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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
—— 5-(2,6-Diethyl-4-methylphenyl)-4-hydroxy-2-(2-phenylsulfanylethyl)-2,3-dihydropyran-6-one 1612830-27-9 C24H28O3S
5-(2,6-Diethyl-4-methylphenyl)-4-hydroxy-2-(2-phenylsulfanylethyl)-2,3-dihydropyran-6-one
—— 3-[Tert-butyl(dimethyl)silyl]oxy-4-methyl-5-[5-(trifluoromethyl)pyridin-2-yl]sulfanylpentanoic acid 1612831-42-1 C18H28F3NO3SSi
3-[Tert-butyl(dimethyl)silyl]oxy-4-methyl-5-[5-(trifluoromethyl)pyridin-2-yl]sulfanylpentanoic acid
—— dl 2,3-bis(phenylthio)dimethylsuccinate 343765-17-3 C18H18O4S2
dl 2,3-bis(phenylthio)dimethylsuccinate
—— (4-hydroxy-6-methyl-5-octylpyrimidin-2-ylsulfanyl)acetic acid 830352-36-8 C15H24N2O3S
(4-hydroxy-6-methyl-5-octylpyrimidin-2-ylsulfanyl)acetic acid
—— 5-benzyl-2-(butylthio)-6-hydroxy-4(3H)-pyrimidinone 5373-35-3 C15H18N2O2S
5-benzyl-2-(butylthio)-6-hydroxy-4(3H)-pyrimidinone
—— 2-amino-8-methyl-4-(methylthio)-5H-indeno[1,2-d]pyrimidin-5-one 1228035-28-6 C13H11N3OS
2-amino-8-methyl-4-(methylthio)-5H-indeno[1,2-d]pyrimidin-5-one
—— N-cyclopropylmethyl-3-{3-[3-(2-morpholin-4-yl-ethoxy)-phenyl]-[1,2,4]triazolo[4,3-a]pyridin-6-ylsulfanyl}-benzamide 1241506-89-7 C29H31N5O3S
N-cyclopropylmethyl-3-{3-[3-(2-morpholin-4-yl-ethoxy)-phenyl]-[1,2,4]triazolo[4,3-a]pyridin-6-ylsulfanyl}-benzamide
—— 3-(6-{[2-(aminomethyl)phenyl]thio}[1,2,4]triazolo[4,3-a]pyridin-3-yl)-4-chlorophenol 876338-19-1 C19H15ClN4OS
3-(6-{[2-(aminomethyl)phenyl]thio}[1,2,4]triazolo[4,3-a]pyridin-3-yl)-4-chlorophenol
—— 3-{3-[3-(2-morpholin-4-yl-ethoxy)-phenyl]-[1,2,4]triazolo[4,3-a]pyridin-6-ylsulfanyl}-benzoic acid 1241507-33-4 C25H24N4O4S
3-{3-[3-(2-morpholin-4-yl-ethoxy)-phenyl]-[1,2,4]triazolo[4,3-a]pyridin-6-ylsulfanyl}-benzoic acid
—— (1-butyl-hept-1-enylsulfanyl)-benzene 51469-28-4 C17H26S
(1-butyl-hept-1-enylsulfanyl)-benzene
—— N-Benzyl-2-[5-(4-chloro-phenyl)-[1,3,4]oxadiazol-2-ylsulfanyl]-acetamide 84327-88-8 C17H14ClN3O2S
N-Benzyl-2-[5-(4-chloro-phenyl)-[1,3,4]oxadiazol-2-ylsulfanyl]-acetamide
—— dibromo-bis-methanesulfonyl-methane 22439-23-2 C3H6Br2O4S2
dibromo-bis-methanesulfonyl-methane
—— 4-heptyl methyl sulfide 74585-45-8 C8H18S
4-heptyl methyl sulfide
—— 1,2-dicyano-4,5-p-tolylthiobenzene 218598-87-9 C22H16N2S2
1,2-dicyano-4,5-p-tolylthiobenzene
—— 2-hydroxy-2-(4-(2-propylthio)phenyl)propionic acid 129602-92-2 C12H16O3S
2-hydroxy-2-(4-(2-propylthio)phenyl)propionic acid
—— cis-1-Chlor-2-phenylthio-1-propen 15893-11-5 C9H9ClS
cis-1-Chlor-2-phenylthio-1-propen
—— ethyl 3-((6-chloro-7-fluoro-2-methyl-1H-indol-3-yl)thio)-2-fluorobenzoate 1359983-14-4 C18H14ClF2NO2S
