3-(cyclopentyloxy)-N-(3,5-dichloro-4-pyridyl)-4-methoxybenzamide

The Piclamilast, with the CAS registry number 144035-83-6, is also known as N-(3,5-Dichloropyrid-4-yl)-3-cyclopentyloxy-4-methoxybenzamide. It belongs to the classification codes of Anti-asthmatic [type IV phosphodiesterase inhibitor]; Enzyme; Inhibitors; Phosphodiesterase 4 Inhibitors; Phosphodiesterase Inhibitors. This chemical's molecular formula is C₁₈H₁₈Cl₂N₂O₃ and molecular weight is 381.25. What's more, both its IUPAC name and systematic name are the same which is called 3-Cyclopentyloxy-N-(3,5-dichloropyridin-4-yl)-4-methoxybenzamide. Piclamilast has been investigated for its applications to the treatment of conditions such as chronic obstructive pulmonary disease, bronchopulmonary dysplasia and asthma.

Physical properties about Piclamilast are: (1)ACD/LogP: 2.531; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.53; (4)ACD/LogD (pH 7.4): 2.53; (5)ACD/BCF (pH 5.5): 49.42; (6)ACD/BCF (pH 7.4): 49.24; (7)ACD/KOC (pH 5.5): 567.67; (8)ACD/KOC (pH 7.4): 565.64; (9)#H bond acceptors: 5; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 60.45 Å²; (13)Index of Refraction: 1.626; (14)Molar Refractivity: 98.49 cm³; (15)Molar Volume: 278.201 cm³; (16)Polarizability: 39.045×10^-24cm³; (17)Surface Tension: 53.825 dyne/cm; (18)Density: 1.37 g/cm³; (19)Flash Point: 224.636 °C; (20)Enthalpy of Vaporization: 70.623 kJ/mol; (21)Boiling Point: 447.823 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25 °C.

Preparation of Piclamilast: this chemical can be prepared by cyclopentyl with isovanillin. This reaction needs reagent thionyl chloride and 4-amino-3,5-dichloropyridine.

You can still convert the following datas into molecular structure:
(1) SMILES: Clc3c(NC(=O)c2ccc(OC)c(OC1CCCC1)c2)c(Cl)cnc3
(2) InChI: InChI=1S/C18H18Cl2N2O3/c1-24-15-7-6-11(8-16(15)25-12-4-2-3-5-12)18(23)22-17-13(19)9-21-10-14(17)20/h6-10,12H,2-5H2,1H3,(H,21,22,23)
(3) InChIKey: RRRUXBQSQLKHEL-UHFFFAOYSA-N