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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
—— 2-(benzylthio)-N-{pyridin-2-ylmethylidene}aniline 1287256-07-8 C19H16N2S
2-(benzylthio)-N-{pyridin-2-ylmethylidene}aniline
—— 2-[(4-Chlorophenyl)methylthio]-1,5,6,7-tetrahydrocyclopenta[d]pyrimidin-4-one 329225-25-4 C14H13ClN2OS
2-[(4-Chlorophenyl)methylthio]-1,5,6,7-tetrahydrocyclopenta[d]pyrimidin-4-one
—— Bis(octylsulfinyl)methane 26771-75-5 C17H36O2S2
Bis(octylsulfinyl)methane
—— isothiocyanato-2 nonene-1 101537-72-8 C10H17NS
isothiocyanato-2 nonene-1
—— 1,1-bis(phenylthio)-2-pentyloxy-1-pentene 111731-08-9 C22H28OS2
1,1-bis(phenylthio)-2-pentyloxy-1-pentene
—— (E)-2-(phenylthio)-5-methyl-2-hexene 93241-96-4 C13H18S
(E)-2-(phenylthio)-5-methyl-2-hexene
—— 2-methyl-2-prop-2-enyl-3-(2-prop-1-en-2-yl-1,3-dithian-2-yl)cyclopentan-1-one 73798-28-4 C16H24OS2
2-methyl-2-prop-2-enyl-3-(2-prop-1-en-2-yl-1,3-dithian-2-yl)cyclopentan-1-one
—— 3-(2-ethenyl-1,3-dithian-2-yl)-2,2-dimethylcyclopentan-1-one 73798-25-1 C13H20OS2
3-(2-ethenyl-1,3-dithian-2-yl)-2,2-dimethylcyclopentan-1-one
—— 2-methyl-3-(2-prop-1-en-2-yl-1,3-dithian-2-yl)cyclopentan-1-one 73798-27-3 C13H20OS2
2-methyl-3-(2-prop-1-en-2-yl-1,3-dithian-2-yl)cyclopentan-1-one
—— 3-(2-ethenyl-1,3-dithian-2-yl)-2-methylcyclopentan-1-one 73798-22-8 C12H18OS2
3-(2-ethenyl-1,3-dithian-2-yl)-2-methylcyclopentan-1-one
—— 1-ethyl-5-methylsulfanyl-1H-tetrazole 1217900-86-1 C4H8N4S
1-ethyl-5-methylsulfanyl-1H-tetrazole
—— 3-(4-chlorobenzyl)-2-(methylthio)pyrimidine-4(3H)-one 1359818-37-3 C12H11ClN2OS
3-(4-chlorobenzyl)-2-(methylthio)pyrimidine-4(3H)-one
—— N-{[2-(Ethenesulfonyl)acetamido]methyl}prop-2-enamide 98318-43-5 C8H12N2O4S
N-{[2-(Ethenesulfonyl)acetamido]methyl}prop-2-enamide
—— 5-((4-chlorobenzyl)thio)-1,3,4-thiadiazol-2-amine 72836-33-0 C9H8ClN3S2
5-((4-chlorobenzyl)thio)-1,3,4-thiadiazol-2-amine
—— S-tert-butyl (2S)-[(1S,2S)-3-oxo-2-(3-oxo-4-phenylthiobutyl)cyclopentyl-]-3-[(4S)-2,2,5,5-tetramethyl-1,3-dioxolan-4-yl]propanethioate 343969-48-2 C30H44O5S2
S-tert-butyl (2S)-[(1S,2S)-3-oxo-2-(3-oxo-4-phenylthiobutyl)cyclopentyl-]-3-[(4S)-2,2,5,5-tetramethyl-1,3-dioxolan-4-yl]propanethioate
—— 3-[(4-chlorobenzyl)thio]-1-propylpyrazin-2(1H)-one 1187016-86-9 C14H15ClN2OS
3-[(4-chlorobenzyl)thio]-1-propylpyrazin-2(1H)-one
—— 3-[Methoxy(phenylsulfanyl)(trimethylsilyl)methyl]-2-methylcyclopentan-1-one 112699-40-8 C17H26O2SSi
3-[Methoxy(phenylsulfanyl)(trimethylsilyl)methyl]-2-methylcyclopentan-1-one
—— (phenylsulfanyl)methyl vinyl ketone 66613-24-9 C10H10OS
(phenylsulfanyl)methyl vinyl ketone
—— (6E)-6-tert-butylsulfonyl-2-methylocta-2,6-diene 88726-57-2 C13H24O2S
(6E)-6-tert-butylsulfonyl-2-methylocta-2,6-diene
—— 5-[Bis(ethylsulfanyl)methyl]-2-(1-hydroxybutylidene)cyclohexane-1,3-dione 111280-06-9 C15H24O3S2
5-[Bis(ethylsulfanyl)methyl]-2-(1-hydroxybutylidene)cyclohexane-1,3-dione
—— p-tolyl 3-acetamido-3-N,4-O-carbonyl-1,2,3,6-tetradeoxy-1-thio-α-L-lyxo-hexopyranoside 914293-24-6 C16H19NO4S
p-tolyl 3-acetamido-3-N,4-O-carbonyl-1,2,3,6-tetradeoxy-1-thio-α-L-lyxo-hexopyranoside
—— N-(2-hydroxyethyl)-N,N'-dimethylthiourea 23309-78-6 C5H12N2OS
N-(2-hydroxyethyl)-N,N'-dimethylthiourea
—— methyl [phenyl 5-amino-5-N,7-O-carbonyl-3,5-dideoxy-8,9-isopropylidene-4-O-(tert-butyldimethylsilyl)-2-thio-D-glycerol-β-D-galactonon-2-ulopyranoside]onate 1015474-93-7 C26H39NO8SSi
methyl [phenyl 5-amino-5-N,7-O-carbonyl-3,5-dideoxy-8,9-isopropylidene-4-O-(tert-butyldimethylsilyl)-2-thio-D-glycerol-β-D-galactonon-2-ulopyranoside]onate
—— 2-(Isopropylthio)pyrimidin-5-ol 90339-12-1 C7H10N2OS
2-(Isopropylthio)pyrimidin-5-ol
—— 6-(Ethoxymethyl)-5-(hydroxymethyl)-2-methylsulfanylpyridine-3-carbonitrile 113859-03-3 C11H14N2O2S
6-(Ethoxymethyl)-5-(hydroxymethyl)-2-methylsulfanylpyridine-3-carbonitrile
—— 1-Butyl-2-methyl-2-phenylsulfanyl-cyclohexanol 112261-06-0 C17H26OS
1-Butyl-2-methyl-2-phenylsulfanyl-cyclohexanol
—— Acetic acid (Z)-3-oxo-2,4-bis-phenylsulfanyl-but-1-enyl ester 119493-31-1 C18H16O3S2
Acetic acid (Z)-3-oxo-2,4-bis-phenylsulfanyl-but-1-enyl ester
—— S-(2-cyclohexylphenyl) N,N-dimethylcarbamothioate 1027904-45-5 C15H21NOS
S-(2-cyclohexylphenyl) N,N-dimethylcarbamothioate
—— phenyl 2-deoxy-4,6-O-di-tert-butylsilylene-3-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-1-thio-β-D-galactopyranoside 612844-08-3 C26H35Cl6NO8SSi
phenyl 2-deoxy-4,6-O-di-tert-butylsilylene-3-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-1-thio-β-D-galactopyranoside
—— 2-(4-Cyclopentyl-phenylsulfanyl)-benzoic acid 50900-46-4 C18H18O2S
2-(4-Cyclopentyl-phenylsulfanyl)-benzoic acid
—— ethyl 2-(allylsulfonyl)acetate 125456-38-4 C7H12O4S
ethyl 2-(allylsulfonyl)acetate
