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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
—— 2,2'-diisopropyl-4-methoxy-3'-methylthio-3,4'-diquinolinyl sulfide 1021335-17-0 C26H28N2OS2
2,2'-diisopropyl-4-methoxy-3'-methylthio-3,4'-diquinolinyl sulfide
—— 6,12-diisopropylthioquinanthrene 1021334-95-1 C24H22N2S2
6,12-diisopropylthioquinanthrene
—— 6,8-diisopropylisothioquinanthrene 1021335-03-4 C24H22N2S2
6,8-diisopropylisothioquinanthrene
—— 2,2'-diisopropyl-4-methoxy-4'-methylthio-3,3'-diquinolinyl sulfide 1021335-21-6 C26H28N2OS2
2,2'-diisopropyl-4-methoxy-4'-methylthio-3,3'-diquinolinyl sulfide
—— N,N-diethylthiopentanamide 5309-99-9 C9H19NS
N,N-diethylthiopentanamide
—— 1-(2-cyclopentenyl)-4-methylthio-2(1H)-pyrimidinone 146886-41-1 C10H12N2OS
1-(2-cyclopentenyl)-4-methylthio-2(1H)-pyrimidinone
—— 2,4-dichloro-5-trifluoromethylsulphanyl-pyrimidine 108222-71-5 C5HCl2F3N2S
2,4-dichloro-5-trifluoromethylsulphanyl-pyrimidine
—— 2,4-Dibromo-5-(trifluoromethylsulfanyl)pyrimidine 108222-72-6 C5HBr2F3N2S
2,4-Dibromo-5-(trifluoromethylsulfanyl)pyrimidine
—— (E,E)-6-Ethyl-4,5,7-trithiadeca-2,8-diene 144304-11-0 C9H16S3
(E,E)-6-Ethyl-4,5,7-trithiadeca-2,8-diene
—— 5-Trifluormethylmercapto-2,4-difluor-pyrimidin 108222-74-8 C5HF5N2S
5-Trifluormethylmercapto-2,4-difluor-pyrimidin
—— (E)-S-1-propenyl methanesulfonothioate 144304-08-5 C4H8O2S2
(E)-S-1-propenyl methanesulfonothioate
—— (E,E)-5,8-Diethyl-4,6,7,9-tetrathiadodeca-2,10-diene 197566-27-1 C12H22S4
(E,E)-5,8-Diethyl-4,6,7,9-tetrathiadodeca-2,10-diene
—— (E,E)-6-Ethyl-4,5,7-trithiadeca-2,8-diene 7-oxide 197304-31-7 C9H16OS3
(E,E)-6-Ethyl-4,5,7-trithiadeca-2,8-diene 7-oxide
—— bis(trimethylgermyl)methoxy(phenylsulfanyl)methane 303128-91-8 C14H26Ge2OS
bis(trimethylgermyl)methoxy(phenylsulfanyl)methane
—— 2-Oxocyclohexan-1-carbothioamid 51978-91-7 C7H11NOS
2-Oxocyclohexan-1-carbothioamid
—— 3,3-Bis(phenylthio)cyclobutanecarbonitrile 91003-30-4 C17H15NS2
3,3-Bis(phenylthio)cyclobutanecarbonitrile
—— bis-(1,1-dimethyl-allyl)-disulfane 34801-26-8 C10H18S2
bis-(1,1-dimethyl-allyl)-disulfane
—— 2-<<2'-(N-methylpiperazino)ethyl>thio>pyrimidine 131407-87-9 C11H18N4S
2-<<2'-(N-methylpiperazino)ethyl>thio>pyrimidine
—— 2,5-bis<2'-<<2''-(N-methylpiperazino)ethyl>thio>pyrimidin-4'-yl>thiophene 129224-99-3 C26H36N8S3
