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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
—— (3R)-3-phenyl-3-phenylsulfanylpropanal 1529806-42-5 C15H14OS
(3R)-3-phenyl-3-phenylsulfanylpropanal
—— 15,16,24,25,33,34-hexakis(tert-butylsulfanyl)-7-chloro-N,N-diethyl-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 1450914-75-6 C52H66ClN17S6
15,16,24,25,33,34-hexakis(tert-butylsulfanyl)-7-chloro-N,N-diethyl-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
—— 7-butoxy-15,16,24,25,33,34-hexakis(tert-butylsulfanyl)-N,N-diethyl-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-amine 1450914-16-5 C56H75N17OS6
7-butoxy-15,16,24,25,33,34-hexakis(tert-butylsulfanyl)-N,N-diethyl-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-amine
—— 15,16,24,25,33,34-hexakis(tert-butylsulfanyl)-N,N-diethyl-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 1450914-33-6 C52H67N17S6
15,16,24,25,33,34-hexakis(tert-butylsulfanyl)-N,N-diethyl-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
—— 15,16,24,25,33,34-hexakis(tert-butylsulfanyl)-N,N-diethyl-7-phenyl-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 1450914-30-3 C58H71N17S6
15,16,24,25,33,34-hexakis(tert-butylsulfanyl)-N,N-diethyl-7-phenyl-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
—— O-ethyl (2,2-diethyl-3-methyl-4-oxocyclobutyl)sulfanylmethanethioate 1582271-84-8 C12H20O2S2
O-ethyl (2,2-diethyl-3-methyl-4-oxocyclobutyl)sulfanylmethanethioate
—— 4,4'-bis(4-amino-3-hydroxyphenylthio)diphenyl sulfide 1467066-68-7 C24H20N2O2S3
4,4'-bis(4-amino-3-hydroxyphenylthio)diphenyl sulfide
—— (S)-1,1,1-trifluoro-2-(4-methylthiophenyl)-3-nitropropan-2-ol 1258327-65-9 C10H10F3NO3S
(S)-1,1,1-trifluoro-2-(4-methylthiophenyl)-3-nitropropan-2-ol
—— (S)-(+)-1-(p-tolylsulfanyl)-2-heptanol 477761-25-4 C14H22OS
(S)-(+)-1-(p-tolylsulfanyl)-2-heptanol
—— 2,6-diphenyldithieno[2,3-b;3’,2’-e][1,4]dithiin 1450737-75-3 C20H12S4
2,6-diphenyldithieno[2,3-b;3’,2’-e][1,4]dithiin
—— 1-Methyl-3-(2-phenylsulfanylethyl)imidazole-2-thione 1242931-53-8 C12H14N2S2
1-Methyl-3-(2-phenylsulfanylethyl)imidazole-2-thione
—— 3-(2-(ethylthio)phenylazo)-2,4-pentanedione 1304495-20-2 C13H16N2O2S
3-(2-(ethylthio)phenylazo)-2,4-pentanedione
—— Cy2PCH2CH2CH2SPh 1259036-99-1 C21H33PS
Cy2PCH2CH2CH2SPh
—— (dibutylcarbamothioyldisulfanyl) N,N-dibutylcarbamodithioate 93918-42-4 C18H36N2S5
(dibutylcarbamothioyldisulfanyl) N,N-dibutylcarbamodithioate
—— 4-methyl-6-(phenylthio)-7,8-dihydroisochroman-1-one 125846-90-4 C16H14O2S
4-methyl-6-(phenylthio)-7,8-dihydroisochroman-1-one
—— 10,13-Dioxa-26,29,33,34-tetrathia-2,21,23,24,31,32-hexazapentacyclo[28.2.1.122,25.04,9.014,19]tetratriaconta-1(32),2,4,6,8,14,16,18,20,22,24,30-dodecaene 1122580-78-2 C22H18N6O2S4
