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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
—— Dithiocarbonic acid O-cyclohex-2-enylmethyl ester S-methyl ester 126384-17-6 C9H14OS2
Dithiocarbonic acid O-cyclohex-2-enylmethyl ester S-methyl ester
—— 1-(3-naphthylsulfanyl)-2-vinylbenzene 1181645-55-5 C18H14S
1-(3-naphthylsulfanyl)-2-vinylbenzene
—— 2-(4-chlorobutylthio)pyridine 155967-80-9 C9H12ClNS
2-(4-chlorobutylthio)pyridine
—— Dithiocarbonic acid S-methyl ester O-(1-methyl-cyclopent-2-enylmethyl) ester 134889-53-5 C9H14OS2
Dithiocarbonic acid S-methyl ester O-(1-methyl-cyclopent-2-enylmethyl) ester
—— [(4-chlorobutyl)sulfanyl]-4-methyl-5-(4-methyl-1,3-oxazol-5-yl)-4H-1,2,4-triazole 1016977-06-2 C11H15ClN4OS
[(4-chlorobutyl)sulfanyl]-4-methyl-5-(4-methyl-1,3-oxazol-5-yl)-4H-1,2,4-triazole
—— N-{[6-(imidazo[1,2-a]pyridin-3-yl)sulphanyl]-1,3-benzothiazol-2-yl}cyclopropanecarboxamide 1205744-28-0 C18H14N4OS2
N-{[6-(imidazo[1,2-a]pyridin-3-yl)sulphanyl]-1,3-benzothiazol-2-yl}cyclopropanecarboxamide
—— 5-Methylspiro[1-benzothiophene-2,3'-oxolane]-2',3-dione 79003-40-0 C12H10O3S
5-Methylspiro[1-benzothiophene-2,3'-oxolane]-2',3-dione
—— 5-Nitrospiro[1-benzothiophene-2,1'-cyclopropane]-3-one 79003-11-5 C10H7NO3S
5-Nitrospiro[1-benzothiophene-2,1'-cyclopropane]-3-one
—— 2-benzyl-5-ethylsulfanyl-[1,3,4]thiadiazole 64837-43-0 C11H12N2S2
2-benzyl-5-ethylsulfanyl-[1,3,4]thiadiazole
—— (E)-2-Methyl-8-phenyl-5-phenylsulfanyl-5-trimethylsilanyl-non-3-en-2-ol 79409-75-9 C25H36OSSi
(E)-2-Methyl-8-phenyl-5-phenylsulfanyl-5-trimethylsilanyl-non-3-en-2-ol
—— 5-phenyl-3,4-dihydro-2H-1,6-benzothiazocine 76293-51-1 C16H15NS
5-phenyl-3,4-dihydro-2H-1,6-benzothiazocine
—— (Bicyclo[2.2.1]hept-5-en-2-yl)methanethiol 632325-23-6 C8H12S
(Bicyclo[2.2.1]hept-5-en-2-yl)methanethiol
—— n-butyl dithioacetate 69380-59-2 C6H12S2
n-butyl dithioacetate
—— 4-[((E)-2-Non-4-enyl)-[1,3]dithian-2-yl]-butyraldehyde 918343-96-1 C17H30OS2
4-[((E)-2-Non-4-enyl)-[1,3]dithian-2-yl]-butyraldehyde
—— 5-(Trifluoromethylthio)-2-(2,5-difluorophenylthio)benzaldehyde 83975-71-7 C14H7F5OS2
5-(Trifluoromethylthio)-2-(2,5-difluorophenylthio)benzaldehyde
—— [5-Chloro-2-(2,5-difluoro-phenylsulfanyl)-phenyl]-(1-methyl-piperidin-4-yl)-methanol 83986-23-6 C19H20ClF2NOS
[5-Chloro-2-(2,5-difluoro-phenylsulfanyl)-phenyl]-(1-methyl-piperidin-4-yl)-methanol
—— methyl R-(5',6'-dihydro-2'-oxo-1,3-dithiolo[4,5-b]-1,4-dithiin-5'-yl)ethanoate 859911-65-2 C8H8O3S4
