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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
—— Di-benzylmercapto-malonsaeure-diamid 16601-44-8 C17H18N2O2S2
Di-benzylmercapto-malonsaeure-diamid
—— β-Isothiocyanatopropionsaeurechlorid 43199-15-1 C4H4ClNOS
β-Isothiocyanatopropionsaeurechlorid
—— (1R,2R)-1,2-bis(phenylsulfinyl)cyclohexane 636580-17-1 C18H20S2
(1R,2R)-1,2-bis(phenylsulfinyl)cyclohexane
—— 3-acetylthio-5-methylisoxazole 69528-38-7 C6H7NO2S
3-acetylthio-5-methylisoxazole
—— 1-(o-methylaminophenylthio)-2,4,6-trinitrobenzene 67374-07-6 C13H10N4O6S
1-(o-methylaminophenylthio)-2,4,6-trinitrobenzene
—— naphtho<1,8-bc>thiete 3968-63-6 C10H6S
naphtho<1,8-bc>thiete
—— dithiopropionic acid 2-methyl-allyl ester 57121-70-7 C7H12S2
dithiopropionic acid 2-methyl-allyl ester
—— Dithiopropionic acid 2-methyl-propenyl ester 65901-85-1 C7H12S2
Dithiopropionic acid 2-methyl-propenyl ester
—— Mesityl(phenylthio)sulfin 31143-37-0 C16H16OS2
Mesityl(phenylthio)sulfin
—— 5-(phenylthio)-1,3-thiazole-2-sulfonamide 174183-47-2 C9H8N2O2S3
5-(phenylthio)-1,3-thiazole-2-sulfonamide
—— 3-[(tetrahydro-2H-pyran-4-ylmethyl)sulfanyl]phenol 1135031-98-9 C12H16O2S
3-[(tetrahydro-2H-pyran-4-ylmethyl)sulfanyl]phenol
—— 2-(4'-chlorophenylthio)-3-methoxybuta-1,3-diene 74851-97-1 C11H11ClOS
2-(4'-chlorophenylthio)-3-methoxybuta-1,3-diene
—— methylketene diphenyldithioacetal 71341-78-1 C15H14S2
methylketene diphenyldithioacetal
—— 3-chloro-6-phenylsulfanyl-pyridazine 64383-28-4 C10H7ClN2S
3-chloro-6-phenylsulfanyl-pyridazine
—— 4-((4-bromophenylthio)methyl)tetrahydro-2H-pyran 1021169-66-3 C12H15BrOS
4-((4-bromophenylthio)methyl)tetrahydro-2H-pyran
—— 6-methoxy-3-(phenylsulfanyl)pyridazine 99984-42-6 C11H10N2OS
6-methoxy-3-(phenylsulfanyl)pyridazine
—— (2R)-1-[(1R,2R)-2-ethyl-1-oxo-1,3-dithian-2-yl]-2,6-dimethylheptan-1-one 157809-45-5 C15H28O2S2
(2R)-1-[(1R,2R)-2-ethyl-1-oxo-1,3-dithian-2-yl]-2,6-dimethylheptan-1-one
—— thiacyclooctene-2 77566-14-4 C7H12S
thiacyclooctene-2
—— 3-(2,8-dimethyl-10-oxo-10<i>H</i>-10λ<sup>5</sup>-phenothiaphosphin-10-yloxy)-1-aza-bicyclo[2.2.2]octane 23855-76-7 C21H24NO2PS
3-(2,8-dimethyl-10-oxo-10<i>H</i>-10λ<sup>5</sup>-phenothiaphosphin-10-yloxy)-1-aza-bicyclo[2.2.2]octane
—— 3-(phenylthio)-2-(thiophen-2-yl)benzofuran 1191950-82-9 C18H12OS2
3-(phenylthio)-2-(thiophen-2-yl)benzofuran
—— 8-Mercapto-oct-1-in 77213-91-3 C8H14S
8-Mercapto-oct-1-in
—— ethyl 1-(5-methyl-2-(p-tolylthio)phenyl)-2-oxocyclohexanecarboxylate 1308853-72-6 C23H26O3S
ethyl 1-(5-methyl-2-(p-tolylthio)phenyl)-2-oxocyclohexanecarboxylate
—— 3-Chloro-5-phenylsulfanyl-thiophene-2-sulfonic acid amide 63032-06-4 C10H8ClNO2S3
3-Chloro-5-phenylsulfanyl-thiophene-2-sulfonic acid amide
—— 2-[3-(trifluoromethylsulfanyl)phenyl]-N-[2-[3-(trifluoromethylsulfanyl)phenyl]ethylsulfamoylsulfamoyl]ethanamine 82173-96-4 C18H19F6N3O4S4
2-[3-(trifluoromethylsulfanyl)phenyl]-N-[2-[3-(trifluoromethylsulfanyl)phenyl]ethylsulfamoylsulfamoyl]ethanamine
—— 4-(5-isoquinolylsulfanyl)-3-nitroaniline 203336-75-8 C15H11N3O2S
4-(5-isoquinolylsulfanyl)-3-nitroaniline
