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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
—— 2,4,6-trismethylthio-5-nitropyrimidine 127726-64-1 C7H9N3O2S3
2,4,6-trismethylthio-5-nitropyrimidine
—— 2-methyl-4,6-dimethylthio-5-nitropyrimidine 138972-76-6 C7H9N3O2S2
2-methyl-4,6-dimethylthio-5-nitropyrimidine
—— 4-methyl-2-(methylthio)-6-(trifluoromethyl)pyrimidine 62772-91-2 C7H7F3N2S
4-methyl-2-(methylthio)-6-(trifluoromethyl)pyrimidine
—— 2-Amino-4,6-di-(methylmercapto)-pyrimidin 6339-72-6 C6H9N3S2
2-Amino-4,6-di-(methylmercapto)-pyrimidin
—— 3-Methylmercapto-1,2,4-thiodiazol 38362-14-0 C3H4N2S2
3-Methylmercapto-1,2,4-thiodiazol
—— 5-p-Chlorphenyl-2-methylthiopyrimidin 31408-25-0 C11H9ClN2S
5-p-Chlorphenyl-2-methylthiopyrimidin
—— 4-(2-propenylthio)-o-phenylenediamine 70411-37-9 C9H12N2S
4-(2-propenylthio)-o-phenylenediamine
—— methyl 4-ethylthioallophanimidate 41160-69-4 C5H11N3OS
methyl 4-ethylthioallophanimidate
—— 6-bromomethyl-4-trichloromethyl-2-methylsulfanylpyrimidine 502927-07-3 C7H6BrCl3N2S
6-bromomethyl-4-trichloromethyl-2-methylsulfanylpyrimidine
—— 2-(methylsulfanyl)-4-(pentafluoroethyl)pyrimidine 1359996-71-6 C7H5F5N2S
2-(methylsulfanyl)-4-(pentafluoroethyl)pyrimidine
—— 5-benzyl-2-methylthiopyimidine-4,6-dione 331978-39-3 C12H12N2O2S
5-benzyl-2-methylthiopyimidine-4,6-dione
—— 3-methylbut-2-enylsulfanyl(methylsulfanyl)methanethione 62594-11-0 C7H12S3
3-methylbut-2-enylsulfanyl(methylsulfanyl)methanethione
—— 6-(dimethoxymethyl)-2-(methylthio)pyrimidin-4-ol 21326-25-0 C8H12N2O3S
6-(dimethoxymethyl)-2-(methylthio)pyrimidin-4-ol
—— 4-trifluoromethyl-2-methylthio-6-(pyridin-2-yl)-pyrimidine 1219483-58-5 C11H8F3N3S
4-trifluoromethyl-2-methylthio-6-(pyridin-2-yl)-pyrimidine
—— 6-(diethoxymethyl)-5-methyl-2-(methylthio)pyrimidin-4(3H)-one 948859-51-6 C11H18N2O3S
6-(diethoxymethyl)-5-methyl-2-(methylthio)pyrimidin-4(3H)-one
—— 1,5-bis(2-pyridylthio)pentane 625096-73-3 C15H18N2S2
1,5-bis(2-pyridylthio)pentane
—— 2-(methylthio)-6,7,8,9-tetrahydro-3H-cyclohepta[d]pyrimidin-4(5H)-one 33081-08-2 C10H14N2OS
2-(methylthio)-6,7,8,9-tetrahydro-3H-cyclohepta[d]pyrimidin-4(5H)-one
—— 2-(methylthio)-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-ol 3087-14-7 C8H10N2OS
2-(methylthio)-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-ol
—— 2-methylthio-5,6-trimethylene-4(3H)-pyrimidinone 3087-14-7 C8H10N2OS
