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Name Arterolane EINECS
CAS No. 664338-39-0 Density 1.202 g/cm3
Solubility Melting Point
Formula C22H36N2O4 Boiling Point 572.161 °C at 760 mmHg
Molecular Weight 392.53224 Flash Point 299.832 °C
Transport Information Appearance
Safety Risk Codes
Molecular Structure Molecular Structure of 664338-39-0 (Arterolane) Hazard Symbols




1. Introduction of Arterolane
Arterolane is {(N-(2-amino-2-methylpropyl)-2-{cis-dispiro[adamantane-2,3'-[1,2,4]trioxolane-5',1"-cyclohexan]-4"-yl}acetamide. The IUPAC name of this chemical is
[(N-(2-amino-2-methylpropyl)-2-cis-dispiro(adamantane-2,3'-[1,2,4]trioxolane-5',1"-cyclohexan)-4"-yl]acetamide. It is a substance being tested for antimalarial activity by Ranbaxy Laboratories.

2.  Properties of Arterolane
Physical properties about Arterolane are:
(1)ACD/LogP: 1.53; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 7.4): 0.146; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 6.694; (8)#H bond acceptors: 6; (9)#H bond donors: 3; (10)#Freely Rotating Bonds: 5; (11)Index of Refraction: 1.564; (12)Molar Refractivity: 106.235 cm3; (13)Molar Volume: 326.515 cm3; (14)Surface Tension: 49.658 dyne/cm; (15)Density: 1.202 g/cm3; (16)Flash Point: 299.832 °C; (17)Enthalpy of Vaporization: 85.776 kJ/mol; (18)Boiling Point: 572.161 °C at 760 mmHg; (19)Vapour Pressure: 0 mmHg at 25°C.

3. Structure Descriptors of Arterolane
(1)Canonical SMILES: CC(C)(CNC(=O)CC1CCC2(CC1)OC3(C4CC5CC(C4)CC3C5)OO2)N
(2)InChI: InChI=1S/C22H36N2O4/c1-20(2,23)13-24-19(25)12-14-3-5-21(6-4-14)26-22(28-27-21)17-8-15-7-16(10-17)11-18(22)9-15/h14-18H,3-13,23H2,1-2H3,(H,24,25)

4. Uses of Arterolane
Arterolane, also known as OZ277 or RBx 11160, is a substance being tested for antimalarial activity. Phase III clinical trials of arterolane, in combination with piperaquine, began in India in 2009. When clinical trial results were disappointing, the MMV withdrew support and Ranbaxy continued developing the drug combination on its own. Arterolane is a new synthetic trioxolane for treatment of uncomplicated Plasmodium falciparum malaria.

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