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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
—— dimethyl 2,2'-[(3-nitropyridine-2,6-diyl)disulfanediyl]diacetate 259792-96-6 C11H12N2O6S2
dimethyl 2,2'-[(3-nitropyridine-2,6-diyl)disulfanediyl]diacetate
—— di-n-propyl 2,2'-[(3-nitropyridine-2,6-diyl)disulfanediyl]diacetate 1378234-61-7 C15H20N2O6S2
di-n-propyl 2,2'-[(3-nitropyridine-2,6-diyl)disulfanediyl]diacetate
—— 2-[6-(Carboxymethylsulfanyl)-5-nitropyridin-2-yl]sulfanylacetic acid 1378233-36-3 C9H8N2O6S2
2-[6-(Carboxymethylsulfanyl)-5-nitropyridin-2-yl]sulfanylacetic acid
—— <i>N</i>-methyl-<i>N</i>'-(1,1,3,3-tetramethyl-butyl)-thiourea 86375-16-8 C10H22N2S
<i>N</i>-methyl-<i>N</i>'-(1,1,3,3-tetramethyl-butyl)-thiourea
—— non-6-en-2-one-thioketal 146405-08-5 C11H20S2
non-6-en-2-one-thioketal
—— 3,6-dioctyl-4,5-(o-xylylenedithio)phthalonitrile 885694-89-3 C32H42N2S2
3,6-dioctyl-4,5-(o-xylylenedithio)phthalonitrile
—— 3,6-dibutyl-4,5-(o-xylylenedithio)phthalonitrile 885694-88-2 C24H26N2S2
3,6-dibutyl-4,5-(o-xylylenedithio)phthalonitrile
—— 3-(Methylsulfanyl)-5,6-bis(trifluoromethyl)-1,2,4-triazine 120943-60-4 C6H3F6N3S
3-(Methylsulfanyl)-5,6-bis(trifluoromethyl)-1,2,4-triazine
—— 1-[4-[Methyl(diphenyl)silyl]-4-oxobutyl]-6-phenylsulfanylpiperidin-2-one 185098-95-7 C28H31NO2SSi
1-[4-[Methyl(diphenyl)silyl]-4-oxobutyl]-6-phenylsulfanylpiperidin-2-one
—— 1,3-dithiolo<4,5-f><1,3,5>trithiepin-2-thione 102567-30-6 C5H4S6
1,3-dithiolo<4,5-f><1,3,5>trithiepin-2-thione
—— bis<thiobis(methylenethio)>tetrathiafulvalene 88682-20-6 C10H8S10
bis<thiobis(methylenethio)>tetrathiafulvalene
—— Acetoxyethylenedithio-1,3-dithiole-2-thione 110789-37-2 C7H6O2S5
Acetoxyethylenedithio-1,3-dithiole-2-thione
—— (phenyl-[1,3,4]thiadiazol-2-ylmercapto)-acetic acid ethyl ester 64145-10-4 C12H12N2O2S2
(phenyl-[1,3,4]thiadiazol-2-ylmercapto)-acetic acid ethyl ester
—— 3-(4-phenylethynyl-phenylsulfanyl)propionic acid 2-ethylhexyl ester 881664-11-5 C25H30O2S
3-(4-phenylethynyl-phenylsulfanyl)propionic acid 2-ethylhexyl ester
—— 3-(4-bromophenylsulfanyl)propionic acid 2-ethylhexyl ester 881664-08-0 C17H25BrO2S
3-(4-bromophenylsulfanyl)propionic acid 2-ethylhexyl ester
—— Methyl 3-[methoxy(phenylsulfanyl)methyl]tetradec-2-enoate 89171-42-6 C23H36O3S
Methyl 3-[methoxy(phenylsulfanyl)methyl]tetradec-2-enoate
—— 1-Methoxy-1-(phenylsulfanyl)tridecan-2-one 89171-36-8 C20H32O2S
