Alternatived Products of [ 10226-54-7 ]
Product Details of [ 10226-54-7 ]
CAS No. : | 10226-54-7 |
MDL No. : | MFCD00867151 |
Formula : |
C13H18N4O3
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Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | - |
M.W : |
278.31
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Pubchem ID : | - |
Synonyms : |
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Safety of [ 10226-54-7 ]
Signal Word: | |
Class: | |
Precautionary Statements: | |
UN#: | |
Hazard Statements: | |
Packing Group: | |
Application In Synthesis of [ 10226-54-7 ]
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
- Downstream synthetic route of [ 10226-54-7 ]
- 1
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[ CAS Unavailable ]
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[ 10226-54-7 ]
Yield | Reaction Conditions | Operation in experiment |
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With hydrogenchloride; methanol Ambient temperature; |
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Reference:
[1]Cavallaro, Rosaria A.; Filocamo, Luigi; Galuppi, Annamaria; Galione, Antony; Brufani, Mario; Genazzani, Armando A.
[Journal of Medicinal Chemistry, 1999, vol. 42, # 14, p. 2527 - 2534]
Yield | Reaction Conditions | Operation in experiment |
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aus Alkohol, CrO3*2Py; |
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A pharmaceutical product according to claim 4, in which the xanthine derivative is selected from the group consisting of: 1-hexyl-3,7-dimethylxanthine, 1-(5-hydroxyhexyl)-3,7-dimethylxanthine, 3,7-dimethyl-1-(5-oxohexyl)xanthine, 7-(5-hydroxyhexyl)-1,3-dimethylxanthine, 1,3-dimethyl-7-(5-oxohexyl)xanthine, 1,3-di-n-butyl-7-(2-oxopropyl)xanthine, 1,3-di-n-butyl-7-(3-3-oxobutyl)xanthine, 1-(5-hydroxyhexyl)-3-methyl-7-propylxanthine, 3-methyl-1-(5-oxohexyl)-7-propylxanthine and ... |
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aus /BRN= 263354/ (III), NaOEt/Et-acetoacetat (VIII), H2SO4/H2O, reflux; |
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aus 1-Brom-hexan-5-on (VII), Na-Salz von Theophyllin (V); |
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- 3
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[ 20449-21-2 ]
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[ 10226-54-7 ]
Yield | Reaction Conditions | Operation in experiment |
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Multi-step reaction with 4 steps
1: 1.) BH3, 2.) aq. NaOH, H2O2 / 1.) THF, RT, 2 h, 2.) THF, 50 deg C
2: pyridine / 18 h / Ambient temperature
3: 1.) K2CO3 / 1.) DMF, 120 deg C, 1 h, 2.) DMF, 120 deg C
4: HCl, MeOH / Ambient temperature |
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Reference:
[1]Cavallaro, Rosaria A.; Filocamo, Luigi; Galuppi, Annamaria; Galione, Antony; Brufani, Mario; Genazzani, Armando A.
[Journal of Medicinal Chemistry, 1999, vol. 42, # 14, p. 2527 - 2534]
- 4
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[ 5745-75-5 ]
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[ 10226-54-7 ]
Yield | Reaction Conditions | Operation in experiment |
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Multi-step reaction with 3 steps
1: pyridine / 18 h / Ambient temperature
2: 1.) K2CO3 / 1.) DMF, 120 deg C, 1 h, 2.) DMF, 120 deg C
3: HCl, MeOH / Ambient temperature |
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Reference:
[1]Cavallaro, Rosaria A.; Filocamo, Luigi; Galuppi, Annamaria; Galione, Antony; Brufani, Mario; Genazzani, Armando A.
[Journal of Medicinal Chemistry, 1999, vol. 42, # 14, p. 2527 - 2534]
- 5
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[ 109-49-9 ]
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[ 10226-54-7 ]
Yield | Reaction Conditions | Operation in experiment |
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Multi-step reaction with 5 steps
1: p-toluenesulfonic acid / benzene / 2 h / Heating
2: 1.) BH3, 2.) aq. NaOH, H2O2 / 1.) THF, RT, 2 h, 2.) THF, 50 deg C
3: pyridine / 18 h / Ambient temperature
4: 1.) K2CO3 / 1.) DMF, 120 deg C, 1 h, 2.) DMF, 120 deg C
5: HCl, MeOH / Ambient temperature |
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Reference:
[1]Cavallaro, Rosaria A.; Filocamo, Luigi; Galuppi, Annamaria; Galione, Antony; Brufani, Mario; Genazzani, Armando A.
[Journal of Medicinal Chemistry, 1999, vol. 42, # 14, p. 2527 - 2534]
- 6
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[ 71280-22-3 ]
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[ 10226-54-7 ]
Yield | Reaction Conditions | Operation in experiment |
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Multi-step reaction with 2 steps
1: 1.) K2CO3 / 1.) DMF, 120 deg C, 1 h, 2.) DMF, 120 deg C
2: HCl, MeOH / Ambient temperature |
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Reference:
[1]Cavallaro, Rosaria A.; Filocamo, Luigi; Galuppi, Annamaria; Galione, Antony; Brufani, Mario; Genazzani, Armando A.
