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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
—— (2R)-2-{[5-(benzylthio)-2-methoxy[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino}pentan-1-ol 849943-19-7 C18H22N4O2S2
(2R)-2-{[5-(benzylthio)-2-methoxy[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino}pentan-1-ol
—— (3,3-dimethyl-2-oxo-butane-1-sulfonyl)-acetic acid 502186-55-2 C8H14O5S
(3,3-dimethyl-2-oxo-butane-1-sulfonyl)-acetic acid
—— 5-(benzylthio)-7-{[(1R)-1-(hydroxymethyl)butyl]amino}[1,3]thiazolo[4,5-d]pyrimidin-2(3H)-one 849943-20-0 C17H20N4O2S2
5-(benzylthio)-7-{[(1R)-1-(hydroxymethyl)butyl]amino}[1,3]thiazolo[4,5-d]pyrimidin-2(3H)-one
—— 6-thia-1,11-dihydroxyundecan 903094-12-2 C10H22O2S
6-thia-1,11-dihydroxyundecan
—— (2R)-2-{[5-(benzylthio)-2-chloro[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino}pentan-1-ol 849943-18-6 C17H19ClN4OS2
(2R)-2-{[5-(benzylthio)-2-chloro[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino}pentan-1-ol
—— 2-benzylsulfanyl-4H-[1,3]thiazolo[4,5-d]pyrimidine-5,7-dione 87789-33-1 C12H9N3O2S2
2-benzylsulfanyl-4H-[1,3]thiazolo[4,5-d]pyrimidine-5,7-dione
—— tert-butyl (4E,6S,7Z)-6-[tert-butyl(dimethyl)silyl]oxy-10-oxo-12-phenylsulfanyldodeca-4,7-dienoate 948297-21-0 C28H44O4SSi
tert-butyl (4E,6S,7Z)-6-[tert-butyl(dimethyl)silyl]oxy-10-oxo-12-phenylsulfanyldodeca-4,7-dienoate
—— 2,6-bis(phenylthio)phenol 68143-72-6 C18H14OS2
2,6-bis(phenylthio)phenol
—— 4-(2-guanidinopyrid-6-ylthio)butyramide hydrogen maleate 84545-75-5 C4H4O4*C10H15N5OS
4-(2-guanidinopyrid-6-ylthio)butyramide hydrogen maleate
—— 4-[6-(2-[2,2,2-trifluoroethyl]guanidino)pyrid-2-ylthio]butyramide 84545-18-6 C12H16F3N5OS
4-[6-(2-[2,2,2-trifluoroethyl]guanidino)pyrid-2-ylthio]butyramide
—— (3R,4S,5S)-2-phenylsulfanyloxane-3,4,5-triol 1352718-30-9 C11H14O4S
(3R,4S,5S)-2-phenylsulfanyloxane-3,4,5-triol
—— 5-(4-Trimethylsilylphenyl)sulfanylhexan-3-one 497181-07-4 C15H24OSSi
5-(4-Trimethylsilylphenyl)sulfanylhexan-3-one
—— [(2S,3R,4S,5R)-2-phenylsulfanyl-3,5-bis[tri(propan-2-yl)silyloxy]oxan-4-yl]oxy-tri(propan-2-yl)silane 374115-42-1 C38H74O4SSi3
[(2S,3R,4S,5R)-2-phenylsulfanyl-3,5-bis[tri(propan-2-yl)silyloxy]oxan-4-yl]oxy-tri(propan-2-yl)silane
—— (p-Tolylthio)acetic acid 2-(dimethylamino)-1-methylethyl ester 35859-10-0 C14H21NO2S
(p-Tolylthio)acetic acid 2-(dimethylamino)-1-methylethyl ester
—— 1-[2-[(E)-prop-1-enyl]-1,3-dithian-2-yl]cyclopent-2-en-1-ol 106501-31-9 C12H18OS2
