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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-bromothien-2-ylthio)acetophenone ethylene acetal 156538-37-3 C14H13BrO2S2
4'-(4-bromothien-2-ylthio)acetophenone ethylene acetal
—— 4'-[4-(2-hydroxy-1-tetrahydropyran-2-yloxyprop-2-yl)thien-2-ylthio]acetophenone ethylene acetal 161386-57-8 C22H28O5S2
4'-[4-(2-hydroxy-1-tetrahydropyran-2-yloxyprop-2-yl)thien-2-ylthio]acetophenone ethylene acetal
—— 3-chloro-10<i>H</i>-dipyridazino[4,3-<i>b</i>;4',5'-<i>e</i>][1,4]thiazine 55271-43-7 C8H4ClN5S
3-chloro-10<i>H</i>-dipyridazino[4,3-<i>b</i>;4',5'-<i>e</i>][1,4]thiazine
—— 4-methylthio-2-(n-hexyl)-phenol 58761-93-6 C13H20OS
4-methylthio-2-(n-hexyl)-phenol
—— 1-Amino-4-phenylthiopiperidine 151666-25-0 C11H16N2S
1-Amino-4-phenylthiopiperidine
—— 5-(3,6-dichloro-pyridazin-4-ylsulfanyl)-pyridazin-4-ylamine 55271-42-6 C8H5Cl2N5S
5-(3,6-dichloro-pyridazin-4-ylsulfanyl)-pyridazin-4-ylamine
—— 3-methoxy-10<i>H</i>-dipyridazino[4,3-<i>b</i>;4',5'-<i>e</i>][1,4]thiazine 55271-51-7 C9H7N5OS
3-methoxy-10<i>H</i>-dipyridazino[4,3-<i>b</i>;4',5'-<i>e</i>][1,4]thiazine
—— 2-Methyl-4-methylthiophenylisocyanate 54557-30-1 C9H9NOS
2-Methyl-4-methylthiophenylisocyanate
—— α-chlorobenzyl 4-chlorophenyl sulfide 83768-35-8 C13H10Cl2S
α-chlorobenzyl 4-chlorophenyl sulfide
—— 5-chloro-2-(5-chloropyrimidin-2-ylsulfenyl)methyloxypyrimidine 79686-20-7 C9H6Cl2N4OS
5-chloro-2-(5-chloropyrimidin-2-ylsulfenyl)methyloxypyrimidine
—— 5-chloro-1-(4-fluorophenylsulfenyl)methyl-2(1H)-pyrimidinone 83768-16-5 C11H8ClFN2OS
5-chloro-1-(4-fluorophenylsulfenyl)methyl-2(1H)-pyrimidinone
—— 5-chloro-1-(3-tolylsulfenyl)methyl-2(1H)-pyrimidinone 83768-11-0 C12H11ClN2OS
5-chloro-1-(3-tolylsulfenyl)methyl-2(1H)-pyrimidinone
—— 5-chloro-2-(4-fluorophenylsulfenyl)methyloxypyrimidine 83768-15-4 C11H8ClFN2OS
5-chloro-2-(4-fluorophenylsulfenyl)methyloxypyrimidine
—— 5-chloro-2-(3-tolylsulfenyl)methyloxypyrimidine 83768-12-1 C12H11ClN2OS
5-chloro-2-(3-tolylsulfenyl)methyloxypyrimidine
—— 5-chloro-1-α-(4-chlorophenylsulfenyl)benzyl-2(1H)-pyrimidinone 83768-37-0 C17H12Cl2N2OS
5-chloro-1-α-(4-chlorophenylsulfenyl)benzyl-2(1H)-pyrimidinone
—— 5-chloro-1-(5-chloropyrimidin-2-ylsulfenyl)methyl-2(1H)-pyrimidinone 79686-21-8 C9H6Cl2N4OS
5-chloro-1-(5-chloropyrimidin-2-ylsulfenyl)methyl-2(1H)-pyrimidinone
—— 1-((2-trimethylsilylethoxy)methyl)-6-(3-aminophenylthio)uracil 1393847-19-2 C16H23N3O3SSi
1-((2-trimethylsilylethoxy)methyl)-6-(3-aminophenylthio)uracil
—— 9-(3-bromopropyl)-8-((6-iodo-2,3-dihydro-1H-inden-5-yl)thio)-9H-purin-6-amine 1289544-54-2 C17H17BrIN5S
9-(3-bromopropyl)-8-((6-iodo-2,3-dihydro-1H-inden-5-yl)thio)-9H-purin-6-amine
—— N-(3-(6-amino-8-(6-ethynylindan-5-ylsulfanyl)purin-9-yl)propyl)methanesulfonamide 1402545-99-6 C20H22N6O2S2
N-(3-(6-amino-8-(6-ethynylindan-5-ylsulfanyl)purin-9-yl)propyl)methanesulfonamide
—— 8-((6-amino-2,3-dihydro-1H-inden-5-yl)thio)-9H-purin-6-amine 1289544-50-8 C14H14N6S
8-((6-amino-2,3-dihydro-1H-inden-5-yl)thio)-9H-purin-6-amine
—— 1-(5-tert-butylisoxazol-3-yl)-3-(3-(6,7-dimethoxyquinazolin-4-ylthio)phenyl)urea 1188907-37-0 C24H25N5O4S
1-(5-tert-butylisoxazol-3-yl)-3-(3-(6,7-dimethoxyquinazolin-4-ylthio)phenyl)urea
—— N-(2-(6-amino-8-((6-iodo-2,3-dihydro-1H-inden-5-yl)thio)-9H-purin-9-yl)ethyl)-2-methylpropane-2-sulfonamide 1402546-04-6 C20H25IN6O2S2
