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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
—— 3-ethyl-5-methylthiopyrazolo<3,4-e><1,3>oxazin-7-one 116992-51-9 C8H9N3O2S
3-ethyl-5-methylthiopyrazolo<3,4-e><1,3>oxazin-7-one
—— 4-isopropylthioaniline 2976-70-7 C9H13NS
4-isopropylthioaniline
—— 4-isopentylsulfanyl-aniline 861343-75-1 C11H17NS
4-isopentylsulfanyl-aniline
—— 1-(Phenylsulfanyl)bicyclo[4.1.0]heptan-2-one 113975-64-7 C13H14OS
1-(Phenylsulfanyl)bicyclo[4.1.0]heptan-2-one
—— 2-[(2-Pentadecyl-1,3-dithian-2-yl)methyl]propane-1,3-diol 798550-48-8 C23H46O2S2
2-[(2-Pentadecyl-1,3-dithian-2-yl)methyl]propane-1,3-diol
—— 5-Desoxy-6-S-phenyl-6-thiofructose 137396-19-1 C12H16O4S
5-Desoxy-6-S-phenyl-6-thiofructose
—— 4-(3-Methyl-2,5-dioxo-2,5-dihydro-1H-pyrrol-1-ylamino)-6-(methylthio)-2-phenylpyrimidine-5-carbonitrile 1055922-67-2 C17H13N5O2S
4-(3-Methyl-2,5-dioxo-2,5-dihydro-1H-pyrrol-1-ylamino)-6-(methylthio)-2-phenylpyrimidine-5-carbonitrile
—— 4-(4-methyl-3,6-dioxo-3,6-dihydropyridazin-1(2H)-yl)-6-(methylthio)-2-phenylpyrimidine-5-carbonitrile 1055923-50-6 C17H13N5O2S
4-(4-methyl-3,6-dioxo-3,6-dihydropyridazin-1(2H)-yl)-6-(methylthio)-2-phenylpyrimidine-5-carbonitrile
—— 4-amino-3-methylthio-6-phenyl-4H-1,2,4-triazin-5-one 21087-63-8 C10H10N4OS
4-amino-3-methylthio-6-phenyl-4H-1,2,4-triazin-5-one
—— methyl 4-(methylthio)-2-oxo-6-(4-fluorophenyl)-2H-pyran-3-carboxylate 174467-64-2 C14H11FO4S
methyl 4-(methylthio)-2-oxo-6-(4-fluorophenyl)-2H-pyran-3-carboxylate
—— Methyl 6-(3-chloro-4-fluorophenyl)-4-methylsulfanyl-2-oxopyran-3-carboxylate 205124-82-9 C14H10ClFO4S
Methyl 6-(3-chloro-4-fluorophenyl)-4-methylsulfanyl-2-oxopyran-3-carboxylate
—— Methyl 6-(1-methylpyrrol-2-yl)-4-methylsulfanyl-2-oxopyran-3-carboxylate 115411-48-8 C13H13NO4S
Methyl 6-(1-methylpyrrol-2-yl)-4-methylsulfanyl-2-oxopyran-3-carboxylate
—— methyl 4-methylsulfanyl-2-oxo-6-pyrid-3-yl-2H-pyran-3-carboxylate 92118-46-2 C13H11NO4S
methyl 4-methylsulfanyl-2-oxo-6-pyrid-3-yl-2H-pyran-3-carboxylate
—— <(Z)-(5,6-Dihydro-6-hydroxy-6-methylthiazolo<3,2-b><1,2,4>-triazol-5-yliden)methyl>phosphonsaeure-diisopropylester 113250-19-4 C12H20N3O4PS
<(Z)-(5,6-Dihydro-6-hydroxy-6-methylthiazolo<3,2-b><1,2,4>-triazol-5-yliden)methyl>phosphonsaeure-diisopropylester
—— methyl 4-methylsulfanyl-2-oxo-6-pyrid-2-yl-2H-pyran-3-carboxylate 115411-47-7 C13H11NO4S
methyl 4-methylsulfanyl-2-oxo-6-pyrid-2-yl-2H-pyran-3-carboxylate
