Products Categories
CAS No.: | 706779-91-1 |
---|---|
Name: | Pimavanserin |
Article Data: | 39 |
Molecular Structure: | |
Formula: | C25H34FN3O2 |
Molecular Weight: | 427.562 |
Synonyms: | N-(4-Fluorobenzyl)-N-(1-methylpiperidin-4-yl)-N'-[[4-(2-methylpropyloxy)phenyl]methyl]carbamide;1-(4-Fluorobenzyl)-3-(4-isobutoxybenzyl)-1-(1-methylpiperidin-4-yl)urea; |
EINECS: | 1806241-263-5 |
Density: | 1.15 g/cm3 |
Melting Point: | 100-103 oC |
Boiling Point: | 604.222 °C at 760 mmHg |
Flash Point: | 319.222 °C |
Appearance: | Pale Yellow to Pale Orange Solid |
Hazard Symbols: | Xi |
Safety: | 24/25 |
PSA: | 44.81000 |
LogP: | 4.99530 |
N-(1-methylpiperidin-4-yl)-N-(4-fluorophenylmethyl)-N′-(4-(2-methylpropyloxyl)phenylmethyl)carbamide
Conditions | Yield |
---|---|
In toluene at 50℃; for 15h; | 100% |
N- [(4-fluorophenyl)methyl]-1-methylpiperidin-4-amine
1-[4-(2-methylpropyloxy)phenyl]methanamine
1,1'-carbonyldiimidazole
N-(1-methylpiperidin-4-yl)-N-(4-fluorophenylmethyl)-N′-(4-(2-methylpropyloxyl)phenylmethyl)carbamide
Conditions | Yield |
---|---|
Stage #1: 1-[4-(2-methylpropyloxy)phenyl]methanamine; 1,1'-carbonyldiimidazole In toluene at 20℃; for 1h; Stage #2: N- [(4-fluorophenyl)methyl]-1-methylpiperidin-4-amine In toluene at 50℃; for 15h; | 96% |
Stage #1: 1-[4-(2-methylpropyloxy)phenyl]methanamine; 1,1'-carbonyldiimidazole In dichloromethane at 0 - 5℃; for 0.5h; Stage #2: N- [(4-fluorophenyl)methyl]-1-methylpiperidin-4-amine In dichloromethane at 18 - 22℃; for 12h; Temperature; | 85% |
N-(1-methylpiperidin-4-yl)-N-(4-fluorophenylmethyl)-N′-(4-(2-methylpropyloxyl)phenylmethyl)carbamide
Conditions | Yield |
---|---|
With potassium carbonate at 65 - 70℃; for 18h; | 95.6% |
N- [(4-fluorophenyl)methyl]-1-methylpiperidin-4-amine
di(succinimido) carbonate
1-[4-(2-methylpropyloxy)phenyl]methanamine
N-(1-methylpiperidin-4-yl)-N-(4-fluorophenylmethyl)-N′-(4-(2-methylpropyloxyl)phenylmethyl)carbamide
Conditions | Yield |
---|---|
Stage #1: N- [(4-fluorophenyl)methyl]-1-methylpiperidin-4-amine; di(succinimido) carbonate With 4-methyl-morpholine In dichloromethane at -5 - 25℃; for 5h; Stage #2: 1-[4-(2-methylpropyloxy)phenyl]methanamine In dichloromethane at 25℃; for 10h; Solvent; Temperature; Time; | 95% |
N-(1-methylpiperidin-4-yl)-N-(4-fluorophenylmethyl)-N′-(4-(2-methylpropyloxyl)phenylmethyl)carbamide
Conditions | Yield |
---|---|
With silver carbonate In acetonitrile at 20℃; for 24h; Reagent/catalyst; Green chemistry; | 94.2% |
N- [(4-fluorophenyl)methyl]-1-methylpiperidin-4-amine
N-(1-methylpiperidin-4-yl)-N-(4-fluorophenylmethyl)-N′-(4-(2-methylpropyloxyl)phenylmethyl)carbamide
Conditions | Yield |
---|---|
With potassium carbonate In toluene at 90℃; for 24h; Reagent/catalyst; Temperature; | 92% |
With triethylamine In ethanol for 6h; Reflux; | 91% |
With triethylamine In ethanol for 12h; Reflux; Green chemistry; | 84.5% |
4-isobutoxybenzaldehyde
N-(1-methylpiperidin-4-yl)-N-(4-fluorophenylmethyl)-N′-(4-(2-methylpropyloxyl)phenylmethyl)carbamide
Conditions | Yield |
---|---|
Stage #1: 1-(4-fluorobenzyl)-1-(1-methylpiperidin-4-yl)urea; 4-isobutoxybenzaldehyde With titanium(IV) isopropylate In tetrahydrofuran at 20℃; for 10h; Stage #2: With sodium tetrahydroborate at -5 - 0℃; for 6h; | 92% |
