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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-(4,5-dimethyl-1,3-dithiol-2-ylidene)-5-hydroxy-6H-[1,3]dithiolo[4,5-d]pyrimidin-7-one 149130-56-3 C10H8N2O2S4
2-(4,5-dimethyl-1,3-dithiol-2-ylidene)-5-hydroxy-6H-[1,3]dithiolo[4,5-d]pyrimidin-7-one
—— 6-(4-Chloro-phenyl)-4-methylsulfanyl-2-oxo-2H-pyran-3-carboxylic acid ethyl ester 153391-45-8 C15H13ClO4S
6-(4-Chloro-phenyl)-4-methylsulfanyl-2-oxo-2H-pyran-3-carboxylic acid ethyl ester
—— ethyl 3-ethoxy-5-(methylthio)isoxazole-4-carboxylate 1259434-09-7 C9H13NO4S
ethyl 3-ethoxy-5-(methylthio)isoxazole-4-carboxylate
—— 6-(4-Chloro-phenylsulfanyl)-2,5-dimethyl-benzothiazole-4,7-dione 650635-70-4 C15H10ClNO2S2
6-(4-Chloro-phenylsulfanyl)-2,5-dimethyl-benzothiazole-4,7-dione
—— bis(3,5-dimethylphenyl)sulfide 148278-62-0 C16H18S
bis(3,5-dimethylphenyl)sulfide
—— (2-Thioxo-5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-5-ylmethyl)-carbamic acid tert-butyl ester 690253-25-9 C11H15NO2S5
(2-Thioxo-5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-5-ylmethyl)-carbamic acid tert-butyl ester
—— 2-((3,5-dimethylphenyl)thio)benzo[d]thiazole 1335609-16-9 C15H13NS2
2-((3,5-dimethylphenyl)thio)benzo[d]thiazole
—— 2-benzylsulfanyl-4-cyclohexyl-6-oxo-1,6-dihydro-pyrimidine-5-carbonitrile 322390-78-3 C18H19N3OS
2-benzylsulfanyl-4-cyclohexyl-6-oxo-1,6-dihydro-pyrimidine-5-carbonitrile
—— 6-(4-Fluoro-phenylsulfanyl)-2,5-dimethyl-benzothiazole-4,7-dione 650635-71-5 C15H10FNO2S2
6-(4-Fluoro-phenylsulfanyl)-2,5-dimethyl-benzothiazole-4,7-dione
—— 3-Methylsulfanyl-5-pyridin-3-yl-isothiazole-4-carbonitrile 221006-31-1 C10H7N3S2
3-Methylsulfanyl-5-pyridin-3-yl-isothiazole-4-carbonitrile
—— 2,5-Dimethyl-6-p-tolylsulfanyl-benzothiazole-4,7-dione 650635-69-1 C16H13NO2S2
2,5-Dimethyl-6-p-tolylsulfanyl-benzothiazole-4,7-dione
—— 9-isopropyl-6-(1-methyl-1H-tetrazol-5-ylthio)-9H-purine 1384277-45-5 C10H12N8S
9-isopropyl-6-(1-methyl-1H-tetrazol-5-ylthio)-9H-purine
—— α,β-Diamino-propylmercaptan 133560-02-8 C3H10N2S
α,β-Diamino-propylmercaptan
—— ditetradecyl sulfone 41233-81-2 C28H58O2S
ditetradecyl sulfone
—— dioctadecyl sulfoxide 99159-40-7 C36H74OS
dioctadecyl sulfoxide
—— (Z)-4,5,9-trithiadodeca-1,6-diene 1080588-39-1 C9H16S3
(Z)-4,5,9-trithiadodeca-1,6-diene
—— 2-Propylsulfanyl-cyclopenta-1,3-diene 185522-23-0 C8H12S
