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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-[5-[[tert-butyl(dimethyl)silyl]oxymethyl]pyrazin-2-yl]-5-(6-methyl-2-methylsulfanylpyrimidin-4-yl)-1,3-thiazol-2-amine 874476-63-8 C20H28N6OS2Si
N-[5-[[tert-butyl(dimethyl)silyl]oxymethyl]pyrazin-2-yl]-5-(6-methyl-2-methylsulfanylpyrimidin-4-yl)-1,3-thiazol-2-amine
—— α-Methoxy-β-chlorethylisopropylsulfid 51757-78-9 C6H13ClOS
α-Methoxy-β-chlorethylisopropylsulfid
—— tert-butyl-[(E)-2,2-dimethyl-4-phenylsulfanylbut-3-enoxy]-dimethylsilane 1026847-70-0 C18H30OSSi
tert-butyl-[(E)-2,2-dimethyl-4-phenylsulfanylbut-3-enoxy]-dimethylsilane
—— 2-Diethoxyphosphoryl-2-phenylsulfanylacetic acid 109632-33-9 C12H17O5PS
2-Diethoxyphosphoryl-2-phenylsulfanylacetic acid
—— (17S)-17-methyl-16-oxa-1,5-dithiaspiro[5.12]octadecan-15-one 206124-22-3 C16H28O2S2
(17S)-17-methyl-16-oxa-1,5-dithiaspiro[5.12]octadecan-15-one
—— 4-Chloro-2-methylsulfanyl-6-(propan-2-ylamino)pyrimidine-5-carbonitrile 169473-37-4 C9H11ClN4S
4-Chloro-2-methylsulfanyl-6-(propan-2-ylamino)pyrimidine-5-carbonitrile
—— E-pent-1-en-1-yl phenyl sulphide 75924-75-3 C11H14S
E-pent-1-en-1-yl phenyl sulphide
—— Phosphonic acid, [(phenylthio)(trimethylsilyl)methyl]-, diethyl ester 87762-56-9 C14H25O3PSSi
Phosphonic acid, [(phenylthio)(trimethylsilyl)methyl]-, diethyl ester
—— (1-Phenylthio-3-butinyl)phosphonsaeure-diethylester 108298-17-5 C14H19O3PS
(1-Phenylthio-3-butinyl)phosphonsaeure-diethylester
—— 2-(1-phenylthio-4-pentenyl)-4,7-dihydro-[1,3,2]dioxaphosphepine-2-oxide 870193-88-7 C15H19O3PS
2-(1-phenylthio-4-pentenyl)-4,7-dihydro-[1,3,2]dioxaphosphepine-2-oxide
—— [(phenylsulfanyl)methyl]phosphonothioic acid O,S-diethyl ester 596107-34-5 C11H17O2PS2
[(phenylsulfanyl)methyl]phosphonothioic acid O,S-diethyl ester
—— diethyl α,α-difluoro-α-(phenylthio)methylphosphonate 197356-91-5 C11H15F2O3PS
diethyl α,α-difluoro-α-(phenylthio)methylphosphonate
—— 7-Methylthio-3-phenyl-thiazolo<4,5-d>pyrimidin-2-thion 130089-93-9 C12H9N3S3
7-Methylthio-3-phenyl-thiazolo<4,5-d>pyrimidin-2-thion
—— propionic acid-[4-(4-nitro-phenylsulfanyl)-anilide] 101480-60-8 C15H14N2O3S
propionic acid-[4-(4-nitro-phenylsulfanyl)-anilide]
—— 7,9,10-trimethoxy-indolo[2,3-b][1,4]benzothiazepine 1263431-19-1 C18H16N2O3S
7,9,10-trimethoxy-indolo[2,3-b][1,4]benzothiazepine
—— 4,7-dimethyl-2-methylamino-4H-pyridazino<4,5-e><1,3,4>thiadiazin-8(7H)-one 96988-28-2 C8H11N5OS
