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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-isopropyl-4-(phenylthio)-4,5-dihydrofuran-2(3H)-one 79749-93-2 C13H16O2S
4-isopropyl-4-(phenylthio)-4,5-dihydrofuran-2(3H)-one
—— 3,6,10,13-Tetrachlortriphenodithiazin 32616-51-6 C18H6Cl4N2S2
3,6,10,13-Tetrachlortriphenodithiazin
—— 5-Trifluoromethyl-2,3-dihydro-1,4-dithiin 128229-04-9 C5H5F3S2
5-Trifluoromethyl-2,3-dihydro-1,4-dithiin
—— 1,1-bis(phenylthio)cyclopropane 69519-84-2 C15H14S2
1,1-bis(phenylthio)cyclopropane
—— 2,4,5,6,8-pentathianonane 88496-84-8 C4H10S5
2,4,5,6,8-pentathianonane
—— 184168-94-3 C2H5S2
—— 3,5,6-trichloro-2(1,1)-[1,3]dithiolana-1,4(2,6)-dipyridina-cyclohexaphan-5-ene 71981-67-4 C16H11Cl3N2S2
3,5,6-trichloro-2(1,1)-[1,3]dithiolana-1,4(2,6)-dipyridina-cyclohexaphan-5-ene
—— 5-bromo-2-({[5-(difluoromethoxy)-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]methyl}sulfanyl)-1,3-oxazole 1191104-25-2 C10H7BrF5N3O2S
5-bromo-2-({[5-(difluoromethoxy)-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]methyl}sulfanyl)-1,3-oxazole
—— 5-Chloro-2-({[5-(difluoromethoxy)-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]methyl}sulfanyl)-1,3-oxazole 1191104-26-3 C10H7ClF5N3O2S
5-Chloro-2-({[5-(difluoromethoxy)-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]methyl}sulfanyl)-1,3-oxazole
—— 5-<i>p</i>-tolylsulfanyl-norborn-2-ene 109010-45-9 C14H16S
5-<i>p</i>-tolylsulfanyl-norborn-2-ene
—— 6-[5-(4-Chlorophenyl)furan-2-yl]-3-[(4-methylsulfanylphenyl)methyl]-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole 1144110-86-0 C21H15ClN4OS2
6-[5-(4-Chlorophenyl)furan-2-yl]-3-[(4-methylsulfanylphenyl)methyl]-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
—— (1R,2S)-1-phenyl-2-phenylsulfanylpropane-1,3-diol 110211-11-5 C15H16O2S
(1R,2S)-1-phenyl-2-phenylsulfanylpropane-1,3-diol
—— 3-phenylsulfanylbenzamide 106380-90-9 C13H11NOS
3-phenylsulfanylbenzamide
—— 3-(3-Phenylsulfanylphenyl)propanoic acid 73149-88-9 C15H14O2S
3-(3-Phenylsulfanylphenyl)propanoic acid
—— N,N-dimethyl-3-(phenylthio)benzylamine 141357-93-9 C15H17NS
N,N-dimethyl-3-(phenylthio)benzylamine
—— 1-(Chloromethyl)-3-phenylsulfanylbenzene 73149-81-2 C13H11ClS
1-(Chloromethyl)-3-phenylsulfanylbenzene
—— N'-allyl-N,N-dimethylthiourea 16275-48-2 C6H12N2S
N'-allyl-N,N-dimethylthiourea
