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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
—— 6-methoxy-4-{1-(methoxycarbonyl)ethoxy}-2-methylthiopyrimidine 353293-48-8 C10H14N2O4S
6-methoxy-4-{1-(methoxycarbonyl)ethoxy}-2-methylthiopyrimidine
—— 3-methyl-6-[(4'-fluoro-phenyl)-thio]-benzyl alcohol 54435-19-7 C14H13FOS
3-methyl-6-[(4'-fluoro-phenyl)-thio]-benzyl alcohol
—— <i>N</i>,<i>N</i>-dimethyl-<i>N</i>'-sulfinyl-hydrazine 13066-24-5 C2H6N2OS
<i>N</i>,<i>N</i>-dimethyl-<i>N</i>'-sulfinyl-hydrazine
—— 4-(2'-Methyl-1',3'-dithian-2'-yl)butanal 128084-17-3 C9H16OS2
4-(2'-Methyl-1',3'-dithian-2'-yl)butanal
—— 4-(methyl)thiobenzaldehyde N,N-dimethylhydrazone 253586-01-5 C10H14N2S
4-(methyl)thiobenzaldehyde N,N-dimethylhydrazone
—— 4-methoxy-6-{[4'-(methylthio)-phenyl]thio}-benzyl alcohol 54413-86-4 C15H16O2S2
4-methoxy-6-{[4'-(methylthio)-phenyl]thio}-benzyl alcohol
—— S,S'-dimethyl O,O'-3-oxapentane-1,5-diyl bis(dithiocarbonate) 198981-45-2 C8H14O3S4
S,S'-dimethyl O,O'-3-oxapentane-1,5-diyl bis(dithiocarbonate)
—— 3-(2-chloroethanesulfonyl)propionyl chloride 61515-41-1 C5H8Cl2O3S
3-(2-chloroethanesulfonyl)propionyl chloride
—— 3-fluoro-4-(2-(5-(hydroxymethyl)pyridin-2-ylamino)thiazol-5-ylthio)picolinic acid 1034922-11-6 C15H11FN4O3S2
3-fluoro-4-(2-(5-(hydroxymethyl)pyridin-2-ylamino)thiazol-5-ylthio)picolinic acid
—— N-methoxy-N-methyl-4-[(4-methylphenyl)thio]thieno[2,3-c]pyridine-2-carboxamide 251992-69-5 C17H16N2O2S2
N-methoxy-N-methyl-4-[(4-methylphenyl)thio]thieno[2,3-c]pyridine-2-carboxamide
—— tris(nonafluorobutanesulfonyl)methane 182505-69-7 C13HF27O6S3
tris(nonafluorobutanesulfonyl)methane
—— methyl 3-[2-(2-phenylthioethoxy)ethylaminosulphonyl]propanoate 189012-92-8 C14H21NO5S2
methyl 3-[2-(2-phenylthioethoxy)ethylaminosulphonyl]propanoate
—— ethyl 2-((4-fluorophenyl)thio)acetate 78066-05-4 C10H11FO2S
ethyl 2-((4-fluorophenyl)thio)acetate
—— 4-[(4-methylphenyl)thio]thieno[2,3-c]pyridine-2-carboxaldehyde 251992-72-0 C15H11NOS2
4-[(4-methylphenyl)thio]thieno[2,3-c]pyridine-2-carboxaldehyde
—— 5-(2-Propylsulfanyl-phenyl)-[1,3,4]thiadiazol-2-ylamine 112764-31-5 C11H13N3S2
5-(2-Propylsulfanyl-phenyl)-[1,3,4]thiadiazol-2-ylamine
—— bis(3-phenyl-4-sydnonyl)sulfide 16796-28-4 C16H10N4O4S
bis(3-phenyl-4-sydnonyl)sulfide
—— 4-(4-Fluorophenyl)thiomethyl-1,3-dioxol-2-one 111738-29-5 C10H7FO3S
4-(4-Fluorophenyl)thiomethyl-1,3-dioxol-2-one
—— (S)-[1-[(4-fluorophenylthio)methyl]-2-methylpropyl]carbamic acid 1,1-dimethylethyl ester 286454-90-8 C16H24FNO2S
