diethyl[1-(10H-phenothiazin-10-yl)propan-2-yl]amine

• ChemBase ID: 275
• Molecular Formular: C19H24N2S
• Molecular Mass: 312.47226
• Monoisotopic Mass: 312.16601978
• SMILES: S1c2c(N(CC(N(CC)CC)C)c3c1cccc3)cccc2
• Canonical SMILES: CCN(C(CN1c2ccccc2Sc2c1cccc2)C)CC
• InChI: InChI=1S/C19H24N2S/c1-4-20(5-2)15(3)14-21-16-10-6-8-12-18(16)22-19-13-9-7-11-17(19)21/h6-13,15H,4-5,14H2,1-3H3
• InChIKey: CDOZDBSBBXSXLB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: diethyl[1-(10H-phenothiazin-10-yl)propan-2-yl]amine
• IUPAC Traditional name: profenamine
• Brand Name: Dibutil; Lysivane; Parcidol; Pardidol; Pardisol; Parfezin; Parfezine; Parkin; Parkisol; Parphezein; Parphezin; Parsidol; Parsitan; Parsotil; Prodictazin; Rochipel; Rocipel; Rodipal; Tomil; Parsidan
• Synonyms: Ethopropazine Hydrochloride; Ethapropazine; Ethopromazine; Etopropezina; Aethopropropazin; Athapropazine; Athopropazin; Isothazine hydrochloride; Isothazine; Isotazin; Isopthazine; Fenpropazina; Isothiazine; Profenaminum [INN-Latin]; Profenamine monohydrochloride; Profenamine hydrochloride; Profenamine; Profenamina [Italian]; Profenamina [INN-Spanish]; Prophenamine; Prophenaminum; Prodierazine; Phenoprozine; Phenopropazine; Fempropazine; Ethopropazine

Database IDs

• CAS Number: 1094-08-2
• PubChem SID: 160963738; 46507375
• PubChem CID: 3290

CALCULATED PROPERTIES

JChem

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.5971804
• LogD (pH = 7.4): 2.8187735
• Log P: 5.001187
• Molar Refractivity: 98.0021 cm^3
• Polarizability: 37.847862 Å^3
• Polar Surface Area: 6.48 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 5.75
• LOG S: -4.78
• Solubility (Water): 5.24e-03 g/l

PROPERTIES

Physical Property

• Solubility: 0.693 mg/L
• Hydrophobicity(logP): 5.2

DETAILS

DrugBank - DB00392

• Drug Groups: approved
• Description: Ethopropazine (also known as profenamine hydrochloride) is a medication derived from phenothiazine. It is primarily used as an antidyskinetic to treat parkinsonism. It is sold under the trade names Parsidol in the United States and Parsidan in Canada.
• Indication: For use in the treatment of Parkinson's disease and also used to control severe reactions to certain medicines such as reserpine.
• Pharmacology: Ethopropazine, a phenothiazine and antidyskinetic, is used in the treatment of Parkinson's disease. By improving muscle control and reducing stiffness, this drug permits more normal movements of the body as the disease symptoms are reduced. It is also used to control severe reactions to certain medicines such as reserpine, phenothiazines, chlorprothixene, thiothixene, loxapine, and haloperidol. Unlike other NMDA antagonists, ethopropazine — because of its anticholinergic action — is largely devoid of neurotoxic side effects. Ethopropazine also has a slight antihistaminic and local anesthetic effect.
• Toxicity: Symptoms of overdose include severe clumsiness or unsteadiness, severe drowsiness, severe dryness of mouth, nose, or throat, fast heartbeat, shortness of breath or troubled breathing, and warmth, dryness, and flushing of skin.
• Affected Organisms: Humans and other mammals
• Absorption: Well-absorbed from the gastrointestinal tract.
• Half Life: 1 to 2 hours
• Protein Binding: 93%
• External Links: Wikipedia