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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
—— 2,6-bis(phenylsulfanylmethyl)pyridine 137058-21-0 C19H17NS2
2,6-bis(phenylsulfanylmethyl)pyridine
—— (4-Chlorophenyl)-[2-(4-methylphenyl)sulfanylpyridin-1-ium-1-yl]azanide 467435-31-0 C18H15ClN2S
(4-Chlorophenyl)-[2-(4-methylphenyl)sulfanylpyridin-1-ium-1-yl]azanide
—— 5-amino-4,6-bis(phenylthio)pyrimidine 873106-27-5 C16H13N3S2
5-amino-4,6-bis(phenylthio)pyrimidine
—— 2-amino-2-[4-(methylthio)phenyl]ethanol 910443-19-5 C9H13NOS
2-amino-2-[4-(methylthio)phenyl]ethanol
—— 3-[(2-chlorobenzyl)sulfanyl]-5-(6-methyl-4,5,6,7-tetrahydro-1-benzothiophen-3-yl)-4-(prop-2-en-1-yl)-4H-1,2,4-triazole 774195-27-6 C21H22ClN3S2
3-[(2-chlorobenzyl)sulfanyl]-5-(6-methyl-4,5,6,7-tetrahydro-1-benzothiophen-3-yl)-4-(prop-2-en-1-yl)-4H-1,2,4-triazole
—— 1-[5-(3,5-dichloro-phenylsulfanyl)-1-isopropyl-3-methyl-1H-pyrazol-4-ylmethyl]-1H-pyridin-2-one 412326-14-8 C19H19Cl2N3OS
1-[5-(3,5-dichloro-phenylsulfanyl)-1-isopropyl-3-methyl-1H-pyrazol-4-ylmethyl]-1H-pyridin-2-one
—— 1-[2-(Cyclohexen-1-yl)ethyl]-3-ethylthiourea 452298-45-2 C11H20N2S
1-[2-(Cyclohexen-1-yl)ethyl]-3-ethylthiourea
—— (4-Chlorophenyl)-[2-(4-chlorophenyl)sulfanylpyridin-1-ium-1-yl]azanide 467435-33-2 C17H12Cl2N2S
(4-Chlorophenyl)-[2-(4-chlorophenyl)sulfanylpyridin-1-ium-1-yl]azanide
—— N-(2,3-Dimethylcyclohexyl)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]thio]acetamide 1009350-04-2 C18H22FN3O2S
N-(2,3-Dimethylcyclohexyl)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]thio]acetamide
—— 2-benzyl-2-(2,2-diethoxyethyl)-1,3-dithiane 1258948-51-4 C17H26O2S2
2-benzyl-2-(2,2-diethoxyethyl)-1,3-dithiane
—— (N-n-Pentylguanyl)thiourea 101190-78-7 C7H16N4S
(N-n-Pentylguanyl)thiourea
—— N,N'-dipentylthiourea 31182-23-7 C11H24N2S
N,N'-dipentylthiourea
—— 5-tert-butylsulfanylpyridin-2-ylamine 71167-97-0 C9H14N2S
5-tert-butylsulfanylpyridin-2-ylamine
—— 2-bromo-1-((2,2-diethoxyethyl)thio)-4-chlorobenzene 1236538-61-6 C12H16BrClO2S
2-bromo-1-((2,2-diethoxyethyl)thio)-4-chlorobenzene
—— 4-bromo-1-(2,2-diethoxyethylsulfanyl)-2-methylbenzene 685126-82-3 C13H19BrO2S
4-bromo-1-(2,2-diethoxyethylsulfanyl)-2-methylbenzene
—— (4-methoxyphenyl)(m-tolyl)sulfane 61405-44-5 C14H14OS
(4-methoxyphenyl)(m-tolyl)sulfane
—— S-(3-fluoro-2-bromophenyl)-N,N-diethylthiocarbamate 324769-13-3 C11H13BrFNOS
S-(3-fluoro-2-bromophenyl)-N,N-diethylthiocarbamate
—— N-(1,1-Dimethylethyl)-2-[(2,4,6-trimethylphenyl)thio]acetamide 923249-38-1 C15H23NOS
N-(1,1-Dimethylethyl)-2-[(2,4,6-trimethylphenyl)thio]acetamide
—— 3-[(4-hydroxyphenyl)thio]-N-(1-methyl-1H-pyrazol-3-yl)-6-[(4-methyl-4H-1,2,4-triaz ol-3-yl)thio]pyridine-2-carboxamide 1164103-34-7 C19H17N7O2S2
3-[(4-hydroxyphenyl)thio]-N-(1-methyl-1H-pyrazol-3-yl)-6-[(4-methyl-4H-1,2,4-triaz ol-3-yl)thio]pyridine-2-carboxamide
—— 2-(3-fluoro-2-bromophenylthio)acetaldehyde diethylacetal 324769-14-4 C12H16BrFO2S
2-(3-fluoro-2-bromophenylthio)acetaldehyde diethylacetal
—— (4-bromo-2-methylphenyl)(methyl)sulfane 89981-03-3 C8H9BrS
(4-bromo-2-methylphenyl)(methyl)sulfane
—— 2-hexyloxy-benzo[1,3]dithiole 55315-57-6 C13H18OS2
2-hexyloxy-benzo[1,3]dithiole
—— (2-chlorophenyl)(2,2-diethoxyethyl)sulfane 936902-05-5 C12H17ClO2S
