3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzoic acid
3,5-dichloro-4-aminopyridine
roflumilast
Conditions | Yield |
---|---|
Stage #1: 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzoic acid With pyridine; 2,4,6-trinitrochlorobenzene In 1,4-dioxane at 20 - 35℃; for 3h; Industrial scale; Stage #2: 3,5-dichloro-4-aminopyridine In 1,4-dioxane for 2h; Reagent/catalyst; Solvent; Temperature; Industrial scale; | 95% |
Stage #1: 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzoic acid With 4-methyl-morpholine; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine In dichloromethane at 0 - 20℃; for 3h; Stage #2: 3,5-dichloro-4-aminopyridine In dichloromethane for 2h; Concentration; | 91% |
Stage #1: 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzoic acid With pivaloyl chloride; sodium carbonate In tetrahydrofuran at 25℃; for 2h; Stage #2: 3,5-dichloro-4-aminopyridine In tetrahydrofuran at 50℃; for 4h; Temperature; Solvent; Reagent/catalyst; | 64% |
Stage #1: 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzoic acid With thionyl chloride In toluene Heating / reflux; Stage #2: 3,5-dichloro-4-aminopyridine With sodium hydride In tetrahydrofuran for 1h; Cooling; | 58.6% |
3,5-dichloro-4-aminopyridine
3-(difluoromethoxy)-4-(cyclopropylmethoxy)-benzoic acid
roflumilast
Conditions | Yield |
---|---|
Stage #1: 3-(difluoromethoxy)-4-(cyclopropylmethoxy)-benzoic acid With thionyl chloride In toluene for 2h; Reflux; Stage #2: 3,5-dichloro-4-aminopyridine With sodium hydride In tetrahydrofuran at 15 - 20℃; | 95% |
3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzoic acid
roflumilast
Conditions | Yield |
---|---|
Large scale; | 93% |
Multi-step reaction with 2 steps 1.1: dimethyl sulfoxide / 3 h / 20 °C 2.1: cesium fluoride / dimethyl sulfoxide / 3 h / 90 °C 2.2: 6.5 h / 90 - 95 °C View Scheme |
3,5-dichloro-N-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)benzylidene)pyridin-4-amine
roflumilast
Conditions | Yield |
---|---|
With sodium chlorite; 2-methyl-but-2-ene; acetic acid In water; acetonitrile at 20 - 30℃; for 3h; Cooling with ice; | 92.4% |
With sodium chlorite; 2-methyl-but-2-ene; acetic acid In water; acetonitrile at 20 - 30℃; for 2h; Reagent/catalyst; Cooling with ice; | 82% |
With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene In tetrahydrofuran; water | 57% |
3,5-dichloro-4-aminopyridine
(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)(1H-imidazol-1-yl)methanone
roflumilast
Conditions | Yield |
---|---|
Stage #1: 3,5-dichloro-4-aminopyridine With cesium fluoride In dimethyl sulfoxide at 90℃; for 3h; Stage #2: (3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)(1H-imidazol-1-yl)methanone In dimethyl sulfoxide at 90 - 95℃; for 6.5h; Reagent/catalyst; | 88% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 2h; Temperature; | 82.3% |
3,5-dichloro-4-aminopyridine
(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)(1H-1,2,4-triazol-1-yl)methanone
roflumilast
Conditions | Yield |
---|---|
Stage #1: 3,5-dichloro-4-aminopyridine With cesium fluoride In dimethyl sulfoxide at 90℃; for 3h; Stage #2: (3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)(1H-1,2,4-triazol-1-yl)methanone In dimethyl sulfoxide at 90 - 95℃; for 3h; | 79% |
