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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
—— 5-(2,2-dimethyl-1-hydroxypropyl)-1-methyl-2-phenylthio-1H-imidazole 146744-45-8 C15H20N2OS
5-(2,2-dimethyl-1-hydroxypropyl)-1-methyl-2-phenylthio-1H-imidazole
—— (4-Methoxy-phenyl)-(3-methyl-2-phenylsulfanyl-3H-imidazol-4-yl)-methanol 146744-42-5 C18H18N2O2S
(4-Methoxy-phenyl)-(3-methyl-2-phenylsulfanyl-3H-imidazol-4-yl)-methanol
—— 1-methyl-2-phenylthio-5-[3-(N,N-dimethylcarbamoyloxy)propyl]-1H-imidazole 191539-47-6 C16H21N3O2S
1-methyl-2-phenylthio-5-[3-(N,N-dimethylcarbamoyloxy)propyl]-1H-imidazole
—— 5-[1-(2-tert-butyldimethylsiloxy-3,4-dimethoxyphenyl)methyl]-1-methyl-2-phenylthio-1H-imidazole 445474-71-5 C25H34N2O3SSi
5-[1-(2-tert-butyldimethylsiloxy-3,4-dimethoxyphenyl)methyl]-1-methyl-2-phenylthio-1H-imidazole
—— 6-methyl-3-methylthio-{7H-1,2,4-triazolo[1,5-d]tetrazol-6-yl}-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazin-7-one 1146386-62-0 C8H6N10OS2
6-methyl-3-methylthio-{7H-1,2,4-triazolo[1,5-d]tetrazol-6-yl}-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazin-7-one
—— 6-phenyl-3-(3H-[1,2,4]triazolo[5,1-e]tetrazol-6-ylsulfanylmethyl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole 1146386-53-9 C12H8N10S2
6-phenyl-3-(3H-[1,2,4]triazolo[5,1-e]tetrazol-6-ylsulfanylmethyl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
—— (2,4-diisocyanato-phenyl)-(2-isocyanato-phenyl)-sulfide 107917-79-3 C15H7N3O3S
(2,4-diisocyanato-phenyl)-(2-isocyanato-phenyl)-sulfide
—— 2-Aminophenyl-4'-isopropylphenyl-sulfid 52167-40-5 C15H17NS
2-Aminophenyl-4'-isopropylphenyl-sulfid
—— 12,17-methanothia<27>annulene 128654-30-8 C27H26S
12,17-methanothia<27>annulene
—— 12,17-methanothia<29>annulene 128654-31-9 C29H28S
12,17-methanothia<29>annulene
—— 5-Fluoro-1-(2-hydroxy-ethoxymethyl)-6-phenylsulfanyl-1H-pyrimidine-2,4-dione 123027-53-2 C13H13FN2O4S
5-Fluoro-1-(2-hydroxy-ethoxymethyl)-6-phenylsulfanyl-1H-pyrimidine-2,4-dione
—— 10,15-methanothia<25>annulene 128654-29-5 C25H24S
10,15-methanothia<25>annulene
—— ethyl 4-(4-chloro-2,5-dimethylphenylthio)-3-oxobutanoate 1227692-20-7 C14H17ClO3S
ethyl 4-(4-chloro-2,5-dimethylphenylthio)-3-oxobutanoate
—— 7-nitro-2-phenyl-4H-pyrido<3,2-e><1,3,4>thiadiazine 79091-22-8 C12H8N4O2S
7-nitro-2-phenyl-4H-pyrido<3,2-e><1,3,4>thiadiazine
—— (4-chloro-2,5-dimethyl-phenyl)-vinyl sulfide 99070-99-2 C10H11ClS
(4-chloro-2,5-dimethyl-phenyl)-vinyl sulfide
