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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
—— 4,4'-di(3-methyl)pyridyl sulfide 78285-58-2 C12H12N2S
4,4'-di(3-methyl)pyridyl sulfide
—— 2,3,2',3'-Tetramethyl-diphenylsulfid 1215-72-1 C16H18S
2,3,2',3'-Tetramethyl-diphenylsulfid
—— bis(indol-3-yl) sulfide 1484-18-0 C16H12N2S
bis(indol-3-yl) sulfide
—— 5-phenylsulfanyl-2-tert-butyl-4(3H)-quinazolinone 733017-17-9 C18H18N2OS
5-phenylsulfanyl-2-tert-butyl-4(3H)-quinazolinone
—— 5-phenylsulfanyl-2-tert-butylquinazoline 766548-35-0 C18H18N2S
5-phenylsulfanyl-2-tert-butylquinazoline
—— 1-[(E)-(4-methylsulfanylphenyl)methylideneamino]-3-prop-2-enylthiourea 1608505-30-1 C12H15N3S2
1-[(E)-(4-methylsulfanylphenyl)methylideneamino]-3-prop-2-enylthiourea
—— 2-methylsulfanyl-cyclopentylamine 98278-54-7 C6H13NS
2-methylsulfanyl-cyclopentylamine
—— (3R,5R)-trans-2,2-dicyclohexyl-5-<(dimethylamino)methyl>-1,3-oxathiolane 3-oxide methiodide 114882-86-9 C19H36NO2S*I
(3R,5R)-trans-2,2-dicyclohexyl-5-<(dimethylamino)methyl>-1,3-oxathiolane 3-oxide methiodide
—— 2,2-dicyclohexyl-2-hydroxy-N,N-dibutylthioacetamide 59408-48-9 C22H41NOS
2,2-dicyclohexyl-2-hydroxy-N,N-dibutylthioacetamide
—— 3-(3,4,5-trimethoxy-phenylsulfanyl)-1H-indol-5-ol 939035-70-8 C17H17NO4S
3-(3,4,5-trimethoxy-phenylsulfanyl)-1H-indol-5-ol
—— (3S,5R)-cis-2,2-dicyclohexyl-5-<(dimethylamino)methyl>-1,3-oxathiolane 3-oxide methiodide 114882-87-0 C19H36NO2S*I
(3S,5R)-cis-2,2-dicyclohexyl-5-<(dimethylamino)methyl>-1,3-oxathiolane 3-oxide methiodide
—— 2,2-dicyclohexyl-5-<(dimethylamino)methyl>-1,3-oxathiolane 114882-83-6 C18H33NOS
2,2-dicyclohexyl-5-<(dimethylamino)methyl>-1,3-oxathiolane
—— 2-amino-6-(benzothiazol-2-ylsulfanyl)-4-(indol-3-yl)-4H-chromene-3-carbonitrile 1257314-56-9 C25H16N4OS2
2-amino-6-(benzothiazol-2-ylsulfanyl)-4-(indol-3-yl)-4H-chromene-3-carbonitrile
—— 3-(2,4-dimethoxyphenylthio)-1H-indol-5-ol 1448175-26-5 C16H15NO3S
3-(2,4-dimethoxyphenylthio)-1H-indol-5-ol
—— 2-{[5-(Dodecylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl}acetic acid 128016-39-7 C16H28N2O2S3
2-{[5-(Dodecylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl}acetic acid
—— 2-n-Dodecylthio-4-chloromethyl-1,3,4-thiadiazole-5-thione 128016-44-4 C15H27ClN2S3
2-n-Dodecylthio-4-chloromethyl-1,3,4-thiadiazole-5-thione