(S)-[1-[(4-fluorophenylthio)methyl]-2-methylpropyl]carbamic acid 1,1-dimethylethyl ester
—— 4-fluorophenyl thiochloroformate 39248-85-6 C7H4ClFOS
4-fluorophenyl thiochloroformate
—— 6-(3-(4-fluorophenylsulfanyl)indol-1-yl)-1,3-dihydro-1-hydroxy-2,1-benzoxaborole 1309068-73-2 C21H15BFNO2S
6-(3-(4-fluorophenylsulfanyl)indol-1-yl)-1,3-dihydro-1-hydroxy-2,1-benzoxaborole
—— 3-bromo-6-[(4-fluorophenyl)sulfanyl]pyrazine-2-carboxylic acid methyl ester 1093383-19-7 C12H8BrFN2O2S
3-bromo-6-[(4-fluorophenyl)sulfanyl]pyrazine-2-carboxylic acid methyl ester
—— 2-amino-6-methyl-5-[(4-fluorophenyl)sulfanyl]hieno[2,3-d]pyrimidin-4(3H)-one 1059126-73-6 C13H10FN3OS2
2-amino-6-methyl-5-[(4-fluorophenyl)sulfanyl]hieno[2,3-d]pyrimidin-4(3H)-one
—— 2,5-dichloro-4-[(2,5-difluorophenyl)-(4-fluorophenylthio)methyl]pyridine 820224-73-5 C18H10Cl2F3NS
2,5-dichloro-4-[(2,5-difluorophenyl)-(4-fluorophenylthio)methyl]pyridine
—— 5-(1-Adamantyl)-3-[(4-fluorophenyl)sulfanylmethyl]-4-nitro-1,2-oxazole 916922-16-2 C20H21FN2O3S
5-(1-Adamantyl)-3-[(4-fluorophenyl)sulfanylmethyl]-4-nitro-1,2-oxazole
—— (R)-N-(2-methyl-3-fluoro-4-[4-fluorophenyl]sulphanylphenyl)-2-hydroxy-2-methyl-3,3,3-trifluoropropanamide 329926-80-9 C17H14F5NO2S
(R)-N-(2-methyl-3-fluoro-4-[4-fluorophenyl]sulphanylphenyl)-2-hydroxy-2-methyl-3,3,3-trifluoropropanamide
—— 2-benzyl-4-bromo-5-[(4-fluorophenyl)thio]pyridazin-3(2H)-one 565156-87-8 C17H12BrFN2OS
2-benzyl-4-bromo-5-[(4-fluorophenyl)thio]pyridazin-3(2H)-one
—— N-[1-(2-chloro-4-fluorophenyl)-3-(4-fluorophenylthio)-2-propenylidene]-4-methylaniline 1140915-61-2 C22H16ClF2NS
N-[1-(2-chloro-4-fluorophenyl)-3-(4-fluorophenylthio)-2-propenylidene]-4-methylaniline
—— 2-amino-6-ethyl-5-[(4-fluorophenyl)sulfanyl]thieno[2,3-d]pyrimidin-4(3H)-one 1178542-72-7 C14H12FN3OS2
2-amino-6-ethyl-5-[(4-fluorophenyl)sulfanyl]thieno[2,3-d]pyrimidin-4(3H)-one
—— 2-(4-fluorophenylthio)-7H-pyrrolo[2,3-d]pyrimidin-4-ol 1361960-93-1 C12H8FN3OS
2-(4-fluorophenylthio)-7H-pyrrolo[2,3-d]pyrimidin-4-ol
—— ethyl 4-phenylthio-quinoline-3-carboxylate 88350-87-2 C18H15NO2S
ethyl 4-phenylthio-quinoline-3-carboxylate
—— {2-[(4-fluorophenyl)thio]phenyl}acetic acid 14359-51-4 C14H11FO2S
{2-[(4-fluorophenyl)thio]phenyl}acetic acid
—— <4-Fluor-phenyl>-propyl-sulfid 702-19-2 C9H11FS
<4-Fluor-phenyl>-propyl-sulfid
—— (S)-4-[2-(4-fluoro-phenylsulfanyl)-ethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 1205642-34-7 C18H26FNO3S
(S)-4-[2-(4-fluoro-phenylsulfanyl)-ethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester
—— 6-bromo-3-[(4-fluorophenyl)sulfanyl]pyrazine-2-carboxylic acid methyl ester 1093383-18-6 C12H8BrFN2O2S
6-bromo-3-[(4-fluorophenyl)sulfanyl]pyrazine-2-carboxylic acid methyl ester
—— 3-(4-fluorophenylsulfanyl)but-2-enoic acid methyl ester 1093350-51-6 C11H11FO2S
3-(4-fluorophenylsulfanyl)but-2-enoic acid methyl ester
—— 1-bromo-3-[(4-fluorophenyl)thio]benzene 170690-99-0 C12H8BrFS
1-bromo-3-[(4-fluorophenyl)thio]benzene
—— decahydronaphthalen-2-yl 3,3-bis(4-fluorophenylthio)-N-(3,4-dimethylphenyl)thiopropionimidate 1107007-54-4 C33H37F2NS3
decahydronaphthalen-2-yl 3,3-bis(4-fluorophenylthio)-N-(3,4-dimethylphenyl)thiopropionimidate
—— 6-[(4-fluorophenyl)sulfanylmethyl]-1H-pyrimidine-2,4-dione 1009628-49-2 C11H9FN2O2S
6-[(4-fluorophenyl)sulfanylmethyl]-1H-pyrimidine-2,4-dione
—— 1-ethyl-6-((4-fluorophenyl)thio)-N-(5-methyl-1H-pyrazol-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine 1361960-83-9 C17H16FN7S
1-ethyl-6-((4-fluorophenyl)thio)-N-(5-methyl-1H-pyrazol-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine
—— 3-butenyl benzyl(4-fluorophenylthio)methyl ether 1026991-40-1 C18H19FOS
3-butenyl benzyl(4-fluorophenylthio)methyl ether
—— 3-(2-fluorophenylsulfanyl)-6-methoxypyridazine 454181-94-3 C11H9FN2OS
3-(2-fluorophenylsulfanyl)-6-methoxypyridazine
—— 2-((perfluorobutyl)sulfonyl)acetonitrile 75988-02-2 C6H2F9NO2S
2-((perfluorobutyl)sulfonyl)acetonitrile
—— 2-(4-Fluoro-phenylsulfanyl)-6-nitro-benzonitrile 168910-83-6 C13H7FN2O2S
2-(4-Fluoro-phenylsulfanyl)-6-nitro-benzonitrile
—— 2-methyl-thiazolo[3,2-b][1,2,4]triazine-3,7-dione 20922-98-9 C6H5N3O2S
2-methyl-thiazolo[3,2-b][1,2,4]triazine-3,7-dione
—— 3-(4-fluoro-phenylsulfanyl)-6-methanesulfonyl-2-methyl-1H-indole 507271-44-5 C16H14FNO2S2
3-(4-fluoro-phenylsulfanyl)-6-methanesulfonyl-2-methyl-1H-indole
—— 5-(4-fluorophenylsulfanyl)-thiazolidine-2,4-dione 125518-79-8 C9H6FNO2S2
5-(4-fluorophenylsulfanyl)-thiazolidine-2,4-dione
—— 2-(2-aminophenylsulfanylmethyl)succinic acid 17547-84-1 C11H13NO4S
2-(2-aminophenylsulfanylmethyl)succinic acid
—— 4-((4-fluorophenyl)thio)pyridine 75580-66-4 C11H8FNS
4-((4-fluorophenyl)thio)pyridine
—— 1-(cyclobutylthio)-4-fluorobenzene 871657-76-0 C10H11FS
1-(cyclobutylthio)-4-fluorobenzene
—— 2-(4-fluorophenyl-sulfanyl)-6-[3-methoxy-4-(2-pyrrolidine-1-yl-ethoxy)phenyl]-5,6-dihydro-pyrrolo[3,4-b]pyridine-7-one 1373433-02-3 C26H26FN3O3S
2-(4-fluorophenyl-sulfanyl)-6-[3-methoxy-4-(2-pyrrolidine-1-yl-ethoxy)phenyl]-5,6-dihydro-pyrrolo[3,4-b]pyridine-7-one