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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
—— S-(1S,2S,3S,4R)-2-formyl-3-methylbicyclo[2.2.1]hept-5-en-2-yl diisopropylcarbamothioate 1379479-95-4 C16H25NO2S
S-(1S,2S,3S,4R)-2-formyl-3-methylbicyclo[2.2.1]hept-5-en-2-yl diisopropylcarbamothioate
—— (Methyldisulfanyl)methanediyl dimethanesulfinodithioate 5418-90-6 C4H10S8
(Methyldisulfanyl)methanediyl dimethanesulfinodithioate
—— 88005-94-1 C5FN5PS5
—— 3-methyl-6-(methylamino)-2-(methylthio)pyrimidin-4(3H)-one 887570-12-9 C7H11N3OS
3-methyl-6-(methylamino)-2-(methylthio)pyrimidin-4(3H)-one
—— 3,5-dichloro-2-(4-chlorophenylthio)benzyl chloride 79332-35-7 C13H8Cl4S
3,5-dichloro-2-(4-chlorophenylthio)benzyl chloride
—— 6,6'-dimethyl-2,2'-sulfanediyl-di-phenol 20109-30-2 C14H14O2S
6,6'-dimethyl-2,2'-sulfanediyl-di-phenol
—— acetic acid 2-oxotetrahydro[1,3]dithiolo[4,5-b][1,4]dithiin-5-ylmethyl ester 197720-06-2 C8H8O3S4
acetic acid 2-oxotetrahydro[1,3]dithiolo[4,5-b][1,4]dithiin-5-ylmethyl ester
—— 3-<<1-Chlor-2,2,2-trifluor-1-(trifluormethyl)ethyl>sulfonyl>-1-propen 107729-36-2 C6H5ClF6O2S
3-<<1-Chlor-2,2,2-trifluor-1-(trifluormethyl)ethyl>sulfonyl>-1-propen
—— 2-[[(2,3-difluorophenyl)methyl]thio]-6-[[(1R)-2-hydroxy-1-methylethyl]amino]-5-[[5-(4-pyridinyl)-1,3,4-oxadiazol-2-yl]thio]-4-pyrimidinol 666752-80-3 C21H18F2N6O3S2
2-[[(2,3-difluorophenyl)methyl]thio]-6-[[(1R)-2-hydroxy-1-methylethyl]amino]-5-[[5-(4-pyridinyl)-1,3,4-oxadiazol-2-yl]thio]-4-pyrimidinol
—— 8-(6-(furan-2-yl)benzo[d][1,3]dioxol-5-ylthio)-9-(2-(neopentylamino)ethyl)-9H-purin-6-amine 1289544-08-6 C23H26N6O3S
8-(6-(furan-2-yl)benzo[d][1,3]dioxol-5-ylthio)-9-(2-(neopentylamino)ethyl)-9H-purin-6-amine
—— 8-(6-(5-methylfuran-2-yl)benzo[d][1,3]dioxol-5-ylthio)-9-(2-(neopentylamino)ethyl)-9H-purin-6-amine 1289544-09-7 C24H28N6O3S
8-(6-(5-methylfuran-2-yl)benzo[d][1,3]dioxol-5-ylthio)-9-(2-(neopentylamino)ethyl)-9H-purin-6-amine
—— 6,6-aethylendithio-9-decanolid 65371-26-8 C12H20O2S2
6,6-aethylendithio-9-decanolid
—— bis-(4-acetylamino-2-hydroxy-phenyl)-sulfide 5411-79-0 C16H16N2O4S
bis-(4-acetylamino-2-hydroxy-phenyl)-sulfide
—— s-Methyl o-(4-methylpentan-2-yl) carbonodithioate 5421-58-9 C8H16OS2
s-Methyl o-(4-methylpentan-2-yl) carbonodithioate
—— Benzene, 1-ethenyl-4-[(4-methylphenyl)thio]- 835605-46-4 C15H14S
Benzene, 1-ethenyl-4-[(4-methylphenyl)thio]-
—— 5-Amino-6-ethyl-2,3-dihydro-thiazolo[3,2-a]pyrimidin-7-one 161094-43-5 C8H11N3OS