2,5-bis<2'-<<2''-(N-methylpiperazino)ethyl>thio>pyrimidin-4'-yl>thiophene
—— Bis-(1-methylundecyl)-sulfid 50688-05-6 C24H50S
Bis-(1-methylundecyl)-sulfid
—— 6-amino-2-ethyl-2-methyl-4-phenyl-4H-1,3-dithiine-5-carbonitrile 94639-09-5 C14H16N2S2
6-amino-2-ethyl-2-methyl-4-phenyl-4H-1,3-dithiine-5-carbonitrile
—— (Z)-S-1-propenyl methanesulfonothioate 144304-07-4 C4H8O2S2
(Z)-S-1-propenyl methanesulfonothioate
—— 3-Methylsulfanylfuran-2-carbaldehyde 337514-13-3 C6H6O2S
3-Methylsulfanylfuran-2-carbaldehyde
—— methyl (2S)-2-hydroxy-2-[(2R,3R,4R)-4-methyl-5-oxo-4-phenylsulfanyl-2-tridecyloxolan-3-yl]acetate 180267-05-4 C27H42O5S
methyl (2S)-2-hydroxy-2-[(2R,3R,4R)-4-methyl-5-oxo-4-phenylsulfanyl-2-tridecyloxolan-3-yl]acetate
—— (S)-tert-butyl 1-amino-3-cyclopropyl-1-thioxopropan-2-ylcarbamate 1415898-82-6 C11H20N2O2S
(S)-tert-butyl 1-amino-3-cyclopropyl-1-thioxopropan-2-ylcarbamate
—— (3R,4R,5R)-4-[(1S)-1,2-dihydroxyethyl]-3-methyl-3-phenylsulfanyl-5-tridecyloxolan-2-one 180267-06-5 C26H42O4S
(3R,4R,5R)-4-[(1S)-1,2-dihydroxyethyl]-3-methyl-3-phenylsulfanyl-5-tridecyloxolan-2-one
—— 1,3-dimethyl-6-(2-aminophenylthio)uracil 62925-51-3 C12H13N3O2S
1,3-dimethyl-6-(2-aminophenylthio)uracil
—— Aldicarb-aldicarb sulfone mixt. 106541-75-7 C14H28N4O6S2
Aldicarb-aldicarb sulfone mixt.
—— trans-8-Methylmercapto-trideca-1,7-dien-3,5,9,11-tetrain 5142-14-3 C14H10S
trans-8-Methylmercapto-trideca-1,7-dien-3,5,9,11-tetrain
—— (E)-8-methylsulfanyl-trideca-1,7-diene-3,5,9,11-tetrayne 4803-51-4 C14H10S
(E)-8-methylsulfanyl-trideca-1,7-diene-3,5,9,11-tetrayne
—— 3-(Phenylthio)bicyclobutanecarbonitrile 91003-31-5 C11H9NS
3-(Phenylthio)bicyclobutanecarbonitrile
—— 5-methyl-7-methylmercapto-3-phenylthiazolo<4,5-d>pyrimidin-2(3H)-thione 141622-19-7 C13H11N3S3
5-methyl-7-methylmercapto-3-phenylthiazolo<4,5-d>pyrimidin-2(3H)-thione
—— Phosphonothioic acid, methyl-, O-ethyl S-(2-(pentylsulfinyl)ethyl) ester 53151-71-6 C10H23O3PS2
Phosphonothioic acid, methyl-, O-ethyl S-(2-(pentylsulfinyl)ethyl) ester
—— cis-Propenyl-propyl-disulfid 23838-20-2 C6H12S2
cis-Propenyl-propyl-disulfid
—— (Z)‐1‐(prop‐2‐enyldisulfanyl)prop‐1‐en 122156-02-9 C6H10S2
(Z)‐1‐(prop‐2‐enyldisulfanyl)prop‐1‐en
