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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
—— N,N-dimethyl-3-(3-hydroxyphenylthio)benzylamine 141357-98-4 C15H17NOS
N,N-dimethyl-3-(3-hydroxyphenylthio)benzylamine
—— N,N-dimethyl-3-(4-chlorophenylthio)benzamide 141358-15-8 C15H14ClNOS
N,N-dimethyl-3-(4-chlorophenylthio)benzamide
—— N,N-dimethyl-3-(3-methoxyphenylthio)benzylamine 141357-97-3 C16H19NOS
N,N-dimethyl-3-(3-methoxyphenylthio)benzylamine
—— Methyl [2-(methoxycarbonyldisulfanyl)ethyldisulfanyl]formate 71370-11-1 C6H10O4S4
Methyl [2-(methoxycarbonyldisulfanyl)ethyldisulfanyl]formate
—— 1-(2-Chloro-5,5-dimethylhex-3-ynyl)sulfanyl-4-methylbenzene 70819-12-4 C15H19ClS
1-(2-Chloro-5,5-dimethylhex-3-ynyl)sulfanyl-4-methylbenzene
—— (2S,6S)-8-(O-tert-butyldiphenylsilyl)-1,2-(O-isopropylidene)-4-(trimethylenedithio)octane-1,2,6,8-tetrol 120341-82-4 C30H44O4S2Si
(2S,6S)-8-(O-tert-butyldiphenylsilyl)-1,2-(O-isopropylidene)-4-(trimethylenedithio)octane-1,2,6,8-tetrol
—— 3-(3-methoxyphenylthio)benzoic acid 141358-08-9 C14H12O3S
3-(3-methoxyphenylthio)benzoic acid
—— 2,2-Bis-(phenylthio)-hexan-3-on 71221-35-7 C18H20OS2
2,2-Bis-(phenylthio)-hexan-3-on
—— 1-Bicyclo[2.2.1]hept-5-en-2-yl-ethanethione 78357-17-2 C9H12S
1-Bicyclo[2.2.1]hept-5-en-2-yl-ethanethione
—— [3-Chloro-4-(4-methylphenyl)sulfanylbut-1-ynyl]-trimethylsilane 70819-14-6 C14H19ClSSi
[3-Chloro-4-(4-methylphenyl)sulfanylbut-1-ynyl]-trimethylsilane
—— bis-(2-vinylsulfanyl-ethyl)-sulfane 6791-33-9 C8H14S3
bis-(2-vinylsulfanyl-ethyl)-sulfane
—— 5,6,7,8-tetrahydro-2-oxa-2aλ<sup>4</sup>,3-dithia-1,4-diaza-cyclopenta[<i>cd</i>]azulene 70820-87-0 C7H8N2OS2
5,6,7,8-tetrahydro-2-oxa-2aλ<sup>4</sup>,3-dithia-1,4-diaza-cyclopenta[<i>cd</i>]azulene
—— 3-(4-chlorophenylthio)benzoic acid 141358-07-8 C13H9ClO2S
3-(4-chlorophenylthio)benzoic acid
—— 2-Ethyl-2-phenylthiopentan-3-on 71221-45-9 C13H18OS
2-Ethyl-2-phenylthiopentan-3-on
—— 3,3'-thiodibenzoic acid 22452-72-8 C14H10O4S
3,3'-thiodibenzoic acid
—— N-(2-cyclopentenyl)thioethanamide 127310-77-4 C7H11NS
N-(2-cyclopentenyl)thioethanamide
—— 2-Ethylsulfanyl-5-(3-fluorophenyl)-1,3,4-oxadiazole 460723-99-3 C10H9FN2OS
2-Ethylsulfanyl-5-(3-fluorophenyl)-1,3,4-oxadiazole
