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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
—— N,N'-dibenzyl-2-(methylsulfanyl)pyrimidine-4,6-diamine 1345837-59-3 C19H20N4S
N,N'-dibenzyl-2-(methylsulfanyl)pyrimidine-4,6-diamine
—— (5R)-5-(difluoromethyl)-3-phenylsulfanyloxolan-2-one 1338560-69-2 C11H10F2O2S
(5R)-5-(difluoromethyl)-3-phenylsulfanyloxolan-2-one
—— methyl (4R)-4-[tert-butyl(dimethyl)silyl]oxy-5,5-difluoro-2-phenylsulfanylpentanoate 1338560-77-2 C18H28F2O3SSi
methyl (4R)-4-[tert-butyl(dimethyl)silyl]oxy-5,5-difluoro-2-phenylsulfanylpentanoate
—— (3RS,5S)-3-{(13R)-13-hydroxy-13-[(2R,5R)-5-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]tetrahydrofuran-2-yl]tridec-11-ynyl}-5-methyl-3-(phenylsulfenyl)tetrahydrofuran-2-one 1161847-77-3 C33H48O6S
(3RS,5S)-3-{(13R)-13-hydroxy-13-[(2R,5R)-5-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]tetrahydrofuran-2-yl]tridec-11-ynyl}-5-methyl-3-(phenylsulfenyl)tetrahydrofuran-2-one
—— 3-[(2R)-3-(4-bromophenyl)sulfanyl-2-methylpropanoyl]-1,3-oxazolidin-2-one 1346947-42-9 C13H14BrNO3S
3-[(2R)-3-(4-bromophenyl)sulfanyl-2-methylpropanoyl]-1,3-oxazolidin-2-one
—— 2-[2-[2-[2-[2-[2-(2-Hydroxyethoxy)ethoxy]ethylsulfanyl]phenyl]sulfanylethoxy]ethoxy]ethanol 1427476-34-3 C18H30O6S2
2-[2-[2-[2-[2-[2-(2-Hydroxyethoxy)ethoxy]ethylsulfanyl]phenyl]sulfanylethoxy]ethoxy]ethanol
—— 7,8-Dimethyl-2,13-dithia-4,11,15,22-tetrazapentacyclo[12.8.0.03,12.05,10.016,21]docosa-1(22),3,5(10),6,8,11,14,16,18,20-decaene 1346128-39-9 C18H12N4S2
7,8-Dimethyl-2,13-dithia-4,11,15,22-tetrazapentacyclo[12.8.0.03,12.05,10.016,21]docosa-1(22),3,5(10),6,8,11,14,16,18,20-decaene
—— 18,19-Dimethyl-2,13-dithia-4,6,11,15,22-pentazapentacyclo[12.8.0.03,12.05,10.016,21]docosa-1(22),3,5(10),6,8,11,14,16(21),17,19-decaene 1346128-42-4 C17H11N5S2
18,19-Dimethyl-2,13-dithia-4,6,11,15,22-pentazapentacyclo[12.8.0.03,12.05,10.016,21]docosa-1(22),3,5(10),6,8,11,14,16(21),17,19-decaene
—— (Z)-2-{[1-(p-tolylthio)dec-1-en-2-yl]thio}pyridine 1370652-40-6 C22H29NS2
(Z)-2-{[1-(p-tolylthio)dec-1-en-2-yl]thio}pyridine
—— (Z)-(1-cyclohexylethene-1,2-diyl)bis(p-tolylsulfane) 1370652-44-0 C22H26S2
(Z)-(1-cyclohexylethene-1,2-diyl)bis(p-tolylsulfane)
