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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
—— 4,9-dihydrodithieno<3,2-b:2',3'-e>thiepin-9-one 88048-72-0 C10H6OS3
4,9-dihydrodithieno<3,2-b:2',3'-e>thiepin-9-one
—— 4,8-dihydrodithieno<2,3-b:2',3'-e>thiepin-4-one 88048-75-3 C10H6OS3
4,8-dihydrodithieno<2,3-b:2',3'-e>thiepin-4-one
—— 2,3-dihydro-2-oxo-3-phenyl-1,3-dithiolo<4,5-e><1,4>dithiin-6-thione 137053-72-6 C11H6OS5
2,3-dihydro-2-oxo-3-phenyl-1,3-dithiolo<4,5-e><1,4>dithiin-6-thione
—— 5-Methylthio-4-phenylisothiazol-3-ol 65209-51-0 C10H9NOS2
5-Methylthio-4-phenylisothiazol-3-ol
—— di-t-butylchlorophosphonium methylthiomethylid 81176-01-4 C10H22ClPS
di-t-butylchlorophosphonium methylthiomethylid
—— 5-methoxy-1-methyl-3-methylsulfanyl-1-oxo-1λ<sup>6</sup>-[1,2]thiazine-4-carbonitrile 62236-12-8 C8H10N2O2S2
5-methoxy-1-methyl-3-methylsulfanyl-1-oxo-1λ<sup>6</sup>-[1,2]thiazine-4-carbonitrile
—— 1,2-dichloro-1,4,4-tris(4-fluorophenylthio)-1,3-butadiene 1233711-14-2 C22H13Cl2F3S3
1,2-dichloro-1,4,4-tris(4-fluorophenylthio)-1,3-butadiene
—— diprop-2-ynyl sulphoxide 15292-69-0 C6H6OS
diprop-2-ynyl sulphoxide
—— 3-methylthio-7-chloro-benzo-as-triazine-1-oxide 75121-96-9 C8H6ClN3OS
3-methylthio-7-chloro-benzo-as-triazine-1-oxide
—— 5-ethoxy-1-methyl-3-methylsulfanyl-1-oxo-1λ<sup>6</sup>-[1,2]thiazine-4-carbonitrile 65322-16-9 C9H12N2O2S2
5-ethoxy-1-methyl-3-methylsulfanyl-1-oxo-1λ<sup>6</sup>-[1,2]thiazine-4-carbonitrile
—— 5-hydroxy-1-methyl-3-methylsulfanyl-1-oxo-1λ<sup>6</sup>-[1,2]thiazine-4-carbonitrile 62236-11-7 C7H8N2O2S2
5-hydroxy-1-methyl-3-methylsulfanyl-1-oxo-1λ<sup>6</sup>-[1,2]thiazine-4-carbonitrile
—— 3-[2-(4-Chloro-phenyl)-benzo[1,3]dithiol-2-yl]-1H-pyrrole 147089-27-8 C17H12ClNS2
3-[2-(4-Chloro-phenyl)-benzo[1,3]dithiol-2-yl]-1H-pyrrole
—— N,N-Dicyclohexyl-thiocarbamoyl-chlorid 24053-59-6 C13H22ClNS
N,N-Dicyclohexyl-thiocarbamoyl-chlorid
—— 3-methylthio-7-chloro-benzo-as-triazine 75122-02-0 C8H6ClN3S
3-methylthio-7-chloro-benzo-as-triazine
—— dimethyl-thiocarbamic acid S-(4-bromo-2-methylphenyl) ester 1360628-93-8 C10H12BrNOS
dimethyl-thiocarbamic acid S-(4-bromo-2-methylphenyl) ester
—— 4-(tert-butyldimethylsilyloxy)-2,3-dimethyl-6-(1H-pyrrol-2-ylthio)phenol 1448175-44-7 C18H27NO2SSi
4-(tert-butyldimethylsilyloxy)-2,3-dimethyl-6-(1H-pyrrol-2-ylthio)phenol
—— 4,4'-dibromo-6,6'-dimethyl-2,2'-sulfanediyl-di-phenol 103998-34-1 C14H12Br2O2S
4,4'-dibromo-6,6'-dimethyl-2,2'-sulfanediyl-di-phenol
—— 1,4-bis((trifluoromethyl)sulfonyl)butane 35389-65-2 C6H8F6O4S2
