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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
—— 5-methylthio-imidazo[2,1-b][1,3,5]benzothiadiazepine hydrochloride 87011-04-9 C11H9N3S2*ClH
5-methylthio-imidazo[2,1-b][1,3,5]benzothiadiazepine hydrochloride
—— 2-(4,4-difluorobut-3-enylthio)-5-methylthiazole 172933-14-1 C8H9F2NS2
2-(4,4-difluorobut-3-enylthio)-5-methylthiazole
—— 6-[(4-fluorophenyl)sulfanyl)-N-(5-methyl-1,3-thiazol-2-yl)-3-(4H-1,2,4-triazol-3-ylsulfanyl)pyrazine-2-carboxamide 1093382-47-8 C17H12FN7OS3
6-[(4-fluorophenyl)sulfanyl)-N-(5-methyl-1,3-thiazol-2-yl)-3-(4H-1,2,4-triazol-3-ylsulfanyl)pyrazine-2-carboxamide
—— 3-[(4-fluorophenyl)sulfanyl]-N-(5-methyl-1,3-thiazol-2-yl)-6-[(6-oxopyridazin-1(6H)-yl)methyl]pyrazine-2-carboxamide 1093383-06-2 C20H15FN6O2S2
3-[(4-fluorophenyl)sulfanyl]-N-(5-methyl-1,3-thiazol-2-yl)-6-[(6-oxopyridazin-1(6H)-yl)methyl]pyrazine-2-carboxamide
—— 2-ethanesulfinyl-1,1-dimethoxy-ethane 71185-73-4 C6H14O3S
2-ethanesulfinyl-1,1-dimethoxy-ethane
—— 2-(2,2-dimethoxy-ethanesulfinyl)-propane 71185-75-6 C7H16O3S
2-(2,2-dimethoxy-ethanesulfinyl)-propane
—— 5-methyl-6-(1-naphthylmethyl)-2-[(thiophen-2-yl)thio]pyrimidin-4(3H)-one 1075181-61-1 C20H16N2OS2
5-methyl-6-(1-naphthylmethyl)-2-[(thiophen-2-yl)thio]pyrimidin-4(3H)-one
—— 2-chloro-4-hexamethyleneimino-8-methylthio-pyrimido[5,4-d]pyrimidine 101850-56-0 C13H16ClN5S
2-chloro-4-hexamethyleneimino-8-methylthio-pyrimido[5,4-d]pyrimidine
—— Nonanoic acid (2-nonanoylamino-ethyl)-(2-phenylsulfanyl-ethyl)-amide 61797-83-9 C28H48N2O2S
Nonanoic acid (2-nonanoylamino-ethyl)-(2-phenylsulfanyl-ethyl)-amide
—— (4S,5S)-5-formylamino-2,2-dimethyl-4-[4-(methylthio)phenyl]-1,3-dioxane 845728-43-0 C14H19NO3S
(4S,5S)-5-formylamino-2,2-dimethyl-4-[4-(methylthio)phenyl]-1,3-dioxane
—— 2-(3-Phenylsulfanyl-propyl)-cyclohexanone 77516-33-7 C15H20OS
2-(3-Phenylsulfanyl-propyl)-cyclohexanone
—— α-<5-(2-Furyl)-1,2,4-triazol-3-ylthio>acethydrazid 30502-39-7 C8H9N5O2S
α-<5-(2-Furyl)-1,2,4-triazol-3-ylthio>acethydrazid
—— 6-(3-Phenylsulfanyl-propyl)-1,4-dioxa-spiro[4.5]decane 200860-45-3 C17H24O2S
6-(3-Phenylsulfanyl-propyl)-1,4-dioxa-spiro[4.5]decane
—— methyl 1-(3-phenylsulfanylpropyl)-2-oxocyclopentanecarboxylate 1010832-60-6 C16H20O3S
methyl 1-(3-phenylsulfanylpropyl)-2-oxocyclopentanecarboxylate
—— (5-furan-2-yl-1<i>H</i>-[1,2,4]triazol-3-ylsulfanyl)-acetic acid ethyl ester 30452-53-0 C10H11N3O3S
(5-furan-2-yl-1<i>H</i>-[1,2,4]triazol-3-ylsulfanyl)-acetic acid ethyl ester
—— Allylthiocarbaminsaeure-pentylester 90477-98-8 C9H17NOS
Allylthiocarbaminsaeure-pentylester
