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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
—— tert-butyl 3-{3-[5-(pyrrolo[2,1-f][1,2,4]triazin-4-ylamino)-2H-pyrazol-3-ylsulfanyl]-benzoylamino}-azetidine-1-carboxylate 1039630-82-4 C24H26N8O3S
tert-butyl 3-{3-[5-(pyrrolo[2,1-f][1,2,4]triazin-4-ylamino)-2H-pyrazol-3-ylsulfanyl]-benzoylamino}-azetidine-1-carboxylate
—— 3-(5-(pyrrolo[2,1-f][1,2,4]-triazin-4-ylamino)-2H-pyrazol-3-ylthio)benzoic acid 1039630-79-9 C16H12N6O2S
3-(5-(pyrrolo[2,1-f][1,2,4]-triazin-4-ylamino)-2H-pyrazol-3-ylthio)benzoic acid
—— 1,4,6-Oxadithiocane 6330-30-9 C5H10OS2
1,4,6-Oxadithiocane
—— (R)-N-tert-butoxycarbonyl-N-[(E)-1-methyl-2-butenyl]hexylsulfenamide 887615-52-3 C16H31NO2S
(R)-N-tert-butoxycarbonyl-N-[(E)-1-methyl-2-butenyl]hexylsulfenamide
—— 5-(6-Methyl-2-morpholin-4-yl-pyrimidin-4-ylsulfanylmethyl)-3H-[1,3,4]oxadiazole-2-thione 347846-76-8 C12H15N5O2S2
5-(6-Methyl-2-morpholin-4-yl-pyrimidin-4-ylsulfanylmethyl)-3H-[1,3,4]oxadiazole-2-thione
—— (6-Methyl-2-morpholin-4-yl-pyrimidin-4-ylsulfanyl)-acetic acid hydrazide 202746-29-0 C11H17N5O2S
(6-Methyl-2-morpholin-4-yl-pyrimidin-4-ylsulfanyl)-acetic acid hydrazide
—— 4-chloro-5-ethyl-2-methylsulfanylpyrimidine 30150-55-1 C7H9ClN2S
4-chloro-5-ethyl-2-methylsulfanylpyrimidine
—— 4-Hydroxy-2-<p-chlor-benzylmercapto>-5-methyl-pyrimidin 91397-93-2 C12H11ClN2OS
4-Hydroxy-2-<p-chlor-benzylmercapto>-5-methyl-pyrimidin
—— bis(4-chlorophenyl)[2-(2-bromophenylthio)phenyl]bismuthane 1319746-01-4 C24H16BiBrCl2S
bis(4-chlorophenyl)[2-(2-bromophenylthio)phenyl]bismuthane
—— 1-Butoxy-2-ethylsulfonylcyclobutane 7144-92-5 C10H20O3S
1-Butoxy-2-ethylsulfonylcyclobutane
—— 4-Hydroxy-2-<p-chlor-benzylmercapto>-pyrimidin 91063-28-4 C11H9ClN2OS
4-Hydroxy-2-<p-chlor-benzylmercapto>-pyrimidin
—— (E)-(R)-4-hydroxy-1-methyl-2-butenyl hexyl sulfide 887615-45-4 C11H22OS
(E)-(R)-4-hydroxy-1-methyl-2-butenyl hexyl sulfide
—— (E)-(R)-1-methyl-2-butenyl hexyl sulfide 887615-46-5 C11H22S
(E)-(R)-1-methyl-2-butenyl hexyl sulfide
—— 2-(methylthio)thiazolo[5,4-c]pyridine 405198-51-8 C7H6N2S2
2-(methylthio)thiazolo[5,4-c]pyridine
—— 2-(5-Brom-2-hydroxy-benzyliden-amino)-phenyl-methylsulfid 19850-38-5 C14H12BrNOS
2-(5-Brom-2-hydroxy-benzyliden-amino)-phenyl-methylsulfid
—— 1,4-bis((2-methyl)thio)phenylaminomethylbenzene 1352009-10-9 C22H20N2S2
1,4-bis((2-methyl)thio)phenylaminomethylbenzene