1-Methoxy-1-(phenylsulfanyl)tridecan-2-one
—— 3-[Methoxy(phenylsulfanyl)methyl]tetradec-2-en-1-ol 89171-52-8 C22H36O2S
3-[Methoxy(phenylsulfanyl)methyl]tetradec-2-en-1-ol
—— (E)-3-(5-Methylsulfanyl-furan-2-yl)-acrylic acid 111252-38-1 C8H8O3S
(E)-3-(5-Methylsulfanyl-furan-2-yl)-acrylic acid
—— 1-benzyl-3-phenylsulfanyl-pyrrolidin-2-one 64330-40-1 C17H17NOS
1-benzyl-3-phenylsulfanyl-pyrrolidin-2-one
—— E-3,6-Dimethyl-2-(phenylthio)-hept-3-en 63996-71-4 C15H22S
E-3,6-Dimethyl-2-(phenylthio)-hept-3-en
—— (2R,3S,5S)-3-[tert-butyl(diphenyl)silyl]oxy-5-methyl-6-(2-methyl-1,3-dithian-2-yl)hexane-1,2-diol 218439-23-7 C28H42O3S2Si
(2R,3S,5S)-3-[tert-butyl(diphenyl)silyl]oxy-5-methyl-6-(2-methyl-1,3-dithian-2-yl)hexane-1,2-diol
—— (3E,5E)-2,5-dimethyl-3-(ethoxycarbonyl)-6-thiophenyl-3,5-hexadienoic acid 382150-24-5 C17H20O4S
(3E,5E)-2,5-dimethyl-3-(ethoxycarbonyl)-6-thiophenyl-3,5-hexadienoic acid
—— (3E,5E)-3-(ethoxycarbonyl)-5-methyl-6-thiophenyl-3,5-hexadienoic acid 382150-21-2 C16H18O4S
(3E,5E)-3-(ethoxycarbonyl)-5-methyl-6-thiophenyl-3,5-hexadienoic acid
—— (E,Z)-3-thiophenylpropenal 78998-83-1 C9H8OS
(E,Z)-3-thiophenylpropenal
—— 5-Methyl-2-methylsulfanyl-1-phenyl-pyrimidin-1-ium; iodide 64577-81-7 C12H13N2S*I
5-Methyl-2-methylsulfanyl-1-phenyl-pyrimidin-1-ium; iodide
—— 3,6-Dimethyl-3-(phenylthio)-heptan-2-ol 63996-45-2 C15H24OS
3,6-Dimethyl-3-(phenylthio)-heptan-2-ol
—— Methyl 2-[(4-oxo-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d][1,3]oxazin-2-yl)sulfanyl]acetate 207744-05-6 C13H13NO4S2
Methyl 2-[(4-oxo-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d][1,3]oxazin-2-yl)sulfanyl]acetate
—— benzo[<i>b</i>]pyrido[2,3-<i>e</i>][1,4]thiazine-10-carboxylic acid 2-diisopropylamino-ethyl ester 100150-48-9 C20H25N3O2S
benzo[<i>b</i>]pyrido[2,3-<i>e</i>][1,4]thiazine-10-carboxylic acid 2-diisopropylamino-ethyl ester
—— 2-Methylsulfanyl-5,6,7,8-tetrahydro-benzo[4,5]thieno[2,3-d][1,3]oxazin-4-one 207744-02-3 C11H11NO2S2
2-Methylsulfanyl-5,6,7,8-tetrahydro-benzo[4,5]thieno[2,3-d][1,3]oxazin-4-one
—— 2-methyl-6-(phenylsulfonyl)-3-(phenylthio)pyridin-4-ol 1103494-83-2 C18H15NO3S2
2-methyl-6-(phenylsulfonyl)-3-(phenylthio)pyridin-4-ol
—— 2-methyl-6-(phenylsulfonyl)-3-(m-tolylthio)pyridin-4-ol 1103494-86-5 C19H17NO3S2
2-methyl-6-(phenylsulfonyl)-3-(m-tolylthio)pyridin-4-ol
—— 2-methoxy-6-(phenylsulfonyl)-3-(phenylthio)pyridin-4-ol 1103494-84-3 C18H15NO4S2
