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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
—— methyl 2-(mesitylthio)acetate 1572184-74-7 C12H16O2S
methyl 2-(mesitylthio)acetate
—— 2-(mesitylthio)acetohydrazide 1572184-75-8 C11H16N2OS
2-(mesitylthio)acetohydrazide
—— N-acetyl-S-methyl-isothiourea hydroiodide 924-51-6 C4H8N2OS*HI
N-acetyl-S-methyl-isothiourea hydroiodide
—— 1-benzylsulfanyl-3-bromo-2-methyl-benzene 1182728-66-0 C14H13BrS
1-benzylsulfanyl-3-bromo-2-methyl-benzene
—— 5-benzyl-4,6-dichloro-2-(methylthio)pyrimidine 83988-64-1 C12H10Cl2N2S
5-benzyl-4,6-dichloro-2-(methylthio)pyrimidine
—— N-<1-Chlor-2-methyl-2-propyl>-thiokohlensaeureamid-S-methylester 17643-67-3 C6H12ClNOS
N-<1-Chlor-2-methyl-2-propyl>-thiokohlensaeureamid-S-methylester
—— N-(1-Brom-2-propyl)-thiolkohlensaeureamid-S-methylester 23547-05-9 C5H10BrNOS
N-(1-Brom-2-propyl)-thiolkohlensaeureamid-S-methylester
—— pentan-2-yl methane sulfonate 101944-72-3 C6H14O2S
pentan-2-yl methane sulfonate
—— Thiokohlensaeureimid-dimethylester 60951-94-2 C3H7NOS
Thiokohlensaeureimid-dimethylester
—— N-(Cyclopentyl)-S-methyl-thiolurethan 24363-64-2 C7H13NOS
N-(Cyclopentyl)-S-methyl-thiolurethan
—— 4,5-bis(methylthio)-1,3-diselenole-2-selone 229645-87-8 C5H6S2Se3
4,5-bis(methylthio)-1,3-diselenole-2-selone
—— 5,5-dimethyl-2-methylthio-4'-oxospiro(1-pyrrolin-3,1'-cyclohexadiene) 220162-67-4 C12H15NOS
5,5-dimethyl-2-methylthio-4'-oxospiro(1-pyrrolin-3,1'-cyclohexadiene)
—— 2-methylthio-6-phenylethynyl-4-(pyrrolidin-1-yl)pyrimidine-5-carbaldehyde 1067892-70-9 C18H17N3OS
2-methylthio-6-phenylethynyl-4-(pyrrolidin-1-yl)pyrimidine-5-carbaldehyde
—— (7Z)-7-benzylidene-5-ethoxy-2-methylthio-4-morpholin-4-yl-5,7-dihydrofuro[3,4-d]pyrimidine 1206804-95-6 C20H23N3O3S
(7Z)-7-benzylidene-5-ethoxy-2-methylthio-4-morpholin-4-yl-5,7-dihydrofuro[3,4-d]pyrimidine
—— 2-methylthio-4-(morpholin-4-yl)-6-phenylethynyl-pyrimidine-5-carbaldehyde 1067892-75-4 C18H17N3O2S
2-methylthio-4-(morpholin-4-yl)-6-phenylethynyl-pyrimidine-5-carbaldehyde
—— 2,7-dithiaocta-3,5-diyne 625830-05-9 C6H6S2
2,7-dithiaocta-3,5-diyne
—— 3-[[5-(4-methylphenyl)-1,2,3-thiadiazol-4-yl]thio]propanoic acid, ethyl ester 114393-24-7 C14H16N2O2S2
3-[[5-(4-methylphenyl)-1,2,3-thiadiazol-4-yl]thio]propanoic acid, ethyl ester
—— 4-anilino-2-methylthio-6-phenylethynylpyrimidine-5-carbaldehyde 1067893-08-6 C20H15N3OS
4-anilino-2-methylthio-6-phenylethynylpyrimidine-5-carbaldehyde
—— isopropyl-thiocarbamic acid <i>S</i>-methyl ester 39078-52-9 C5H11NOS
isopropyl-thiocarbamic acid <i>S</i>-methyl ester
—— 5-Phenylsulfanyl-3-(1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridine 923582-82-5 C16H12N4S
5-Phenylsulfanyl-3-(1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridine
—— 2,4-bis(methylsulfanyl)-5,6-dihydrocyclobuta[d]-pyrimidine 157872-54-3 C8H10N2S2
2,4-bis(methylsulfanyl)-5,6-dihydrocyclobuta[d]-pyrimidine
—— (R)-4-phenyl-4-phenylsulfanylbutan-2-one 78343-36-9 C16H16OS
(R)-4-phenyl-4-phenylsulfanylbutan-2-one
—— (S)-4-phenyl-4-phenylsulfanylbutan-2-one 78355-60-9 C16H16OS
(S)-4-phenyl-4-phenylsulfanylbutan-2-one
—— 4-methylthio-5-[2-(tetrahydropyran-2-yloxy)ethylthio]-1,3-dithiole-2-thione 444603-42-3 C11H16O2S5
4-methylthio-5-[2-(tetrahydropyran-2-yloxy)ethylthio]-1,3-dithiole-2-thione
—— 4-ethoxy-2,6-bis(methylthio)-5-octylpyrimidine 910224-42-9 C16H28N2OS2
