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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
—— 3-tert-Butylsulfanyl-5-methyl-pyridine 18794-47-3 C10H15NS
3-tert-Butylsulfanyl-5-methyl-pyridine
—— (R)-5-(α-p-chlorophenylthio)acetoxy-1,1-dimethoxyhexane 158575-46-3 C16H23ClO4S
(R)-5-(α-p-chlorophenylthio)acetoxy-1,1-dimethoxyhexane
—— 2-methyl-5-(((3-(trifluoromethyl)thieno[3,4-b]pyrazin-2-yl)thio)methyl)-1,3,4-oxadiazole 1381779-33-4 C11H7F3N4OS2
2-methyl-5-(((3-(trifluoromethyl)thieno[3,4-b]pyrazin-2-yl)thio)methyl)-1,3,4-oxadiazole
—— 2-t-butylthio-3-methylpyridine 18833-87-9 C10H15NS
2-t-butylthio-3-methylpyridine
—— 10-nitro-8H-thiochromeno[2',3':4,5]imidazo[2,1-a]isoquinoline 1451058-45-9 C18H11N3O2S
10-nitro-8H-thiochromeno[2',3':4,5]imidazo[2,1-a]isoquinoline
—— 2-tert-Butylsulfanyl-5-methyl-pyridine 18794-46-2 C10H15NS
2-tert-Butylsulfanyl-5-methyl-pyridine
—— 7-cyano-2-hexylthio-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one 112589-33-0 C12H14N4OS2
7-cyano-2-hexylthio-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one
—— 2-(2-chloro-6-nitrophenylthio)-1-nitroimidazole 683276-71-3 C9H5ClN4O4S
2-(2-chloro-6-nitrophenylthio)-1-nitroimidazole
—— 7-phenyl-3-phenylsulfanylheptanoic acid hydroxyamide 193549-05-2 C19H23NO2S
7-phenyl-3-phenylsulfanylheptanoic acid hydroxyamide
—— 3-<3-(pentylthio)pyrazinyl>-1,2,5,6-tetrahydro-1-methylpyridine hydrochloride 138430-96-3 C15H23N3S*ClH
3-<3-(pentylthio)pyrazinyl>-1,2,5,6-tetrahydro-1-methylpyridine hydrochloride
—— 3.5-Dihydroxy-6-hexylmercapto-1.2.4-triazin 4956-08-5 C9H15N3O2S
3.5-Dihydroxy-6-hexylmercapto-1.2.4-triazin
—— 2-Chlorcyclopentyl-4-chlorphenylsulfid 99860-81-8 C11H12Cl2S
2-Chlorcyclopentyl-4-chlorphenylsulfid
—— 5-hydroxy-10-nitro-8H-thiochromeno[2',3':4,5]imidazo[2,1-a]isoquinoline 1451058-47-1 C18H11N3O3S
5-hydroxy-10-nitro-8H-thiochromeno[2',3':4,5]imidazo[2,1-a]isoquinoline
—— 7-methyl-10-nitro-8H-thiochromeno[2',3':4,5]imidazo[2,1-a]isoquinoline 1451058-48-2 C19H13N3O2S
7-methyl-10-nitro-8H-thiochromeno[2',3':4,5]imidazo[2,1-a]isoquinoline
—— 3.5-Dihydroxy-6-butylmercapto-1.2.4-triazin 4968-47-2 C7H11N3O2S
3.5-Dihydroxy-6-butylmercapto-1.2.4-triazin
—— (4-Chloro-phenylsulfanyl)-acetic acid (R)-1-methyl-5-oxo-pentyl ester 158575-47-4 C14H17ClO3S
(4-Chloro-phenylsulfanyl)-acetic acid (R)-1-methyl-5-oxo-pentyl ester
—— 3.5-Dihydroxy-6-cyclohexylmercapto-1.2.4-triazin 90792-89-5 C9H13N3O2S
3.5-Dihydroxy-6-cyclohexylmercapto-1.2.4-triazin
—— N-Methyl-thiocarbamidsaeure-chlorid 867-51-6 C2H4ClNS
N-Methyl-thiocarbamidsaeure-chlorid
