Home Cart Sign in  
Chemical Structure| 120014-06-4 Chemical Structure| 120014-06-4
Chemical Structure| 120014-06-4

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

,{[proInfo.pro_purity]}

Donepezil is a centrally acting reversible AchE inhibitor with IC50 of 8.12 nM and 11.6 nM for bAChE and hAChE, respectively, a medication used to treat Alzheimer's disease.

Synonyms: E2020 free base; Aricept; HSDB 7743

4.5 *For Research Use Only !

{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]} Purity: {[proInfo.pro_purity]}

Change View

Size Price VIP Price

US Stock

Global Stock

In Stock
{[ item.pr_size ]} Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

  • {[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

  • 1-2 Day Shipping
  • High Quality
  • Technical Support
Product Citations

Alternative Products

Product Details of Donepezil

CAS No. :120014-06-4
Formula : C24H29NO3
M.W : 379.49
SMILES Code : C1=C2C(=CC(=C1OC)OC)CC(C2=O)CC4CCN(CC3=CC=CC=C3)CC4
Synonyms :
E2020 free base; Aricept; HSDB 7743
MDL No. :MFCD00912833
InChI Key :ADEBPBSSDYVVLD-UHFFFAOYSA-N
Pubchem ID :3152

Safety of Donepezil

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of Donepezil

* 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 [ 120014-06-4 ]

[ 120014-06-4 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 120014-06-4 ]
  • [ 130-85-8 ]
  • 1-benzyl-4-[(5,6-dimethoxy-1-indanon)-2-yl]methylpiperidine hemipamoate [ No CAS ]
YieldReaction ConditionsOperation in experiment
3 g In water; N,N-dimethyl-formamide; isopropyl alcohol; at 80 - 85℃; for 1h; A mixture of isopropyl alcohol (40 ml), dimethyl formamide (20 ml) and water (40 ml) in round bottom flask was added with donepezi l base (5 gm.) and pamoic acid (2.56 gm.) with stirring at 25°C-30°C. The reaction mixture was heated at 80°C to 85°C and stirred for about 1 hour at same temperature. The resulting reaction mass was then cooled to 25°C-30°C followed by stirring for about 2 hour. The obtained solid was fi ltered under vacuum, washed with isopropyl alcohol ( 10 ml) and dried under vacuum at 50-55°C for 20 hours. Dry weight: 3.0 gm 1 H NMR in accord with structure (400 MHz, DMSO-d6+D20) 8(ppm): 8.26 (2H) s; 8. 1 1 -8.13 (2H) d; 7.72-7.74 (2H) d; 7.50 ( 10H) s; 7.02-7.18 (8H) m; 4.69 (2H) s; 4.23 (4H) s; 3.80-3.86 & 3.85 ( 12H) d; 4.61 (2H) m; 2.60, 3.1 1 -3.15. 3.62 (8H) m; 2.91 -2.94 (4H) m; 1 .81- 1 .97 (4H) m; 1.26-1.38, 1 .70 ( 10 H) m.