1,4-bis((trifluoromethyl)sulfonyl)butane
—— 6-methyl-1-oxa-4-thiaspiro<4.5>dec-6-ene-7-carbinol 223908-61-0 C10H16O2S
6-methyl-1-oxa-4-thiaspiro<4.5>dec-6-ene-7-carbinol
—— 2-(Methylthio)benzyl 3-(2,2-difluoro-2-(2-pyridyl-N-oxide)ethylamino)-6-chloropyrazin-2-one-1-acetamide 342815-49-0 C21H20ClF2N5O3S
2-(Methylthio)benzyl 3-(2,2-difluoro-2-(2-pyridyl-N-oxide)ethylamino)-6-chloropyrazin-2-one-1-acetamide
—— 3-[[5-(1,1-Dimethylethyl)-1,2,3-thiadiazol-4-yl]thio]propanoic acid, methyl ester 114393-14-5 C10H16N2O2S2
3-[[5-(1,1-Dimethylethyl)-1,2,3-thiadiazol-4-yl]thio]propanoic acid, methyl ester
—— 3-[[5-(1,1-Dimethylethyl)-1,2,3-thiadiazol-4-yl]thio]propanoic acid, ethyl ester 114393-19-0 C11H18N2O2S2
3-[[5-(1,1-Dimethylethyl)-1,2,3-thiadiazol-4-yl]thio]propanoic acid, ethyl ester
—— [(3-(2-cyanoethyl)phenyl)thio]acetic acid 340131-09-1 C11H11NO2S
[(3-(2-cyanoethyl)phenyl)thio]acetic acid
—— 1,2,4-Triazin-5(4H)-one, 4-amino-6-(cyclopentyloxy)-3-(methylthio)- 84222-90-2 C9H14N4O2S
1,2,4-Triazin-5(4H)-one, 4-amino-6-(cyclopentyloxy)-3-(methylthio)-
—— 4,9-dihydrodithieno<3,2-b:3',2'-e>thiepin-4-one 88048-74-2 C10H6OS3
4,9-dihydrodithieno<3,2-b:3',2'-e>thiepin-4-one
—— 1-(5-tert-butylisoxazol-3-yl)-3-(3-(6-methoxy-7-(2-(4-(methylsulfonyl)piperazin-1-yl)ethoxy)quinazolin-4-ylthio)phenyl)urea 1188907-80-3 C30H37N7O6S2
1-(5-tert-butylisoxazol-3-yl)-3-(3-(6-methoxy-7-(2-(4-(methylsulfonyl)piperazin-1-yl)ethoxy)quinazolin-4-ylthio)phenyl)urea
—— 1-(5-tert-butyl-isoxazol-3-yl)-3-{3-[7-(2-chloro-ethoxy)-6-methoxy-quinazolin-4-ylsulfanyl]-phenyl}-urea 1188907-78-9 C25H26ClN5O4S
1-(5-tert-butyl-isoxazol-3-yl)-3-{3-[7-(2-chloro-ethoxy)-6-methoxy-quinazolin-4-ylsulfanyl]-phenyl}-urea
—— N-{4-[4-chloro-6-({3-[5-(piperazin-1-ylmethyl)-1H-benzo[d]imidazol-2-yl]-1H-pyrazol-4-yl}amino)pyrimidin-2-ylthio]phenyl}cyclopropanecarboxamide 1254229-33-8 C30H30ClN9OS
N-{4-[4-chloro-6-({3-[5-(piperazin-1-ylmethyl)-1H-benzo[d]imidazol-2-yl]-1H-pyrazol-4-yl}amino)pyrimidin-2-ylthio]phenyl}cyclopropanecarboxamide
—— 4-(4-Fluoro-benzylsulfanyl)-pyridine-2-carbonitrile 225112-54-9 C13H9FN2S
4-(4-Fluoro-benzylsulfanyl)-pyridine-2-carbonitrile
—— 2-(4-fluoro-benzylsulfanyl)-5-nitro-pyridine 878983-94-9 C12H9FN2O2S
2-(4-fluoro-benzylsulfanyl)-5-nitro-pyridine
—— N,N’-bis(5-((4-fluorobenzyl)thio)-1,3,4-thiadiazol-2-yl)methane diamine 1516888-54-2 C19H16F2N6S4
N,N’-bis(5-((4-fluorobenzyl)thio)-1,3,4-thiadiazol-2-yl)methane diamine
—— 2-methyl-4-amino-5-(phenylthio)pyrimidine 29866-25-9 C12H13N3S
2-methyl-4-amino-5-(phenylthio)pyrimidine
—— 2,6-Bis<methylthio>-toluene 82961-55-5 C9H12S2
2,6-Bis<methylthio>-toluene
—— 5-Chlor-2-(3-methoxyphenylthio)-benzylalkohol 63186-36-7 C14H13ClO2S
5-Chlor-2-(3-methoxyphenylthio)-benzylalkohol
—— 8-Fluoro-6-(3-fluoro-phenylsulfanyl)-3,4-dihydro-2H-naphthalen-1-one 1231765-17-5 C16H12F2OS
8-Fluoro-6-(3-fluoro-phenylsulfanyl)-3,4-dihydro-2H-naphthalen-1-one
—— [5-Chloro-2-(3-fluoro-phenylsulfanyl)-phenyl]-methanol 54435-21-1 C13H10ClFOS
[5-Chloro-2-(3-fluoro-phenylsulfanyl)-phenyl]-methanol
—— (Z)-methyl 3-(2-((3-fluorophenyl)thio)acetamido)but-2-enoate 1542259-57-3 C13H14FNO3S
(Z)-methyl 3-(2-((3-fluorophenyl)thio)acetamido)but-2-enoate
—— 1-tert-Butylsulfanyl-3-fluoro-benzene 52323-91-8 C10H13FS
1-tert-Butylsulfanyl-3-fluoro-benzene
—— (3-fluorophenyl)((2,6,6-trimethylcyclohex-1-enyl)methyl)sulfane 1441168-48-4 C16H21FS
(3-fluorophenyl)((2,6,6-trimethylcyclohex-1-enyl)methyl)sulfane
—— 6-(3-Fluoro-phenylsulfanyl)-5-methoxy-2-methyl-benzothiazole-4,7-dione 650635-77-1 C15H10FNO3S2
6-(3-Fluoro-phenylsulfanyl)-5-methoxy-2-methyl-benzothiazole-4,7-dione
—— 3-chloro-6-[(3'-fluoro-phenyl)-thio]-phenyl acetonitrile 54435-36-8 C14H9ClFNS
3-chloro-6-[(3'-fluoro-phenyl)-thio]-phenyl acetonitrile
—— 3-(3-fluorophenylthio)-5-methyl[1,2,4]triazine 1313039-52-9 C10H8FN3S
3-(3-fluorophenylthio)-5-methyl[1,2,4]triazine
—— 1-chloro-3-(2-aminophenylthio)propane 120358-33-0 C9H12ClNS
1-chloro-3-(2-aminophenylthio)propane
—— 2,3-Dihydro-4-methylbenzo<b>thiophene 80824-38-0 C9H10S
2,3-Dihydro-4-methylbenzo<b>thiophene
—— 7-[(3-fluorophenyl)sulfanyl]-3,4,5',6'-tetrahydro-2H,4'H-spiro[1-benzofuro[2,3-c]pyridine-1,3'-pyran] 1315689-45-2 C21H20FNO2S
7-[(3-fluorophenyl)sulfanyl]-3,4,5',6'-tetrahydro-2H,4'H-spiro[1-benzofuro[2,3-c]pyridine-1,3'-pyran]
—— 2-((3-fluorophenyl)thio)acetonitrile 61081-26-3 C8H6FNS
2-((3-fluorophenyl)thio)acetonitrile
—— 4-Chloro-2-chloromethyl-1-(3-fluoro-phenylsulfanyl)-benzene 54435-28-8 C13H9Cl2FS
4-Chloro-2-chloromethyl-1-(3-fluoro-phenylsulfanyl)-benzene
—— 1-[(R)-6-(3-fluoro-phenylsulfanyl)-1,2,3,4-tetrahydro-naphthalen-1-ylmethyl]-azetidin-3-ol 1000308-39-3 C20H22FNOS
1-[(R)-6-(3-fluoro-phenylsulfanyl)-1,2,3,4-tetrahydro-naphthalen-1-ylmethyl]-azetidin-3-ol
—— 2-(methylthio)-6,7,8,9-5H-benzocyclohepten-5-one 87451-88-5 C12H14OS
2-(methylthio)-6,7,8,9-5H-benzocyclohepten-5-one
—— 4-methyl-3H-benzo[b]thiophene-2-one 866996-14-7 C9H8OS
4-methyl-3H-benzo[b]thiophene-2-one