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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
—— methyl 2-(3-chlorophenylsulfanyl)-6-methylbenzoate 1140530-62-6 C15H13ClO2S
methyl 2-(3-chlorophenylsulfanyl)-6-methylbenzoate
—— (1R)-1,3-dimethyl-2-oxo-4-phenylsulfanylcyclohex-3-ene-1-carbaldehyde 1101871-11-7 C15H16O2S
(1R)-1,3-dimethyl-2-oxo-4-phenylsulfanylcyclohex-3-ene-1-carbaldehyde
—— methyl 6-methyl-2-(m-tolylsulfanyl)benzoate 1140530-61-5 C16H16O2S
methyl 6-methyl-2-(m-tolylsulfanyl)benzoate
—— methyl 6-methyl-2-(p-tolylsulfanyl)benzoate 1140530-63-7 C16H16O2S
methyl 6-methyl-2-(p-tolylsulfanyl)benzoate
—— cyclohexyl-(7-cyclohexylimino-4-phenylsulfanyl-cyclohepta-1,3,5-trienyl)amine 1229183-79-2 C25H32N2S
cyclohexyl-(7-cyclohexylimino-4-phenylsulfanyl-cyclohepta-1,3,5-trienyl)amine
—— di(4-pentenyl)trisulfide 1068657-49-7 C10H18S3
di(4-pentenyl)trisulfide
—— 3-(allyloxy)-2-(methylsulfanyl)-N-vinylpyrrole 1252928-29-2 C10H13NOS
3-(allyloxy)-2-(methylsulfanyl)-N-vinylpyrrole
—— (E)-4-(phenylthio)non-2-en-1-ol 1246594-16-0 C15H22OS
(E)-4-(phenylthio)non-2-en-1-ol
—— 2-hexyl-2-(thiophen-3-yl)-1,3-dithiolane 1244041-02-8 C13H20S3
2-hexyl-2-(thiophen-3-yl)-1,3-dithiolane
—— (E)-5-methyl-4-(phenylthio)hex-2-en-1-ol 1246594-48-8 C13H18OS
(E)-5-methyl-4-(phenylthio)hex-2-en-1-ol
—— (Z)-4-(phenylthio)pent-2-en-1-ol 1246594-02-4 C11H14OS
(Z)-4-(phenylthio)pent-2-en-1-ol
—— tris(mercaptomethyl)methylsilane 1252783-97-3 C4H12S3Si
tris(mercaptomethyl)methylsilane
—— 5-(5-dodecyl-thiophene-2-carbonyl)-6-(thiophene-2-carbonyl)-5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-2-one 936730-46-0 C27H32O3S6
5-(5-dodecyl-thiophene-2-carbonyl)-6-(thiophene-2-carbonyl)-5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-2-one
—— (2-p-tolylethene-1,1-diyl)bis(phenylsulfane) 1036760-65-2 C21H18S2
(2-p-tolylethene-1,1-diyl)bis(phenylsulfane)
—— [5-(5-Dodecylthiophene-2-carbonyl)-2-sulfanylidene-5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-6-yl]-thiophen-2-ylmethanone 936730-45-9 C27H32O2S7
[5-(5-Dodecylthiophene-2-carbonyl)-2-sulfanylidene-5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-6-yl]-thiophen-2-ylmethanone
—— tert-butyl-[(2R)-2-[(4S,5S)-2,2-dimethyl-5-phenylsulfanyl-1,3-dioxolan-4-yl]-2-(3-fluorohept-1-en-2-yloxy)ethoxy]-diphenylsilane 936111-34-1 C36H47FO4SSi
