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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 4,6-dimethyl-5-(2-chloroethyl)-2-(4-methylphenylsulfanyl)benzoate 1023305-14-7 C19H21ClO2S
methyl 4,6-dimethyl-5-(2-chloroethyl)-2-(4-methylphenylsulfanyl)benzoate
—— 2-[1-(2-Ethyl-1,3-dithian-2-yl)-4-methylpent-4-en-2-yl]phenol 1015689-76-5 C18H26OS2
2-[1-(2-Ethyl-1,3-dithian-2-yl)-4-methylpent-4-en-2-yl]phenol
—— methyl 4,6-dimethyl-5-(2-bromoethyl)-2-(4-chlorophenylsulfanyl)benzoate 1023305-19-2 C18H18BrClO2S
methyl 4,6-dimethyl-5-(2-bromoethyl)-2-(4-chlorophenylsulfanyl)benzoate
—— [(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)S(o-phenylene)Se]2(o-phenylene) 1024617-13-7 C72H130S2Se2Si12
[(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)S(o-phenylene)Se]2(o-phenylene)
—— 14-Sulfido-14-[1-[2-[(14-sulfido-13,15-dioxa-2-thia-14-phosphoniapentacyclo[14.8.0.03,12.04,9.019,24]tetracosa-1(16),3(12),4,6,8,10,17,19,21,23-decaen-14-yl)oxy]naphthalen-1-yl]sulfanylnaphthalen-2-yl]oxy-13,15-dioxa-2-thia-14-phosphoniapentacyclo[14.8.0.03,12.04,9.019,24]tetracosa-1(16),3(12),4,6,8,10,17,19,21,23-decaene 1034498-38-8 C60H36O6P2S5
14-Sulfido-14-[1-[2-[(14-sulfido-13,15-dioxa-2-thia-14-phosphoniapentacyclo[14.8.0.03,12.04,9.019,24]tetracosa-1(16),3(12),4,6,8,10,17,19,21,23-decaen-14-yl)oxy]naphthalen-1-yl]sulfanylnaphthalen-2-yl]oxy-13,15-dioxa-2-thia-14-phosphoniapentacyclo[14.8.0.03,12.04,9.019,24]tetracosa-1(16),3(12),4,6,8,10,17,19,21,23-decaene
—— N-azanidylideneazaniumylideneimidazole-1-sulfonamide 1609005-08-4 C3H3N5O2S
N-azanidylideneazaniumylideneimidazole-1-sulfonamide
—— 14-Selenido-14-[1-[2-[(14-selenido-13,15-dioxa-2-thia-14-phosphoniapentacyclo[14.8.0.03,12.04,9.019,24]tetracosa-1(16),3(12),4,6,8,10,17,19,21,23-decaen-14-yl)oxy]naphthalen-1-yl]sulfanylnaphthalen-2-yl]oxy-13,15-dioxa-2-thia-14-phosphoniapentacyclo[14.8.0.03,12.04,9.019,24]tetracosa-1(16),3(12),4,6,8,10,17,19,21,23-decaene 1034498-39-9 C60H36O6P2S3Se2
14-Selenido-14-[1-[2-[(14-selenido-13,15-dioxa-2-thia-14-phosphoniapentacyclo[14.8.0.03,12.04,9.019,24]tetracosa-1(16),3(12),4,6,8,10,17,19,21,23-decaen-14-yl)oxy]naphthalen-1-yl]sulfanylnaphthalen-2-yl]oxy-13,15-dioxa-2-thia-14-phosphoniapentacyclo[14.8.0.03,12.04,9.019,24]tetracosa-1(16),3(12),4,6,8,10,17,19,21,23-decaene
—— 6-fluoro-4,4-dimethyl-3,4-dihydro-2H-benzo[b][1,4]thiasiline 1622406-67-0 C10H13FSSi