[Journal of Medicinal Chemistry, 1999, vol. 42, # 14, p. 2527 - 2534]
- 7
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[ 10226-54-7 ]
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[ 53547-04-9 ]
Yield | Reaction Conditions | Operation in experiment |
86% by weight |
With sodium borohydrid In ethanol; isopropyl alcohol; acetone; benzene |
3 Preparation of 7-(5-hydroxyhexyl)-1,3-dimethylxanthine
EXAMPLE 3 Preparation of 7-(5-hydroxyhexyl)-1,3-dimethylxanthine 15 g of 7-(5-oxohexyl)-1,3-dimethylxanthine are dissolved in 100 ml of ethanol and mixed portionwise at room temperature with 3.8 g of sodium borohydride (110% of theory) in solid form or in alcoholic suspension. At the end of addition stirring takes place for 30 minutes. Subsequently heating takes place to boiling temperature. At this time the reaction is completed. The course of the reaction is followed by thin layer chromatography. The solvent is evaporated on a rotary evaporator. The residue is boiled e.g. with 50 ml of isopropanol or ethyl acetate. The insoluble substance is filtered off and discarded. The extract is crystallized by evaporation. 7-(5-hydroxyhexyl)-1,3-dimethylxanthine of m.p. 93° to 94° C. in a yield of 86% by weight is obtained. The substance after chromatography with silica gel F254 (Merck sheets) as the absorbent and with a mixture of benzene and acetone in a volume ratio of 60:40 as the eluding agent has a Rf -value of 0.15. |
- 8
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[ 10226-54-7 ]
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[ 2065-66-9 ]
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[ 3487-44-3 ]
Yield | Reaction Conditions | Operation in experiment |
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In water; dimethyl sulfoxide |
29: 1,3-Dimethyl-7-(5-methyl-hex-5-enyl)-xanthine
To prepare triphenyl-methylene-phosphorane, 8.1 g of methyl-triphenyl phosphonium iodide in 20 ml of anhydrous dimethyl-sulphoxide are added to this solution. After stirring for 10 minutes at room temperature, 5.6 g of 1,3-dimethyl-7-(5-oxohexyl)-xanthine in 10 ml of dimethylsulphoxide are added dropwise over 10 minutes, and the temperature is not allowed to exceed 20° C. After standing overnight, the mixture is dissolved in water, extracted with diethyl ether and the ether phase is separated and dried over Na2 SO4. The product obtained after evaporation at reduced pressure is subsequently subjected to a purification by column chromatography on silica gel with methylene chloride/acetone (1:1) as eluent. |
- 9
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[ 58-55-9 ]
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[ 10297-06-0 ]
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[ 10226-54-7 ]
Yield | Reaction Conditions | Operation in experiment |
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Multi-step reaction with 2 steps
1: sodium hydride / N,N-dimethyl-formamide / 12.5 h / 0 - 20 °C
2: methanol; [Co((dimethylglyoximate)BF2)2•2H2O] / 20 h / 65 °C / Sealed tube; Neutral conditions |
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- 10
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[ 78531-04-1 ]
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[ 10226-54-7 ]
Yield | Reaction Conditions | Operation in experiment |
94% |
With methanol; [Co((dimethylglyoximate)BF2)2•2H2O] at 65℃; for 20h; Sealed tube; Neutral conditions; regioselective reaction; |
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- 11
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[ 10226-54-7 ]
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[ CAS Unavailable ]
Yield | Reaction Conditions | Operation in experiment |
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Stage #1: 7-(5-keto-hexyl)-1,3-dimethylxanthine With 2-hydrazinyl-4-methylpyridine; toluene-4-sulfonic acid In 1,4-dioxane at 90℃; for 5h; Inert atmosphere;
Stage #2: With bis(1,5-cyclooctadiene)iridium(I) tetrakis[3,5-bis(trifluoromethyl)phenyl]borate; 1,1-bis-(diphenylphosphino)ethene; buta-1,3-diene In 1,4-dioxane; toluene at 160℃; for 72h; Glovebox; Molecular sieve; |
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- 12
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[ 58-55-9 ]
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[ 87307-20-8 ]
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[ 10226-54-7 ]
Yield | Reaction Conditions | Operation in experiment |
96% |
With tetrabutylammomium bromide; potassium carbonate In acetonitrile at 80℃; for 20h; |
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- 13
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[ 10226-54-7 ]
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[ 58999-36-3 ]
Yield | Reaction Conditions | Operation in experiment |
67% |
Stage #1: Lomifylline With aluminum oxide; N-methylpicolinohydrazonamide In 1,4-dioxane at 90℃; for 24h; Inert atmosphere;
Stage #2: With copper diacetate In water; dimethyl sulfoxide at 20℃; for 20h; Inert atmosphere; Glovebox; Sealed tube; |
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