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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
—— (4S)-4-[(2R)-2-[(5-chloro-3-cyano-2-pyridinyl)thio]-2-(5-thiazolyl)ethyl]-2,2-dimethyl-3-oxazolidinecarboxylic acid, 1,1-dimethylethyl ester 691010-02-3 C21H25ClN4O3S2
(4S)-4-[(2R)-2-[(5-chloro-3-cyano-2-pyridinyl)thio]-2-(5-thiazolyl)ethyl]-2,2-dimethyl-3-oxazolidinecarboxylic acid, 1,1-dimethylethyl ester
—— 4-benzylsulfanyl-2-(4-bromophenyl)-1,3-thiazole 1382676-43-8 C16H12BrNS2
4-benzylsulfanyl-2-(4-bromophenyl)-1,3-thiazole
—— (Z)-1-phenylthio-2-(p-chlorophenyl)thio-3-methoxypropene 1315273-22-3 C16H15ClOS2
(Z)-1-phenylthio-2-(p-chlorophenyl)thio-3-methoxypropene
—— α-(trimethylsilyl)-2,4,6-trimethylbenzyl phenyl sulfide 88534-31-0 C19H26SSi
α-(trimethylsilyl)-2,4,6-trimethylbenzyl phenyl sulfide
—— N,N-dimethyl-2-<4'-(pyridin-4''-yl)thiazol-2'-ylthio>ethylamine 90632-68-1 C12H15N3S2
N,N-dimethyl-2-<4'-(pyridin-4''-yl)thiazol-2'-ylthio>ethylamine
—— 1-phenylthio-2-(p-methylphenyl)thio-3-methoxypropene 1179540-11-4 C17H18OS2
1-phenylthio-2-(p-methylphenyl)thio-3-methoxypropene
—— (Z)-1-phenylthio-2-butyltelluro-3-methoxy-1-propene 1251831-12-5 C14H20OSTe
(Z)-1-phenylthio-2-butyltelluro-3-methoxy-1-propene
—— trans-3-Fluoro-6-(methylthio)cyclohex-1-ene 137742-51-9 C7H11FS
trans-3-Fluoro-6-(methylthio)cyclohex-1-ene
—— 2-phenyl-3-(phenylthio)furan 105621-13-4 C16H12OS
2-phenyl-3-(phenylthio)furan
—— (Z)-1-phenylthio-2-phenylseleno-3-methoxy-1-propene 1251831-15-8 C16H16OSSe
(Z)-1-phenylthio-2-phenylseleno-3-methoxy-1-propene
—— trans-5-Fluoro-6-(methylthio)cyclooct-1-ene 122895-32-3 C9H15FS
trans-5-Fluoro-6-(methylthio)cyclooct-1-ene
—— trans-1-Fluoro-2-(methylthio)cyclododecane 122895-31-2 C13H25FS
trans-1-Fluoro-2-(methylthio)cyclododecane
—— 1-(2-Hydroxy-ethoxymethyl)-6-phenylsulfanyl-4-thioxo-3,4-dihydro-1H-pyrimidin-2-one 125057-08-1 C13H14N2O3S2
1-(2-Hydroxy-ethoxymethyl)-6-phenylsulfanyl-4-thioxo-3,4-dihydro-1H-pyrimidin-2-one
—— 5-Ethyl-1-isopropoxymethyl-6-phenylsulfanyl-1H-pyrimidine-2,4-dione 136160-38-8 C16H20N2O3S
5-Ethyl-1-isopropoxymethyl-6-phenylsulfanyl-1H-pyrimidine-2,4-dione
—— 4-cyclohexyl-6-oxo-2-(2,4,6-trimethyl-benzylsulfanyl)-1,6-dihydro-pyrimidine-5-carbonitrile 1383539-70-5 C21H25N3OS
4-cyclohexyl-6-oxo-2-(2,4,6-trimethyl-benzylsulfanyl)-1,6-dihydro-pyrimidine-5-carbonitrile
—— 1-[(2-hydroxyethoxy)methyl]-5-vinyl-6-phenylthiouracil 125056-98-6 C15H16N2O4S
1-[(2-hydroxyethoxy)methyl]-5-vinyl-6-phenylthiouracil
—— 2-Methyldisulfanyl-cyclopentanone 114764-35-1 C6H10OS2