—— 3-(phenylthio)benzenemethanol 55667-42-0 C13H12OS
3-(phenylthio)benzenemethanol
—— 4,5-bis(pentylthio)-1,3-dithiole-2-thione 106920-25-6 C13H22S5
4,5-bis(pentylthio)-1,3-dithiole-2-thione
—— 3-allylmercapto-6-(4-chlorophenyl)-4H-[1,2,4]triazin-5-one 925459-57-0 C12H10ClN3OS
3-allylmercapto-6-(4-chlorophenyl)-4H-[1,2,4]triazin-5-one
—— 4-bromo-2-butyl-3-(phenylthio)-1H-indole 1287792-08-8 C18H18BrNS
4-bromo-2-butyl-3-(phenylthio)-1H-indole
—— o-Methylmercapto-benzoldiazonium 52959-16-7 C7H7N2S
o-Methylmercapto-benzoldiazonium
—— N-(4-(4-(1,2,4-thiadiazol-5-ylamino)-6-chloropyrimidin-2-ylthio)phenyl)cyclopropanecarboxamide 1079394-26-5 C16H13ClN6OS2
N-(4-(4-(1,2,4-thiadiazol-5-ylamino)-6-chloropyrimidin-2-ylthio)phenyl)cyclopropanecarboxamide
—— N-(4-(4-(1,2,4-thiadiazol-5-ylamino)-6-chloropyrimidin-2-ylthio)phenyl)-3,3,3-trifluoropropanamide 1079394-22-1 C15H10ClF3N6OS2
N-(4-(4-(1,2,4-thiadiazol-5-ylamino)-6-chloropyrimidin-2-ylthio)phenyl)-3,3,3-trifluoropropanamide
—— cyclohexanespiro-2'-S-oxide-1',3'-oxathiolan-5'-one 35348-17-5 C8H12O3S
cyclohexanespiro-2'-S-oxide-1',3'-oxathiolan-5'-one
—— 3-methyl-1-(2-methylpropyl)-6-(1-naphthalenylmethyl)-5-[(5-nitropyridin-2-yl)thio]thieno[2,3-d]pyrimidine-2,4-(1H, 3H)-dione 216685-63-1 C27H24N4O4S2
3-methyl-1-(2-methylpropyl)-6-(1-naphthalenylmethyl)-5-[(5-nitropyridin-2-yl)thio]thieno[2,3-d]pyrimidine-2,4-(1H, 3H)-dione
—— 3-[3-(2-morpholin-4-yl-ethoxy)-phenyl]-6-(5-nitro-pyridin-2-ylsulfanyl)-[1,2,4]triazolo[4,3-a]pyridine 1241507-41-4 C23H22N6O4S
3-[3-(2-morpholin-4-yl-ethoxy)-phenyl]-6-(5-nitro-pyridin-2-ylsulfanyl)-[1,2,4]triazolo[4,3-a]pyridine
—— 5-hydroxy-3-(4-methylphenylsulfanyl)-2H,5H-pyrano[3,2-c]chromen-2-one 1135238-34-4 C19H14O4S
5-hydroxy-3-(4-methylphenylsulfanyl)-2H,5H-pyrano[3,2-c]chromen-2-one
—— 3-(4-bromo-2-fluorophenylsulfanyl)-6-methoxypyridazine 474370-36-0 C11H8BrFN2OS
3-(4-bromo-2-fluorophenylsulfanyl)-6-methoxypyridazine
—— S-[2-[4-[2-[6-amino-8-[(6-bromo-2,3-dihydro-1,4-benzodioxin-7-yl)sulfanyl]purin-9-yl]ethyl]piperidin-1-yl]-2-oxoethyl] ethanethioate 1156469-44-1 C24H27BrN6O4S2
S-[2-[4-[2-[6-amino-8-[(6-bromo-2,3-dihydro-1,4-benzodioxin-7-yl)sulfanyl]purin-9-yl]ethyl]piperidin-1-yl]-2-oxoethyl] ethanethioate
—— 2,2,4-Trimethyl-4-(3-oxocyclohexyl)-1,3-oxathiolan-5-one 61366-86-7 C12H18O3S
2,2,4-Trimethyl-4-(3-oxocyclohexyl)-1,3-oxathiolan-5-one