methyl R-(5',6'-dihydro-2'-oxo-1,3-dithiolo[4,5-b]-1,4-dithiin-5'-yl)ethanoate
—— methyl (R)-(5',6'-dihydro-2'-thioxo-1,3-dithiolo[4,5-b]-1,4-dithiin-5'-yl)ethanoate 859911-64-1 C8H8O2S5
methyl (R)-(5',6'-dihydro-2'-thioxo-1,3-dithiolo[4,5-b]-1,4-dithiin-5'-yl)ethanoate
—— 2-Phenylsulfanylpent-4-enoic acid 84363-42-8 C11H12O2S
2-Phenylsulfanylpent-4-enoic acid
—— 8-Chloro-6-<1-(2-decanoyloxyethyl)-4-piperidyl>-2-fluoro-6H-dibenz<b,e>-1,4-oxathiepin 83975-88-6 C30H39ClFNO3S
8-Chloro-6-<1-(2-decanoyloxyethyl)-4-piperidyl>-2-fluoro-6H-dibenz<b,e>-1,4-oxathiepin
—— 2-(2,5-Difluorophenylthio)-5-methoxy-α-(1-methyl-4-piperidyl)benzyl Alcohol 83975-61-5 C20H23F2NO2S
2-(2,5-Difluorophenylthio)-5-methoxy-α-(1-methyl-4-piperidyl)benzyl Alcohol
—— 2-fluoro-8-methoxy-6H-dibenz<b,e>-1,4-oxathiepin 83975-60-4 C20H22FNO2S
2-fluoro-8-methoxy-6H-dibenz<b,e>-1,4-oxathiepin
—— 8-chloro-2-fluoro-6H-dibenz<b,e>-1,4-oxathiepin 84884-57-1 C13H8ClFOS
8-chloro-2-fluoro-6H-dibenz<b,e>-1,4-oxathiepin
—— [2-(2,5-Difluoro-phenylsulfanyl)-5-trifluoromethylsulfanyl-phenyl]-(1-methyl-piperidin-4-yl)-methanol 83975-66-0 C20H20F5NOS2
[2-(2,5-Difluoro-phenylsulfanyl)-5-trifluoromethylsulfanyl-phenyl]-(1-methyl-piperidin-4-yl)-methanol
—— 2-Fluoro-8-(trifluoromethylthio)-6-(1-methyl-4-piperidyl)-6H-dibenz<b,e>-1,4-oxathiepin 83975-65-9 C20H19F4NOS2
2-Fluoro-8-(trifluoromethylthio)-6-(1-methyl-4-piperidyl)-6H-dibenz<b,e>-1,4-oxathiepin
—— 5-Chloro-2-(2,5-difluorophenylthio)benzaldehyde 83975-59-1 C13H7ClF2OS
5-Chloro-2-(2,5-difluorophenylthio)benzaldehyde
—— 8-Chloro-2-fluoro-6-(1-methyl-4-piperidyl)-6H-dibenz<b,e>-1,4-oxathiepin 83986-22-5 C19H19ClFNOS
8-Chloro-2-fluoro-6-(1-methyl-4-piperidyl)-6H-dibenz<b,e>-1,4-oxathiepin
—— 5-cyclohexylmethyl-2-methylthio-4-pyrimidone 72717-03-4 C12H18N2OS
5-cyclohexylmethyl-2-methylthio-4-pyrimidone
—— 1,3-dichloro-2-methylthiopropane 85366-03-6 C4H8Cl2S
1,3-dichloro-2-methylthiopropane
—— 3,6-bis-methylsulfanyl-[1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazole 55770-77-9 C5H6N4S3
3,6-bis-methylsulfanyl-[1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazole
—— 2-(ethynylsulfonyl)propane 20526-34-5 C5H8O2S
2-(ethynylsulfonyl)propane
—— S-isopropyl O-(propan-2-yl-1,1,1,3,3,3-d6) carbonodithioate 38379-92-9 C7H14OS2
S-isopropyl O-(propan-2-yl-1,1,1,3,3,3-d6) carbonodithioate
—— ethyl 3-bromo-4-[4-(methylthio)phenyl]-2-oxobutanoate 737824-48-5 C13H15BrO3S
ethyl 3-bromo-4-[4-(methylthio)phenyl]-2-oxobutanoate