ethyl 3-((6-chloro-7-fluoro-2-methyl-1H-indol-3-yl)thio)-2-fluorobenzoate
—— 1,4-bis(4-amino-1,2,4-triazol-3-ylsulfanylmethyl)benzene 1187784-86-6 C12H14N8S2
1,4-bis(4-amino-1,2,4-triazol-3-ylsulfanylmethyl)benzene
—— 3,5,7,9,16,18,20,22,29,31,33,35,42,44,46,48-Hexadecathianonacyclo[48.2.2.211,14.224,27.237,40.04,8.017,21.030,34.043,47]hexaconta-1(53),4(8),11,13,17(21),24,26,30(34),37(56),38,40(55),43(47),50(54),51,57,59-hexadecaene-6,19,32,45-tetrathione 1172102-64-5 C44H32S20
3,5,7,9,16,18,20,22,29,31,33,35,42,44,46,48-Hexadecathianonacyclo[48.2.2.211,14.224,27.237,40.04,8.017,21.030,34.043,47]hexaconta-1(53),4(8),11,13,17(21),24,26,30(34),37(56),38,40(55),43(47),50(54),51,57,59-hexadecaene-6,19,32,45-tetrathione
—— 4,4'-(p-xylylenedithio)bis(5-carbomethoxy-1,3-dithiole-2-thione) 191932-34-0 C18H14O4S8
4,4'-(p-xylylenedithio)bis(5-carbomethoxy-1,3-dithiole-2-thione)
—— 5-fluoro[2.2]metaparacyclophane-2,9-dione bis(propane-1,3-diyl dithioketal) 255375-92-9 C22H23FS4
5-fluoro[2.2]metaparacyclophane-2,9-dione bis(propane-1,3-diyl dithioketal)
—— α,α'-bis[(5-amino-1,3,4-thiadiazol-2-yl)thio]-p-xylene 499992-39-1 C12H12N6S4
α,α'-bis[(5-amino-1,3,4-thiadiazol-2-yl)thio]-p-xylene
—— 3,5,7,9,16,18,20,22-Octathiapentacyclo[22.2.2.211,14.04,8.017,21]triaconta-1(27),4(8),11,13,17(21),24(28),25,29-octaene-6,19-dithione 1287784-31-9 C22H16S10
3,5,7,9,16,18,20,22-Octathiapentacyclo[22.2.2.211,14.04,8.017,21]triaconta-1(27),4(8),11,13,17(21),24(28),25,29-octaene-6,19-dithione
—— chloroethyl sulphone 10038-07-0 C4H8Cl2O2S
chloroethyl sulphone
—— 2-methylsulfanyl-5-[[4-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]phenyl]methylsulfanyl]-1,3,4-thiadiazole 82493-82-1 C14H14N4S6
2-methylsulfanyl-5-[[4-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]phenyl]methylsulfanyl]-1,3,4-thiadiazole
—— 5,7-Dimethyl-2-<(4',6'-dimethyl-2'-pyrimidinylthio)acetyl>thiazolo<3,2-a>pyrimidinium-3-oxide 92628-78-9 C16H16N4O2S2
5,7-Dimethyl-2-<(4',6'-dimethyl-2'-pyrimidinylthio)acetyl>thiazolo<3,2-a>pyrimidinium-3-oxide
—— 4,9-diethyl[1,4]dihydrodithiino[5,6-f]benzotrithiole 271252-10-9 C12H14S5
4,9-diethyl[1,4]dihydrodithiino[5,6-f]benzotrithiole
—— 5-chloro-pentylsulfanyl cyanate 64048-00-6 C6H10ClNS
5-chloro-pentylsulfanyl cyanate
—— 4,5,6,8-tetradeuterio[2.2]metaparacyclophanebis(1,3-propane-dithioketal) 477336-51-9 C22H24S4
4,5,6,8-tetradeuterio[2.2]metaparacyclophanebis(1,3-propane-dithioketal)
—— 5-methyl-2-(phenylthiomethyl)hex-1-ene 66164-93-0 C14H20S
5-methyl-2-(phenylthiomethyl)hex-1-ene
—— 2-(Mercaptobenzyl)-phenylessigsaeure 15150-04-6 C15H14O2S
2-(Mercaptobenzyl)-phenylessigsaeure
