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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
—— [(E)-1-chloro-2-phenylethenyl]sulfanylbenzene 96336-02-6 C14H11ClS
[(E)-1-chloro-2-phenylethenyl]sulfanylbenzene
—— cis-7a-hydroxy-3a-(phenylsulfenyl)-3a,4,5,6,7,7a-hexahydro-4-indanone 107053-80-5 C15H18O2S
cis-7a-hydroxy-3a-(phenylsulfenyl)-3a,4,5,6,7,7a-hexahydro-4-indanone
—— bis(2,2-difluoro-2-nitroethyl)thionocarbonate 80456-68-4 C5H4F4N2O6S
bis(2,2-difluoro-2-nitroethyl)thionocarbonate
—— 6-Methoxy-2-phenylsulfanylquinoline-3-carbaldehyde 433705-71-6 C17H13NO2S
6-Methoxy-2-phenylsulfanylquinoline-3-carbaldehyde
—— 5,7-dihydrodibenzo<b,g>-1,4-thiazocin-6-thione 87213-28-3 C14H11NS2
5,7-dihydrodibenzo<b,g>-1,4-thiazocin-6-thione
—— 7-methylsulfanyl-5-oxo-5H-thiazolo[3,2-a]pyrimidine-6-carbonitrile 503423-85-6 C8H5N3OS2
7-methylsulfanyl-5-oxo-5H-thiazolo[3,2-a]pyrimidine-6-carbonitrile
—— 4-hydroxy-6-methyl-3-phenylthio-2(1H)-pyridone 54885-26-6 C12H11NO2S
4-hydroxy-6-methyl-3-phenylthio-2(1H)-pyridone
—— Penten-(4)-yl-butyl-sulfid 20217-78-1 C9H18S
Penten-(4)-yl-butyl-sulfid
—— (4-Chloro-6-dimethylamino-pyrimidin-2-ylsulfanyl)-acetic acid 86627-43-2 C8H10ClN3O2S
(4-Chloro-6-dimethylamino-pyrimidin-2-ylsulfanyl)-acetic acid
—— 2-Mercapto-6-{[(4-methylphenyl)thio]-methyl}pyrimidin-4(3H)-one 299937-81-8 C12H12N2OS2
2-Mercapto-6-{[(4-methylphenyl)thio]-methyl}pyrimidin-4(3H)-one
—— 2-Carboxymethylthio-5-o-tolyl-1,3,4-oxadiazol 71134-66-2 C11H10N2O3S
2-Carboxymethylthio-5-o-tolyl-1,3,4-oxadiazol
—— N-[2-[(3,5-dimethyl-1H-pyrazol-4-yl)sulfanyl]phenyl]-1-phenylmethanimine 5483-69-2 C18H17N3S
N-[2-[(3,5-dimethyl-1H-pyrazol-4-yl)sulfanyl]phenyl]-1-phenylmethanimine
—— 2-Methyl-5-thiocyanato-pyrrol 89418-02-0 C6H6N2S
2-Methyl-5-thiocyanato-pyrrol
—— 2-[2-(2-thienylsulfanyl)-1H-pyrrolyl]acetic acid 760945-80-0 C10H9NO2S2
2-[2-(2-thienylsulfanyl)-1H-pyrrolyl]acetic acid
—— (4,5-Dihydro-1H-imidazol-2-yl)-[2-(4-methoxy-phenylsulfanyl)-phenyl]-amine 677343-24-7 C16H17N3OS
(4,5-Dihydro-1H-imidazol-2-yl)-[2-(4-methoxy-phenylsulfanyl)-phenyl]-amine
—— 4,5-dihydropyrrolo[2,1-b]thieno[3,2-f][1,3]thiazepin-4-one 760945-83-3 C10H7NOS2
4,5-dihydropyrrolo[2,1-b]thieno[3,2-f][1,3]thiazepin-4-one
—— (2-pyrrolylsulfanyl)acetic acid 89597-78-4 C6H7NO2S
(2-pyrrolylsulfanyl)acetic acid
—— 5-[2-(Dimethylazaniumyl)ethylsulfanyl]-1,3,4-thiadiazole-2-thiolate —— C6H11N3S3
5-[2-(Dimethylazaniumyl)ethylsulfanyl]-1,3,4-thiadiazole-2-thiolate
—— 4-Amino-2-benzylthio-5-cyan-pyrimidin 100137-41-5 C12H10N4S
4-Amino-2-benzylthio-5-cyan-pyrimidin
—— 1-methyl-4-<2-(2-hydroxymethylphenylthio)benzoyl>piperazine 93288-95-0 C19H22N2O2S
1-methyl-4-<2-(2-hydroxymethylphenylthio)benzoyl>piperazine
—— 2-(2-(benzylthio)-1H-imidazol-4-yl)-6-methylpyridine 1418306-03-2 C16H15N3S
2-(2-(benzylthio)-1H-imidazol-4-yl)-6-methylpyridine
—— Furan-2-yl-[5-(furan-2-yl)-3-methylsulfanylfuran-2-yl]methanone 123958-30-5 C14H10O4S
Furan-2-yl-[5-(furan-2-yl)-3-methylsulfanylfuran-2-yl]methanone
—— N-(2-(phenylthio)benzyl)pyrrolidine 127876-53-3 C17H19NS
N-(2-(phenylthio)benzyl)pyrrolidine
—— 2-<2-(4-isopropylphenylthio)-5-nitrophenyl>acetic acid 91528-08-4 C17H17NO4S
2-<2-(4-isopropylphenylthio)-5-nitrophenyl>acetic acid
—— 2-(4-Acetamidophenylthio)phenylacetonitril 20904-49-8 C16H14N2OS
2-(4-Acetamidophenylthio)phenylacetonitril
—— 3-(3-Butenyl)-2-(phenylthio)-2-cyclohexen-1-one 121851-35-2 C16H18OS
3-(3-Butenyl)-2-(phenylthio)-2-cyclohexen-1-one
