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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
—— (E)-7-bromo-3-(phenylthio)-1,3-heptadiene 123289-42-9 C13H15BrS
(E)-7-bromo-3-(phenylthio)-1,3-heptadiene
—— 3-phenylthio-3-trimethylsilyloctane 85969-78-4 C17H30SSi
3-phenylthio-3-trimethylsilyloctane
—— pyrimidin-2-yl thiolacetate 41041-22-9 C6H6N2OS
pyrimidin-2-yl thiolacetate
—— 3-(2-pyrimidylthio)benzo[b]selenophene-2-carboxylic acid ethyl ester 1186132-88-6 C15H12N2O2SSe
3-(2-pyrimidylthio)benzo[b]selenophene-2-carboxylic acid ethyl ester
—— 3-methyl-6-(<i>N</i>-methyl-hydrazino)-2-methylsulfanyl-3<i>H</i>-pyrimidin-4-one 7401-93-6 C7H12N4OS
3-methyl-6-(<i>N</i>-methyl-hydrazino)-2-methylsulfanyl-3<i>H</i>-pyrimidin-4-one
—— 2-Amino-4-methylsulfanyl-6-oxo-1-phenylpyrimidine-5-carbonitrile 608519-78-4 C12H10N4OS
2-Amino-4-methylsulfanyl-6-oxo-1-phenylpyrimidine-5-carbonitrile
—— 5-hydroxy-2-((pyrimidin-2-ylthio)methyl)-4H-pyran-4-one 941868-82-2 C10H8N2O3S
5-hydroxy-2-((pyrimidin-2-ylthio)methyl)-4H-pyran-4-one
—— 3-(pyrimidin-2-ylsulphanyl)-1H-indazole 1234572-80-5 C11H8N4S
3-(pyrimidin-2-ylsulphanyl)-1H-indazole
—— 2-(2-nitro-phenylsulfanyl)-pyrimidine 58696-13-2 C10H7N3O2S
2-(2-nitro-phenylsulfanyl)-pyrimidine
—— 1-adamantan-1-yl-2-(pyrimidin-2-ylsulfanyl)-ethanone 393128-84-2 C16H20N2OS
1-adamantan-1-yl-2-(pyrimidin-2-ylsulfanyl)-ethanone
—— 2-((4-methoxyphenyl)thio)pyrimidine 26547-29-5 C11H10N2OS
2-((4-methoxyphenyl)thio)pyrimidine
—— tetradecane-2-thiol 62155-04-8 C14H30S
tetradecane-2-thiol
—— 6-(pyridin-4-ylsulfanyl)-pyridine-3-carbaldehyde 882985-34-4 C11H8N2OS
6-(pyridin-4-ylsulfanyl)-pyridine-3-carbaldehyde
—— Hexacosane-1-thiol 66575-55-1 C26H54S
Hexacosane-1-thiol
—— 6-(pyridin-2-ylsulfanyl)-pyridine-3-carbaldehyde 882985-33-3 C11H8N2OS
6-(pyridin-2-ylsulfanyl)-pyridine-3-carbaldehyde
—— phenylthio-6-O-tert-butyldimethylsilyl-2,3,4-trideoxy-2-trichloroacetamido-α-D-3-enomannoside 177263-32-0 C20H28Cl3NO3SSi
phenylthio-6-O-tert-butyldimethylsilyl-2,3,4-trideoxy-2-trichloroacetamido-α-D-3-enomannoside
—— 1,3-bis[5-(imidazole-2-ylthio)pentyl]-6-methyluracil 1333467-53-0 C21H30N6O2S2
1,3-bis[5-(imidazole-2-ylthio)pentyl]-6-methyluracil
—— 5-[3-(2-hydroxymethyl-3-methylpyridin-4-ylsulfanyl)propylsulfanylmethyl]-3-methyloxazolidin-2-one 251345-15-0 C15H22N2O3S2
5-[3-(2-hydroxymethyl-3-methylpyridin-4-ylsulfanyl)propylsulfanylmethyl]-3-methyloxazolidin-2-one
—— 4-[3-(pyridin-2-ylmethylsulfanyl)-propylsulfanyl]-2-hydroxymethyl-3-methyl-pyridine 251345-18-3 C16H20N2OS2
4-[3-(pyridin-2-ylmethylsulfanyl)-propylsulfanyl]-2-hydroxymethyl-3-methyl-pyridine
—— 2-hydroxymethyl-3-methyl-4-[3-(1-methylpiperidin-3-ylmethylsulfanyl)propylsulfanyl]-pyridine hydrochloride 251345-10-5 C17H28N2OS2*ClH
2-hydroxymethyl-3-methyl-4-[3-(1-methylpiperidin-3-ylmethylsulfanyl)propylsulfanyl]-pyridine hydrochloride
—— [4-(3-mercaptopropylsulfanyl)-3-methylpyridin-2-yl]methanol hydrochloride 251345-20-7 C10H15NOS2*ClH
[4-(3-mercaptopropylsulfanyl)-3-methylpyridin-2-yl]methanol hydrochloride
—— 2-hydroxymethyl-4-[3-(5-chlorothiophen-2-ylmethylsulfanyl)propylsulfanyl]3-methylpyridine 251345-07-0 C15H18ClNOS3
2-hydroxymethyl-4-[3-(5-chlorothiophen-2-ylmethylsulfanyl)propylsulfanyl]3-methylpyridine
—— Pentadecane-2-thiol 62155-05-9 C15H32S
Pentadecane-2-thiol
—— 3-fluoro-6-(phenylthio)phenol 1350814-73-1 C12H9FOS