—— 6-cyano-2-heptylthio-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one 112589-32-9 C13H16N4OS2
6-cyano-2-heptylthio-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one
—— 5-(3,5-Dichlorophenylthio)-1-ethyl-4-isopropyl-1H-imidazol-2-ylmethyl decanoylcarbamate 196406-02-7 C26H37Cl2N3O3S
5-(3,5-Dichlorophenylthio)-1-ethyl-4-isopropyl-1H-imidazol-2-ylmethyl decanoylcarbamate
—— 1,7-diperfluorohexyl-4-[(hydrothio)methyl]heptane 1334164-80-5 C20H16F26S
1,7-diperfluorohexyl-4-[(hydrothio)methyl]heptane
—— 7-(2-Chloro-4-fluoro-phenylsulfanyl)-2-methylsulfanyl-thiazolo[4,5-b]pyridine-6-carbonitrile 905435-06-5 C14H7ClFN3S3
7-(2-Chloro-4-fluoro-phenylsulfanyl)-2-methylsulfanyl-thiazolo[4,5-b]pyridine-6-carbonitrile
—— 5-(Pyridin-2-ylsulfanylmethyl)-5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiine-2-thione 569649-46-3 C11H9NS6
5-(Pyridin-2-ylsulfanylmethyl)-5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiine-2-thione
—— (R)-2-Amino-2-(2-(methylthio)phenyl)ethan-1-ol 1212933-22-6 C9H13NOS
(R)-2-Amino-2-(2-(methylthio)phenyl)ethan-1-ol
—— methyl 4,6-dimethyl-2-(phenylthio)benzoate 102736-34-5 C16H16O2S
methyl 4,6-dimethyl-2-(phenylthio)benzoate
—— 5-Methylmercapto-2-methyl-s-triazolo<3,4-b>-1,3,4-thiadiazol 14778-91-7 C5H6N4S2
5-Methylmercapto-2-methyl-s-triazolo<3,4-b>-1,3,4-thiadiazol
—— (3-amino-phenylsulfanyl)-acetic acid 100960-92-7 C8H9NO2S
(3-amino-phenylsulfanyl)-acetic acid
—— 5-hexyl-3-methyl-2-phenylthiofuran 110363-47-8 C17H22OS
5-hexyl-3-methyl-2-phenylthiofuran
—— n-Benzyl-1-[(4-bromophenyl)sulfanyl]-n-{[(4-bromophenyl)sulfanyl]methyl}methanamine 67857-78-7 C21H19Br2NS2
n-Benzyl-1-[(4-bromophenyl)sulfanyl]-n-{[(4-bromophenyl)sulfanyl]methyl}methanamine
—— 1-methylsulfanyl-2-(4-nitro-phenylsulfanyl)-benzene 107622-55-9 C13H11NO2S2
1-methylsulfanyl-2-(4-nitro-phenylsulfanyl)-benzene
—— 3-((6-oxo-1,6-dihydropyrimidin-2-yl)thio)propanoic acid 948226-98-0 C7H8N2O3S
3-((6-oxo-1,6-dihydropyrimidin-2-yl)thio)propanoic acid
—— 1-Chloro-3-(4,5-dimethyl-4H-[1,2,4]triazol-3-ylsulfanyl)-propan-2-ol 125707-64-4 C7H12ClN3OS
1-Chloro-3-(4,5-dimethyl-4H-[1,2,4]triazol-3-ylsulfanyl)-propan-2-ol
—— 3-methyl-2-phenylthio-5-propylfuran 110363-46-7 C14H16OS
3-methyl-2-phenylthio-5-propylfuran
—— n,n-Bis{[(4-chlorophenyl)sulfanyl]methyl}-2-methylpropan-2-amine 67857-77-6 C18H21Cl2NS2
n,n-Bis{[(4-chlorophenyl)sulfanyl]methyl}-2-methylpropan-2-amine
—— 5-(3,5-dichloro-phenylsulphanyl)-1-ethyl-3-methyl-1H-pyrazole-4-carbaldehyde 412327-40-3 C13H12Cl2N2OS
5-(3,5-dichloro-phenylsulphanyl)-1-ethyl-3-methyl-1H-pyrazole-4-carbaldehyde
—— 7-chloro-2,3-dihydro-1H-pyrido[2,3-b][1,4]thiazine 1259513-96-6 C7H7ClN2S
