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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-acetyl-2-methylsulfanyl-4-(4-methyl-phenyl)-thiophene-3-carbonitrile 473530-69-7 C15H13NOS2
5-acetyl-2-methylsulfanyl-4-(4-methyl-phenyl)-thiophene-3-carbonitrile
—— [(4-Methylsulfanylphenyl)methylideneamino]thiourea 65110-21-6 C9H11N3S2
[(4-Methylsulfanylphenyl)methylideneamino]thiourea
—— (2'S,3'S,4R)-2,2-dimethyl-4-<3'-<(4''-methylphenyl)thio>-3'-nitrooxiran-2'-yl>-1,3-dioxolane 150640-13-4 C14H17NO5S
(2'S,3'S,4R)-2,2-dimethyl-4-<3'-<(4''-methylphenyl)thio>-3'-nitrooxiran-2'-yl>-1,3-dioxolane
—— 1-Methyl-3-[(4-methylsulfanylphenyl)methylideneamino]thiourea 386255-38-5 C10H13N3S2
1-Methyl-3-[(4-methylsulfanylphenyl)methylideneamino]thiourea
—— (Z)-1-phenyl-2-(phenylthio)pent-1-ene 99965-71-6 C17H18S
(Z)-1-phenyl-2-(phenylthio)pent-1-ene
—— 2-(p-chlorophenylthio)-2,2-difluoroacetamide 16503-82-5 C8H6ClF2NOS
2-(p-chlorophenylthio)-2,2-difluoroacetamide
—— dimethyl carbonimidodithioate hydrochloride 22122-47-0 C3H7NS2*ClH
dimethyl carbonimidodithioate hydrochloride
—— 4-hydroxy-6-(4-methoxypyridin-2-yl)-2-(methylthio)pyrimidine-5-carbonitrile 945002-43-7 C12H10N4O2S
4-hydroxy-6-(4-methoxypyridin-2-yl)-2-(methylthio)pyrimidine-5-carbonitrile
—— 2-(benzylsulfanyl)phenyl isothiocyanate 172983-53-8 C14H11NS2
2-(benzylsulfanyl)phenyl isothiocyanate
—— Trifluormethylsulfon-acetylchlorid 918-88-7 C3H2ClF3O3S
Trifluormethylsulfon-acetylchlorid
—— 1-sek.-Heptyl-3-n-hexyl-2-thioharnstoff 106510-60-5 C14H30N2S
1-sek.-Heptyl-3-n-hexyl-2-thioharnstoff
—— ammonium N-cyclohexyldithiocarbamate 66917-87-1 C7H13NS2*H3N
ammonium N-cyclohexyldithiocarbamate
—— ((Z)-1-Bromo-2-p-tolylsulfanyl-vinyl)-phosphonic acid diethyl ester 114070-89-2 C13H18BrO3PS
((Z)-1-Bromo-2-p-tolylsulfanyl-vinyl)-phosphonic acid diethyl ester
—— diethyl p-tolylthioethynylphosphonate 114070-88-1 C13H17O3PS
diethyl p-tolylthioethynylphosphonate
—— methyl-2-ethenyl-4-pentenedithioate 107094-77-9 C8H12S2
methyl-2-ethenyl-4-pentenedithioate
—— methyl 2-ethenyl-4-methyl-4-pentenedithioate 107094-78-0 C9H14S2
methyl 2-ethenyl-4-methyl-4-pentenedithioate
—— 2,3-dichloro-5-(methylthio)pyridine 203731-39-9 C6H5Cl2NS
2,3-dichloro-5-(methylthio)pyridine
—— 2-(Methylthio)-5-(trichloracetyl)furan 102435-88-1 C7H5Cl3O2S
2-(Methylthio)-5-(trichloracetyl)furan
—— 1,6-Diamino-4-methylsulfanyl-2-oxo-1,2-dihydro-pyridine-3,5-dicarbonitrile 206442-66-2 C8H7N5OS
1,6-Diamino-4-methylsulfanyl-2-oxo-1,2-dihydro-pyridine-3,5-dicarbonitrile
—— 4-(2'-cyanoethylthio)-5-pentylthio-1,3-dithiol-2-thione 181182-47-8 C11H15NS5
4-(2'-cyanoethylthio)-5-pentylthio-1,3-dithiol-2-thione
—— 1-{[Bis(pentylsulfanyl)methyl]sulfanyl}pentane 106306-85-8 C16H34S3
1-{[Bis(pentylsulfanyl)methyl]sulfanyl}pentane
—— 2-(Phenylsulfanylmethyl)phenol 65538-44-5 C13H12OS
2-(Phenylsulfanylmethyl)phenol
—— 6.13-Dithiaoctadecane 168977-04-6 C16H34S2
6.13-Dithiaoctadecane
—— 3-(3-pentylthio-1,2,5-thiadiazol-4-yl)pyridine 141064-30-4 C12H15N3S2
3-(3-pentylthio-1,2,5-thiadiazol-4-yl)pyridine
—— 2,(3)N-diamino-3,4-dihydro-6-methylsulfanyl-4-oxopyrimidine-5-carbonitrile 886588-34-7 C6H7N5OS
2,(3)N-diamino-3,4-dihydro-6-methylsulfanyl-4-oxopyrimidine-5-carbonitrile
—— 2-(pentylthio)pyrimidine-4,6-diamine 70805-44-6 C9H16N4S
2-(pentylthio)pyrimidine-4,6-diamine