—— 1-methyl-4-<2-(2-hydroxymethylphenylthio)benzyl>piperazine 64465-87-8 C19H24N2OS
1-methyl-4-<2-(2-hydroxymethylphenylthio)benzyl>piperazine
—— 1-methyl-4-<2-(4-methylphenylthio)benzoyl>piperazine 93288-91-6 C19H22N2OS
1-methyl-4-<2-(4-methylphenylthio)benzoyl>piperazine
—— 3-Hydroxymethyl-N,N-dimethyl-4-phenylsulfanyl-benzenesulfonamide 57536-41-1 C15H17NO3S2
3-Hydroxymethyl-N,N-dimethyl-4-phenylsulfanyl-benzenesulfonamide
—— 9b-(3-Butenyl)-2,3,4a,9b-tetrahydro-4(1H)-dibenzothiophenone 121851-37-4 C16H18OS
9b-(3-Butenyl)-2,3,4a,9b-tetrahydro-4(1H)-dibenzothiophenone
—— 1,2-bis-((<i>E</i>)-2-chloro-1-methyl-propenylsulfanyl)-ethane 24128-03-8 C10H16Cl2S2
1,2-bis-((<i>E</i>)-2-chloro-1-methyl-propenylsulfanyl)-ethane
—— ethyl 3-(2-methanesulfanyl-4-phenylamino-pyrimidin-5-yl)acrylate 211245-57-7 C16H17N3O2S
ethyl 3-(2-methanesulfanyl-4-phenylamino-pyrimidin-5-yl)acrylate
—— (5Z)-5-({5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)-2-thioxoimidazolidin-4-one 6630-88-2 C14H9ClN2O2S2
(5Z)-5-({5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)-2-thioxoimidazolidin-4-one
—— 2-{[5-(3-Methylphenyl)-1,3,4-oxadiazol-2-YL]sulfanyl}acetamide 332159-33-8 C11H11N3O2S
2-{[5-(3-Methylphenyl)-1,3,4-oxadiazol-2-YL]sulfanyl}acetamide
—— 1-Morpholino-2-((5-(p-tolyl)-1,3,4-oxadiazol-2-yl)thio)ethanone 497927-06-7 C15H17N3O3S
1-Morpholino-2-((5-(p-tolyl)-1,3,4-oxadiazol-2-yl)thio)ethanone
—— 3-chloro-5-(tert-butylthio)-4-pyridinecarbonitrile 183679-37-0 C10H11ClN2S
3-chloro-5-(tert-butylthio)-4-pyridinecarbonitrile
—— 2-[[5-(2-Chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-morpholin-4-ylethanone 337505-38-1 C14H14ClN3O3S
2-[[5-(2-Chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-morpholin-4-ylethanone
—— Ethyl 2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetate 332159-88-3 C13H14N2O3S
Ethyl 2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetate
—— 2-methylthioindeno[1,2-b]pyridin-5-one 1093963-81-5 C13H9NOS
2-methylthioindeno[1,2-b]pyridin-5-one
—— 4-[2-[[5-(2-Methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]morpholine 5122-43-0 C15H19N3O2S
4-[2-[[5-(2-Methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]morpholine
—— 3,5-bis(tert-butylthio)-4-pyridinecarbonitrile 183679-41-6 C14H20N2S2
3,5-bis(tert-butylthio)-4-pyridinecarbonitrile
—— 3.3.10.10-Tetramethyl-1.2-dithia-5.8-diaza-cyclodecadien-(4.8) 57443-13-7 C10H18N2S2
3.3.10.10-Tetramethyl-1.2-dithia-5.8-diaza-cyclodecadien-(4.8)
—— 3,3,6,6,10,10-hexamethyl-1,2-dithia-5,8-diazacyclodecane 102059-22-3 C12H26N2S2
3,3,6,6,10,10-hexamethyl-1,2-dithia-5,8-diazacyclodecane
—— 3-chloro-5-(phenylthio)isothiazole-4-carbonitrile 3889-64-3 C10H5ClN2S2
3-chloro-5-(phenylthio)isothiazole-4-carbonitrile
—— (E)-2-butenyl p-tolyl sulfide 119306-17-1 C11H14S
(E)-2-butenyl p-tolyl sulfide
—— Bis-(3-Chlor-4-cyanoisothiazol-5-yl)-sulfid 955-70-4 C8Cl2N4S3
Bis-(3-Chlor-4-cyanoisothiazol-5-yl)-sulfid
—— (E)-3-acetoxy-4-phenylthiohex-3-ene 123630-51-3 C14H18O2S
(E)-3-acetoxy-4-phenylthiohex-3-ene
—— (S)-2-(5-phenylsulfanyl-tetrazol-1-ylmethyl)-pyrrolidine 863671-49-2 C12H15N5S
(S)-2-(5-phenylsulfanyl-tetrazol-1-ylmethyl)-pyrrolidine
—— (Z)-3-Cyano-3-phenylsulfanyl-acrylic acid allyl ester 124667-39-6 C13H11NO2S
(Z)-3-Cyano-3-phenylsulfanyl-acrylic acid allyl ester
—— 3,7-dihydrobenzo[1,2-b:4,5-b']dithiophene-2,6-dione 87522-77-8 C10H6O2S2
3,7-dihydrobenzo[1,2-b:4,5-b']dithiophene-2,6-dione