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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
—— 3,5-dichloro-4-<i>o</i>-tolylsulfanyl-aniline 109218-80-6 C13H11Cl2NS
3,5-dichloro-4-<i>o</i>-tolylsulfanyl-aniline
—— [4-(5-formyl-6-methyl-pyridin-2-ylsulfanyl)-phenyl]-acetic acid methyl ester 926296-40-4 C16H15NO3S
[4-(5-formyl-6-methyl-pyridin-2-ylsulfanyl)-phenyl]-acetic acid methyl ester
—— methyl (Z)-4-(phenylthio)-3,5-hexadienoate 84132-34-3 C13H14O2S
methyl (Z)-4-(phenylthio)-3,5-hexadienoate
—— N-{4-[(5-formyl-6-methyl-2-pyridinyl)thio]phenyl}methanesulfonamide 1150617-08-5 C14H14N2O3S2
N-{4-[(5-formyl-6-methyl-2-pyridinyl)thio]phenyl}methanesulfonamide
—— methyl 5-(phenylthio)pentanoate 78742-75-3 C12H16O2S
methyl 5-(phenylthio)pentanoate
—— 4-acetylamino-3-methylsulfanyl-6-phenyl-4<i>H</i>-[1,2,4]triazin-5-one 22279-48-7 C12H12N4O2S
4-acetylamino-3-methylsulfanyl-6-phenyl-4<i>H</i>-[1,2,4]triazin-5-one
—— 4-amino-6-methyl-3-methylthio-1,2,4-triazin-5-thione 61609-93-6 C5H8N4S2
4-amino-6-methyl-3-methylthio-1,2,4-triazin-5-thione
—— 1,1-Ditert-butyl-3-phenylsulfanylsiletane 1240530-82-8 C17H28SSi
1,1-Ditert-butyl-3-phenylsulfanylsiletane
—— 2,2,3,3-tetrafluoropropanesulfenyl chloride 951788-59-3 C3H3ClF4S
2,2,3,3-tetrafluoropropanesulfenyl chloride
—— <i>N</i>-butyl-<i>N'</i>-cyclohexyl-thiourea 18884-16-7 C11H22N2S
<i>N</i>-butyl-<i>N'</i>-cyclohexyl-thiourea
—— 3-(Carbamoylmethylthio)-4-phenylfurazan 372945-82-9 C10H9N3O2S
3-(Carbamoylmethylthio)-4-phenylfurazan
—— 3-chloro-5-(methylthio)pyrazine-2-carbaldehyde 1620056-65-6 C6H5ClN2OS
3-chloro-5-(methylthio)pyrazine-2-carbaldehyde
—— 5-benzyl-3-methylsulfanyl-1,2,4-triazine 832686-79-0 C11H11N3S
5-benzyl-3-methylsulfanyl-1,2,4-triazine
—— 2-Benzyl-5-(ethylsulfanyl)-1,3,4-oxadiazole 717892-59-6 C11H12N2OS
2-Benzyl-5-(ethylsulfanyl)-1,3,4-oxadiazole
—— Propandisulfonsaeure-(1,3)-diazid 98025-64-0 C3H6N6O4S2
Propandisulfonsaeure-(1,3)-diazid
—— 4-Ethylsulfanyl-3-oxo-5-propyl-3H-isoxazole-2-carbonyl chloride 1027657-53-9 C9H12ClNO3S
4-Ethylsulfanyl-3-oxo-5-propyl-3H-isoxazole-2-carbonyl chloride
—— 4-ethylthio-3-hydroxy-5-propylisoxazole 271786-97-1 C8H13NO2S
4-ethylthio-3-hydroxy-5-propylisoxazole
—— 5-tert-Butyl-4-ethylsulfanyl-3-oxo-3H-isoxazole-2-carbonyl chloride 1026105-14-5 C10H14ClNO3S
5-tert-Butyl-4-ethylsulfanyl-3-oxo-3H-isoxazole-2-carbonyl chloride