—— 1,3-Dimethyl-2-acetonylthio-Δ<sup>4</sup>-imidazolinium-iodid 70529-90-7 C8H13N2OS*I
1,3-Dimethyl-2-acetonylthio-Δ<sup>4</sup>-imidazolinium-iodid
—— 5,6-Dihydro-4H-thieno[2,3-b]thiopyran 33892-71-6 C7H8S2
5,6-Dihydro-4H-thieno[2,3-b]thiopyran
—— .4-[(2,4-dichloro-5-methylphenyl)sulfanyl]-3,5-dinitrobenzonitrile 1137560-51-0 C14H7Cl2N3O4S
.4-[(2,4-dichloro-5-methylphenyl)sulfanyl]-3,5-dinitrobenzonitrile
—— 4-(4-Methoxyphenyl)sulfanyl-3,5-dinitrobenzonitrile 1137560-59-8 C14H9N3O5S
4-(4-Methoxyphenyl)sulfanyl-3,5-dinitrobenzonitrile
—— 2-(methylthio)-2-imidazoline hydriodide 6313-69-5 C4H6N2S*HI
2-(methylthio)-2-imidazoline hydriodide
—— 7-tert-butyl-2,3-dihydro-3,3-dimethyl-5-nitro-benzothiophene 194299-09-7 C14H19NO2S
7-tert-butyl-2,3-dihydro-3,3-dimethyl-5-nitro-benzothiophene
—— 4,5-Bis(trifluormethyl)-1,3-dithiol-2-carbonsaeure 156251-53-5 C6H2F6O2S2
4,5-Bis(trifluormethyl)-1,3-dithiol-2-carbonsaeure
—— 4,5-Bis(trifluormethyl)-1,3-dithiol-2,2-dicarbonsaeure-diethylester 156251-51-3 C11H10F6O4S2
4,5-Bis(trifluormethyl)-1,3-dithiol-2,2-dicarbonsaeure-diethylester
—— 2-(4-fluorophenyl)-3-[4-(methylthio)phenyl]thiophene 88149-83-1 C17H13FS2
2-(4-fluorophenyl)-3-[4-(methylthio)phenyl]thiophene
—— 2-Methyl-[1,3]dithiane-2-carbonitrile N-oxide 188841-14-7 C6H9NOS2
2-Methyl-[1,3]dithiane-2-carbonitrile N-oxide
—— Ethyl-dithiocarbamic acid phenyl ester 51098-07-8 C9H11NS2
Ethyl-dithiocarbamic acid phenyl ester
—— (3,5-dibromophenyl)(methyl)sulfane 141938-37-6 C7H6Br2S
(3,5-dibromophenyl)(methyl)sulfane
—— 1-methyl-4-phenylsulfanylpiperidine 738568-03-1 C12H17NS
1-methyl-4-phenylsulfanylpiperidine
—— 1-<4-(ethoxycarbonylthio)-3-(1,1-dimethylethyl)-1,2-oxazol-5-yl>-3-methylurea 118097-86-2 C12H19N3O4S
1-<4-(ethoxycarbonylthio)-3-(1,1-dimethylethyl)-1,2-oxazol-5-yl>-3-methylurea
—— 3-amino-5-butylsulfanyl-N-methyl-1,2,4-triazole-4-carboxamide 79742-10-2 C8H15N5OS
3-amino-5-butylsulfanyl-N-methyl-1,2,4-triazole-4-carboxamide
—— phenyl 2-deoxy-3,4-di-O-diethylisopropylsilyl-2-N-methylamino-1-thio-α-D-xylopyranoside 1342295-11-7 C26H49NO3SSi2
phenyl 2-deoxy-3,4-di-O-diethylisopropylsilyl-2-N-methylamino-1-thio-α-D-xylopyranoside
—— 5-(4-chloro-benzyl)-6-methyl-2-methylsulfanyl-3<i>H</i>-pyrimidin-4-one 63204-37-5 C13H13ClN2OS
