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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
—— <tert-Butylthio(thiocarbonyloxy)>essigsaeure 82979-46-2 C7H12O3S2
<tert-Butylthio(thiocarbonyloxy)>essigsaeure
—— 9-(2-Isopropoxy-ethyl)-8-(3-methoxy-phenylsulfanyl)-9H-purin-6-ylamine 852030-51-4 C17H21N5O2S
9-(2-Isopropoxy-ethyl)-8-(3-methoxy-phenylsulfanyl)-9H-purin-6-ylamine
—— 4-Ethoxy-2-ethylmercapto-5-methyl-pyrimidin 99516-33-3 C9H14N2OS
4-Ethoxy-2-ethylmercapto-5-methyl-pyrimidin
—— 9-butyl-8-(3-methoxy-phenylsulfanyl)adenine 521308-36-1 C16H19N5OS
9-butyl-8-(3-methoxy-phenylsulfanyl)adenine
—— 9-Pent-4-ynyl-8-(3,4,5-trimethoxy-phenylsulfanyl)-9H-purin-6-ylamine 852030-48-9 C19H21N5O3S
9-Pent-4-ynyl-8-(3,4,5-trimethoxy-phenylsulfanyl)-9H-purin-6-ylamine
—— 9-(2-Isopropoxy-ethyl)-8-(3,4,5-trimethoxy-phenylsulfanyl)-9H-purin-6-ylamine 852030-54-7 C19H25N5O4S
9-(2-Isopropoxy-ethyl)-8-(3,4,5-trimethoxy-phenylsulfanyl)-9H-purin-6-ylamine
—— 8-(3,4,5-trimethoxy-phenylsulfanyl)adenine 827302-37-4 C14H15N5O3S
8-(3,4,5-trimethoxy-phenylsulfanyl)adenine
—— 9-butyl-8-(2,5-dimethoxy-phenylsulfanyl)-9H-purin-6-ylamine 521308-37-2 C17H21N5O2S
9-butyl-8-(2,5-dimethoxy-phenylsulfanyl)-9H-purin-6-ylamine
—— 2-methylthio-3-phenylthiophene 72946-77-1 C11H10S2
2-methylthio-3-phenylthiophene
—— 8-(phenylthio)-9H-purin-6-amine 908117-27-1 C11H9N5S
8-(phenylthio)-9H-purin-6-amine
—— cis-3-(phenylthio)prop-2-en-1-ol —— C9H10OS
cis-3-(phenylthio)prop-2-en-1-ol
—— tert-butyl 3-(4-bromophenylthio)azetidine-1-carboxylate 1002355-69-2 C14H18BrNO2S
tert-butyl 3-(4-bromophenylthio)azetidine-1-carboxylate
—— (E)-3-chloro-1-phenylthioprop-1-ene 52072-01-2 C9H9ClS
(E)-3-chloro-1-phenylthioprop-1-ene
—— 4-Methyl-3-(phenylthio)-pentan-2-on 27872-69-1 C12H16OS
4-Methyl-3-(phenylthio)-pentan-2-on
—— S-Methyl-S-(n-propyl) dithiocarbonate 10596-54-0 C5H10OS2
S-Methyl-S-(n-propyl) dithiocarbonate
—— 4-methylthio-5-heptyl-1,3-oxathiolene 129206-06-0 C11H20OS2
4-methylthio-5-heptyl-1,3-oxathiolene
—— 3-methyl-4-methylsulfanyl-buta-1,2-diene 23451-61-8 C6H10S
3-methyl-4-methylsulfanyl-buta-1,2-diene
—— 2-<<(p-bromophenyl)thio>methyl>-5-methylpyridine 83782-45-0 C13H12BrNS
2-<<(p-bromophenyl)thio>methyl>-5-methylpyridine
—— 6-methylthio-2-phenyl-1,3-diazin-4-one 87905-18-8 C11H10N2OS
6-methylthio-2-phenyl-1,3-diazin-4-one
—— 4-amino-1,6-dihydro-1-methyl-2-methylthio-5-nitroso-6-oxo-pyrimidine 42026-60-8 C6H8N4O2S
4-amino-1,6-dihydro-1-methyl-2-methylthio-5-nitroso-6-oxo-pyrimidine
—— [(2,2-Dichloro-1-phenylethenyl)sulfanyl]benzene 88649-72-3 C14H10Cl2S
[(2,2-Dichloro-1-phenylethenyl)sulfanyl]benzene
—— (1,4-Diphenyl-4-phenylsulfanylbuta-1,2,3-trienyl)sulfanylbenzene 88649-77-8 C28H20S2
(1,4-Diphenyl-4-phenylsulfanylbuta-1,2,3-trienyl)sulfanylbenzene
—— 3-Methyl-1-methylsulfanylcyclohexene 70871-34-0 C8H14S
3-Methyl-1-methylsulfanylcyclohexene
—— 2-methoxy-3-phenylsulfanyl-toluene 107774-39-0 C14H14OS
2-methoxy-3-phenylsulfanyl-toluene
—— N-[(1S)-2,2-difluoro-1-phenyl-2-phenylsulfanylethyl]prop-2-en-1-amine 938463-88-8 C17H17F2NS
N-[(1S)-2,2-difluoro-1-phenyl-2-phenylsulfanylethyl]prop-2-en-1-amine
—— phenyl(phenylthiomethylene)cyclohexane 107014-86-8 C19H20S
phenyl(phenylthiomethylene)cyclohexane
—— 3-(4-bromo-phenylsulfanylmethyl)-pyridine 83782-70-1 C12H10BrNS
3-(4-bromo-phenylsulfanylmethyl)-pyridine