—— [3-(Butylthio)propyl]amine 53056-87-4 C7H17NS
[3-(Butylthio)propyl]amine
—— 5-phenylsulfanylmethyl-oxazolidin-2-one 6548-10-3 C10H11NO2S
5-phenylsulfanylmethyl-oxazolidin-2-one
—— 2,2,4-trimethyl-4-octyl-[1,3]oxathiolan-5-one 1024810-14-7 C14H26O2S
2,2,4-trimethyl-4-octyl-[1,3]oxathiolan-5-one
—— 4,4-Dibenzyl-2,2-dimethyl-1,3-oxathiolan-5-one 88802-43-1 C19H20O2S
4,4-Dibenzyl-2,2-dimethyl-1,3-oxathiolan-5-one
—— 5-(phenylthio)methyl-3-methyloxazolidinone 897927-88-7 C11H13NO2S
5-(phenylthio)methyl-3-methyloxazolidinone
—— 4-[Hydroxy(phenyl)methyl]-2,2,4-trimethyl-1,3-oxathiolan-5-one 344444-71-9 C13H16O3S
4-[Hydroxy(phenyl)methyl]-2,2,4-trimethyl-1,3-oxathiolan-5-one
—— 2,2,4,4-Tetramethyl-1,3-oxathiolan-5-one 87602-19-5 C7H12O2S
2,2,4,4-Tetramethyl-1,3-oxathiolan-5-one
—— 4-(2-Hydroxypropan-2-yl)-2,2,4-trimethyl-1,3-oxathiolan-5-one 88802-45-3 C9H16O3S
4-(2-Hydroxypropan-2-yl)-2,2,4-trimethyl-1,3-oxathiolan-5-one
—— 2,2,4-Trimethyl-4-(prop-2-en-1-yl)-1,3-oxathiolan-5-one 88802-42-0 C9H14O2S
2,2,4-Trimethyl-4-(prop-2-en-1-yl)-1,3-oxathiolan-5-one
—— 4-Benzyl-2,2,4-trimethyl-1,3-oxathiolan-5-one 88802-41-9 C13H16O2S
4-Benzyl-2,2,4-trimethyl-1,3-oxathiolan-5-one
—— 4-(1-Hydroxyethyl)-2,2,4-trimethyl-1,3-oxathiolan-5-one 344750-11-4 C8H14O3S
4-(1-Hydroxyethyl)-2,2,4-trimethyl-1,3-oxathiolan-5-one
—— 2,2,4-Trimethyl-4-(3-oxobutyl)-1,3-oxathiolan-5-one 88802-54-4 C10H16O3S
2,2,4-Trimethyl-4-(3-oxobutyl)-1,3-oxathiolan-5-one
—— Methylthio-2-propanol-1 20463-93-8 C4H10OS
Methylthio-2-propanol-1
—— 2-methyl-1-methylsulfanyl-butane 15013-37-3 C6H14S
2-methyl-1-methylsulfanyl-butane
—— 4-chloro-2-[(4,4-difluoro-3-butenyl)thio]-pyrimidine 155957-30-5 C8H7ClF2N2S
4-chloro-2-[(4,4-difluoro-3-butenyl)thio]-pyrimidine
—— 8-hydroxy-5-phenylsulfanyl-[1,6]naphthyridine-7-carboxylic acid 3,5-dichlorobenzylamide 410543-60-1 C22H15Cl2N3O2S
8-hydroxy-5-phenylsulfanyl-[1,6]naphthyridine-7-carboxylic acid 3,5-dichlorobenzylamide
—— 2-<(methylthio)methyl>phenyl phenyl sulfide 112399-07-2 C14H14S2
2-<(methylthio)methyl>phenyl phenyl sulfide
—— Methanthiolsulfonsaeure-(2-acetamido-aethylester) 88891-66-1 C5H11NO3S2
Methanthiolsulfonsaeure-(2-acetamido-aethylester)
—— 2-(2-phenylthioethyl)pyrrolidine hydrochloride 86026-71-3 C12H17NS*ClH
2-(2-phenylthioethyl)pyrrolidine hydrochloride