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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-hydroxy-3-(phenylthio)propionic acid 83023-80-7 C9H10O3S
2-hydroxy-3-(phenylthio)propionic acid
—— methyl 2-hydroxy-3-(phenylthio)-propionate 111248-06-7 C10H12O3S
methyl 2-hydroxy-3-(phenylthio)-propionate
—— 3-(Methylthio)-1-octyl-1H-1,2,4-triazol-5-amine 84827-79-2 C11H22N4S
3-(Methylthio)-1-octyl-1H-1,2,4-triazol-5-amine
—— 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecane-1-thiol 678-40-0 C11H7F17S
4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecane-1-thiol
—— (E)-3-ethylsulfanyl-2-methylbut-2-enenitrile 53699-99-3 C7H11NS
(E)-3-ethylsulfanyl-2-methylbut-2-enenitrile
—— threo-2-methyl-3-(phenylthio)butyronitrile 110720-49-5 C11H13NS
threo-2-methyl-3-(phenylthio)butyronitrile
—— o-(1-butyl-2,2-difluorovinyl)phenyl methyl sulfide 195734-39-5 C13H16F2S
o-(1-butyl-2,2-difluorovinyl)phenyl methyl sulfide
—— 5-cyano-2-(o-iodophenyl)-4-(methylthio)-1,3-oxazine-6-thione 87740-63-4 C12H7IN2OS2
5-cyano-2-(o-iodophenyl)-4-(methylthio)-1,3-oxazine-6-thione
—— 2-(p-chlorophenyl)-5-cyano-4-(methylthio)-1,3-thiazin-6-one 87740-71-4 C12H7ClN2OS2
2-(p-chlorophenyl)-5-cyano-4-(methylthio)-1,3-thiazin-6-one
—— N,N-diethyl-4-(1-methyl-1,2,3,4-tetrazol-5-yl)thio-butyramide 80463-71-4 C10H19N5OS
N,N-diethyl-4-(1-methyl-1,2,3,4-tetrazol-5-yl)thio-butyramide
—— 1-methanesulfonyl-1-methoxy-ethene 60279-00-7 C4H8O3S
1-methanesulfonyl-1-methoxy-ethene
—— N-Methylthioisobutyrimidsaeure-methylester 59072-48-9 C6H13NS
N-Methylthioisobutyrimidsaeure-methylester
—— 3-Hydroxy-3-phenyl-2-(phenylthio)propanenitrile 145621-45-0 C15H13NOS
3-Hydroxy-3-phenyl-2-(phenylthio)propanenitrile
—— 5-cyano-4-(methylthio)-2-phenyl-1,3-thiazin-6-one 80532-90-7 C12H8N2OS2
5-cyano-4-(methylthio)-2-phenyl-1,3-thiazin-6-one
—— t-butylthiocarbamic acid S-hexyl ester 534572-37-7 C11H23NOS
t-butylthiocarbamic acid S-hexyl ester
—— 5-cyano-2-(o-iodophenyl)-4-(methylthio)-1,3-thiazin-6-one 87740-72-5 C12H7IN2OS2
5-cyano-2-(o-iodophenyl)-4-(methylthio)-1,3-thiazin-6-one
—— 4-Bromo-1-chloro-1-(phenylsulfanyl)butan-2-one 113502-90-2 C10H10BrClOS
4-Bromo-1-chloro-1-(phenylsulfanyl)butan-2-one
—— 5-carbamoyl-4-(methylthio)-2-phenyl-1,3-oxazine-6-thione 80532-87-2 C12H10N2O2S2
5-carbamoyl-4-(methylthio)-2-phenyl-1,3-oxazine-6-thione
—— Benzo[b]furan,2-(2-bromoethyl)-3-(phenylthio)- 113502-91-3 C16H13BrOS
Benzo[b]furan,2-(2-bromoethyl)-3-(phenylthio)-
—— 2-butyl-2-<3'(1,3-dithiolanyl)butyl>thiazolidine 156000-17-8 C13H25NS3
2-butyl-2-<3'(1,3-dithiolanyl)butyl>thiazolidine
—— 2-methyl-2-<3'(1,3-dithiolanyl)heptyl>thiazolidine 156000-18-9 C13H25NS3
2-methyl-2-<3'(1,3-dithiolanyl)heptyl>thiazolidine
—— O-[(E)-4-(tert-butyldimethylsilyloxy)but-2-enyl] azetidine-1-carbothioate 1018479-15-6 C14H27NO2SSi
O-[(E)-4-(tert-butyldimethylsilyloxy)but-2-enyl] azetidine-1-carbothioate
—— 5,6-Diphenyl-3-phenylsulfanylpyrazine-2-carbonitrile 128142-10-9 C23H15N3S
5,6-Diphenyl-3-phenylsulfanylpyrazine-2-carbonitrile
—— 1H-1-methyl-3-amino-4-cyano-5-propylsulfanylpyrazole 512845-55-5 C8H12N4S
1H-1-methyl-3-amino-4-cyano-5-propylsulfanylpyrazole
—— (5-benzylamino-[1,3,4]thiadiazol-2-ylsulfanyl)-acetic acid 68161-56-8 C11H11N3O2S2