6-fluoro-4,4-dimethyl-3,4-dihydro-2H-benzo[b][1,4]thiasiline
—— 4,4-dimethyl-3,4-dihydro-2H-benzo[b][1,4]thiasiline 1622406-66-9 C10H14SSi
4,4-dimethyl-3,4-dihydro-2H-benzo[b][1,4]thiasiline
—— 1-[3-phenyl-(1-Phenylthio)propyl]-2-pyrrolidinone 1609649-49-1 C19H21NOS
1-[3-phenyl-(1-Phenylthio)propyl]-2-pyrrolidinone
—— ((2R,3R,4S,5R)-3,5,6,6-Tetramethoxy-2,4-dimethyl-hexylsulfanyl)-benzene 293745-33-2 C18H30O4S
((2R,3R,4S,5R)-3,5,6,6-Tetramethoxy-2,4-dimethyl-hexylsulfanyl)-benzene
—— 6-[[(3aR,5S,6S,6aR)-5-[(2,6-dimethylphenyl)sulfanylmethyl]-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl]oxy]-2,4,8,10-tetratert-butylbenzo[d][1,3,2]benzodioxaphosphepine 1332508-18-5 C44H61O6PS
6-[[(3aR,5S,6S,6aR)-5-[(2,6-dimethylphenyl)sulfanylmethyl]-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl]oxy]-2,4,8,10-tetratert-butylbenzo[d][1,3,2]benzodioxaphosphepine
—— (E,3R)-1-tert-butylsulfonylhept-1-en-3-ol 1071568-98-3 C11H22O3S
(E,3R)-1-tert-butylsulfonylhept-1-en-3-ol
—— (Z)-4-(phenylthio)non-2-en-1-ol 1246594-28-4 C15H22OS
(Z)-4-(phenylthio)non-2-en-1-ol
—— Ph3SnCH(S-2-pyridyl)(3,5-dimethylpyrazole) 1250942-45-0 C29H27N3SSn
Ph3SnCH(S-2-pyridyl)(3,5-dimethylpyrazole)
—— 2,2,2-trifluoro-N-mercaptomethylacetamide 1142179-03-0 C3H4F3NOS
2,2,2-trifluoro-N-mercaptomethylacetamide
—— 1608500-10-2 C44H49O4S12
—— 6-(hex-5-enyl)-4-(phenylthio)-5,6-dihydropyridin-2(1H)-one 1632195-14-2 C17H21NOS
6-(hex-5-enyl)-4-(phenylthio)-5,6-dihydropyridin-2(1H)-one
—— (1S,14R,15R,19R)-2-(2-bromophenyl)sulfanyl-17,17-dimethyl-13,16,18,20-tetraoxa-3-thiatetracyclo[12.6.0.04,9.015,19]icosa-4,6,8-trien-10-yne 1439519-05-7 C23H21BrO4S2
(1S,14R,15R,19R)-2-(2-bromophenyl)sulfanyl-17,17-dimethyl-13,16,18,20-tetraoxa-3-thiatetracyclo[12.6.0.04,9.015,19]icosa-4,6,8-trien-10-yne
—— 2-(phenylthio)-N-((1-((phenylthio)methyl)-1H-1,2,3-triazol-4-yl)methyl)acetamide 1448603-42-6 C18H18N4OS2
2-(phenylthio)-N-((1-((phenylthio)methyl)-1H-1,2,3-triazol-4-yl)methyl)acetamide
—— (5-bromo-4-(phenylthio)thiophen-2-yl)(4-methoxyphenyl)methanol 1435937-34-0 C18H15BrO2S2
(5-bromo-4-(phenylthio)thiophen-2-yl)(4-methoxyphenyl)methanol
—— (9S)-9-(tert-butyldiphenylsilyloxy)-7-formyl-1,5-dithiaspiro[5,4]dec-7-ene 462129-01-7 C25H30O2S2Si
(9S)-9-(tert-butyldiphenylsilyloxy)-7-formyl-1,5-dithiaspiro[5,4]dec-7-ene
—— ethyl 3-[5-(benzylsulfanyl)-4-cyano-3-hydroxythiophen-2-yl]-3-oxopropanoate 1469992-22-0 C17H15NO4S2