4,7-dimethyl-2-methylamino-4H-pyridazino<4,5-e><1,3,4>thiadiazin-8(7H)-one
—— 3-(4-methoxyphenylthio)-4-(3,4,5-trimethoxyphenyl)cyclobut-3-ene-1,2-dione 1257127-59-5 C20H18O6S
3-(4-methoxyphenylthio)-4-(3,4,5-trimethoxyphenyl)cyclobut-3-ene-1,2-dione
—— 6-amino-3-methylthio-1,2,4-triazin-5(2H)-one 89730-56-3 C4H6N4OS
6-amino-3-methylthio-1,2,4-triazin-5(2H)-one
—— 3-methylsulfanyl-N-phenyl-[1,3]thiazolo[5,4-e][1,2,4]triazin-6-amine 112394-35-1 C11H9N5S2
3-methylsulfanyl-N-phenyl-[1,3]thiazolo[5,4-e][1,2,4]triazin-6-amine
—— 3-Benzylamino-1,6-dimethyl-1H,6H-pyridazino[4,5-e][1,3,4]thiadiazin-5-one 96988-30-6 C14H15N5OS
3-Benzylamino-1,6-dimethyl-1H,6H-pyridazino[4,5-e][1,3,4]thiadiazin-5-one
—— 1,6-dimethyl-3-phenylimino-2H-pyridazino[4,5-e][1,3,4]thiadiazin-5-one 96988-29-3 C13H13N5OS
1,6-dimethyl-3-phenylimino-2H-pyridazino[4,5-e][1,3,4]thiadiazin-5-one
—— allyl 1,3-dimethyl-2-oxo-4-(phenylthio)cyclohex-3-ene-1-carboxylate 1101867-99-5 C18H20O3S
allyl 1,3-dimethyl-2-oxo-4-(phenylthio)cyclohex-3-ene-1-carboxylate
—— (+/-)-5-[2-chloro-4-(3-trifluoromethylphenylthio)phenyl]-2-ethoxycarbonyl-2-methylpentanoic acid 1006727-21-4 C22H22ClF3O4S
(+/-)-5-[2-chloro-4-(3-trifluoromethylphenylthio)phenyl]-2-ethoxycarbonyl-2-methylpentanoic acid
—— 1-(2-{[2-(1H-1,2,4-triazol-3-ylthio)ethyl]oxy}pyridin-4-yl)methanamine hydrochloride 935760-12-6 C10H13N5OS*ClH
1-(2-{[2-(1H-1,2,4-triazol-3-ylthio)ethyl]oxy}pyridin-4-yl)methanamine hydrochloride
—— (6R)-2,6-dimethyl-3-phenylsulfanyl-6-prop-2-enylcyclohex-2-en-1-one 1101868-07-8 C17H20OS
(6R)-2,6-dimethyl-3-phenylsulfanyl-6-prop-2-enylcyclohex-2-en-1-one
—— 1-phenyl-5,5-bis(phenylthio)-3-pentanol 332188-26-8 C23H24OS2
1-phenyl-5,5-bis(phenylthio)-3-pentanol
—— 4-(N-benzylamino)-6-chloro-2-methylthio-5-nitropyrimidine 1097966-93-2 C12H11ClN4O2S
4-(N-benzylamino)-6-chloro-2-methylthio-5-nitropyrimidine
—— allyldimethyl[1-octyl-3,3-bis(phenylthio)propoxy]silane 332188-32-6 C28H42OS2Si
allyldimethyl[1-octyl-3,3-bis(phenylthio)propoxy]silane
—— 1,1-bis(phenylthio)-3-undecanol 332188-27-9 C23H32OS2
1,1-bis(phenylthio)-3-undecanol
—— 1-(4-Methylsulfanylphenyl)but-3-en-1-ol 219788-93-9 C11H14OS
1-(4-Methylsulfanylphenyl)but-3-en-1-ol
—— [(E)-4-[dimethyl(phenyl)silyl]but-1-enyl]-dimethyl-(1-phenylsulfanylcyclopropyl)silane 273212-28-5 C23H32SSi2
[(E)-4-[dimethyl(phenyl)silyl]but-1-enyl]-dimethyl-(1-phenylsulfanylcyclopropyl)silane
