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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
—— (1S)-1-[(4R,5R)-5-[(1S)-1-hydroxy-2-(4-methylphenyl)sulfanylethyl]-2,2-dimethyl-1,3-dioxolan-4-yl]-2-(4-methylphenyl)sulfanylethanol 1096364-57-6 C23H30O4S2
(1S)-1-[(4R,5R)-5-[(1S)-1-hydroxy-2-(4-methylphenyl)sulfanylethyl]-2,2-dimethyl-1,3-dioxolan-4-yl]-2-(4-methylphenyl)sulfanylethanol
—— 6-methylsulfenyl-2-methylsulfinylpyridine 92686-22-1 C7H9NOS2
6-methylsulfenyl-2-methylsulfinylpyridine
—— 5-(4-Bromanilino)-4,6-dihydroxy-2-methylmercapto-pyrimidin 6972-11-8 C11H10BrN3O2S
5-(4-Bromanilino)-4,6-dihydroxy-2-methylmercapto-pyrimidin
—— 2-Methyl-5-methylsulfanyl-2H-tetrazole 96107-85-6 C3H6N4S
2-Methyl-5-methylsulfanyl-2H-tetrazole
—— <i>N</i>-ethyl-<i>N</i>'-(2-hydroxy-ethyl)-thiourea 6961-23-5 C5H12N2OS
<i>N</i>-ethyl-<i>N</i>'-(2-hydroxy-ethyl)-thiourea
—— 2-(Ethylsulfanylcarbonylamino)ethyl ethylsulfanylformate 6961-71-3 C8H15NO3S2
2-(Ethylsulfanylcarbonylamino)ethyl ethylsulfanylformate
—— s-Ethyl octadecylcarbamothioate 6961-65-5 C21H43NOS
s-Ethyl octadecylcarbamothioate
—— D-arabino-Hexose, 2-deoxy-, diethyl mercaptal 3650-68-8 C10H22O4S2
D-arabino-Hexose, 2-deoxy-, diethyl mercaptal
—— 2,2-dimethylpropyl disulfone 82823-25-4 C10H22O4S2
2,2-dimethylpropyl disulfone
—— 4-(p-Chlorbenzylthio)-5-methoxy-2-phenyl-3-pyridazinon 5557-48-2 C18H15ClN2O2S
4-(p-Chlorbenzylthio)-5-methoxy-2-phenyl-3-pyridazinon
—— Bis-(1,2,2,2-tetrachlorethyl)-disulfid 920-96-7 C4H2Cl8S2
Bis-(1,2,2,2-tetrachlorethyl)-disulfid
—— 2-Oxiranylmethyl-5,6-dihydro-2H-thiazolo[2,3-c][1,2,4]triazol-3-one 1182359-49-4 C7H9N3O2S
2-Oxiranylmethyl-5,6-dihydro-2H-thiazolo[2,3-c][1,2,4]triazol-3-one
—— 3-(p-tolylthio)-2-quinoxalthione 87378-91-4 C15H12N2S2
3-(p-tolylthio)-2-quinoxalthione
—— <2-(4-chloro-3-fluorophenylthio)-4-fluorophenyl>acetic acid 61150-62-7 C14H9ClF2O2S
<2-(4-chloro-3-fluorophenylthio)-4-fluorophenyl>acetic acid
—— <2-(4-Ethylthiophenylthio)-4-fluorophenyl>acetic Acid 82721-44-6 C16H15FO2S2
<2-(4-Ethylthiophenylthio)-4-fluorophenyl>acetic Acid
—— N-(2-fluoroethyl),N-methyl-2-(2'-amino-4'-bromophenylthio)benzylamine 411208-46-3 C16H18BrFN2S
N-(2-fluoroethyl),N-methyl-2-(2'-amino-4'-bromophenylthio)benzylamine
—— <2-(4-Ethoxyphenylthio)-4-fluorophenyl>acetic Acid 70931-68-9 C16H15FO3S
<2-(4-Ethoxyphenylthio)-4-fluorophenyl>acetic Acid
—— N-(2-fluoroethyl)-N-methyl-2-(4'-bromo-2'-nitrophenylthio)benzylamine 411208-44-1 C16H16BrFN2O2S
N-(2-fluoroethyl)-N-methyl-2-(4'-bromo-2'-nitrophenylthio)benzylamine
—— thiopivalamide S-oxide 107106-62-7 C5H11NOS
thiopivalamide S-oxide
—— <4-Fluoro-2-(4-methoxyphenylthio)phenyl>acetic Acid 70932-13-7 C15H13FO3S
<4-Fluoro-2-(4-methoxyphenylthio)phenyl>acetic Acid
—— <2-(4-Fluorophenylthio)-4-fluorophenyl>acetic Acid 80709-22-4 C14H10F2O2S
<2-(4-Fluorophenylthio)-4-fluorophenyl>acetic Acid
—— 4-Benzylthio-1-methylpyridinium bromide 77148-83-5 Br*C13H14NS
4-Benzylthio-1-methylpyridinium bromide
—— 4-(4-Chloro-benzylsulfanyl)-1-methyl-pyridinium; chloride 87577-85-3 C13H13ClNS*Cl
4-(4-Chloro-benzylsulfanyl)-1-methyl-pyridinium; chloride
—— N-methyl-4-(methylsulfanyl)pyridinium iodide 52693-58-0 C7H10NS*I
N-methyl-4-(methylsulfanyl)pyridinium iodide
