Bitolterol mesylateProduct ingredient for Bitolterol

Show full entry for Bitolterol
Name
Bitolterol mesylate
Drug Entry
Bitolterol

Bitolterol mesylate was used to treat bronchospasms in asthma and COPD. It is a beta-2-adrenergic receptor agonist. Bitolterol was withdrawn from the market by Elan Pharmaceuticals in 2001.

See full entry for Bitolterol
Accession Number
DBSALT002788
Structure
Similar Structures
Synonyms
4-(2-(tert-butylamino)-1-hydroxyethyl)-o-phenylene di-p-toluate mesylate / 4-(2-(tert-butylamino)-1-hydroxyethyl)-o-phenylene di-p-toluate methanesulfonate / 4-[2-(tert-butylamino)-1-hydroxyethyl]-o-phenylene di-p-toluate mesylate / Bitolterol mesilat / Bitolterol mesilate / Bitolterol methanesulfonate / Bitolterol methanesulfonate salt
External IDs
Win 32,784 / Win-32784
UNII
4E53T3611U
CAS Number
30392-41-7
Weight
Average: 557.66
Monoisotopic: 557.208338265
Chemical Formula
C29H35NO8S
InChI Key
HODFCFXCOMKRCG-UHFFFAOYSA-N
InChI
InChI=1S/C28H31NO5.CH4O3S/c1-18-6-10-20(11-7-18)26(31)33-24-15-14-22(23(30)17-29-28(3,4)5)16-25(24)34-27(32)21-12-8-19(2)9-13-21;1-5(2,3)4/h6-16,23,29-30H,17H2,1-5H3;1H3,(H,2,3,4)
IUPAC Name
5-[2-(tert-butylamino)-1-hydroxyethyl]-2-(4-methylbenzoyloxy)phenyl 4-methylbenzoate; methanesulfonic acid
SMILES
CS(O)(=O)=O.CC1=CC=C(C=C1)C(=O)OC1=C(OC(=O)C2=CC=C(C)C=C2)C=C(C=C1)C(O)CNC(C)(C)C
KEGG Drug
D00684
ChemSpider
32524
ChEBI
3134
ChEMBL
CHEMBL1200405
Wikipedia
Bitolterol
Predicted Properties
PropertyValueSource
Water Solubility0.00048 mg/mLALOGPS
logP4.69ALOGPS
logP6.3Chemaxon
logS-6ALOGPS
pKa (Strongest Acidic)14Chemaxon
pKa (Strongest Basic)9.59Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area84.86 Å2Chemaxon
Rotatable Bond Count10Chemaxon
Refractivity132.76 m3·mol-1Chemaxon
Polarizability52.17 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon