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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-<(3-nitrophenyl)thio>indole 139461-67-9 C14H10N2O2S
2-<(3-nitrophenyl)thio>indole
—— N-Ethyl-4-(1-methyl-1H-tetrazol-5-ylsulfanyl)-butyramide 80463-96-3 C8H15N5OS
N-Ethyl-4-(1-methyl-1H-tetrazol-5-ylsulfanyl)-butyramide
—— Bis[6-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]hexyl] propanedioate 1351165-90-6 C31H36N4O6S2
Bis[6-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]hexyl] propanedioate
—— N-Benzyl-4-(1-methyl-1H-tetrazol-5-ylsulfanyl)-butyramide 80475-43-0 C13H17N5OS
N-Benzyl-4-(1-methyl-1H-tetrazol-5-ylsulfanyl)-butyramide
—— 4-isothiocyanato-3-methyl-2-butanol 691359-05-4 C6H11NOS
4-isothiocyanato-3-methyl-2-butanol
—— 4-(5-{[(4-Methylphenyl)methyl]sulfanyl}-1,3,4-oxadiazol-2-yl)pyridine 485334-75-6 C15H13N3OS
4-(5-{[(4-Methylphenyl)methyl]sulfanyl}-1,3,4-oxadiazol-2-yl)pyridine
—— 2-(4-fluorobenzylthio)-5-(4-methyl-1,2,3-thiadiazol-5-yl)-1,3,4-oxadiazole 568561-40-0 C14H10FN3OS
2-(4-fluorobenzylthio)-5-(4-methyl-1,2,3-thiadiazol-5-yl)-1,3,4-oxadiazole
—— (1Z,3S)-3-tert-butyldimethylsilyloxy-1-(4'-methylphenylthio)-1-nitrobut-1-ene 160349-77-9 C17H27NO3SSi
(1Z,3S)-3-tert-butyldimethylsilyloxy-1-(4'-methylphenylthio)-1-nitrobut-1-ene
—— 5-Hydroxymethyl-6-methyl-2-methylsulfanyl-nicotinonitrile 113859-02-2 C9H10N2OS
5-Hydroxymethyl-6-methyl-2-methylsulfanyl-nicotinonitrile
—— 3-cyano-5-<(methoxymethoxy)methyl>-7-methyl-2-(methylthio)pyridine 113859-08-8 C11H14N2O2S
3-cyano-5-<(methoxymethoxy)methyl>-7-methyl-2-(methylthio)pyridine
—— (1'S,2R,3R)-3-<1'-(tert-butoxydimethylsilyloxy)ethyl>-2-(4''-methylphenylthio)-2-nitrooxirane 160401-33-2 C17H27NO4SSi
(1'S,2R,3R)-3-<1'-(tert-butoxydimethylsilyloxy)ethyl>-2-(4''-methylphenylthio)-2-nitrooxirane
—— Diisopropyl-(1-isopropyl-4,4-dimethyl-2-oxo-3-p-tolylsulfanyl-2λ<sup>5</sup>-[1,2]azaphosphetidin-2-yl)-amine 122093-54-3 C20H35N2OPS
Diisopropyl-(1-isopropyl-4,4-dimethyl-2-oxo-3-p-tolylsulfanyl-2λ<sup>5</sup>-[1,2]azaphosphetidin-2-yl)-amine
—— mesylate of (+)-(2S,3S)-(4E)-3-[(tert-butyldimethylsilyl)oxy]-6-methyl-4-(phenylsulfenyl)hept-4-en-2-ol 304881-71-8 C21H36O4S2Si
mesylate of (+)-(2S,3S)-(4E)-3-[(tert-butyldimethylsilyl)oxy]-6-methyl-4-(phenylsulfenyl)hept-4-en-2-ol
—— mesylate of (2S,3S)-(4E)-2-[(tert-butyldimethylsilyl)oxy]-6-methyl-4-(phenylsulfenyl)hept-4-en-3-ol 304881-70-7 C21H36O4S2Si
mesylate of (2S,3S)-(4E)-2-[(tert-butyldimethylsilyl)oxy]-6-methyl-4-(phenylsulfenyl)hept-4-en-3-ol
—— 2-Carbamoylmethylmercapto-1-benzyl-4,7-dihydroxy-1H-imidazo<4,5-d>pyridazin 3434-21-7 C14H13N5O3S
