(+)-1-[2-(Allyloxy)Phenoxy]-3-(Isopropylamino)Propan-2-Ol
[CAS# 22972-96-9]

Identification

• Name: (+)-1-[2-(Allyloxy)Phenoxy]-3-(Isopropylamino)Propan-2-Ol
• Synonyms: 1-(2-Allyloxyphenoxy)-3-(Isopropylamino)Propan-2-Ol; Prestwick3_001057; Bspbio_001014
• Molecular Formula: C₁₅H₂₃NO₃
• Molecular Weight: 265.35
• CAS Registry Number: 22972-96-9
• EINECS: 245-357-5
• SMILES: C1=C(C(=CC=C1)OCC=C)OCC(CNC(C)C)O
• InChI: 1S/C15H23NO3/c1-4-9-18-14-7-5-6-8-15(14)19-11-13(17)10-16-12(2)3/h4-8,12-13,16-17H,1,9-11H2,2-3H3
• InChIKey: CEMAWMOMDPGJMB-UHFFFAOYSA-N

Properties

• Density: 1.0±0.1g/cm³ (Cal.)
• Boiling point: 403.3±40.0°C at 760 mmHg (Cal.)
• Flash point: 197.7±27.3°C (Cal.)

References

• (1): Johanna Linnankoski, Johanna M Mäkelä, Veli-Pekka Ranta, Arto Urtti, and Marjo Yliperttula. Computational Prediction of Oral Drug Absorption Based on Absorption Rate Constants in Humans, J. Med. Chem., 2006, 49(12), 3674-368123 compounds and their Experimental FA values are given in the paper. These have been provided here.
• (2): Tapan Sanghvi, Nina Ni, Michael Mayersohn, Samuel H. Yalkowsky. Predicting Passive Intestinal Absorption Using A Single Parameter, QSAR Comb. Sci. 2003, 22(2), 247-257131 compounds and their 'Fraction Absorbed' values have been obtained from the table given in the paper. Some compounds had multiple values reported (as obtained from various references). These have been averaged and provided by us in the SDF and AMP files. The "Sanghvi_values.txt" file contains all data (as reported in Table 1) and "Sanghvi_avg_values.txt" contains averaged data for compounds with multiple entries (as reported in Table 2). "Benserazide, HCl" was retrieved as "Benserazide", "Ceftriaxone, Na" as "Ceftriaxone", "Foscarnet, Na" as "Foscarnet", "L-Dopa" as "Levodopa", "L-Leucine" as "Leucine" and "Triacrilast" as "Tiacrilast". The last compound was found to be mispelt as checked from the original reference.
• (3): Isabel Dorronsoro, Antonio Chana, Ma Inés Abasolo, Ana Castro, Carmen Gil, Manfred Stud, Ana Martinez, Dr.. CODES/Neural Network Model: a Useful Tool for in Silico Prediction of Oral Absorption and Blood-Brain Barrier Permeability of Structurally Diverse Drugs, QSAR Comb. Sci., 2004, 23(2-3), 89-98.28 compounds and their % Bioavailable values are given in a table in the paper. "L-Dopa" was retrieved as Levodopa and "alpha-methyldopa" was retrieved as "Methyldopa" from ChemIDplus.
• (4): Katrin Palm, Patric Stenberg, Kristina Luthman, and Per Artursson. Polar Molecular Surface Properties Predict the Intestinal Absorption of Drugs in Humans, Pharm. Res. 1997, 14 (5), 568-571.A total of 20 drugs and their oral drug absorption in humans (FA) values taken from the table given in the paper. "Phenazone" was retrieved as "Antipyrine" from ChemIDplus. In paper, values were given as ± s.d. In AMP file only the value (and not its s.d.) taken as end-point for modeling.
• (5): Matthew D. Wessel, Peter C. Jurs, John W. Tolan, and Steven M. Muskal. Prediction of Human Intestinal Absorption of Drug Compounds from Molecular Structure, J. Chem. Inf. Comput. Sci., 1998, 38(4), 726-735A total of 86 drugs and their %HIA (Human Intestinal Absorption) values taken from the table given in the paper. Compound "trovoflaxicin" was retrieved as "trovafloxacin", "acetylsalicylic acid" as "aspirin", and "phenoxymethylpenicillinic acid" as "penicillinv" from ChemIDplus. Fragment removed from "timolol maleate" during "wash". AMP file has a "Label" column indicating 9 compounds used as a "Cross-Validation Set" and 10 compounds used as an "External Prediction Set" by the authors. Rest of the compounds are labeled as "Training Set".