2-methylthio-5,6-trimethylene-4(3H)-pyrimidinone
—— 6-(2-chloro-pyridin-4-yl)-2-methylsulfanyl-3H-pyrimidin-4-one 861417-47-2 C10H8ClN3OS
6-(2-chloro-pyridin-4-yl)-2-methylsulfanyl-3H-pyrimidin-4-one
—— 3-chloropropyl [imino(methylthio)methyl]carbamate 870605-78-0 C6H11ClN2O2S
3-chloropropyl [imino(methylthio)methyl]carbamate
—— 2-methylsulfanyl-6-(3-phenyl-propyl)-pyrimidin-4-ol 1003587-59-4 C14H16N2OS
2-methylsulfanyl-6-(3-phenyl-propyl)-pyrimidin-4-ol
—— 1-(1'-phenylthiocyclopropyl)hex-5-yn-1-ol 288304-24-5 C15H18OS
1-(1'-phenylthiocyclopropyl)hex-5-yn-1-ol
—— 5-fluoro-6-hydroxy-2-methylthio-4(1H)-pyrimidinone 4996-41-2 C5H5FN2O2S
5-fluoro-6-hydroxy-2-methylthio-4(1H)-pyrimidinone
—— 6-(trimethylsilyl)-1-(1'-phenylthiocyclopropyl)hex-5-yn-1-ol 288304-19-8 C18H26OSSi
6-(trimethylsilyl)-1-(1'-phenylthiocyclopropyl)hex-5-yn-1-ol
—— (5R)-3-[(S)-13-hydroxy-13-((S)-5-oxotetrahydrofuran-2-yl)tridecyl]-5-methyl-3-(phenylsulfanyl)dihydrofuran-2-one 628687-63-8 C28H42O5S
(5R)-3-[(S)-13-hydroxy-13-((S)-5-oxotetrahydrofuran-2-yl)tridecyl]-5-methyl-3-(phenylsulfanyl)dihydrofuran-2-one
—— 6-hydroxy-6-(1-phenylthiocyclopropyl)-hexan-2-one 288304-25-6 C15H20O2S
6-hydroxy-6-(1-phenylthiocyclopropyl)-hexan-2-one
—— 7-(2,6-Dimethylphenyl)sulfanyl-6-methoxy-1-phenyl-4-phenylmethoxynaphthalen-2-amine 1427470-21-0 C32H29NO2S
7-(2,6-Dimethylphenyl)sulfanyl-6-methoxy-1-phenyl-4-phenylmethoxynaphthalen-2-amine
—— 5,17-dioxa-2,8,10,12,14,20,22,24-octathiatricyclo<19.3.0.0<sup>9,13</sup>>tetraicosa1(21),9(13)-diene-11,23-dithione 144694-67-7 C14H16O2S10
5,17-dioxa-2,8,10,12,14,20,22,24-octathiatricyclo<19.3.0.0<sup>9,13</sup>>tetraicosa1(21),9(13)-diene-11,23-dithione
—— 2,5,8,18-Tetraoxa-15,21-dithiatricyclo[20.4.0.09,14]hexacosa-1(26),9,11,13,22,24-hexaene 26736-20-9 C20H24O4S2
2,5,8,18-Tetraoxa-15,21-dithiatricyclo[20.4.0.09,14]hexacosa-1(26),9,11,13,22,24-hexaene
—— 2-(2-Bromo-allylsulfanyl)-thiophene 84761-96-6 C7H7BrS2
2-(2-Bromo-allylsulfanyl)-thiophene
—— bis-(2-carbamimidoylmercapto-ethyl)-ether 89582-55-8 C6H14N4OS2
bis-(2-carbamimidoylmercapto-ethyl)-ether
—— bis(2-thiocyanatoethyl)ether 4617-17-8 C6H8N2OS2
bis(2-thiocyanatoethyl)ether
—— 5,17,29-trioxa-2,8,10,12,14,20,22,24,26,32,34,36dodecathiatetracyclo<31.3.0.0<sup>9,13</sup>.0<sup>21,25</sup>>hexatriaconta-1(33),9(13),21(25),33(37)-tetraene-11,23,35,47-tetrathione 144710-99-6 C21H24O3S15