3-(cyclopropylmethoxy)-4-(difluoromethoxy)benzoyl chloride
roflumilast
Conditions | Yield |
---|---|
In DMF (N,N-dimethyl-formamide) at 15 - 40℃; | |
In 1-methyl-pyrrolidin-2-one at 15 - 40℃; | |
In DMF (N,N-dimethyl-formamide) at 15 - 40℃; | |
In DMF (N,N-dimethyl-formamide) at 15 - 40℃; | |
In tetrahydrofuran at 0 - 10℃; for 2.5h; |
3,5-dichloro-4-aminopyridine
3-(cyclopropylmethoxy)-4-(difluoromethoxy)benzoyl chloride
roflumilast
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran at 0℃; for 0.5h; | |
Stage #1: 3,5-dichloro-4-aminopyridine With sodium hydroxide In toluene for 2h; Stage #2: 3-(cyclopropylmethoxy)-4-(difluoromethoxy)benzoyl chloride In toluene for 6h; Concentration; Temperature; Time; Reflux; | 89.2 %Chromat. |
Stage #1: 3,5-dichloro-4-aminopyridine With sodium hydride In tetrahydrofuran for 0.5h; Stage #2: 3-(cyclopropylmethoxy)-4-(difluoromethoxy)benzoyl chloride In tetrahydrofuran at 20 - 30℃; for 1h; |
3-hydroxy-4-iodobenzoic acid
roflumilast
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: thionyl chloride / 3 h / 50 °C 2: potassium carbonate / N,N-dimethyl-formamide / 2 h / 80 °C / Large scale 3: potassium hydroxide; copper(l) iodide; 8-quinolinol / dimethyl sulfoxide / 30 h / 100 °C / Inert atmosphere; Large scale 4: thionyl chloride / 3 h / 50 °C 5: potassium carbonate / N,N-dimethyl-formamide / 1.25 h / 95 °C 6: sodium hydroxide / methanol / 3 h / 50 °C 7: Large scale View Scheme | |
Multi-step reaction with 7 steps 1: thionyl chloride / 3 h / 50 °C 2: potassium carbonate / N,N-dimethyl-formamide / 2 h / 80 °C / Large scale 3: potassium hydroxide; copper(l) iodide; 8-quinolinol / dimethyl sulfoxide / 30 h / 100 °C / Inert atmosphere; Large scale 4: thionyl chloride / 3 h / 50 °C 5: N,N-dimethyl-formamide / Heating 6: sodium hydroxide / methanol / 3 h / 50 °C 7: Large scale View Scheme |
methyl 3-hydroxy-4-iodobenzoate
roflumilast
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 80 °C / Large scale 2: potassium hydroxide; copper(l) iodide; 8-quinolinol / dimethyl sulfoxide / 30 h / 100 °C / Inert atmosphere; Large scale 3: thionyl chloride / 3 h / 50 °C 4: potassium carbonate / N,N-dimethyl-formamide / 1.25 h / 95 °C 5: sodium hydroxide / methanol / 3 h / 50 °C 6: Large scale View Scheme | |
Multi-step reaction with 6 steps 1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 80 °C / Large scale 2: potassium hydroxide; copper(l) iodide; 8-quinolinol / dimethyl sulfoxide / 30 h / 100 °C / Inert atmosphere; Large scale 3: thionyl chloride / 3 h / 50 °C 4: N,N-dimethyl-formamide / Heating 5: sodium hydroxide / methanol / 3 h / 50 °C 6: Large scale View Scheme |
methyl 3-(cyclopropylmethoxy)-4-iodobenzoate
roflumilast
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: potassium hydroxide; copper(l) iodide; 8-quinolinol / dimethyl sulfoxide / 30 h / 100 °C / Inert atmosphere; Large scale 2: thionyl chloride / 3 h / 50 °C 3: N,N-dimethyl-formamide / Heating 4: sodium hydroxide / methanol / 3 h / 50 °C 5: Large scale View Scheme | |
Multi-step reaction with 5 steps 1: potassium hydroxide; copper(l) iodide; 8-quinolinol / dimethyl sulfoxide / 30 h / 100 °C / Inert atmosphere; Large scale 2: thionyl chloride / 3 h / 50 °C 3: potassium carbonate / N,N-dimethyl-formamide / 1.25 h / 95 °C 4: sodium hydroxide / methanol / 3 h / 50 °C 5: Large scale View Scheme |
3-(cyclopropylmethoxy)-4-hydroxybenzoic acid
roflumilast
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: thionyl chloride / 3 h / 50 °C 2: potassium carbonate / N,N-dimethyl-formamide / 1.25 h / 95 °C 3: sodium hydroxide / methanol / 3 h / 50 °C 4: Large scale View Scheme | |
Multi-step reaction with 4 steps 1: thionyl chloride / 3 h / 50 °C 2: N,N-dimethyl-formamide / Heating 3: sodium hydroxide / methanol / 3 h / 50 °C 4: Large scale View Scheme |
roflumilast
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: potassium carbonate / N,N-dimethyl-formamide / 1.25 h / 95 °C 2: sodium hydroxide / methanol / 3 h / 50 °C 3: Large scale View Scheme | |
Multi-step reaction with 3 steps 1: N,N-dimethyl-formamide / Heating 2: sodium hydroxide / methanol / 3 h / 50 °C 3: Large scale View Scheme |
roflumilast
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sodium hydroxide / methanol / 3 h / 50 °C 2: Large scale View Scheme |
4-difluoromethoxy-3-hydroxybenzaldehyde
roflumilast
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: potassium carbonate; potassium iodide / acetone / 0.5 h / Inert atmosphere; Reflux 1.2: 12.5 h / 20 °C / Inert atmosphere; Reflux 2.1: aminosulfonic acid; sodium chlorite / water; acetonitrile / 5 h / 0 - 20 °C 3.1: thionyl chloride; N,N-dimethyl-formamide / toluene / 3 h / Reflux 4.1: sodium hydroxide / toluene / 2 h 4.2: 6 h / Reflux View Scheme | |
Multi-step reaction with 4 steps 1.1: potassium carbonate; potassium iodide / dimethyl sulfoxide / 1 h / 70 °C 1.2: 4 h / 70 °C 2.1: acetic acid; aminosulfonic acid / 5 - 20 °C 3.1: dimethyl sulfoxide / 2 h / 20 °C 4.1: cesium fluoride / dimethyl sulfoxide / 3 h / 90 °C 4.2: 3 h / 90 - 95 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: potassium carbonate; potassium iodide / dimethyl sulfoxide / 1 h / 70 °C 1.2: 4 h / 70 °C 2.1: acetic acid; aminosulfonic acid / 5 - 20 °C 3.1: dimethyl sulfoxide / 3 h / 20 °C 4.1: cesium fluoride / dimethyl sulfoxide / 3 h / 90 °C 4.2: 6.5 h / 90 - 95 °C View Scheme |
3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde
roflumilast
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: aminosulfonic acid; sodium chlorite / water; acetonitrile / 5 h / 0 - 20 °C 2.1: thionyl chloride; N,N-dimethyl-formamide / toluene / 3 h / Reflux 3.1: sodium hydroxide / toluene / 2 h 3.2: 6 h / Reflux View Scheme | |
Multi-step reaction with 3 steps 1: amberlyst 15 wet (9.0 g, 30percent w/w) / toluene / 20 °C / Inert atmosphere; Reflux 2: trifluoroacetic acid / toluene / 40 - 110 °C 3: sodium chlorite; acetic acid; 2-methyl-but-2-ene / water; acetonitrile / 2 h / 20 - 30 °C / Cooling with ice View Scheme | |
Multi-step reaction with 3 steps 1.1: acetic acid; aminosulfonic acid / 5 - 20 °C 2.1: dimethyl sulfoxide / 2 h / 20 °C 3.1: cesium fluoride / dimethyl sulfoxide / 3 h / 90 °C 3.2: 3 h / 90 - 95 °C View Scheme |
3,5-dichloro-4-aminopyridine
3-(cyclopropylmethoxy)-4-(difluoromethoxy)-benzaldehyde
