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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
—— 10,21,32,43-Tetratert-butyl-14,17,46,49-tetrathia-3,6,25,28,36,39,52,55-octazaheptacyclo[28.14.6.612,19.08,13.018,23.034,50.041,45]hexapentaconta-1(45),8(13),9,11,18(23),19,21,30(50),31,33,41,43-dodecaene 255367-22-7 C60H92N8S4
10,21,32,43-Tetratert-butyl-14,17,46,49-tetrathia-3,6,25,28,36,39,52,55-octazaheptacyclo[28.14.6.612,19.08,13.018,23.034,50.041,45]hexapentaconta-1(45),8(13),9,11,18(23),19,21,30(50),31,33,41,43-dodecaene
—— S-[(S)-hex-1-en-3-yl] dimethylthiocarbamate 1018479-24-7 C9H17NOS
S-[(S)-hex-1-en-3-yl] dimethylthiocarbamate
—— 1,2-Dimethyl-13-phenyl-3,12,23-trithia-14-azahexacyclo[14.7.0.02,10.04,9.011,15.017,22]tricosa-4,6,8,10,13,15,17,19,21-nonaene 1174298-63-5 C27H19NS3
1,2-Dimethyl-13-phenyl-3,12,23-trithia-14-azahexacyclo[14.7.0.02,10.04,9.011,15.017,22]tricosa-4,6,8,10,13,15,17,19,21-nonaene
—— N-diazoimidazole-1-(15N)sulfonamide 1609005-06-2 C3H3N5O2S
N-diazoimidazole-1-(15N)sulfonamide
—— 3,7-bis[(2-bromophenyl)thio]benzo[1,2-b:4,5-b']dithiophene-2,6-dicarboxylic acid 1618666-19-5 C24H12Br2O4S4
3,7-bis[(2-bromophenyl)thio]benzo[1,2-b:4,5-b']dithiophene-2,6-dicarboxylic acid
—— 9,20,34,45-Tetrakis(phenoxymethyl)-2,7,10,19,22,27,32,35,44,47-decathiaheptacyclo[46.2.2.23,6.223,26.228,31.012,17.037,42]octapentaconta-1(50),3(58),4,6(57),12,14,16,23(56),24,26(55),28,30,37,39,41,48,51,53-octadecaene-11,18,36,43-tetrone 250294-30-5 C76H64O8S10
9,20,34,45-Tetrakis(phenoxymethyl)-2,7,10,19,22,27,32,35,44,47-decathiaheptacyclo[46.2.2.23,6.223,26.228,31.012,17.037,42]octapentaconta-1(50),3(58),4,6(57),12,14,16,23(56),24,26(55),28,30,37,39,41,48,51,53-octadecaene-11,18,36,43-tetrone
—— (Z)-dimethyl(phenyl)(1-(phenylthio)-3-((tetrahydro-2H-pyran-2-yl)oxy)prop-1-en-1-yl)silane 1622445-87-7 C22H28O2SSi
(Z)-dimethyl(phenyl)(1-(phenylthio)-3-((tetrahydro-2H-pyran-2-yl)oxy)prop-1-en-1-yl)silane
—— 59527-22-9 C10H11O2S
—— 2,3,7,8,12,13-hexakis(methylsulfanyl)-10,15-dihydro-5H-tribenzo[a,d,g]cyclononene 1600518-25-9 C27H30S6
2,3,7,8,12,13-hexakis(methylsulfanyl)-10,15-dihydro-5H-tribenzo[a,d,g]cyclononene
—— 201356-01-6 C22H20S4
—— 201356-05-0 C24H24S4
—— [2-(4,5-Dimethyl-2-piperidin-1-yl-[1,3]dithiol-2-yl)-benzo[1,3]dithiol-2-yl]-phosphonic acid diethyl ester 206666-54-8 C21H30NO3PS4
[2-(4,5-Dimethyl-2-piperidin-1-yl-[1,3]dithiol-2-yl)-benzo[1,3]dithiol-2-yl]-phosphonic acid diethyl ester