10,13-Dioxa-26,29,33,34-tetrathia-2,21,23,24,31,32-hexazapentacyclo[28.2.1.122,25.04,9.014,19]tetratriaconta-1(32),2,4,6,8,14,16,18,20,22,24,30-dodecaene
—— (R)-2,2,2-trifluoro-1-(4-methyltiophenyl)-1-(1H-pyrrol-2-yl)ethanol 1096375-81-3 C13H12F3NOS
(R)-2,2,2-trifluoro-1-(4-methyltiophenyl)-1-(1H-pyrrol-2-yl)ethanol
—— 10,13-Dioxa-26,31,35,36-tetrathia-2,21,23,24,33,34-hexazapentacyclo[30.2.1.122,25.04,9.014,19]hexatriaconta-1(34),2,4,6,8,14,16,18,20,22,24,32-dodecaene 1122580-79-3 C24H22N6O2S4
10,13-Dioxa-26,31,35,36-tetrathia-2,21,23,24,33,34-hexazapentacyclo[30.2.1.122,25.04,9.014,19]hexatriaconta-1(34),2,4,6,8,14,16,18,20,22,24,32-dodecaene
—— 8,9-dimethyl-12<i>H</i>-benzo[5,6][1,4]thiazino[2,3-<i>b</i>]quinoxaline 31639-78-8 C16H13N3S
8,9-dimethyl-12<i>H</i>-benzo[5,6][1,4]thiazino[2,3-<i>b</i>]quinoxaline
—— 2,2'-(1-(4-bromophenyl)ethane-1,2-diylidene)bis(1,3-benzodithiole) 1156544-20-5 C22H13BrS4
2,2'-(1-(4-bromophenyl)ethane-1,2-diylidene)bis(1,3-benzodithiole)
—— (3RS,5S)-5-methyl-3-phenylsulfenyl-3-(dodec-11-ynyl)-tetrahydrofuran-2-one 1161847-70-6 C23H32O2S
(3RS,5S)-5-methyl-3-phenylsulfenyl-3-(dodec-11-ynyl)-tetrahydrofuran-2-one
—— 1-Methyl-4-[4-[4-[4-[4-(4-methylphenyl)sulfanylphenyl]sulfanylphenyl]sulfanylphenyl]sulfanylphenyl]sulfanylbenzene 1151766-63-0 C38H30S5
1-Methyl-4-[4-[4-[4-[4-(4-methylphenyl)sulfanylphenyl]sulfanylphenyl]sulfanylphenyl]sulfanylphenyl]sulfanylbenzene
—— (4S,5S)-4-(hydroxymethyl)-5-(p-(methylthio)phenyl)oxazolidin-2-one 1072964-47-6 C11H13NO3S
(4S,5S)-4-(hydroxymethyl)-5-(p-(methylthio)phenyl)oxazolidin-2-one
—— 1202878-11-2 C24H44O2S2Sn
—— S-2,2-diethyl-4-oxocyclobutyl O-neopentyl carbonodithioate 1170673-33-2 C14H24O2S2
S-2,2-diethyl-4-oxocyclobutyl O-neopentyl carbonodithioate
—— 2-[4,5-Bis(methylsulfanyl)-1,3-dithiol-2-ylidene]-4,5-bis[[2-[4,5-bis(methylsulfanyl)-1,3-dithiol-2-ylidene]-5-methylsulfanyl-1,3-dithiol-4-yl]sulfanylmethylsulfanyl]-1,3-dithiole 1308660-11-8 C28H28S24
2-[4,5-Bis(methylsulfanyl)-1,3-dithiol-2-ylidene]-4,5-bis[[2-[4,5-bis(methylsulfanyl)-1,3-dithiol-2-ylidene]-5-methylsulfanyl-1,3-dithiol-4-yl]sulfanylmethylsulfanyl]-1,3-dithiole
—— 2-(4-bromophenylthio)-N-phenylpyridin-3-amine 1410071-27-0 C17H13BrN2S
2-(4-bromophenylthio)-N-phenylpyridin-3-amine
—— 6-(2-Ethyl-1,3-dithian-2-yl)-5-hydroxy-4-methylheptan-3-one 1415754-59-4 C14H26O2S2
6-(2-Ethyl-1,3-dithian-2-yl)-5-hydroxy-4-methylheptan-3-one
—— 6-(4-diethylaminophenyl)-4-methylsulfanyl-2-oxo-2H-pyran-3-carbonitrile 1346239-32-4 C17H18N2O2S
6-(4-diethylaminophenyl)-4-methylsulfanyl-2-oxo-2H-pyran-3-carbonitrile
—— [(6R,9R,10S)-9-[(2S)-6-(2-ethyl-1,3-dithiolan-2-yl)-4-methyl-3,5-dioxoheptan-2-yl]-6,10-dimethyl-1,4,8-trioxaspiro[4.5]decan-7-yl] 2,2-dimethylpropanoate 1228184-06-2 C27H44O7S2