3-fluoro-6-(phenylthio)phenol
—— 3-fluoro-4-(phenylthio)phenol 1350814-74-2 C12H9FOS
3-fluoro-4-(phenylthio)phenol
—— 2,4-dichloro-6-(methylthio)pyrimidine 1137576-60-3 C5H4Cl2N2S
2,4-dichloro-6-(methylthio)pyrimidine
—— ethenesulfenic acid 2492-74-2 C2H4OS
ethenesulfenic acid
—— 1,2-Bis-butylsulfanyl-4-methyl-benzene 128101-87-1 C15H24S2
1,2-Bis-butylsulfanyl-4-methyl-benzene
—— <2-Butyloxy-aethyl>-vinyl-sulfoxyd 81577-06-2 C8H16O2S
<2-Butyloxy-aethyl>-vinyl-sulfoxyd
—— 8-methyl-2,3-dihydrothiopyrano<2,3-c>pyridine 122624-43-5 C9H11NS
8-methyl-2,3-dihydrothiopyrano<2,3-c>pyridine
—— 2-(2-methylbenzylthio)-3,6-diisopropylpyrazine 120061-25-8 C18H24N2S
2-(2-methylbenzylthio)-3,6-diisopropylpyrazine
—— 4-Methyl-1,2-bis-propylsulfanyl-benzene 126829-16-1 C13H20S2
4-Methyl-1,2-bis-propylsulfanyl-benzene
—— (2R)-2-[[2-amino-5-[(2-methylphenyl)methylsulfanyl]-[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino]-4-methylpentan-1-ol 463954-23-6 C19H25N5OS2
(2R)-2-[[2-amino-5-[(2-methylphenyl)methylsulfanyl]-[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino]-4-methylpentan-1-ol
—— 2-((4-thiocyanatophenyl)amino)ethan-1-ol 29269-89-4 C9H10N2OS
2-((4-thiocyanatophenyl)amino)ethan-1-ol
—— 1-Methyl-2,3-bis-propylsulfanyl-benzene 128101-85-9 C13H20S2
1-Methyl-2,3-bis-propylsulfanyl-benzene
—— dimethyl-thiocarbamic acid S-(2,3-difluoro-phenyl) ester 1028843-10-8 C9H9F2NOS
dimethyl-thiocarbamic acid S-(2,3-difluoro-phenyl) ester
—— (2R,3R)-2,3-bis((tert-butyldiphenylsiloxy)methyl)-1,1-bis(methylthio)cyclobutane 129215-08-3 C40H52O2S2Si2
(2R,3R)-2,3-bis((tert-butyldiphenylsiloxy)methyl)-1,1-bis(methylthio)cyclobutane
—— 2-[(2-methylbenzyl)thio]pyridine 646511-49-1 C13H13NS
2-[(2-methylbenzyl)thio]pyridine
—— 4-Chloro-6-(2,6-difluoro-phenylamino)-2-methylsulfanyl-pyrimidine-5-carbaldehyde 444605-13-4 C12H8ClF2N3OS
4-Chloro-6-(2,6-difluoro-phenylamino)-2-methylsulfanyl-pyrimidine-5-carbaldehyde
—— 4-Chloro-6-(2,6-difluoro-phenylamino)-2-methylsulfanyl-pyrimidine-5-carbonitrile 357935-93-4 C12H7ClF2N4S
4-Chloro-6-(2,6-difluoro-phenylamino)-2-methylsulfanyl-pyrimidine-5-carbonitrile
—— ethyl β-(5-phenyl-3-isoxazolylthio)propionic acid 66196-70-1 C12H11NO3S
ethyl β-(5-phenyl-3-isoxazolylthio)propionic acid
—— 8-(phenylsulfanyl)octa-1,6-diene 872978-72-8 C14H18S
8-(phenylsulfanyl)octa-1,6-diene
—— 2-(carboethoxy)ethyl n-hexyl sulfoxide 1421788-87-5 C11H22O3S
2-(carboethoxy)ethyl n-hexyl sulfoxide
—— 3-(tert-butylsulfinyl)propionic acid ethyl ester 49833-28-5 C9H18O3S
3-(tert-butylsulfinyl)propionic acid ethyl ester
—— 3-(cyclohexylsulfinyl)propionic acid ethyl ester 850175-36-9 C11H20O3S
3-(cyclohexylsulfinyl)propionic acid ethyl ester
—— 2-(1-((tert-butyldimethylsilyl)oxy)vinyl)-6,10-dithiaspiro[4,5]dec-2-ene 868764-59-4 C16H28OS2Si
2-(1-((tert-butyldimethylsilyl)oxy)vinyl)-6,10-dithiaspiro[4,5]dec-2-ene
—— (E)-1-(t-butylthio)oct-2-ene 104221-12-7 C12H24S
(E)-1-(t-butylthio)oct-2-ene
—— 4-Aza-phenothiazin-10-carbonsaeure-1-piperidino-propylester-3 74512-20-2 C20H23N3O2S
4-Aza-phenothiazin-10-carbonsaeure-1-piperidino-propylester-3
—— O-1-pentylprop-2-enyl N,N-dimethylthiocarbamate 65367-40-0 C11H21NOS
O-1-pentylprop-2-enyl N,N-dimethylthiocarbamate
—— S-<(E)-oct-2-enyl> N,N-dimethyl(thiocarbamate) 69265-29-8 C11H21NOS
S-<(E)-oct-2-enyl> N,N-dimethyl(thiocarbamate)