1-[2-[(E)-prop-1-enyl]-1,3-dithian-2-yl]cyclopent-2-en-1-ol
—— 3-cyano-6-(2-thienyl)-4-trifluoromethylpyridin-2-ylthioacetonitrile 330220-40-1 C13H6F3N3S2
3-cyano-6-(2-thienyl)-4-trifluoromethylpyridin-2-ylthioacetonitrile
—— (E)-1-(phenylthio)-2-(trimethylsilyl)ethene 95841-50-2 C11H16SSi
(E)-1-(phenylthio)-2-(trimethylsilyl)ethene
—— phenyl 1-thio-α-L-arabinopyranoside 122604-15-3 C11H14O4S
phenyl 1-thio-α-L-arabinopyranoside
—— threo-2-methyl-3-(phenylthio)butanoic acid methyl ester 126824-96-2 C12H16O2S
threo-2-methyl-3-(phenylthio)butanoic acid methyl ester
—— erythro-2-methyl-3-(phenylthio)butanoic acid methyl ester 126824-96-2 C12H16O2S
erythro-2-methyl-3-(phenylthio)butanoic acid methyl ester
—— methyl (2E,4E,6R)-6-[(2R,4R,6S)-4-[2-[tert-butyl(diphenyl)silyl]oxyethyl]-6-phenylsulfanyloxan-2-yl]-2-methylhepta-2,4-dienoate 477200-83-2 C38H48O4SSi
methyl (2E,4E,6R)-6-[(2R,4R,6S)-4-[2-[tert-butyl(diphenyl)silyl]oxyethyl]-6-phenylsulfanyloxan-2-yl]-2-methylhepta-2,4-dienoate
—— (-)-(2S,3S)-methyl 2-methyl-3-(2-trimethylsilylphenylsulfanyl)butanoate 392668-12-1 C15H24O2SSi
(-)-(2S,3S)-methyl 2-methyl-3-(2-trimethylsilylphenylsulfanyl)butanoate
—— (2S)-2-[(2R,4R,6S)-4-[2-[tert-butyl(diphenyl)silyl]oxyethyl]-6-phenylsulfanyloxan-2-yl]propanal 477200-82-1 C32H40O3SSi
(2S)-2-[(2R,4R,6S)-4-[2-[tert-butyl(diphenyl)silyl]oxyethyl]-6-phenylsulfanyloxan-2-yl]propanal
—— ethyl [(4-cyano-1-morpholin-4-yl-5,6,7,8-tetrahydroisoquinolin-3-yl)thio]acetate 54585-48-7 C18H23N3O3S
ethyl [(4-cyano-1-morpholin-4-yl-5,6,7,8-tetrahydroisoquinolin-3-yl)thio]acetate
—— 9,9-ethylenedithio-4-oxospiro(5.5)undecane-1-carboxylic acid 108643-31-8 C14H20O3S2
9,9-ethylenedithio-4-oxospiro(5.5)undecane-1-carboxylic acid
—— 2,3-Dihydro-1,4-benzodithiin-6-ol 742080-41-7 C8H8OS2
2,3-Dihydro-1,4-benzodithiin-6-ol
—— 4,4-<1,2-ethanediylbis(thio)>-2-(hydroxymethylene)cyclohexanone 94250-46-1 C9H12O2S2
4,4-<1,2-ethanediylbis(thio)>-2-(hydroxymethylene)cyclohexanone
—— 8-hydroxy-1,4-dithia-spiro[4.5]dec-7-ene-7-carboxylic acid methyl ester 874281-27-3 C10H14O3S2
8-hydroxy-1,4-dithia-spiro[4.5]dec-7-ene-7-carboxylic acid methyl ester
—— 2-Methylthio-5-methyl-phenylessigsaeure 34617-93-1 C10H12O2S
2-Methylthio-5-methyl-phenylessigsaeure
—— 3-(1-methyl-1,2,5,6-tetrahydropyrid-4-yl)-5-(pyrid-2-ylthio)indole 163258-10-4 C19H19N3S
3-(1-methyl-1,2,5,6-tetrahydropyrid-4-yl)-5-(pyrid-2-ylthio)indole