—— allyldimethyl[1-phenethyl-3,3-bis(phenylthio)propoxy]silane 332188-30-4 C28H34OS2Si
allyldimethyl[1-phenethyl-3,3-bis(phenylthio)propoxy]silane
—— allyldimethyl[1-phenyl-3,3-bis(phenylthio)propoxy]silane 332188-28-0 C26H30OS2Si
allyldimethyl[1-phenyl-3,3-bis(phenylthio)propoxy]silane
—— 4-Benzyl-5-ethylthio-3H-1,2-dithiole-3-thione 176324-59-7 C12H12S4
4-Benzyl-5-ethylthio-3H-1,2-dithiole-3-thione
—— 2-(2-Phenylthioethyl)-1-methylpyrrolidine 90238-65-6 C13H19NS
2-(2-Phenylthioethyl)-1-methylpyrrolidine
—— Diethylmalonsaeure-bis-thioamid 118897-69-1 C7H14N2S2
Diethylmalonsaeure-bis-thioamid
—— N-Methyl-N-(2-dimethylaminoethyl)-2-(3-methoxyphenylthio)benzylamine 127906-92-7 C19H26N2OS
N-Methyl-N-(2-dimethylaminoethyl)-2-(3-methoxyphenylthio)benzylamine
—— N-(2-Dimethylaminoethyl)-2-(3-methoxyphenylthio)benzylamine 129162-36-3 C18H24N2OS
N-(2-Dimethylaminoethyl)-2-(3-methoxyphenylthio)benzylamine
—— 3,5-dichloro-2-(phenylthio)benzoic acid 79332-30-2 C13H8Cl2O2S
3,5-dichloro-2-(phenylthio)benzoic acid
—— 6,7-epoxy-3,7-dimethyl-oct-2-enyl phenyl sulfide 95851-64-2 C16H22OS
6,7-epoxy-3,7-dimethyl-oct-2-enyl phenyl sulfide
—— (2R,4E)-4-methyl-1-(2-methyl-1,3-dithian-2-yl)octa-4,7-dien-2-ol 1262763-89-2 C14H24OS2
(2R,4E)-4-methyl-1-(2-methyl-1,3-dithian-2-yl)octa-4,7-dien-2-ol
—— 2-(4-bromophenylthio)-2-phenylacetyl chloride 1262226-96-9 C14H10BrClOS
2-(4-bromophenylthio)-2-phenylacetyl chloride
—— 2,2,2-tris(phenylthio)acetaldehyde 96014-41-4 C20H16OS3
2,2,2-tris(phenylthio)acetaldehyde
—— 5-bromo-2-(3-tolylsulfenyl)methyloxypyrimidine 83768-14-3 C12H11BrN2OS
5-bromo-2-(3-tolylsulfenyl)methyloxypyrimidine
—— ethyl {3-[4-(1,3-diphenethylureido)phenylsulphanyl]phenyl}acetate 735273-72-0 C33H34N2O3S
ethyl {3-[4-(1,3-diphenethylureido)phenylsulphanyl]phenyl}acetate
—— (2,4,6-Trichlor-phenylmercapto)-essigsaeure 16928-88-4 C8H5Cl3O2S
(2,4,6-Trichlor-phenylmercapto)-essigsaeure
—— [(2R,3R,4R,6R)-4-azido-3-hydroxy-6-phenylsulfanyloxan-2-yl]methyl 3-methylbutanoate 1239701-21-3 C17H23N3O4S
[(2R,3R,4R,6R)-4-azido-3-hydroxy-6-phenylsulfanyloxan-2-yl]methyl 3-methylbutanoate
—— 5-bromo-1-(3-tolylsulfenyl)methyl-2(1H)-pyrimidinone 83768-13-2 C12H11BrN2OS
5-bromo-1-(3-tolylsulfenyl)methyl-2(1H)-pyrimidinone
—— 1,4-bis(3-cyclopentenylsulfonyl)butane 78652-09-2 C14H22O4S2
1,4-bis(3-cyclopentenylsulfonyl)butane
—— (Z)-2-ethylnon-2-en-4-yne-1-thiol 260543-73-5 C11H18S
(Z)-2-ethylnon-2-en-4-yne-1-thiol