2-methoxy-6-(phenylsulfonyl)-3-(phenylthio)pyridin-4-ol
—— 2-Ethylsulfanyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d][1,3]oxazin-4-one 207744-03-4 C12H13NO2S2
2-Ethylsulfanyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d][1,3]oxazin-4-one
—— 3-phenylsulfanyl-1H-pyrrolo[3,2-b]pyridine-2-carboxylic acid amide 853685-37-7 C14H11N3OS
3-phenylsulfanyl-1H-pyrrolo[3,2-b]pyridine-2-carboxylic acid amide
—— 2-Benzylsulfanyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d][1,3]oxazin-4-one 207744-04-5 C17H15NO2S2
2-Benzylsulfanyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d][1,3]oxazin-4-one
—— 2-[(phenylsulfanyl)methyl]pentanal 808137-54-4 C12H16OS
2-[(phenylsulfanyl)methyl]pentanal
—— 2-[(phenylsulfanyl)methyl]decanal 808137-55-5 C17H26OS
2-[(phenylsulfanyl)methyl]decanal
—— 3-(3-fluorophenyl)sulfanyl-1H-pyrrolo[3,2-b]pyridine-2-carboxylic acid amide 853685-38-8 C14H10FN3OS
3-(3-fluorophenyl)sulfanyl-1H-pyrrolo[3,2-b]pyridine-2-carboxylic acid amide
—— 2-amino-7-chloro-3<i>H</i>,10<i>H</i>-pyrido[2,3-<i>b</i>]pyrimido[4,5-<i>e</i>][1,4]thiazin-4-one 63931-15-7 C9H6ClN5OS
2-amino-7-chloro-3<i>H</i>,10<i>H</i>-pyrido[2,3-<i>b</i>]pyrimido[4,5-<i>e</i>][1,4]thiazin-4-one
—— Bis(2,2,2-trinitroethyl) thionocarbonate 80445-02-9 C5H4N6O14S
Bis(2,2,2-trinitroethyl) thionocarbonate
—— 1-(6-Methyl-3,4-dihydro-2H-pyran-3-yl)-ethanethione 65818-68-0 C8H12OS
1-(6-Methyl-3,4-dihydro-2H-pyran-3-yl)-ethanethione
—— 2-((1-((triethylsilyl)oxy)oct-1-en-1-yl)thio)pyridine 863783-28-2 C19H33NOSSi
2-((1-((triethylsilyl)oxy)oct-1-en-1-yl)thio)pyridine
—— 6-Methylthio-1,2,4,5-tetrazin-3-essigsaeure 64499-99-6 C5H6N4O2S
6-Methylthio-1,2,4,5-tetrazin-3-essigsaeure
—— 4,6-dichloro-2-[(3-chloro-2-fluorobenzyl)thio]pyrimidine 654073-10-6 C11H6Cl3FN2S
4,6-dichloro-2-[(3-chloro-2-fluorobenzyl)thio]pyrimidine
—— 3,3-Spirobi(benzo<1.5>dithiepan) 64958-42-5 C17H16S4
3,3-Spirobi(benzo<1.5>dithiepan)
—— 2-(4-chloro-3-methoxyphenylthio)benzyl chloride 61150-51-4 C14H12Cl2OS
2-(4-chloro-3-methoxyphenylthio)benzyl chloride
—— 2-(4-chloro-3-methoxyphenylthio)phenylacetonitrile 61150-52-5 C15H12ClNOS
2-(4-chloro-3-methoxyphenylthio)phenylacetonitrile
—— 5-((4-bromophenyl)sulfanyl)-3-methyl-2-pyridinamine 1450622-40-8 C12H11BrN2S
5-((4-bromophenyl)sulfanyl)-3-methyl-2-pyridinamine
—— 1-Mercapto-1-cyclopropyl-ethan 98137-18-9 C5H10S
1-Mercapto-1-cyclopropyl-ethan