In water; dimethyl sulfoxide; at 20℃; for 5h; Example 2: Making donepezil pamoate at a 2: 1 molar ratio of donepezil to pamoic acid from DMSO/water system (Semi-pamoate salt of donepezil)1554 mg of donepezil free base and 776 mg of pamoic acid were dissolved in 6 ml of DMSO and stirred for 5 hours at room temperature. 30 ml of water were added to precipitate the solids. The solids were filtered and dried at 40-50°C to yield donepezil pamoate at a 2: 1 molar ratio of donepezil to pamoic acid. A typical example of an x-ray diffraction pattern for an Example 2 salt is shown in FIG. 3 and the interplanar spacing and typical relative intensities are set forth in Table 2. The key peaks are bolded and underlined in Table 2.
In dimethyl sulfoxide; at 20℃; for 5h; 1554 mg of donepezil freebase and 776 mg of pamoic acid were dissolved in 6 ml of DMSO and stirred for 5 hrs at room temperature. 30 ml of water were added to precipitate the solids. The solids were filtered and dried at 40-50°C to yield donepezil pamoate at a 2: 1 molar ratio of donepezil to pamoic acid. A typical example of an x-ray diffraction pattern for an Example 2 salt is shown in Figure 3 and the interplanar spacing and typical relative intensities are set forth in Table 2.
3 g In water; N,N-dimethyl-formamide; isopropyl alcohol; at 25 - 85℃; for 3h; Example-2 Preparation of Donepezil Hemipamoate A mixture of isopropyl alcohol (40 ml), dimethyl formamide (20 ml) and water (40 ml) in round bottom flask was added with donepezil base (5 gm.) and pamoic acid (2.56 gm.) with stirring at 25° C.-30° C. The reaction mixture was heated at 80° C. to 85° C. and stirred for about 1 hour at same temperature. The resulting reaction mass was then cooled to 25° C.-30° C. followed by stirring for about 2 hour. The obtained solid was filtered under vacuum, washed with isopropyl alcohol (10 ml) and dried under vacuum at 50-55° C. for 20 hours. Dry weight: 3.0 gm 1H NMR in accord with structure (400 MHz, DMSO-d6+D2O) delta(ppm): 8.26 (2H) s; 8.11-8.13 (2H) d; 7.72-7.74 (2H) d; 7.50 (10H) s; 7.02-7.18 (8H) m; 4.69 (2H) s; 4.23 (4H) s; 3.80-3.86 & 3.85 (12H) d; 4.61 (2H) m; 2.60, 3.11-3.15, 3.62 (8H) m; 2.91-2.94 (4H) m; 1.81-1.97 (4H) m; 1.26-1.38, 1.70 (10H) m.
In dimethyl sulfoxide; at 20℃; for 5h; 1554 mg of donepezil free base and 776 mg of pamoic acid were dissolved in 6 ml of DMSO and stirred for 5 hours at room temperature. 30 ml of water were added to precipitate the solids. The solids were filtered and dried at 40-50° C. to yield donepezil pamoate at a 2:1 molar ratio of donepezil to pamoic acid. A typical example of an x-ray diffraction pattern for an Example 2 salt is shown in FIG. 3 and the interplanar spacing and typical relative intensities are set forth in Table 2. The key peaks are bolded and underlined in Table 2.

