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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
—— <(ethoxythiocarbonyl)sulfanyl>(hept-4(Z)-enyloxy)acetic acid methyl ester 161254-26-8 C13H22O4S2
<(ethoxythiocarbonyl)sulfanyl>(hept-4(Z)-enyloxy)acetic acid methyl ester
—— {5-chloro-6-fluoro-2-methyl-3-[4-(morpholine-4-sulfonyl)phenylsulfanyl]indolizin-1-yl}acetic acid ethyl ester 917761-22-9 C23H24ClFN2O5S2
{5-chloro-6-fluoro-2-methyl-3-[4-(morpholine-4-sulfonyl)phenylsulfanyl]indolizin-1-yl}acetic acid ethyl ester
—— Di-cyclohex-2-enyl-disulfid 96080-58-9 C12H18S2
Di-cyclohex-2-enyl-disulfid
—— S-(2-cyclohexenyl) N-methylthiocarbamate 188400-12-6 C8H13NOS
S-(2-cyclohexenyl) N-methylthiocarbamate
—— 1-Methyl-3,3-bis(methylthio)-2-pyrrolidon 63017-89-0 C7H13NOS2
1-Methyl-3,3-bis(methylthio)-2-pyrrolidon
—— 4-cyclohexyl-2-(2,5-dimethyl-benzylsulfanyl)-6-oxo-1,6-dihydro-pyrimidine-5-carbonitrile 301177-43-5 C20H23N3OS
4-cyclohexyl-2-(2,5-dimethyl-benzylsulfanyl)-6-oxo-1,6-dihydro-pyrimidine-5-carbonitrile
—— 1,2,3,4-Tetrahydro-1-methyl-2,4-diphenyl-6-phenylthio-S-Tetrazin 51808-05-0 C21H20N4S
1,2,3,4-Tetrahydro-1-methyl-2,4-diphenyl-6-phenylthio-S-Tetrazin
—— 4-cyclopropyl-2-(2,5-dimethylbenzylsulfanyl)-6-oxo-1,6-dihydro-pyrimidine-5-carbonitrile 1383539-72-7 C17H17N3OS
4-cyclopropyl-2-(2,5-dimethylbenzylsulfanyl)-6-oxo-1,6-dihydro-pyrimidine-5-carbonitrile
—— 2-((tert-butyldimethylsilyloxy)(tetrahydrofuran-2-yl)methylthio)pyridine 1076691-81-0 C16H27NO2SSi
2-((tert-butyldimethylsilyloxy)(tetrahydrofuran-2-yl)methylthio)pyridine
—— 2-(2,5-dimethyl-benzylsulfanyl)-4-(1-methyl-piperidin-4-yl)-6-oxo-1,6-dihydro-pyrimidine-5-carbonitrile 1383539-74-9 C20H24N4OS
2-(2,5-dimethyl-benzylsulfanyl)-4-(1-methyl-piperidin-4-yl)-6-oxo-1,6-dihydro-pyrimidine-5-carbonitrile
—— 2-(1-hydroxy-1-methylethyl)-6-carboxydiphenyl sulfide 75893-91-3 C16H16O3S
2-(1-hydroxy-1-methylethyl)-6-carboxydiphenyl sulfide
—— 2-(2,5-dimethyl-benzylsulfanyl)-4-isopropyl-6-oxo-1,6-dihydro-pyrimidine-5-carbonitrile 1383539-71-6 C17H19N3OS
2-(2,5-dimethyl-benzylsulfanyl)-4-isopropyl-6-oxo-1,6-dihydro-pyrimidine-5-carbonitrile
—— 4-Methyl-2-(thiophenoxymethyl)anilin 53165-11-0 C14H15NS
4-Methyl-2-(thiophenoxymethyl)anilin
—— N,N-dimethyl-10H-pyridazino[4,3-b][1,4]benzothiazin-3-amine 10337-78-7 C12H12N4S
N,N-dimethyl-10H-pyridazino[4,3-b][1,4]benzothiazin-3-amine
—— 3-tert.Butylthiete-1,1-dioxid 25903-16-6 C7H12O2S
3-tert.Butylthiete-1,1-dioxid
—— 2,6-Bis(phenylthio)cyclohexanon 35874-90-9 C18H18OS2