—— 8-Bromo-18,19-dimethyl-2,13-dithia-4,6,11,15,22-pentazapentacyclo[12.8.0.03,12.05,10.016,21]docosa-1(22),3,5(10),6,8,11,14,16(21),17,19-decaene 1346128-44-6 C17H10BrN5S2
8-Bromo-18,19-dimethyl-2,13-dithia-4,6,11,15,22-pentazapentacyclo[12.8.0.03,12.05,10.016,21]docosa-1(22),3,5(10),6,8,11,14,16(21),17,19-decaene
—— 8-Chloro-18,19-dimethyl-2,13-dithia-4,6,11,15,22-pentazapentacyclo[12.8.0.03,12.05,10.016,21]docosa-1(22),3,5(10),6,8,11,14,16(21),17,19-decaene 1346128-43-5 C17H10ClN5S2
8-Chloro-18,19-dimethyl-2,13-dithia-4,6,11,15,22-pentazapentacyclo[12.8.0.03,12.05,10.016,21]docosa-1(22),3,5(10),6,8,11,14,16(21),17,19-decaene
—— (Z)-(3-methylbut-1-ene-1,2-diyl)bis(p-tolylsulfane) 1370652-43-9 C19H22S2
(Z)-(3-methylbut-1-ene-1,2-diyl)bis(p-tolylsulfane)
—— 1,3,5-tri-(3,4,5-tridecylsulfanylphenyl)-6-oxoverdazyl 1355037-33-0 C110H195N4OS9
1,3,5-tri-(3,4,5-tridecylsulfanylphenyl)-6-oxoverdazyl
—— 2-(4,5-bis(butylthio)-1,3-dithiol-2-ylidene)-7-methoxy-5-methyl-[1,3]dithiolo[4,5-d]pyridazin-4(5H)-one 1359021-07-0 C18H24N2O2S6
2-(4,5-bis(butylthio)-1,3-dithiol-2-ylidene)-7-methoxy-5-methyl-[1,3]dithiolo[4,5-d]pyridazin-4(5H)-one
—— 1,3,5-tri-(3,4,5-trihexylsulfanylphenyl)-6-oxoverdazyl 1355037-29-4 C74H123N4OS9
1,3,5-tri-(3,4,5-trihexylsulfanylphenyl)-6-oxoverdazyl
—— 1,3,5-tri-(3,4,5-tridodecylsulfanylphenyl)-6-oxoverdazyl 1355037-35-2 C128H231N4OS9
1,3,5-tri-(3,4,5-tridodecylsulfanylphenyl)-6-oxoverdazyl
—— [4-Tert-butyl-2-[5-tert-butyl-3-[5-tert-butyl-3-(5-tert-butyl-2-hydroxyphenyl)sulfanyl-2-(trifluoromethylsulfonyloxy)phenyl]sulfanyl-2-hydroxyphenyl]sulfanylphenyl] trifluoromethanesulfonate 1293286-38-0 C42H48F6O8S5
[4-Tert-butyl-2-[5-tert-butyl-3-[5-tert-butyl-3-(5-tert-butyl-2-hydroxyphenyl)sulfanyl-2-(trifluoromethylsulfonyloxy)phenyl]sulfanyl-2-hydroxyphenyl]sulfanylphenyl] trifluoromethanesulfonate
—— [4-Tert-butyl-2-[5-tert-butyl-3-[5-tert-butyl-3-(5-tert-butyl-2-hydroxyphenyl)sulfanyl-2-hydroxyphenyl]sulfanyl-2-(trifluoromethylsulfonyloxy)phenyl]sulfanylphenyl] trifluoromethanesulfonate 1293286-43-7 C42H48F6O8S5
[4-Tert-butyl-2-[5-tert-butyl-3-[5-tert-butyl-3-(5-tert-butyl-2-hydroxyphenyl)sulfanyl-2-hydroxyphenyl]sulfanyl-2-(trifluoromethylsulfonyloxy)phenyl]sulfanylphenyl] trifluoromethanesulfonate
—— 3-Phenylthieno[3,4-b][1,4]dithiine 1355645-99-6 C12H8S3
3-Phenylthieno[3,4-b][1,4]dithiine