—— 2-(4-chloro-2-methoxyphenylthio)benzoic acid 68350-97-0 C14H11ClO3S
2-(4-chloro-2-methoxyphenylthio)benzoic acid
—— 5-Benzylsulfanyl-1-methyl-1H-pyrazole-4-carbonitrile 111493-53-9 C12H11N3S
5-Benzylsulfanyl-1-methyl-1H-pyrazole-4-carbonitrile
—— 4-(3-fluoropyrazin-2-yl)-2-methyl-6-(methylthio)-pyrimidine 1253570-43-2 C10H9FN4S
4-(3-fluoropyrazin-2-yl)-2-methyl-6-(methylthio)-pyrimidine
—— 6-Azido-4-phenylsulfanyl-hexan-2-one 84702-78-3 C12H15N3OS
6-Azido-4-phenylsulfanyl-hexan-2-one
—— N-<2-(4-methylphenylthio)-2-methylpropylidene>-2-methyl-2-propylamine 110466-23-4 C15H23NS
N-<2-(4-methylphenylthio)-2-methylpropylidene>-2-methyl-2-propylamine
—— 1-Methyl-5-phenylsulfanyl-1H-pyrazole-4-carbonitrile 839732-04-6 C11H9N3S
1-Methyl-5-phenylsulfanyl-1H-pyrazole-4-carbonitrile
—— 7-(3-chloro-4-fluoro-phenylamino)-2-methylsulfanyl-thiazolo[4,5-b]pyridine-6-carbonitrile 879222-36-3 C14H8ClFN4S2
7-(3-chloro-4-fluoro-phenylamino)-2-methylsulfanyl-thiazolo[4,5-b]pyridine-6-carbonitrile
—— 4-(p-methoxyphenylthio)-6-phenyl-8-methoxypyrimido[4,5-b][1,4]benzothiazepine 873106-52-6 C25H19N3O2S2
4-(p-methoxyphenylthio)-6-phenyl-8-methoxypyrimido[4,5-b][1,4]benzothiazepine
—— N-(6-methoxypyridin-3-yl)-3-(2-methyl-6-(methylthio)pyrimidin-4-yl)pyrazin-2-amine 1253570-45-4 C16H16N6OS
N-(6-methoxypyridin-3-yl)-3-(2-methyl-6-(methylthio)pyrimidin-4-yl)pyrazin-2-amine
—— 2-{[5-Methoxy-5-(phenylsulfanyl)pentyl]oxy}oxane 89037-02-5 C17H26O3S
2-{[5-Methoxy-5-(phenylsulfanyl)pentyl]oxy}oxane
—— 4,6-bis((4-methoxyphenyl)thio)pyrimidin-5-amine 873106-31-1 C18H17N3O2S2
4,6-bis((4-methoxyphenyl)thio)pyrimidin-5-amine
—— 1-ethynyl-4-(3,3,3-trifluoropropyl-1-sulfonylmethyl)cyclohexene 1097630-13-1 C12H15F3O2S
1-ethynyl-4-(3,3,3-trifluoropropyl-1-sulfonylmethyl)cyclohexene
—— 2,3,9,10,16,17,23,24-octakis(2,6-dimethylphenylsulfanyl)-1,4,8,11,15,18,22,25-(octaaza)phthalocyanine 1569939-72-5 C88H74N16S8
2,3,9,10,16,17,23,24-octakis(2,6-dimethylphenylsulfanyl)-1,4,8,11,15,18,22,25-(octaaza)phthalocyanine
—— 4-(1,1-dimethoxy-ethyl)-2-methylsulfanyl-pyrimidine 521092-35-3 C9H14N2O2S
4-(1,1-dimethoxy-ethyl)-2-methylsulfanyl-pyrimidine
—— 4,6-bismethylthio-5-nitropyrimidine 88317-72-0 C6H7N3O2S2
4,6-bismethylthio-5-nitropyrimidine
—— 5-benzylsulfanyl-3-phenyl-3<i>H</i>-[1,3,4]thiadiazole-2-thione 41126-42-5 C15H12N2S3
5-benzylsulfanyl-3-phenyl-3<i>H</i>-[1,3,4]thiadiazole-2-thione
—— 6-methylthio-4-methoxy-5-nitropyrimidine 90860-54-1 C6H7N3O3S
6-methylthio-4-methoxy-5-nitropyrimidine