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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
—— Diisopropyl-[2-(4-methoxy-phenylsulfanyl)-benzyl]-amine 127906-14-3 C20H27NOS
Diisopropyl-[2-(4-methoxy-phenylsulfanyl)-benzyl]-amine
—— (E)-2-chloro-3-bromo-1-propenyl (E)-1-(bromomethyl)-2-chlorovinyl sulfide 1360444-68-3 C6H6Br2Cl2S
(E)-2-chloro-3-bromo-1-propenyl (E)-1-(bromomethyl)-2-chlorovinyl sulfide
—— methyl (NE)-N-[[4-(4-fluorophenyl)sulfanyl-2-[(2-methoxyacetyl)amino]anilino]-(methoxycarbonylamino)methylidene]carbamate 73851-35-1 C20H21FN4O6S
methyl (NE)-N-[[4-(4-fluorophenyl)sulfanyl-2-[(2-methoxyacetyl)amino]anilino]-(methoxycarbonylamino)methylidene]carbamate
—— 1,1,4aβ-trimethyl-7-phenylthio-1,2,3,4,4a,8,8a,9,10,10a-decahydro-10aα-phenanthren-6(7H)-one 91292-07-8 C23H30OS
1,1,4aβ-trimethyl-7-phenylthio-1,2,3,4,4a,8,8a,9,10,10a-decahydro-10aα-phenanthren-6(7H)-one
—— 1-(6,8-Bis-dimethylamino-pyrimido[5,4-d][1,2,3]triazin-4-ylsulfanyl)-propan-2-one 94321-06-9 C12H17N7OS
1-(6,8-Bis-dimethylamino-pyrimido[5,4-d][1,2,3]triazin-4-ylsulfanyl)-propan-2-one
—— diethyl 2-[(2-chloro-5-phenylsulfanylphenyl)methyl]propanedioate 73149-86-7 C20H21ClO4S
diethyl 2-[(2-chloro-5-phenylsulfanylphenyl)methyl]propanedioate
—— 105092-34-0 C18H26N2S2
—— dithiophosphoric acid <i>S</i>-(2-ethylsulfanyl-6-methyl-pyrimidin-4-yl) ester <i>O</i>,<i>O</i>'-dipropyl ester 32522-69-3 C13H23N2O2PS3
dithiophosphoric acid <i>S</i>-(2-ethylsulfanyl-6-methyl-pyrimidin-4-yl) ester <i>O</i>,<i>O</i>'-dipropyl ester
—— 2,5-bis(phenylthio)pyrrole 82511-54-4 C16H13NS2
2,5-bis(phenylthio)pyrrole
—— 5-ethylsulfanylmethylsulfanyl-1-methyl-1,2-dihydro-[1,2,4]triazol-3-one 58324-69-9 C6H11N3OS2
5-ethylsulfanylmethylsulfanyl-1-methyl-1,2-dihydro-[1,2,4]triazol-3-one
—— 2-butoxycarbonylsulfanyl-5-phenyl-[1,3,4]oxadiazole 53961-33-4 C13H14N2O3S
2-butoxycarbonylsulfanyl-5-phenyl-[1,3,4]oxadiazole
—— bis(4-benzylamino-2,3-dihydro-2-methyl-3-oxo-5-pyridazinyl) sulfide 91736-94-6 C24H24N6O2S
bis(4-benzylamino-2,3-dihydro-2-methyl-3-oxo-5-pyridazinyl) sulfide
—— Diisopropyl-thiocarbamic acid S-(2-bromo-ethyl) ester 17429-61-7 C9H18BrNOS
Diisopropyl-thiocarbamic acid S-(2-bromo-ethyl) ester
—— 3-phenyl-2-(pyridin-2-ylthio)propanenitrile 1510799-49-1 C14H12N2S