—— 2-methylsulfonyl-3-ethoxy acrylonitrile 104007-26-3 C6H9NO3S
2-methylsulfonyl-3-ethoxy acrylonitrile
—— 1-((2-fluorophenyl)thio)propan-2-one 2968-12-9 C9H9FOS
1-((2-fluorophenyl)thio)propan-2-one
—— 2,2,2-trifluoro-N-[5-[[2-(2-fluorophenyl)sulfanyl-4-(trifluoromethoxy)phenyl]-hydroxymethyl]-2,3-dihydro-1H-inden-1-yl]acetamide 701268-28-2 C25H18F7NO3S
2,2,2-trifluoro-N-[5-[[2-(2-fluorophenyl)sulfanyl-4-(trifluoromethoxy)phenyl]-hydroxymethyl]-2,3-dihydro-1H-inden-1-yl]acetamide
—— 4-bromo-2-fluoro-1-[(2-fluorophenyl)thio]benzene 933062-74-9 C12H7BrF2S
4-bromo-2-fluoro-1-[(2-fluorophenyl)thio]benzene
—— 3-((2-fluorophenyl)thio)-1H-indole 530116-20-2 C14H10FNS
3-((2-fluorophenyl)thio)-1H-indole
—— 2-(2-Fluoro-phenylsulfanyl)-4-trifluoromethoxy-benzaldehyde 447460-19-7 C14H8F4O2S
2-(2-Fluoro-phenylsulfanyl)-4-trifluoromethoxy-benzaldehyde
—— 3-(benzylthio)-2-methylfuran 61720-54-5 C12H12OS
3-(benzylthio)-2-methylfuran
—— 3-(2,4-Dinitrophenyl)sulfanyl-5-[2-[5-(2,4-dinitrophenyl)sulfanyl-4-(2-methylphenyl)-1,2,4-triazol-3-yl]ethyl]-4-(2-methylphenyl)-1,2,4-triazole 116987-02-1 C32H24N10O8S2
3-(2,4-Dinitrophenyl)sulfanyl-5-[2-[5-(2,4-dinitrophenyl)sulfanyl-4-(2-methylphenyl)-1,2,4-triazol-3-yl]ethyl]-4-(2-methylphenyl)-1,2,4-triazole
—— methyl N-[(1-methylthio-1-phenylthio)methylideneaminosulfonyl]carbamate 184427-52-9 C10H12N2O4S3
methyl N-[(1-methylthio-1-phenylthio)methylideneaminosulfonyl]carbamate
—— 6-Hydrazino-2-methylsulfanyl-pyrimidin-4-ol 116222-18-5 C5H8N4OS
6-Hydrazino-2-methylsulfanyl-pyrimidin-4-ol
—— 2,3-Dihydro-2,2-dimethyl-7-benzo[b]thiophenesulfonylisocyanate 87254-65-7 C11H11NO3S2
2,3-Dihydro-2,2-dimethyl-7-benzo[b]thiophenesulfonylisocyanate
—— 1,2,3,4,5-pentafluoro-6-[(2,3,5,6-tetrafluorophenyl)sulfanyl]benzene 1927-90-8 C12HF9S
1,2,3,4,5-pentafluoro-6-[(2,3,5,6-tetrafluorophenyl)sulfanyl]benzene
—— 3-Methyl-2-thiophenesulfonyl isocyanate 88100-86-1 C6H5NO3S2
3-Methyl-2-thiophenesulfonyl isocyanate
—— 1-(1,3-dithian-2-yl)-1-(4,5-dihydrofuryl)-3,3-dimethyl-butan-2-one 117632-29-8 C13H22O2S2
1-(1,3-dithian-2-yl)-1-(4,5-dihydrofuryl)-3,3-dimethyl-butan-2-one
—— 5-chlorothiophene-2-sulfonyl isocyanate 898227-18-4 C5H2ClNO3S2
5-chlorothiophene-2-sulfonyl isocyanate
—— n-butylthiocarbamic acid S-hexyl ester 120904-03-2 C11H23NOS
n-butylthiocarbamic acid S-hexyl ester