—— Pyridin-4-carbaldehyd-<2-methylmercaptophenylimin> 31183-76-3 C13H12N2S
Pyridin-4-carbaldehyd-<2-methylmercaptophenylimin>
—— 5-bromo-2-pyridyl-N-(2'-methylthiophenyl)methyleneimine 1384182-26-6 C13H11BrN2S
5-bromo-2-pyridyl-N-(2'-methylthiophenyl)methyleneimine
—— 2-Methylthio-4-chlor-6-fluormethylpyrimidin 16097-69-1 C6H6ClFN2S
2-Methylthio-4-chlor-6-fluormethylpyrimidin
—— 6-[[5-[6-oxo-6-[[(1R)-1-phenylethyl]amino]hexyl]sulfanyl-2-sulfanylidene-1,3-dithiol-4-yl]sulfanyl]-N-[(1R)-1-phenylethyl]hexanamide 1226496-91-8 C31H40N2O2S5
6-[[5-[6-oxo-6-[[(1R)-1-phenylethyl]amino]hexyl]sulfanyl-2-sulfanylidene-1,3-dithiol-4-yl]sulfanyl]-N-[(1R)-1-phenylethyl]hexanamide
—— 1-Amino-2-N-[2-(methylthio)phenyl]aminoethane 86140-67-2 C9H14N2S
1-Amino-2-N-[2-(methylthio)phenyl]aminoethane
—— 4-Dibenzylamino-2-<p-chlor-benzylmercapto>-5-methyl-pyrimidin 96005-06-0 C26H24ClN3S
4-Dibenzylamino-2-<p-chlor-benzylmercapto>-5-methyl-pyrimidin
—— 2-((2-hydroxyethylthio)methyl)prop-2-en-1-ol 1407967-93-4 C6H12O2S
2-((2-hydroxyethylthio)methyl)prop-2-en-1-ol
—— Ph(Sn(n-Bu)3)S(CH2)3OiPr 1190600-13-5 C24H44OSSn
Ph(Sn(n-Bu)3)S(CH2)3OiPr
—— t-butyl 2-(3-amino-1-methyl-4-pyrazolylthio)-3-(4-chlorophenyl)propanoate 302836-86-8 C17H22ClN3O2S
t-butyl 2-(3-amino-1-methyl-4-pyrazolylthio)-3-(4-chlorophenyl)propanoate
—— (4-fluoro-phenyl)-trichloromethyl sulfide 461-83-6 C7H4Cl3FS
(4-fluoro-phenyl)-trichloromethyl sulfide
—— N-(4-Methylbenzylidene)-4-methylthioaniline 197905-60-5 C15H15NS
N-(4-Methylbenzylidene)-4-methylthioaniline
—— 5-(p-methylthiophenyl)-2-furonitrile 57666-99-6 C12H9NOS
5-(p-methylthiophenyl)-2-furonitrile
—— (5E,9Z,12Z,15Z,18Z)-3-thiaheneicosapentaen-1-ol 1151511-27-1 C20H32OS
(5E,9Z,12Z,15Z,18Z)-3-thiaheneicosapentaen-1-ol
—— (4-Methylsulfoniumylidenecyclohexa-2,5-dien-1-ylidene)azanide 1446102-06-2 C7H7NS
(4-Methylsulfoniumylidenecyclohexa-2,5-dien-1-ylidene)azanide
—— 2,6,6-trimethyl-3-(p-tolylthio)-6,7-dihydro-1H-indol-4(5H)-one 1219450-48-2 C18H21NOS
2,6,6-trimethyl-3-(p-tolylthio)-6,7-dihydro-1H-indol-4(5H)-one
—— 3-(phenylthio)pyrrole 82511-49-7 C10H9NS
3-(phenylthio)pyrrole
—— 2,4-dichloro-6-(4-(methylthio)-anilino)-s-triazine 146887-19-6 C10H8Cl2N4S
2,4-dichloro-6-(4-(methylthio)-anilino)-s-triazine
—— 3-(benzylthio)pyrrole 82511-51-1 C11H11NS
3-(benzylthio)pyrrole
—— 2-methylsulfanyl-1,3,4-thiadiazole-5-carbonitrile 70391-06-9 C4H3N3S2