tert-butyl-[(2R)-2-[(4S,5S)-2,2-dimethyl-5-phenylsulfanyl-1,3-dioxolan-4-yl]-2-(3-fluorohept-1-en-2-yloxy)ethoxy]-diphenylsilane
—— (1R,2S,15R,16R,20R)-18,18-dimethyl-14,17,19,21-tetraoxa-4-thiatetracyclo[13.6.0.05,10.016,20]henicosa-5,7,9-trien-11-yn-2-ol 1439518-73-6 C18H20O5S
(1R,2S,15R,16R,20R)-18,18-dimethyl-14,17,19,21-tetraoxa-4-thiatetracyclo[13.6.0.05,10.016,20]henicosa-5,7,9-trien-11-yn-2-ol
—— cyclopropyl(5-(4-methoxyphenyl)-3-(phenylthio)thiophen-2-yl)methanone 1447932-34-4 C21H18O2S2
cyclopropyl(5-(4-methoxyphenyl)-3-(phenylthio)thiophen-2-yl)methanone
—— 6,6,7,7,8,8-Hexafluoro-3a-methoxy-4,4-dimethyl-2,5-diphenylcyclopenta[e][1,3]benzothiazole 1467737-30-9 C25H19F6NOS
6,6,7,7,8,8-Hexafluoro-3a-methoxy-4,4-dimethyl-2,5-diphenylcyclopenta[e][1,3]benzothiazole
—— O-[(E,1S,2R)-1-[(4R)-2,2-ditert-butyl-1,3,2-dioxasilinan-4-yl]-2-methylhex-3-enyl] methylsulfanylmethanethioate 213742-01-9 C20H38O3S2Si
O-[(E,1S,2R)-1-[(4R)-2,2-ditert-butyl-1,3,2-dioxasilinan-4-yl]-2-methylhex-3-enyl] methylsulfanylmethanethioate
—— 2-[[2-[4,5-Bis(thiophen-2-ylsulfanyl)-1,3-dithiol-2-ylidene]-5-pyridin-2-ylsulfanyl-1,3-dithiol-4-yl]sulfanyl]pyridine 1449507-49-6 C24H14N2S10
2-[[2-[4,5-Bis(thiophen-2-ylsulfanyl)-1,3-dithiol-2-ylidene]-5-pyridin-2-ylsulfanyl-1,3-dithiol-4-yl]sulfanyl]pyridine
—— 2-[4,5-Bis[(2-methylphenyl)sulfanyl]-1,3-dithiol-2-ylidene]-4,5-bis[(2-methylphenyl)sulfanyl]-1,3-dithiole 1463472-00-5 C34H28S8
2-[4,5-Bis[(2-methylphenyl)sulfanyl]-1,3-dithiol-2-ylidene]-4,5-bis[(2-methylphenyl)sulfanyl]-1,3-dithiole
—— 2-[[2-(10,12-Dimethyl-2,4,6,8,11-pentathiatricyclo[7.3.0.03,7]dodeca-1(12),3(7),9-trien-5-ylidene)-5-pyridin-2-ylsulfanyl-1,3-dithiol-4-yl]sulfanyl]pyridine 1463472-75-4 C22H14N2S9
2-[[2-(10,12-Dimethyl-2,4,6,8,11-pentathiatricyclo[7.3.0.03,7]dodeca-1(12),3(7),9-trien-5-ylidene)-5-pyridin-2-ylsulfanyl-1,3-dithiol-4-yl]sulfanyl]pyridine
—— 1608500-12-4 C41H48O3PS12
—— 5-[[3,5-Bis[[2-(1,3-dithiol-2-ylidene)-[1,3]dithiolo[4,5-c]pyrrol-5-yl]methyl]-2,4,6-triethylphenyl]methyl]-2-(1,3-dithiol-2-ylidene)-[1,3]dithiolo[4,5-c]pyrrole 1538607-67-8 C39H33N3S12
5-[[3,5-Bis[[2-(1,3-dithiol-2-ylidene)-[1,3]dithiolo[4,5-c]pyrrol-5-yl]methyl]-2,4,6-triethylphenyl]methyl]-2-(1,3-dithiol-2-ylidene)-[1,3]dithiolo[4,5-c]pyrrole
—— 2-[(2S,6R)-2-[(2R)-2-methyl-3-phenylsulfanylpropyl]-3,6-dihydro-2H-pyran-6-yl]acetaldehyde 1542794-49-9 C17H22O2S