5-Amino-6-ethyl-2,3-dihydro-thiazolo[3,2-a]pyrimidin-7-one
—— 7-amino-6-ethyl-2,3-dihydrothiazolo<3,2-a>pyrimidin-5-one 149221-56-7 C8H11N3OS
7-amino-6-ethyl-2,3-dihydrothiazolo<3,2-a>pyrimidin-5-one
—— 1-methyl-1-methoxy-3-(5-methylmercapto-1,3,4-thiadiazol-2-yl)urea 56236-23-8 C6H10N4O2S2
1-methyl-1-methoxy-3-(5-methylmercapto-1,3,4-thiadiazol-2-yl)urea
—— BTSB-CDMS 1370002-13-3 C8H13ClF6O4S2Si
BTSB-CDMS
—— 2-[5-(4-pyridyl)-1,3,4-oxadiazol-2-ylthio]propionic acid methyl ester 326488-95-3 C11H11N3O3S
2-[5-(4-pyridyl)-1,3,4-oxadiazol-2-ylthio]propionic acid methyl ester
—— 4-methoxy-6-methyl-5-<(phenyl)(phenylthio)methyl>-2H-pyran-2-one 109746-00-1 C20H18O3S
4-methoxy-6-methyl-5-<(phenyl)(phenylthio)methyl>-2H-pyran-2-one
—— 1-(5-Pyridin-4-yl-[1,3,4]oxadiazol-2-ylsulfanyl)-propan-2-one 81555-96-6 C10H9N3O2S
1-(5-Pyridin-4-yl-[1,3,4]oxadiazol-2-ylsulfanyl)-propan-2-one
—— 2-(3-(Piperidin-1-yl)propylthio)-5-(pyridin-4-yl)-1,3,4-oxadiazole 1254304-65-8 C15H20N4OS
2-(3-(Piperidin-1-yl)propylthio)-5-(pyridin-4-yl)-1,3,4-oxadiazole
—— 2,2,6-Trimethyl-2,3-dihydro-pyran-4-thione 245069-16-3 C8H12OS
2,2,6-Trimethyl-2,3-dihydro-pyran-4-thione
—— N-{4-[5-fluoro-3-(4-methoxytetrahydropyran-4-yl)phenylthio]-α-methylbenzyl}hydroxylamine 151358-52-0 C20H24FNO3S
N-{4-[5-fluoro-3-(4-methoxytetrahydropyran-4-yl)phenylthio]-α-methylbenzyl}hydroxylamine
—— 4-((4-chlorophenyl)thio)-4-(thiophen-2-yl)butan-2-one 1420293-51-1 C14H13ClOS2
4-((4-chlorophenyl)thio)-4-(thiophen-2-yl)butan-2-one
—— 6-tert-butyl-2,2-dimethyl-2,3-dihydropyran-4-thione 245068-79-5 C11H18OS
6-tert-butyl-2,2-dimethyl-2,3-dihydropyran-4-thione
—— 2-Fluoro-4-(3-trifluoromethylphenylthio)benzaldehyde 1006727-27-0 C14H8F4OS
2-Fluoro-4-(3-trifluoromethylphenylthio)benzaldehyde
—— 2-Amino-4-(5-fluoromethyl-furan-2-yl)-6-methylsulfanyl-pyrimidine-5-carbonitrile 357289-75-9 C11H9FN4OS
2-Amino-4-(5-fluoromethyl-furan-2-yl)-6-methylsulfanyl-pyrimidine-5-carbonitrile
—— Dinitro-bis(phenylthio)methan 58174-58-6 C13H10N2O4S2
Dinitro-bis(phenylthio)methan
—— (Z)-2-Methyl-3,4-bis-phenylsulfanyl-but-3-en-2-ol 89005-26-5 C17H18OS2
(Z)-2-Methyl-3,4-bis-phenylsulfanyl-but-3-en-2-ol
—— ((Z)-2-Ethoxy-3-methyl-but-1-enylsulfanyl)-benzene 89005-24-3 C13H18OS
((Z)-2-Ethoxy-3-methyl-but-1-enylsulfanyl)-benzene
—— 6-phenylsulfanyl-(5S)-2-hexyne-1,5-diol 577749-31-6 C12H14O2S
6-phenylsulfanyl-(5S)-2-hexyne-1,5-diol