—— 2-(6-iodobenzo[d][1,3]dioxol-5-ylthio)-1-pentyl-1H-imidazo[4,5-c]pyridin-4-amine 1061316-65-1 C18H19IN4O2S
2-(6-iodobenzo[d][1,3]dioxol-5-ylthio)-1-pentyl-1H-imidazo[4,5-c]pyridin-4-amine
—— methyl 5-chloro-2,3-dihydrobenzothiophene-3-carboxylate 93670-23-6 C10H9ClO2S
methyl 5-chloro-2,3-dihydrobenzothiophene-3-carboxylate
—— 6-[2-(methylcarbamoyl)phenylsulfanyl]-3-[2-(pyridine-2-yl)ethynyl]indazole 885126-38-5 C22H16N4OS
6-[2-(methylcarbamoyl)phenylsulfanyl]-3-[2-(pyridine-2-yl)ethynyl]indazole
—— 2-octynyl 2'-propynyl sulfone 175439-09-5 C11H16O2S
2-octynyl 2'-propynyl sulfone
—— methyl (5S,6Z,8E)-5-hydroxy-11-[2-[(Z)-oct-2-enyl]-1,3-dithian-2-yl]undeca-6,8-dienoate 185202-27-1 C24H40O3S2
methyl (5S,6Z,8E)-5-hydroxy-11-[2-[(Z)-oct-2-enyl]-1,3-dithian-2-yl]undeca-6,8-dienoate
—— 3-[2-[(Z)-oct-2-enyl]-1,3-dithian-2-yl]propanal 162709-32-2 C15H26OS2
3-[2-[(Z)-oct-2-enyl]-1,3-dithian-2-yl]propanal
—— (E)-5-[2-[(Z)-oct-2-enyl]-1,3-dithian-2-yl]pent-2-en-1-ol 185202-24-8 C17H30OS2
(E)-5-[2-[(Z)-oct-2-enyl]-1,3-dithian-2-yl]pent-2-en-1-ol
—— methylthioacrylonitrile 51245-70-6 C4H5NS
methylthioacrylonitrile
—— 1-(Dichloracetyl)-4,5,6,7,8,9-hexahydro-3-(methylthio)cycloocta<c>furan 102435-90-5 C13H16Cl2O2S
1-(Dichloracetyl)-4,5,6,7,8,9-hexahydro-3-(methylthio)cycloocta<c>furan
—— 3-Methyl-5-(1-oxypyridin-2-yl)-8-(thien-2-ylthio)-1,2,3,4-tetrahydronaphthalen-1-one 256222-34-1 C20H17NO2S2
3-Methyl-5-(1-oxypyridin-2-yl)-8-(thien-2-ylthio)-1,2,3,4-tetrahydronaphthalen-1-one
—— 6-((4-phenyl-1,3-thiazol-2-yl)sulfanyl)hexan-1-ol 1101021-08-2 C15H19NOS2
6-((4-phenyl-1,3-thiazol-2-yl)sulfanyl)hexan-1-ol
—— ethyl 5-chloro-2,3-dihydrobenzothiophene-3-carboxylate 93670-24-7 C11H11ClO2S
ethyl 5-chloro-2,3-dihydrobenzothiophene-3-carboxylate
—— 2-butyl-2-(7,9-dioxadecyl)-1,3-dithiane 386223-56-9 C16H32O2S2
2-butyl-2-(7,9-dioxadecyl)-1,3-dithiane
—— N-(3-acetyl-5-cyano-2-methyl-6-methylsulfanyl-pyridin-4-yl)-formimidic acid ethyl ester 897926-00-0 C13H15N3O2S
N-(3-acetyl-5-cyano-2-methyl-6-methylsulfanyl-pyridin-4-yl)-formimidic acid ethyl ester
—— 3-(benzylsulfanyl)-7-chloro-1,5-dimethyl-1H-pyrimido[4,5-e][1,3,4]thiadiazine 938158-24-8 C14H13ClN4S2
3-(benzylsulfanyl)-7-chloro-1,5-dimethyl-1H-pyrimido[4,5-e][1,3,4]thiadiazine
—— 4-[(4-chloro-4-oxobutyl)disulfanyl]butanoyl chloride 1002-22-8 C8H12Cl2O2S2
4-[(4-chloro-4-oxobutyl)disulfanyl]butanoyl chloride
—— 4-hexylthio-5-(6-hydroxyhexylthio)-1,3-dithiole-2-thione 218150-21-1 C15H26OS5
4-hexylthio-5-(6-hydroxyhexylthio)-1,3-dithiole-2-thione
—— (E)-1-(phenylthio)cyclododecene 85894-83-3 C18H26S
(E)-1-(phenylthio)cyclododecene
—— 2,4,6-tris(methylthio)anilin 102093-65-2 C9H13NS3
2,4,6-tris(methylthio)anilin
—— 4-(6-hydroxyhexylthio)-5-(methylthio)-1,3-dithiole-2-thione 218149-86-1 C10H16OS5
4-(6-hydroxyhexylthio)-5-(methylthio)-1,3-dithiole-2-thione
—— 5-chloro-4-methyl-6-methylsulfanyl-pyrimidin-2-ylamine 36082-47-0 C6H8ClN3S
5-chloro-4-methyl-6-methylsulfanyl-pyrimidin-2-ylamine
—— 1-methyl-2-cyano-3-ethyl-4-thiophenylpiperidine 73657-77-9 C15H20N2S
1-methyl-2-cyano-3-ethyl-4-thiophenylpiperidine
—— 1,3-Dithiepane 1,1,3,3-tetraoxide 57542-77-5 C5H10O4S2
1,3-Dithiepane 1,1,3,3-tetraoxide
—— <i>D</i>-6-deoxy-glucose diethyl dithioacetal 111955-40-9 C10H22O4S2
<i>D</i>-6-deoxy-glucose diethyl dithioacetal