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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
—— 6-chloro-3-[(4-hydroxyphenyl)thio]-N-(1-methyl-1H-pyrazol-3-yl)pyridine-2-carboxamide 1164103-36-9 C16H13ClN4O2S
6-chloro-3-[(4-hydroxyphenyl)thio]-N-(1-methyl-1H-pyrazol-3-yl)pyridine-2-carboxamide
—— 2-(4-hydroxyphenylsulfanyl)octanoic acid ethyl ester 287392-78-3 C16H24O3S
2-(4-hydroxyphenylsulfanyl)octanoic acid ethyl ester
—— methyl 2-(4-hydroxyphenylthio)propionate 347162-60-1 C10H12O3S
methyl 2-(4-hydroxyphenylthio)propionate
—— 4-((3-(methyl(phenyl)amino)propyl)thio)phenol 1452855-71-8 C16H19NOS
4-((3-(methyl(phenyl)amino)propyl)thio)phenol
—— 3-[(4-hydroxyphenyl)sulfanyl]propanoic acid 30512-65-3 C9H10O3S
3-[(4-hydroxyphenyl)sulfanyl]propanoic acid
—— S-(2-tetrahydropyranyl)-4-hydroxythiophenol 527758-63-0 C11H14O2S
S-(2-tetrahydropyranyl)-4-hydroxythiophenol
—— 2-(4-(2,2-bis(4-hydroxyphenylthio)ethoxy)phenylthio)pyridine 866249-08-3 C25H21NO3S3
2-(4-(2,2-bis(4-hydroxyphenylthio)ethoxy)phenylthio)pyridine
—— 5,5-dimethyl-3-(phenylthio)cyclohex-2-enone 52735-51-0 C14H16OS
5,5-dimethyl-3-(phenylthio)cyclohex-2-enone
—— 4-(2-amino-4-nitro-phenylsulfanyl)-phenol 943773-76-0 C12H10N2O3S
4-(2-amino-4-nitro-phenylsulfanyl)-phenol
—— 2-(4-((1,3-dioxolane-2-yl)methoxy)phenylthio)pyridine 866249-07-2 C15H15NO3S
2-(4-((1,3-dioxolane-2-yl)methoxy)phenylthio)pyridine
—— 4-(4-hydroxyphenylthio)benzonitrile 53279-54-2 C13H9NOS
4-(4-hydroxyphenylthio)benzonitrile
—— 6-[(4-hydroxyphenyl)thio]-2,4(1H,3H)-pyrimidinedione 607710-37-2 C10H8N2O3S
6-[(4-hydroxyphenyl)thio]-2,4(1H,3H)-pyrimidinedione
—— 4-((2-(ethyl(phenyl)amino)ethyl)thio)phenol 1452855-70-7 C16H19NOS
4-((2-(ethyl(phenyl)amino)ethyl)thio)phenol
—— 4-(3-amino-4-nitrophenylthio)phenol 60014-04-2 C12H10N2O3S
4-(3-amino-4-nitrophenylthio)phenol
—— 5-(4-hydroxy-phenylsulfanyl methyl)-2-oxo-2,3-dihydro-1H-imidazole-4-carboxylic acid methyl ester 849454-46-2 C12H12N2O4S
5-(4-hydroxy-phenylsulfanyl methyl)-2-oxo-2,3-dihydro-1H-imidazole-4-carboxylic acid methyl ester
—— diphenylthioacetate de methyle 84406-07-5 C15H14O2S2
diphenylthioacetate de methyle
—— tert-butyl (2-((4-hydroxyphenyl)thio)ethyl)carbamate 195516-69-9 C13H19NO3S
tert-butyl (2-((4-hydroxyphenyl)thio)ethyl)carbamate
—— 3-(4-hydroxyphenylthio)phthalonitrile 1499237-75-0 C14H8N2OS
3-(4-hydroxyphenylthio)phthalonitrile
—— (4-bromophenyl)(3-methylbut-2-en-1-yl)sulfane 127164-82-3 C11H13BrS
(4-bromophenyl)(3-methylbut-2-en-1-yl)sulfane
—— 4-(4-hydroxyphenylthio)phthalonitrile 1499237-78-3 C14H8N2OS
4-(4-hydroxyphenylthio)phthalonitrile
—— 4-(4-amino-2-nitro-phenylsulfanyl)-phenol 530135-26-3 C12H10N2O3S
4-(4-amino-2-nitro-phenylsulfanyl)-phenol
—— 2,4-bis[4-(4-hydroxyphenylsulphanyl)phenyl]-6-phenyl-1,3,5-triazine 1357015-56-5 C33H23N3O2S2
2,4-bis[4-(4-hydroxyphenylsulphanyl)phenyl]-6-phenyl-1,3,5-triazine
—— Methyl 4,5-dimethyl-1,3-dithiole-2-carboxylate 177798-61-7 C7H10O2S2
Methyl 4,5-dimethyl-1,3-dithiole-2-carboxylate
—— Dithiobuttersaeuremethylester 13831-08-8 C5H10S2
Dithiobuttersaeuremethylester
—— Methyl 5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiine-2-carboxylate 161088-14-8 C7H8O2S4