—— N,N-Dimethyl-N-n-octyl-N-(2-dodecylthio-1,3,4-thiadiazole-5-thioethyl)ammonium Bromide 128016-46-6 Br*C26H52N3S3
N,N-Dimethyl-N-n-octyl-N-(2-dodecylthio-1,3,4-thiadiazole-5-thioethyl)ammonium Bromide
—— 2-<p-Hydroxy-phenylthio>-benzothiazol 3804-08-8 C13H9NOS2
2-<p-Hydroxy-phenylthio>-benzothiazol
—— 2-n-Dodecylthio-5-(β-dimethylaminoethyl)-1,3,4-thiadiazole 128016-47-7 C18H35N3S3
2-n-Dodecylthio-5-(β-dimethylaminoethyl)-1,3,4-thiadiazole
—— N-(2-Methyl-2-phenylthiopropyl)benzamide 141363-01-1 C17H19NOS
N-(2-Methyl-2-phenylthiopropyl)benzamide
—— 2-n-Dodecylthio-4-hydroxymethyl-1,3,4-thiadiazole-5-thione 128016-43-3 C15H28N2OS3
2-n-Dodecylthio-4-hydroxymethyl-1,3,4-thiadiazole-5-thione
—— 2-n-Dodecylthio-4-phenylthiomethyl-1,3,4-thiadiazole-5-thione 128016-45-5 C21H32N2S4
2-n-Dodecylthio-4-phenylthiomethyl-1,3,4-thiadiazole-5-thione
—— N,N-Dimethylthiocarbaminsaeure-S-1-hexen-3-ylester 39707-41-0 C9H17NOS
N,N-Dimethylthiocarbaminsaeure-S-1-hexen-3-ylester
—— 1-Methyl-mercapto-hexen-(2) 89795-39-1 C7H14S
1-Methyl-mercapto-hexen-(2)
—— 1,2-bis-ethenesulfonyl-ethane 39690-70-5 C6H10O4S2
1,2-bis-ethenesulfonyl-ethane
—— (2R,3R)-2-Methyl-3-sulfanyl-butan-1-ol 669070-07-9 C5H12OS
(2R,3R)-2-Methyl-3-sulfanyl-butan-1-ol
—— 4-allyl-4-hydroxy-thiosemicarbazide 744984-44-9 C4H9N3OS
4-allyl-4-hydroxy-thiosemicarbazide
—— 3-octylthio-5-amino-2H-1,2,4-triazole 100599-72-2 C10H20N4S
3-octylthio-5-amino-2H-1,2,4-triazole
—— 2,5-dichloro-4,4-ethylenedioxy-3-phenylsulfanyl-2-cyclopentenone 202404-39-5 C13H10Cl2O3S
2,5-dichloro-4,4-ethylenedioxy-3-phenylsulfanyl-2-cyclopentenone
—— 6-bromo-1-(phenylthio)cyclohexene 85894-93-5 C12H13BrS
6-bromo-1-(phenylthio)cyclohexene
—— 1-Hexanol, 3-mercapto-3-methyl-, (3R)- 828300-39-6 C7H16OS
1-Hexanol, 3-mercapto-3-methyl-, (3R)-
—— 7-methylthio-3-ortho-tolyl-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one 335653-72-0 C14H14N4OS
7-methylthio-3-ortho-tolyl-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one
—— 2-chlorobenzyl 4-fluorophenyl sulfide 328-30-3 C13H10ClFS
2-chlorobenzyl 4-fluorophenyl sulfide
—— 4-(3,5-Dimethylpyrazol-1-yl)-2-(2-chlorobenzylthio)imidazo<4,5-d>pyridazine 85732-93-0 C17H15ClN6S
4-(3,5-Dimethylpyrazol-1-yl)-2-(2-chlorobenzylthio)imidazo<4,5-d>pyridazine
—— 2-[(2-Chlorophenyl)methylsulfanyl]pyridine-4-carbonitrile 249553-05-7 C13H9ClN2S
