Benzatropine mesylateProduct ingredient for Benzatropine
- Name
- Benzatropine mesylate
- Drug Entry
- Benzatropine
Benztropine, with the chemical formula 3alpha-diphenylmethoxytropane, is a tropane-based dopamine inhibitor used for the symptomatic treatment of Parkinson's disease. It is a combination molecule between a tropane ring, similar to cocaine, and a diphenyl ether from the dialkylpiperazines determined to be a dopamine uptake inhibitor since 1970. The generation of structure-activity relationships proved that benztropine derivatives with the presence of a chlorine substituent in the para position in one of the phenyl rings produces an increased potency for dopamine uptake inhibition as well as a decreased inhibition of serotonin and norepinephrine.1 Benztropine was developed by USL Pharma and officially approved by the FDA on 1996.9
- Accession Number
- DBSALT000894
- Structure
Structure for Benzatropine mesylate (DBSALT000894)
- Synonyms
- Benztropine mesylate
- UNII
- WMJ8TL7510
- CAS Number
- 132-17-2
- Weight
- Average: 403.54
Monoisotopic: 403.181729592 - Chemical Formula
- C22H29NO4S
- InChI Key
- CPFJLLXFNPCTDW-BWSPSPBFSA-N
- InChI
- InChI=1S/C21H25NO.CH4O3S/c1-22-18-12-13-19(22)15-20(14-18)23-21(16-8-4-2-5-9-16)17-10-6-3-7-11-17;1-5(2,3)4/h2-11,18-21H,12-15H2,1H3;1H3,(H,2,3,4)/t18-,19+,20+;
- IUPAC Name
- (1R,3S,5S)-3-(diphenylmethoxy)-8-methyl-8-azabicyclo[3.2.1]octane; methanesulfonic acid
- SMILES
- CS(O)(=O)=O.[H][C@]12CC[C@]([H])(C[C@@]([H])(C1)OC(C1=CC=CC=C1)C1=CC=CC=C1)N2C
- External Links
- ChemSpider
- 10481911
- ChEBI
- 3049
- ChEMBL
- CHEMBL1200383
- Predicted Properties
Property Value Source Water Solubility 0.00121 mg/mL ALOGPS logP 4.47 ALOGPS logP 4.19 Chemaxon logS -5.4 ALOGPS pKa (Strongest Basic) 9.54 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 2 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 12.47 Å2 Chemaxon Rotatable Bond Count 4 Chemaxon Refractivity 94.24 m3·mol-1 Chemaxon Polarizability 35.54 Å3 Chemaxon Number of Rings 4 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule No Chemaxon