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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
—— ethyl cyclohexylsulfonylacetate 847223-29-4 C10H18O4S
ethyl cyclohexylsulfonylacetate
—— tributyl[2-(phenylthio)-4,5-(CH2)3-phenyl]tin 780820-48-6 C27H40SSn
tributyl[2-(phenylthio)-4,5-(CH2)3-phenyl]tin
—— lauryl phenylthiomethyl ether 113138-68-4 C19H32OS
lauryl phenylthiomethyl ether
—— tributyl[2-phenylthio-5-Me-phenyl]tin 780820-56-6 C25H38SSn
tributyl[2-phenylthio-5-Me-phenyl]tin
—— (1-Methoxy-cyclohexylsulfanyl)-benzene 89423-39-2 C13H18OS
(1-Methoxy-cyclohexylsulfanyl)-benzene
—— 5-Allyl-4-methylsulfanyl-undec-1-ene 105746-93-8 C15H28S
5-Allyl-4-methylsulfanyl-undec-1-ene
—— 1-Propan-2-ylsulfanylbuta-1,3-diene 88017-34-9 C7H12S
1-Propan-2-ylsulfanylbuta-1,3-diene
—— tributyl[2-(phenylthio)-4,5-(CH2)4-phenyl]tin 780820-49-7 C28H42SSn
tributyl[2-(phenylthio)-4,5-(CH2)4-phenyl]tin
—— methyl (RS)-5-tris(phenylthio)methylcyclopent-1-enecarboxylate 1046427-59-1 C26H24O2S3
methyl (RS)-5-tris(phenylthio)methylcyclopent-1-enecarboxylate
—— tributyl[2-(phenylthio)-4,5-Me2-phenyl]tin 780820-47-5 C26H40SSn
tributyl[2-(phenylthio)-4,5-Me2-phenyl]tin
—— O-ethyl S-3-oxobut-2-yl 1-13C-dithiocarbonate 243844-92-0 C7H12O2S2
O-ethyl S-3-oxobut-2-yl 1-13C-dithiocarbonate
—— 1-benzyl-2-(benzylthio)pyridinium bromide 77149-03-2 Br*C19H18NS
1-benzyl-2-(benzylthio)pyridinium bromide
—— 1-(2-Phenylsulfanyl-ethyl)-pyrrolidine 398472-84-9 C12H17NS
1-(2-Phenylsulfanyl-ethyl)-pyrrolidine
—— 4,4-dimethyl-N-phenyl-1-(phenylthio)-2-pentynylamine 90261-32-8 C19H21NS
4,4-dimethyl-N-phenyl-1-(phenylthio)-2-pentynylamine
—— 3-n-propenyl-4-methyl-4H-1,2-dithiane 60051-36-7 C8H12S2
3-n-propenyl-4-methyl-4H-1,2-dithiane
—— 2,3'-bis(benzo[b]thienyl)sulfide 42057-09-0 C16H10S3
2,3'-bis(benzo[b]thienyl)sulfide
—— 2-S-Methyl-3,5-dimethyl-2-thio-6-aza-uracil; 5-Oxo-3-methylmercapto-4,6-dimethyl-4,5-dihydro-1,2,4-triazin 22943-32-4 C6H9N3OS
2-S-Methyl-3,5-dimethyl-2-thio-6-aza-uracil; 5-Oxo-3-methylmercapto-4,6-dimethyl-4,5-dihydro-1,2,4-triazin
—— 2-(2-nitro-1-(phenylthio)ethyl)thiophene 1160109-11-4 C12H11NO2S2
2-(2-nitro-1-(phenylthio)ethyl)thiophene
—— β-trifluoroacetylketene S,S-acetal 54083-61-3 C16H11F3OS2
β-trifluoroacetylketene S,S-acetal
—— 3-(carboxymethylthio)-5-<(5,6-diphenyl-1,2,4-triazin-3-yl)oxymethyl>-s-triazole 168433-64-5 C20H16N6O3S
3-(carboxymethylthio)-5-<(5,6-diphenyl-1,2,4-triazin-3-yl)oxymethyl>-s-triazole
—— (+)-(2R,3R,4S,R<sub>S</sub>)-1-(tert-butylsulfinyl)-3-methylhexane-2,4-diol 503830-68-0 C11H24O3S
(+)-(2R,3R,4S,R<sub>S</sub>)-1-(tert-butylsulfinyl)-3-methylhexane-2,4-diol
—— Orthothiokohlensaeure-tetraphenylester 14758-47-5 C25H20S4
Orthothiokohlensaeure-tetraphenylester
—— 5(6)-(2-benzimidazolylthio)-2-methylbenzimidazole 89028-88-6 C15H12N4S
5(6)-(2-benzimidazolylthio)-2-methylbenzimidazole
—— 2-Benzyloxymethyl-5-(3,5-dichlorophenylthio)-4-isopropyl-1-(pyridin-4-yl)methyl-1H-imidazole 178981-88-9 C26H25Cl2N3OS
2-Benzyloxymethyl-5-(3,5-dichlorophenylthio)-4-isopropyl-1-(pyridin-4-yl)methyl-1H-imidazole
—— 1,3,4-Oxadiazole, 2-(2-furyl)-5-(2-propynylthio)- 284673-95-6 C9H6N2O2S
1,3,4-Oxadiazole, 2-(2-furyl)-5-(2-propynylthio)-
—— (S)-1-(4-fluorophenylthio)-3-methyl-2-butanamine 286454-91-9 C11H16FNS
(S)-1-(4-fluorophenylthio)-3-methyl-2-butanamine