roflumilast
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: N,O-Bis(trimethylsilyl)trifluoroacetamide; toluene-4-sulfonic acid / acetonitrile / 48 h / Reflux 2: sodium chlorite; acetic acid; 2-methyl-but-2-ene / water; acetonitrile / 2 h / 20 - 30 °C / Cooling with ice View Scheme | |
Multi-step reaction with 2 steps 1.1: trifluoroacetic acid; trimethyl orthoformate / toluene / 20 - 30 °C / Inert atmosphere; Reflux 1.2: 40 - 110 °C 2.1: sodium chlorite; acetic acid; 2-methyl-but-2-ene / water; acetonitrile / 3 h / 20 - 30 °C / Cooling with ice View Scheme |
C14H18F2O4
roflumilast
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: trifluoroacetic acid / toluene / 40 - 110 °C 2: sodium chlorite; acetic acid; 2-methyl-but-2-ene / water; acetonitrile / 2 h / 20 - 30 °C / Cooling with ice View Scheme |
3,4-dihydroxybenzaldehyde
roflumilast
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: potassium carbonate / N,N-dimethyl-formamide / 20 - 85 °C 1.2: 8 - 10 h / Inert atmosphere 2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 6 h / 75 - 80 °C 3.1: aminosulfonic acid; acetic acid / water / 5 - 10 °C 3.2: 1 h / 5 - 10 °C 4.1: thionyl chloride / tetrahydrofuran / 0.5 h / 20 - 45 °C 5.1: sodium hydride / tetrahydrofuran / 0.5 h 5.2: 1 h / 20 - 30 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: tetrabutylammonium hydrogen sulfide; sodium hydroxide / 3 h / 60 - 65 °C 2.1: potassium carbonate; potassium iodide; trimethylbenzylammonium bromide / tetrahydrofuran / 0 °C / Reflux 3.1: sodium chlorite; aminosulfonic acid / acetic acid; water / 1 h / 20 °C 4.1: 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; 4-methyl-morpholine / dichloromethane / 3 h / 0 - 20 °C 4.2: 2 h View Scheme | |
Multi-step reaction with 5 steps 1: sodium hydroxide / water / Heating 2: potassium carbonate / tetrahydrofuran / 14 h / Reflux 3: sodium chlorite; acetic acid; aminosulfonic acid / Cooling with ice 4: thionyl chloride / N,N-dimethyl-formamide; toluene / 3 h / 80 °C 5: tetrahydrofuran / 2.5 h / 0 - 10 °C View Scheme |
roflumilast
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: potassium permanganate; sulfuric acid 2: thionyl chloride / N,N-dimethyl-formamide / Reflux 3: triethylamine / water / 3 °C 4: hydrogenchloride 5: sulfuric acid / 7 h / 140 °C / Inert atmosphere 6: hydrogen iodide / ethanol / 2 h 7: sulfuric acid / 7 h / 140 °C / Inert atmosphere View Scheme |
roflumilast
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: thionyl chloride / N,N-dimethyl-formamide / Reflux 2: triethylamine / water / 3 °C 3: hydrogenchloride 4: sulfuric acid / 7 h / 140 °C / Inert atmosphere 5: hydrogen iodide / ethanol / 2 h 6: sulfuric acid / 7 h / 140 °C / Inert atmosphere View Scheme |
roflumilast
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: triethylamine / water / 3 °C 2: hydrogenchloride 3: sulfuric acid / 7 h / 140 °C / Inert atmosphere 4: hydrogen iodide / ethanol / 2 h 5: sulfuric acid / 7 h / 140 °C / Inert atmosphere View Scheme |
roflumilast
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: hydrogenchloride 2: sulfuric acid / 7 h / 140 °C / Inert atmosphere 3: hydrogen iodide / ethanol / 2 h 4: sulfuric acid / 7 h / 140 °C / Inert atmosphere View Scheme |