—— 6-cyclopentyl-N-[2-[2-(6-cyclopentylhexylamino)ethyldisulfanyl]ethyl]hexan-1-amine;hydron;dichloride —— C26H54Cl2N2S2
6-cyclopentyl-N-[2-[2-(6-cyclopentylhexylamino)ethyldisulfanyl]ethyl]hexan-1-amine;hydron;dichloride
—— ethyl 4-[[4-[2-[(trifluoroacetyl)amino]ethyl]phenyl]thio]-2-pyridinecarboxylate 699013-02-0 C18H17F3N2O3S
ethyl 4-[[4-[2-[(trifluoroacetyl)amino]ethyl]phenyl]thio]-2-pyridinecarboxylate
—— 5-cyclooctyloxy-N-[2-[2-(5-cyclooctyloxypentylamino)ethyldisulfanyl]ethyl]pentan-1-amine;hydron;dichloride —— C30H62Cl2N2O2S2
5-cyclooctyloxy-N-[2-[2-(5-cyclooctyloxypentylamino)ethyldisulfanyl]ethyl]pentan-1-amine;hydron;dichloride
—— methyl 12-hydroxy-13,13-propylenedithio-15,16-dinorlabda-8(17)-en-19-oate 501004-59-7 C22H36O3S2
methyl 12-hydroxy-13,13-propylenedithio-15,16-dinorlabda-8(17)-en-19-oate
—— 4-cyclohexyl-N-[2-[2-(4-cyclohexylpentylamino)ethyldisulfanyl]ethyl]pentan-1-amine;hydron;dichloride —— C26H54Cl2N2S2
4-cyclohexyl-N-[2-[2-(4-cyclohexylpentylamino)ethyldisulfanyl]ethyl]pentan-1-amine;hydron;dichloride
—— 4-(p-chlorothiophenoxy)-1-methyl-1,4,5,6-tetrahydropyridine-3-carbonitrile 94008-36-3 C13H13ClN2S
4-(p-chlorothiophenoxy)-1-methyl-1,4,5,6-tetrahydropyridine-3-carbonitrile
—— Allylthiocarbaminsaeure-hexylester 91016-52-3 C10H19NOS
Allylthiocarbaminsaeure-hexylester
—— 6-benzenesulfanyl-2-(3-phenyl-1-propyl)-3,4-dihydro-2H-pyran 553670-78-3 C20H22OS
6-benzenesulfanyl-2-(3-phenyl-1-propyl)-3,4-dihydro-2H-pyran
—— 3,9-dioxa-6-thiacyclodecan-1-ol-6,6-dioxide 1067244-39-6 C7H14O5S
3,9-dioxa-6-thiacyclodecan-1-ol-6,6-dioxide
—— 2,6-Dimethyl-2,3-dihydro-thiazolo[3,2-a]thieno[3,4-d]pyrimidin-5-one 120079-36-9 C10H10N2OS2
2,6-Dimethyl-2,3-dihydro-thiazolo[3,2-a]thieno[3,4-d]pyrimidin-5-one
—— 3-(benzyloxy)-N-(4-methylthiazol-2-yl)-5-(methylthio)pyridin-2-amine hydrochloride 936245-10-2 C17H17N3OS2*ClH
3-(benzyloxy)-N-(4-methylthiazol-2-yl)-5-(methylthio)pyridin-2-amine hydrochloride
—— 1-methyl-2-azathiabenzene 1-oxide 88628-88-0 C5H7NOS
1-methyl-2-azathiabenzene 1-oxide
—— 4-fluoro-α-[[(2-fluorophenyl)thio]methyl]-benzeneacetic acid 131210-55-4 C15H12F2O2S
4-fluoro-α-[[(2-fluorophenyl)thio]methyl]-benzeneacetic acid
—— 2-(2-carbamimidoylsulfanylethoxy)ethyl carbamimidothioate;hydron;dichloride —— C6H16Cl2N4OS2
2-(2-carbamimidoylsulfanylethoxy)ethyl carbamimidothioate;hydron;dichloride
—— 2,2,8-Trimethyl-2,3-dihydro-thiazolo[3,2-a]thieno[3,4-d]pyrimidin-5-one 126636-79-1 C11H12N2OS2
2,2,8-Trimethyl-2,3-dihydro-thiazolo[3,2-a]thieno[3,4-d]pyrimidin-5-one
—— 4-carboxy-1-methyl-2-azathiabenzene 1-oxide 88628-87-9 C6H7NO3S
4-carboxy-1-methyl-2-azathiabenzene 1-oxide