—— [2-(4-Cyclopentyl-phenylsulfanyl)-phenyl]-acetonitrile 54997-31-8 C19H19NS
[2-(4-Cyclopentyl-phenylsulfanyl)-phenyl]-acetonitrile
—— 2-(4-Cyclopentylphenylthio)-benzylchlorid 54997-27-2 C18H19ClS
2-(4-Cyclopentylphenylthio)-benzylchlorid
—— [2-(4-Cyclopentyl-phenylsulfanyl)-phenyl]-methanol 51013-63-9 C18H20OS
[2-(4-Cyclopentyl-phenylsulfanyl)-phenyl]-methanol
—— Dimethylsulfoxid-t 103125-06-0 C2H6OS
Dimethylsulfoxid-t
—— 2-(phenylthio)-5-pentanolide 89036-08-8 C11H12O2S
2-(phenylthio)-5-pentanolide
—— 3-Methyl-2-phenylthio-5-pentanolide 89030-22-8 C12H14O2S
3-Methyl-2-phenylthio-5-pentanolide
—— anti-1-Phenyl-2-thiophenoxyethanone oxime 159223-60-6 C14H13NOS
anti-1-Phenyl-2-thiophenoxyethanone oxime
—— 3-Benzyloxy-5-(methylthio)thiophene 197314-98-0 C12H12OS2
3-Benzyloxy-5-(methylthio)thiophene
—— 5-[(3-Benzyloxy-5-methylthio-2-thienyl)methylene]-2,2-dimethyl-1,3-dioxane-4,6-dione 197314-99-1 C19H18O5S2
5-[(3-Benzyloxy-5-methylthio-2-thienyl)methylene]-2,2-dimethyl-1,3-dioxane-4,6-dione
—— 6-methylthio-1,4-dithiaspiro<4.5>decane 113307-67-8 C9H16S3
6-methylthio-1,4-dithiaspiro<4.5>decane
—— 2,2-dimethyl-5-[2-(methylsulfanyl)anilino]-methylene-1,3-dioxane-4,6-dione 548457-74-5 C14H15NO4S
2,2-dimethyl-5-[2-(methylsulfanyl)anilino]-methylene-1,3-dioxane-4,6-dione
—— 5,5'-(Methylenedisulfanediyl)di(1,3,4-thiadiazole-2(3H)-thione) 10486-53-0 C5H4N4S6
5,5'-(Methylenedisulfanediyl)di(1,3,4-thiadiazole-2(3H)-thione)
—— 6,7-Dihydro-3H,5H-[1,2]dithiolo[3,4-b][1,4]dithiepine-3-thione 103656-49-1 C6H6S5
6,7-Dihydro-3H,5H-[1,2]dithiolo[3,4-b][1,4]dithiepine-3-thione
—— 3-Chloro-4-aethylthiophenylisocyanat 22133-55-7 C9H8ClNOS
3-Chloro-4-aethylthiophenylisocyanat
—— 3-Chloro-4-methylthiophenylisocyanat 22133-54-6 C8H6ClNOS
3-Chloro-4-methylthiophenylisocyanat
—— 2,2-bis(ethylthio)-2-(3'-oxocyclohexyl)ethanenitrile 89450-25-9 C12H19NOS2
2,2-bis(ethylthio)-2-(3'-oxocyclohexyl)ethanenitrile
—— 5,6-Dihydro-7-methyl-6-thiopyrrolo<1,2-a><3,1,6>benzothiadiazocine 112798-07-9 C13H12N2S2
5,6-Dihydro-7-methyl-6-thiopyrrolo<1,2-a><3,1,6>benzothiadiazocine
—— 3-(4-fluorophenylsulfanyl)-cyclohexanone 36640-27-4 C12H13FOS
3-(4-fluorophenylsulfanyl)-cyclohexanone
—— 5,5-ethylenedithio-7a-methyl-2,3,5,6,7,7a-hexahydro-1H-inden-1-one 33333-00-5 C12H16OS2
5,5-ethylenedithio-7a-methyl-2,3,5,6,7,7a-hexahydro-1H-inden-1-one