2-Carbamoylmethylmercapto-1-benzyl-4,7-dihydroxy-1H-imidazo<4,5-d>pyridazin
—— 2-(2-Brom-benzylmercapto)-1-benzyl-4,7-dihydroxy-1H-imidazo<4,5-d>pyridazin 3494-20-0 C19H15BrN4O2S
2-(2-Brom-benzylmercapto)-1-benzyl-4,7-dihydroxy-1H-imidazo<4,5-d>pyridazin
—— 4-(4-chlorophenyl)-5-(hydroxymethyl)-2-(isopropylthio)thiophene-3-carbonitrile 1191249-25-8 C15H14ClNOS2
4-(4-chlorophenyl)-5-(hydroxymethyl)-2-(isopropylthio)thiophene-3-carbonitrile
—— 3-<4-(hexylthio)-1,2,5-thiadiazol-3-yl>pyridine 131988-10-8 C13H17N3S2
3-<4-(hexylthio)-1,2,5-thiadiazol-3-yl>pyridine
—— bis-(4-guanidino-phenyl)-sulfide 109045-56-9 C14H16N6S
bis-(4-guanidino-phenyl)-sulfide
—— 3-(tert-butyl)-5-(hexylthio)-4H-1,2,4-triazole 1353654-30-4 C12H23N3S
3-(tert-butyl)-5-(hexylthio)-4H-1,2,4-triazole
—— 6-chloro-2-hexylmercapto-pyrimidine-4-carbaldehyde diethyl acetal 775349-60-5 C15H25ClN2O2S
6-chloro-2-hexylmercapto-pyrimidine-4-carbaldehyde diethyl acetal
—— (+)-(2S,3S)-(4E)-3-[(tert-butyldimethylsilyl)oxy]-6-methyl-4-(phenylsulfenyl)hept-4-en-2-ol 304881-47-8 C20H34O2SSi
(+)-(2S,3S)-(4E)-3-[(tert-butyldimethylsilyl)oxy]-6-methyl-4-(phenylsulfenyl)hept-4-en-2-ol
—— (-)-(2S,3S)-(4E)-2-[(tert-butyldimethylsilyl)oxy]-6-methyl-4-(phenylsulfenyl)hept-4-en-3-ol 304881-46-7 C20H34O2SSi
(-)-(2S,3S)-(4E)-2-[(tert-butyldimethylsilyl)oxy]-6-methyl-4-(phenylsulfenyl)hept-4-en-3-ol
—— (E)-(3-(adamantan-1-yl)but-1-enyl)(phenyl)sulfane 1393672-45-1 C20H26S
(E)-(3-(adamantan-1-yl)but-1-enyl)(phenyl)sulfane
—— 3-chloro-4-(4-methoxyphenylthio)-5-(trifluoromethyl)aniline 1620783-02-9 C14H11ClF3NOS
3-chloro-4-(4-methoxyphenylthio)-5-(trifluoromethyl)aniline
—— 3-Butylmercapto-5-amino-1.2.4-thiodiazol 16403-95-5 C6H11N3S2
3-Butylmercapto-5-amino-1.2.4-thiodiazol
—— N<sup>3</sup>-[3,5-dichloro-4-(3-trifluoromethylphenylsulfanyl)phenyl]-1H-[1,2,4]triazole-3,5-diamine 1620782-59-3 C15H10Cl2F3N5S
N<sup>3</sup>-[3,5-dichloro-4-(3-trifluoromethylphenylsulfanyl)phenyl]-1H-[1,2,4]triazole-3,5-diamine
—— (2,6-dichloro-4-nitrophenyl)(3-(trifluoromethyl)phenyl)sulfane 1620782-85-5 C13H6Cl2F3NO2S
(2,6-dichloro-4-nitrophenyl)(3-(trifluoromethyl)phenyl)sulfane
—— 3,5-dichloro-4-(3-(trifluoromethyl)phenylthio)aniline 1620782-86-6 C13H8Cl2F3NS
3,5-dichloro-4-(3-(trifluoromethyl)phenylthio)aniline
—— N<sup>3</sup>-[3-chloro-4-(4-methoxyphenylsulfanyl)-5-trifluoromethylphenyl]-1H-[1,2,4]triazole-3,5-diamine 1620782-67-3 C16H13ClF3N5OS
N<sup>3</sup>-[3-chloro-4-(4-methoxyphenylsulfanyl)-5-trifluoromethylphenyl]-1H-[1,2,4]triazole-3,5-diamine
—— 5-Methyl-3-phenylsulfanylmethyl-isoxazole-4-carboxylic acid 99698-42-7 C12H11NO3S
5-Methyl-3-phenylsulfanylmethyl-isoxazole-4-carboxylic acid