(2-chlorophenyl)(2,2-diethoxyethyl)sulfane
—— 2-(2-bromo-5-fluorophenylthio)acetaldehyde diethylacetal 324768-97-0 C12H16BrFO2S
2-(2-bromo-5-fluorophenylthio)acetaldehyde diethylacetal
—— m-bromophenyl 2,2-diethoxyethyl sulphide 17347-29-4 C12H17BrO2S
m-bromophenyl 2,2-diethoxyethyl sulphide
—— 3-(Phenylthio)pyridazine 33333-14-1 C10H8N2S
3-(Phenylthio)pyridazine
—— 5-{[(4-Fluorophenyl)sulfanyl]methyl}-1,3,4-thiadiazol-2-amine 88743-04-8 C9H8FN3S2
5-{[(4-Fluorophenyl)sulfanyl]methyl}-1,3,4-thiadiazol-2-amine
—— Methyl <1-(Phenylthio)-2-phenylethylidene>hydrazinocarboxylate 114393-64-5 C16H16N2O2S
Methyl <1-(Phenylthio)-2-phenylethylidene>hydrazinocarboxylate
—— Ethyl 3-[6-[2-hydroxyethyl(dimethyl)silyl]hexylsulfonyl]propanoate 192126-02-6 C15H32O5SSi
Ethyl 3-[6-[2-hydroxyethyl(dimethyl)silyl]hexylsulfonyl]propanoate
—— 3-(2-amino-thiazol-5-ylsulfanyl)-propionic acid ethyl ester 859525-05-6 C8H12N2O2S2
3-(2-amino-thiazol-5-ylsulfanyl)-propionic acid ethyl ester
—— ethyl 3-{[(methylamino)carbonyl]sulfanyl}propanoate 652154-34-2 C7H13NO3S
ethyl 3-{[(methylamino)carbonyl]sulfanyl}propanoate
—— ethyl 3-[(3-bromophenyl)thio]propanoate 855997-35-2 C11H13BrO2S
ethyl 3-[(3-bromophenyl)thio]propanoate
—— 3-methylbuta-1,2-dienyl phenyl sulfide 65108-53-4 C11H12S
3-methylbuta-1,2-dienyl phenyl sulfide
—— 1-Thiomethoxy-3,3-dimethylallen 65108-52-3 C6H10S
1-Thiomethoxy-3,3-dimethylallen
—— 7-benzylthio-3-(2-chlorophenyl)-3,4-dihydropyrimido[4,5-d]-pyrimidin-2(1H)-one 335318-13-3 C19H15ClN4OS
7-benzylthio-3-(2-chlorophenyl)-3,4-dihydropyrimido[4,5-d]-pyrimidin-2(1H)-one
—— 5-[2-(thenylsulfanyl)ethyl]-1,3,4-thiadiazol-2-amine 88743-05-9 C10H11N3S2
5-[2-(thenylsulfanyl)ethyl]-1,3,4-thiadiazol-2-amine
—— (E)-3-(2-(Methylthio)pyrimidin-5-yl)acrylic acid —— C8H8N2O2S
(E)-3-(2-(Methylthio)pyrimidin-5-yl)acrylic acid
—— (E)-3-Thia-5-heptenal 127354-99-8 C6H10OS
(E)-3-Thia-5-heptenal
—— 2-hydroxyethyl methyl sulfoxide 21281-74-3 C3H8O2S
2-hydroxyethyl methyl sulfoxide
—— methyl 3-methylbuta-1,2-dienyl sulfone 1448247-72-0 C6H10O2S
methyl 3-methylbuta-1,2-dienyl sulfone
—— thiocarbonate 15644-49-2 CS3
thiocarbonate
—— Norbornenethione 131136-71-5 C7H8S
Norbornenethione
—— 3-methyl-4-methylthioaniline 70611-05-1 C8H11NS
3-methyl-4-methylthioaniline
—— (4-Cyano-1-methyl-6,7-dihydro-5H-[2]pyrindin-3-ylsulfanyl)-acetic acid ethyl ester 95546-99-9 C14H16N2O2S
(4-Cyano-1-methyl-6,7-dihydro-5H-[2]pyrindin-3-ylsulfanyl)-acetic acid ethyl ester
—— (R)-N<sup>1</sup>,N<sup>1</sup>-dimethyl-4-(phenylthio)butane-1,3-diamine 870812-32-1 C12H20N2S
(R)-N<sup>1</sup>,N<sup>1</sup>-dimethyl-4-(phenylthio)butane-1,3-diamine
—— benzo-1,3-dithiolane-1-oxide 153782-37-7 C7H6OS2
benzo-1,3-dithiolane-1-oxide
—— nitro-2 dimethylsulfamoyl-4 diphenylsulfure 83472-52-0 C14H14N2O4S2
nitro-2 dimethylsulfamoyl-4 diphenylsulfure
—— 2-[(4-cyano-1-methyl-5,6,7,8-tetrahydroisoquinolin-3-yl)sulfanyl]acetamide 95547-04-9 C13H15N3OS
2-[(4-cyano-1-methyl-5,6,7,8-tetrahydroisoquinolin-3-yl)sulfanyl]acetamide
—— 2-acetyl-2-phenylthio-cyclohexanone 98711-81-0 C14H16O2S
2-acetyl-2-phenylthio-cyclohexanone
—— (β-nitro-isopropyl)-phenyl sulfide 66448-56-4 C9H11NO2S
(β-nitro-isopropyl)-phenyl sulfide