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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-[3-({4-[(1-methyl-1H-pyrazol-5-yl)methyl]phenyl}thio)phenyl]tetrahydro-2H-pyran-4-carboxamide 1159185-78-0 C23H25N3O2S
4-[3-({4-[(1-methyl-1H-pyrazol-5-yl)methyl]phenyl}thio)phenyl]tetrahydro-2H-pyran-4-carboxamide
—— 5,11,17-Tritert-butyl-23-(4-methylphenyl)sulfanylpentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaene-25,26,27,28-tetrol 1237538-95-2 C47H54O4S
5,11,17-Tritert-butyl-23-(4-methylphenyl)sulfanylpentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaene-25,26,27,28-tetrol
—— 4-{3-[3-fluoro-4-(2-methyl-2H-pyrazol-3-ylmethyl)phenylsulfanyl]phenyl}tetrahydro-pyran-4-carboxylic acid amide 1159185-76-8 C23H24FN3O2S
4-{3-[3-fluoro-4-(2-methyl-2H-pyrazol-3-ylmethyl)phenylsulfanyl]phenyl}tetrahydro-pyran-4-carboxylic acid amide
—— ethyl 3-hydroxy-5-oxo-7-aminothiazolino<3,2-a>pyrimidine-3-acetate 78974-58-0 C10H13N3O4S
ethyl 3-hydroxy-5-oxo-7-aminothiazolino<3,2-a>pyrimidine-3-acetate
—— 4-(3-{[5-chloro-6-(1-methyl-1H-pyrazol-5-yl)pyridin-3-yl]thio}phenyl)tetrahydro-2H-pyran-4-carboxamide 1159185-52-0 C21H21ClN4O2S
4-(3-{[5-chloro-6-(1-methyl-1H-pyrazol-5-yl)pyridin-3-yl]thio}phenyl)tetrahydro-2H-pyran-4-carboxamide
—— 2a-hydroxy-2a,3-dihydro-2<i>H</i>,5<i>H</i>-1-thia-5,8,8b-triaza-acenaphthylene-4,7-dione 72195-13-2 C8H7N3O3S
2a-hydroxy-2a,3-dihydro-2<i>H</i>,5<i>H</i>-1-thia-5,8,8b-triaza-acenaphthylene-4,7-dione
—— ethyl-phosphonothioic acid <i>O</i>-ethyl ester <i>O</i>'-(5-ethylsulfanyl-1-methyl-6-oxo-1,6-dihydro-pyridazin-4-yl) ester 37840-80-5 C11H19N2O3PS2
ethyl-phosphonothioic acid <i>O</i>-ethyl ester <i>O</i>'-(5-ethylsulfanyl-1-methyl-6-oxo-1,6-dihydro-pyridazin-4-yl) ester
—— 5-(ethylsulfanyl)-4-methyl-2,4-dihydro-3H-1,2,4-triazol-3-one 53065-51-3 C5H9N3OS
5-(ethylsulfanyl)-4-methyl-2,4-dihydro-3H-1,2,4-triazol-3-one
—— 4-(Ethylthio)-5-mercapto-2-methyl-3(2H)-pyridazinone 72039-20-4 C7H10N2OS2
4-(Ethylthio)-5-mercapto-2-methyl-3(2H)-pyridazinone
—— 2-Methyl-2,4-dithiopseudobiuret 40056-40-4 C3H7N3S2
2-Methyl-2,4-dithiopseudobiuret
—— ethyl 4-[(4-methylphenyl)thio]thieno[2,3-b]pyridine-5-carboxylate 251996-25-5 C17H15NO2S2
ethyl 4-[(4-methylphenyl)thio]thieno[2,3-b]pyridine-5-carboxylate
—— 4-p-Tolylsulfanyl-thieno[2,3-b]pyridine-5-carboxylic acid 331282-86-1 C15H11NO2S2
4-p-Tolylsulfanyl-thieno[2,3-b]pyridine-5-carboxylic acid
—— 7-Imino-5,7-dihydro-1-thia-5,8,8b-triazaacenaphthylen-4(2H)-one 69836-19-7 C8H6N4OS