3-phenyl-2-(pyridin-2-ylthio)propanenitrile
—— β-<5-Nitro-2-pyrimidylthio>-propionsaeureamid 26449-67-2 C7H8N4O3S
β-<5-Nitro-2-pyrimidylthio>-propionsaeureamid
—— Laevulinonitril-aethylenthioketal 38655-78-6 C7H11NS2
Laevulinonitril-aethylenthioketal
—— 1-(3-Phenylthiophenyl)-ethylacetat 33274-42-9 C16H16O2S
1-(3-Phenylthiophenyl)-ethylacetat
—— 5-amino-2-(4-chloro-benzylidene)-benzo[<i>b</i>]thiophen-3-one 38387-68-7 C15H10ClNOS
5-amino-2-(4-chloro-benzylidene)-benzo[<i>b</i>]thiophen-3-one
—— 6-(3-isobutyl-2-isopropyl-5-nitro-3<i>H</i>-imidazol-4-ylsulfanyl)-7(9)<i>H</i>-purine 4619-79-8 C15H19N7O2S
6-(3-isobutyl-2-isopropyl-5-nitro-3<i>H</i>-imidazol-4-ylsulfanyl)-7(9)<i>H</i>-purine
—— (4-Bromo-phenyl)-(5-pentylsulfanyl-[1,3,4]thiadiazol-2-yl)-amine 23575-04-4 C13H16BrN3S2
(4-Bromo-phenyl)-(5-pentylsulfanyl-[1,3,4]thiadiazol-2-yl)-amine
—— 1,3-Dimethyl-6-phenyl-thiocytosin 35218-97-4 C12H13N3OS
1,3-Dimethyl-6-phenyl-thiocytosin
—— (5-amino-6-methoxy-pyrimidin-4-ylsulfanyl)-phenyl-acetonitrile 37496-93-8 C13H12N4OS
(5-amino-6-methoxy-pyrimidin-4-ylsulfanyl)-phenyl-acetonitrile
—— (1,1'-Bibicyclo<1.1.1>pentan)-3,3'-dithiol 115092-73-4 C10H14S2
(1,1'-Bibicyclo<1.1.1>pentan)-3,3'-dithiol
—— 1346680-71-4 C10H9ClF10O3S
—— 3-Phenylthio-1-(2-thienyl)-2-buten-1-on 35345-32-5 C14H12OS2
3-Phenylthio-1-(2-thienyl)-2-buten-1-on
—— (2R)-2-[[5,6-diamino-2-[[(2-fluorophenyl)methyl]thio]-4-pyrimidinyl]amino]-1-propanol 354582-86-8 C14H18FN5OS
(2R)-2-[[5,6-diamino-2-[[(2-fluorophenyl)methyl]thio]-4-pyrimidinyl]amino]-1-propanol
—— Bis-(2-trifluormethylsulfonylvinyl)-sulfon 26910-54-3 C6H4F6O6S3
Bis-(2-trifluormethylsulfonylvinyl)-sulfon
—— n-Heptyl-3,3-d2-thiovinylether 36712-02-4 C9H18S
n-Heptyl-3,3-d2-thiovinylether
—— 2-Bromo-6-chloro-4-methylsulfanyl-phenol 13333-78-3 C7H6BrClOS
2-Bromo-6-chloro-4-methylsulfanyl-phenol
—— 3-methylthio-5-(p-tolyl)-6-(4-chlorophenyl)-1,2,4-triazine 1616468-94-0 C17H14ClN3S
3-methylthio-5-(p-tolyl)-6-(4-chlorophenyl)-1,2,4-triazine
—— lithium fac-tribromotris(dimethylsulfoxide)ruthenate(II) 142808-87-5 C6H18Br3O3RuS3*Li
lithium fac-tribromotris(dimethylsulfoxide)ruthenate(II)
—— 2-(4-acetylamino-phenylsulfanyl)-5-nitro-benzoic acid amide 857948-79-9 C15H13N3O4S
2-(4-acetylamino-phenylsulfanyl)-5-nitro-benzoic acid amide