2-[(2-Chlorophenyl)methylsulfanyl]pyridine-4-carbonitrile
—— 3-{6-[(2,4-difluorophenyl)thio][1,2,4]triazolo[4,3-a]pyridin-3-yl}-N-(2-hydroxyethyl)-4-methylbenzamide 876372-55-3 C22H18F2N4O2S
3-{6-[(2,4-difluorophenyl)thio][1,2,4]triazolo[4,3-a]pyridin-3-yl}-N-(2-hydroxyethyl)-4-methylbenzamide
—— 6-(2-chloro-benzyloxy)-2-(2-chlorobenzylsulfanyl)-pyrimidin-4-ylamine 1178896-48-4 C18H15Cl2N3OS
6-(2-chloro-benzyloxy)-2-(2-chlorobenzylsulfanyl)-pyrimidin-4-ylamine
—— 7-Chloro-4-(3,5-dimethylpyrazol-1-yl)-2-(2-chlorobenzylthio)imidazo<4,5-d>pyridazine 85732-84-9 C17H14Cl2N6S
7-Chloro-4-(3,5-dimethylpyrazol-1-yl)-2-(2-chlorobenzylthio)imidazo<4,5-d>pyridazine
—— 6-hydroxy-2-(2-chlorobenzylsulfanyl)-3H-pyrimidin-4-one 333420-95-4 C11H9ClN2O2S
6-hydroxy-2-(2-chlorobenzylsulfanyl)-3H-pyrimidin-4-one
—— 2-(2-chloro-benzylsulfanyl)-5-trifluoromethyl-[1,3,4]thiadiazole 62617-03-2 C10H6ClF3N2S2
2-(2-chloro-benzylsulfanyl)-5-trifluoromethyl-[1,3,4]thiadiazole
—— 1-methanesulfinyl-heptadecane 6075-69-0 C18H38OS
1-methanesulfinyl-heptadecane
—— N,N’-bis(5-((2-chlorobenzyl)thio)-1,3,4-thiadiazol-2-yl)methane diamine 1516888-62-2 C19H16Cl2N6S4
N,N’-bis(5-((2-chlorobenzyl)thio)-1,3,4-thiadiazol-2-yl)methane diamine
—— 2-fluoro-4-(2,2,2-trifluoroethylthio)aniline 1237538-14-5 C8H7F4NS
2-fluoro-4-(2,2,2-trifluoroethylthio)aniline
—— 2-fluoro-4-(1,1,2,3,3,3-hexafluoropropylthio)aniline 1237538-13-4 C9H6F7NS
2-fluoro-4-(1,1,2,3,3,3-hexafluoropropylthio)aniline
—— 4-bromo-3-thiophenesulfonyl isocyanate 81417-50-7 C5H2BrNO3S2
4-bromo-3-thiophenesulfonyl isocyanate
—— (5-Ethoxycarbonylmethylsulfanyl-3-oxo-2-phenyl-2,3-dihydro-pyridazin-4-ylsulfanyl)-acetic acid ethyl ester 120929-93-3 C18H20N2O5S2
(5-Ethoxycarbonylmethylsulfanyl-3-oxo-2-phenyl-2,3-dihydro-pyridazin-4-ylsulfanyl)-acetic acid ethyl ester
—— (R)-1-(2-methyl-2-oxiranylmethyl)-2-(4-nitrophenylthio)imidazole 683276-72-4 C13H13N3O3S
(R)-1-(2-methyl-2-oxiranylmethyl)-2-(4-nitrophenylthio)imidazole
—— 4-phenylsulfanyl-3,4-dihydro-2H-oxepin-7-one 200798-59-0 C12H12O2S
4-phenylsulfanyl-3,4-dihydro-2H-oxepin-7-one
—— 1-nitro-2-(4-nitrophenylthio)imidazole 683276-69-9 C9H6N4O4S
1-nitro-2-(4-nitrophenylthio)imidazole
—— 1-(2-cyanoethyl)-5-nitro-2-(4-nitrophenylthio)imidazole 683276-57-5 C12H9N5O4S
1-(2-cyanoethyl)-5-nitro-2-(4-nitrophenylthio)imidazole