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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
—— 4'-Butoxy-4-aminodiphenylsulfid 62248-51-5 C16H19NOS
4'-Butoxy-4-aminodiphenylsulfid
—— 5-amino-4-chloro-2-phenyl-6-phenylmethanesulfanylpyrimidine 778594-73-3 C17H14ClN3S
5-amino-4-chloro-2-phenyl-6-phenylmethanesulfanylpyrimidine
—— (4-Hexadecylamino-phenylsulfanyl)-acetic acid 86410-27-7 C24H41NO2S
(4-Hexadecylamino-phenylsulfanyl)-acetic acid
—— 2-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-4-cyclohexyl-6-{[3-(diethylamino)propyl]-amino}pyridine-3,5-dicarbonitrile 1030622-88-8 C30H35ClN6S2
2-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-4-cyclohexyl-6-{[3-(diethylamino)propyl]-amino}pyridine-3,5-dicarbonitrile
—— 2-chloro-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-4-cyclohexylpyridine-3,5-dicarbonitrile 1030623-71-2 C23H18Cl2N4S2
2-chloro-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-4-cyclohexylpyridine-3,5-dicarbonitrile
—— 4-(4-ethoxy-phenylsulfanyl)-aniline 62248-53-7 C14H15NOS
4-(4-ethoxy-phenylsulfanyl)-aniline
—— (S)-2,2,2-Trifluoro-1-p-tolylsulfanylmethyl-ethylamine 177268-09-6 C10H12F3NS
(S)-2,2,2-Trifluoro-1-p-tolylsulfanylmethyl-ethylamine
—— ethyl N,N'-dicyclohexylcarbamimidothioate;hydron;bromide —— C15H29BrN2S
ethyl N,N'-dicyclohexylcarbamimidothioate;hydron;bromide
—— 2-n-Butylthio-4,5,6-triaminopyrimidin 73000-32-5 C8H15N5S
2-n-Butylthio-4,5,6-triaminopyrimidin
—— 2-Methyl-1-(4-methylsulfanyl-phenyl)-3-[3-(2,3,5,6-tetrahydro-imidazo[2,1-b]thiazol-6-yl)-phenyl]-isothiourea 87023-18-5 C20H22N4S3
2-Methyl-1-(4-methylsulfanyl-phenyl)-3-[3-(2,3,5,6-tetrahydro-imidazo[2,1-b]thiazol-6-yl)-phenyl]-isothiourea
—— 5-n-propylthio-2-pyrrolylglyoxylic acid ethyl ester 75211-54-0 C11H15NO3S
5-n-propylthio-2-pyrrolylglyoxylic acid ethyl ester
—— 1-(3-fluorophenyl)thio-2-bromoethane 333782-25-5 C8H8BrFS
1-(3-fluorophenyl)thio-2-bromoethane
—— 3-(methylthiomethoxy)propan-1-ol 1206537-50-9 C5H12O2S
3-(methylthiomethoxy)propan-1-ol
—— 4-(methoxymethylthio)butan-1-ol 1206537-46-3 C6H14O2S
4-(methoxymethylthio)butan-1-ol
—— 2,2,2-trichloroethyl N-(4-p-methylthiophenyl-2-thiazolyl)carbamate 83758-14-9 C13H11Cl3N2O2S2
2,2,2-trichloroethyl N-(4-p-methylthiophenyl-2-thiazolyl)carbamate
—— 5-ethyl-6-(1-naphthylmethyl)-2-[(thiophen-2-yl)thio]pyrimidin-4(3H)-one 1075181-62-2 C21H18N2OS2
5-ethyl-6-(1-naphthylmethyl)-2-[(thiophen-2-yl)thio]pyrimidin-4(3H)-one