2-[(2S,6R)-2-[(2R)-2-methyl-3-phenylsulfanylpropyl]-3,6-dihydro-2H-pyran-6-yl]acetaldehyde
—— tert-butyl-dimethyl-[2-[(2S,6R)-2-[(2R)-2-methyl-3-phenylsulfanylpropyl]-3,6-dihydro-2H-pyran-6-yl]ethoxy]silane 1542794-53-5 C23H38O2SSi
tert-butyl-dimethyl-[2-[(2S,6R)-2-[(2R)-2-methyl-3-phenylsulfanylpropyl]-3,6-dihydro-2H-pyran-6-yl]ethoxy]silane
—— 2-[(2S,6R)-2-[(2R)-2-methyl-3-phenylsulfanylpropyl]-3,6-dihydro-2H-pyran-6-yl]ethanol 1542794-50-2 C17H24O2S
2-[(2S,6R)-2-[(2R)-2-methyl-3-phenylsulfanylpropyl]-3,6-dihydro-2H-pyran-6-yl]ethanol
—— 1608500-14-6 C40H43O2S13
—— 1608500-11-3 C42H45O2S12
—— 1-[2-(2-Methylprop-2-enylsulfanyl)phenyl]prop-2-yn-1-ol 1477615-68-1 C13H14OS
1-[2-(2-Methylprop-2-enylsulfanyl)phenyl]prop-2-yn-1-ol
—— 5-Methyl-1-prop-2-ynyl-3-prop-2-ynylsulfanyl-1,2,4-triazole 1096155-50-8 C9H9N3S
5-Methyl-1-prop-2-ynyl-3-prop-2-ynylsulfanyl-1,2,4-triazole
—— 1-Benzyl-5-butyl-4-phenylsulfanyltriazole 1605324-25-1 C19H21N3S
1-Benzyl-5-butyl-4-phenylsulfanyltriazole
—— 1-benzyl-4-butyl-5-(isopropylthio)-1H-1,2,3-triazole 1605324-23-9 C16H23N3S
1-benzyl-4-butyl-5-(isopropylthio)-1H-1,2,3-triazole
—— 3-(butane-1-sulfonyl)propane-1,2-diol 54582-00-2 C7H16O4S
3-(butane-1-sulfonyl)propane-1,2-diol
—— 2-[[(Z)-2-(oxiran-2-ylmethylsulfanyl)ethenyl]sulfanylmethyl]oxirane 1293410-20-4 C8H12O2S2
2-[[(Z)-2-(oxiran-2-ylmethylsulfanyl)ethenyl]sulfanylmethyl]oxirane
—— (Z)-1-diphenylphosphino-2-phenylthiopropene 1204307-04-9 C21H19PS
(Z)-1-diphenylphosphino-2-phenylthiopropene
—— 2-Dodecylsulfanyl-5-[2-[5-[2-[5-[2-(5-ethynylthiophen-2-yl)ethynyl]thiophen-2-yl]ethynyl]thiophen-2-yl]ethynyl]thiophene 888504-72-1 C36H34S5
2-Dodecylsulfanyl-5-[2-[5-[2-[5-[2-(5-ethynylthiophen-2-yl)ethynyl]thiophen-2-yl]ethynyl]thiophen-2-yl]ethynyl]thiophene
—— (Z)-1-chloro-4-non-2-enylsulfanyl-benzene 1223575-18-5 C15H21ClS
(Z)-1-chloro-4-non-2-enylsulfanyl-benzene
—— 5,6-dicyano-2-(4,5-bis(decylthio)-1,3-dithio-2-ylidene)-benzo[d]-1,3-dithiole 887498-36-4 C32H44N2S6
5,6-dicyano-2-(4,5-bis(decylthio)-1,3-dithio-2-ylidene)-benzo[d]-1,3-dithiole
—— tert-butyl 2-(pentylsulfonyl) diazoacetate 1424362-22-0 C11H20N2O4S
tert-butyl 2-(pentylsulfonyl) diazoacetate
—— 3,19-Ditert-butyl-34,37-dithia-7,11,15,23,27,31-hexazatetracyclo[15.15.6.05,33.021,38]octatriaconta-1,3,5(33),17(38),18,20-hexaene 1417170-21-8 C38H64N6S2
