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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
—— 5-Methoxy-3-methylthio-2-formylthiophene 78395-14-9 C7H8O2S2
5-Methoxy-3-methylthio-2-formylthiophene
—— 4-Methylthio-2-methoxythiophene 78395-13-8 C6H8OS2
4-Methylthio-2-methoxythiophene
—— 1,9-bis(phenylthio)dibenzoselenophene 142371-47-9 C24H16S2Se
1,9-bis(phenylthio)dibenzoselenophene
—— tert-butyl (4S)-4-[(4S)-4-cyano-4-methyl-5H-1,3-thiazol-2-yl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate 1289377-43-0 C15H23N3O3S
tert-butyl (4S)-4-[(4S)-4-cyano-4-methyl-5H-1,3-thiazol-2-yl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate
—— 3-ethylsulfanyl-5-methyl-1H-1,2,4-triazole 6998-58-9 C5H9N3S
3-ethylsulfanyl-5-methyl-1H-1,2,4-triazole
—— α,α-dimethyl-(5-phenylthio)-2-furfuryl propargyl ether 220326-43-2 C16H16O2S
α,α-dimethyl-(5-phenylthio)-2-furfuryl propargyl ether
—— 2lambda6,7,12lambda6,17,22-Pentathiahexacyclo[21.2.2.23,6.28,11.213,16.218,21]pentatriaconta-1(25),3(35),4,6(34),8(33),9,11(32),13(31),14,16(30),18,20,23,26,28-pentadecaene 2,2,12,12-tetraoxide 1204429-59-3 C30H20O4S5
2lambda6,7,12lambda6,17,22-Pentathiahexacyclo[21.2.2.23,6.28,11.213,16.218,21]pentatriaconta-1(25),3(35),4,6(34),8(33),9,11(32),13(31),14,16(30),18,20,23,26,28-pentadecaene 2,2,12,12-tetraoxide
—— 2-(2'-phenylsulfido-phenyl)-6-morpholin-4-yl-pyran-4-one 587871-32-7 C21H19NO3S
2-(2'-phenylsulfido-phenyl)-6-morpholin-4-yl-pyran-4-one
—— (3-Methyl-isoxazol-5-yl)-bis-methylsulfanyl-acetic acid 84654-23-9 C8H11NO3S2
(3-Methyl-isoxazol-5-yl)-bis-methylsulfanyl-acetic acid
—— α-methyl-(5-phenylthio)-2-furfuryl propargyl ether 220326-42-1 C15H14O2S
α-methyl-(5-phenylthio)-2-furfuryl propargyl ether
—— 1,2-di-[6-mercapto-2H-[1,2,4]triazine-3,5-dione]ethane 372154-86-4 C8H8N6O4S2
1,2-di-[6-mercapto-2H-[1,2,4]triazine-3,5-dione]ethane
—— (1R,3R)-3-(but-3'-enyloxy)-1-[(tert-butyldimethylsilyl)oxy]-5,5-ethylenedithio-2-methylenecyclohexane 1155974-98-3 C19H34O2S2Si
(1R,3R)-3-(but-3'-enyloxy)-1-[(tert-butyldimethylsilyl)oxy]-5,5-ethylenedithio-2-methylenecyclohexane
—— 1-cyano-3-(p-chlorophenylthio)indolizine 1331782-18-3 C15H9ClN2S
1-cyano-3-(p-chlorophenylthio)indolizine
—— 2-ethoxyethyl 3-[(3,5-dioxo-2H-1,2,4-triazin-6-yl)sulfanyl]propanoate 6145-45-5 C10H15N3O5S
2-ethoxyethyl 3-[(3,5-dioxo-2H-1,2,4-triazin-6-yl)sulfanyl]propanoate
—— Dimethylbis(phenylthio)malonat 61587-07-3 C17H16O4S2
Dimethylbis(phenylthio)malonat
—— 1-Fluoro-4-[4-[4-(4-fluorophenyl)sulfanylphenyl]sulfanylphenyl]sulfanylbenzene 1151766-61-8 C24H16F2S3