ethyl 3-[5-(benzylsulfanyl)-4-cyano-3-hydroxythiophen-2-yl]-3-oxopropanoate
—— 13-[7-Butoxy-15,16,24,25,33,34-hexakis(tert-butylsulfanyl)-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-1,3,5,7,9,12(39),13(18),14,16,19,21(38),22(27),23,25,28,30(37),31(36),32,34-nonadecaen-6-yl]-1,4,7,10-tetraoxa-13-azacyclopentadecane 1450914-77-8 C62H85N17O5S6
13-[7-Butoxy-15,16,24,25,33,34-hexakis(tert-butylsulfanyl)-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-1,3,5,7,9,12(39),13(18),14,16,19,21(38),22(27),23,25,28,30(37),31(36),32,34-nonadecaen-6-yl]-1,4,7,10-tetraoxa-13-azacyclopentadecane
—— (8E,10S,14R,16S)-10-hydroxy-16-methoxy-14-methyl-13-oxa-1,5-dithiaspiro[5.11]heptadec-8-en-12-one 1528762-23-3 C16H26O4S2
(8E,10S,14R,16S)-10-hydroxy-16-methoxy-14-methyl-13-oxa-1,5-dithiaspiro[5.11]heptadec-8-en-12-one
—— 2,5-dichloro-4-(methylthio)thiophene-3-carbaldehyde 1097189-68-8 C6H4Cl2OS2
2,5-dichloro-4-(methylthio)thiophene-3-carbaldehyde
—— 3-(3,4-Dimethoxyphenyl)sulfanyl-2-phenyl-1-benzothiophene 1213779-95-3 C22H18O2S2
3-(3,4-Dimethoxyphenyl)sulfanyl-2-phenyl-1-benzothiophene
—— 4-Pyridinecarboxylic acid, 2-methyl-6-(2-thiazolylthio)- 1564663-23-5 C10H8N2O2S2
4-Pyridinecarboxylic acid, 2-methyl-6-(2-thiazolylthio)-
—— 2-[5-amino-2-(propylsulfanyl)-2-phenyl-4-cyano-2,3-dihydrofuran-3-ylidene]propanedinitrile 1334550-91-2 C17H14N4OS
2-[5-amino-2-(propylsulfanyl)-2-phenyl-4-cyano-2,3-dihydrofuran-3-ylidene]propanedinitrile
—— 6,7-Bis[(4-chlorophenyl)sulfanyl]-2,3-dihydro-1,4-benzodioxine-5,8-dione 129137-23-1 C20H12Cl2O4S2
6,7-Bis[(4-chlorophenyl)sulfanyl]-2,3-dihydro-1,4-benzodioxine-5,8-dione
—— 2-(2-{5'-[2-(2-Hydroxy-ethoxy)-ethyl]-5'H-[2,2']bi[[1,3]dithiolo[4,5-c]pyrrolylidene]-5-yl}-ethoxy)-ethanol 813439-49-5 C18H22N2O4S4
2-(2-{5'-[2-(2-Hydroxy-ethoxy)-ethyl]-5'H-[2,2']bi[[1,3]dithiolo[4,5-c]pyrrolylidene]-5-yl}-ethoxy)-ethanol
—— 2,2'-[1,4-phenylenedi(sulfanediyl)]bis(3-phenylthieno[2,3-d]pyrimidin-4(3H)-one) 1353680-83-7 C30H18N4O2S4
2,2'-[1,4-phenylenedi(sulfanediyl)]bis(3-phenylthieno[2,3-d]pyrimidin-4(3H)-one)
—— ethyl 2-{[5-amino-3-(dicyanomethylidene)-2-phenyl-4-cyano-2,3-dihydrofuran-2-yl]sulfanyl}acetate 1334550-93-4 C18H14N4O3S
ethyl 2-{[5-amino-3-(dicyanomethylidene)-2-phenyl-4-cyano-2,3-dihydrofuran-2-yl]sulfanyl}acetate
—— phenyl(2-phenyl-4,5-dihydroselenophen-3-yl)sulfane 1221975-49-0 C16H14SSe
