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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-(1-Methyl-cyclopropyl)-6-methylsulfanyl-[1,2,4,5]tetrazine 159801-89-5 C7H10N4S
3-(1-Methyl-cyclopropyl)-6-methylsulfanyl-[1,2,4,5]tetrazine
—— [3-(4-aminophenylsulphanyl)phenyl]acetic acid 365250-53-9 C14H13NO2S
[3-(4-aminophenylsulphanyl)phenyl]acetic acid
—— 6-vinyl-1,4-dithiaspiro<4.5>dec-6-en-8-ol 155996-12-6 C10H14OS2
6-vinyl-1,4-dithiaspiro<4.5>dec-6-en-8-ol
—— N-methyl-2-(3-pyridyl)-1,3-oxathiane-2-carbothioamide 82081-63-8 C11H14N2OS2
N-methyl-2-(3-pyridyl)-1,3-oxathiane-2-carbothioamide
—— 4,4-dimethyl-5-phenylsulphenylcyclopent-2-enone 335343-28-7 C13H14OS
4,4-dimethyl-5-phenylsulphenylcyclopent-2-enone
—— 1-((S)-3-Azido-2-hydroxy-propyl)-5-methyl-2-methylsulfanyl-1H-pyrimidin-4-one 208513-40-0 C9H13N5O2S
1-((S)-3-Azido-2-hydroxy-propyl)-5-methyl-2-methylsulfanyl-1H-pyrimidin-4-one
—— Methyl (2R,3R,4S)-<5-oxo-4-(phenylthio)-2-<2-<(tert-butyldiphenylsilyl)oxy>ethyl>tetrahydrofuran-3-yl>acetate 162264-90-6 C31H36O5SSi
Methyl (2R,3R,4S)-<5-oxo-4-(phenylthio)-2-<2-<(tert-butyldiphenylsilyl)oxy>ethyl>tetrahydrofuran-3-yl>acetate
—— 3-(Propane-1-sulfonyl)-cyclohexanone 185408-84-8 C9H16O3S
3-(Propane-1-sulfonyl)-cyclohexanone
—— 2,4-Bis-(2-p-tolyl-benzo[1,3]dithiol-2-yl)-1H-pyrrole 147089-54-1 C32H25NS4
2,4-Bis-(2-p-tolyl-benzo[1,3]dithiol-2-yl)-1H-pyrrole
—— 2,3-Dimethyl-5-methylsulfanyl-3,4-dihydro-2H-pyrrole 1027601-39-3 C7H13NS
2,3-Dimethyl-5-methylsulfanyl-3,4-dihydro-2H-pyrrole
—— (E)-(R)-4-hydroxy-1-methyl-2-butenyl phenyl sulfide 267668-20-2 C11H14OS
(E)-(R)-4-hydroxy-1-methyl-2-butenyl phenyl sulfide
—— 2-(2-Butoxyethylsulfanyl)phenol 210350-91-7 C12H18O2S
2-(2-Butoxyethylsulfanyl)phenol
—— (E)-(R)-4-bromo-1-methyl-2-butenyl phenyl sulfide 267668-21-3 C11H13BrS
(E)-(R)-4-bromo-1-methyl-2-butenyl phenyl sulfide
—— 5-Ethyl-6-methylsulfanyl-1-phenylmethoxypyrimidine-2,4-dione 191472-47-6 C14H16N2O3S
5-Ethyl-6-methylsulfanyl-1-phenylmethoxypyrimidine-2,4-dione
—— N-(1,1-Dioxo-4-phenylsulfanyl-2,5-dihydro-1H-1λ<sup>6</sup>-thiophen-3-yl)-acetamide 192988-15-1 C12H13NO3S2
N-(1,1-Dioxo-4-phenylsulfanyl-2,5-dihydro-1H-1λ<sup>6</sup>-thiophen-3-yl)-acetamide
—— N-[(3,5-dimethoxy-2-phenylsulfanylphenyl)methyl]-N-(2-hydroxyethyl)formamide 212184-66-2 C18H21NO4S
N-[(3,5-dimethoxy-2-phenylsulfanylphenyl)methyl]-N-(2-hydroxyethyl)formamide
—— 3,7,11-Trichloro-1,9-dinitrobenzo[d][1,3,6,2]benzodioxathiaphosphocine 11-oxide 21386-24-3 C12H4Cl3N2O7PS
3,7,11-Trichloro-1,9-dinitrobenzo[d][1,3,6,2]benzodioxathiaphosphocine 11-oxide
—— 2,2-Dimethyl-propionic acid (E)-5-{4-methoxy-2-[(E)-6-(4-methoxy-2-phenylsulfanylmethyl-pyridin-3-yl)-hex-3-enyl]-pyridin-3-yl}-pent-2-enyl ester 211758-76-8 C35H44N2O4S