2-Propylsulfanyl-cyclopenta-1,3-diene
—— (2S)-5-[tert-butyl(dimethyl)silyl]oxy-1-[2-[(2R,3S)-3-[tert-butyl(dimethyl)silyl]oxypent-4-en-2-yl]-1,3-dithian-2-yl]pentan-2-ol 1380242-09-0 C26H54O3S2Si2
(2S)-5-[tert-butyl(dimethyl)silyl]oxy-1-[2-[(2R,3S)-3-[tert-butyl(dimethyl)silyl]oxypent-4-en-2-yl]-1,3-dithian-2-yl]pentan-2-ol
—— 7-Chlor-2,4-dimethoxy-1,3,6-triazaphenothiazin 42362-23-2 C11H9ClN4O2S
7-Chlor-2,4-dimethoxy-1,3,6-triazaphenothiazin
—— dimethyl 3,4-bis[(phenylthio)methyl]-3-cyclopentene-1,1-dicarboxylate 63133-61-9 C23H24O4S2
dimethyl 3,4-bis[(phenylthio)methyl]-3-cyclopentene-1,1-dicarboxylate
—— (E)-10,10-dimethyl-4,5,9-trithiaundeca-1,6-diene 1372558-97-8 C10H18S3
(E)-10,10-dimethyl-4,5,9-trithiaundeca-1,6-diene
—— ditetradecyl sulfoxide 62444-29-5 C28H58OS
ditetradecyl sulfoxide
—— S-(2,2,2-trifluoroethyl) 2-methylprop-2-ene-1-sulfothioate 847661-08-9 C6H9F3O2S2
S-(2,2,2-trifluoroethyl) 2-methylprop-2-ene-1-sulfothioate
—— 2,4-Dimethoxy-8-methyl-1,3,9-triazaphenothiazin 55740-61-9 C12H12N4O2S
2,4-Dimethoxy-8-methyl-1,3,9-triazaphenothiazin
—— 2-[[7-Chloro-5-[(phenylmethyl)thio]thiazolo[4,5-d]pyrimidin-2-yl]amino]-1-pentanol 259102-97-1 C17H19ClN4OS2
2-[[7-Chloro-5-[(phenylmethyl)thio]thiazolo[4,5-d]pyrimidin-2-yl]amino]-1-pentanol
—— 4-Acetylmercapto-3-chlor-2,5,6-trifluorpyridin 16572-71-7 C7H3ClF3NOS
4-Acetylmercapto-3-chlor-2,5,6-trifluorpyridin
—— 10,10-dimethyl-4,5,9-trithiaundeca-1,6-diene 1080588-41-5 C10H18S3
10,10-dimethyl-4,5,9-trithiaundeca-1,6-diene
—— 3-[[7-Chloro-5-[(phenylmethyl)thio]thiazolo[4,5-d]pyrimidin-2-yl]amino]-1-propanol 259103-23-6 C15H15ClN4OS2
3-[[7-Chloro-5-[(phenylmethyl)thio]thiazolo[4,5-d]pyrimidin-2-yl]amino]-1-propanol
—— (E)-4,5,9-trithiadodeca-1,6-diene 1080588-37-9 C9H16S3
(E)-4,5,9-trithiadodeca-1,6-diene
—— N-[2-[[7-Chloro-5-[(phenylmethyl)thio]thiazolo[4,5 d]pyrimidin-2-yl]amino]ethyl]-acetamide 259103-07-6 C16H16ClN5OS2
N-[2-[[7-Chloro-5-[(phenylmethyl)thio]thiazolo[4,5 d]pyrimidin-2-yl]amino]ethyl]-acetamide
—— 7-Chloro-N-methyl-5-[(phenylmethyl)thio]-thiazolo[4,5-d]pyrimidin-2-amine 259102-56-2 C13H11ClN4S2
7-Chloro-N-methyl-5-[(phenylmethyl)thio]-thiazolo[4,5-d]pyrimidin-2-amine
—— 7-Chloro-5-[(phenylmethyl)thio]-N-[(tetrahydro-2-furanyl)methyl]-thiazolo[4,5-d]pyrimidin-2-amine 259102-60-8 C17H17ClN4OS2
7-Chloro-5-[(phenylmethyl)thio]-N-[(tetrahydro-2-furanyl)methyl]-thiazolo[4,5-d]pyrimidin-2-amine