phenyl(2-phenyl-4,5-dihydroselenophen-3-yl)sulfane
—— (1S,9R)-10-Oxa-4-thia-bicyclo[7.1.0]decane 4,4-dioxide 134333-89-4 C8H14O3S
(1S,9R)-10-Oxa-4-thia-bicyclo[7.1.0]decane 4,4-dioxide
—— 2-(methylsulfanyl)-3-methoxy-1-cyclopentylpyrrole 1247948-20-4 C11H17NOS
2-(methylsulfanyl)-3-methoxy-1-cyclopentylpyrrole
—— 2,2-bis(tributylstannyl)-1,3-benzodithiole 175167-25-6 C31H58S2Sn2
2,2-bis(tributylstannyl)-1,3-benzodithiole
—— methyl 4,6-dimethyl-5-(2-chloroethyl)-2-(3-methoxyphenyl-sulfanyl)benzoate 1023305-20-5 C19H21ClO3S
methyl 4,6-dimethyl-5-(2-chloroethyl)-2-(3-methoxyphenyl-sulfanyl)benzoate
—— 4-fluoro-2-(phenylthio)phenol 1350814-69-5 C12H9FOS
4-fluoro-2-(phenylthio)phenol
—— (Z)-5-methyl-4-(phenylthio)hex-2-en-1-ol 1246594-71-7 C13H18OS
(Z)-5-methyl-4-(phenylthio)hex-2-en-1-ol
—— 1,2,2-tris-isopropylsulfanyl-propane 13624-08-3 C12H26S3
1,2,2-tris-isopropylsulfanyl-propane
—— 1-Bromo-9-(methylsulfonyl)nonane 54863-58-0 C10H21BrO2S
1-Bromo-9-(methylsulfonyl)nonane
—— [2-(4-isopropyl-phenylsulfanyl)-pyridin-3-yl]-methanol 51723-84-3 C15H17NOS
[2-(4-isopropyl-phenylsulfanyl)-pyridin-3-yl]-methanol
—— 3-Pyridinemethanamine, N-(2-methoxyethyl)-2-[(1-methyl-1H-tetrazol-5-yl)thio]- 1958810-00-8 C11H16N6OS
3-Pyridinemethanamine, N-(2-methoxyethyl)-2-[(1-methyl-1H-tetrazol-5-yl)thio]-
—— N,N'-{Sulfanediylbis[(4,1-phenylene)methylene]}bis(N-methylmethanamine) 88847-35-2 C18H24N2S
N,N'-{Sulfanediylbis[(4,1-phenylene)methylene]}bis(N-methylmethanamine)
—— 1-Propanamine, N-[2-[(1-methylethyl)sulfonyl]ethyl]-3-propoxy- 1696540-74-5 C11H25NO3S
1-Propanamine, N-[2-[(1-methylethyl)sulfonyl]ethyl]-3-propoxy-
—— Acetic acid, 2-[[4-(4-chlorophenyl)-2-thiazolyl]thio]- 43045-18-7 C11H8ClNO2S2
Acetic acid, 2-[[4-(4-chlorophenyl)-2-thiazolyl]thio]-
—— N<sup>1</sup>-Aethyl-N<sup>2</sup>,N<sup>2</sup>-diisopropyl-thioharnstoff 24053-68-7 C9H20N2S
N<sup>1</sup>-Aethyl-N<sup>2</sup>,N<sup>2</sup>-diisopropyl-thioharnstoff
—— 3-[(3-chlorobenzyl)thio]-7-(3,5-dimethylphenyl)[1,2,4]triazolo[4,3-a]pyrazin-8(7H)-one 1242997-32-5 C20H17ClN4OS
3-[(3-chlorobenzyl)thio]-7-(3,5-dimethylphenyl)[1,2,4]triazolo[4,3-a]pyrazin-8(7H)-one
—— 3-[(2-chloro-4-fluorobenzyl)thio]-7-(5-chloro-2-methylphenyl)[1,2,4]triazolo[4,3-a]pyrazin-8(7H)-one 1243076-16-5 C19H13Cl2FN4OS
3-[(2-chloro-4-fluorobenzyl)thio]-7-(5-chloro-2-methylphenyl)[1,2,4]triazolo[4,3-a]pyrazin-8(7H)-one