—— 4-phenylthio-3,4,4-trifluoro-2-butanone 100823-22-1 C10H9F3OS
4-phenylthio-3,4,4-trifluoro-2-butanone
—— 3-chloro-6-(1-methyl-4-piperidyl)-6H-dibenz<b,e>-1,4-oxathiepin 96122-57-5 C19H20ClNOS
3-chloro-6-(1-methyl-4-piperidyl)-6H-dibenz<b,e>-1,4-oxathiepin
—— 7-methyl-4H-benzo[d][1,3]oxathiin-2-one 1005149-77-8 C9H8O2S
7-methyl-4H-benzo[d][1,3]oxathiin-2-one
—— 4H-benzo[d][1,3]oxathiin-2-one 177028-65-8 C8H6O2S
4H-benzo[d][1,3]oxathiin-2-one
—— (3-methanesulfonylmethyloxetan-3-yl)acetonitrile 1049093-60-8 C7H11NO3S
(3-methanesulfonylmethyloxetan-3-yl)acetonitrile
—— 5-methyl-4H-benzo[d][1,3]oxathiin-2-one 1005149-74-5 C9H8O2S
5-methyl-4H-benzo[d][1,3]oxathiin-2-one
—— 3-methyl-2H-benzo[b]thiete 1005149-67-6 C8H8S
3-methyl-2H-benzo[b]thiete
—— 3-(4-Cyclopentylpiperazin-1-yl)sulfonyl-2,5,6-trideuterio-4-(3,5-dichlorophenyl)sulfanylbenzonitrile 1333207-09-2 C22H23Cl2N3O2S2
3-(4-Cyclopentylpiperazin-1-yl)sulfonyl-2,5,6-trideuterio-4-(3,5-dichlorophenyl)sulfanylbenzonitrile
—— 5-methyl-2H-benzo[b]thiete 1005149-69-8 C8H8S
5-methyl-2H-benzo[b]thiete
—— 3-(2-Chloromethyl-allyl)-2-phenylsulfanyl-cyclopentanone 77517-77-2 C15H17ClOS
3-(2-Chloromethyl-allyl)-2-phenylsulfanyl-cyclopentanone
—— 1-methyl-4-(7-phenylhept-4-ene-2,6-diynylsulfanyl)benzene 1445996-66-6 C20H16S
1-methyl-4-(7-phenylhept-4-ene-2,6-diynylsulfanyl)benzene
—— 3,3-[1,3-propanediyl-bis(thio)]-n-heptan-2-one 68578-41-6 C10H18OS2
3,3-[1,3-propanediyl-bis(thio)]-n-heptan-2-one
—— 1.6-Bis-(2.4-dichlor-benzylmercapto)-dipyridazo<4,5-b;4,5-e>-1.4-dithiin 13616-24-5 C22H12Cl4N4S4
1.6-Bis-(2.4-dichlor-benzylmercapto)-dipyridazo<4,5-b;4,5-e>-1.4-dithiin
—— S,S'-bis[2-(allyloxycarbonylthio)ethyl]dithiocarbonate 1028810-22-1 C13H18O5S4
S,S'-bis[2-(allyloxycarbonylthio)ethyl]dithiocarbonate
—— 5-sec-butyl-4-chloro-6-(4-methylpiperidin-1-yl)-2-methylthiopyrimidine 944740-20-9 C15H24ClN3S
5-sec-butyl-4-chloro-6-(4-methylpiperidin-1-yl)-2-methylthiopyrimidine
—— N-(5-fluoro-2-methylsulfanylpyrimidin-4-yl)-N,N-dimethylformamidine 1312324-58-5 C8H11FN4S
N-(5-fluoro-2-methylsulfanylpyrimidin-4-yl)-N,N-dimethylformamidine
—— 1-neopentyl-2-tert-butyl-4-nitro-5-imidazolyl 2-carbomethoxyphenyl sulfide 135217-05-9 C20H27N3O4S
1-neopentyl-2-tert-butyl-4-nitro-5-imidazolyl 2-carbomethoxyphenyl sulfide
—— methyl 2-[6-(1-bromo-ethyl)-5-fluoropyrimidin-4-yl-sulfanyl]benzoate 1258386-28-5 C14H12BrFN2O2S
methyl 2-[6-(1-bromo-ethyl)-5-fluoropyrimidin-4-yl-sulfanyl]benzoate