2,2-Dimethyl-propionic acid (E)-5-{4-methoxy-2-[(E)-6-(4-methoxy-2-phenylsulfanylmethyl-pyridin-3-yl)-hex-3-enyl]-pyridin-3-yl}-pent-2-enyl ester
—— 2-(Methylthio)-I+/--phenyl-5-oxazolemethanol 201017-91-6 C11H11NO2S
2-(Methylthio)-I+/--phenyl-5-oxazolemethanol
—— (5,6-Dimethyl-4-oxo-4H-thieno[2,3-d][1,3]oxazin-2-ylsulfanyl)-acetic acid methyl ester 207744-09-0 C11H11NO4S2
(5,6-Dimethyl-4-oxo-4H-thieno[2,3-d][1,3]oxazin-2-ylsulfanyl)-acetic acid methyl ester
—— 4-Chloro-2-[(4-chlorophenyl)thio]-5-thiazolecarboxaldehyde 199851-24-6 C10H5Cl2NOS2
4-Chloro-2-[(4-chlorophenyl)thio]-5-thiazolecarboxaldehyde
—— 2-(4-Hydroxy-phenyl)-2,3-dihydro-benzo[1,4]oxathiine-5,7-diol 342646-92-8 C14H12O4S
2-(4-Hydroxy-phenyl)-2,3-dihydro-benzo[1,4]oxathiine-5,7-diol
—— (3S,4aS)-4a-Methyl-3-phenylsulfanyl-3,4,4a,5,6,7-hexahydro-1H-quinolin-2-one 118664-21-4 C16H19NOS
(3S,4aS)-4a-Methyl-3-phenylsulfanyl-3,4,4a,5,6,7-hexahydro-1H-quinolin-2-one
—— 3-Isopropylsulfanyl-5-piperidin-1-yl-[1,2,4]triazine 187099-37-2 C11H18N4S
3-Isopropylsulfanyl-5-piperidin-1-yl-[1,2,4]triazine
—— methyl 2-methyl-3-sulfonyltridecanoate 294201-72-2 C14H28O4S
methyl 2-methyl-3-sulfonyltridecanoate
—— N-[(3-Chloro-phenyl)-p-tolylsulfanyl-methyl]-formamide 1027905-74-3 C15H14ClNOS
N-[(3-Chloro-phenyl)-p-tolylsulfanyl-methyl]-formamide
—— 7-(Phenylsulfanylmethyl)-1,4-dioxaspiro[4.5]decane-7-carbonitrile 178207-74-4 C16H19NO2S
7-(Phenylsulfanylmethyl)-1,4-dioxaspiro[4.5]decane-7-carbonitrile
—— 2-<(2,4-diacetylaminophenyl)thio>benzothiazole 219649-10-2 C17H15N3O2S2
2-<(2,4-diacetylaminophenyl)thio>benzothiazole
—— (2R,3S,4R)-4-methyl-5-oxo-4-phenylsulfanyl-2-tridecyloxolane-3-carboxylic acid 180267-08-7 C25H38O4S
(2R,3S,4R)-4-methyl-5-oxo-4-phenylsulfanyl-2-tridecyloxolane-3-carboxylic acid
—— 4-Ethylsulfanyl-6-phenyl-thieno[2,3-c]furan 181868-55-3 C14H12OS2
4-Ethylsulfanyl-6-phenyl-thieno[2,3-c]furan
—— 3-(5-Methyl-2-methylsulfanyl-pyrimidin-4-yloxy)-propan-1-ol 190069-96-6 C9H14N2O2S
3-(5-Methyl-2-methylsulfanyl-pyrimidin-4-yloxy)-propan-1-ol
—— 4-Bromo-5-[(tert-butyl-dimethyl-silanyloxy)-(3,4-dimethoxy-2-methoxymethoxy-phenyl)-methyl]-1-methyl-2-phenylsulfanyl-1H-imidazole 197151-42-1 C27H37BrN2O5SSi
4-Bromo-5-[(tert-butyl-dimethyl-silanyloxy)-(3,4-dimethoxy-2-methoxymethoxy-phenyl)-methyl]-1-methyl-2-phenylsulfanyl-1H-imidazole
—— (E,E)-3-[5-(tert-butyldimethylsiloxy)pent-3-en-1-yl]-2-(6-{4-methoxy-2-[(phenylsulfanyl)methyl]pyridyn-3-yl}hex-3-en-1-yl)-4-methoxypyridine 211758-75-7 C36H50N2O3SSi
(E,E)-3-[5-(tert-butyldimethylsiloxy)pent-3-en-1-yl]-2-(6-{4-methoxy-2-[(phenylsulfanyl)methyl]pyridyn-3-yl}hex-3-en-1-yl)-4-methoxypyridine
—— 2-(4,5-Bis-hexadecylsulfanyl-[1,3]dithiol-2-ylidene)-4,6-dimethyl-[1,3]dithiolo[4,5-c]pyrrole-5-carboxylic acid tert-butyl ester 188014-45-1 C47H81NO2S6
2-(4,5-Bis-hexadecylsulfanyl-[1,3]dithiol-2-ylidene)-4,6-dimethyl-[1,3]dithiolo[4,5-c]pyrrole-5-carboxylic acid tert-butyl ester