—— hydron;methyl N,N'-dicyclohexylcarbamimidothioate;iodide —— C14H26N2S*HI
hydron;methyl N,N'-dicyclohexylcarbamimidothioate;iodide
—— 2,5-bis((phenylmethyl)thio)pyridine 85330-77-4 C19H17NS2
2,5-bis((phenylmethyl)thio)pyridine
—— 2-hydroxy-2-(4-(methylthio)phenyl)-1-octyl-2,3-dihydro-1H-imidazo[1,2-a]pyrimidin-4-ium bromide 1313613-62-5 Br*C21H30N3OS
2-hydroxy-2-(4-(methylthio)phenyl)-1-octyl-2,3-dihydro-1H-imidazo[1,2-a]pyrimidin-4-ium bromide
—— 1,1-dioxothietan-3-amine hydrochloride 1422344-24-8 C3H7NO2S*ClH
1,1-dioxothietan-3-amine hydrochloride
—— phenylthio-6-O-tert-butyldimethylsilyl-2,3-dideoxy-α-D-threo-hex-2-enopyranoside 125654-35-5 C18H28O3SSi
phenylthio-6-O-tert-butyldimethylsilyl-2,3-dideoxy-α-D-threo-hex-2-enopyranoside
—— 4-nitro-5-phenylthioimidazole 113121-60-1 C9H7N3O2S
4-nitro-5-phenylthioimidazole
—— 1-methyl-5-nitro-4-phenylthioimidazole 32057-98-0 C10H9N3O2S
1-methyl-5-nitro-4-phenylthioimidazole
—— 6-(4-chlorophenylthio)-8-methyl-3-phenethylthiomethylimidazo[1,2-a]pyridine 1076691-19-4 C23H21ClN2S2
6-(4-chlorophenylthio)-8-methyl-3-phenethylthiomethylimidazo[1,2-a]pyridine
—— 1-methyl-4-(4'-methylphenyl)thio-5-nitroimidazole 113121-62-3 C11H11N3O2S
1-methyl-4-(4'-methylphenyl)thio-5-nitroimidazole
—— (2-Benzylsulfanyl-6-methyl-pyrimidin-4-yloxy)-acetic acid methyl ester 115996-86-6 C15H16N2O3S
(2-Benzylsulfanyl-6-methyl-pyrimidin-4-yloxy)-acetic acid methyl ester
—— (6-methyl-2-methylthio-4-pyrimidinyloxy)acetic acid amide 54069-05-5 C8H11N3O2S
(6-methyl-2-methylthio-4-pyrimidinyloxy)acetic acid amide
—— 2-ethyl-2-(1-hydroxybutyl)-1,3-dithiane 74647-07-7 C10H20OS2
2-ethyl-2-(1-hydroxybutyl)-1,3-dithiane
—— [3-(3-bromo-propane-1-sulfonyl)-propoxy]-tert-butyl-dimethyl-silane 1426800-40-9 C12H27BrO3SSi
[3-(3-bromo-propane-1-sulfonyl)-propoxy]-tert-butyl-dimethyl-silane
—— 3-[3-(tert-butyl-dimethyl-silanyloxy)-propane-1-sulfonyl]-propan-1-ol 1426800-36-3 C12H28O4SSi
3-[3-(tert-butyl-dimethyl-silanyloxy)-propane-1-sulfonyl]-propan-1-ol
—— 4,6,4',6'-tetramethyl-2,2'-propane-1,3-diylbissulfanyl-bis-pyrimidine 14961-46-7 C15H20N4S2
4,6,4',6'-tetramethyl-2,2'-propane-1,3-diylbissulfanyl-bis-pyrimidine
—— (2-Phenylsulfanyl-2-trimethylsilanylethynyl-cyclopropyl)-methanol 138806-40-3 C15H20OSSi
(2-Phenylsulfanyl-2-trimethylsilanylethynyl-cyclopropyl)-methanol
—— hydron;prop-2-enyl N,N'-dicyclohexylcarbamimidothioate;bromide —— C16H29BrN2S
hydron;prop-2-enyl N,N'-dicyclohexylcarbamimidothioate;bromide
