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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
—— 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
—— 2-(4-Acetamido-phenyl-mercapto)-benzylalkohol 20904-47-6 C15H15NO2S
2-(4-Acetamido-phenyl-mercapto)-benzylalkohol
—— 2-(5-oxofuran-2(5H)-yliden)-1-benzothienyl-3(2H)-one 1260173-97-4 C12H6O3S
2-(5-oxofuran-2(5H)-yliden)-1-benzothienyl-3(2H)-one
—— (S,E)-1-(phenylthio)pent-3-en-2-ol 1257427-94-3 C11H14OS
(S,E)-1-(phenylthio)pent-3-en-2-ol
—— 4-Thiazolamine, 2-(methylthio)- 1264033-89-7 C4H6N2S2
4-Thiazolamine, 2-(methylthio)-
—— 1-[(1-Aminopropan-2-yl)sulfanyl]-4-bromobenzene hydrochloride 1269152-10-4 C9H13BrClNS
1-[(1-Aminopropan-2-yl)sulfanyl]-4-bromobenzene hydrochloride
—— 2-(Isopropylsulfonyl)ethanol hydrate 1242339-21-4 C5H14O4S
2-(Isopropylsulfonyl)ethanol hydrate
—— 2-(6-Chloro-4-(trifluoromethyl)pyridin-2-ylsulfanyl)acetic acid 1053656-44-2 C8H5ClF3NO2S
2-(6-Chloro-4-(trifluoromethyl)pyridin-2-ylsulfanyl)acetic acid
—— 2-(Propylthio)ethanamine hydrochloride 1242339-84-9 C5H14ClNS
2-(Propylthio)ethanamine hydrochloride
—— [2-(Methylsulfinyl)ethyl]amine hydrobromide 1242339-83-8 C3H10BrNOS
[2-(Methylsulfinyl)ethyl]amine hydrobromide
—— 6-bromo-7-(phenylthio)-1,2,3,5-tetrahydro-5-indolizinone 1261062-63-8 C14H12BrNOS
6-bromo-7-(phenylthio)-1,2,3,5-tetrahydro-5-indolizinone
—— 1-Amino-3-methoxythiourea;hydrochloride 1265622-67-0 C2H7N3OS*ClH
1-Amino-3-methoxythiourea;hydrochloride
—— 6-bromo-7-(phenylthio)-1,2,3,5,8,8a-hexahydro-5-indolizinone 1261062-60-5 C14H14BrNOS
6-bromo-7-(phenylthio)-1,2,3,5,8,8a-hexahydro-5-indolizinone
—— 6-phenyl-7-(phenylthio)-1,2,3,5,8,8a-hexahydro-5-indolizinone 1261062-62-7 C20H19NOS
6-phenyl-7-(phenylthio)-1,2,3,5,8,8a-hexahydro-5-indolizinone
—— 7-(phenylthio)-1,2,3,5-tetrahydro-5-indolizinone 1261062-61-6 C14H13NOS
7-(phenylthio)-1,2,3,5-tetrahydro-5-indolizinone
—— 2-(phenylthio)-6,7,8,9-tetrahydro-4-quinolizinone 1261062-66-1 C15H15NOS
2-(phenylthio)-6,7,8,9-tetrahydro-4-quinolizinone
—— (9S)-7-methyl-9-propyl-1,4-dithiaspiro[4.5]dec-6-ene 1266679-09-7 C12H20S2
(9S)-7-methyl-9-propyl-1,4-dithiaspiro[4.5]dec-6-ene
—— 1-[3-(Methylsulfanyl)phenyl]-4-oxo-1,4-dihydropyridazine-3-carboxylic acid 1291486-54-8 C12H10N2O3S
1-[3-(Methylsulfanyl)phenyl]-4-oxo-1,4-dihydropyridazine-3-carboxylic acid
—— (+/-)-ethyl 2-[4-[(2-chlorophenylthio)methyl]phenyl]-2-hydroxyacetate 1268473-45-5 C17H17ClO3S
(+/-)-ethyl 2-[4-[(2-chlorophenylthio)methyl]phenyl]-2-hydroxyacetate
—— Acetamide, N-[1-(4-fluorophenyl)ethyl]-2-[[4-methyl-5-(2-thienyl)-4H-1,2,4-triazol-3-yl]thio]- 1300254-52-7 C17H17FN4OS2
Acetamide, N-[1-(4-fluorophenyl)ethyl]-2-[[4-methyl-5-(2-thienyl)-4H-1,2,4-triazol-3-yl]thio]-
—— 1-(2-amino-6-methylpyrimidin-4-yl)-3-(1,3,5-trimethyl-1H-pyrazol-4-ylsulfanyl)-[1,2,4]triazole 1295576-30-5 C13H16N8S
1-(2-amino-6-methylpyrimidin-4-yl)-3-(1,3,5-trimethyl-1H-pyrazol-4-ylsulfanyl)-[1,2,4]triazole
—— (E)-6'-(4-hydroxybenzylidene)-4a'-methyl-4',4a',7',8'-tetrahydro-3'H-spiro[[1,3]dithiolane-2,2'-naphthalen]-5'(6'H)-one 1289642-67-6 C20H22O2S2
(E)-6'-(4-hydroxybenzylidene)-4a'-methyl-4',4a',7',8'-tetrahydro-3'H-spiro[[1,3]dithiolane-2,2'-naphthalen]-5'(6'H)-one
—— 2-Tert-butyl-5-methylsulfanyl-1,3,4-oxadiazole 83430-53-9 C7H12N2OS
2-Tert-butyl-5-methylsulfanyl-1,3,4-oxadiazole
—— Alyssin, (S)- 167963-04-4 C7H13NOS2
Alyssin, (S)-
—— 4-ethyl-3-methyl-5-methylsulfanyl-4<i>H</i>-[1,2,4]triazole 102170-30-9 C6H11N3S
4-ethyl-3-methyl-5-methylsulfanyl-4<i>H</i>-[1,2,4]triazole
—— 2-Pyrimidinamine, 4-chloro-6-[[5-(2-fluorophenyl)-4-(phenylmethyl)-4H-1,2,4-triazol-3-yl]thio]- 1376320-30-7 C19H14ClFN6S
2-Pyrimidinamine, 4-chloro-6-[[5-(2-fluorophenyl)-4-(phenylmethyl)-4H-1,2,4-triazol-3-yl]thio]-
—— 6-Benzylthio-tetrazolo<1.5-b>pyridazin 62645-24-3 C11H9N5S
6-Benzylthio-tetrazolo<1.5-b>pyridazin