—— (E)-6-Phenylsulfanyl-8-trimethylsilanyl-oct-2-en-7-ynoic acid methyl ester 82731-54-2 C18H24O2SSi
(E)-6-Phenylsulfanyl-8-trimethylsilanyl-oct-2-en-7-ynoic acid methyl ester
—— 3,6-Bis-<benzothiazolyl-(2)-mercapto>-pyradizin 1052-35-3 C18H10N4S4
3,6-Bis-<benzothiazolyl-(2)-mercapto>-pyradizin
—— perfluorophenyl benzimidothioate hydrochloride 56717-83-0 C13H6F5NS*ClH
perfluorophenyl benzimidothioate hydrochloride
—— 4-(3-Chlorophenyl)sulfanyl-2-methyl-5-methylsulfonylbenzoyl chloride 1026240-86-7 C15H12Cl2O3S2
4-(3-Chlorophenyl)sulfanyl-2-methyl-5-methylsulfonylbenzoyl chloride
—— [Os(N(SP(i-Pr)2)2)3] 309955-14-4 C36H84N3OsP6S6
[Os(N(SP(i-Pr)2)2)3]
—— 2,4(NO2)2C6H3SC6F5 33288-18-5 C12H3F5N2O4S
2,4(NO2)2C6H3SC6F5
—— {Ag(thiourea)4}(1+) 45188-38-3 C4H16AgN8S4
{Ag(thiourea)4}(1+)
—— 1142285-42-4 C4F9O6S3*C42H39O3S7
—— (4-Chloro-phenyl)-dithiocarbamic acid 2-chloro-phenyl ester 21167-92-0 C13H9Cl2NS2
(4-Chloro-phenyl)-dithiocarbamic acid 2-chloro-phenyl ester
—— Pyrrolidine-1-carbodithioic acid 4,6-dimethyl-pyrimidin-2-yl ester 31449-65-7 C11H15N3S2
Pyrrolidine-1-carbodithioic acid 4,6-dimethyl-pyrimidin-2-yl ester
—— copper(1+);iron(2+);1-methylsulfanylcyclopenta-1,3-diene;hexafluorophosphate 244009-59-4 C24H28CuFe2S4*F6P
copper(1+);iron(2+);1-methylsulfanylcyclopenta-1,3-diene;hexafluorophosphate
—— 4-(5-nitro-thiazol-2-ylsulfanyl)-quinazoline 40045-66-7 C11H6N4O2S2
4-(5-nitro-thiazol-2-ylsulfanyl)-quinazoline
—— 2-Pentafluorphenylthio-2-chlor-propan 56717-66-9 C9H6ClF5S
2-Pentafluorphenylthio-2-chlor-propan
—— 4,5-(tetrahydrothiopyran-4-ylidenemethylenedithio)-1,3-dithiol-2-one 153916-45-1 C9H8OS5
4,5-(tetrahydrothiopyran-4-ylidenemethylenedithio)-1,3-dithiol-2-one
—— (E)-2-Methyl-1-((E)-2-methyl-but-2-enylsulfanylmethylsulfanyl)-but-2-ene 14500-48-2 C11H20S2
(E)-2-Methyl-1-((E)-2-methyl-but-2-enylsulfanylmethylsulfanyl)-but-2-ene
—— 2-bromo-1-[5-(methylthio)thiophen-2-yl]ethanone oxime 884488-43-1 C7H8BrNOS2
2-bromo-1-[5-(methylthio)thiophen-2-yl]ethanone oxime
—— (2-allyl-3,5-dimethoxyphenyl)(2,6-dimethylphenyl)sulfide 1338723-49-1 C19H22O2S
(2-allyl-3,5-dimethoxyphenyl)(2,6-dimethylphenyl)sulfide
—— 2,3-Dihydro-6-(4-methyl-phenyl)-5H-thiazolo<2,3-c><1,2,4>-triazin-5-on 86604-95-7 C12H11N3OS
2,3-Dihydro-6-(4-methyl-phenyl)-5H-thiazolo<2,3-c><1,2,4>-triazin-5-on