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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-Ethoxycarbonylmethylsulfanyl-1-methyl-pyridinium; chloride 62058-68-8 C10H14NO2S*Cl
2-Ethoxycarbonylmethylsulfanyl-1-methyl-pyridinium; chloride
—— 4,7-dioctyl-5,6-dicyano-2-(4',5'-bis(methylthio)-1',3'-dithiole-2'-ylidene)benzo[d]-1,3-dithiole 1345829-22-2 C30H40N2S6
4,7-dioctyl-5,6-dicyano-2-(4',5'-bis(methylthio)-1',3'-dithiole-2'-ylidene)benzo[d]-1,3-dithiole
—— 4-(4-bromophenyl)-4-(phenylsulfanyl)nona-1,8-dien-5-one 878480-48-9 C21H21BrOS
4-(4-bromophenyl)-4-(phenylsulfanyl)nona-1,8-dien-5-one
—— 1-(4-bromophenyl)-1-(phenylsulfanyl)hex-5-en-2-one 878480-41-2 C18H17BrOS
1-(4-bromophenyl)-1-(phenylsulfanyl)hex-5-en-2-one
—— 4-Amino-6-chloro-2-(1-(4-acetyl-pyridin-2-yl)ethyl)thio-pyrimidine 185219-26-5 C13H13ClN4OS
4-Amino-6-chloro-2-(1-(4-acetyl-pyridin-2-yl)ethyl)thio-pyrimidine
—— Dimethyl bis(ethylsulfanyl)propanedioate 61930-52-7 C9H16O4S2
Dimethyl bis(ethylsulfanyl)propanedioate
—— 2-propanethial S-oxide 4933-34-0 C3H6OS
2-propanethial S-oxide
—— Dimethyl 1,3-dithiepane-2,2-dicarboxylate 61930-53-8 C9H14O4S2
Dimethyl 1,3-dithiepane-2,2-dicarboxylate
—— 1,1',1''-[methylidynetris(thio)]tris[4-fluoro-benzene] 17241-09-7 C19H13F3S3
1,1',1''-[methylidynetris(thio)]tris[4-fluoro-benzene]
—— (5-Allylsulfanyl-[1,3,4]thiadiazol-2-yl)-carbamic acid allyl ester 141992-82-7 C9H11N3O2S2
(5-Allylsulfanyl-[1,3,4]thiadiazol-2-yl)-carbamic acid allyl ester
—— [5-(4-Morpholin-4-yl-but-2-ynylsulfanyl)-[1,3,4]thiadiazol-2-yl]-carbamic acid allyl ester 141992-77-0 C14H18N4O3S2
[5-(4-Morpholin-4-yl-but-2-ynylsulfanyl)-[1,3,4]thiadiazol-2-yl]-carbamic acid allyl ester
—— 2-(2-Methylsulfonylethyl)-cyclohexanon 55930-55-7 C9H16O3S
2-(2-Methylsulfonylethyl)-cyclohexanon
—— (2-methylsulfanyl-pyrimidin-4-ylsulfanyl)-acetic acid ethyl ester 64679-76-1 C9H12N2O2S2
(2-methylsulfanyl-pyrimidin-4-ylsulfanyl)-acetic acid ethyl ester
—— Methyl cyclohexyl(2-pyridinylsulfanyl)acetate 139620-34-1 C14H19NO2S
Methyl cyclohexyl(2-pyridinylsulfanyl)acetate
—— 3-Hydroxy-1-(phenylthio)-2-decanone 123541-70-8 C16H24O2S
3-Hydroxy-1-(phenylthio)-2-decanone
—— 2,2-dimethyl-1,3-oxathiolane 5809-68-7 C6H12OS
2,2-dimethyl-1,3-oxathiolane
—— 2,2,5,5-tetramethyl-4-oxo-3-hexanethione 68506-06-9 C10H18OS
2,2,5,5-tetramethyl-4-oxo-3-hexanethione
—— 2,3-di-tert-butylthiirene 1-oxide 317363-66-9 C10H18OS
2,3-di-tert-butylthiirene 1-oxide
—— (6,7-dimethyl-4<i>H</i>-pyrazino[2,3-<i>b</i>][1,4]thiazin-3-yl)-acetic acid ethyl ester 63766-86-9 C12H15N3O2S
(6,7-dimethyl-4<i>H</i>-pyrazino[2,3-<i>b</i>][1,4]thiazin-3-yl)-acetic acid ethyl ester
—— 4,6-dimethyl-5-(phenylthio)-2-(phenylthiomethyl)-2,3-dihydrobenzofuran 126708-21-2 C23H22OS2
4,6-dimethyl-5-(phenylthio)-2-(phenylthiomethyl)-2,3-dihydrobenzofuran
—— 2-allyl-3,5-dimethyl-4-(phenylthio)phenol 126708-22-3 C17H18OS
2-allyl-3,5-dimethyl-4-(phenylthio)phenol
—— 2,4,6-trimethylphenyl 2,4,6-trimethylphenylthio sulfine 40490-50-4 C19H22OS2
2,4,6-trimethylphenyl 2,4,6-trimethylphenylthio sulfine
—— 2,6-bis-[(2-methylthiophenyl)-2-azaethenyl]pyridine 90149-02-3 C21H19N3S2
2,6-bis-[(2-methylthiophenyl)-2-azaethenyl]pyridine
—— <i>N</i>-cyclohexyl-<i>N'</i>-(1,1,3,3-tetramethyl-butyl)-thiourea 101452-81-7 C15H30N2S
<i>N</i>-cyclohexyl-<i>N'</i>-(1,1,3,3-tetramethyl-butyl)-thiourea
—— diethyl 2,2'-[(3-nitropyridine-2,6-diyl)bissulfanediyl]diacetate 1378233-77-2 C13H16N2O6S2
diethyl 2,2'-[(3-nitropyridine-2,6-diyl)bissulfanediyl]diacetate
—— di-n-butyl 2,2'-[(3-nitropyridine-2,6-diyl)disulfanediyl]diacetate 1379575-26-4 C17H24N2O6S2
di-n-butyl 2,2'-[(3-nitropyridine-2,6-diyl)disulfanediyl]diacetate
—— 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