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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
—— (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
—— 4-methylsulfanyl-1-phenylpyrimidine-2(1H)-thione 872492-84-7 C11H10N2S2
4-methylsulfanyl-1-phenylpyrimidine-2(1H)-thione
—— 3-(benzyloxymethyl)-1-[(Z)-2,3-di-O-(tert-butyldimethylsilyl)-4,5-dehydro-5-phenylthio-β-D-ribopentofuranosyl]uracil 1354938-99-0 C35H50N2O6SSi2
3-(benzyloxymethyl)-1-[(Z)-2,3-di-O-(tert-butyldimethylsilyl)-4,5-dehydro-5-phenylthio-β-D-ribopentofuranosyl]uracil
—— 2-Methyl-m-dithiane-2-carboxaldehyde O-(methylcarbamoyl)oxime 26419-72-7 C8H14N2O2S2
2-Methyl-m-dithiane-2-carboxaldehyde O-(methylcarbamoyl)oxime
—— [1,1,1,5,5,5-Hexafluoro-2,4-bis(trifluoromethyl)pent-2-en-3-yl]sulfanylbenzene 38091-65-5 C13H6F12S
[1,1,1,5,5,5-Hexafluoro-2,4-bis(trifluoromethyl)pent-2-en-3-yl]sulfanylbenzene
—— 3-ethylsulfanyl-1,1,1,5,5,5-hexafluoro-2,4-bis-trifluoromethyl-pent-2-ene 38091-64-4 C9H6F12S
3-ethylsulfanyl-1,1,1,5,5,5-hexafluoro-2,4-bis-trifluoromethyl-pent-2-ene
—— 2-(Morpholinoimino)-4'-(phenylthio)acetophenone 25561-45-9 C18H18N2O2S
2-(Morpholinoimino)-4'-(phenylthio)acetophenone
—— (2-bromoethyl)(5-(difluoromethyl)selenophen-2-yl)sulfane 1297906-71-8 C7H7BrF2SSe
(2-bromoethyl)(5-(difluoromethyl)selenophen-2-yl)sulfane
—— diisopropyl 2-(2-bromoethylthio)thiophen-3-ylphosphonate 1297906-74-1 C12H20BrO3PS2
diisopropyl 2-(2-bromoethylthio)thiophen-3-ylphosphonate
—— α-phenylsulfanyl-isobutyric acid amide 857809-74-6 C10H13NOS
α-phenylsulfanyl-isobutyric acid amide
—— 2-(2-bromoethylthio)furan 1297906-67-2 C6H7BrOS
2-(2-bromoethylthio)furan
—— 5-(2-bromoethylthio)selenophene-2-carbonitrile 1297906-72-9 C7H6BrNSSe
5-(2-bromoethylthio)selenophene-2-carbonitrile
—— 2-chloroethyl cycloheptyl sulfide 333782-91-5 C9H17ClS
2-chloroethyl cycloheptyl sulfide
—— 2-(3-fluorophenylthio)ethyl chloride 333782-56-2 C8H8ClFS
2-(3-fluorophenylthio)ethyl chloride
—— N-{(E)-[4-(methylsulfanyl)phenyl]methylidene}-2-phenylethanesulfonamide —— C16H17NO2S2
N-{(E)-[4-(methylsulfanyl)phenyl]methylidene}-2-phenylethanesulfonamide
—— 2-(4-methylthiophenyl)-4-(2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-henicosafluorodecyl)-[1,3,2]dioxaborolane 884844-91-1 C20H12BF21O2S
2-(4-methylthiophenyl)-4-(2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-henicosafluorodecyl)-[1,3,2]dioxaborolane
—— 1,3-Dithiolane-2-carboxaldehyde, 2-methyl-, O-((methylamino)carbonyl)oxime 26419-69-2 C7H12N2O2S2
1,3-Dithiolane-2-carboxaldehyde, 2-methyl-, O-((methylamino)carbonyl)oxime
—— 2-Methyl-2-(methylthio)propanal O-((dibutylaminosulfenyl)(methyl)carbamoyl)oxime 69784-43-6 C15H31N3O2S2
2-Methyl-2-(methylthio)propanal O-((dibutylaminosulfenyl)(methyl)carbamoyl)oxime
—— 2,4,8-Trimethyl-5-oxo-6-oxa-3,9-dithia-2,4,7-triazadec-7-enoic acid 1-methylethyl ester 65907-51-9 C10H19N3O4S2
2,4,8-Trimethyl-5-oxo-6-oxa-3,9-dithia-2,4,7-triazadec-7-enoic acid 1-methylethyl ester
—— 5-chloro-1-methyl-3-(2-cyanoethylthio)-2(1H)-pyrazinone 107363-58-6 C8H8ClN3OS
5-chloro-1-methyl-3-(2-cyanoethylthio)-2(1H)-pyrazinone
—— 5-chloro-1-phenyl-3-(2-cyanoethylthio)-2(1H)-pyrazinone 107363-59-7 C13H10ClN3OS
5-chloro-1-phenyl-3-(2-cyanoethylthio)-2(1H)-pyrazinone
—— allyl vinyl sulfide 41049-25-6 C5H8S
allyl vinyl sulfide
—— 2-Ethyl-4,8-dimethyl-5-oxo-6-oxa-3,9-dithia-2,4,7-triazadec-7-enoic acid hexyl ester 65907-53-1 C14H27N3O4S2
2-Ethyl-4,8-dimethyl-5-oxo-6-oxa-3,9-dithia-2,4,7-triazadec-7-enoic acid hexyl ester
—— 2,4,9,9-Tetramethyl-5-oxo-6-oxa-3,10-dithia-2,4,7-triazaundec-7-enoic acid decyl ester 65907-43-9 C19H37N3O4S2
2,4,9,9-Tetramethyl-5-oxo-6-oxa-3,10-dithia-2,4,7-triazaundec-7-enoic acid decyl ester
—— 2,4,8-Trimethyl-5-oxo-6-oxa-3,9-dithia-2,4,7-triazadec-7-enoic acid propyl ester 65907-50-8 C10H19N3O4S2
2,4,8-Trimethyl-5-oxo-6-oxa-3,9-dithia-2,4,7-triazadec-7-enoic acid propyl ester