—— (Z)-(1-methoxy-2-(trifluoromethanesulfonyl)vinyl)cyclohexane 1315550-01-6 C10H15F3O3S
(Z)-(1-methoxy-2-(trifluoromethanesulfonyl)vinyl)cyclohexane
—— 3-[Tris(3-trimethylsilylpropyl)silyl]propane-1-thiol 1304144-76-0 C21H52SSi4
3-[Tris(3-trimethylsilylpropyl)silyl]propane-1-thiol
—— (Z)-N-isopropyl-N-(1-methoxy-2-(trifluoromethanesulfonyl)vinyl)propan-2-amine 1315550-03-8 C10H18F3NO3S
(Z)-N-isopropyl-N-(1-methoxy-2-(trifluoromethanesulfonyl)vinyl)propan-2-amine
—— [4-(1-Phenylsulfanylethyl)phenyl]boronic acid 1332344-49-6 C14H15BO2S
[4-(1-Phenylsulfanylethyl)phenyl]boronic acid
—— [4-(1-Phenylpentylsulfanyl)phenyl]boronic acid 1332344-54-3 C17H21BO2S
[4-(1-Phenylpentylsulfanyl)phenyl]boronic acid
—— 20,41-Dibromo-7,12,28,33,44,46-hexathia-1,9,10,18,22,30,31,39-octazapentacyclo[37.3.1.18,11.118,22.129,32]hexatetraconta-8,10,20,29,31,40-hexaene-19,42,43,45-tetrone 1314803-65-0 C32H42Br2N8O4S6
20,41-Dibromo-7,12,28,33,44,46-hexathia-1,9,10,18,22,30,31,39-octazapentacyclo[37.3.1.18,11.118,22.129,32]hexatetraconta-8,10,20,29,31,40-hexaene-19,42,43,45-tetrone
—— 26-Bromo-7,12,13,18,29,30-hexathia-1,9,10,15,16,24-hexazatetracyclo[22.3.1.18,11.114,17]triaconta-8,10,14,16,26-pentaene-25,28-dione 1314803-63-8 C18H21BrN6O2S6
26-Bromo-7,12,13,18,29,30-hexathia-1,9,10,15,16,24-hexazatetracyclo[22.3.1.18,11.114,17]triaconta-8,10,14,16,26-pentaene-25,28-dione
—— (1Z,3E)-1-morpholino-2-(phenylthio)buta-1,3-diene 133870-35-6 C14H17NOS
(1Z,3E)-1-morpholino-2-(phenylthio)buta-1,3-diene
—— (2R,3S,4R,5R)-2,4-Dimethoxy-3,5-dimethyl-6-phenylsulfanyl-hexanal 293745-26-3 C16H24O3S
(2R,3S,4R,5R)-2,4-Dimethoxy-3,5-dimethyl-6-phenylsulfanyl-hexanal
—— (1Z,3E)-1-(phenylthio)octa-1,3-diene 133870-34-5 C14H18S
(1Z,3E)-1-(phenylthio)octa-1,3-diene
—— (R)-3-phenyl-3-(phenylsulfanyl)propan-1-ol 335383-41-0 C15H16OS
(R)-3-phenyl-3-(phenylsulfanyl)propan-1-ol
—— S,S'-di-tert-butyl 2-((1R,2S)-3-oxo-2-(phenylthiomethyl)cyclopentyl)propanebis(thioate) 1096163-13-1 C23H32O3S3
S,S'-di-tert-butyl 2-((1R,2S)-3-oxo-2-(phenylthiomethyl)cyclopentyl)propanebis(thioate)
—— tri(propan-2-yl)-[(E)-1-pyridin-2-ylsulfanylprop-1-enoxy]silane 199989-16-7 C17H29NOSSi
tri(propan-2-yl)-[(E)-1-pyridin-2-ylsulfanylprop-1-enoxy]silane
—— 3,4,6,9,11,12,22,23-octahydro-21H-18,14:19,1-diepiazenocyclopenta[f][1,18.4,15]dioxadithiacyclodocosine 1133105-99-3 C21H24N2O2S2
3,4,6,9,11,12,22,23-octahydro-21H-18,14:19,1-diepiazenocyclopenta[f][1,18.4,15]dioxadithiacyclodocosine
—— 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