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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
—— 2,4'-diamino-3'-chlorodiphenylsulfide 76806-24-1 C12H11ClN2S
2,4'-diamino-3'-chlorodiphenylsulfide
—— 2,4'-diisocyanato-3'-ethylmercaptodiphenylsulfide 76806-31-0 C16H12N2O2S2
2,4'-diisocyanato-3'-ethylmercaptodiphenylsulfide
—— 2,4'-diisocyanato-5-methoxydiphenylsulfide 76806-33-2 C15H10N2O3S
2,4'-diisocyanato-5-methoxydiphenylsulfide
—— 5-Chloro-2-fluoro-4,6-bis(phenylsulfanyl)benzene-1,3-dicarbonitrile 1429124-24-2 C20H10ClFN2S2
5-Chloro-2-fluoro-4,6-bis(phenylsulfanyl)benzene-1,3-dicarbonitrile
—— 2,2-difluoro-1-phenyl-2-phenylsulfanyl-1-trimethoxysiloxyethane 899820-34-9 C17H20F2OSSi
2,2-difluoro-1-phenyl-2-phenylsulfanyl-1-trimethoxysiloxyethane
—— tert-butyl (phenyl(phenylthio)methyl)carbamate 1612780-88-7 C18H21NO2S
tert-butyl (phenyl(phenylthio)methyl)carbamate
—— 9-(Propargyloxymethyl) azathoprine 139758-74-0 C13H11N7O3S
9-(Propargyloxymethyl) azathoprine
—— (5S)-3-[(2R,13R)-2,13-bis[[tert-butyl(dimethyl)silyl]oxy]-13-[(2R)-5-oxooxolan-2-yl]tridecyl]-5-methyl-3-phenylsulfanyloxolan-2-one 851040-41-0 C40H70O6SSi2
(5S)-3-[(2R,13R)-2,13-bis[[tert-butyl(dimethyl)silyl]oxy]-13-[(2R)-5-oxooxolan-2-yl]tridecyl]-5-methyl-3-phenylsulfanyloxolan-2-one
—— 3-ethyl-1-(phenylthio)pent-2-ene 77411-97-3 C13H18S
3-ethyl-1-(phenylthio)pent-2-ene
—— N-methoxy-N-methyl-S-methylisothiourea hydroiodide 153068-65-6 C4H10N2OS*HI
N-methoxy-N-methyl-S-methylisothiourea hydroiodide
—— 2-chloro-1-(chloro-difluoro-methylsulfanyl)-4-isocyanato-benzene 33350-58-2 C8H3Cl2F2NOS
2-chloro-1-(chloro-difluoro-methylsulfanyl)-4-isocyanato-benzene
—— tert-butyl 6-methylsulphanyl-3',6'-dihydro-2'H-[3,4']bipyridine-1'-carboxylate 188879-14-3 C16H22N2O2S
tert-butyl 6-methylsulphanyl-3',6'-dihydro-2'H-[3,4']bipyridine-1'-carboxylate
—— tert-butyl 4-(2-(methylthio)pyrimidin-5-yl)-3,6-dihydropyridine-1(2H)-carboxylate 188878-23-1 C15H21N3O2S
tert-butyl 4-(2-(methylthio)pyrimidin-5-yl)-3,6-dihydropyridine-1(2H)-carboxylate
—— Aethyl-sec-butyl-sulfoxyd 7694-18-0 C6H14OS
Aethyl-sec-butyl-sulfoxyd
—— Ethyl-sec.butylsulfon 34008-92-9 C6H14O2S
Ethyl-sec.butylsulfon
—— (2S,3S)-3-(p-tolylthio)-2-butanol —— C11H16OS
(2S,3S)-3-(p-tolylthio)-2-butanol
—— diphenylbis<(phenylthio)methyl>silane 180744-02-9 C26H24S2Si
diphenylbis<(phenylthio)methyl>silane
—— 4-(2-Methoxycarbonylethylthio)-1,2-dimethylpyrrol-3-carbonsaeuremethylester 125144-86-7 C12H17NO4S