5-(4-chloro-benzyl)-6-methyl-2-methylsulfanyl-3<i>H</i>-pyrimidin-4-one
—— 8,11-Bis(4-chlorphenylthio)tricyclo<4.3.3.0<sup>1,6</sup>>dodeca-7,10-dien 119657-29-3 C24H22Cl2S2
8,11-Bis(4-chlorphenylthio)tricyclo<4.3.3.0<sup>1,6</sup>>dodeca-7,10-dien
—— 6-methyl-2-(methylthio)-5-propylpyrimidin-4(3H)-one 59144-22-8 C9H14N2OS
6-methyl-2-(methylthio)-5-propylpyrimidin-4(3H)-one
—— 5-butyl-4-methyl-2-methylsulfanyl-1H-pyrimidin-6-one 29113-42-6 C10H16N2OS
5-butyl-4-methyl-2-methylsulfanyl-1H-pyrimidin-6-one
—— 5-(4-methyl-benzyl)-2-methylsulfanyl-3<i>H</i>-pyrimidin-4-one 63204-31-9 C13H14N2OS
5-(4-methyl-benzyl)-2-methylsulfanyl-3<i>H</i>-pyrimidin-4-one
—— 8,11-Bis(phenylthio)tricyclo<4.3.3.0<sup>1,6</sup>>dodeca-7,10-dien 119657-27-1 C24H24S2
8,11-Bis(phenylthio)tricyclo<4.3.3.0<sup>1,6</sup>>dodeca-7,10-dien
—— 5-(4-fluorobenzyl)-2-methylthio-4-pyrimidone 92712-82-8 C12H11FN2OS
5-(4-fluorobenzyl)-2-methylthio-4-pyrimidone
—— 1-Methyl-3-methylthio-1,2,4-triazol 35102-22-8 C4H7N3S
1-Methyl-3-methylthio-1,2,4-triazol
—— 3-methylsulfanyl-6-pyridin-3-ylmethyl-4<i>H</i>-[1,2,4]triazin-5-one 68262-26-0 C10H10N4OS
3-methylsulfanyl-6-pyridin-3-ylmethyl-4<i>H</i>-[1,2,4]triazin-5-one
—— 5-(3-chlorobenzyl)-2-methylthio-4-pyrimidone 63204-33-1 C12H11ClN2OS
5-(3-chlorobenzyl)-2-methylthio-4-pyrimidone
—— 5-(2-chlorobenzyl)-2-methylthio-4-pyrimidone 63204-42-2 C12H11ClN2OS
5-(2-chlorobenzyl)-2-methylthio-4-pyrimidone
—— 2-methylsulfanyl-5-phenethyl-3<i>H</i>-pyrimidin-4-one 63204-29-5 C13H14N2OS
2-methylsulfanyl-5-phenethyl-3<i>H</i>-pyrimidin-4-one
—— 5-<2>Thiazolylmethyl-2-methylthio-4-pyrimidon 64107-62-6 C9H9N3OS2
5-<2>Thiazolylmethyl-2-methylthio-4-pyrimidon
—— 2-methylsulfanyl-5-(4-phenyl-butyl)-3<i>H</i>-pyrimidin-4-one 63204-43-3 C15H18N2OS
2-methylsulfanyl-5-(4-phenyl-butyl)-3<i>H</i>-pyrimidin-4-one
—— Methyl [9-(methoxycarbonyldisulfanyl)nonyldisulfanyl]formate 71370-17-7 C13H24O4S4
Methyl [9-(methoxycarbonyldisulfanyl)nonyldisulfanyl]formate
—— 5-chloro-3-nitro-2-phenylsulfanyl-pyridine 103646-10-2 C11H7ClN2O2S
5-chloro-3-nitro-2-phenylsulfanyl-pyridine
—— [2-(4-Chloro-2-fluoro-phenylsulfanyl)-phenyl]-methanol 73129-18-7 C13H10ClFOS
[2-(4-Chloro-2-fluoro-phenylsulfanyl)-phenyl]-methanol