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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
—— Z-3-(3-ethylthio-1,2,4-triazol-5-yl)propenoic acid N-isopentylamide 1187397-91-6 C12H20N4OS
Z-3-(3-ethylthio-1,2,4-triazol-5-yl)propenoic acid N-isopentylamide
—— Z-3-(3-ethylthio-1,2,4-triazol-5-yl)propenoic acid N-(2-phenylethyl)amide 1187397-94-9 C15H18N4OS
Z-3-(3-ethylthio-1,2,4-triazol-5-yl)propenoic acid N-(2-phenylethyl)amide
—— Z-3-(3-ethylthio-1,2,4-triazol-5-yl)propenoic acid N-propylamide 1187397-89-2 C10H16N4OS
Z-3-(3-ethylthio-1,2,4-triazol-5-yl)propenoic acid N-propylamide
—— 4-(2-Chloro-6-fluoro-benzylsulfanyl)-pyridine-2-carbonitrile 225112-77-6 C13H8ClFN2S
4-(2-Chloro-6-fluoro-benzylsulfanyl)-pyridine-2-carbonitrile
—— ((1E,3E)-4-tert-Butylsulfanyl-buta-1,3-dienyl)-cyclohexane 95061-56-6 C14H24S
((1E,3E)-4-tert-Butylsulfanyl-buta-1,3-dienyl)-cyclohexane
—— ethyl (Z)-3-ethoxy-3-((2-(methylthio)phenyl)imino)propanoate 872496-83-8 C14H19NO3S
ethyl (Z)-3-ethoxy-3-((2-(methylthio)phenyl)imino)propanoate
—— 1-(3-ethyl-2-p-toluylsulfanyl-pyridin-4-yl)-ethylamine 1110734-87-6 C16H20N2S
1-(3-ethyl-2-p-toluylsulfanyl-pyridin-4-yl)-ethylamine
—— 2-Propen-1-one, 1-(5-((4-fluorophenyl)thio)-2-furanyl)-3-hydroxy-3-(1H-1,2,4-triazol-3-yl)- 280571-60-0 C15H10FN3O3S
2-Propen-1-one, 1-(5-((4-fluorophenyl)thio)-2-furanyl)-3-hydroxy-3-(1H-1,2,4-triazol-3-yl)-
—— (Z)-t-butyl 1-propenyl sulfide 61865-96-1 C7H14S
(Z)-t-butyl 1-propenyl sulfide
—— 2-Amino-6-(2-chloro-phenylsulfanyl)-benzonitrile 168910-78-9 C13H9ClN2S
2-Amino-6-(2-chloro-phenylsulfanyl)-benzonitrile
—— bis-(1-ethyl-propyl)-disulfide 99868-42-5 C10H22S2
bis-(1-ethyl-propyl)-disulfide
—— 2,3-dihydrobenzo[b]thiophene-5-carboxaldehyde 55745-98-7 C9H8OS
2,3-dihydrobenzo[b]thiophene-5-carboxaldehyde
—— 1-(thiophen-2-ylsulfanyl)-dodecan-2-one 877221-88-0 C16H26OS2
1-(thiophen-2-ylsulfanyl)-dodecan-2-one
—— 1-(4-methylthiophenyl)-2-butanone oxime 1204749-69-8 C11H15NOS
1-(4-methylthiophenyl)-2-butanone oxime
—— N-[2-[6-methyl-5-(2-pyridin-4-ylethyl)thieno[2,3-c]pyrrol-4-yl]sulfanylethyl]acetamide 1431866-18-0 C18H21N3OS2
N-[2-[6-methyl-5-(2-pyridin-4-ylethyl)thieno[2,3-c]pyrrol-4-yl]sulfanylethyl]acetamide
—— 1-Methyl-sulfinyl-2-hydroxy-undecan 22204-26-8 C12H26O2S
1-Methyl-sulfinyl-2-hydroxy-undecan
—— 4-Amino-6-chloro-2-(1-(4-(1-methylethyl)-2-pyridyl)ethyl)thio-pyrimidine 185219-29-8 C14H17ClN4S
4-Amino-6-chloro-2-(1-(4-(1-methylethyl)-2-pyridyl)ethyl)thio-pyrimidine
—— 3,5-Bis(methylthio)-4-phenyl-1lambda(4),2-dithiole 18260-42-9 C11H11S4+
3,5-Bis(methylthio)-4-phenyl-1lambda(4),2-dithiole
—— 4-Amino-6-chloro-2-(1-(4-(1-methylethenyl)-pyridin-2-yl)ethyl)thio-pyrimidine 185219-28-7 C14H15ClN4S
4-Amino-6-chloro-2-(1-(4-(1-methylethenyl)-pyridin-2-yl)ethyl)thio-pyrimidine
—— 1,2-Dimethylethylenepisulfoxid 10306-89-5 C4H8OS
1,2-Dimethylethylenepisulfoxid
—— 2,4-diamino-6-[2-(diisopropylphosphonylmethoxy)ethylsulfanyl]pyrimidine 429676-32-4 C13H25N4O4PS
2,4-diamino-6-[2-(diisopropylphosphonylmethoxy)ethylsulfanyl]pyrimidine
—— S(CH2CH2NHPiPr2)2 1360139-95-2 C16H38N2P2S
S(CH2CH2NHPiPr2)2
—— (4,4-Dipropyl-cyclobut-1-enylsulfanyl)-benzene 63048-80-6 C16H22S
(4,4-Dipropyl-cyclobut-1-enylsulfanyl)-benzene
—— 3-Phenylthio-4-n-propyl-hepta-1,3-dien 63049-22-9 C16H22S
3-Phenylthio-4-n-propyl-hepta-1,3-dien
—— 2,5-dibenzylthiopyrazine 1-oxide 136743-06-1 C18H16N2OS2
2,5-dibenzylthiopyrazine 1-oxide
—— Bis(4-(diphenylsulfonio)phenyl)sulfide bis(hexafluorophosphate) 74227-35-3 C36H28F12P2S3
Bis(4-(diphenylsulfonio)phenyl)sulfide bis(hexafluorophosphate)
—— 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