—— 2,2'-[[1,4-phenylenebis(methylene)]bis(sulfanediyl)]bis(6-aminopyrimidin-4(3H)-one) 449745-79-3 C16H16N6O2S2
2,2'-[[1,4-phenylenebis(methylene)]bis(sulfanediyl)]bis(6-aminopyrimidin-4(3H)-one)
—— ethyl dodecanedithionate 81066-70-8 C14H28S2
ethyl dodecanedithionate
—— 3-methyl-4-(methylthio)benzene boronic acid 221031-07-8 C8H11BO2S
3-methyl-4-(methylthio)benzene boronic acid
—— 2-methyl-4-(methylsulfanyl)phenylboronic acid 444722-03-6 C8H11BO2S
2-methyl-4-(methylsulfanyl)phenylboronic acid
—— <2-Dimethylaminoethyl>-2-<benzylthio>-phenylacetat 14200-05-6 C19H23NO2S
<2-Dimethylaminoethyl>-2-<benzylthio>-phenylacetat
—— (2S,3R,4S,6S)-N,N,2-trimethyl-6-phenylsulfanyl-4-triethylsilyloxyoxan-3-amine 675607-74-6 C20H35NO2SSi
(2S,3R,4S,6S)-N,N,2-trimethyl-6-phenylsulfanyl-4-triethylsilyloxyoxan-3-amine
—— Allyl 3-bromo-2,2-dimethylpropyl sulfide 73505-62-1 C8H15BrS
Allyl 3-bromo-2,2-dimethylpropyl sulfide
—— 5,6,8,9,15,16,18,19-Octahydrobis<1,3>dithiolo<4,5-b:4',5'-k><1,4,7,10,13,16>hexathiacyclooctadecene-2,12-dithione 146793-28-4 C14H16S12
5,6,8,9,15,16,18,19-Octahydrobis<1,3>dithiolo<4,5-b:4',5'-k><1,4,7,10,13,16>hexathiacyclooctadecene-2,12-dithione
—— <i>S</i>-nonyl-isothiourea 50584-35-5 C10H22N2S
<i>S</i>-nonyl-isothiourea
—— 4,5-Bis-(2,4-dinitro-phenylsulfanyl)-[1,3]dithiole-2-thione 138206-22-1 C15H6N4O8S5
4,5-Bis-(2,4-dinitro-phenylsulfanyl)-[1,3]dithiole-2-thione
—— 2,5,8,10,12-Pentathiabicyclo<7.3.0>dodec-1(9)-en-11-thion 146793-27-3 C7H8S6
2,5,8,10,12-Pentathiabicyclo<7.3.0>dodec-1(9)-en-11-thion
—— 8H-5,6,9,10,12,13-Hexahydro-1,3-dithiolo<4,5-e><1,4,7,10>tetrathiacyclotridecene-2-thione 146793-30-8 C10H14S7
8H-5,6,9,10,12,13-Hexahydro-1,3-dithiolo<4,5-e><1,4,7,10>tetrathiacyclotridecene-2-thione
—— 5,6,7,8-Tetrahydro-1,3-dithiolo<4,5-b><1,4>dithiocine-2-thione 139197-46-9 C7H8S5
5,6,7,8-Tetrahydro-1,3-dithiolo<4,5-b><1,4>dithiocine-2-thione
—— N-ethyl-N-(propan-2-ylsulfanylmethyl)ethanamine 6631-70-5 C8H19NS
N-ethyl-N-(propan-2-ylsulfanylmethyl)ethanamine
—— 4,5-(phenyl-ethylenedithio)-1,3-dithiole-2-thione 111082-47-4 C11H8S5
4,5-(phenyl-ethylenedithio)-1,3-dithiole-2-thione
—— 2,14-Dithia-6,18-diazatricyclo[18.4.0.08,13]tetracosa-1(24),8,10,12,20,22-hexaene 109467-83-6 C20H26N2S2
2,14-Dithia-6,18-diazatricyclo[18.4.0.08,13]tetracosa-1(24),8,10,12,20,22-hexaene
—— 4,5-Bis(heptylsulfanyl)-1,3-dithiole-2-thione 160627-51-0 C17H30S5
4,5-Bis(heptylsulfanyl)-1,3-dithiole-2-thione
—— ethyl 4-(phenylthio)-2,4-hexadienoate 84132-39-8 C14H16O2S
ethyl 4-(phenylthio)-2,4-hexadienoate
—— 3-(phenylthio)-1,3-pentadiene 69063-45-2 C11H12S
3-(phenylthio)-1,3-pentadiene