—— methyl R-(+)-3-hydroxy-3-methyl-4-(thiophenyl)butanoate 175692-81-6 C12H16O3S
methyl R-(+)-3-hydroxy-3-methyl-4-(thiophenyl)butanoate
—— R-(+)-2,4-dimethyl-5-(thiophenyl)pentanediol-2,4 175692-82-7 C13H20O2S
R-(+)-2,4-dimethyl-5-(thiophenyl)pentanediol-2,4
—— 10,10-ethylenedithio-3,3-dimethyl-14-trimethylsilyloxy-2,4-dioxadispiro(5.0.5.4)hexadec-14-ene-1,5-dione 108643-27-2 C21H32O5S2Si
10,10-ethylenedithio-3,3-dimethyl-14-trimethylsilyloxy-2,4-dioxadispiro(5.0.5.4)hexadec-14-ene-1,5-dione
—— 10,10-ethylenedithio-3,3-dimethyl-2,4-dioxadispiro(5.0.5.4)hexadecane-1,5,14-trione 108643-29-4 C18H24O5S2
10,10-ethylenedithio-3,3-dimethyl-2,4-dioxadispiro(5.0.5.4)hexadecane-1,5,14-trione
—— ethyl ethylsulfonyl(diazo)acetate 161573-86-0 C6H10N2O4S
ethyl ethylsulfonyl(diazo)acetate
—— 2-[2-(4-tert-Butylcyclohexen-1-yloxyl)ethyl]-5-(3,5-dichlorophenylthio)-4-isopropyl-1-methyl-1H-imidazole 196405-66-0 C25H34Cl2N2OS
2-[2-(4-tert-Butylcyclohexen-1-yloxyl)ethyl]-5-(3,5-dichlorophenylthio)-4-isopropyl-1-methyl-1H-imidazole
—— 3-(1-methyl-1,2,5,6-tetrahydropyrid-4-yl)-5-phenylthioindole 163258-02-4 C20H20N2S
3-(1-methyl-1,2,5,6-tetrahydropyrid-4-yl)-5-phenylthioindole
—— 4-methyl-3-phenyl-2-(methylthio)-1,3-thiazol-3-ium iodide 33167-54-3 C11H12NS2*I
4-methyl-3-phenyl-2-(methylthio)-1,3-thiazol-3-ium iodide
—— thiocarbamic acid <i>S</i>-octadecyl ester 102013-82-1 C19H39NOS
thiocarbamic acid <i>S</i>-octadecyl ester
—— 1,1-bis-ethanesulfonyl-nonadecane 6330-05-8 C23H48O4S2
1,1-bis-ethanesulfonyl-nonadecane
—— 2-Octadecylsulfonylethanol 17353-91-2 C20H42O3S
2-Octadecylsulfonylethanol
—— S-n-octadecylisothiuronium bromide 5397-08-0 BrH*C19H40N2S
S-n-octadecylisothiuronium bromide
—— 3-(octadecylthio)propan-1-ol 83517-12-8 C21H44OS
3-(octadecylthio)propan-1-ol
—— 1,2-bis(octadecylthio)ethane 63347-81-9 C38H78S2
1,2-bis(octadecylthio)ethane
—— dioctadecyl sulfone 42714-86-3 C36H74O2S
dioctadecyl sulfone
—— dodecyl-octadecyl sulfide 13784-72-0 C30H62S
dodecyl-octadecyl sulfide
—— octadecyl-<i>p</i>-tolyl sulfide 120654-28-6 C25H44S
octadecyl-<i>p</i>-tolyl sulfide
—— [(2S,3S)-3-(diethoxyphosphorylmethyl)-5-phenylsulfanyloxolan-2-yl]methanol 220222-88-8 C16H25O5PS
[(2S,3S)-3-(diethoxyphosphorylmethyl)-5-phenylsulfanyloxolan-2-yl]methanol
—— 1-Methoxy-1-methylsulfanylnonane 99054-46-3 C11H24OS
1-Methoxy-1-methylsulfanylnonane
—— 2-(2,3-Dihydro-1-benzothiophen-5-yl)ethanol 188111-51-5 C10H12OS
2-(2,3-Dihydro-1-benzothiophen-5-yl)ethanol