3-hydroxy-N-(3,5-dichloropyridin-4-yl)-4-methoxybenzamide
roflumilast
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: sulfuric acid / 7 h / 140 °C / Inert atmosphere 2: hydrogen iodide / ethanol / 2 h 3: sulfuric acid / 7 h / 140 °C / Inert atmosphere View Scheme |
3-(cyclopropylmethoxy)-N-(3,5-dichloropyridin-4-yl)-4-(methoxy)benzamide
roflumilast
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: hydrogen iodide / ethanol / 2 h 2: sulfuric acid / 7 h / 140 °C / Inert atmosphere View Scheme |
difluoromethyl alcohol
roflumilast
Conditions | Yield |
---|---|
With sulfuric acid at 140℃; for 7h; Inert atmosphere; | 20.76 g |
2-chloro-1-methoxy-4-methylbenzene
roflumilast
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1: sodium hydroxide / toluene / 360 °C / 150015 Torr 2: potassium permanganate; sulfuric acid 3: thionyl chloride / N,N-dimethyl-formamide / Reflux 4: triethylamine / water / 3 °C 5: hydrogenchloride 6: sulfuric acid / 7 h / 140 °C / Inert atmosphere 7: hydrogen iodide / ethanol / 2 h 8: sulfuric acid / 7 h / 140 °C / Inert atmosphere View Scheme |
4-(difluoromethoxy)benzoic acid
roflumilast
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: bis(trichloromethyl) carbonate; triethylamine / toluene / 6 h / 90 °C 2: potassium tert-butylate / tetrahydrofuran / 3 h / 20 °C 3: trichlorophosphate / 21 h / 30 - 80 °C / Inert atmosphere 4: dihydrogen peroxide; sulfuric acid / methanol / 10 h / 20 - 30 °C 5: potassium carbonate / N,N-dimethyl-formamide / 2 h / 80 °C View Scheme |
roflumilast
Conditions | Yield |
---|---|
With 3-chloro-benzenecarboperoxoic acid In chloroform at 20℃; for 44h; Product distribution / selectivity; | 93% |
With dihydrogen peroxide; acetic acid at 70℃; for 6h; Temperature; | 82.7% |
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 20℃; for 18h; |
Conditions | Yield |
---|---|
With TEMPO; 3,6‐di‐tert‐butyl‐9‐mesityl‐10‐phenylacridin‐10‐ium tetrafluoroborate; oxygen In 1,2-dichloro-ethane at 37℃; for 14h; Sealed tube; Irradiation; regioselective reaction; | 62% |
Conditions | Yield |
---|---|
With TEMPO; 3,6‐di‐tert‐butyl‐9‐mesityl‐10‐phenylacridin‐10‐ium tetrafluoroborate; oxygen In 1,2-dichloro-ethane at 37℃; for 14h; Sealed tube; Irradiation; regioselective reaction; | 57% |
Conditions | Yield |
---|---|
With TEMPO; 3,6‐di‐tert‐butyl‐9‐mesityl‐10‐phenylacridin‐10‐ium tetrafluoroborate; oxygen In 1,2-dichloro-ethane at 37℃; for 14h; Sealed tube; Irradiation; regioselective reaction; | 53% |
Conditions | Yield |
---|---|
With TEMPO; 3,6‐di‐tert‐butyl‐9‐mesityl‐10‐phenylacridin‐10‐ium tetrafluoroborate; oxygen In 1,2-dichloro-ethane at 37℃; for 14h; Sealed tube; Irradiation; regioselective reaction; | 51% |
chloroacetonitrile
roflumilast
Conditions | Yield |
---|---|
Stage #1: roflumilast With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.25h; Inert atmosphere; Stage #2: chloroacetonitrile With sodium iodide In N,N-dimethyl-formamide; mineral oil at 20℃; for 2h; Inert atmosphere; | 48% |
cyclohexane
roflumilast
Conditions | Yield |
---|---|
With hydrogenchloride; dihydrogen peroxide In water; acetonitrile at 20℃; for 18h; Minisci Aromatic Substitution; Inert atmosphere; Irradiation; Green chemistry; | 48% |