(5-benzylamino-[1,3,4]thiadiazol-2-ylsulfanyl)-acetic acid
—— phenyl-(1,1,2,2-tetrachloro-ethyl)-sulfide 88388-86-7 C8H6Cl4S
phenyl-(1,1,2,2-tetrachloro-ethyl)-sulfide
—— 3-amino-1H-1-methyl-5-propylsulfanyl-4-[3-(2-furyl)-1,2,4-triazol-5-yl]pyrazole 512846-02-5 C13H16N6OS
3-amino-1H-1-methyl-5-propylsulfanyl-4-[3-(2-furyl)-1,2,4-triazol-5-yl]pyrazole
—— butyl pentafluorodithiopropionate 815607-95-5 C7H9F5S2
butyl pentafluorodithiopropionate
—— 7a-Methyl-4-(phenylsulfanylmethyl)-2,3,6,7-tetrahydroindene-1,5-dione 105764-24-7 C17H18O2S
7a-Methyl-4-(phenylsulfanylmethyl)-2,3,6,7-tetrahydroindene-1,5-dione
—— 4-ethylthio-5-(2-hydroxyethylthio)-1,3-thiaselenole-2-thione 444603-50-3 C7H10OS4Se
4-ethylthio-5-(2-hydroxyethylthio)-1,3-thiaselenole-2-thione
—— 5,6-dihydro-2-thioxo-1,3-thiaselenolo[2,3-d][1,4]dithiin 128346-56-5 C5H4S4Se
5,6-dihydro-2-thioxo-1,3-thiaselenolo[2,3-d][1,4]dithiin
—— N,N'-bis(3-triethoxylsilylpropyl)thiocarbamide 72397-94-5 C25H56N2SSi2
N,N'-bis(3-triethoxylsilylpropyl)thiocarbamide
—— 3,3-bis(methylthio)-2-oxo-N-isobutylpropanamide 1294450-14-8 C9H17NO2S2
3,3-bis(methylthio)-2-oxo-N-isobutylpropanamide
—— 2-Methyl-5-(phenylthio)-2-hepten-6-yne 79499-65-3 C14H16S
2-Methyl-5-(phenylthio)-2-hepten-6-yne
—— cis-2-(hydroxymethyl)-3-<tris(phenylthio)methyl>cyclohexanone 125847-02-1 C26H26O2S3
cis-2-(hydroxymethyl)-3-<tris(phenylthio)methyl>cyclohexanone
—— 130385-40-9 C19H22O2S
—— 2-phenylthiohept-2-ene 107014-77-7 C13H18S
2-phenylthiohept-2-ene
—— 2,4-diamino-6<(naphth-2-yl)thio>thieno<2,3-d>pyrimidin 130750-48-0 C16H12N4S2
2,4-diamino-6<(naphth-2-yl)thio>thieno<2,3-d>pyrimidin
—— 2-(5-nitro-thiazol-2-ylsulfanyl)-pyrazine 1-oxide 72567-28-3 C7H4N4O3S2
2-(5-nitro-thiazol-2-ylsulfanyl)-pyrazine 1-oxide
—— (2-methyl-4-nitrophenyl)phenylsulfide 70264-20-9 C13H11NO2S
(2-methyl-4-nitrophenyl)phenylsulfide
—— 3-(2,6-difluorophenyl)-1-methyl-7-methylsulfanyl-1H-pyrimido[4,5-e][1,3,4]oxadiazine 691864-44-5 C13H10F2N4OS
3-(2,6-difluorophenyl)-1-methyl-7-methylsulfanyl-1H-pyrimido[4,5-e][1,3,4]oxadiazine
—— 3-thioxo-2-butanone 59415-57-5 C4H6OS
3-thioxo-2-butanone
—— 2-Methylsulfanyl-5,6,7,8,9,10-hexahydro-cycloocta[b]pyridine-3-carbonitrile 154384-05-1 C13H16N2S
2-Methylsulfanyl-5,6,7,8,9,10-hexahydro-cycloocta[b]pyridine-3-carbonitrile
—— 2,4,6-trimethyl-<i>N</i>-[(2,4,6-trimethyl-phenylsulfanyl)-methyl]-aniline 6629-72-7 C19H25NS
2,4,6-trimethyl-<i>N</i>-[(2,4,6-trimethyl-phenylsulfanyl)-methyl]-aniline
—— 2-(benzylthio)-5-(2-chloropyridin-4-yl)-1,3,4-oxadiazole 1357083-16-9 C14H10ClN3OS
2-(benzylthio)-5-(2-chloropyridin-4-yl)-1,3,4-oxadiazole
—— 2-[(5-Mercapto-1,3,4-thiadiazol-2-yl)thio]acetamide 61607-12-3 C4H5N3OS3
2-[(5-Mercapto-1,3,4-thiadiazol-2-yl)thio]acetamide
—— 1-(4-methylphenylthio)-2-pentanone 23692-71-9 C12H16OS
1-(4-methylphenylthio)-2-pentanone
—— 1-Bromo-4-butylsulfonylbutane 82811-16-3 C8H17BrO2S
1-Bromo-4-butylsulfonylbutane
—— n-butyl 4-hydroxybutyl sulfide 5331-34-0 C8H18OS
n-butyl 4-hydroxybutyl sulfide
—— (S)-N-[3-(3-methylsulfanyl-1,4,5,6-tetrahydro-1,2-diaza-benzo[e]azulen-8-yl)-2-oxo-oxazolidin-5-ylmethyl]-acetamide 741721-89-1 C19H22N4O3S
(S)-N-[3-(3-methylsulfanyl-1,4,5,6-tetrahydro-1,2-diaza-benzo[e]azulen-8-yl)-2-oxo-oxazolidin-5-ylmethyl]-acetamide