7-Imino-5,7-dihydro-1-thia-5,8,8b-triazaacenaphthylen-4(2H)-one
—— 4-[(4-methylphenyl)thio]thieno[2,3-b]pyridine 251996-26-6 C14H11NS2
4-[(4-methylphenyl)thio]thieno[2,3-b]pyridine
—— 2-methanesulfinyl-propionic acid 856810-48-5 C4H8O3S
2-methanesulfinyl-propionic acid
—— 2-((4-bromobenzyl)thio)-5-(pyridin-4-yl)-1,3,4-oxadiazole 915889-32-6 C14H10BrN3OS
2-((4-bromobenzyl)thio)-5-(pyridin-4-yl)-1,3,4-oxadiazole
—— 2,3-dimethyl-4-(methylthio)pyridine-N-oxide 1219815-69-6 C8H11NOS
2,3-dimethyl-4-(methylthio)pyridine-N-oxide
—— 2-<(Phenylthio)methyl>-3-methylpyridine 76915-52-1 C13H13NS
2-<(Phenylthio)methyl>-3-methylpyridine
—— methyl 5,6,8-trideoxy-2,3-O-(1-methylethylidene)-7-S-phenyl-7-thio-β-D-ribo-oct-7-enofuranoside 494211-85-7 C18H24O4S
methyl 5,6,8-trideoxy-2,3-O-(1-methylethylidene)-7-S-phenyl-7-thio-β-D-ribo-oct-7-enofuranoside
—— 5-Methylene-3-phenylsulfanyl-nonanenitrile 141649-87-8 C16H21NS
5-Methylene-3-phenylsulfanyl-nonanenitrile
—— 4-(2-Methyl-1H-benzoimidazol-5-ylsulfanyl)-phenylamine 97849-17-7 C14H13N3S
4-(2-Methyl-1H-benzoimidazol-5-ylsulfanyl)-phenylamine
—— 3-((4-(trifluoromethyl)phenyl)thio)quinoline 1299398-39-2 C16H10F3NS
3-((4-(trifluoromethyl)phenyl)thio)quinoline
—— 2-Morpholino-3-methyl-2,3-dihydrobenzo<b>thiophen 342802-59-9 C13H17NOS
2-Morpholino-3-methyl-2,3-dihydrobenzo<b>thiophen
—— 3-chloro-10-(pyrrolidine-1-carbonyl)-10<i>H</i>-benzo[<i>b</i>]pyrido[2,3-<i>e</i>][1,4]thiazine 19825-17-3 C16H14ClN3OS
3-chloro-10-(pyrrolidine-1-carbonyl)-10<i>H</i>-benzo[<i>b</i>]pyrido[2,3-<i>e</i>][1,4]thiazine
—— bis(4-methylphenyl)[2-(phenylthio)phenyl]bismuthane 1319745-91-9 C26H23BiS
bis(4-methylphenyl)[2-(phenylthio)phenyl]bismuthane
—— 1,2-bis[2,3-bis(isopropylsulfanyl)benzamido]benzene 911649-62-2 C32H40N2O2S4
1,2-bis[2,3-bis(isopropylsulfanyl)benzamido]benzene
—— 2-Tert-butylsulfanyladamantane 1357308-95-2 C14H24S
2-Tert-butylsulfanyladamantane
—— 2-adamantylmethyl sulfone 23695-67-2 C11H18O2S
2-adamantylmethyl sulfone
—— 3-chloro-10-(morpholine-4-carbonyl)-10<i>H</i>-benzo[<i>b</i>]pyrido[2,3-<i>e</i>][1,4]thiazine 19825-23-1 C16H14ClN3O2S
3-chloro-10-(morpholine-4-carbonyl)-10<i>H</i>-benzo[<i>b</i>]pyrido[2,3-<i>e</i>][1,4]thiazine
—— 2-(4-Dimethylaminophenyl)-benzo-1,3-dithiol 56477-98-6 C15H15NS2
2-(4-Dimethylaminophenyl)-benzo-1,3-dithiol
—— bis[2-(4-chlorophenylthio)phenyl](4-methylphenyl)bismuthane 1319746-07-0 C31H23BiCl2S2
bis[2-(4-chlorophenylthio)phenyl](4-methylphenyl)bismuthane
—— 3-chloro-benzo[<i>b</i>]pyrido[2,3-<i>e</i>][1,4]thiazine-10-carboxylic acid diphenylamide 19825-24-2 C24H16ClN3OS
