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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
—— 124685-04-7 C6H10S
—— 2-(methylthio)-6-(phenylmethyl)-4-pyrimidinamine 1246034-35-4 C12H13N3S
2-(methylthio)-6-(phenylmethyl)-4-pyrimidinamine
—— 2-(4-imidazolylmethylthio)pyridine 77148-60-8 C9H9N3S
2-(4-imidazolylmethylthio)pyridine
—— 3-Methylthio-5-azido-isothiazol-4-carbonitril 29231-69-4 C5H3N5S2
3-Methylthio-5-azido-isothiazol-4-carbonitril
—— 1-methyl-3-(4-cyano-3-(methylthio)-5-isothiazolyl)urea 65553-03-9 C7H8N4OS2
1-methyl-3-(4-cyano-3-(methylthio)-5-isothiazolyl)urea
—— ethyl 4-(4-chlorophenylthio)-2,6-bis(trifluoromethyl)pyrimidine-5-carboxylate 121562-23-0 C15H9ClF6N2O2S
ethyl 4-(4-chlorophenylthio)-2,6-bis(trifluoromethyl)pyrimidine-5-carboxylate
—— 5-amino-3-methylsulfanyl-isothiazole-4-carbonitrile 65929-69-3 C5H5N3S2
5-amino-3-methylsulfanyl-isothiazole-4-carbonitrile
—— 1-(2-Ethylthiobenzyl)pyrrole-2-carboxylic acid 107096-51-5 C14H15NO2S
1-(2-Ethylthiobenzyl)pyrrole-2-carboxylic acid
—— 1-(2-Ethylthiobenzyl)pyrrole-2-carbonitrile 107096-49-1 C14H14N2S
1-(2-Ethylthiobenzyl)pyrrole-2-carbonitrile
—— 5-amino-3-ethylsulfanyl-isothiazole-4-carbonitrile 65553-35-7 C6H7N3S2
5-amino-3-ethylsulfanyl-isothiazole-4-carbonitrile
—— 1-(2-ethoxycarbonylthiobenzyl)pyrrole 99151-84-5 C14H15NO2S
1-(2-ethoxycarbonylthiobenzyl)pyrrole
—— 2-Bromo-5-phenylsulfanylbicyclo[4.4.1]undeca-1(10),2,4,6,8-pentaene 188635-76-9 C17H13BrS
2-Bromo-5-phenylsulfanylbicyclo[4.4.1]undeca-1(10),2,4,6,8-pentaene
—— 1-methyl-3-(4-cyano-3-(ethylthio)-5-isothiazolyl)urea 65553-14-2 C8H10N4OS2
1-methyl-3-(4-cyano-3-(ethylthio)-5-isothiazolyl)urea
—— 1,2,3,4,5,6-Hexakis(phenylsulfanylmethyl)benzene;toluene 61040-49-1 C55H50S6
1,2,3,4,5,6-Hexakis(phenylsulfanylmethyl)benzene;toluene
—— 2,2-difluoro-1-phenyl-3-(phenylthio)but-3-en-1-ol 210348-33-7 C16H14F2OS
2,2-difluoro-1-phenyl-3-(phenylthio)but-3-en-1-ol
—— 1,1-difluoro-2-phenylthio-1-propene 145646-63-5 C9H8F2S
1,1-difluoro-2-phenylthio-1-propene
—— 2-p-tolylthiopiperidine hydrochloride 106345-80-6 C12H17NS*ClH
2-p-tolylthiopiperidine hydrochloride
—— 2-(benzylthio)-5-(4-fluorophenyl)-1,3,4-oxadiazole 1173921-52-2 C15H11FN2OS
2-(benzylthio)-5-(4-fluorophenyl)-1,3,4-oxadiazole
—— 2-Isothiocyanatoprop-1-ene 71055-60-2 C4H5NS
2-Isothiocyanatoprop-1-ene
—— 3-(4-Fluorophenyl)-6-[3-(trifluoromethyl)phenyl]sulfanyl-[1,2,4]triazolo[4,3-b]pyridazine 1428565-90-5 C18H10F4N4S
3-(4-Fluorophenyl)-6-[3-(trifluoromethyl)phenyl]sulfanyl-[1,2,4]triazolo[4,3-b]pyridazine
—— 2-(4-fluorophenyl)-5-(ethylthio)-1,3,4-oxadiazole 459860-95-8 C10H9FN2OS
2-(4-fluorophenyl)-5-(ethylthio)-1,3,4-oxadiazole
—— N-{6-[(3-aminophenyl)thio]imidazo[1,2-b]pyridazin-2-yl}cyclopropanecarboxamide 1005781-65-6 C16H15N5OS
N-{6-[(3-aminophenyl)thio]imidazo[1,2-b]pyridazin-2-yl}cyclopropanecarboxamide
—— Octan-2-yl chlorosulfanylformate 99384-51-7 C9H17ClO2S
Octan-2-yl chlorosulfanylformate
—— (2-ethynylphenyl)(phenyl)sulfane 143392-32-9 C14H10S
(2-ethynylphenyl)(phenyl)sulfane
—— N,N-dimethyl-3-(4-chlorophenylthio)benzylamine 141357-96-2 C15H16ClNS
N,N-dimethyl-3-(4-chlorophenylthio)benzylamine
—— 3-Ethyl-2,2-bis-(phenylthio)-pentan-3-ol 71221-37-9 C19H24OS2
3-Ethyl-2,2-bis-(phenylthio)-pentan-3-ol
—— 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