—— 5-methylsulfanyl-3-phenyl-3<i>H</i>-[1,3,4]thiadiazole-2-thione 33682-81-4 C9H8N2S3
5-methylsulfanyl-3-phenyl-3<i>H</i>-[1,3,4]thiadiazole-2-thione
—— 2-thiomethyl-4-trimethylstannylthiazole 204513-34-8 C7H13NS2Sn
2-thiomethyl-4-trimethylstannylthiazole
—— N-(2-Phenylmercapto-aethyl)-guanidin 46231-44-1 C9H13N3S
N-(2-Phenylmercapto-aethyl)-guanidin
—— N,N'-bis(ω-aminopentyl)cystamine 33986-11-7 C14H34N4S2
N,N'-bis(ω-aminopentyl)cystamine
—— 1-(4-((trifluoromethyl)thio)phenyl)ethan-1-ol 21101-66-6 C9H9F3OS
1-(4-((trifluoromethyl)thio)phenyl)ethan-1-ol
—— Ethyl 4,4,4-trifluoro-3-oxo-2-[(4-propan-2-ylsulfanylphenyl)methyl]butanoate 1026557-06-1 C16H19F3O3S
Ethyl 4,4,4-trifluoro-3-oxo-2-[(4-propan-2-ylsulfanylphenyl)methyl]butanoate
—— N<sup>1</sup>,S<sup>5</sup>-Dimethyl-dithiobiuret 89620-95-1 C4H9N3S2
N<sup>1</sup>,S<sup>5</sup>-Dimethyl-dithiobiuret
—— 3-methylsulfanyl-5-[1,2,3]thiadiazol-5-yl-[1,2,4]triazol-4-ylamine 64369-19-3 C5H6N6S2
3-methylsulfanyl-5-[1,2,3]thiadiazol-5-yl-[1,2,4]triazol-4-ylamine
—— bis-(5-chloro-2,4-dimethoxyphenyl) sulphide 78046-26-1 C16H16Cl2O4S
bis-(5-chloro-2,4-dimethoxyphenyl) sulphide
—— 5-fluoro-6-fluoromethyl-2-methylsulfanyl-3<i>H</i>-pyrimidin-4-one 704-32-5 C6H6F2N2OS
5-fluoro-6-fluoromethyl-2-methylsulfanyl-3<i>H</i>-pyrimidin-4-one
—— Propane-1-sulfonothioic O-acid 61145-87-7 C3H8O2S2
Propane-1-sulfonothioic O-acid
—— 2-methylallyl 2-methylpropanedithioate 67230-71-1 C8H14S2
2-methylallyl 2-methylpropanedithioate
—— 1,2-Dibromo-ethanesulfonyl isocyanate 83358-17-2 C3H3Br2NO3S
1,2-Dibromo-ethanesulfonyl isocyanate
—— (Z)-2-(3-phenylthio-2-trimethylsilylmethylallyl)cyclohexanone 117531-23-4 C19H28OSSi
(Z)-2-(3-phenylthio-2-trimethylsilylmethylallyl)cyclohexanone
—— 5-bromoacetyl-3-cyano-6-methyl-2-methylthiopyridine 329908-77-2 C10H9BrN2OS
5-bromoacetyl-3-cyano-6-methyl-2-methylthiopyridine
—— 2-Oxo-1,3-dithiolo-<4,5-b><1,4>-benzodithiin 136058-22-5 C9H4OS4
2-Oxo-1,3-dithiolo-<4,5-b><1,4>-benzodithiin
—— (R)-1-(4-isothiocyanatobutylsulfinyl)pentane 1176244-18-0 C10H19NOS2
(R)-1-(4-isothiocyanatobutylsulfinyl)pentane
—— (R)-11-(4-isothiocyanatobutylsulfinyl)undec-1-ene 1176244-21-5 C16H29NOS2
(R)-11-(4-isothiocyanatobutylsulfinyl)undec-1-ene
—— 1,2,2-trimethylpropyl isocyanate 145255-24-9 C7H13NS
1,2,2-trimethylpropyl isocyanate
—— 5-Acetyl-6-methyl-2-(methylsulfanyl)nicotinonitrile 215713-41-0 C10H10N2OS
5-Acetyl-6-methyl-2-(methylsulfanyl)nicotinonitrile
—— (4-Methylsulfanyl-phenyl)-thiocarbamic acid O-pyridin-3-ylmethyl ester 62237-15-4 C14H14N2OS2
(4-Methylsulfanyl-phenyl)-thiocarbamic acid O-pyridin-3-ylmethyl ester
—— Allyl 2-(5-Methylthiothienyl) Sulfide 84021-62-5 C8H10S3
Allyl 2-(5-Methylthiothienyl) Sulfide
—— 1,2-bis(2-thioanisyl)ethynylbenzene 823226-93-3 C24H18S2
1,2-bis(2-thioanisyl)ethynylbenzene
—— 3-ethyl-2-(ethylthio)pyrimidin-4(3H)-one 65592-66-7 C8H12N2OS
3-ethyl-2-(ethylthio)pyrimidin-4(3H)-one
—— 5-acetyl-6-methyl-4-methylsulfanyl-2-sulfanylidene-1H-pyridine-3-carbonitrile 156785-17-0 C10H10N2OS2
5-acetyl-6-methyl-4-methylsulfanyl-2-sulfanylidene-1H-pyridine-3-carbonitrile