—— 2-isothiocyanato-2,<i>N</i>,<i>N</i>-trimethyl-thiopropionamide 61796-06-3 C7H12N2S2
2-isothiocyanato-2,<i>N</i>,<i>N</i>-trimethyl-thiopropionamide
—— 4-pyridylsulfanyl phthalonitrile 808118-81-2 C13H7N3S
4-pyridylsulfanyl phthalonitrile
—— 3-tert-butyl-6-[(2,4-difluorophenyl)thio][1,2,4]triazolo[4,3-a]pyridine 876372-60-0 C16H15F2N3S
3-tert-butyl-6-[(2,4-difluorophenyl)thio][1,2,4]triazolo[4,3-a]pyridine
—— 2-[(3,4-dimethoxyphenyl)thio]pyrimidine 646511-20-8 C12H12N2O2S
2-[(3,4-dimethoxyphenyl)thio]pyrimidine
—— 2-(3,4-dimethoxyphenylthio)benzaldoxime 128958-96-3 C15H15NO3S
2-(3,4-dimethoxyphenylthio)benzaldoxime
—— dimethyldibenzotetrathiafulvalene 67855-76-9 C16H12S4
dimethyldibenzotetrathiafulvalene
—— (E)-1,1,1-Trifluoro-3-phenylsulfanyl-hept-5-en-2-one 177272-38-7 C13H13F3OS
(E)-1,1,1-Trifluoro-3-phenylsulfanyl-hept-5-en-2-one
—— 2,4-diamino-5-methyl-6-(3',4'-dimethoxyphenylsulfanyl)furo[2,3-d]pyrimidine 1217309-60-8 C15H16N4O3S
2,4-diamino-5-methyl-6-(3',4'-dimethoxyphenylsulfanyl)furo[2,3-d]pyrimidine
—— 2,4-diamino-5-isopropyl-6-(3',4'-dimethoxyphenylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine 1043925-19-4 C17H21N5O2S
2,4-diamino-5-isopropyl-6-(3',4'-dimethoxyphenylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine
—— 2-chloro-4-(3-nitrophenylsulphanyl)pyrimidine 213747-78-5 C10H6ClN3O2S
2-chloro-4-(3-nitrophenylsulphanyl)pyrimidine
—— 2,4-diamino-5-propyl-6-(3',4'-dimethoxyphenylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine 1043925-11-6 C17H21N5O2S
2,4-diamino-5-propyl-6-(3',4'-dimethoxyphenylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine
—— 7-(methylsulfanyl)-1,2,4-benzotriazin-3-amine 1-oxide 494226-34-5 C8H8N4OS
7-(methylsulfanyl)-1,2,4-benzotriazin-3-amine 1-oxide
—— Trimethyl-(7-phenylsulfanyl-bicyclo[4.1.0]hept-7-ylethynyl)-silane 138806-42-5 C18H24SSi
Trimethyl-(7-phenylsulfanyl-bicyclo[4.1.0]hept-7-ylethynyl)-silane
—— methyl 4-methylbicyclo<2.2.2>oct-1-yl sulphoxide 54798-86-6 C10H18OS
methyl 4-methylbicyclo<2.2.2>oct-1-yl sulphoxide
—— (2-chlorothiazol-5-yl)methyl 3,3-bis(4-fluorophenylthio)-N-(phenyl)thiopropionimidate 1107009-17-5 C25H19ClF2N2S4
(2-chlorothiazol-5-yl)methyl 3,3-bis(4-fluorophenylthio)-N-(phenyl)thiopropionimidate
—— 3,3-bis(4-fluorophenylthio)-N-(phenyl)thiopropionamide 1107011-23-3 C21H17F2NS3
3,3-bis(4-fluorophenylthio)-N-(phenyl)thiopropionamide
—— 4-Methyl-3-(methylthio)-1,2,4-triazol 21094-61-1 C4H7N3S
4-Methyl-3-(methylthio)-1,2,4-triazol