4-(2-Methoxycarbonylethylthio)-1,2-dimethylpyrrol-3-carbonsaeuremethylester
—— 3-chloromethyl-2-cyclopentylsulfanylpyridine 1609289-07-7 C11H14ClNS
3-chloromethyl-2-cyclopentylsulfanylpyridine
—— 3,5-difluoro-2-methylsulfanyl-benzene boronic acid 861931-32-0 C7H7BF2O2S
3,5-difluoro-2-methylsulfanyl-benzene boronic acid
—— 2-thioethoxyhexanal diethyl mercaptal 146559-28-6 C12H26S3
2-thioethoxyhexanal diethyl mercaptal
—— 2-chlorohexanal diethyl mercaptal 146559-27-5 C10H21ClS2
2-chlorohexanal diethyl mercaptal
—— 1-methoxy-1-thiophenoxy-2-chlorohexane 146559-25-3 C13H19ClOS
1-methoxy-1-thiophenoxy-2-chlorohexane
—— 3-{4-[(2-cyclopentylsulfanylpyridin-3-ylmethyl)amino]phenyl}propionic acid methyl ester 1609290-65-4 C21H26N2O2S
3-{4-[(2-cyclopentylsulfanylpyridin-3-ylmethyl)amino]phenyl}propionic acid methyl ester
—— 2-(benzylthio)-3-methyl-6-(p-ethylanilino)-4-pyrimidone 98421-10-4 C20H21N3OS
2-(benzylthio)-3-methyl-6-(p-ethylanilino)-4-pyrimidone
—— 2-(benzylthio)-6-(p-ethylanilino)-4-pyrimidone 98421-08-0 C19H19N3OS
2-(benzylthio)-6-(p-ethylanilino)-4-pyrimidone
—— 1,6-Bis-carbamimidoylmercapto-hexan 58479-97-3 C8H18N4S2
1,6-Bis-carbamimidoylmercapto-hexan
—— Raphanin 2404-46-8 C6H9NOS2
Raphanin
—— 1,6-bis[3-(pyrid-3-yl)-1,2,5-thiadiazol-4-ylthio]hexane 390799-95-8 C20H20N6S4
1,6-bis[3-(pyrid-3-yl)-1,2,5-thiadiazol-4-ylthio]hexane
—— 6-(hexylthio)-1-hexanethiol 906675-05-6 C12H26S2
6-(hexylthio)-1-hexanethiol
—— 3-{[4-amino-5-(2-thienylmethyl)-4H-1,2,4-triazol-3-yl]sulfanyl}-3-(4-chlorophenyl)-1-(2-thienyl)-1-propanone 869734-23-6 C20H17ClN4OS3
3-{[4-amino-5-(2-thienylmethyl)-4H-1,2,4-triazol-3-yl]sulfanyl}-3-(4-chlorophenyl)-1-(2-thienyl)-1-propanone
—— ethyl N-(5-amino-2,2-dimethyl-3-phenyl-pyrido[4,3-b][1,4]thiazin-7-yl)carbamate 91599-72-3 C18H20N4O2S
ethyl N-(5-amino-2,2-dimethyl-3-phenyl-pyrido[4,3-b][1,4]thiazin-7-yl)carbamate
—— 3-(3-chloropropyl)-1H-2,4,1-benzodithiazine 2,2-dioxide 1033629-43-4 C10H12ClNO2S2
3-(3-chloropropyl)-1H-2,4,1-benzodithiazine 2,2-dioxide
—— (<i>Z</i>)-1,2-dichloro-1-phenylsulfanyl-ethylene 877122-23-1 C8H6Cl2S
(<i>Z</i>)-1,2-dichloro-1-phenylsulfanyl-ethylene
—— (E)-1-(phenyl-2-phenylsulfanyl)hept-2-en-1-ol 1217367-32-2 C19H22OS
(E)-1-(phenyl-2-phenylsulfanyl)hept-2-en-1-ol
—— di(S)-pent-1-en-3-ylsulfane 1314185-28-8 C10H18S
di(S)-pent-1-en-3-ylsulfane
—— (E)-2-(4-hydroxyphenyl)sulfanylbut-2-enedioic acid —— C10H8O5S
