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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
—— 2,3-Bis(methylthio)cyclopropenethione 60288-63-3 C5H6S3
2,3-Bis(methylthio)cyclopropenethione
—— 2-methylsulphenyl-4-methylamino-5-chloro-pyrimidine 515824-56-3 C6H8ClN3S
2-methylsulphenyl-4-methylamino-5-chloro-pyrimidine
—— 1,1 diethoxy 2-phenylthio 2(Z)-butene 90935-42-5 C14H20O2S
1,1 diethoxy 2-phenylthio 2(Z)-butene
—— (dimethyl-1',1' ethyl)thio-1 butadiene-1,3 26822-52-6 C8H14S
(dimethyl-1',1' ethyl)thio-1 butadiene-1,3
—— 2-n-Propylthio-aethanthiol 26733-37-9 C5H12S2
2-n-Propylthio-aethanthiol
—— bis-[2-(2-hydroxy-ethylsulfanyl)-propyl]-sulfide 872299-78-0 C10H22O2S3
bis-[2-(2-hydroxy-ethylsulfanyl)-propyl]-sulfide
—— 2-Chlorethyl-propylsulfon 55750-94-2 C5H11ClO2S
2-Chlorethyl-propylsulfon
—— S-methyl N-hexylthiocarbamate 120904-15-6 C8H17NOS
S-methyl N-hexylthiocarbamate
—— ethyl 3-(5-(pyrrolo[2,1-f][1,2,4]-triazin-4-ylamino)-2H-pyrazol-3-ylthio)benzoate 1039630-78-8 C18H16N6O2S
ethyl 3-(5-(pyrrolo[2,1-f][1,2,4]-triazin-4-ylamino)-2H-pyrazol-3-ylthio)benzoate
—— 4'-chloro-6-methylsulfanyl-[4,5']bipyrimidinyl 946422-12-4 C9H7ClN4S
4'-chloro-6-methylsulfanyl-[4,5']bipyrimidinyl
—— (2,6-dimethylphenylsulfanylmethyl)diphenylphosphine oxide 1574323-26-4 C21H21OPS
(2,6-dimethylphenylsulfanylmethyl)diphenylphosphine oxide
—— methyl 1-13C-2-thiophenyl acetate 169518-57-4 C9H10O2S
methyl 1-13C-2-thiophenyl acetate
—— [4-Tert-butyl-2-[5-tert-butyl-3-[5-tert-butyl-3-[5-tert-butyl-2-(trifluoromethylsulfonyloxy)phenyl]sulfanyl-2-hydroxyphenyl]sulfanyl-2-hydroxyphenyl]sulfanylphenyl] trifluoromethanesulfonate 1293286-39-1 C42H48F6O8S5
[4-Tert-butyl-2-[5-tert-butyl-3-[5-tert-butyl-3-[5-tert-butyl-2-(trifluoromethylsulfonyloxy)phenyl]sulfanyl-2-hydroxyphenyl]sulfanyl-2-hydroxyphenyl]sulfanylphenyl] trifluoromethanesulfonate
—— 2-β-methylsulphonylethylcycloheptanone 130898-33-8 C10H18O3S
2-β-methylsulphonylethylcycloheptanone
—— Triphenyl-[phenyl(phenylsulfanyl)methyl]silane 159956-87-3 C31H26SSi
Triphenyl-[phenyl(phenylsulfanyl)methyl]silane
—— phenyl 4-bromo-2-butenyl sulfide 114996-62-2 C10H11BrS
phenyl 4-bromo-2-butenyl sulfide
—— 4-{[2-(Chloromethyl)phenyl]sulfanyl}-2-fluoro-1-methylbenzene 64359-36-0 C14H12ClFS
4-{[2-(Chloromethyl)phenyl]sulfanyl}-2-fluoro-1-methylbenzene
—— (2-amino-1-methyl-propyl)-dithiocarbamic acid 873989-97-0 C5H12N2S2
(2-amino-1-methyl-propyl)-dithiocarbamic acid
—— (E)-4-[5-(2-methylsulfanylpyrimidin-4-yl)-thiophen-2-yl]-but-3-en-2-one 778646-54-1 C13H12N2OS2
(E)-4-[5-(2-methylsulfanylpyrimidin-4-yl)-thiophen-2-yl]-but-3-en-2-one
—— 6-amino-5-cyano-7,8-dihydro-4H-1,2,3-trithiocine 132843-53-9 C6H8N2S3
6-amino-5-cyano-7,8-dihydro-4H-1,2,3-trithiocine
—— 2-bis(tert-butoxycarbonyl)amino-6-((1S,2R)-2-(3-bromophenyl)-2-(pyridin-2-ylthio)cyclopropyl)-3-methylpyrimidin-4(3H)-one 1402883-40-2 C29H33BrN4O5S
2-bis(tert-butoxycarbonyl)amino-6-((1S,2R)-2-(3-bromophenyl)-2-(pyridin-2-ylthio)cyclopropyl)-3-methylpyrimidin-4(3H)-one
—— 1-Benzyl-5-chloro-4-(2,4-dimethoxy-3-methylphenylthio)-1H-1,2,3-triazole 96938-86-2 C18H18ClN3O2S
1-Benzyl-5-chloro-4-(2,4-dimethoxy-3-methylphenylthio)-1H-1,2,3-triazole
—— 1-benzyl-5-(phenylthio)-1,2,3-triazole-4-carboxylic acid 84158-71-4 C16H13N3O2S
1-benzyl-5-(phenylthio)-1,2,3-triazole-4-carboxylic acid
—— 1-benzyl-5-(phenylthio)-1,2,3-triazole-4-carbonyl chloride 87598-59-2 C16H12ClN3OS
