C11H12F2S
(1-Difluoromethylene-butylsulfanyl)-benzene
—— 6-benzenesulfanyl-2-heptyl-3,4-dihydro-2H-pyran 553670-66-9 C18H26OS
6-benzenesulfanyl-2-heptyl-3,4-dihydro-2H-pyran
—— 1H-Imidazole, 4,5-dihydro-2-[[4-[(4-methoxyphenyl)thio]phenyl]methyl]- 677343-14-5 C17H18N2OS
1H-Imidazole, 4,5-dihydro-2-[[4-[(4-methoxyphenyl)thio]phenyl]methyl]-
—— 19,25,31,36-Tetratert-butyl-40,41-dihydroxy-3,15-dioxa-6,8,10,12-tetrathiaheptacyclo[15.15.7.123,27.134,38.02,29.07,11.016,21]hentetraconta-1,7(11),16,18,20,23(41),24,26,29,31,34,36,38(40)-tridecaen-9-one 197228-57-2 C51H62O5S4
19,25,31,36-Tetratert-butyl-40,41-dihydroxy-3,15-dioxa-6,8,10,12-tetrathiaheptacyclo[15.15.7.123,27.134,38.02,29.07,11.016,21]hentetraconta-1,7(11),16,18,20,23(41),24,26,29,31,34,36,38(40)-tridecaen-9-one
—— 3-[4-(2-Dimethylcarbamoyl-phenylsulfanyl)-3-nitro-phenyl]-propionic acid methyl ester 627488-12-4 C19H20N2O5S
3-[4-(2-Dimethylcarbamoyl-phenylsulfanyl)-3-nitro-phenyl]-propionic acid methyl ester
—— (S)-(1-phenylethyl)-(2-phenylsulfenylcyclohex-1-enyl)amine 272787-49-2 C20H23NS
(S)-(1-phenylethyl)-(2-phenylsulfenylcyclohex-1-enyl)amine
—— 5-[2-(2-benzyloxyethyl)-3,5-diethyl-3H-imidazol-4-ylsulfanyl]-isophthalonitrile 868525-12-6 C24H24N4OS
5-[2-(2-benzyloxyethyl)-3,5-diethyl-3H-imidazol-4-ylsulfanyl]-isophthalonitrile
—— Ecg1qci7DB 757211-45-3 C20H20Cl2N4O3S
Ecg1qci7DB
—— 3-pentyl-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine 86628-11-7 C15H18N4S
3-pentyl-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— 2-Propylmercapto-ethyl-isothiocyanat 89676-98-2 C6H11NS2
2-Propylmercapto-ethyl-isothiocyanat
—— 2-acetyl-6,10-dithiaspiro[4,5]dec-2-ene 868764-58-3 C10H14OS2
2-acetyl-6,10-dithiaspiro[4,5]dec-2-ene
—— iodo(methylsulfonyl)methane 798568-07-7 C2H5IO2S
iodo(methylsulfonyl)methane
—— 4-phenyl-4-(phenylsulfanyl)deca-1,9-dien-5-one 878480-51-4 C22H24OS
4-phenyl-4-(phenylsulfanyl)deca-1,9-dien-5-one
—— intermediate 4 840537-43-1 C11H11FN4S
intermediate 4
—— (2R)-1-[2-[3-[tert-butyl(dimethyl)silyl]oxypropyl]-1,3-dithian-2-yl]propan-2-ol 900807-23-0 C16H34O2S2Si
(2R)-1-[2-[3-[tert-butyl(dimethyl)silyl]oxypropyl]-1,3-dithian-2-yl]propan-2-ol
—— Azathioprine Sodium 55774-33-9 C9H6N7NaO2S
Azathioprine Sodium
—— 2-(2-bromoethylthio)-1,4-difluorobenzene 426842-92-4 C8H7BrF2S
2-(2-bromoethylthio)-1,4-difluorobenzene
—— 2-Allylsulfanyl-propane-1,3-diol 136808-44-1 C6H12O2S
2-Allylsulfanyl-propane-1,3-diol
—— methyl 3-{6-[(2,4-difluorophenyl)thio][1,2,4]triazolo[4,3-a]pyridin-3-yl}benzoate 876372-77-9 C20H13F2N3O2S
methyl 3-{6-[(2,4-difluorophenyl)thio][1,2,4]triazolo[4,3-a]pyridin-3-yl}benzoate
—— 2(1H)-Pyrimidinone, 1-cyclohexyl-4-(methylthio)- 92050-23-2 C11H16N2OS
2(1H)-Pyrimidinone, 1-cyclohexyl-4-(methylthio)-
—— 2-Propanethiol, 1,1'-thiobis[3-[(2-aminophenyl)thio]- 816445-60-0 C18H24N2S5
