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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
—— Methyl (2R,3R,4R)-<4-methyl-5-oxo-4-(phenylthio)-2-propyltetrahydrofuran-3-yl>acetate 134829-46-2 C17H22O4S
Methyl (2R,3R,4R)-<4-methyl-5-oxo-4-(phenylthio)-2-propyltetrahydrofuran-3-yl>acetate
—— 5-Bromo-2-methylsulfanyl-1H-benzoimidazole-4,7-dione 310461-62-2 C8H5BrN2O2S
5-Bromo-2-methylsulfanyl-1H-benzoimidazole-4,7-dione
—— 4,6-Bis(2-glucosylhydrazino)-7H-pyrimido(4,5-b)(1,4)thiazine 65413-41-4 C18H29N7O10S
4,6-Bis(2-glucosylhydrazino)-7H-pyrimido(4,5-b)(1,4)thiazine
—— (S)-2-mercapto-1-hexanol 383414-72-0 C6H14OS
(S)-2-mercapto-1-hexanol
—— 5,10-dihydro-4H-thieno<3,2-b>benzo<f><1,4>thiazocin-5-one 139308-16-0 C12H9NOS2
5,10-dihydro-4H-thieno<3,2-b>benzo<f><1,4>thiazocin-5-one
—— (-)-(R)-3-methyl-thio-1-hexanol 90180-89-5 C7H16OS
(-)-(R)-3-methyl-thio-1-hexanol
—— (2S,3R)-2-<(S)-(phenylsulfanyl)methyl>-3-propyloxirane 145841-93-6 C12H16OS
(2S,3R)-2-<(S)-(phenylsulfanyl)methyl>-3-propyloxirane
—— 5,10-Dihydro-1,11-dithia-5-aza-benzo[a]cyclopenta[e]cycloocten-4-one 139308-19-3 C12H9NOS2
5,10-Dihydro-1,11-dithia-5-aza-benzo[a]cyclopenta[e]cycloocten-4-one
—— 2,2,2-trifluoro-N-[4-(phenylthio)phenyl]acetamide 904115-46-4 C14H10F3NOS
2,2,2-trifluoro-N-[4-(phenylthio)phenyl]acetamide
—— (+)-(S)-3-methylthio-1-hexanol 90180-91-9 C7H16OS
(+)-(S)-3-methylthio-1-hexanol
—— (2S,3R)-2-((S)-Methanesulfinylmethyl)-3-propyl-oxirane 145842-00-8 C7H14O2S
(2S,3R)-2-((S)-Methanesulfinylmethyl)-3-propyl-oxirane
—— (R)-2-mercapto-1-hexanol 383414-71-9 C6H14OS
(R)-2-mercapto-1-hexanol
—— Methyl (4R)-4-<2-<(phenylthio)propionyl>oxy>hept-2(E)-enoate 134829-45-1 C17H22O4S
Methyl (4R)-4-<2-<(phenylthio)propionyl>oxy>hept-2(E)-enoate
—— 5-azido-4-(phenylthio)spiro<2H-benzimidazole-2,1'-cyclohexane> 130256-97-2 C18H17N5S
5-azido-4-(phenylthio)spiro<2H-benzimidazole-2,1'-cyclohexane>
—— 4-[(imino)(methoxy)methyl]phenyl 2,6-anhydro-1,2-thio-β-D-mannopyranoside 208761-69-7 C14H17NO4S2
4-[(imino)(methoxy)methyl]phenyl 2,6-anhydro-1,2-thio-β-D-mannopyranoside
—— (2S,3R)-2-hydroxy-3-(phenylsulfanyl)heptanoic acid (tetrahydropyran-2-yloxy)amide 285572-43-2 C18H27NO4S
(2S,3R)-2-hydroxy-3-(phenylsulfanyl)heptanoic acid (tetrahydropyran-2-yloxy)amide