—— (2R)-2-(1,3-benzodithiol-2-yl)-2-(3-methylphenyl)propan-1-ol 1369965-72-9 C17H18OS2
(2R)-2-(1,3-benzodithiol-2-yl)-2-(3-methylphenyl)propan-1-ol
—— (2R)-2-(1,3-benzodithiol-2-yl)-2-(4-bromophenyl)propan-1-ol 1369965-76-3 C16H15BrOS2
(2R)-2-(1,3-benzodithiol-2-yl)-2-(4-bromophenyl)propan-1-ol
—— 1,3,5-tri-(3,4,5-trioctylsulfanylphenyl)-6-oxoverdazyl 1355037-31-8 C92H159N4OS9
1,3,5-tri-(3,4,5-trioctylsulfanylphenyl)-6-oxoverdazyl
—— (3R)-1-(3,5-dimethylpyrazol-1-yl)-4,4,4-trifluoro-3-phenylsulfanylbutan-1-one 1374034-22-6 C15H15F3N2OS
(3R)-1-(3,5-dimethylpyrazol-1-yl)-4,4,4-trifluoro-3-phenylsulfanylbutan-1-one
—— (S)-1-(3,5-dimethylpyrazol-1-yl)-4,4,4-trifluoro-3-phenylsulfanylbutan-1-one 1374034-58-8 C15H15F3N2OS
(S)-1-(3,5-dimethylpyrazol-1-yl)-4,4,4-trifluoro-3-phenylsulfanylbutan-1-one
—— 1,3-Difluoro-5-(4-fluorophenyl)sulfanylbenzene 1376608-65-9 C12H7F3S
1,3-Difluoro-5-(4-fluorophenyl)sulfanylbenzene
—— 2-cyanomethyl-5-carboxymethylthio-1,3,4-oxadiazole 130781-73-6 C6H5N3O3S
2-cyanomethyl-5-carboxymethylthio-1,3,4-oxadiazole
—— 2-methyl-5-<4-<1-(ethoxycarbonyl)-ethylthio>-benzyl>-tetrazole 132382-33-3 C14H18N4O2S
2-methyl-5-<4-<1-(ethoxycarbonyl)-ethylthio>-benzyl>-tetrazole
—— 2-cyanomethyl-5-carbethoxymethylthio-1,3,4-oxadiazole 130781-75-8 C8H9N3O3S
2-cyanomethyl-5-carbethoxymethylthio-1,3,4-oxadiazole
—— (8R*,8aR*)-3,5,6,7,8,8a-Hexahydro-8-(methoxymethoxy)-1-(phenylthio)indolizine 128845-37-4 C16H21NO2S
(8R*,8aR*)-3,5,6,7,8,8a-Hexahydro-8-(methoxymethoxy)-1-(phenylthio)indolizine
—— 2-[(5-Benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetohydrazide 130781-78-1 C11H12N4O2S
2-[(5-Benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetohydrazide
—— 2-(5-furan-2-yl-1<i>H</i>-[1,2,4]triazol-3-ylsulfanyl)-<i>N</i>-hydroxy-acetamide 30452-57-4 C8H8N4O3S
2-(5-furan-2-yl-1<i>H</i>-[1,2,4]triazol-3-ylsulfanyl)-<i>N</i>-hydroxy-acetamide
—— Methyl (Z)-2,4-bis(phenylthio)-3-pentenoate 134917-07-0 C18H18O2S2
Methyl (Z)-2,4-bis(phenylthio)-3-pentenoate
—— 59527-24-1 C9H8NS
—— 59527-13-8 C14H13S
—— 5-Methyl-3-[1-(2-morpholin-4-yl-2-oxoethyl)tetrazol-5-yl]sulfanyl-1,4-thiazin-2-one 142531-04-2 C12H14N6O3S2
5-Methyl-3-[1-(2-morpholin-4-yl-2-oxoethyl)tetrazol-5-yl]sulfanyl-1,4-thiazin-2-one