N-(2-(6-amino-8-((6-iodo-2,3-dihydro-1H-inden-5-yl)thio)-9H-purin-9-yl)ethyl)-2-methylpropane-2-sulfonamide
—— 1-(2,5-dimethylbenzyl)-6-(3-aminophenylthio)uracil 1393847-27-2 C19H19N3O2S
1-(2,5-dimethylbenzyl)-6-(3-aminophenylthio)uracil
—— 1-(5-tert-butylisoxazol-3-yl)-3-(3-(6,7-dimethoxyquinazolin-4-ylthio)phenyl)urea hydrochloride 1188907-38-1 C24H25N5O4S*ClH
1-(5-tert-butylisoxazol-3-yl)-3-(3-(6,7-dimethoxyquinazolin-4-ylthio)phenyl)urea hydrochloride
—— 1-ethoxymethyl-6-(3-aminophenylthio)uracil 1393847-23-8 C13H15N3O3S
1-ethoxymethyl-6-(3-aminophenylthio)uracil
—— Pent-3-yne-1-thiol 77213-92-4 C5H8S
Pent-3-yne-1-thiol
—— 3-Allylthio-5-methylisoxazol 66196-71-2 C7H9NOS
3-Allylthio-5-methylisoxazol
—— 5-Methyl-3isoxazolylthio-essigsaeure 66196-54-1 C6H7NO3S
5-Methyl-3isoxazolylthio-essigsaeure
—— 1-(Methylsulfinyl)but-2-yne 146916-53-2 C5H8OS
1-(Methylsulfinyl)but-2-yne
—— (5-Phenyl-3isoxazolylthio)essigsaeure 66181-92-8 C11H9NO3S
(5-Phenyl-3isoxazolylthio)essigsaeure
—— 3-Isooxazolylthioessigsaeure 56796-05-5 C5H5NO3S
3-Isooxazolylthioessigsaeure
—— 1-(4-chlorophenylthio)-5-chloro-3,3-dimethyl-2-pentanone 98298-32-9 C13H16Cl2OS
1-(4-chlorophenylthio)-5-chloro-3,3-dimethyl-2-pentanone
—— 2-amino-6-[(4-methylbenzyl)sulfanyl]-4-(3-thienyl)pyridine-3,5-dicarbonitrile 1233536-87-2 C19H14N4S2
2-amino-6-[(4-methylbenzyl)sulfanyl]-4-(3-thienyl)pyridine-3,5-dicarbonitrile
—— 4-methylbenzyl 4'-bromophenyl sulfide 481677-76-3 C14H13BrS
4-methylbenzyl 4'-bromophenyl sulfide
—— ethyl 5-(2-aminophenylthio)-1-(4-methoxybenzyl)-1,2,3-triazole-4-carboxylate 170991-04-5 C19H20N4O3S
ethyl 5-(2-aminophenylthio)-1-(4-methoxybenzyl)-1,2,3-triazole-4-carboxylate
—— 1-(phenylthio)-2-dodecanol 75712-38-8 C18H30OS
1-(phenylthio)-2-dodecanol
—— 4-chloro-2-(phenylthio)phenol 59010-75-2 C12H9ClOS
4-chloro-2-(phenylthio)phenol
—— phenyl 5-O-(tert-butyldimethylsilyl)-2,3-O-isopropylidene-1-thio-α-D-ribofuranoside 91510-80-4 C20H32O4SSi
phenyl 5-O-(tert-butyldimethylsilyl)-2,3-O-isopropylidene-1-thio-α-D-ribofuranoside
—— 1-(4-methoxyphenyl)-N-(2-phenylsulfanylphenyl)methanimine oxide 141821-14-9 C20H17NO2S
1-(4-methoxyphenyl)-N-(2-phenylsulfanylphenyl)methanimine oxide
—— 6-[4-[ethoxy(thiocarbonyl)thio]phenyl]-5-methyl-4,5-dihydro-1,2,4-triazin-3(2H)-one 94955-12-1 C13H15N3O2S2
6-[4-[ethoxy(thiocarbonyl)thio]phenyl]-5-methyl-4,5-dihydro-1,2,4-triazin-3(2H)-one
—— 2-ethoxyvinyl phenyl sulfide 99186-04-6 C10H12OS
2-ethoxyvinyl phenyl sulfide
—— (Z)-2-cyclohexylethenyl phenyl sulfide 94633-43-9 C14H18S
(Z)-2-cyclohexylethenyl phenyl sulfide
—— 3-amino-5,6-dimethylthio-as-triazine 75908-10-0 C5H8N4S2
3-amino-5,6-dimethylthio-as-triazine
—— (15Z)-15-(phenylsulfanylmethylidene)-7,14-dioxadispiro[5.1.58.26]pentadecane 1283118-75-1 C20H26O2S
(15Z)-15-(phenylsulfanylmethylidene)-7,14-dioxadispiro[5.1.58.26]pentadecane
—— (E)-1-phenylthio-1-buten-3-yne 35347-66-1 C10H8S
(E)-1-phenylthio-1-buten-3-yne
—— mexo-hexane-3,4-thiol 119180-24-4 C6H14S2
mexo-hexane-3,4-thiol
—— Trimethylsilylethylthiovinylether 31297-25-3 C7H16SSi
Trimethylsilylethylthiovinylether
—— 3-(1,1-dimethyl-propylsulfanyl)-propan-1-ol 26902-00-1 C8H18OS
3-(1,1-dimethyl-propylsulfanyl)-propan-1-ol
—— 3,5-Diamino-6-methylthio-1,2,4-triazine 75908-12-2 C4H7N5S
3,5-Diamino-6-methylthio-1,2,4-triazine
—— (3-heptylsulfanyl-propoxy)-ethene 26902-08-9 C12H24OS
(3-heptylsulfanyl-propoxy)-ethene