—— 7-Chloro-5-[(phenylmethyl)thio]-N-(4-piperidinyl)-thiazolo[4,5-d]pyrimidin-2-amine 259103-46-3 C17H18ClN5S2
7-Chloro-5-[(phenylmethyl)thio]-N-(4-piperidinyl)-thiazolo[4,5-d]pyrimidin-2-amine
—— 2-(N-methyl-3-piperidylmethylthio)pyridine-N-oxide 478620-32-5 C12H18N2OS
2-(N-methyl-3-piperidylmethylthio)pyridine-N-oxide
—— 1-Butene, 1-[(1-methylethyl)thio]-, (E)- 121222-72-8 C7H14S
1-Butene, 1-[(1-methylethyl)thio]-, (E)-
—— 1-[5-(3,5-dichloro-1-oxido-pyridin-1-ium-4-yl)sulfanyl-4-nitro-2-thienyl]ethanone 1247819-82-4 C11H6Cl2N2O4S2
1-[5-(3,5-dichloro-1-oxido-pyridin-1-ium-4-yl)sulfanyl-4-nitro-2-thienyl]ethanone
—— N-Hydroxy-4-(methylsulfanyl)benzene-1-carboximidoyl chloride 93394-07-1 C8H8ClNOS
N-Hydroxy-4-(methylsulfanyl)benzene-1-carboximidoyl chloride
—— Isobutyl-neopentyl-sulfon 10269-16-6 C9H20O2S
Isobutyl-neopentyl-sulfon
—— Dineopentyl-sulphon 10269-17-7 C10H22O2S
Dineopentyl-sulphon
—— 3,3'-Dithiodipropionamidin 15785-94-1 C6H14N4S2
3,3'-Dithiodipropionamidin
—— 1-{5-[(3,5-dichlorophenyl)thio]-4-nitrothiophen-2-yl}ethanone 1247819-69-7 C12H7Cl2NO3S2
1-{5-[(3,5-dichlorophenyl)thio]-4-nitrothiophen-2-yl}ethanone
—— (1-Azaniumyl-3-sulfanylpropan-2-yl)azanium;dibromide —— C3H12Br2N2S
(1-Azaniumyl-3-sulfanylpropan-2-yl)azanium;dibromide
—— 1-Methyl-2-phenylsulfanyl-cyclododecanol 112418-89-0 C19H30OS
1-Methyl-2-phenylsulfanyl-cyclododecanol
—— 1-[5-(3,5-dichloro-4-pyridylsulfanyl)-4-nitro-2-thienyl]ethanone 1247819-81-3 C11H6Cl2N2O3S2
1-[5-(3,5-dichloro-4-pyridylsulfanyl)-4-nitro-2-thienyl]ethanone
—— 1-[4-cyano-5-(2,4-dichlorophenyl)sulfanyl-2-thienyl]ethanone 1247819-88-0 C13H7Cl2NOS2
1-[4-cyano-5-(2,4-dichlorophenyl)sulfanyl-2-thienyl]ethanone
—— p-methylphenyl 2-deoxy-1-thio-6-O-triisopropylsilyl-D-galactopyranoside 918334-12-0 C22H38O4SSi
p-methylphenyl 2-deoxy-1-thio-6-O-triisopropylsilyl-D-galactopyranoside
—— hydroxymethyl-octyl sulfone 62954-90-9 C9H20O3S
hydroxymethyl-octyl sulfone
—— 1,1,3,3-tetramethylcyclobutane-2-spiro-2'-1,3-dithiolane-4'-spiro-2''-adamantane-2-one 100281-74-1 C19H28OS2
1,1,3,3-tetramethylcyclobutane-2-spiro-2'-1,3-dithiolane-4'-spiro-2''-adamantane-2-one
—— 4,5-dimethyl-[1,3]dioxolane-2-thione 24471-98-5 C5H8O2S
4,5-dimethyl-[1,3]dioxolane-2-thione
—— 6-(Hydroxymethyl)-2-(methylthio)nicotinonitrile 474823-68-2 C8H8N2OS
6-(Hydroxymethyl)-2-(methylthio)nicotinonitrile