3-chloro-benzo[<i>b</i>]pyrido[2,3-<i>e</i>][1,4]thiazine-10-carboxylic acid diphenylamide
—— (2-Chloro-2-adamantyl)sulfanyl thiohypochlorite 79991-65-4 C10H14Cl2S2
(2-Chloro-2-adamantyl)sulfanyl thiohypochlorite
—— bis[2-(phenylthio)phenyl](4-methylphenyl)bismuthane 1319746-06-9 C31H25BiS2
bis[2-(phenylthio)phenyl](4-methylphenyl)bismuthane
—— 2-(methylthio)-4-(phenylthio)-2,4-methanoadamantane 118248-41-2 C18H22S2
2-(methylthio)-4-(phenylthio)-2,4-methanoadamantane
—— 5-(4-methoxyphenyl)sulfanyl-1H-tetrazole 92304-94-4 C8H8N4OS
5-(4-methoxyphenyl)sulfanyl-1H-tetrazole
—— bis(4-methylphenyl)[2-(2-methylphenylthio)phenyl]bismuthane 1319746-02-5 C27H25BiS
bis(4-methylphenyl)[2-(2-methylphenylthio)phenyl]bismuthane
—— S-((2,3-dihydrothieno[3,4-b][1,4]oxathiin-3-yl)-methyl) 4,4,5,5,6,6,7,7,7-nonafluoroheptanethioate 1333236-76-2 C14H11F9O2S3
S-((2,3-dihydrothieno[3,4-b][1,4]oxathiin-3-yl)-methyl) 4,4,5,5,6,6,7,7,7-nonafluoroheptanethioate
—— 2,4-bis(phenylthio)-2,4-methanoadamantane 118248-40-1 C23H24S2
2,4-bis(phenylthio)-2,4-methanoadamantane
—— 2,4-bis(methylthio)-2,4-methanoadamantane 118248-39-8 C13H20S2
2,4-bis(methylthio)-2,4-methanoadamantane
—— (4'aS,5'S)-4',4'a,5',6',7',8'-hexahydro-5'-<<dimethyl(1,1-dimethylethyl)silyl>oxy>-4a'-methylspiro<1,3-dithiolane-2,2'(3'H)-naphthalene>-5'-carbonitrile 145632-91-3 C20H33NOS2Si
(4'aS,5'S)-4',4'a,5',6',7',8'-hexahydro-5'-<<dimethyl(1,1-dimethylethyl)silyl>oxy>-4a'-methylspiro<1,3-dithiolane-2,2'(3'H)-naphthalene>-5'-carbonitrile
—— methyl (2R,3R)-3-hydroxy-3-phenyl-2-(phenylsulfanyl)propionate 160869-19-2 C16H16O3S
methyl (2R,3R)-3-hydroxy-3-phenyl-2-(phenylsulfanyl)propionate
—— 2-(4-hydroxy-3,5-di-tert-butylphenylthio)-4,6-dichloro-sym-triazine 173375-13-8 C17H21Cl2N3OS
2-(4-hydroxy-3,5-di-tert-butylphenylthio)-4,6-dichloro-sym-triazine
—— 4-benzylsulfanyl-2-(3-bromophenyl)-1,3-thiazole 1382676-39-2 C16H12BrNS2
4-benzylsulfanyl-2-(3-bromophenyl)-1,3-thiazole
—— 3-Butyl-4-ethylsulfanyl-isoxazol-5-ylamine 77036-96-5 C9H16N2OS
3-Butyl-4-ethylsulfanyl-isoxazol-5-ylamine
—— 2-(2-Ethylsulfanyl-ethylsulfanyl)-propane 105273-64-1 C7H16S2
2-(2-Ethylsulfanyl-ethylsulfanyl)-propane
—— isopropyl vinyl sulfoxide 61926-32-7 C5H10OS
isopropyl vinyl sulfoxide
—— bis-hydroxymethyl sulfone 87954-49-2 C2H6O4S
bis-hydroxymethyl sulfone
—— trans-1-Brom-2-isopropylthioethen 53715-43-8 C5H9BrS
trans-1-Brom-2-isopropylthioethen
—— ethyl 2-phenylthiopropenoate 56685-62-2 C11H12O2S
ethyl 2-phenylthiopropenoate