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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
—— 4,8-dithianonane-1-thiol 93681-49-3 C7H16S3
4,8-dithianonane-1-thiol
—— (+/-)-3-tolylthio-5-trimethylsilyl-2-cyclohexenone 116384-79-3 C16H22OSSi
(+/-)-3-tolylthio-5-trimethylsilyl-2-cyclohexenone
—— 1,3-bis(mercaptomethyl)adamantane 151133-08-3 C12H20S2
1,3-bis(mercaptomethyl)adamantane
—— (4-Methyl-cyclohex-2-enylsulfanyl)-benzene 80707-17-1 C13H16S
(4-Methyl-cyclohex-2-enylsulfanyl)-benzene
—— 2,6-Bis({[5-(methylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl}methyl)pyridine 650636-33-2 C13H13N5S6
2,6-Bis({[5-(methylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl}methyl)pyridine
—— [(5-Amino-2-bromo-4-fluorophenyl)sulfanyl]acetic acid 95635-43-1 C8H7BrFNO2S
[(5-Amino-2-bromo-4-fluorophenyl)sulfanyl]acetic acid
—— 7-(methanesulfonyl)heptanenitrile 54863-40-0 C8H15NO2S
7-(methanesulfonyl)heptanenitrile
—— (3R,4R)-4-Phenylsulfanyl-3-trimethylsilanyl-azetidin-2-one 124649-49-6 C12H17NOSSi
(3R,4R)-4-Phenylsulfanyl-3-trimethylsilanyl-azetidin-2-one
—— 4‐chloro‐2‐(methylthio)‐6‐(thien‐2‐yl)‐pyrimidine‐5‐carbonitrile 439808-45-4 C10H6ClN3S2
4‐chloro‐2‐(methylthio)‐6‐(thien‐2‐yl)‐pyrimidine‐5‐carbonitrile
—— 4-Chloro-2-ethylsulfanyl-6-(2-thienyl)pyrimidine-5-carbonitrile 156176-78-2 C11H8ClN3S2
4-Chloro-2-ethylsulfanyl-6-(2-thienyl)pyrimidine-5-carbonitrile
—— 2,6-bis(((4-bromophenyl)thio)methyl)pyridine 83782-37-0 C19H15Br2NS2
2,6-bis(((4-bromophenyl)thio)methyl)pyridine
—— 1,5-di-<i>sec</i>-butylidene-thio carbonohydrazide 102266-85-3 C9H18N4S
1,5-di-<i>sec</i>-butylidene-thio carbonohydrazide
—— 4-amino-6-(4-chlorobenzyl)-3-methylthio-4,5-dihydro-1,2,4-triazin-5-one 22285-39-8 C11H11ClN4OS
4-amino-6-(4-chlorobenzyl)-3-methylthio-4,5-dihydro-1,2,4-triazin-5-one
—— 4-amino-4H-3-methylthio{7H-1,2,4-triazolo[1,5-d]tetrazol-6-yl}-1,2,4-triazole-5-thiol 956430-95-8 C5H6N10S2
4-amino-4H-3-methylthio{7H-1,2,4-triazolo[1,5-d]tetrazol-6-yl}-1,2,4-triazole-5-thiol
—— 2-Cyano-3-(1-methyl-5-methylthio-2-pyrrolyl)acrylonitrile 94008-39-6 C10H9N3S
2-Cyano-3-(1-methyl-5-methylthio-2-pyrrolyl)acrylonitrile
—— N-(2-methylprop-2-en-1-yl)thiourea 66892-01-1 C5H10N2S
N-(2-methylprop-2-en-1-yl)thiourea
—— 6-(p-bromophenyl)-4-methylthio-2-oxo-2H-pyran-3-carboxamide 114361-64-7 C13H10BrNO3S
6-(p-bromophenyl)-4-methylthio-2-oxo-2H-pyran-3-carboxamide
—— (E)-1-(Phenylthio)-5-phenylpent-2-en-5-ol 121352-16-7 C17H18OS
(E)-1-(Phenylthio)-5-phenylpent-2-en-5-ol
—— (7,7'-(2-silaprop-2-ylidene)-bis(tricyclo<4.1.0.0<sup>2,7</sup>>hept-1-yl))sulfone 107531-75-9 C16H22O2SSi
(7,7'-(2-silaprop-2-ylidene)-bis(tricyclo<4.1.0.0<sup>2,7</sup>>hept-1-yl))sulfone
—— 1-Cyclopropyl-2-(pentylsulfanyl)benzene 105553-94-4 C14H20S
1-Cyclopropyl-2-(pentylsulfanyl)benzene
—— dithiocarbonic acid <i>O</i>-dimethylaminomethyl ester 108372-09-4 C4H9NOS2
dithiocarbonic acid <i>O</i>-dimethylaminomethyl ester
—— N,N'-diisopropyl-S-methylisothiouronium iodide —— C8H18N2S*HI
N,N'-diisopropyl-S-methylisothiouronium iodide
—— (dimethylamino)methanethiol 98026-29-0 C3H9NS
(dimethylamino)methanethiol
—— (R)-2-(4-Chlorphenylthio)propionsaeure-ethylester 99967-66-5 C11H13ClO2S
(R)-2-(4-Chlorphenylthio)propionsaeure-ethylester
—— 1,1-bis(phenylthio)-2,2-dimethylpropane 71778-39-7 C17H20S2
1,1-bis(phenylthio)-2,2-dimethylpropane
—— 2-[[(4-chlorophenyl)thio]methyl]piperidine 101798-77-0 C12H16ClNS
2-[[(4-chlorophenyl)thio]methyl]piperidine
—— 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