(E)-2-(4-hydroxyphenyl)sulfanylbut-2-enedioic acid
—— 4,5-(1-tert-butyldiphenylsilyloxypropane-2,3-diyldithio)-1,3-dithiole-2-thione 307543-47-1 C22H24OS5Si
4,5-(1-tert-butyldiphenylsilyloxypropane-2,3-diyldithio)-1,3-dithiole-2-thione
—— 4,5-(1-tert-butyldiphenylsilyloxypropane-2,3-diyldithio)-1,3-dithiol-2-one 307543-49-3 C22H24O2S4Si
4,5-(1-tert-butyldiphenylsilyloxypropane-2,3-diyldithio)-1,3-dithiol-2-one
—— S-[[dichloro(methoxy)methyl]trisulfanyl] chloromethanethioate 88766-45-4 C3H3Cl3O2S4
S-[[dichloro(methoxy)methyl]trisulfanyl] chloromethanethioate
—— 3,5-dichloro-6-(methylthio)pyridin-2-ol 870971-34-9 C6H5Cl2NOS
3,5-dichloro-6-(methylthio)pyridin-2-ol
—— S-[[dichloro(ethoxy)methyl]trisulfanyl] chloromethanethioate 88766-46-5 C4H5Cl3O2S4
S-[[dichloro(ethoxy)methyl]trisulfanyl] chloromethanethioate
—— 5-chloro-N-(2,4-dimethoxybenzyl)-2-fluoro-N-1,3,4-thiadiazol-2-yl-4-{[3-(trifluoromethyl)phenyl]thio}benzenesulfonamide 1354917-51-3 C24H18ClF4N3O4S3
5-chloro-N-(2,4-dimethoxybenzyl)-2-fluoro-N-1,3,4-thiadiazol-2-yl-4-{[3-(trifluoromethyl)phenyl]thio}benzenesulfonamide
—— [Dichloro-[[dichloro(ethoxy)methyl]tetrasulfanyl]methoxy]ethane 88766-47-6 C6H10Cl4O2S4
[Dichloro-[[dichloro(ethoxy)methyl]tetrasulfanyl]methoxy]ethane
—— 5-chloro-2-fluoro-4-[(4-methoxyphenyl)thio]-N-1,3,4-thiadiazol-2-ylbenzenesulfonamide 1354917-03-5 C15H11ClFN3O3S3
5-chloro-2-fluoro-4-[(4-methoxyphenyl)thio]-N-1,3,4-thiadiazol-2-ylbenzenesulfonamide
—— 5-chloro-2-fluoro-N-1,3,4-thiadiazol-2-yl-4-{[3-(trifluoromethyl)phenyl]thio}benzenesulfonamide 1354917-01-3 C15H8ClF4N3O2S3
5-chloro-2-fluoro-N-1,3,4-thiadiazol-2-yl-4-{[3-(trifluoromethyl)phenyl]thio}benzenesulfonamide
—— Benzo[c]thiophen-4(5H)-one, 6,7-dihydro-6,6-dimethyl-3-(methylthio)-, oxime —— C11H15NOS2
Benzo[c]thiophen-4(5H)-one, 6,7-dihydro-6,6-dimethyl-3-(methylthio)-, oxime
—— 1-((4-chloro-3-fluorophenyl)(1-methyl-1H-pyrazol-4-yl)methyl)-4-(2-(methylthio)pyrimidin-4-yl)pyridin-2(1H)-one 1453853-55-8 C21H17ClFN5OS
1-((4-chloro-3-fluorophenyl)(1-methyl-1H-pyrazol-4-yl)methyl)-4-(2-(methylthio)pyrimidin-4-yl)pyridin-2(1H)-one
—— (E)-2-Phenylsulfanyl-but-2-enedioic acid 59790-40-8 C10H8O4S
(E)-2-Phenylsulfanyl-but-2-enedioic acid
—— N'-[2-[2-(6-aminohexylamino)ethyldisulfanyl]ethyl]hexane-1,6-diamine;hydrochloride 68535-75-1 C16H38N4S2*4ClH
N'-[2-[2-(6-aminohexylamino)ethyldisulfanyl]ethyl]hexane-1,6-diamine;hydrochloride