—— 4-(aminothiocarbonyl)phenyl 2,6-anhydro-1,2-thio-β-D-mannopyranoside 208761-70-0 C13H15NO3S3
4-(aminothiocarbonyl)phenyl 2,6-anhydro-1,2-thio-β-D-mannopyranoside
—— hydron;S-phenyl 3-(1-phenylethyl)imidazole-4-carbothioate;chloride —— C18H17ClN2OS
hydron;S-phenyl 3-(1-phenylethyl)imidazole-4-carbothioate;chloride
—— 1-(2,3-dihydro-3,3-dimethylbenzo<b>thien-5-yl)ethanol 132102-35-3 C12H16OS
1-(2,3-dihydro-3,3-dimethylbenzo<b>thien-5-yl)ethanol
—— [4-(2-Methylaminomethyl-phenylsulfanyl)-3-nitro-phenyl]-methanol 627488-48-6 C15H16N2O3S
[4-(2-Methylaminomethyl-phenylsulfanyl)-3-nitro-phenyl]-methanol
—— 2-(3,3-Dimethyl-2,3-dihydro-benzo[b]thiophen-5-yl)-but-3-en-2-ol 197379-61-6 C14H18OS
2-(3,3-Dimethyl-2,3-dihydro-benzo[b]thiophen-5-yl)-but-3-en-2-ol
—— 5-Fluoromethyl-2-(2-methylaminomethyl-phenylsulfanyl)-phenylamine 844699-84-9 C15H17FN2S
5-Fluoromethyl-2-(2-methylaminomethyl-phenylsulfanyl)-phenylamine
—— [2-(4-Fluoromethyl-2-nitro-phenylsulfanyl)-benzyl]-methyl-amine 627488-72-6 C15H15FN2O2S
[2-(4-Fluoromethyl-2-nitro-phenylsulfanyl)-benzyl]-methyl-amine
—— 5-thiocyanatohept-1-en-6-yne 220435-11-0 C8H9NS
5-thiocyanatohept-1-en-6-yne
—— 1-Hydrazino-4-chloro-10H-pyridazino<4,5-b><1,4>benzothiazin 37150-04-2 C10H8ClN5S
1-Hydrazino-4-chloro-10H-pyridazino<4,5-b><1,4>benzothiazin
—— Acetic acid (E)-1-ethylsulfanyl-3,3-dimethyl-but-1-enyl ester 55099-63-3 C10H18O2S
Acetic acid (E)-1-ethylsulfanyl-3,3-dimethyl-but-1-enyl ester
—— 3-(5-Methyl-2-methylsulfanyl-6-oxo-6H-pyrimidin-1-yl)-propionaldehyde 190070-08-7 C9H12N2O2S
3-(5-Methyl-2-methylsulfanyl-6-oxo-6H-pyrimidin-1-yl)-propionaldehyde
—— (E)-ethylthiopropenonitrile 60036-66-0 C5H7NS
(E)-ethylthiopropenonitrile
—— 4-(5-Methyl-2-methylsulfanyl-6-oxo-6H-pyrimidin-1-ylmethyl)-isoxazole-3-carboxylic acid ethyl ester 190070-32-7 C13H15N3O4S
4-(5-Methyl-2-methylsulfanyl-6-oxo-6H-pyrimidin-1-ylmethyl)-isoxazole-3-carboxylic acid ethyl ester
—— 1-Ethylthio-2-tert.-butyl-acetylen 33563-71-2 C8H14S
1-Ethylthio-2-tert.-butyl-acetylen
—— 1-Hydrazino-8-chloro-10H-pyridazino<4,5-b><1,4>benzothiazin 37150-14-4 C10H8ClN5S
1-Hydrazino-8-chloro-10H-pyridazino<4,5-b><1,4>benzothiazin
—— 3-Mercapto-1-methylpyridinium bromide dimethylcarbamate (ester) 67465-62-7 C9H13BrN2OS
3-Mercapto-1-methylpyridinium bromide dimethylcarbamate (ester)