1-benzyl-5-(phenylthio)-1,2,3-triazole-4-carbonyl chloride
—— 1-Benzyl-5-chloro-4-(2-hydroxy-4-methoxy-3-methylphenylthio)-1H-1,2,3-triazole 96938-85-1 C17H16ClN3O2S
1-Benzyl-5-chloro-4-(2-hydroxy-4-methoxy-3-methylphenylthio)-1H-1,2,3-triazole
—— 5-phenylthiofuran-2(5H)-one 77734-59-9 C10H10O2S
5-phenylthiofuran-2(5H)-one
—— N,N'-(Ethane-1,2-diyl)bis{N-methyl-4-[(4-methylphenyl)sulfanyl]butanamide} 61797-41-9 C26H36N2O2S2
N,N'-(Ethane-1,2-diyl)bis{N-methyl-4-[(4-methylphenyl)sulfanyl]butanamide}
—— N-Acetyl-2-(phenylthio)pyrrolidine 116414-41-6 C12H15NOS
N-Acetyl-2-(phenylthio)pyrrolidine
—— N-<4-(Phenylthio)butyl>acetamide 130422-34-3 C12H17NOS
N-<4-(Phenylthio)butyl>acetamide
—— N,N'-(Ethane-1,2-diyl)bis[N-methyl-4-(phenylsulfanyl)butanamide] 61797-39-5 C24H32N2O2S2
N,N'-(Ethane-1,2-diyl)bis[N-methyl-4-(phenylsulfanyl)butanamide]
—— N-(6-chloro-5-nitro-2-(propylthio)pyrimidin-4-yl)-N-((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)methanesulfonamide 1451195-43-9 C17H17ClF2N4O4S2
N-(6-chloro-5-nitro-2-(propylthio)pyrimidin-4-yl)-N-((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)methanesulfonamide
—— N-Benzyl-4-(phenylthio)butanamide 130422-32-1 C17H19NOS
N-Benzyl-4-(phenylthio)butanamide
—— N-[6-(4-chlorophenylthio)-5-indanyl]methanesulfonamide 75360-60-0 C16H16ClNO2S2
N-[6-(4-chlorophenylthio)-5-indanyl]methanesulfonamide
—— 4-Phenylsulfanyl-butyric acid isopropyl ester 29193-74-6 C13H18O2S
4-Phenylsulfanyl-butyric acid isopropyl ester
—— Propan-2-yl 4-(4-chlorophenyl)sulfanylbutanoate 29107-87-7 C13H17ClO2S
Propan-2-yl 4-(4-chlorophenyl)sulfanylbutanoate
—— 6-(4-chlorophenylthio)-5-indanylamine 75370-26-2 C15H14ClNS
6-(4-chlorophenylthio)-5-indanylamine
—— 5-(4-fluorophenylthio)-6-nitroindan 75370-02-4 C15H12FNO2S
5-(4-fluorophenylthio)-6-nitroindan
—— 5-phenylthio-6-nitroindan 75370-00-2 C15H13NO2S
5-phenylthio-6-nitroindan
—— N-(6-phenylthio-5-indanyl)methanesulfonamide 75360-57-5 C16H17NO2S2
N-(6-phenylthio-5-indanyl)methanesulfonamide
—— 5-(4-chlorophenylthio)-6-nitroindan 75370-03-5 C15H12ClNO2S
5-(4-chlorophenylthio)-6-nitroindan
—— 6-(4-fluorophenylthio)-5-indanylamine 75370-25-1 C15H14FNS
6-(4-fluorophenylthio)-5-indanylamine
—— 6-phenylthio-5-indanylamine 75370-23-9 C15H15NS
6-phenylthio-5-indanylamine
—— N-[6-(4-fluorophenylthio)-5-indanyl]methanesulfonamide 75360-59-7 C16H16FNO2S2
N-[6-(4-fluorophenylthio)-5-indanyl]methanesulfonamide
—— Methyl 4-(2,5-dimethylphenyl)sulfanylbutanoate 29107-77-5 C13H18O2S
Methyl 4-(2,5-dimethylphenyl)sulfanylbutanoate
—— (3aR,4S,7R,7aS)-7-[(6-chloro-5-nitro-2-propylsulfanylpyrimidin-4-yl)amino]-2,2-dimethyl-3a,4,7,7a-tetrahydro-1,3-benzodioxol-4-ol 1022927-08-7 C16H21ClN4O5S
(3aR,4S,7R,7aS)-7-[(6-chloro-5-nitro-2-propylsulfanylpyrimidin-4-yl)amino]-2,2-dimethyl-3a,4,7,7a-tetrahydro-1,3-benzodioxol-4-ol
—— 3-methoxy,2-methylthiopyridine 98627-11-3 C7H9NOS
3-methoxy,2-methylthiopyridine
—— 5,2'-dinitro-2,3'-dithienylsulfide 79929-24-1 C8H4N2O4S3
5,2'-dinitro-2,3'-dithienylsulfide
—— 6,7-Dimethoxy-4-(5-nitrothiophen-2-ylsulfanyl)quinoline 417722-23-7 C15H12N2O4S2
6,7-Dimethoxy-4-(5-nitrothiophen-2-ylsulfanyl)quinoline
—— 2-(5-nitro-2-thienyl)thio-5-chloropyrimidine 79686-25-2 C8H4ClN3O2S2
2-(5-nitro-2-thienyl)thio-5-chloropyrimidine
—— 2-[5-(dodecylthio)thien-2-ylethynyl]-5-ethynylthiophene 888504-66-3 C24H30S3
2-[5-(dodecylthio)thien-2-ylethynyl]-5-ethynylthiophene