Protriptyline hydrochlorideProduct ingredient for Protriptyline
- Name
- Protriptyline hydrochloride
- Drug Entry
- Protriptyline
Protriptyline hydrochloride is a dibenzocycloheptene-derivative tricyclic antidepressant (TCA). TCAs are structurally similar to phenothiazines. They contain a tricyclic ring system with an alkyl amine substituent on the central ring. In non-depressed individuals, protriptyline does not affect mood or arousal, but may cause sedation. In depressed individuals, protriptyline exerts a positive effect on mood. TCAs are potent inhibitors of serotonin and norepinephrine reuptake. In addition, TCAs down-regulate cerebral cortical β-adrenergic receptors and sensitize post-synaptic serotonergic receptors with chronic use. The antidepressant effects of TCAs are thought to be due to an overall increase in serotonergic neurotransmission. TCAs also block histamine H1 receptors, alpha1-adrenergic receptors and muscarinic receptors, which accounts for their sedative, hypotensive and anticholinergic effects (e.g. blurred vision, dry mouth, constipation, urinary retention), respectively. See toxicity section below for a complete listing of side effects. Protriptyline may be used for the treatment of depression.
- Accession Number
- DBSALT001192
- Structure
Structure for Protriptyline hydrochloride (DBSALT001192)
- Synonyms
- Protriptyline HCl
- UNII
- 44665V00O8
- CAS Number
- 1225-55-4
- Weight
- Average: 299.84
Monoisotopic: 299.1440774 - Chemical Formula
- C19H22ClN
- InChI Key
- OGQDIIKRQRZXJH-UHFFFAOYSA-N
- InChI
- InChI=1S/C19H21N.ClH/c1-20-14-6-11-19-17-9-4-2-7-15(17)12-13-16-8-3-5-10-18(16)19;/h2-5,7-10,12-13,19-20H,6,11,14H2,1H3;1H
- IUPAC Name
- methyl(3-{tricyclo[9.4.0.0³,⁸]pentadeca-1(15),3,5,7,9,11,13-heptaen-2-yl}propyl)amine hydrochloride
- SMILES
- Cl.CNCCCC1C2=CC=CC=C2C=CC2=CC=CC=C12
- External Links
- ChemSpider
- 13999
- ChEBI
- 8598
- ChEMBL
- CHEMBL1200332
- Wikipedia
- Protriptyline
- Predicted Properties
Property Value Source Water Solubility 0.000231 mg/mL ALOGPS logP 4.65 ALOGPS logP 4.5 Chemaxon logS -6.1 ALOGPS pKa (Strongest Basic) 10.54 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 1 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 12.03 Å2 Chemaxon Rotatable Bond Count 4 Chemaxon Refractivity 87.3 m3·mol-1 Chemaxon Polarizability 31.6 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule No Chemaxon