—— 5-Ethyl-4-isopropylsulfanyl-3-oxo-3H-isoxazole-2-carbonyl chloride 1027564-52-8 C9H12ClNO3S
5-Ethyl-4-isopropylsulfanyl-3-oxo-3H-isoxazole-2-carbonyl chloride
—— 5-ethyl-3-hydroxy-4-isopropylthioisoxazole 271787-01-0 C8H13NO2S
5-ethyl-3-hydroxy-4-isopropylthioisoxazole
—— 5-tert-Butyl-4-ethylsulfanyl-isoxazol-3-ol 271787-00-9 C9H15NO2S
5-tert-Butyl-4-ethylsulfanyl-isoxazol-3-ol
—— 2',3'-O-isopropylidene-5-phenylthiomethyluridine 111476-31-4 C19H22N2O6S
2',3'-O-isopropylidene-5-phenylthiomethyluridine
—— 5-Methyl-4-propylsulfanyl-isoxazol-3-ol 107403-20-3 C7H11NO2S
5-Methyl-4-propylsulfanyl-isoxazol-3-ol
—— 3-hydroxy-4-(2-methoxyethylthio)-5-methylisoxazole 271787-02-1 C7H11NO3S
3-hydroxy-4-(2-methoxyethylthio)-5-methylisoxazole
—— 4-Ethylsulfanyl-5-isopropyl-3-oxo-3H-isoxazole-2-carbonyl chloride 1026233-89-5 C9H12ClNO3S
4-Ethylsulfanyl-5-isopropyl-3-oxo-3H-isoxazole-2-carbonyl chloride
—— 5-Methyl-3-oxo-4-propylsulfanyl-3H-isoxazole-2-carbonyl chloride 1026184-66-6 C8H10ClNO3S
5-Methyl-3-oxo-4-propylsulfanyl-3H-isoxazole-2-carbonyl chloride
—— p-tolyl 3-azido-2,3,6-trideoxy-1-thio-α-L-arabino-hexopyranoside 936330-82-4 C13H17N3O2S
p-tolyl 3-azido-2,3,6-trideoxy-1-thio-α-L-arabino-hexopyranoside
—— 2-Prop-2-ynylsulfanylpyridine-3-carbonitrile 1620074-99-8 C9H6N2S
2-Prop-2-ynylsulfanylpyridine-3-carbonitrile
—— 4-Isopropylsulfanyl-5-methyl-isoxazol-3-ol 107403-21-4 C7H11NO2S
4-Isopropylsulfanyl-5-methyl-isoxazol-3-ol
—— 5-ethyl-4-ethylthio-3-hydroxyisoxazole 149804-87-5 C7H11NO2S
5-ethyl-4-ethylthio-3-hydroxyisoxazole
—— 4-Ethylsulfanyl-5-isopropyl-isoxazol-3-ol 271786-99-3 C8H13NO2S
4-Ethylsulfanyl-5-isopropyl-isoxazol-3-ol
—— 1-(3-Pyridin-4-ylsulfanylphenyl)-3-[5-(trifluoromethyl)pyridin-2-yl]urea 432050-21-0 C18H13F3N4OS
1-(3-Pyridin-4-ylsulfanylphenyl)-3-[5-(trifluoromethyl)pyridin-2-yl]urea
—— 5-Ethyl-4-ethylsulfanyl-3-oxo-3H-isoxazole-2-carbonyl chloride 1027255-15-7 C8H10ClNO3S
5-Ethyl-4-ethylsulfanyl-3-oxo-3H-isoxazole-2-carbonyl chloride
—— 4-(2-Methoxy-ethylsulfanyl)-5-methyl-3-oxo-3H-isoxazole-2-carbonyl chloride 1027978-05-7 C8H10ClNO4S
4-(2-Methoxy-ethylsulfanyl)-5-methyl-3-oxo-3H-isoxazole-2-carbonyl chloride
—— N4-[4-(pyridin-4-ylsulfanyl)-phenyl]-6,7,8,9-tetrahydro-5H-cycloheptapyrimidine-2,4-diamine 569658-16-8 C20H21N5S
N4-[4-(pyridin-4-ylsulfanyl)-phenyl]-6,7,8,9-tetrahydro-5H-cycloheptapyrimidine-2,4-diamine