—— 4-(p-methylthiophenyl)-4H-pyrrolo[2,1-c][1,4]benzoxazine 1244038-67-2 C18H15NOS
4-(p-methylthiophenyl)-4H-pyrrolo[2,1-c][1,4]benzoxazine
—— N<sup>3</sup>-(3,5-dichloro-4-phenylsulfanylphenyl)-1H-[1,2,4]triazole-3,5-diamine 1620782-54-8 C14H11Cl2N5S
N<sup>3</sup>-(3,5-dichloro-4-phenylsulfanylphenyl)-1H-[1,2,4]triazole-3,5-diamine
—— 3-((2,5-difluorophenyl)thio)propanoyl chloride 1415214-30-0 C9H7ClF2OS
3-((2,5-difluorophenyl)thio)propanoyl chloride
—— (2-propynylsulfinyl)acetic acid 128995-30-2 C5H6O3S
(2-propynylsulfinyl)acetic acid
—— N<sup>5</sup>-(3-fluoro-4-phenylsulfanyl-5-trifluoromethylphenyl)-1H-[1,2,4]-triazole-3,5-diamine 1620782-51-5 C15H11F4N5S
N<sup>5</sup>-(3-fluoro-4-phenylsulfanyl-5-trifluoromethylphenyl)-1H-[1,2,4]-triazole-3,5-diamine
—— 5-Methylene-6a-phenylsulfanyl-hexahydro-pentalen-1-one 77517-75-0 C15H16OS
5-Methylene-6a-phenylsulfanyl-hexahydro-pentalen-1-one
—— 1-(2-Propyl-[1,3]dithiolan-2-yl)-ethanone 136062-27-6 C8H14OS2
1-(2-Propyl-[1,3]dithiolan-2-yl)-ethanone
—— Te-Butyl (phenylthio)ethanetelluroate 160463-35-4 C12H16OSTe
Te-Butyl (phenylthio)ethanetelluroate
—— N-allyl(2-fluoro-2-phenylsulfanyl)acetamide 291520-75-7 C11H12FNOS
N-allyl(2-fluoro-2-phenylsulfanyl)acetamide
—— bis-trichloroacetyl-sulfane 116727-00-5 C4Cl6O2S
bis-trichloroacetyl-sulfane
—— [2-(4-Phenylsulfanyl-phenyl)-ethylsulfanyl]-acetic acid ethyl ester 107291-80-5 C18H20O2S2
[2-(4-Phenylsulfanyl-phenyl)-ethylsulfanyl]-acetic acid ethyl ester
—— tert-butyl 2-acetyl-3-oxo-4-(phenylsulfanyl)butanoate 927829-34-3 C16H20O4S
tert-butyl 2-acetyl-3-oxo-4-(phenylsulfanyl)butanoate
—— (E)-3-Fluoro-4-phenylsulfanyl-but-3-en-2-one 167965-52-8 C10H9FOS
(E)-3-Fluoro-4-phenylsulfanyl-but-3-en-2-one
—— (E)-4-[Benzyl-(2-chloro-2-phenylsulfanyl-acetyl)-amino]-5-(tert-butyl-dimethyl-silanyloxy)-pent-2-enoic acid ethyl ester 1026549-30-3 C28H38ClNO4SSi
(E)-4-[Benzyl-(2-chloro-2-phenylsulfanyl-acetyl)-amino]-5-(tert-butyl-dimethyl-silanyloxy)-pent-2-enoic acid ethyl ester
—— N,N-Dibenzyl-2-phenylsulfanyl-acetamide 363586-60-1 C22H21NOS
N,N-Dibenzyl-2-phenylsulfanyl-acetamide
—— bis-(1-isobutyl-pentyl)-disulfide 75679-09-3 C18H38S2
bis-(1-isobutyl-pentyl)-disulfide
—— 1-(phenylsulfanyl)pentane-2,4-dione 71996-35-5 C11H12O2S
1-(phenylsulfanyl)pentane-2,4-dione
—— (E)-4-[Benzyl-(2-phenylsulfanyl-acetyl)-amino]-5-(tert-butyl-dimethyl-silanyloxy)-pent-2-enoic acid ethyl ester 157646-01-0 C28H39NO4SSi
(E)-4-[Benzyl-(2-phenylsulfanyl-acetyl)-amino]-5-(tert-butyl-dimethyl-silanyloxy)-pent-2-enoic acid ethyl ester
—— 2-Methyl-3-oxo-4-phenylsulfanyl-butyric acid ethyl ester 185699-47-2 C13H16O3S
2-Methyl-3-oxo-4-phenylsulfanyl-butyric acid ethyl ester