2-Methyldisulfanyl-cyclopentanone
—— 2-Methyldisulfanyl-cyclohexanone 114764-36-2 C7H12OS2
2-Methyldisulfanyl-cyclohexanone
—— 1-Ethyl-1-mercapto-cycloheptan 30434-48-1 C9H18S
1-Ethyl-1-mercapto-cycloheptan
—— 4-nitro-3-(phenylthio)but-1-ene 103249-45-2 C10H11NO2S
4-nitro-3-(phenylthio)but-1-ene
—— 5-Ethyl-1-phenethyloxymethyl-6-phenylsulfanyl-1H-pyrimidine-2,4-dione 136160-44-6 C21H22N2O3S
5-Ethyl-1-phenethyloxymethyl-6-phenylsulfanyl-1H-pyrimidine-2,4-dione
—— 1-Cyclohexylmethoxymethyl-5-ethyl-6-phenylsulfanyl-1H-pyrimidine-2,4-dione 136160-42-4 C20H26N2O3S
1-Cyclohexylmethoxymethyl-5-ethyl-6-phenylsulfanyl-1H-pyrimidine-2,4-dione
—— Platinum(1+), chloro(2,2'-dithiobis(ethanamine)-N,N',S)-, (SP-4-2)- 71853-03-7 C4H12ClN2PtS2+
Platinum(1+), chloro(2,2'-dithiobis(ethanamine)-N,N',S)-, (SP-4-2)-
—— 1-methyl-6-(phenylthio)thymine 136160-19-5 C12H12N2O2S
1-methyl-6-(phenylthio)thymine
—— 2-chloro-4-methyl-3-[(2,2,2-trifluoroethyl)thio]aniline 958031-95-3 C9H9ClF3NS
2-chloro-4-methyl-3-[(2,2,2-trifluoroethyl)thio]aniline
—— 3-Allyl-2-allylsulfanyl-6-(3,5-dimethyl-benzyl)-5-ethyl-3H-pyrimidin-4-one 199852-51-2 C21H26N2OS
3-Allyl-2-allylsulfanyl-6-(3,5-dimethyl-benzyl)-5-ethyl-3H-pyrimidin-4-one
—— 1-Allyl-2-allylsulfanyl-6-(3,5-dimethyl-benzyl)-5-ethyl-1H-pyrimidin-4-one 199852-53-4 C21H26N2OS
1-Allyl-2-allylsulfanyl-6-(3,5-dimethyl-benzyl)-5-ethyl-1H-pyrimidin-4-one
—— 6-(3,5-Dichloro-phenylsulfanyl)-1-ethoxymethyl-5-ethyl-1H-pyrimidine-2,4-dione 144410-27-5 C15H16Cl2N2O3S
6-(3,5-Dichloro-phenylsulfanyl)-1-ethoxymethyl-5-ethyl-1H-pyrimidine-2,4-dione
—— (2-ethyl-6-methylphenyl)(2-methylbutyl)sulfane 1286763-66-3 C14H22S
(2-ethyl-6-methylphenyl)(2-methylbutyl)sulfane
—— 2-ethyl-6-methylphenyl phenyl sulfide 1286763-72-1 C15H16S
2-ethyl-6-methylphenyl phenyl sulfide
—— 5-Cyclopropyl-1-ethoxymethyl-6-phenylsulfanyl-1H-pyrimidine-2,4-dione 136160-36-6 C16H18N2O3S
5-Cyclopropyl-1-ethoxymethyl-6-phenylsulfanyl-1H-pyrimidine-2,4-dione
—— 5-Ethyl-1-phenethyloxymethyl-6-phenylsulfanyl-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one 136160-45-7 C21H22N2O2S2
5-Ethyl-1-phenethyloxymethyl-6-phenylsulfanyl-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one
—— 7H-Thiazolo(3,2-a)pyrimidin-7-one, 2,3-dihydro-3-methoxy-6-(1-methylethyl)-5-(phenylmethyl)- 199852-25-0 C17H20N2O2S
7H-Thiazolo(3,2-a)pyrimidin-7-one, 2,3-dihydro-3-methoxy-6-(1-methylethyl)-5-(phenylmethyl)-
—— (R)-4-(4-(methylthiomethoxy)piperidin-1-yl)-1-(phenylthio)butan-2-amine 1619923-57-7 C17H28N2OS2