1-Fluoro-4-[4-[4-(4-fluorophenyl)sulfanylphenyl]sulfanylphenyl]sulfanylbenzene
—— 1-Methyl-4-[4-[4-(4-methylphenyl)sulfanylphenyl]sulfanylphenyl]sulfanylbenzene 1151766-60-7 C26H22S3
1-Methyl-4-[4-[4-(4-methylphenyl)sulfanylphenyl]sulfanylphenyl]sulfanylbenzene
—— 1-(2-mercapto-4-methyl-6-(methylthio)pyrimidin-5-yl)ethanone 712321-11-4 C8H10N2OS2
1-(2-mercapto-4-methyl-6-(methylthio)pyrimidin-5-yl)ethanone
—— 1-(2-hydroxy-4-methyl-6-(methylthio)pyrimidin-5-yl)ethanone 1234464-37-9 C8H10N2O2S
1-(2-hydroxy-4-methyl-6-(methylthio)pyrimidin-5-yl)ethanone
—— 1-(3-methyl-5-(methylthio)isoxazole-4-yl)ethanone 1259434-08-6 C7H9NO2S
1-(3-methyl-5-(methylthio)isoxazole-4-yl)ethanone
—— 5-Methyl-4-acetyl-3-methylthio-pyrazol 31728-79-7 C7H10N2OS
5-Methyl-4-acetyl-3-methylthio-pyrazol
—— 4-(2-hydroxyethoxy)-6-methyl-2-methylthiopyrimidine 112010-51-2 C8H12N2O2S
4-(2-hydroxyethoxy)-6-methyl-2-methylthiopyrimidine
—— 2-(butylthio)-3,5,6,7-tetrahydro-4H-cyclopenta[d]pyrimidin-4-one 451487-16-4 C11H16N2OS
2-(butylthio)-3,5,6,7-tetrahydro-4H-cyclopenta[d]pyrimidin-4-one
—— 2-[(5-Amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(4,4-dimethyl-1-sulfanylidenedithiolo[3,4-c]quinolin-5-yl)ethanone 6204-99-5 C16H14N4OS5
2-[(5-Amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(4,4-dimethyl-1-sulfanylidenedithiolo[3,4-c]quinolin-5-yl)ethanone
—— 6-propylsulfanyl-2<i>H</i>-[1,2,4]triazine-3,5-dione 61958-70-1 C6H9N3O2S
6-propylsulfanyl-2<i>H</i>-[1,2,4]triazine-3,5-dione
—— 1-Chloromethylsulfanyl-3,3-dimethyl-but-1-yne 77633-42-2 C7H11ClS
1-Chloromethylsulfanyl-3,3-dimethyl-but-1-yne
—— Thiocarbamidsaeure-S-chlormethylester 91571-79-8 C2H4ClNOS
Thiocarbamidsaeure-S-chlormethylester
—— Isopropyl-(3-phenylsulfanylmethyl-pyridin-2-yl)-amine 128271-34-1 C15H18N2S
Isopropyl-(3-phenylsulfanylmethyl-pyridin-2-yl)-amine
—— 3-Ethoxy-5-phenylsulfanyl-pent-4-ynethioic acid S-ethyl ester 181587-54-2 C15H18O2S2
3-Ethoxy-5-phenylsulfanyl-pent-4-ynethioic acid S-ethyl ester
—— methyl (4-methyl-2-methylthio-3-thienyl) ketone 74597-86-7 C8H10OS2
methyl (4-methyl-2-methylthio-3-thienyl) ketone
—— 4H-1,2,4-Triazol-3-amine, 4-[(4-chlorophenyl)methyl]-5-(methylthio)- 87866-41-9 C10H11ClN4S
4H-1,2,4-Triazol-3-amine, 4-[(4-chlorophenyl)methyl]-5-(methylthio)-
—— 5-Hexylsulfanyl-4H-[1,2,4]triazol-3-ylamine 100599-71-1 C8H16N4S
5-Hexylsulfanyl-4H-[1,2,4]triazol-3-ylamine
—— 3-(2-phenylsulfanyl-ethyl)-sydnone 53492-48-1 C10H10N2O2S
3-(2-phenylsulfanyl-ethyl)-sydnone