With 1,1,3,3-Tetramethyldisiloxane; trifluoroacetic acid In toluene for 24h; Reagent/catalyst; Solvent; Time; Inert atmosphere; | 82% |
1,1'-carbonyldiimidazole
N-(1-methylpiperidin-4-yl)-N-(4-fluorophenylmethyl)-N′-(4-(2-methylpropyloxyl)phenylmethyl)carbamide
Conditions | Yield |
---|---|
Stage #1: 4-isobutoxybenzylamine acetate; 1,1'-carbonyldiimidazole With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 5℃; for 0.5h; Stage #2: N-(4-fluorobenzyl)-1-methylpiperidin-4-amine oxalate With N-ethyl-N,N-diisopropylamine In dichloromethane at 15 - 25℃; for 10h; | 90.4% |
N- [(4-fluorophenyl)methyl]-1-methylpiperidin-4-amine
1,1'-carbonyldiimidazole
N-(1-methylpiperidin-4-yl)-N-(4-fluorophenylmethyl)-N′-(4-(2-methylpropyloxyl)phenylmethyl)carbamide
Conditions | Yield |
---|---|
Stage #1: 4-isobutoxybenzylamine acetate; 1,1'-carbonyldiimidazole With triethylamine In dichloromethane at 0 - 5℃; for 0.5h; Stage #2: N- [(4-fluorophenyl)methyl]-1-methylpiperidin-4-amine In dichloromethane at 15 - 25℃; for 8h; | 90.3% |
1-[4-(2-methylpropyloxy)phenyl]methanamine
N-(1-methylpiperidin-4-yl)-N-(4-fluorophenylmethyl)-N′-(4-(2-methylpropyloxyl)phenylmethyl)carbamide
Conditions | Yield |
---|---|
With N,N'-bis(4-isobutoxybenzyl)urea; potassium carbonate In toluene at 65 - 80℃; for 5h; Reagent/catalyst; Temperature; | 90% |
With triethylamine In acetonitrile at 50 - 60℃; for 12h; | 75% |
The Pimavanserin, with the CAS registry number 706779-91-1, is also known as N-(4-Fluorophenylmethyl)-N-(1-methylpiperidin-4-yl)-N'-(4-(2-methylpropyloxy)phenylmethyl)carbamide. It belongs to the product categories of Intermediates & Fine Chemicals; Pharmaceuticals. This chemical's molecular formula is C25H34FN3O2 and molecular weight is 427.55. What's more, both its IUPAC name and systematic name are the same which is called 1-[(4-Fluorophenyl)methyl]-1-(1-methylpiperidin-4-yl)-3-[[4-(2-methylpropoxy)phenyl]methyl]urea. Pimavanserin is a drug developed by Acadia Pharmaceuticals which acts as an inverse agonist on the serotonin receptor subtype 5-HT2A, with 10x selectivity over 5-HT2C, and no significant affinity or activity at 5-HT2B or dopamine receptors. When you are dealing with this chemical, you should be very careful. This chemical may cause inflammation to the skin or other mucous membranes.
Physical properties about Pimavanserin are: (1)ACD/LogP: 4.09; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2; (4)ACD/LogD (pH 7.4): 3; (5)ACD/BCF (pH 5.5): 2; (6)ACD/BCF (pH 7.4): 44; (7)ACD/KOC (pH 5.5): 9 ; (8)ACD/KOC (pH 7.4): 173; (9)#H bond acceptors: 5 ; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 8; (12)Polar Surface Area: 44.81 Å2; (13)Index of Refraction: 1.576; (14)Molar Refractivity: 122.952 cm3; (15)Molar Volume: 371.779 cm3; (16)Surface Tension: 47.65 dyne/cm; (17)Density: 1.15 g/cm3; (18)Flash Point: 319.222 °C; (19)Enthalpy of Vaporization: 89.857 kJ/mol; (20)Boiling Point: 604.222 °C at 760 mmHg; (21)Vapour Pressure: 0 mmHg at 25 °C.
You can still convert the following datas into molecular structure:
(1) SMILES: Fc1ccc(cc1)CN(C(=O)NCc2ccc(OCC(C)C)cc2)C3CCN(C)CC3
(2) InChI: InChI=1S/C25H34FN3O2/c1-19(2)18-31-24-10-6-20(7-11-24)16-27-25(30)29(23-12-14-28(3)15-13-23)17-21-4-8-22(26)9-5-21/h4-11,19,23H,12-18H2,1-3H3,(H,27,30)
(3) InChIKey: RKEWSXXUOLRFBX-UHFFFAOYSA-N