(2Z)-but-2-enedioic acid; dimethyl[3-phenyl-3-(pyridin-2-yl)propyl]amine

• ChemBase ID: 176454
• Molecular Formular: C20H24N2O4
• Molecular Mass: 356.41556
• Monoisotopic Mass: 356.17360726
• SMILES: c1cnc(cc1)C(CCN(C)C)c1ccccc1.C(=C\C(=O)O)\C(=O)O
• Canonical SMILES: CN(CCC(c1ccccn1)c1ccccc1)C.OC(=O)/C=C\C(=O)O
• InChI: InChI=1S/C16H20N2.C4H4O4/c1-18(2)13-11-15(14-8-4-3-5-9-14)16-10-6-7-12-17-16;5-3(6)1-2-4(7)8/h3-10,12,15H,11,13H2,1-2H3;1-2H,(H,5,6)(H,7,8)/b;2-1-
• InChIKey: SSOXZAQUVINQSA-BTJKTKAUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-but-2-enedioic acid; dimethyl[3-phenyl-3-(pyridin-2-yl)propyl]amine
• IUPAC Traditional name: maleic acid; pheniramine
• Synonyms: 1-Phenyl-1-(2-pyridyl)-3-dimethylaminopropane Maleate; 2-[α-[2-(Dimethylamino)ethyl]benzyl]pyridine Maleate; Antolozine; Daneral; Fervex; Inhiston; Metron; Naphcon A; PM 241; Pheniramine Hydrogen Maleate; Trimeton; Trimetose; N,N-Dimethyl-γ-phenyl-2-pyridinepropanamine (2Z)-2-Butenedioate; Pheniramine Maleate

Database IDs

• CAS Number: 132-20-7
• PubChem SID: 164232364
• PubChem CID: 5282139

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -0.4020406
• LogD (pH = 7.4): 0.90866387
• Log P: 2.9809062
• Molar Refractivity: 76.0455 cm^3
• Polarizability: 29.749453 Å^3
• Polar Surface Area: 16.13 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Target: Others

Product Information

• Salt Data: Maleate

DETAILS

Toronto Research Chemicals - P297200

Pheniramine, a H1-receptor antagonist, is an antihistamine with anticholinergic and sedative properties. Pheniramine is used to treat allergic conditions such as hay fever or urticaria.

REFERENCES

• Dadkar, N.K. et al.: Psychopharmacology, 48, 7 (1976)
• Jancinova, V. et al.: Inflam. Res., 44, 183 (1976)
• Radke, R.S. et al.: Ind. Pharm., 8, 69 (1976)