—— <(Z)-(6-Ethoxy-5,6-dihydro-6-methylthiazolo<3,2-b><1,2,4>triazol-5-yliden)methyl>phosphonsaeure-diisopropylester 113250-20-7 C14H24N3O4PS
<(Z)-(6-Ethoxy-5,6-dihydro-6-methylthiazolo<3,2-b><1,2,4>triazol-5-yliden)methyl>phosphonsaeure-diisopropylester
—— Ethyl 2-(4-chlorophenyl)-2-phenylsulfanylacetate 137152-60-4 C16H15ClO2S
Ethyl 2-(4-chlorophenyl)-2-phenylsulfanylacetate
—— Thiopropionsaeure-tert.-butylamid 5827-77-0 C7H15NS
Thiopropionsaeure-tert.-butylamid
—— N-(<i>sec</i>-butyl)-N'-(<i>tert</i>-butyl)-thiourea 14327-00-5 C9H20N2S
N-(<i>sec</i>-butyl)-N'-(<i>tert</i>-butyl)-thiourea
—— {5-[4-(2-Methyl-piperidin-1-yl)-but-2-ynylsulfanyl]-[1,3,4]thiadiazol-2-yl}-carbamic acid ethyl ester 141992-67-8 C15H22N4O2S2
{5-[4-(2-Methyl-piperidin-1-yl)-but-2-ynylsulfanyl]-[1,3,4]thiadiazol-2-yl}-carbamic acid ethyl ester
—— {5-[4-(2-Methyl-piperidin-1-yl)-but-2-ynylsulfanyl]-[1,3,4]thiadiazol-2-yl}-carbamic acid allyl ester 141992-73-6 C16H22N4O2S2
{5-[4-(2-Methyl-piperidin-1-yl)-but-2-ynylsulfanyl]-[1,3,4]thiadiazol-2-yl}-carbamic acid allyl ester
—— 6-Phenyl-5,7-dithiophen-2-yl-2,3-dihydrophospholo[3,4-b][1,4]dithiine 1256167-82-4 C20H15PS4
6-Phenyl-5,7-dithiophen-2-yl-2,3-dihydrophospholo[3,4-b][1,4]dithiine
—— 5,6,7-Triphenyl-2,3-dihydrophospholo[3,4-b][1,4]dithiine 1256167-83-5 C24H19PS2
5,6,7-Triphenyl-2,3-dihydrophospholo[3,4-b][1,4]dithiine
—— 1-Nonyl-thioharnstoff 58349-09-0 C10H22N2S
1-Nonyl-thioharnstoff
—— N-tert.Butyl-N'-(2-hydroxyaethyl)-thioharnstoff 29146-57-4 C7H16N2OS
N-tert.Butyl-N'-(2-hydroxyaethyl)-thioharnstoff
—— 5-hydroxy-7-((2-naphthyl)sulfanyl)benzo[1,3]oxathiol-2-one 841292-26-0 C17H10O3S2
5-hydroxy-7-((2-naphthyl)sulfanyl)benzo[1,3]oxathiol-2-one
—— N-Isobutyl-N'-tert.-butylthioharnstoff 25347-76-6 C9H20N2S
N-Isobutyl-N'-tert.-butylthioharnstoff
—— 1,6-Bis(tert-butylsulfanyl)hexane 117856-68-5 C14H30S2
1,6-Bis(tert-butylsulfanyl)hexane
—— N-tert-butyl-N'-ethylthiourea 14326-97-7 C7H16N2S
N-tert-butyl-N'-ethylthiourea
—— <i>S</i>-<i>tert</i>-butyl-isothiourea 926-07-8 C5H12N2S
<i>S</i>-<i>tert</i>-butyl-isothiourea
—— <i>N</i>-<i>tert</i>-butyl-<i>N</i>'-propyl-thiourea 14326-98-8 C8H18N2S
<i>N</i>-<i>tert</i>-butyl-<i>N</i>'-propyl-thiourea
—— 3-dimethylsulfonio-2,4-dioxapentanide 7039-28-3 C7H12O2S
3-dimethylsulfonio-2,4-dioxapentanide
—— 1-Heptyl-1-methylthiourea 1026532-23-9 C9H20N2S
1-Heptyl-1-methylthiourea
—— N-Butyl-N'-tert.-butyl-thioharnstoff 13120-05-3 C9H20N2S
N-Butyl-N'-tert.-butyl-thioharnstoff