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Chemical Structure| 66172-75-6 Chemical Structure| 66172-75-6
Chemical Structure| 66172-75-6

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Verofylline is an orally available, long-acting, multiacting, methylxanthine-substituted bronchodilator with inhibitory effects on PDE4 for the treatment of asthma disease research obesity.

Synonyms: Verofyllinum;Verofilina;CK-0383

4.5 *For Research Use Only! Not for Human Use. We Do Not Sell to Patients.

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Product Details of Verofylline

CAS No. :66172-75-6
Formula : C12H18N4O2
M.W : 250.30
SMILES Code : O=C1C=2NC(=NC2N(C(=O)N1C)CC(C)CC)C
Synonyms :
Verofyllinum;Verofilina;CK-0383
English Name :1,8-Dimethyl-3-(2-methylbutyl)-3,7-dihydro-1H-purine-2,6-dione
MDL No. :MFCD00867033

Safety of Verofylline

Application In Synthesis of Verofylline

* 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 [ 66172-75-6 ]

[ 66172-75-6 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 630-17-1 ]
  • [ 66172-75-6 ]
  • [ 155006-74-9 ]
YieldReaction ConditionsOperation in experiment
With sodium hydride In N,N-dimethyl-formamide 1.) 1 h, 2.) reflux, 8 h;
YieldReaction ConditionsOperation in experiment
85% 1.7 1,8-dimethyl-3-(2-methyl-1-butyl) xanthine (7) STR18 Step 7 1,8-dimethyl-3-(2-methyl-1-butyl) xanthine (7) STR18 1.26 kg (4.7 mole) of 4-amino-5acetylamino-1-methyl-3-(2-methyl-1-butyl)uracil (6) was added to 3.9 L of 10% sodium hydroxide solution and heated at reflux for 30 min. The solution was filtered and the filtrate cooled to room temperature. The pH of the filtrate was adjusted to 5.0 with glacial acetic acid. After cooling the precipitate was filtered. The crude product was slurried twice with water and dried at 80° C in vacuo to yield about 1.0 kg of 1,8-dimethyl-3-(2-methyl-1-butyl)xanthine (7) (m.p. 189°-191° C). Yield 85%.
85% 1.7 1,8-dimethyl-3-(2-methyl-1-butyl) xanthine (7) STR22 Step 7 1,8-dimethyl-3-(2-methyl-1-butyl) xanthine (7) STR22 1.26 kg (4.7 mole) of 4-amino-5-acetylamino-1-methyl-3-(2-methyl-1-butyl)uracil (6) was added to 3.9 L of 10% sodium hydroxide solution and heated at reflux for 30 min. The solution was filtered and the filtrate cooled to room temperature. The pH of the filtrate was adjusted to 5.0 with glacial acetic acid. After cooling the precipitate was filtered. The crude product was slurried twice with water and dried at 80° C. in vacuo to yield about 1.0 kg of 1,8-dimethyl-3-(2-methyl-1-butyl)xanthine (7) (m.p. 189°-191° C.). Yield 85%.
aus Acetamid 6;
  • 3
  • [ 66172-75-6 ]
  • [ 79-22-1 ]
  • [ 65029-12-1 ]
YieldReaction ConditionsOperation in experiment
82% In tetrahydrofuran 3 EXAMPLE 3 STR23 EXAMPLE 3 STR23 1.0 kg (4.0 mole) of 1,8-dimethyl-3-(2-methyl-1-butyl)-xanthine was suspended in 19.0 L of dry tetrahydrofuran. 288.0 g of sodium hydride (50% in oil) (6.0 mole) was washed with anhydrous ether and was then carefully added to the suspension. The suspension was stirred for 1 hr (a solution resulted). 567.0 g (4.0 mole) of methyl chloroformate was slowly added. After addition was complete the reaction was heated to reflux for 18 hrs. Then the reaction was filtered hot. The filtrate was evaporated and the residue triturated with hexane. The resultant solid was washed with a little ether, filtered and dried at 40° C. in vacuo to yield ~ 1.0 kg of 1,8-dimethyl-3-(2-methyl-1-butyl)xanthine-7-carboxylic acid, methyl ester (m.p. 110°-112° C.). Yield 82%.
 

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