2,6-Bis(phenylthio)cyclohexanon
—— 3-(phenylthio)thietane 1,1-dioxide 75299-22-8 C9H10O2S2
3-(phenylthio)thietane 1,1-dioxide
—— 2-(3,6-Dichloropyridazin-4-yl)sulfanylaniline 10344-41-9 C10H7Cl2N3S
2-(3,6-Dichloropyridazin-4-yl)sulfanylaniline
—— Methyl ((3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazin-6-YL)thio)acetate 75621-68-0 C6H7N3O4S
Methyl ((3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazin-6-YL)thio)acetate
—— Bis-(3-thietanyl-1.1-dioxid)-sulfid 89599-40-6 C6H10O4S3
Bis-(3-thietanyl-1.1-dioxid)-sulfid
—— 3-Methyl-sulfonylpropanolacetat 26981-50-0 C6H12O4S
3-Methyl-sulfonylpropanolacetat
—— 1,1-dioxo-1λ<sup>6</sup>-thionane-3,8-dione 71138-48-2 C8H12O4S
1,1-dioxo-1λ<sup>6</sup>-thionane-3,8-dione
—— [2-(4-chlorobenzylthio)phenyl]-acetic acid 120974-95-0 C15H13ClO2S
[2-(4-chlorobenzylthio)phenyl]-acetic acid
—— 3-Methoxy-1-methyl-5-methylsulfanyl-1-oxo-1λ<sup>6</sup>-thiopyran-4-carbonitrile 65322-14-7 C9H11NO2S2
3-Methoxy-1-methyl-5-methylsulfanyl-1-oxo-1λ<sup>6</sup>-thiopyran-4-carbonitrile
—— Didodecyldodecanbis(dithioat) 65222-84-6 C36H70S4
Didodecyldodecanbis(dithioat)
—— 4-Phenyl-but-1-ynylsulfanyl-benzene 125829-48-3 C16H14S
4-Phenyl-but-1-ynylsulfanyl-benzene
—— Didodecylhexanbis(dithioat) 65222-82-4 C30H58S4
Didodecylhexanbis(dithioat)
—— (3-benzyl-4-oxo-2-thioxo-thiazolidin-5-yl)-(4-chloro-phenylsulfanyl)-acetic acid methyl ester 54326-52-2 C19H16ClNO3S3
(3-benzyl-4-oxo-2-thioxo-thiazolidin-5-yl)-(4-chloro-phenylsulfanyl)-acetic acid methyl ester
—— 1,1-Bis-t-butylsulfonyl-ethan 19170-12-8 C10H22O4S2
1,1-Bis-t-butylsulfonyl-ethan
—— 3-Ethoxy-1-methyl-5-methylsulfanyl-1-oxo-1λ<sup>6</sup>-thiopyran-4-carbonitrile 65322-15-8 C10H13NO2S2
3-Ethoxy-1-methyl-5-methylsulfanyl-1-oxo-1λ<sup>6</sup>-thiopyran-4-carbonitrile
—— tert-butyl (1S,2R)-2-[(2S)-1,4-dioxaspiro[4.5]dec-2-yl]-1-(phenylthio)cyclopent-3-ene-1-carboxylate 909911-52-0 C24H32O4S
tert-butyl (1S,2R)-2-[(2S)-1,4-dioxaspiro[4.5]dec-2-yl]-1-(phenylthio)cyclopent-3-ene-1-carboxylate
—— (7-chloro-8-methyl-1,1,3-trioxo-3,4-dihydro-2H-1,5,2-benzo[f]dithiazepin-4-yl)acetic acid 958781-93-6 C11H10ClNO5S2
(7-chloro-8-methyl-1,1,3-trioxo-3,4-dihydro-2H-1,5,2-benzo[f]dithiazepin-4-yl)acetic acid
—— thiophenyl-β-D-ribo-hexopyranoside-3-ulose 1451062-71-7 C12H14O5S
thiophenyl-β-D-ribo-hexopyranoside-3-ulose
—— Phenyl 2,3:4,6-bis-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-1-thio-β-D-glucopyranoside 145259-84-3 C36H68O7SSi4