  • 2
  • [ 120014-06-4 ]
  • [ 130-85-8 ]
  • [ 1417425-02-5 ]
YieldReaction ConditionsOperation in experiment
6 g In methanol; water; N,N-dimethyl-formamide; at 70 - 75℃; for 1h; A mixture of methanol (60 ml), dimethyl formamide (50 ml) and water (60 ml) in round bottom flask was added with donepezil base (5 gm.) and pamoic acid (5.12 gm.) with stirring at 25°C-30°C. The reaction mixture was heated at 70°C to 75°C and stirred for about 1 hour at same temperature. The resulting reaction mass was then cooled to 25°C- 30°C followed by stirring for about 2 hour. The obtained solid was filtered under vacuum, washed with water (25 ml) and dried under vacuum at 50-55°C for 20 hours. Dry weight: 6.0 gm DSC: 245.2°C 1 H N R in accord with structure (400 MHz, DMSO-d6) 5(ppm): 8.35 (2H) s; 8.16-8.18 (2H) d of d; 7.77-7.79 (2H) d; 7.47-7.52 (5H) m; 7.25-7.28 (2H) t; 7.1 1 -7.14 (2H) t; 7.05 (2H) s; 4.75 (2H) s; 4.30 (2H) s; 3.78 & 3.85 (6H) s; 3.37 ( 1 H) bs; 3.16-3.23, 2.61 & 2.65 (4H) m; 2.89-2.92 (2H) m; 1.83- 1.98 (2H) m; 1 .29- 1 .42 & 1 .70 (5H) m.
In water; dimethyl sulfoxide; at 20℃; for 7h; Example 1 : Making donepezil pamoate at a 1 : 1 molar ratio of donepezil to pamoic acid from DMSO/water (Mono-pamoate salt of donepezil)796 mg of donepezil free base and 776 mg of pamoic acid were dissolved in 6 ml of DMSO and stirred for 7 hours at room temperature. 30 ml of water were added to precipitate the solids. The solids were filtered and dried at 40-60 °C to yield donepezil pamoate at a 1 : 1 molar ratio of donepezil to pamoic acid.X-ray powder diffraction ("XRPD") patterns of above solids were obtained using a Bruker D8 Advance x-ray powder diffractometer with copper Ka radiation at a wavelength of 1.5406A. Instrumental conditions included a step size of 0.02°/step, a scan rate of 0.2 seconds/step, a 2-theta range of 3 to 40 degrees, a voltage of 40 kV, a current of 40 mA, and a Lynxeye detector. Samples were packed into recessed sample holders for analysis. A typical example of an x-ray diffraction pattern for an Example 1 salt is shown in FIG. 2. Table 1 sets forth the x-ray diffraction data wherein d(A) represents the interplanar spacing and 1percent represents the typical relative intensities. The key peaks are bolded and underlined in Table 1.
In dimethyl sulfoxide; at 20℃; for 7h; 796 mg of donepezil free base and 776 mg of pamoic acid were dissolved in 6 ml of DMSO and stirred for 7 hrs at room temperature. 30 ml of water were added to precipitate the solids. The solids were filtered and dried at 40-60 °C to yield donepezil pamoate at a 1 : 1 molar ratio of donepezil to pamoic acid. [0055] X-ray powder diffraction ("XRPD") patterns of above solids were obtained using a Bruker D8 Advance x-ray powder diffractometer with copper Koc radiation at a wavelength of 1.5406A. Instrumental conditions included a step size of 0.027step, a scan rate of 0.2 seconds/step, a 2-theta range of 3 to 40 degrees, a voltage of 40 kV, a current of 40 mA, and a Lynxeye detector. Samples were packed into recessed sample holders for analysis. A typical example of an x-ray diffraction pattern for an Example 1 salt is shown in Figure 2. Table 1 sets forth the x-ray diffraction data wherein d(A) represents the interplanar spacing and 1percent represents the typical relative intensities.
6 g In methanol; water; N,N-dimethyl-formamide; at 25 - 75℃; for 3h; Example-1 Preparation of Crystalline Form T1 of Donepezil Monopamoate A mixture of methanol (60 ml), dimethyl formamide (50 ml) and water (60 ml) in round bottom flask was added with donepezil base (5 gm.) and pamoic acid (5.12 gm.) with stirring at 25° C.-30° C. The reaction mixture was heated at 70° C. to 75° C. and stirred for about 1 hour at same temperature. The resulting reaction mass was then cooled to 25° C.-30° C. followed by stirring for about 2 hour. The obtained solid was filtered under vacuum, washed with water (25 ml) and dried under vacuum at 50-55° C. for 20 hours. Dry weight: 6.0 gm DSC: 245.2° C. 1H NMR in accord with structure (400 MHz, DMSO-d6) delta(ppm): 8.35 (2H) s; 8.16-8.18 (2H) d of d; 7.77-7.79 (2H) d; 7.47-7.52 (5H) m; 7.25-7.28 (2H) t; 7.11-7.14 (2H) t; 7.05 (2H) s; 4.75 (2H) s; 4.30 (2H) s; 3.78 & 3.85 (6H) s; 3.37 (1H) bs; 3.16-3.23, 2.61 & 2.65 (4H) m; 2.89-2.92 (2H) m; 1.83-1.98 (2H) m; 1.29-1.42 & 1.70 (5H) m.
In dimethyl sulfoxide; at 20℃; for 7h; 796 mg of donepezil free base and 776 mg of pamoic acid were dissolved in 6 ml of DMSO and stirred for 7 hours at room temperature. 30 ml of water were added to precipitate the solids. The solids were filtered and dried at 40-60° C. to yield donepezil pamoate at a 1:1 molar ratio of donepezil to pamoic acid.

 

Historical Records

Categories