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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
—— N-(3-methyl-2-thietanylidene)isopropylamine 139633-21-9 C7H13NS
N-(3-methyl-2-thietanylidene)isopropylamine
—— N-Ethyl,N-methylthioacetamide 32117-83-2 C5H11NS
N-Ethyl,N-methylthioacetamide
—— <i>N</i>-methyl-<i>N</i>-(pentachlorophenylsulfanyl-methyl)-aniline 6631-93-2 C14H10Cl5NS
<i>N</i>-methyl-<i>N</i>-(pentachlorophenylsulfanyl-methyl)-aniline
—— O-(2-{[Hydroxy(methylsulfanyl)methylidene]amino}ethyl) S-methyl carbonothioate 6944-93-0 C6H11NO3S2
O-(2-{[Hydroxy(methylsulfanyl)methylidene]amino}ethyl) S-methyl carbonothioate
—— N-Methyl-N-isopropylthioacetamid 59954-26-6 C6H13NS
N-Methyl-N-isopropylthioacetamid
—— 2-methyl-4-methylsulfinyl-6-methylthiopyrimidine 88317-67-3 C7H10N2OS2
2-methyl-4-methylsulfinyl-6-methylthiopyrimidine
—— 1-hexenyl 1'-bromoethyl sulfone 105319-92-4 C8H15BrO2S
1-hexenyl 1'-bromoethyl sulfone
—— N,N'-Dimethyl-N,N'-diisopropyl-thioharnstoff 25972-66-1 C9H20N2S
N,N'-Dimethyl-N,N'-diisopropyl-thioharnstoff
—— 2,2'-(Thiene-2,5-diyl)bis(2-methyl-1,3-dithiolane) 90265-64-8 C12H16S5
2,2'-(Thiene-2,5-diyl)bis(2-methyl-1,3-dithiolane)
—— S-methyl N-[3-(propan-2-ylamino)propyl]carbamothioate 6944-46-3 C8H18N2OS
S-methyl N-[3-(propan-2-ylamino)propyl]carbamothioate
—— p-tolyl(p-tolylethynyl)sulfane 39654-02-9 C16H14S
p-tolyl(p-tolylethynyl)sulfane
—— trans-2,2,6,6-tetramethyl-5-(phenylthio)-3-heptene 220604-80-8 C17H26S
trans-2,2,6,6-tetramethyl-5-(phenylthio)-3-heptene
—— 2-(7-iodo-2,3-dihydrobenzo[b][1,4]dioxin-6-ylthio)-1-(2-(neopentylamino)ethyl)-1H-imidazo[4,5-c]pyridin-4-amine 1061317-29-0 C21H26IN5O2S
2-(7-iodo-2,3-dihydrobenzo[b][1,4]dioxin-6-ylthio)-1-(2-(neopentylamino)ethyl)-1H-imidazo[4,5-c]pyridin-4-amine
—— 2-(6-iodobenzo[d][1,3]dioxol-5-ylthio)-1-(3-(neopentylamino)propyl)-1H-imidazo[4,5-c]pyridin-4-amine 1061317-90-5 C21H26IN5O2S
2-(6-iodobenzo[d][1,3]dioxol-5-ylthio)-1-(3-(neopentylamino)propyl)-1H-imidazo[4,5-c]pyridin-4-amine
—— 2-(4-Chlorophenyl)sulfanyl-4-phenylcyclohexan-1-one 1029989-34-1 C18H17ClOS
2-(4-Chlorophenyl)sulfanyl-4-phenylcyclohexan-1-one
—— 9-phenyl-1,5-dithiaspiro[5,5]undecane-1-oxide 1064664-58-9 C15H20OS2
9-phenyl-1,5-dithiaspiro[5,5]undecane-1-oxide
—— (2-Methylsulfanylcarbonylamino-ethyl)-thiocarbamic acid S-methyl ester 6944-85-0 C6H12N2O2S2
(2-Methylsulfanylcarbonylamino-ethyl)-thiocarbamic acid S-methyl ester
—— 2-(tert-butyloxycarbonylamino)-3-[2-(thiophen-2-yl)-1,3-dithian-2-yl]propan-1-ol 1434253-98-1 C16H25NO3S3
2-(tert-butyloxycarbonylamino)-3-[2-(thiophen-2-yl)-1,3-dithian-2-yl]propan-1-ol
—— S-Methyl hydrogen octadecylcarbonimidothioate 6944-42-9 C20H41NOS
S-Methyl hydrogen octadecylcarbonimidothioate
—— 5-m-Toluidino-2,4,6-trimethylmercapto-pyrimidin 93898-41-0 C14H17N3S3
5-m-Toluidino-2,4,6-trimethylmercapto-pyrimidin
—— N-{4-[4-chloro-6-({3-[5-(morpholinomethyl)-1H-benzo[d]imidazol-2-yl]-1H-pyrazol-4-yl}amino)pyrimidin-2-ylthio]phenyl}cyclopropanecarboxamide 1254229-30-5 C29H28ClN9O2S
N-{4-[4-chloro-6-({3-[5-(morpholinomethyl)-1H-benzo[d]imidazol-2-yl]-1H-pyrazol-4-yl}amino)pyrimidin-2-ylthio]phenyl}cyclopropanecarboxamide
—— Trichlormethyl-o-tolylsulfid 91912-07-1 C8H7Cl3S
Trichlormethyl-o-tolylsulfid
—— 5-(3,4-Dimethyl-anilino)-4,6-dihydroxy-2-methylmercapto-pyrimidin 6972-20-9 C13H15N3O2S
5-(3,4-Dimethyl-anilino)-4,6-dihydroxy-2-methylmercapto-pyrimidin
—— 2-[2-Ethyl-3-(2-hydroxyethylsulfanyl)hexyl]sulfanylethanol 6628-66-6 C12H26O2S2
2-[2-Ethyl-3-(2-hydroxyethylsulfanyl)hexyl]sulfanylethanol
—— (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