—— 2,4,6-trimethylphenyl 2,4,6-trimethyldithiobenzoate 56010-66-3 C19H22S2
2,4,6-trimethylphenyl 2,4,6-trimethyldithiobenzoate
—— Ethyl methanesulphonyl difluoroacetate 219866-73-6 C5H8F2O4S
Ethyl methanesulphonyl difluoroacetate
—— [2,2-bis(phenylthio)ethyl]dimethyl(1-nonylbut-3-enyloxy)silane 332188-13-3 C29H44OS2Si
[2,2-bis(phenylthio)ethyl]dimethyl(1-nonylbut-3-enyloxy)silane
—— O,o-diethyl-S-[(2,2-dimethyl-1,3-dithiolan-4-yl)-methyl]-phosphorothioate 35128-22-4 C10H21O3PS3
O,o-diethyl-S-[(2,2-dimethyl-1,3-dithiolan-4-yl)-methyl]-phosphorothioate
—— <i>O</i>-(2-mercapto-ethyl)-hydroxylamine; hydrochloride 1071-80-3 C2H7NOS*ClH
<i>O</i>-(2-mercapto-ethyl)-hydroxylamine; hydrochloride
—— S-Ethyl-N-ethyl-isothioharnstoff 99988-34-8 C5H12N2S
S-Ethyl-N-ethyl-isothioharnstoff
—— [5-Fluoro-2-(4-methylsulfanyl-phenylsulfanyl)-phenyl]-acetic acid 54435-44-8 C15H13FO2S2
[5-Fluoro-2-(4-methylsulfanyl-phenylsulfanyl)-phenyl]-acetic acid
—— 2-Chloromethyl-4-fluoro-1-(4-methylsulfanyl-phenylsulfanyl)-benzene 54502-21-5 C14H12ClFS2
2-Chloromethyl-4-fluoro-1-(4-methylsulfanyl-phenylsulfanyl)-benzene
—— [5-Fluoro-2-(4-methylsulfanyl-phenylsulfanyl)-phenyl]-acetonitrile 54502-22-6 C15H12FNS2
[5-Fluoro-2-(4-methylsulfanyl-phenylsulfanyl)-phenyl]-acetonitrile
—— Bis(3-methylthio-1,2,4-thiadiazol-5-ylthio)methane 444791-15-5 C7H8N4S6
Bis(3-methylthio-1,2,4-thiadiazol-5-ylthio)methane
—— (4-Cyano-3-methoxycarbonylmethylsulfanyl-isothiazol-5-ylsulfanyl)-acetic acid methyl ester 77729-65-8 C10H10N2O4S3
(4-Cyano-3-methoxycarbonylmethylsulfanyl-isothiazol-5-ylsulfanyl)-acetic acid methyl ester
—— 1-(4-Methylsulfanyl-phenyl)-cyclohexylamine 125802-15-5 C13H19NS
1-(4-Methylsulfanyl-phenyl)-cyclohexylamine
—— 4-(Imidazolidin-2-ylideneamino)-6-methyl-3-methylsulfanyl-4H-[1,2,4]triazin-5-one 118458-78-9 C8H12N6OS
4-(Imidazolidin-2-ylideneamino)-6-methyl-3-methylsulfanyl-4H-[1,2,4]triazin-5-one
—— 1,2-bis(5,7-dihydrodibenzo<b,g>-1,4-thiazocin-6-ylidene)hydrazine 87213-31-8 C28H22N4S2
1,2-bis(5,7-dihydrodibenzo<b,g>-1,4-thiazocin-6-ylidene)hydrazine
—— methyl 3-(phenylthio)-2-(phenylthiomethyl)propionate 92806-63-8 C17H18O2S2
methyl 3-(phenylthio)-2-(phenylthiomethyl)propionate
—— 4-methyl-7-phenyl-5-phenylthio-5-(trimethylsilyl)heptan-3-one 482358-17-8 C23H32OSSi
4-methyl-7-phenyl-5-phenylthio-5-(trimethylsilyl)heptan-3-one
—— (4E,8E)-3,3,10,10-Tetraethyl-3,6,7,10-tetrahydro-[1,2,5,8]dithiadiazecine 108168-02-1 C14H26N2S2
(4E,8E)-3,3,10,10-Tetraethyl-3,6,7,10-tetrahydro-[1,2,5,8]dithiadiazecine