—— 1-o-Tolylmercapto-butanon-(2) 91969-65-2 C11H14OS
1-o-Tolylmercapto-butanon-(2)
—— 2-<(5,6-diphenyl-1,2,4-triazin-3-yl)-oxymethyl>-5,6-dihydrothiazolo<3,2-b>-s-triazol-6-one 168433-65-6 C20H14N6O2S
2-<(5,6-diphenyl-1,2,4-triazin-3-yl)-oxymethyl>-5,6-dihydrothiazolo<3,2-b>-s-triazol-6-one
—— 5(6)-<2-5(6)-chlorobenzimidazolylthio>-2-methylbenzimidazole 89028-90-0 C15H11ClN4S
5(6)-<2-5(6)-chlorobenzimidazolylthio>-2-methylbenzimidazole
—— 5-(chloromethyl)-N-methyl-2-(methylthio)pyrimidine-4-amine 686759-47-7 C7H10ClN3S
5-(chloromethyl)-N-methyl-2-(methylthio)pyrimidine-4-amine
—— 3-(5-amino-2-chloro-4-fluorophenyl)-1-methyl-7-(methylthio)-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one 1011464-01-9 C14H13ClFN5OS
3-(5-amino-2-chloro-4-fluorophenyl)-1-methyl-7-(methylthio)-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one
—— N-Monochloracetyl-S,S-dimethylsulfimid 37656-30-7 C4H8ClNOS
N-Monochloracetyl-S,S-dimethylsulfimid
—— 5-(2-hydroxyethyl)-1-methyl-4-<(phenylmethyl)thio>imidazole 122174-30-5 C13H16N2OS
5-(2-hydroxyethyl)-1-methyl-4-<(phenylmethyl)thio>imidazole
—— <i>N</i>-[4-(4-nitro-phenylsulfanyl)-phenyl]-succinamic acid 330634-68-9 C16H14N2O5S
<i>N</i>-[4-(4-nitro-phenylsulfanyl)-phenyl]-succinamic acid
—— 3-(3-amino-4-fluorophenyl)-1-methyl-7-(methylthio)-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one 1011463-70-9 C14H14FN5OS
3-(3-amino-4-fluorophenyl)-1-methyl-7-(methylthio)-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one
—— 2,5-bis(4-aminophenylenesulfanyl)thiophene 211238-27-6 C16H14N2S3
2,5-bis(4-aminophenylenesulfanyl)thiophene
—— 5-methylthio-3-phenylisothiazole-4-carbonitrile 90748-89-3 C11H8N2S2
5-methylthio-3-phenylisothiazole-4-carbonitrile
—— Ethene, 1-chloro-2-(methylthio)-, (Z)- 53715-35-8 C3H5ClS
Ethene, 1-chloro-2-(methylthio)-, (Z)-
—— 2-chloro-5-(phenylthio)thiophene 58042-61-8 C10H7ClS2
2-chloro-5-(phenylthio)thiophene
—— 2,5-bis(phenylthio)thiophene 2974-09-6 C16H12S3
2,5-bis(phenylthio)thiophene
—— 6-(bromomethyl)-5-<(ethoxycarbonyl)(phenylthio)methyl>-4-methoxy-2H-pyran-2-one 116054-34-3 C17H17BrO5S
6-(bromomethyl)-5-<(ethoxycarbonyl)(phenylthio)methyl>-4-methoxy-2H-pyran-2-one
—— 1,3,3,5,7,7-Hexamethyl-2,4,6,8-tetrathiabicyclo[3.3.1]nonane 57289-15-3 C11H20S4
1,3,3,5,7,7-Hexamethyl-2,4,6,8-tetrathiabicyclo[3.3.1]nonane
—— 4-chloro-6-(4-methoxypyridin-2-yl)-2-(methylthio)pyrimidine-5-carbonitrile 945002-44-8 C12H9ClN4OS
4-chloro-6-(4-methoxypyridin-2-yl)-2-(methylthio)pyrimidine-5-carbonitrile
—— 5-cyano-S-(1-vinylimidazol-4-yl)thioglycolamide 320605-18-3 C8H8N4OS
5-cyano-S-(1-vinylimidazol-4-yl)thioglycolamide
—— spiro<bicyclo<2.2.1>hept-5-ene-2,2'-<1,3>dithiolane> 98816-45-6 C9H12S2
spiro<bicyclo<2.2.1>hept-5-ene-2,2'-<1,3>dithiolane>
—— 5-cyano-1-allylimidazol-4-ylthioacetamide 320605-39-8 C9H10N4OS
5-cyano-1-allylimidazol-4-ylthioacetamide
—— 2-tert.-Butyl-2-methyl-1,3-oxathian 24699-60-3 C9H18OS
2-tert.-Butyl-2-methyl-1,3-oxathian
—— 4-aminobutane-2-thiol 870-65-5 C4H11NS
4-aminobutane-2-thiol
—— Methyl (Pentafluorosulfanyl)dithiocarbamate 90598-00-8 C2H4F5NS3
Methyl (Pentafluorosulfanyl)dithiocarbamate
—— N-((1E)-{4-[(cyclopropylmethyl)-sulphonyl]phenyl}methylene)-2-methylpropane-2-sulphinamide 917382-98-0 C15H21NOS2
N-((1E)-{4-[(cyclopropylmethyl)-sulphonyl]phenyl}methylene)-2-methylpropane-2-sulphinamide