—— methyl 2-{[4-(4-oxo-4H-1,3-benzothiazin-2-yl)-2-pyridyl]thio}benzoate 501375-52-6 C21H14N2O3S2
methyl 2-{[4-(4-oxo-4H-1,3-benzothiazin-2-yl)-2-pyridyl]thio}benzoate
—— methyl 2-(imidazo[1,2-b]pyridazin-6-ylthio)benzoate 1005787-62-1 C14H11N3O2S
methyl 2-(imidazo[1,2-b]pyridazin-6-ylthio)benzoate
—— 2-[2-(4-methyl)phenylthio-3-pyridyl]-4H-1,3-benzothiazine-4 501375-65-1 C20H14N2OS2
2-[2-(4-methyl)phenylthio-3-pyridyl]-4H-1,3-benzothiazine-4
—— methyl 2-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}thio)benzoate 1005788-36-2 C18H16N4O3S
methyl 2-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}thio)benzoate
—— 1-(2-benzylthiobenzyl)pyrrole-2-carboxaldehyde 99141-20-5 C19H17NOS
1-(2-benzylthiobenzyl)pyrrole-2-carboxaldehyde
—— 1-(2-benzylthiobenzyl)pyrrole-2-carbonitrile 99141-22-7 C19H16N2S
1-(2-benzylthiobenzyl)pyrrole-2-carbonitrile
—— 2-[1-(3,5-difluoro-benzyl)-6-methoxy-1H-indol-3-ylsulfanyl]-benzoic acid methyl ester 691400-14-3 C24H19F2NO3S
2-[1-(3,5-difluoro-benzyl)-6-methoxy-1H-indol-3-ylsulfanyl]-benzoic acid methyl ester
—— 1-(2-benzylthiobenzyl)pyrrole-2-carboxylic acid 99141-23-8 C19H17NO2S
1-(2-benzylthiobenzyl)pyrrole-2-carboxylic acid
—— 11-Oxo-5H,11H-pyrrolo<2,1-c><1,4>benzothiazepine 99141-28-3 C12H9NOS
11-Oxo-5H,11H-pyrrolo<2,1-c><1,4>benzothiazepine
—— 2-(4-bromo-2-nitrophenylsulfanyl) benzoic acid methyl ester 200280-46-2 C14H10BrNO4S
2-(4-bromo-2-nitrophenylsulfanyl) benzoic acid methyl ester
—— 4-hydroxy-3,5-dimethyl-3-phenylsulfanyl-dihydro-furan-2-one 950765-88-5 C12H14O3S
4-hydroxy-3,5-dimethyl-3-phenylsulfanyl-dihydro-furan-2-one
—— 5-phenylsulfanyl-1H-imidazole —— C9H8N2S
5-phenylsulfanyl-1H-imidazole
—— 1,1'-((2-(2-(phenylthio)phenylthio)phenyl)methylene)bis(3,5-isopropyl-1H-pyrazole) 1210393-68-2 C37H44N4S2
1,1'-((2-(2-(phenylthio)phenylthio)phenyl)methylene)bis(3,5-isopropyl-1H-pyrazole)
—— 4-chloro-5,7-dihydro-2-(methylthio)furo[3,4-d]pyrimidine 1007396-05-5 C7H7ClN2OS
4-chloro-5,7-dihydro-2-(methylthio)furo[3,4-d]pyrimidine
—— 2,2-difluoro-1-(2'-methoxyethoxymethoxy)-1-(4''-thioanisoyl)ethene 1388707-71-8 C13H16F2O3S
2,2-difluoro-1-(2'-methoxyethoxymethoxy)-1-(4''-thioanisoyl)ethene
—— 2-allyl-1,3-dithiane-2-carbaldehyde 75266-68-1 C8H12OS2
2-allyl-1,3-dithiane-2-carbaldehyde
—— 1,1-difluoro-2-(2'-methoxyethoxymethoxy)-4,4-[1,3]dithian-2-ylhepta-1,6-dien-3-ol 864532-93-4 C14H22F2O4S2
1,1-difluoro-2-(2'-methoxyethoxymethoxy)-4,4-[1,3]dithian-2-ylhepta-1,6-dien-3-ol