—— 3-(2-Ethyl-hexane-1-sulfonylmethyl)-heptane 82374-35-4 C16H34O2S
3-(2-Ethyl-hexane-1-sulfonylmethyl)-heptane
—— 3,4,5-Tribenzyl-thiopyridazin 5788-56-7 C25H22N2S3
3,4,5-Tribenzyl-thiopyridazin
—— 4-(4-Chlor-benzylmercapto)-2-phenyl-5-piperidino-3-oxo-2,3-dihydro-pyridazin 5785-97-7 C22H22ClN3OS
4-(4-Chlor-benzylmercapto)-2-phenyl-5-piperidino-3-oxo-2,3-dihydro-pyridazin
—— bicyclo[3.3.1]nonylidenebicyclo[3.3.1]nonanethiirane 1-oxide 197370-36-8 C18H28OS
bicyclo[3.3.1]nonylidenebicyclo[3.3.1]nonanethiirane 1-oxide
—— 1-phenylsulfanyl-4,4a,5,6,7,8-hexahydro-3H-naphthalen-2-one 53609-40-8 C16H18OS
1-phenylsulfanyl-4,4a,5,6,7,8-hexahydro-3H-naphthalen-2-one
—— 4-chloro-2-(3-chloropropoxy)-1-(phenylthio)benzene 1100794-01-1 C15H14Cl2OS
4-chloro-2-(3-chloropropoxy)-1-(phenylthio)benzene
—— ethyl 4-phenylthiobut-3-enoate 88087-95-0 C12H14O2S
ethyl 4-phenylthiobut-3-enoate
—— Ethyl 6-carboethoxy-4-phenylthio-6-heptenoate 133188-93-9 C18H24O4S
Ethyl 6-carboethoxy-4-phenylthio-6-heptenoate
—— 1,3-bis(2-pyridylsulfanylmethyl)benzene 219871-96-2 C18H16N2S2
1,3-bis(2-pyridylsulfanylmethyl)benzene
—— 4-(2-Methyl-phenylmercapto)-chinazolin 3458-43-3 C15H12N2S
4-(2-Methyl-phenylmercapto)-chinazolin
—— 4-(4-<i>tert</i>-butyl-phenylsulfanyl)-quinazoline 6956-63-4 C18H18N2S
4-(4-<i>tert</i>-butyl-phenylsulfanyl)-quinazoline
—— (1-adamantylsulfonyl)(pentachlorophenylsulfanyl)chloromethanesulfenyl chloride 156520-16-0 C17H15Cl7O2S3
(1-adamantylsulfonyl)(pentachlorophenylsulfanyl)chloromethanesulfenyl chloride
—— 6-(pyridin-2-ylthio)-5-indanylamine 75370-27-3 C14H14N2S
6-(pyridin-2-ylthio)-5-indanylamine
—— 2-(butylcarboxymethylthio)pyridine 77555-28-3 C11H15NO2S
2-(butylcarboxymethylthio)pyridine
—— N-[6-(pyridin-2-ylthio)-5-indanyl]methanesulfonamide 75360-61-1 C15H16N2O2S2
N-[6-(pyridin-2-ylthio)-5-indanyl]methanesulfonamide
—— 2-Nitro-5-(pyridin-2-ylsulfanyl)-benzonitrile 74396-20-6 C12H7N3O2S
2-Nitro-5-(pyridin-2-ylsulfanyl)-benzonitrile
—— 3,4,5-Tris-(4-fluor-benzylmercapto)-pyridazin 5273-28-9 C25H19F3N2S3
3,4,5-Tris-(4-fluor-benzylmercapto)-pyridazin
—— (R)-2-(4-phenylbutan-2-ylthio)pyridine 1493688-06-4 C15H17NS
(R)-2-(4-phenylbutan-2-ylthio)pyridine
—— methyl 4-[(2-pyridyl)sulfenyl]benzoate 852952-23-9 C13H11NO2S
methyl 4-[(2-pyridyl)sulfenyl]benzoate
—— 3-t-butyl-5-(6-methylthio-2-pyridinyl)-1,2,4-oxadiazole 935252-72-5 C12H15N3OS
3-t-butyl-5-(6-methylthio-2-pyridinyl)-1,2,4-oxadiazole
—— 3-Chlor-4.5-bis-benzylmercapto-pyridazin 5273-29-0 C18H15ClN2S2
3-Chlor-4.5-bis-benzylmercapto-pyridazin
—— 4-(2-pyridinesulfanyl)butan-2-one 134257-68-4 C9H11NOS
4-(2-pyridinesulfanyl)butan-2-one
—— 2-amino-6-methyl-5-[(pyridin-2-yl)sulfanyl]-4-oxo-7H-pyrrolo[2,3-d]pyrimidine 1224514-03-7 C12H11N5OS
2-amino-6-methyl-5-[(pyridin-2-yl)sulfanyl]-4-oxo-7H-pyrrolo[2,3-d]pyrimidine
—— N1-boc-(1S,3R)-3-(2-pyridylsulfanylmethyl)cyclopentyl-1-amine 862701-45-9 C16H24N2O2S
N1-boc-(1S,3R)-3-(2-pyridylsulfanylmethyl)cyclopentyl-1-amine
—— 5-Ethoxy-2-phenyl-4-(4-chlor-benzylmercapto)-3-oxo-2.3-dihydro-pyridazin 5509-74-0 C19H17ClN2O2S
5-Ethoxy-2-phenyl-4-(4-chlor-benzylmercapto)-3-oxo-2.3-dihydro-pyridazin
—— 3,4,5-Tris-(2-chlor-benzylmercapto)-pyridazin 6115-52-2 C25H19Cl3N2S3
3,4,5-Tris-(2-chlor-benzylmercapto)-pyridazin