Phenyl 2,3:4,6-bis-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-1-thio-β-D-glucopyranoside
—— (2-amino-phenylsulfanyl)-(3-benzyl-4-oxo-2-thioxo-thiazolidin-5-yl)-acetic acid methyl ester 54255-29-7 C19H18N2O3S3
(2-amino-phenylsulfanyl)-(3-benzyl-4-oxo-2-thioxo-thiazolidin-5-yl)-acetic acid methyl ester
—— 1,2-Dichloro-3-(2-chloromethyl-phenylsulfanyl)-benzene 79962-31-5 C13H9Cl3S
1,2-Dichloro-3-(2-chloromethyl-phenylsulfanyl)-benzene
—— (3R,3aR,6aS)-3-(hydroxymethyl)-6a-(phenylthio)-3,3a,6,6a-tetrahydro-1H-cyclopenta[c]furan-1-one 909911-32-6 C14H14O3S
(3R,3aR,6aS)-3-(hydroxymethyl)-6a-(phenylthio)-3,3a,6,6a-tetrahydro-1H-cyclopenta[c]furan-1-one
—— ethyl 4-[(3,5-dioxo-2H-1,2,4-triazin-6-yl)sulfanyl]butanoate 84608-08-2 C9H13N3O4S
ethyl 4-[(3,5-dioxo-2H-1,2,4-triazin-6-yl)sulfanyl]butanoate
—— 2-(2,3-Dichlorophenylthio)benzoic Acid 79962-20-2 C13H8Cl2O2S
2-(2,3-Dichlorophenylthio)benzoic Acid
—— 2-(2,3-Dichlorophenylthio)benzyl Alcohol 79962-21-3 C13H10Cl2OS
2-(2,3-Dichlorophenylthio)benzyl Alcohol
—— 3,6-diethyl-2-cyanomethylthiopyrazine 116196-67-9 C10H13N3S
3,6-diethyl-2-cyanomethylthiopyrazine
—— 4,4',6,6'-tetra(pyridin-4-yl)-5H,5'H-2,2'-bi[1,3]dithiolo[4,5-c]pyrrolylidene 1389288-76-9 C30H18N6S4
4,4',6,6'-tetra(pyridin-4-yl)-5H,5'H-2,2'-bi[1,3]dithiolo[4,5-c]pyrrolylidene
—— 2-oxo-N-propan-2-yl-5-(4-propan-2-ylphenyl)sulfanyl-1H-pyridine-3-carboxamide 1426959-62-7 C18H22N2O2S
2-oxo-N-propan-2-yl-5-(4-propan-2-ylphenyl)sulfanyl-1H-pyridine-3-carboxamide
—— t-butyl S-3,6-diethylpyrazin-2-ylthiolcarbonate 104272-94-8 C13H20N2O2S
t-butyl S-3,6-diethylpyrazin-2-ylthiolcarbonate
—— ({[(3-Bromo-2-chloropropyl)sulfanyl](dichloro)methyl}sulfanyl)cyclohexane 19095-93-3 C10H16BrCl3S2
({[(3-Bromo-2-chloropropyl)sulfanyl](dichloro)methyl}sulfanyl)cyclohexane
—— Bis[2-(methylsulfanyl)phenyl](phenyl)arsane 19980-62-2 C20H19AsS2
Bis[2-(methylsulfanyl)phenyl](phenyl)arsane
—— Disulfide, bis(2-chloro-1,1-dimethylethyl) 16621-42-4 C8H16Cl2S2
Disulfide, bis(2-chloro-1,1-dimethylethyl)
—— 2-(3,5-Dioxo-2,3,4,5-tetrahydro-[1,2,4]triazin-6-ylsulfanyl)-propionic acid ethyl ester 75621-69-1 C8H11N3O4S
2-(3,5-Dioxo-2,3,4,5-tetrahydro-[1,2,4]triazin-6-ylsulfanyl)-propionic acid ethyl ester
—— (Z)-2,2-dimethyl-4,7-dihydro-1λ4,3-dithiepine 1-oxide 1242163-10-5 C7H12OS2
(Z)-2,2-dimethyl-4,7-dihydro-1λ4,3-dithiepine 1-oxide
—— ethyl 2-[(3,5-dioxo-2H-1,2,4-triazin-6-yl)sulfanyl]octanoate 87733-47-9 C13H21N3O4S
ethyl 2-[(3,5-dioxo-2H-1,2,4-triazin-6-yl)sulfanyl]octanoate