—— S-2-(2-aminoethylamino)ethyl 4-tolyl sulfide 115335-17-6 C11H18N2S
S-2-(2-aminoethylamino)ethyl 4-tolyl sulfide
—— S-methyl (Z)-2,2,2-trifluoro-N-(methylcarbamoyloxy)thioacetimidate 82985-96-4 C5H7F3N2O2S
S-methyl (Z)-2,2,2-trifluoro-N-(methylcarbamoyloxy)thioacetimidate
—— [3-(1,2-dimethyl-1H-indol-3-ylsulfanyl)-phenyl]-acetic acid 1359979-72-8 C18H17NO2S
[3-(1,2-dimethyl-1H-indol-3-ylsulfanyl)-phenyl]-acetic acid
—— (E)-1-[2-(4-methylsulfanylphenyl)cyclopenten-1-yl]-N-phenylmethoxyethanimine 488759-35-9 C21H23NOS
(E)-1-[2-(4-methylsulfanylphenyl)cyclopenten-1-yl]-N-phenylmethoxyethanimine
—— 2-(2,4-difluorophenylthio)-5-(pyrazin-2-yl)1,3,4-thiadiazole 1404052-59-0 C13H8F2N4S2
2-(2,4-difluorophenylthio)-5-(pyrazin-2-yl)1,3,4-thiadiazole
—— 6-[(2,4-difluorophenyl)methoxy]-3-cyclopropyl-2-methylthio-3-hydropyrimidin-4-one 883996-39-2 C15H14F2N2O2S
6-[(2,4-difluorophenyl)methoxy]-3-cyclopropyl-2-methylthio-3-hydropyrimidin-4-one
—— 6-[(2,4-difluorophenyl)methoxy]-3-(2-methylpropyl)-2-methylthio-3-hydropyrimidin-4-one 883997-06-6 C16H18F2N2O2S
6-[(2,4-difluorophenyl)methoxy]-3-(2-methylpropyl)-2-methylthio-3-hydropyrimidin-4-one
—— (Z)-phenyl N-hydroxy-2-oxobutanimidothioate 110097-28-4 C10H11NO2S
(Z)-phenyl N-hydroxy-2-oxobutanimidothioate
—— [3-(6-chloro-2-methyl-1H-indol-3-ylsulfanyl)-phenyl]-acetic acid ethyl ester 1359980-44-1 C19H18ClNO2S
[3-(6-chloro-2-methyl-1H-indol-3-ylsulfanyl)-phenyl]-acetic acid ethyl ester
—— ethyl 2-(3-(ethylthio)phenyl)acetate 1363179-51-4 C12H16O2S
ethyl 2-(3-(ethylthio)phenyl)acetate
—— [3-(6-fluoro-2-methyl-1H-indol-3-ylsulfanyl)-phenyl]-acetic acid 1359979-70-6 C17H14FNO2S
[3-(6-fluoro-2-methyl-1H-indol-3-ylsulfanyl)-phenyl]-acetic acid
—— 4-methylsulfanyl-1-phenylpyrimidine-2(1H)-one 872492-86-9 C11H10N2OS
4-methylsulfanyl-1-phenylpyrimidine-2(1H)-one
—— [3-(6-chloro-2-methyl-1H-indol-3-ylsulfanyl)-phenyl]-acetic acid 1359979-74-0 C17H14ClNO2S
[3-(6-chloro-2-methyl-1H-indol-3-ylsulfanyl)-phenyl]-acetic acid
—— [3-(2-methyl-1H-indol-3-ylsulfanyl)-phenyl]-acetic acid 1359979-68-2 C17H15NO2S
[3-(2-methyl-1H-indol-3-ylsulfanyl)-phenyl]-acetic acid
—— [3-(6-chloro-1,2-dimethyl-1H-indol-3-ylsulfanyl)-phenyl]-acetic acid 1359979-73-9 C18H16ClNO2S
[3-(6-chloro-1,2-dimethyl-1H-indol-3-ylsulfanyl)-phenyl]-acetic acid