—— N-methyl-2-[5-[(5-methyl-2-oxo-1,4-thiazin-3-yl)sulfanyl]tetrazol-1-yl]acetamide 142530-97-0 C9H10N6O2S2
N-methyl-2-[5-[(5-methyl-2-oxo-1,4-thiazin-3-yl)sulfanyl]tetrazol-1-yl]acetamide
—— 5-Methyl-3-[1-(2-oxo-2-pyrrolidin-1-ylethyl)tetrazol-5-yl]sulfanyl-1,4-thiazin-2-one 142531-03-1 C12H14N6O2S2
5-Methyl-3-[1-(2-oxo-2-pyrrolidin-1-ylethyl)tetrazol-5-yl]sulfanyl-1,4-thiazin-2-one
—— cis-1β-(trimethylsilyl)-2-thiabicyclo<7.1.0>nonan-6β-ol 2,2-dioxide 138234-79-4 C11H22O3SSi
cis-1β-(trimethylsilyl)-2-thiabicyclo<7.1.0>nonan-6β-ol 2,2-dioxide
—— methyl (3aS,4R,5S,7aS)-7-[tert-butyl(dimethyl)silyl]oxy-7a-methyl-5-phenylsulfanyl-1,2,3,3a,4,5-hexahydroindene-4-carboxylate 137305-50-1 C24H36O3SSi
methyl (3aS,4R,5S,7aS)-7-[tert-butyl(dimethyl)silyl]oxy-7a-methyl-5-phenylsulfanyl-1,2,3,3a,4,5-hexahydroindene-4-carboxylate
—— 1-chloro-2-methanesulfonylmethylsulfanyl-ethane 68483-75-0 C4H9ClO2S2
1-chloro-2-methanesulfonylmethylsulfanyl-ethane
—— (Z)-2-[diethoxy(oxido)phosphaniumyl]oxy-1-methylsulfanylprop-1-ene —— C8H17O4PS
(Z)-2-[diethoxy(oxido)phosphaniumyl]oxy-1-methylsulfanylprop-1-ene
—— 2-(<i>S</i>)-<i>sec</i>-butyl-2-pentyl-[1,3]dithiane 20659-73-8 C13H26S2
2-(<i>S</i>)-<i>sec</i>-butyl-2-pentyl-[1,3]dithiane
—— 2-(2-Chloro-3,3,4,4,5,5-hexafluoro-cyclopent-1-enylsulfanyl)-ethanol 16325-84-1 C7H5ClF6OS
2-(2-Chloro-3,3,4,4,5,5-hexafluoro-cyclopent-1-enylsulfanyl)-ethanol
—— 2-butylsulfanyl-hexane 54796-94-0 C10H22S
2-butylsulfanyl-hexane
—— Methansulfenylchlorid-d(3) 51299-90-2 CH3ClS
Methansulfenylchlorid-d(3)
—— 5,6,8,9,11,12-Hexahydro-7,10-dioxa-1,3,4,13-tetrathia-cyclopentacyclododecen-2-one 142671-89-4 C9H12O3S4
5,6,8,9,11,12-Hexahydro-7,10-dioxa-1,3,4,13-tetrathia-cyclopentacyclododecen-2-one
—— isovaleraldehyde diethyldithioacetal 98958-15-7 C9H20S2
isovaleraldehyde diethyldithioacetal
—— 2-Tert-butyl-6-(3-tert-butyl-5-methyl-2-oxidophenyl)sulfanyl-4-methylphenolate;titanium(4+);dichloride 111215-59-9 C22H28Cl2O2STi
2-Tert-butyl-6-(3-tert-butyl-5-methyl-2-oxidophenyl)sulfanyl-4-methylphenolate;titanium(4+);dichloride
—— methyl (1'R,2'R,4'R,7'S)-4',7'-dimethyl-8'-oxospiro[1,3-dithiolane-2,5'-bicyclo[2.2.2]octane]-2'-carboxylate 354584-96-6 C14H20O3S2
methyl (1'R,2'R,4'R,7'S)-4',7'-dimethyl-8'-oxospiro[1,3-dithiolane-2,5'-bicyclo[2.2.2]octane]-2'-carboxylate