—— 6-bromo-3,3-dimethyl-2,3-dihydrobenzo[b]thiophene 153561-56-9 C10H11BrS
6-bromo-3,3-dimethyl-2,3-dihydrobenzo[b]thiophene
—— 1-t-butylthio-3-methyl-1,3-butadiene 87745-46-8 C9H16S
1-t-butylthio-3-methyl-1,3-butadiene
—— 1,1,2,2-Tetrakis(methyldisulfanyl)ethane 5418-92-8 C6H14S8
1,1,2,2-Tetrakis(methyldisulfanyl)ethane
—— 3-Amino-propyl-mercapto-essigsaeure-sulfon 66740-36-1 C5H11NO4S
3-Amino-propyl-mercapto-essigsaeure-sulfon
—— N-(N,N'-Diethylcarbamimidoyl)-N,N'-diethylthiourea 61479-68-3 C10H22N4S
N-(N,N'-Diethylcarbamimidoyl)-N,N'-diethylthiourea
—— 5-isothiocyanatopent-1-yne 152417-98-6 C6H7NS
5-isothiocyanatopent-1-yne
—— 1-[2,6-di-t-butyldiphenylsilyloxy-(2S,4E)-4-hexenylsulfanyl]benzene 577749-33-8 C44H52O2SSi2
1-[2,6-di-t-butyldiphenylsilyloxy-(2S,4E)-4-hexenylsulfanyl]benzene
—— 6-phenylsulfanyl-(E,2S)-2-hexene-1,5-diol 577749-32-7 C12H16O2S
6-phenylsulfanyl-(E,2S)-2-hexene-1,5-diol
—— 3-(2-methylphenyl)-2-(2-methylphenyl)amino-5-cyano-6-thiomethylpyrimidin-4(H)-one 260389-05-7 C20H18N4OS
3-(2-methylphenyl)-2-(2-methylphenyl)amino-5-cyano-6-thiomethylpyrimidin-4(H)-one
—— 2-(4-chlorophenyl)-6-methylthiothiazolo<4,5-d><3,1>oxazin-4-one 147235-60-7 C12H7ClN2O2S2
2-(4-chlorophenyl)-6-methylthiothiazolo<4,5-d><3,1>oxazin-4-one
—— 4-n-Octylthiopyrrole 120884-80-2 C12H21NS
4-n-Octylthiopyrrole
—— 4-{[4-({[3-(2,6-dichlorophenyl)-5-(1-methylethyl)-4-isoxazolyl]methyl}oxy)phenyl]thio}-1-benzothiophene-2-carboxylic acid 1093631-60-7 C28H21Cl2NO4S2
4-{[4-({[3-(2,6-dichlorophenyl)-5-(1-methylethyl)-4-isoxazolyl]methyl}oxy)phenyl]thio}-1-benzothiophene-2-carboxylic acid
—— 4-Ethylthiopyrrole 120884-76-6 C6H9NS
4-Ethylthiopyrrole
—— p-tolyl-3,5-O-(tetraisopropylsiloxane-1,3-diyl)-1-thio-2-deoxy-β-D-ribofuranoside 1402737-65-8 C24H42O4SSi2
p-tolyl-3,5-O-(tetraisopropylsiloxane-1,3-diyl)-1-thio-2-deoxy-β-D-ribofuranoside
—— 2-Amino-4-isoxazol-5-yl-6-methylsulfanyl-pyrimidine-5-carbonitrile 357284-47-0 C9H7N5OS
2-Amino-4-isoxazol-5-yl-6-methylsulfanyl-pyrimidine-5-carbonitrile
—— N-(4-(4-(5-methyl-1H-pyrazol-3-ylamino)-6-morpholinopyrimidin-2-ylthio)phenyl)propionamide —— C21H25N7O2S
N-(4-(4-(5-methyl-1H-pyrazol-3-ylamino)-6-morpholinopyrimidin-2-ylthio)phenyl)propionamide
—— N-[4-[4-[(5-methyl-1H-pyrazol-3-yl)amino]-6-piperidin-1-ylpyrimidin-2-yl]sulfanylphenyl]propanamide —— C22H27N7OS
N-[4-[4-[(5-methyl-1H-pyrazol-3-yl)amino]-6-piperidin-1-ylpyrimidin-2-yl]sulfanylphenyl]propanamide