2-Propanethiol, 1,1'-thiobis[3-[(2-aminophenyl)thio]-
—— 3-pentyl-6-(4-bromophenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine 86628-13-9 C15H17BrN4S
3-pentyl-6-(4-bromophenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— (4S,4aS,7R,7aR)-7-[[tert-butyl(dimethyl)silyl]oxymethyl]-4-[2-[(2R,3S,4R)-2-(methoxymethoxy)-3-(2-methoxypropan-2-yl)-4-phenylsulfanyloxan-4-yl]-1,3-dithian-2-yl]-4,4a,7,7a-tetrahydro-3H-cyclopenta[b]pyran-2-one 897043-96-8 C36H56O7S3Si
(4S,4aS,7R,7aR)-7-[[tert-butyl(dimethyl)silyl]oxymethyl]-4-[2-[(2R,3S,4R)-2-(methoxymethoxy)-3-(2-methoxypropan-2-yl)-4-phenylsulfanyloxan-4-yl]-1,3-dithian-2-yl]-4,4a,7,7a-tetrahydro-3H-cyclopenta[b]pyran-2-one
—— (1S,3R,4R,8S)-8-Hydroxy-3-[(S)-hydroxy-((R)-2-phenyl-[1,3]dioxolan-4-yl)-methyl]-1-phenylsulfanyl-2-oxa-5-aza-bicyclo[2.2.2]octan-6-one 872120-64-4 C22H23NO6S
(1S,3R,4R,8S)-8-Hydroxy-3-[(S)-hydroxy-((R)-2-phenyl-[1,3]dioxolan-4-yl)-methyl]-1-phenylsulfanyl-2-oxa-5-aza-bicyclo[2.2.2]octan-6-one
—— N-[2-amino-6-(6-chinolinyl)-4-pyrimidinyl]-N-[3-fluoro-4-(4-pyridinylsulfanyl)phenyl] amine 637039-02-2 C24H17FN6S
N-[2-amino-6-(6-chinolinyl)-4-pyrimidinyl]-N-[3-fluoro-4-(4-pyridinylsulfanyl)phenyl] amine
—— 1-phenyl-1-(phenylsulfanyl)hept-6-en-2-one 878480-44-5 C19H20OS
1-phenyl-1-(phenylsulfanyl)hept-6-en-2-one
—— (2,2-Dimethoxy-5,5-dimethylcyclohexyl)sulfanylbenzene 905294-35-1 C16H24O2S
(2,2-Dimethoxy-5,5-dimethylcyclohexyl)sulfanylbenzene
—— 2-amino-6-phenylsulfanylpyridine-3,5-dicarbonitrile 141987-67-9 C13H8N4S
2-amino-6-phenylsulfanylpyridine-3,5-dicarbonitrile
—— 2-phenyl-2-(phenylsulfanyl)cyclohept-4-enone 878480-53-6 C19H18OS
2-phenyl-2-(phenylsulfanyl)cyclohept-4-enone
—— 2-(4-methylphenyl)-2-(phenylsulfanyl)cyclohept-4-enone 878480-56-9 C20H20OS
2-(4-methylphenyl)-2-(phenylsulfanyl)cyclohept-4-enone
—— (4R,6S)-4-(tert-butyldimethylsilyloxy)-6-methyl-6-phenylthiocyclohex-2-enone 887404-58-2 C19H28O2SSi
(4R,6S)-4-(tert-butyldimethylsilyloxy)-6-methyl-6-phenylthiocyclohex-2-enone
—— (4R,6R)-4-(tert-butyldimethylsilyloxy)-6-methyl-6-phenylthiocyclohex-2-enone 887404-57-1 C19H28O2SSi
(4R,6R)-4-(tert-butyldimethylsilyloxy)-6-methyl-6-phenylthiocyclohex-2-enone
—— 1-(o-ethylthiobenzyl)-4,5-dimethylimidazol-2(3H)-one 873193-41-0 C14H18N2OS
1-(o-ethylthiobenzyl)-4,5-dimethylimidazol-2(3H)-one
—— [5-(4-methylsulfanyl-phenyl)-pyrazin-2-yl]-(2-pyridin-4-yl-ethyl)-amine 821783-96-4 C18H18N4S
[5-(4-methylsulfanyl-phenyl)-pyrazin-2-yl]-(2-pyridin-4-yl-ethyl)-amine
—— 1,1,3,3-Propanetetrathiol 577778-15-5 C3H8S4
1,1,3,3-Propanetetrathiol
—— 6-[(2,4-difluorophenyl)thio]-3-isopropyl-5-methyl[1,2,4]triazolo[4,3-a]pyridine 876372-50-8 C16H15F2N3S
6-[(2,4-difluorophenyl)thio]-3-isopropyl-5-methyl[1,2,4]triazolo[4,3-a]pyridine