—— 5-Methyl-4-methylsulfanyl-isoxazol-3-ol 107403-18-9 C5H7NO2S
5-Methyl-4-methylsulfanyl-isoxazol-3-ol
—— 1-Methylcyclopentane-1-carbothioamide 1620693-53-9 C7H13NS
1-Methylcyclopentane-1-carbothioamide
—— N-(2-amino-6-ethyl-4-pyrimidinyl)-N-[4-(4-pyridinylsulfanyl)phenyl]amine 570415-41-7 C17H17N5S
N-(2-amino-6-ethyl-4-pyrimidinyl)-N-[4-(4-pyridinylsulfanyl)phenyl]amine
—— 5-Methyl-4-methylsulfanyl-3-oxo-3H-isoxazole-2-carbonyl chloride 1025937-25-0 C6H6ClNO3S
5-Methyl-4-methylsulfanyl-3-oxo-3H-isoxazole-2-carbonyl chloride
—— (7-methyl-2-methylthiothiazolo[4,5-d]pyrimidin-5-ylsulfanyl)acetic acid ethyl ester 321434-47-3 C11H13N3O2S3
(7-methyl-2-methylthiothiazolo[4,5-d]pyrimidin-5-ylsulfanyl)acetic acid ethyl ester
—— 4-benzylamino-2-methylthio-5-nitro-6-phenylethynylpyrimidine 1097967-02-6 C20H16N4O2S
4-benzylamino-2-methylthio-5-nitro-6-phenylethynylpyrimidine
—— 6-chloro-2-methylthio-4-pyrrolidino-5-nitropyrimidine 1097966-95-4 C9H11ClN4O2S
6-chloro-2-methylthio-4-pyrrolidino-5-nitropyrimidine
—— 2-methylthio-5-nitro-6-phenylethynyl-4-pyrrolidinopyrimidine 1097967-05-9 C17H16N4O2S
2-methylthio-5-nitro-6-phenylethynyl-4-pyrrolidinopyrimidine
—— N-{6-[(4-aminophenyl)thio]imidazo[1,2-b]pyridazin-2-yl}cyclopropanecarboxamide 1005782-38-6 C16H15N5OS
N-{6-[(4-aminophenyl)thio]imidazo[1,2-b]pyridazin-2-yl}cyclopropanecarboxamide
—— 4-(4-Chloro-phenylsulfanyl)-2-p-tolyl-thiazole 130775-33-6 C16H12ClNS2
4-(4-Chloro-phenylsulfanyl)-2-p-tolyl-thiazole
—— 1-(2-Methoxy-ethyl)-3-[4-(4-nitro-phenylsulfanyl)-phenyl]-urea 54457-56-6 C16H17N3O4S
1-(2-Methoxy-ethyl)-3-[4-(4-nitro-phenylsulfanyl)-phenyl]-urea
—— (7-chloro-8-methyl-3-phenylamino-1,1-dioxo-4H-1,5,2-benzo[f]dithiazepin-4-ylidene)acetic acid 1083063-87-9 C17H13ClN2O4S2
(7-chloro-8-methyl-3-phenylamino-1,1-dioxo-4H-1,5,2-benzo[f]dithiazepin-4-ylidene)acetic acid
—— ethyl 4-(2-methylphenylthio)-3-oxobutanoate 83821-43-6 C13H16O3S
ethyl 4-(2-methylphenylthio)-3-oxobutanoate
—— (3S,4S)-5-Cyano-4-cyclohexyl-6-methyl-2-[1-phenylsulfanyl-meth-(Z)-ylidene]-1,2,3,4-tetrahydro-pyridine-3-carboxylic acid ethyl ester 134968-41-5 C23H28N2O2S
(3S,4S)-5-Cyano-4-cyclohexyl-6-methyl-2-[1-phenylsulfanyl-meth-(Z)-ylidene]-1,2,3,4-tetrahydro-pyridine-3-carboxylic acid ethyl ester
—— ethyl 3-oxo-4-(4-pyridinylthio)butanoate 107975-76-8 C11H13NO3S
ethyl 3-oxo-4-(4-pyridinylthio)butanoate