2-methylsulfanyl-1,3,4-thiadiazole-5-carbonitrile
—— 4-Diaethylamino-2-benzylmercapto-pyrimidin 92650-52-7 C15H19N3S
4-Diaethylamino-2-benzylmercapto-pyrimidin
—— 2-Bromo-4-methylthioaniline 20901-64-8 C7H8BrNS
2-Bromo-4-methylthioaniline
—— 5-Bromo-N4-isopropyl-N2-(4-methylsulphanylphenyl)pyrimidine-2,4-diamine 851008-28-1 C14H17BrN4S
5-Bromo-N4-isopropyl-N2-(4-methylsulphanylphenyl)pyrimidine-2,4-diamine
—— Acetic acid 2-(4-chloro-6-methyl-2-methylsulfanyl-pyrimidin-5-yl)-ethyl ester 178268-55-8 C10H13ClN2O2S
Acetic acid 2-(4-chloro-6-methyl-2-methylsulfanyl-pyrimidin-5-yl)-ethyl ester
—— 3-<(p-bromobenzyl)thio>pyrrole 89597-77-3 C11H10BrNS
3-<(p-bromobenzyl)thio>pyrrole
—— 4-chloro-5-(2-chloroethyl)-6-methyl-2-methylthiopyrimidine 178268-53-6 C8H10Cl2N2S
4-chloro-5-(2-chloroethyl)-6-methyl-2-methylthiopyrimidine
—— 2-methylthio-5-(2-hydroxyethyl)-3,6-dimethyl-3H-pyrimidin-4-one 889653-62-7 C9H14N2O2S
2-methylthio-5-(2-hydroxyethyl)-3,6-dimethyl-3H-pyrimidin-4-one
—— 6-benzylsulfanyl-2,4-bis(morpholinocarbonylmethylsulfanyl)pyrimidin-5-carbonitrile 864428-02-4 C24H27N5O4S3
6-benzylsulfanyl-2,4-bis(morpholinocarbonylmethylsulfanyl)pyrimidin-5-carbonitrile
—— 1-Morpholin-4-yl-2-(2,3,4,5,9b-pentaaza-cyclopenta[a]naphthalen-1-ylsulfanyl)-ethanone 77185-30-9 C14H14N6O2S
1-Morpholin-4-yl-2-(2,3,4,5,9b-pentaaza-cyclopenta[a]naphthalen-1-ylsulfanyl)-ethanone
—— 5-bromo-2-[4-(methylsulfanyl)phenylamino]pyrimidin-4-ol 851008-37-2 C11H10BrN3OS
5-bromo-2-[4-(methylsulfanyl)phenylamino]pyrimidin-4-ol
—— 1-Morpholin-4-yl-2-(3-phenyl-thiazolo[5,4-e][1,2,4]triazin-6-ylsulfanyl)-ethanone 112394-65-7 C16H15N5O2S2
1-Morpholin-4-yl-2-(3-phenyl-thiazolo[5,4-e][1,2,4]triazin-6-ylsulfanyl)-ethanone
—— 1-(o-Isopropylthiobenzyl)-1-methylhydrazin 35659-57-5 C11H18N2S
1-(o-Isopropylthiobenzyl)-1-methylhydrazin
—— (R)-5-[(R)-3-(tert-Butyl-dimethyl-silanyloxy)-6-phenylsulfanyl-hexyl]-dihydro-furan-2-one 159955-45-0 C22H36O3SSi
(R)-5-[(R)-3-(tert-Butyl-dimethyl-silanyloxy)-6-phenylsulfanyl-hexyl]-dihydro-furan-2-one
—— 1-[1-Methanesulfinyl-1-methylsulfanyl-meth-(Z)-ylidene]-2-methyl-propylamine 52308-91-5 C7H15NOS2
1-[1-Methanesulfinyl-1-methylsulfanyl-meth-(Z)-ylidene]-2-methyl-propylamine
—— 6-benzyl-7-(dimethoxymethyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one 874448-10-9 C16H18N2O3S
6-benzyl-7-(dimethoxymethyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one