Methyl 5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiine-2-carboxylate
—— (5,6-dicyano-pyrazin-2-ylsulfanyl)-acetic acid 72112-02-8 C8H4N4O2S
(5,6-dicyano-pyrazin-2-ylsulfanyl)-acetic acid
—— 1,3-Benzodithiole-2-carboxylic acid, methyl ester 144558-76-9 C9H8O2S2
1,3-Benzodithiole-2-carboxylic acid, methyl ester
—— O,o-dimethyl-S-[(2,2-dimethyl-1,3-dithiolan-4-yl)-methyl]phosphorodithioate 30682-97-4 C8H17O2PS4
O,o-dimethyl-S-[(2,2-dimethyl-1,3-dithiolan-4-yl)-methyl]phosphorodithioate
—— Methyl 2,2-bis-(O-isopropyldithioxanthyl)acetate 64407-81-4 C11H18O4S4
Methyl 2,2-bis-(O-isopropyldithioxanthyl)acetate
—— Methyl 4-(2-formyl-1,3-dithiolan-2-yl)butanoate 201273-26-9 C9H14O3S2
Methyl 4-(2-formyl-1,3-dithiolan-2-yl)butanoate
—— 2-methylsulfanyl-hex-1-ene 71159-66-5 C7H14S
2-methylsulfanyl-hex-1-ene
—— N-Ethyl-Na(2)-pentylthiourea 32900-13-3 C8H18N2S
N-Ethyl-Na(2)-pentylthiourea
—— 2-methyl-5-oxo-[1,3]oxathiolane-2-carboxylic acid 35684-56-1 C5H6O4S
2-methyl-5-oxo-[1,3]oxathiolane-2-carboxylic acid
—— 4-thioxo-3-oxa-5-thia-heptanedioic acid-7-amide 75032-76-7 C5H7NO4S2
4-thioxo-3-oxa-5-thia-heptanedioic acid-7-amide
—— 2-chloro-6-oxopyrido<2,3-b><1,4>thiazine 43186-57-8 C7H5ClN2OS
2-chloro-6-oxopyrido<2,3-b><1,4>thiazine
—— 4,7-dioxa-1,10-dithia[10]3,3'-5,5'-bis(1,2,4-triazin-3-ylsulfanyl)cyclophane 1009834-75-6 C12H14N6O2S2
4,7-dioxa-1,10-dithia[10]3,3'-5,5'-bis(1,2,4-triazin-3-ylsulfanyl)cyclophane
—— 10,13-Dioxa-7,16-dithia-21,22-diazatricyclo[15.3.1.12,6]docosa-1(21),2(22),3,5,17,19-hexaene 1009834-79-0 C16H18N2O2S2
10,13-Dioxa-7,16-dithia-21,22-diazatricyclo[15.3.1.12,6]docosa-1(21),2(22),3,5,17,19-hexaene
—— Thiocarbamic acid O-prop-2-ynyl ester 141461-93-0 C4H5NOS
Thiocarbamic acid O-prop-2-ynyl ester
—— 2,4-Dimethyl-3-pentanthiol 21991-20-8 C7H16S
2,4-Dimethyl-3-pentanthiol
—— 3-(2-Aminophenyl)sulfanylbutanoic acid 98186-17-5 C10H13NO2S
3-(2-Aminophenyl)sulfanylbutanoic acid
—— (-)-N-(tert-Butoxycarbonyl)-L-alanyl-glycin-imidthiosaeure-S-ethylester 109924-06-3 C12H23N3O3S
(-)-N-(tert-Butoxycarbonyl)-L-alanyl-glycin-imidthiosaeure-S-ethylester
—— 6-allyl-1-(1-ethylvinyl)-1,2,5,6-tetrahydro-2-pyridinone 1415683-70-3 C18H21NOS
6-allyl-1-(1-ethylvinyl)-1,2,5,6-tetrahydro-2-pyridinone
—— 1-(chloromethylthio)-1-butyne 77633-41-1 C5H7ClS
1-(chloromethylthio)-1-butyne
—— 4-oxa-1,7-dithia[7](6,6')-2,2'-bis(pyridine)cyclophane 1009834-78-9 C14H14N2OS2
4-oxa-1,7-dithia[7](6,6')-2,2'-bis(pyridine)cyclophane
—— methyl 4-(1-methyl-1H-tetrazol-5-ylthio)butyrate 80086-15-3 C7H12N4O2S
methyl 4-(1-methyl-1H-tetrazol-5-ylthio)butyrate
—— methyl 4-[(4-fluorophenyl)thio]butanoate 1096302-32-7 C11H13FO2S
methyl 4-[(4-fluorophenyl)thio]butanoate
—— 2-thioethyl (1'-ethoxy) butyronitrile 911807-82-4 C8H15NOS
2-thioethyl (1'-ethoxy) butyronitrile
—— methyl 4-[(4-chlorophenyl)thio]butanoate 29107-78-6 C11H13ClO2S
methyl 4-[(4-chlorophenyl)thio]butanoate
—— 1,2-bis-ethylsulfanyl-butane 90952-36-6 C8H18S2
1,2-bis-ethylsulfanyl-butane
—— 1,7-dithia[7](6,6')-2,2'-bis(pyridine)cyclophane 1303611-47-3 C15H16N2S2
1,7-dithia[7](6,6')-2,2'-bis(pyridine)cyclophane