7-chloro-2,3-dihydro-1H-pyrido[2,3-b][1,4]thiazine
—— 2-(benzylthio)-3-(4,5-dihydroisoxazol-3-yl)pyridine 1161871-66-4 C15H14N2OS
2-(benzylthio)-3-(4,5-dihydroisoxazol-3-yl)pyridine
—— methyl 3-isopropylidene-2-(methylsulfonyl)bicyclo<2.2.1>hept-5-ene-2-carboxylate 130884-34-3 C13H18O4S
methyl 3-isopropylidene-2-(methylsulfonyl)bicyclo<2.2.1>hept-5-ene-2-carboxylate
—— 4-((1H-indol-3-yl)thio)aniline 32884-76-7 C14H12N2S
4-((1H-indol-3-yl)thio)aniline
—— <<(bromomethyl)sulfonyl>methylene>cycloheptane 102683-73-8 C9H15BrO2S
<<(bromomethyl)sulfonyl>methylene>cycloheptane
—— dimethyl (S)-3-t-butoxycarbonylamino-5-[2-chloro-4-(2-methoxymethoxy-5-trifluoromethylphenylthio)phenyl]-3-methyl-1-pentylphosphonate 1260512-36-4 C28H38ClF3NO7PS
dimethyl (S)-3-t-butoxycarbonylamino-5-[2-chloro-4-(2-methoxymethoxy-5-trifluoromethylphenylthio)phenyl]-3-methyl-1-pentylphosphonate
—— (4S,1'R,2'S)-4-2'-acetyl-1'-methylcyclobut-1,3-dioxolan-2-thione 173612-98-1 C10H14O3S
(4S,1'R,2'S)-4-2'-acetyl-1'-methylcyclobut-1,3-dioxolan-2-thione
—— dimethyl (S)-3-(((tert-butoxy)carbonyl)amino)-5-(2-chloro-4-(5-ethoxy-2-(methoxymethyloxy)phenylthio)phenyl)-3-propylpentylphosphonate 1383617-60-4 C31H47ClNO8PS
dimethyl (S)-3-(((tert-butoxy)carbonyl)amino)-5-(2-chloro-4-(5-ethoxy-2-(methoxymethyloxy)phenylthio)phenyl)-3-propylpentylphosphonate
—— N-(2-Methylallyl)-thioacetamid 6638-31-9 C6H11NS
N-(2-Methylallyl)-thioacetamid
—— (-)-(4S,1'R,2'S)-4-2'-1"-hydroxy-1"-methylethyl-1'-methylcyclobutyl-1,3-dioxolan-2-thione 153530-82-6 C11H18O3S
(-)-(4S,1'R,2'S)-4-2'-1"-hydroxy-1"-methylethyl-1'-methylcyclobutyl-1,3-dioxolan-2-thione
—— (S)-2-t-butoxycarbonylamino-4-[2-chloro-4-(2-methoxymethoxy-5-trifluoromethylphenylthio)phenyl]-2-methylbutan-1-ol 1260512-33-1 C25H31ClF3NO5S
(S)-2-t-butoxycarbonylamino-4-[2-chloro-4-(2-methoxymethoxy-5-trifluoromethylphenylthio)phenyl]-2-methylbutan-1-ol
—— N-2-Methylpropenylthioacetamid 37109-54-9 C6H11NS
N-2-Methylpropenylthioacetamid
—— (S)-2-(((tert-butoxy)carbonyl)amino)-4-{2-chloro-4-(5-ethoxy-2-(methoxymethyloxy)phenylthio)phenyl}-2-propylbutan-1-ol 1383617-57-9 C28H40ClNO6S
(S)-2-(((tert-butoxy)carbonyl)amino)-4-{2-chloro-4-(5-ethoxy-2-(methoxymethyloxy)phenylthio)phenyl}-2-propylbutan-1-ol
—— N-(tert-Butyloxycarbonyl)-DL-dithioalanin-methylester 141041-85-2 C9H17NO2S2
N-(tert-Butyloxycarbonyl)-DL-dithioalanin-methylester
—— (-)-(4S,1'S,2'R)-4-2'-1"-hydroxy-1"-methylethyl-1'-methylcyclobutyl-1,3-dioxolan-2-thione 153610-34-5 C11H18O3S
(-)-(4S,1'S,2'R)-4-2'-1"-hydroxy-1"-methylethyl-1'-methylcyclobutyl-1,3-dioxolan-2-thione