—— heptyl 3,3,3-trifluoropropyl sulfide 139758-52-4 C10H19F3S
heptyl 3,3,3-trifluoropropyl sulfide
—— 2-(2-pyridylmethylthio)-5-(pyridine-4-yl)-1,3,4-oxadiazole 197371-72-5 C13H10N4OS
2-(2-pyridylmethylthio)-5-(pyridine-4-yl)-1,3,4-oxadiazole
—— (6aR,8S,9R,9aS)-8-phenylsulfanyl-2,2,4,4-tetra(propan-2-yl)-6a,8,9,9a-tetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-9-ol 262421-85-2 C23H40O5SSi2
(6aR,8S,9R,9aS)-8-phenylsulfanyl-2,2,4,4-tetra(propan-2-yl)-6a,8,9,9a-tetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-9-ol
—— 4-(3,3,3-trifluoropropylthiomethyl)cyclohexanemethanol 1233934-87-6 C11H19F3OS
4-(3,3,3-trifluoropropylthiomethyl)cyclohexanemethanol
—— 2-<<(p-bromophenyl)thio>methyl>-3-methoxypyridine 83782-41-6 C13H12BrNOS
2-<<(p-bromophenyl)thio>methyl>-3-methoxypyridine
—— 2-(4-Bromo-phenylsulfanylmethyl)-pyridin-3-ol; hydrochloride 83782-36-9 C12H10BrNOS*ClH
2-(4-Bromo-phenylsulfanylmethyl)-pyridin-3-ol; hydrochloride
—— 2-(4-methoxyphenylthio)-4,5-dimethylthiazole 1335609-18-1 C12H13NOS2
2-(4-methoxyphenylthio)-4,5-dimethylthiazole
—— (+/-)-(2S<sup>*</sup>, 3R<sup>*</sup>, 4S<sup>*</sup>, 5S<sup>*</sup>)-tetrahydro-2-isobutyl-4,5-dimethyl-3-(phenylthio)furan 80091-17-4 C16H24OS
(+/-)-(2S<sup>*</sup>, 3R<sup>*</sup>, 4S<sup>*</sup>, 5S<sup>*</sup>)-tetrahydro-2-isobutyl-4,5-dimethyl-3-(phenylthio)furan
—— 2-[4-(4-Nitrophenyl)sulfanylphenyl]acetonitrile 126585-04-4 C14H10N2O2S
2-[4-(4-Nitrophenyl)sulfanylphenyl]acetonitrile
—— Dimethyl [2-chloro-1-(phenylsulfanyl)ethyl]phosphonate 88691-17-2 C10H14ClO3PS
Dimethyl [2-chloro-1-(phenylsulfanyl)ethyl]phosphonate
—— 2-[4-(4-Aminophenyl)sulfanylphenyl]acetic acid 126585-16-8 C14H13NO2S
2-[4-(4-Aminophenyl)sulfanylphenyl]acetic acid
—— (4-chloro-6-dimethylamino-2-methylsulfanylpyrimidin-5-yl)(4-chlorophenyl)methanol 1393456-95-5 C14H15Cl2N3OS
(4-chloro-6-dimethylamino-2-methylsulfanylpyrimidin-5-yl)(4-chlorophenyl)methanol
—— 2-[4-(4-Nitrophenyl)sulfanylphenyl]acetic acid 126585-06-6 C14H11NO4S
2-[4-(4-Nitrophenyl)sulfanylphenyl]acetic acid
—— 4-chloro-6-dimethylamino-2-methylsulfanylpyrimidine-5-carboxaldehyde 445040-58-4 C8H10ClN3OS
4-chloro-6-dimethylamino-2-methylsulfanylpyrimidine-5-carboxaldehyde
—— trithiocarbonic acid S,S-bis(2-hydroxyethyl) ester 77705-13-6 C5H10O2S3
trithiocarbonic acid S,S-bis(2-hydroxyethyl) ester
—— (E)-5,5′-bis[5-(butylsulfanyl)thiophen-2-yl]-3,3′-bi[thiophen-3(2H)-ylidene]-2,2′-dione 1438289-31-6 C24H24O2S6
(E)-5,5′-bis[5-(butylsulfanyl)thiophen-2-yl]-3,3′-bi[thiophen-3(2H)-ylidene]-2,2′-dione
—— <2-<(phenylthio)methyl>allyl>trimethylsilane 116279-69-7 C13H20SSi
<2-<(phenylthio)methyl>allyl>trimethylsilane
—— 7-Chloro-2,3-dihydro-5-oxo-5H-thiazolo[3,2-a]pyrimidine-6-carbaldehyde 150892-75-4 C7H5ClN2O2S
7-Chloro-2,3-dihydro-5-oxo-5H-thiazolo[3,2-a]pyrimidine-6-carbaldehyde
—— tert-butyl 2-((4-chlorophenyl)thio)acetate 36304-20-8 C12H15ClO2S
tert-butyl 2-((4-chlorophenyl)thio)acetate
—— 2-Ethyl-1-hydroxybutane-2-thiol 159982-42-0 C6H14OS
2-Ethyl-1-hydroxybutane-2-thiol
—— 2-acetamido-3-phenylthio-octane 74491-59-1 C16H25NOS
2-acetamido-3-phenylthio-octane
—— 3-acetamido-2-phenylthio-octane 74491-60-4 C16H25NOS
3-acetamido-2-phenylthio-octane
—— 1-<bis(phenylthio)acetyl>-2-ethenylpyrrolidine 146405-62-1 C20H21NOS2
1-<bis(phenylthio)acetyl>-2-ethenylpyrrolidine