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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
—— (R)-3-(4-methylphenylthio)-cyclohexanone 64888-89-7 C13H16OS
(R)-3-(4-methylphenylthio)-cyclohexanone
—— methyl 1-[(2-acetoxyethoxy)methyl]-5-(p-tolylthio)-1H-1,2,4-triazole-3-carboxylate 1237741-56-8 C16H19N3O5S
methyl 1-[(2-acetoxyethoxy)methyl]-5-(p-tolylthio)-1H-1,2,4-triazole-3-carboxylate
—— 3-(p-tolylthio)propanamide 133541-75-0 C10H13NOS
3-(p-tolylthio)propanamide
—— 3-(4-methylbenzenethiol)-3-phenyl-1-methylpropan-1-one 2983-45-1 C17H18OS
3-(4-methylbenzenethiol)-3-phenyl-1-methylpropan-1-one
—— 2-<(p-tolylthio)acetyl>furan 99236-25-6 C13H12O2S
2-<(p-tolylthio)acetyl>furan
—— 3-iodophenyl 4-tolyl sulfide 1520092-64-1 C13H11IS
3-iodophenyl 4-tolyl sulfide
—— (3-bromopropyl)(p-tolyl)sulfane 17482-10-9 C10H13BrS
(3-bromopropyl)(p-tolyl)sulfane
—— 2,3-di(p-tolylthio)quinoxaline 87378-83-4 C22H18N2S2
2,3-di(p-tolylthio)quinoxaline
—— prop-2-yn-1-yl(p-tolyl)sulfane 33597-89-6 C10H10S
prop-2-yn-1-yl(p-tolyl)sulfane
—— 4-(4-chlorophenyl)-4-(p-tolylthio)butan-2-one 1346911-70-3 C17H17ClOS
4-(4-chlorophenyl)-4-(p-tolylthio)butan-2-one
—— 1-acetyl-2-methyl-3-[(4-methylphenyl)sulfanyl]-2H-isoindole 1285621-15-9 C18H17NOS
1-acetyl-2-methyl-3-[(4-methylphenyl)sulfanyl]-2H-isoindole
—— 6,6-dimethyl-3-{[(4-methylphenyl)thio]methyl}-4-phenyl-5,6-dihydro-4H-[1,2]oxazine 2-oxide 1215082-93-1 C20H23NO2S
6,6-dimethyl-3-{[(4-methylphenyl)thio]methyl}-4-phenyl-5,6-dihydro-4H-[1,2]oxazine 2-oxide
—— ethyl 4-(4-methylphenylthio)-3-oxobutanoate 18168-82-6 C13H16O3S
ethyl 4-(4-methylphenylthio)-3-oxobutanoate
—— (2-Isothiocyanatoethylidene)cyclohexane 919474-66-1 C9H13NS
(2-Isothiocyanatoethylidene)cyclohexane
—— p-chlorophenyl-3-hydroxypropyl-sulfide 5755-58-8 C9H11ClOS
p-chlorophenyl-3-hydroxypropyl-sulfide
—— 2-(p-tolylthio)pyridine 51954-54-2 C12H11NS
2-(p-tolylthio)pyridine
—— 3-Chlor-propyl-p-tolyl-sulfid 3147-30-6 C10H13ClS
3-Chlor-propyl-p-tolyl-sulfid
—— propargyl thiocyanate 24309-48-6 C4H3NS
propargyl thiocyanate
—— 2-(2,4-dimethylphenyl)sulfanylacetonitrile 103575-49-1 C10H11NS
2-(2,4-dimethylphenyl)sulfanylacetonitrile
—— 4-iodo-phenyl thiocyanate 3321-93-5 C7H4INS
4-iodo-phenyl thiocyanate
—— 6-isothiocyanato-6-pentylundecane 919474-70-7 C17H33NS
6-isothiocyanato-6-pentylundecane
—— o-ethyl hexylcarbamothioate 53409-35-1 C9H19NOS
o-ethyl hexylcarbamothioate
—— chloromethyl ethynyl sulfide 226237-14-5 C3H3ClS
chloromethyl ethynyl sulfide
—— 2-((2-((dimethylamino)methyl)phenyl)thio)-5-iodophenylamine 305352-10-7 C15H17IN2S
2-((2-((dimethylamino)methyl)phenyl)thio)-5-iodophenylamine
—— N-[4-(2-amino-4-hydroxy-phenylsulfanyl)-phenyl]-acetamide 943620-65-3 C14H14N2O2S
N-[4-(2-amino-4-hydroxy-phenylsulfanyl)-phenyl]-acetamide
—— N-[4-(2-amino-4-cyanomethoxy-phenylsulfanyl)-phenyl]-acetamide 943620-66-4 C16H15N3O2S
N-[4-(2-amino-4-cyanomethoxy-phenylsulfanyl)-phenyl]-acetamide
—— 5-bromo-2-((2-((dimethylamino)methyl)phenyl)thio)aniline 305352-04-9 C15H17BrN2S
5-bromo-2-((2-((dimethylamino)methyl)phenyl)thio)aniline
—— 2-(isopropylthio)thiophene 50878-65-4 C7H10S2
2-(isopropylthio)thiophene