—— 3-(4-methylsulfanyl-1H-pyrazol-3-yl)-1,2,5,6-tetrahydro-1-methylpyridine 1073551-34-4 C10H15N3S
3-(4-methylsulfanyl-1H-pyrazol-3-yl)-1,2,5,6-tetrahydro-1-methylpyridine
—— 2,6,8-Trimethyl-2,3-dihydro-thiazolo[3,2-a]thieno[3,4-d]pyrimidin-5-one 120079-37-0 C11H12N2OS2
2,6,8-Trimethyl-2,3-dihydro-thiazolo[3,2-a]thieno[3,4-d]pyrimidin-5-one
—— (4-Cyclohexyl-pentyl)-{2-[2-(4-cyclohexyl-pentylamino)-ethyldisulfanyl]-ethyl}-amine 90378-83-9 C26H52N2S2
(4-Cyclohexyl-pentyl)-{2-[2-(4-cyclohexyl-pentylamino)-ethyldisulfanyl]-ethyl}-amine
—— (Methylcarbonylthio)(methylsulfonyl)methane 89986-83-4 C4H8O3S2
(Methylcarbonylthio)(methylsulfonyl)methane
—— 5-methylthio-2-furonitrile 106240-49-7 C6H5NOS
5-methylthio-2-furonitrile
—— 8-Ethyl-2-methyl-2,3-dihydro-thiazolo[3,2-a]thieno[3,4-d]pyrimidin-5-one 120079-38-1 C11H12N2OS2
8-Ethyl-2-methyl-2,3-dihydro-thiazolo[3,2-a]thieno[3,4-d]pyrimidin-5-one
—— 2,8-Dimethyl-2,3-dihydro-thiazolo[3,2-a]thieno[3,4-d]pyrimidin-5-one 120079-35-8 C10H10N2OS2
2,8-Dimethyl-2,3-dihydro-thiazolo[3,2-a]thieno[3,4-d]pyrimidin-5-one
—— <i>N</i>-allyl-<i>N</i>'-isobutyl-thiourea 23328-50-9 C8H16N2S
<i>N</i>-allyl-<i>N</i>'-isobutyl-thiourea
—— 3,3'-bis(phenylthio)<2>staffane 115092-69-8 C22H22S2
3,3'-bis(phenylthio)<2>staffane
—— 5-(methylmercapto)-2-pyrimidinone 75670-14-3 C5H6N2OS
5-(methylmercapto)-2-pyrimidinone
—— (3,3-Dimethyl-2-phenylsulfanyl-but-1-enylidene)-p-tolyl-amine 160976-82-9 C19H21NS
(3,3-Dimethyl-2-phenylsulfanyl-but-1-enylidene)-p-tolyl-amine
—— (2-fluoro-4-(methylsulfanyl)benzyl)carbamic acid tert-butyl ester 1570084-49-9 C13H18FNO2S
(2-fluoro-4-(methylsulfanyl)benzyl)carbamic acid tert-butyl ester
—— <i>N</i>-allyl-<i>N</i>'-octadecyl-thiourea 7460-25-5 C22H44N2S
<i>N</i>-allyl-<i>N</i>'-octadecyl-thiourea
—— 5-(6-chloro-pyridin-3-ylmethyl)-2-methylsulfanyl-1H-pyrimidin-4-one 1380430-99-8 C11H10ClN3OS
5-(6-chloro-pyridin-3-ylmethyl)-2-methylsulfanyl-1H-pyrimidin-4-one
—— 1,10-Di-(ethylsulphinyl)-decan 28242-23-1 C14H30O2S2
1,10-Di-(ethylsulphinyl)-decan
—— [4-chloro-6-(4-chloro-benzylamino)-5-methyl-pyrimidin-2-ylsulfanyl]-acetic acid ethyl ester 50892-46-1 C16H17Cl2N3O2S
[4-chloro-6-(4-chloro-benzylamino)-5-methyl-pyrimidin-2-ylsulfanyl]-acetic acid ethyl ester
—— [4-chloro-6-(4-chloro-benzylamino)-pyrimidin-2-ylsulfanyl]-acetic acid ethyl ester 50892-25-6 C15H15Cl2N3O2S
[4-chloro-6-(4-chloro-benzylamino)-pyrimidin-2-ylsulfanyl]-acetic acid ethyl ester
—— [4-(4-chloro-benzylamino)-pyrimidin-2-ylsulfanyl]-acetic acid ethyl ester 50892-43-8 C15H16ClN3O2S
[4-(4-chloro-benzylamino)-pyrimidin-2-ylsulfanyl]-acetic acid ethyl ester