Basic Information | Post buying leads | Suppliers | Cas Database |
Name |
Omecamtiv mecarbil |
EINECS | N/A |
CAS No. | 873697-71-3 | Density | 1.344 g/cm3 |
PSA | 90.29000 | LogP | 3.01950 |
Solubility | 40.25mg/L at 25℃ | Melting Point |
180℃ |
Formula | C20H24FN5O3 | Boiling Point | 456.78 °C at 760 mmHg |
Molecular Weight | 401.441 | Flash Point | 230.052 °C |
Transport Information | N/A | Appearance | N/A |
Safety | Risk Codes | N/A | |
Molecular Structure | Hazard Symbols | N/A | |
Synonyms |
CK 1827452;UNII-2M19539ERK;Methyl 4-((2-fluoro-3-(((6-methylpyridin-3-yl)carbamoyl)amino)phenyl)methyl) piperazine-1-carboxylate; |
Article Data | 11 |
5-isocyanato-2-methylpyridine
methyl 4-(3-amino-2-fluorobenzyl)piperazine-1-carboxylate
methyl 4-[(2-fluoro-3-{[(6-methylpyridin-3-yl)carbamoyl]amino}phenyl)methyl]piperazine-1-carboxylate
Conditions | Yield |
---|---|
In acetone at 20℃; Heating/reflux; | 86% |
In acetone at 20℃; Heating / reflux; | 86% |
In acetone at 20℃; for 6.65h; Heating / reflux; | 86% |
In acetone at 20℃; Heating / reflux; | 73% |
In acetone for 6.5h; Heating / reflux; | 73% |
methyl 4-(3-amino-2-fluorobenzyl)piperazine-1-carboxylate
phenyl (6-methylpyridin-3-yl)carbamate hydrochloride
methyl 4-[(2-fluoro-3-{[(6-methylpyridin-3-yl)carbamoyl]amino}phenyl)methyl]piperazine-1-carboxylate
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran; acetonitrile at 57℃; for 21h; Industrial scale; | 82% |
With N-ethyl-N,N-diisopropylamine In acetonitrile at 55℃; for 18h; | 47 g |
5-Amino-2-methylpyridine
methyl 4-[(2-fluoro-3-{[(6-methylpyridin-3-yl)carbamoyl]amino}phenyl)methyl]piperazine-1-carboxylate
Conditions | Yield |
---|---|
In toluene at 80℃; for 15h; Inert atmosphere; | 81% |
methyl 4-(3-amino-2-fluorobenzyl)piperazine-1-carboxylate
methyl 4-[(2-fluoro-3-{[(6-methylpyridin-3-yl)carbamoyl]amino}phenyl)methyl]piperazine-1-carboxylate
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran; acetonitrile | 80% |
5-isocyanato-2-methylpyridine
tert-butyl 4-(3-amino-2-fluorobenzyl)piperazine-1-carboxylate
methyl 4-[(2-fluoro-3-{[(6-methylpyridin-3-yl)carbamoyl]amino}phenyl)methyl]piperazine-1-carboxylate
Conditions | Yield |
---|---|
In acetone at 20℃; for 5.65h; Heating / reflux; | 73% |
5-bromo-2-methylpyridine
methyl 4-[(2-fluoro-3-{[(6-methylpyridin-3-yl)carbamoyl]amino}phenyl)methyl]piperazine-1-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: t-BuBrettPhos; palladium diacetate; caesium carbonate / tetrahydrofuran; water / 2 h / 85 °C / Inert atmosphere 2: hydrogenchloride; palladium on carbon; hydrogen / methanol; water / 20 h / 20 °C / 760.05 Torr 3: t-BuBrettPhos; palladium diacetate; caesium carbonate / tetrahydrofuran; water / Inert atmosphere; Heating View Scheme |
methyl piperazine-1-carboxylate
methyl 4-[(2-fluoro-3-{[(6-methylpyridin-3-yl)carbamoyl]amino}phenyl)methyl]piperazine-1-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 1.25 h / 20 °C / Inert atmosphere 2: t-BuBrettPhos; palladium diacetate; caesium carbonate / tetrahydrofuran; water / Inert atmosphere; Heating View Scheme |
methyl 4-[(2-fluoro-3-{[(6-methylpyridin-3-yl)carbamoyl]amino}phenyl)methyl]piperazine-1-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: hydrogenchloride; palladium on carbon; hydrogen / methanol; water / 20 h / 20 °C / 760.05 Torr 2: t-BuBrettPhos; palladium diacetate; caesium carbonate / tetrahydrofuran; water / Inert atmosphere; Heating View Scheme |
(2-methylpyridin-5-yl)urea
methyl 4-(3-chloro-2-fluorobenzyl)piperazine-1-carboxylate
methyl 4-[(2-fluoro-3-{[(6-methylpyridin-3-yl)carbamoyl]amino}phenyl)methyl]piperazine-1-carboxylate
Conditions | Yield |
---|---|
With t-BuBrettPhos; palladium diacetate; caesium carbonate In tetrahydrofuran; water Inert atmosphere; Heating; | 253 mg |
methyl 4-[(2-fluoro-3-{[(6-methylpyridin-3-yl)carbamoyl]amino}phenyl)methyl]piperazine-1-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 6 h / 20 °C / Inert atmosphere 2: tris-(dibenzylideneacetone)dipalladium(0); t-BuBrettPhos; triethylamine / toluene / 16 h / 120 °C / Inert atmosphere 3: toluene / 15 h / 80 °C / Inert atmosphere View Scheme |
The Omecamtiv mecarbil, also known as CK 1827452, is an organic compound with the formula C20H24FN5O3. With the CAS registry number 873697-71-3, its systematic name is methyl 4-(2-fluoro-3-{[(6-methylpyridin-3-yl)carbamoyl]amino}benzyl)piperazine-1-carboxylate. This chemical's classification code is Treatment of Heart Failure; a Cardiac Inotrope. What's more, it is a cardiac specific myosin activator. It is clinically tested for its role in the treatment of left ventricular systolic heart failure.
Physical properties of Omecamtiv mecarbil: (1)ACD/LogP: 1.40; (2)#H bond acceptors: 8; (3)#H bond donors: 2; (4)#Freely Rotating Bonds: 5; (5)Index of Refraction: 1.639; (6)Molar Refractivity: 107.427 cm3; (7)Molar Volume: 298.625 cm3; (8)Surface Tension: 64.952 dyne/cm; (9)Density: 1.344 g/cm3; (10)Flash Point: 230.052 °C; (11)Enthalpy of Vaporization: 71.679 kJ/mol; (12)Boiling Point: 456.78 °C at 760 mmHg; (13)Vapour Pressure: 0 mmHg at 25°C.
You can still convert the following datas into molecular structure:
(1)SMILES: O=C(Nc1ccc(nc1)C)Nc2c(F)c(ccc2)CN3CCN(C(=O)OC)CC3
(2)InChI: InChI=1/C20H24FN5O3/c1-14-6-7-16(12-22-14)23-19(27)24-17-5-3-4-15(18(17)21)13-25-8-10-26(11-9-25)20(28)29-2/h3-7,12H,8-11,13H2,1-2H3,(H2,23,24,27)
(3)InChIKey: RFUBTTPMWSKEIW-UHFFFAOYAF