—— [(4-(2-cyanoethyl)phenyl)thio]acetic acid 340131-08-0 C11H11NO2S
[(4-(2-cyanoethyl)phenyl)thio]acetic acid
—— ethyl [(4-(2-cyanoethyl)phenyl)thio]acetate 340131-06-8 C13H15NO2S
ethyl [(4-(2-cyanoethyl)phenyl)thio]acetate
—— (2R)-3-[2-(2,2-dimethoxyethyl)-1,3-dithian-2-yl]propane-1,2-diol 153607-82-0 C11H22O4S2
(2R)-3-[2-(2,2-dimethoxyethyl)-1,3-dithian-2-yl]propane-1,2-diol
—— 1,3-Dimethyl-5-[3-(2-methyl-benzyloxy)-prop-2-ynylsulfanyl]-1H-pyrimidine-2,4-dione 310405-11-9 C17H18N2O3S
1,3-Dimethyl-5-[3-(2-methyl-benzyloxy)-prop-2-ynylsulfanyl]-1H-pyrimidine-2,4-dione
—— 5-Ethyl-1-(2-methoxyethoxy)-6-methylsulfanylpyrimidine-2,4-dione 191472-49-8 C10H16N2O4S
5-Ethyl-1-(2-methoxyethoxy)-6-methylsulfanylpyrimidine-2,4-dione
—— 6-Methylsulfanyl-5-propan-2-yl-1-propoxypyrimidine-2,4-dione 191472-36-3 C11H18N2O3S
6-Methylsulfanyl-5-propan-2-yl-1-propoxypyrimidine-2,4-dione
—— tert-Butyl-dimethyl-(3,3,4,6,7-pentamethyl-2,3-dihydro-benzo[b]thiophen-5-yloxy)-silane 205182-92-9 C19H32OSSi
tert-Butyl-dimethyl-(3,3,4,6,7-pentamethyl-2,3-dihydro-benzo[b]thiophen-5-yloxy)-silane
—— 4-[2-(5-methyl-2-methylsulfanyl-6-oxo-1,6-dihydropyrimidin-1-yl)ethyl]isoxazole-3-carboxylic acid ethyl ester 190070-36-1 C14H17N3O4S
4-[2-(5-methyl-2-methylsulfanyl-6-oxo-1,6-dihydropyrimidin-1-yl)ethyl]isoxazole-3-carboxylic acid ethyl ester
—— [(3aR,4S,7aS)-1-[(E,2R)-5-tert-butylsulfonylpent-4-en-2-yl]-7a-methyl-3,3a,4,5,6,7-hexahydroinden-4-yl]oxy-triethylsilane 250384-97-5 C25H46O3SSi
[(3aR,4S,7aS)-1-[(E,2R)-5-tert-butylsulfonylpent-4-en-2-yl]-7a-methyl-3,3a,4,5,6,7-hexahydroinden-4-yl]oxy-triethylsilane
—— (2R,6S,7S,9R,14R,15R)-14-<(S)-(tert-Butyldimethylsilyloxy)phenylmethyl>-15-hydroxymethyl-2,9-bis(phenylthiomethyl)-1,8,13,16-tetraoxadispiro<5.0.5.4>hexadecane 244155-76-8 C40H54O6S2Si
(2R,6S,7S,9R,14R,15R)-14-<(S)-(tert-Butyldimethylsilyloxy)phenylmethyl>-15-hydroxymethyl-2,9-bis(phenylthiomethyl)-1,8,13,16-tetraoxadispiro<5.0.5.4>hexadecane
—— 2,2-bis(methylthio)-1-cyclobutanemethanol 294868-55-6 C7H14OS2
2,2-bis(methylthio)-1-cyclobutanemethanol
—— (2S,3S)-3-Hydroxy-2-phenylsulfanyl-butyric acid methyl ester 95190-82-2 C11H14O3S
(2S,3S)-3-Hydroxy-2-phenylsulfanyl-butyric acid methyl ester
—— 2-azido-1,3-benzodithiol-4-carboxyic acid methyl ester 311311-02-1 C9H7N3O2S2
2-azido-1,3-benzodithiol-4-carboxyic acid methyl ester
—— 4-Phenyl-6-phenylsulfanylmethyl-hept-6-en-2-one 172978-85-7 C20H22OS
4-Phenyl-6-phenylsulfanylmethyl-hept-6-en-2-one
—— 2-Methylsulfanyl-5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-1-ylium 105580-78-7 C6H7S5
2-Methylsulfanyl-5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-1-ylium
—— 4-Phenyl-6-phenylsulfanylmethyl-hept-6-en-2-ol 1027295-76-6 C20H24OS
4-Phenyl-6-phenylsulfanylmethyl-hept-6-en-2-ol