[(6R,9R,10S)-9-[(2S)-6-(2-ethyl-1,3-dithiolan-2-yl)-4-methyl-3,5-dioxoheptan-2-yl]-6,10-dimethyl-1,4,8-trioxaspiro[4.5]decan-7-yl] 2,2-dimethylpropanoate
—— 3-(4-Chlorophenyl)sulfanyl-1-methylpiperidin-2-one 1421271-78-4 C12H14ClNOS
3-(4-Chlorophenyl)sulfanyl-1-methylpiperidin-2-one
—— 53198-53-1 C8H9LiS
—— (2R,4aR,6S,9aS)-2-phenyl-6-phenylsulfanyl-4a,6,7,8,9,9a-hexahydro-4H-[1,3]dioxino[5,4-b]oxepine 1548668-81-0 C20H22O3S
(2R,4aR,6S,9aS)-2-phenyl-6-phenylsulfanyl-4a,6,7,8,9,9a-hexahydro-4H-[1,3]dioxino[5,4-b]oxepine
—— 2-phenyl-5-(3,4,5-trimethoxyphenylthio)-1,3,4-oxadiazole 1569303-98-5 C17H16N2O4S
2-phenyl-5-(3,4,5-trimethoxyphenylthio)-1,3,4-oxadiazole
—— 2-(3,4,5-trimethoxyphenylthio)pyrimidine 1569303-95-2 C13H14N2O3S
2-(3,4,5-trimethoxyphenylthio)pyrimidine
—— 2-Ethenylsulfanyl-5-[(4-fluorophenyl)methyl]-4-phenylthiophene-3-carbonitrile 1593011-90-5 C20H14FNS2
2-Ethenylsulfanyl-5-[(4-fluorophenyl)methyl]-4-phenylthiophene-3-carbonitrile
—— 1-Methyl-3-(4-methylphenyl)sulfanylpiperidin-2-one 1421271-77-3 C13H17NOS
1-Methyl-3-(4-methylphenyl)sulfanylpiperidin-2-one
—— 5-Benzyl-2-ethenylsulfanyl-4-phenylthiophene-3-carbonitrile 1593011-79-0 C20H15NS2
5-Benzyl-2-ethenylsulfanyl-4-phenylthiophene-3-carbonitrile
—— 7-[(2-bromophenyl)thio]-4-(trifluoromethyl)-2H-pyrimido[1,2-b]pyridazin-2-one 1629613-55-3 C14H7BrF3N3OS
7-[(2-bromophenyl)thio]-4-(trifluoromethyl)-2H-pyrimido[1,2-b]pyridazin-2-one
—— 4,5-Bis(2-methylbutylsulfanyl)-1,3-dithiole-2-thione 1402215-09-1 C13H22S5
4,5-Bis(2-methylbutylsulfanyl)-1,3-dithiole-2-thione
—— Phenylmethylsulfanylbenzene 125407-64-9 C13H11S
Phenylmethylsulfanylbenzene
—— (R)-N,N-dimethyl-3-phenyl-3-(phenylthio)propanethioamide 1402449-08-4 C17H19NS2
(R)-N,N-dimethyl-3-phenyl-3-(phenylthio)propanethioamide
—— (R)-3-((2-aminophenyl)thio)-3-(furan-2-yl)-N,N-dimethylpropanethioamide 1402449-17-5 C15H18N2OS2
(R)-3-((2-aminophenyl)thio)-3-(furan-2-yl)-N,N-dimethylpropanethioamide
—— 3-(2-methylhydrazino)pyrido[4,3-e]-1,4,2-dithiazine 1,1-dioxide 1078160-02-7 C7H8N4O2S2
3-(2-methylhydrazino)pyrido[4,3-e]-1,4,2-dithiazine 1,1-dioxide
—— Acetic acid (R)-2-hydroxymethyl-3-phenylsulfanyl-propyl ester 213011-54-2 C12H16O3S
Acetic acid (R)-2-hydroxymethyl-3-phenylsulfanyl-propyl ester
—— 2-Amino-4-butyl-6-phenylsulfanylpyridine-3,5-dicarbonitrile 1202481-88-6 C17H16N4S
2-Amino-4-butyl-6-phenylsulfanylpyridine-3,5-dicarbonitrile
—— 3-(pyrimidin-2-ylthio)benzonitrile 1569303-94-1 C11H7N3S
3-(pyrimidin-2-ylthio)benzonitrile
—— 5-bromo-4-phenylsulfanyl-[3]pyridylamine 99851-83-9 C11H9BrN2S
5-bromo-4-phenylsulfanyl-[3]pyridylamine
—— 4-Thiazolemethanol, 2-[4-(methylthio)phenyl]- 1344046-01-0 C11H11NOS2
4-Thiazolemethanol, 2-[4-(methylthio)phenyl]-
—— 1-[5-(Ethylthio)-2-furanyl]ethanone 28569-34-8 C8H10O2S
1-[5-(Ethylthio)-2-furanyl]ethanone