—— 3-fluorophenyl isopropyl sulfide 70398-86-6 C9H11FS
3-fluorophenyl isopropyl sulfide
—— 1-(3,5-difluoro-benzyl)-3-(2-nitro-phenylsulfanyl)-1H-indol-6-ylamine 691400-23-4 C21H15F2N3O2S
1-(3,5-difluoro-benzyl)-3-(2-nitro-phenylsulfanyl)-1H-indol-6-ylamine
—— N-[1-(3,5-difluoro-benzyl)-3-(2-nitro-phenylsulfanyl)-1H-indol-6-yl]-2-fluoro-acetamide 691400-30-3 C23H16F3N3O3S
N-[1-(3,5-difluoro-benzyl)-3-(2-nitro-phenylsulfanyl)-1H-indol-6-yl]-2-fluoro-acetamide
—— S-(1-adamantyl)isothiourea hydrobromide 30771-94-9 BrH*C11H18N2S
S-(1-adamantyl)isothiourea hydrobromide
—— 2-[(3-Chloro-4-fluorophenyl)thio]acetic acid 43056-71-9 C8H6ClFO2S
2-[(3-Chloro-4-fluorophenyl)thio]acetic acid
—— ethyl 2-(phenylthio)pent-4-enoate 81912-04-1 C13H16O2S
ethyl 2-(phenylthio)pent-4-enoate
—— N-(2,2-diethoxyethyl)-6-methoxy-2-(methylsulfanyl)-5-nitropyrimidin-4-amine 1476056-64-0 C12H20N4O5S
N-(2,2-diethoxyethyl)-6-methoxy-2-(methylsulfanyl)-5-nitropyrimidin-4-amine
—— 2-[(3-Phenylpropyl)sulfanyl]-3H,4H,5H,6H,7H-cyclopenta[D]pyrimidin-4-one 919213-99-3 C16H18N2OS
2-[(3-Phenylpropyl)sulfanyl]-3H,4H,5H,6H,7H-cyclopenta[D]pyrimidin-4-one
—— ethyl 2-(thiophen-2-ylthio)acetate 82187-66-4 C8H10O2S2
ethyl 2-(thiophen-2-ylthio)acetate
—— 4-ethylthio-5-[2-(tetrahydropyran-2-yloxy)ethyl]-1,3-diselenole-2-selone 330432-83-2 C12H18O2SSe3
4-ethylthio-5-[2-(tetrahydropyran-2-yloxy)ethyl]-1,3-diselenole-2-selone
—— 4-ethylthio-5-[2-(tetrahydropyran-2-yloxy)ethylthio]-1,3-thiaselenole-2-thione 444603-45-6 C12H18O2S4Se
4-ethylthio-5-[2-(tetrahydropyran-2-yloxy)ethylthio]-1,3-thiaselenole-2-thione
—— 2-(4-Chlorophenyl)sulfanyl-6-nitrobenzonitrile 168910-81-4 C13H7ClN2O2S
2-(4-Chlorophenyl)sulfanyl-6-nitrobenzonitrile
—— S-methyl-N-t-butoxycarbonylaminoacetylthioimidate hydroiodide 1308292-45-6 C8H16N2O2S*HI
S-methyl-N-t-butoxycarbonylaminoacetylthioimidate hydroiodide
—— 4-(4-chlorophenylthio)-7-nitrobenzo[c][1,2,5]oxadiazole 53619-63-9 C12H6ClN3O3S
4-(4-chlorophenylthio)-7-nitrobenzo[c][1,2,5]oxadiazole
—— 7-chloro-2-ethylsulfanyl-pyrano[3,4-<i>e</i>][1,3]oxazine-4,5-dione 52115-39-6 C9H6ClNO4S
7-chloro-2-ethylsulfanyl-pyrano[3,4-<i>e</i>][1,3]oxazine-4,5-dione
—— 4-ethylthio-5-[2-(tetrahydropyran-2-yloxy)ethylthio]-1,3-diselenole-2-selone 444603-44-5 C12H18O2S2Se3
4-ethylthio-5-[2-(tetrahydropyran-2-yloxy)ethylthio]-1,3-diselenole-2-selone
—— 2-(2-Phenylethylthio)-1,5,6,7-tetrahydrocyclopenta[d]pyrimidin-4-one 927967-72-4 C15H16N2OS
2-(2-Phenylethylthio)-1,5,6,7-tetrahydrocyclopenta[d]pyrimidin-4-one
—— 2-ethylsulfanyl-7-methyl-[1,3,4]thiadiazolo[3,2-<i>a</i>]pyrimidin-5-one 42484-74-2 C8H9N3OS2
2-ethylsulfanyl-7-methyl-[1,3,4]thiadiazolo[3,2-<i>a</i>]pyrimidin-5-one
—— 1-Fluoro-2-[(4-chlorophenyl)sulfanylmethyl]benzene 887079-34-7 C13H10ClFS
1-Fluoro-2-[(4-chlorophenyl)sulfanylmethyl]benzene
—— 3-Chloro-4-[(4-chlorophenylthio)-(2,5-difluorophenyl)methyl]pyridine 558464-82-7 C18H11Cl2F2NS
3-Chloro-4-[(4-chlorophenylthio)-(2,5-difluorophenyl)methyl]pyridine
—— 4-ethylthio-5-trimethylsilyl-1,2,3-triazole 84645-42-1 C7H15N3SSi
4-ethylthio-5-trimethylsilyl-1,2,3-triazole
—— 4-[(4-chlorophenyl)thio]benzenesulfonamide 900814-16-6 C12H10ClNO2S2
4-[(4-chlorophenyl)thio]benzenesulfonamide