(R)-4-(4-(methylthiomethoxy)piperidin-1-yl)-1-(phenylthio)butan-2-amine
—— (R)-4-(azetidin-1-yl)-1-(phenylthio)butan-2-amine 1402141-76-7 C13H20N2S
(R)-4-(azetidin-1-yl)-1-(phenylthio)butan-2-amine
—— phenylthioacetaldehyde oxime 121407-61-2 C8H9NOS
phenylthioacetaldehyde oxime
—— (R)-1-(3-amino-4-(phenylthio)butyl)azetidin-3-ol 1402141-78-9 C13H20N2OS
(R)-1-(3-amino-4-(phenylthio)butyl)azetidin-3-ol
—— Cyclopentylidene-phenylsulfanyl-acetaldehyde 59377-51-4 C13H14OS
Cyclopentylidene-phenylsulfanyl-acetaldehyde
—— 7-(3,5-Dimethyl-benzyl)-6-ethyl-3-(2-hydroxy-ethoxy)-2,3-dihydro-thiazolo[3,2-a]pyrimidin-5-one 199852-36-3 C19H24N2O3S
7-(3,5-Dimethyl-benzyl)-6-ethyl-3-(2-hydroxy-ethoxy)-2,3-dihydro-thiazolo[3,2-a]pyrimidin-5-one
—— (R)-1-(phenylthio)-4-(pyrrolidin-1-yl)butan-2-amine 1244724-89-7 C14H22N2S
(R)-1-(phenylthio)-4-(pyrrolidin-1-yl)butan-2-amine
—— 5H-Thiazolo(3,2-a)pyrimidin-5-one, 3-ethoxy-2,3-dihydro-6-(1-methylethyl)-7-(phenylmethyl)- 199852-38-5 C18H22N2O2S
5H-Thiazolo(3,2-a)pyrimidin-5-one, 3-ethoxy-2,3-dihydro-6-(1-methylethyl)-7-(phenylmethyl)-
—— (R)-1-(phenylthio)-4-(piperidin-1-yl)butan-2-amine 1402141-77-8 C15H24N2S
(R)-1-(phenylthio)-4-(piperidin-1-yl)butan-2-amine
—— (R)-1-(3-amino-4-(phenylthio)butyl)-4-methylpiperidin-4-ol 1402141-80-3 C16H26N2OS
(R)-1-(3-amino-4-(phenylthio)butyl)-4-methylpiperidin-4-ol
—— (R)-1-(3-amino-4-(phenylthio)butyl)piperidin-4-ol 1402141-79-0 C15H24N2OS
(R)-1-(3-amino-4-(phenylthio)butyl)piperidin-4-ol
—— 7H-Thiazolo(3,2-a)pyrimidin-7-one, 3-(bromomethyl)-2,3-dihydro-6-(1-methylethyl)-5-(phenylmethyl)- 199852-49-8 C17H19BrN2OS
7H-Thiazolo(3,2-a)pyrimidin-7-one, 3-(bromomethyl)-2,3-dihydro-6-(1-methylethyl)-5-(phenylmethyl)-
—— N-Trimethylsilanylmethyl-thioformimidic acid phenyl ester 85236-99-3 C11H17NSSi
N-Trimethylsilanylmethyl-thioformimidic acid phenyl ester
—— Palladium(1+), chloro(2,2'-dithiobis(ethanamine)-N,N',S)-, (SP-4-2)- 71852-94-3 C4H12ClN2PdS2+
Palladium(1+), chloro(2,2'-dithiobis(ethanamine)-N,N',S)-, (SP-4-2)-
—— 2-(3-Hydroxymethyl-2,3-dihydro-benzo[b]thiophen-2-yl)-phenol 79592-73-7 C15H14O2S
2-(3-Hydroxymethyl-2,3-dihydro-benzo[b]thiophen-2-yl)-phenol
—— (2-Phenyl-2,3-dihydro-benzo[b]thiophen-3-yl)-methanol 147646-81-9 C15H14OS
(2-Phenyl-2,3-dihydro-benzo[b]thiophen-3-yl)-methanol
—— 7H-Thiazolo(3,2-a)pyrimidin-7-one, 2,3-dihydro-3-(2-hydroxyethoxy)-6-(1-methylethyl)-5-(phenylmethyl)- 199852-27-2 C18H22N2O3S
7H-Thiazolo(3,2-a)pyrimidin-7-one, 2,3-dihydro-3-(2-hydroxyethoxy)-6-(1-methylethyl)-5-(phenylmethyl)-