5,17,29-trioxa-2,8,10,12,14,20,22,24,26,32,34,36dodecathiatetracyclo<31.3.0.0<sup>9,13</sup>.0<sup>21,25</sup>>hexatriaconta-1(33),9(13),21(25),33(37)-tetraene-11,23,35,47-tetrathione
—— 5,17,29,41,-tetraoxa-2,8,10,12,14,20,22,24,26,32,34,36,38,44,46,48-hexadecathiapentacyclo<443.3.0.0<sup>9,13</sup>.0<sup>21,25</sup>.0<sup>33,37</sup>>octatetraconta-1(33),9(13),21(25),33(37)-tetraene-11,23,35,47-tetrathione 144694-68-8 C28H32O4S20
5,17,29,41,-tetraoxa-2,8,10,12,14,20,22,24,26,32,34,36,38,44,46,48-hexadecathiapentacyclo<443.3.0.0<sup>9,13</sup>.0<sup>21,25</sup>.0<sup>33,37</sup>>octatetraconta-1(33),9(13),21(25),33(37)-tetraene-11,23,35,47-tetrathione
—— 5-oxo-2,8,10,12-tetrathiabicyclo<7.3.0>dodec-1(9)ene-11-thione 144694-66-6 C7H8OS5
5-oxo-2,8,10,12-tetrathiabicyclo<7.3.0>dodec-1(9)ene-11-thione
—— 1,5-bis[(5-amino-1,3,4-thiadiazol-2-yl)thio]-3-oxapentane 499992-35-7 C8H12N6OS4
1,5-bis[(5-amino-1,3,4-thiadiazol-2-yl)thio]-3-oxapentane
—— Methyl 3-(3-oxocyclopentyl)-3-phenylsulfanylpropanoate 84837-80-9 C15H18O3S
Methyl 3-(3-oxocyclopentyl)-3-phenylsulfanylpropanoate
—— 1-(Ethylsulfonylmethyl)cyclohexane-1-carboxylic acid 865469-72-3 C10H18O4S
1-(Ethylsulfonylmethyl)cyclohexane-1-carboxylic acid
—— 2-<1-butylsulfanyl-1-(methylsulfanyl)ethyl>pyridine 219879-89-7 C12H19NS2
2-<1-butylsulfanyl-1-(methylsulfanyl)ethyl>pyridine
—— Allyl 2-(5-Bromothienyl) Sulfide 84021-63-6 C7H7BrS2
Allyl 2-(5-Bromothienyl) Sulfide
—— 4-amino-S-(4-methylbenzyl)mercaptobenzene 42497-94-9 C14H15NS
4-amino-S-(4-methylbenzyl)mercaptobenzene
—— 1 370847-39-5 C15H16N2OS
1
—— (Ethylthio)tris(methylthio)allen 137840-75-6 C8H14S4
(Ethylthio)tris(methylthio)allen
—— 3-amino-5-(4-methylphenylmethylthio)-1,2,4-triazole 312275-49-3 C10H12N4S
3-amino-5-(4-methylphenylmethylthio)-1,2,4-triazole
—— 5-((4-methylbenzyl)thio)-1,3,4-thiadiazol-2-amine 154347-43-0 C10H11N3S2
5-((4-methylbenzyl)thio)-1,3,4-thiadiazol-2-amine
—— 4-cyclohexyl-2-(4-methyl-benzylsulfanyl)-6-oxo-1,6-dihydro-pyrimidine-5-carbonitrile 1383539-67-0 C19H21N3OS
4-cyclohexyl-2-(4-methyl-benzylsulfanyl)-6-oxo-1,6-dihydro-pyrimidine-5-carbonitrile
—— bis-mercaptomethyl-phosphinic acid 20428-23-3 C2H7O2PS2
bis-mercaptomethyl-phosphinic acid
—— 1,1,2,2-Tetrakis-(2-chloro-ethanesulfonyl)-ethene 84400-70-4 C10H16Cl4O8S4
1,1,2,2-Tetrakis-(2-chloro-ethanesulfonyl)-ethene
—— Tetrakis-p-tolylmercaptoethen 39090-59-0 C30H28S4
Tetrakis-p-tolylmercaptoethen