With hydrogenchloride; tetraethylammonium chloride In water; acetonitrile at 34 - 42℃; Electrochemical reaction; Irradiation; Inert atmosphere; | 44% |
roflumilast
Conditions | Yield |
---|---|
Stage #1: tert-butyl ((3-chloro-5,6-dicyanopyrazin-2-yl)oxy)carbamate; roflumilast With N,O-bis-(trimethylsilyl)-acetamide In 1,4-dioxane at 80℃; for 3h; Stage #2: With acetic acid; zinc In 1,4-dioxane at 20℃; for 3h; chemoselective reaction; | 42% |
bromethyl methyl ether
roflumilast
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 2h; Inert atmosphere; | 34% |
3-(tert-butyldimethylsilyloxy)propyl bromide
roflumilast
Conditions | Yield |
---|---|
With sodium hydride In mineral oil at 20 - 70℃; for 12h; Inert atmosphere; | 31% |
Chloroacetamide
roflumilast
Conditions | Yield |
---|---|
Stage #1: roflumilast With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.25h; Inert atmosphere; Stage #2: Chloroacetamide With sodium iodide In N,N-dimethyl-formamide; mineral oil at 20℃; for 12h; Inert atmosphere; | 16% |
Conditions | Yield |
---|---|
With potassium hydroxide In dimethyl sulfoxide at 100℃; for 24h; Inert atmosphere; | 14% |
The IUPAC name of Roflumilast is 3-(cyclopropylmethoxy)-N-(3,5-dichloropyridin-4-yl)-4-(difluoromethoxy)benzamide. With the CAS registry number 162401-32-3, it is also named as Benzamide, 3-(cyclopropylmethoxy)-N-(3,5-dichloro-4-pyridinyl)-4-(difluoromethoxy)-. The product's categories are All Inhibitors; Inhibitors; Intermediates & Fine Chemicals; Pharmaceuticals. It is crystalline solid which is a drug which acts as a selective, long-acting inhibitor of the enzyme PDE-4.
The other characteristics of this product can be summarized as: (1)ACD/LogP4.24: ; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.24; (4)ACD/LogD (pH 7.4): 4.24; (5)ACD/BCF (pH 5.5): 975.07; (6)ACD/BCF (pH 7.4): 983.7; (7)ACD/KOC (pH 5.5): 4786.84; (8)ACD/KOC (pH 7.4): 4829.22; (9)#H bond acceptors: 5; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 7; (12)Index of Refraction: 1.599; (13)Molar Refractivity: 93.97 cm3; (14)Molar Volume: 274.8 cm3; (15)Polarizability: 37.25×10-24 cm3; (16)Surface Tension: 52.8 dyne/cm; (17)Enthalpy of Vaporization: 73.36 kJ/mol; (18)Vapour Pressure: 4.86E-09 mmHg at 25°C; (19)Rotatable Bond Count: 7; (20)Tautomer Count: 3; (21)Exact Mass: 402.034954; (22)MonoIsotopic Mass: 402.034954; (23)Topological Polar Surface Area: 60.4; (24)Heavy Atom Count: 26; (25)Complexity: 475.
Preparation of Roflumilast: It can be obtained by the following method:
Uses of Roflumilast: It has antiinflammatory effects and is under development as an orally administered drug for the treatment of inflammatory conditions of the lungs such as asthma, and chronic obstructive pulmonary disease (COPD).
People can use the following data to convert to the molecule structure.
1. SMILES:Clc3c(N(OCC1CC1)C(=O)c2ccc(OC(F)F)cc2)c(Cl)cnc3
2. InChI:InChI=1/C17H14Cl2F2N2O3/c18-13-7-22-8-14(19)15(13)23(25-9-10-1-2-10)16(24)11-3-5-12(6-4-11)26-17(20)21/h3-8,10,17H,1-2,9H2
3. InChIKey:IWONQDOIPBAXGV-UHFFFAOYAH
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