4-ethoxy-2,6-bis(methylthio)-5-octylpyrimidine
—— 4-methylthio-5-[2-(tetrahydropyran-2-yloxy)ethylthio]-1,3-diselenole-2-selone 444603-43-4 C11H16O2S2Se3
4-methylthio-5-[2-(tetrahydropyran-2-yloxy)ethylthio]-1,3-diselenole-2-selone
—— 2,4-bis(methylthio)-6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-d]pyrimidine 546051-88-1 C15H16N2S2
2,4-bis(methylthio)-6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-d]pyrimidine
—— 2,9-dithiadeca-3,5,7-triyne 625830-07-1 C8H6S2
2,9-dithiadeca-3,5,7-triyne
—— 2-cyclohexyl-4,5-dimethyl-6-(methylthio)pyrimidine 1192739-74-4 C13H20N2S
2-cyclohexyl-4,5-dimethyl-6-(methylthio)pyrimidine
—— 2-(3-{[(methylsulfanyl)carbonyl]amino}adamantan-1-yl)acetic acid 864411-39-2 C14H21NO3S
2-(3-{[(methylsulfanyl)carbonyl]amino}adamantan-1-yl)acetic acid
—— 6-amino-4-methyl-5-methylsulfanyl-2-oxo-1H-pyridine-3-carbonitrile 89110-37-2 C8H9N3OS
6-amino-4-methyl-5-methylsulfanyl-2-oxo-1H-pyridine-3-carbonitrile
—— 6-amino-4-butyl-5-methylsulfanyl-2-oxo-1H-pyridine-3-carbonitrile 107450-01-1 C11H15N3OS
6-amino-4-butyl-5-methylsulfanyl-2-oxo-1H-pyridine-3-carbonitrile
—— ethyl (Z)-3-[(4-butyl-5-cyano-3-methylsulfanyl-6-oxo-1H-pyridin-2-yl)amino]-2-cyanoprop-2-enoate 108584-37-8 C17H20N4O3S
ethyl (Z)-3-[(4-butyl-5-cyano-3-methylsulfanyl-6-oxo-1H-pyridin-2-yl)amino]-2-cyanoprop-2-enoate
—— ethyl (Z)-2-cyano-3-[(5-cyano-4-methyl-3-methylsulfanyl-6-oxo-1H-pyridin-2-yl)amino]prop-2-enoate 108584-36-7 C14H14N4O3S
ethyl (Z)-2-cyano-3-[(5-cyano-4-methyl-3-methylsulfanyl-6-oxo-1H-pyridin-2-yl)amino]prop-2-enoate
—— 5-methylsulfanyl-[1,2,3,4]thiatriazole 52098-77-8 C2H3N3S2
5-methylsulfanyl-[1,2,3,4]thiatriazole
—— amino-6 cyano-3 thiomethyl-5 (1H) pyridone-2 11 107450-22-6 C7H7N3OS
amino-6 cyano-3 thiomethyl-5 (1H) pyridone-2 11
—— 1-<1,1-Bis-(phenylthio)-propyl>-cyclohexanol 61173-89-5 C21H26OS2
1-<1,1-Bis-(phenylthio)-propyl>-cyclohexanol
—— 1-mercapto-1,1-bis(trimethylsilyl)pentane-2-thione 1493803-94-3 C11H26S2Si2
1-mercapto-1,1-bis(trimethylsilyl)pentane-2-thione
—— 3-(pyridin-2-ylthio)propanenitrile 702-05-6 C8H8N2S
3-(pyridin-2-ylthio)propanenitrile
—— 1-methanesulfinyl-heptan-2-one 2863-47-0 C8H16O2S
1-methanesulfinyl-heptan-2-one
—— 3-(3-Propylthio-1,2,5-thiadiazol-4-yl)pyridine 131987-98-9 C10H11N3S2
3-(3-Propylthio-1,2,5-thiadiazol-4-yl)pyridine
—— 1-isopropylidene-3-methylthioisosemicarbazide 41208-11-1 C5H11N3S
1-isopropylidene-3-methylthioisosemicarbazide
—— 2-(Phenylthio)hexanal 52190-44-0 C12H16OS
2-(Phenylthio)hexanal
—— 2-methanesulfonyl-octan-3-one 14723-77-4 C9H18O3S
2-methanesulfonyl-octan-3-one
—— (E)-5-phenylsulfanylnon-3-en-2-one 711028-29-4 C15H20OS
(E)-5-phenylsulfanylnon-3-en-2-one
—— 2-methylsulfanyl-hexanol 148691-00-3 C7H16OS
2-methylsulfanyl-hexanol
—— 5-butyl-2-(methylthio)-4(3H)-pyrimidinone 30150-58-4 C9H14N2OS
5-butyl-2-(methylthio)-4(3H)-pyrimidinone
—— Ethyl E-2-Cyano-3-(3-methylthio-1H-1,2,4-triazol-5-yl)aminoacrylate 113967-63-8 C9H11N5O2S
Ethyl E-2-Cyano-3-(3-methylthio-1H-1,2,4-triazol-5-yl)aminoacrylate
—— N-(4-chlorophenyl)-N-[(6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-3-yl)methyl]amine 142503-89-7 C17H14ClN5S
N-(4-chlorophenyl)-N-[(6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-3-yl)methyl]amine
—— 1-trimethylsiloxy-1-phenylthio-1-hexene 68117-64-6 C15H24OSSi
1-trimethylsiloxy-1-phenylthio-1-hexene