3,19-Ditert-butyl-34,37-dithia-7,11,15,23,27,31-hexazatetracyclo[15.15.6.05,33.021,38]octatriaconta-1,3,5(33),17(38),18,20-hexaene
—— (10-Methylsulfanyl-7,7-diphenyl-3,11-dithia-7-silatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraen-4-yl)-bis(2,4,6-trimethylphenyl)borane 1424329-40-7 C39H37BS3Si
(10-Methylsulfanyl-7,7-diphenyl-3,11-dithia-7-silatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraen-4-yl)-bis(2,4,6-trimethylphenyl)borane
—— N,N'-propylenebis(methyl-2-amino-1-cyclopentenedithiocarboxylate) 79957-31-6 C17H26N2S4
N,N'-propylenebis(methyl-2-amino-1-cyclopentenedithiocarboxylate)
—— (2S,3S,4R)-4-[2-[(3R)-3-azidobutyl]-1,3-dithian-2-yl]-3-[tert-butyl(dimethyl)silyl]oxy-2-methylpentanal 1513700-82-7 C20H39N3O2S2Si
(2S,3S,4R)-4-[2-[(3R)-3-azidobutyl]-1,3-dithian-2-yl]-3-[tert-butyl(dimethyl)silyl]oxy-2-methylpentanal
—— [(Z)-4-bromo-3-pyridin-2-ylsulfanylbut-3-enoxy]-tert-butyl-dimethylsilane 1574562-27-8 C15H24BrNOSSi
[(Z)-4-bromo-3-pyridin-2-ylsulfanylbut-3-enoxy]-tert-butyl-dimethylsilane
—— (1R)-1-naphthalen-1-yl-N-[[2-[2-[[[(1R)-1-naphthalen-1-ylethyl]amino]methyl]phenyl]sulfanylphenyl]methyl]ethanamine 1491170-03-6 C38H36N2S
(1R)-1-naphthalen-1-yl-N-[[2-[2-[[[(1R)-1-naphthalen-1-ylethyl]amino]methyl]phenyl]sulfanylphenyl]methyl]ethanamine
—— 9-Bromo-3,3,4,4,5,5-hexafluoro-10,12,13-trimethyl-14-thia-8-azapentacyclo[11.7.0.02,6.07,12.015,20]icosa-1,6,8,10,15,17,19-heptaene 1491153-12-8 C21H14BrF6NS
9-Bromo-3,3,4,4,5,5-hexafluoro-10,12,13-trimethyl-14-thia-8-azapentacyclo[11.7.0.02,6.07,12.015,20]icosa-1,6,8,10,15,17,19-heptaene
—— 15,16,24,25,33,34-hexakis(tert-butylsulfanyl)-N,N-diethyl-7-methyl-2,5,8,11,14,17,20,23,26,29,32,35,37,38,39,40-hexadecazanonacyclo[28.6.1.13,10.112,19.121,28.04,9.013,18.022,27.031,36]tetraconta-1(37),3,5,7,9,11,13(18),14,16,19(39),20,22(27),23,25,28(38),29,31(36),32,34-nonadecaen-6-amine 1450914-47-2 C53H69N17S6
15,16,24,25,33,34-hexakis(tert-butylsulfanyl)-N,N-diethyl-7-methyl-2,5,8,11,14,17,20,23,26,29,32,35,37,38,39,40-hexadecazanonacyclo[28.6.1.13,10.112,19.121,28.04,9.013,18.022,27.031,36]tetraconta-1(37),3,5,7,9,11,13(18),14,16,19(39),20,22(27),23,25,28(38),29,31(36),32,34-nonadecaen-6-amine
—— 2-[1,3,4-Tris(1,3-benzodithiol-2-ylidene)butan-2-ylidene]-1,3-benzodithiole 127634-68-8 C32H18S8
2-[1,3,4-Tris(1,3-benzodithiol-2-ylidene)butan-2-ylidene]-1,3-benzodithiole