—— 4-Amino-5-phenylsulfanyl-2-phenylsulfanylmethoxy-phenol 1027545-05-6 C19H17NO2S2
4-Amino-5-phenylsulfanyl-2-phenylsulfanylmethoxy-phenol
—— 1-(2-bromophenylthio)-4,5-methylenedioxy-2-nitrobenzene 108902-88-1 C13H8BrNO4S
1-(2-bromophenylthio)-4,5-methylenedioxy-2-nitrobenzene
—— 3-chloropropyl-(2-pyridyl)sulfide 80086-06-2 C8H10ClNS
3-chloropropyl-(2-pyridyl)sulfide
—— 4-nitro-5-phenylthio-2-phenylthiomethoxyphenol 158719-71-2 C19H15NO4S2
4-nitro-5-phenylthio-2-phenylthiomethoxyphenol
—— 1-phenylthiocyclo-octylmethanol 125335-08-2 C15H22OS
1-phenylthiocyclo-octylmethanol
—— 6-chloro-2,3-bis(2-amino-6-picolinyl-3-thio)quinoxaline 86109-80-0 C20H17ClN6S2
6-chloro-2,3-bis(2-amino-6-picolinyl-3-thio)quinoxaline
—— 5-((4-chlorophenylthio)methyl)-1H-pyrazol-3(2H)-one 1227691-65-7 C10H9ClN2OS
5-((4-chlorophenylthio)methyl)-1H-pyrazol-3(2H)-one
—— 5-((4-chlorophenylthio)methyl)-2-methyl-1H-pyrazol-3(2H)-one 1227691-67-9 C11H11ClN2OS
5-((4-chlorophenylthio)methyl)-2-methyl-1H-pyrazol-3(2H)-one
—— 5-cyano-6-methylthio-2,3-diphenylpyrimidin-4(3H)-one 97242-69-8 C18H13N3OS
5-cyano-6-methylthio-2,3-diphenylpyrimidin-4(3H)-one
—— 5-(((4-chlorophenyl)thio)methyl)-2-phenyl-2,4-dihydro-3H-pyrazol-3-one 354767-65-0 C16H13ClN2OS
5-(((4-chlorophenyl)thio)methyl)-2-phenyl-2,4-dihydro-3H-pyrazol-3-one
—— 7,12-Dichloro-1,4,6-benzo<b>triazaphenothiazine 74396-49-9 C13H6Cl2N4S
7,12-Dichloro-1,4,6-benzo<b>triazaphenothiazine
—— 8-amino-12-chloro-6-hydroxy-1,4,7,9-tetraazabenzo<b>phenothiazine 77708-97-5 C12H7ClN6OS
8-amino-12-chloro-6-hydroxy-1,4,7,9-tetraazabenzo<b>phenothiazine
—— 12-chloro-1,4-diazabenzo<b>phenothiazine 1222-54-4 C14H8ClN3S
12-chloro-1,4-diazabenzo<b>phenothiazine
—— 6-amino-12-chloro-1,4,7,9-tetraazabenzo<b>phenothiazine 77708-98-6 C12H7ClN6S
6-amino-12-chloro-1,4,7,9-tetraazabenzo<b>phenothiazine
—— 12-Chloro-7-methoxy-1,4,6-benzo<b>triazaphenothiazine 74396-47-7 C14H9ClN4OS
12-Chloro-7-methoxy-1,4,6-benzo<b>triazaphenothiazine
—— 9-amino-12-chloro-1,4,6,8-tetraazabenzo<b>phenothiazine 81562-26-7 C12H7ClN6S
9-amino-12-chloro-1,4,6,8-tetraazabenzo<b>phenothiazine
—— 1-diethoxymethyl-2-phenylthioimidazole 123914-21-6 C14H18N2O2S
1-diethoxymethyl-2-phenylthioimidazole
—— 2-(2-methylaminoethanesulfonyl)ethanol 193146-01-9 C5H13NO3S
2-(2-methylaminoethanesulfonyl)ethanol