Details
Stereochemistry | ACHIRAL |
Molecular Formula | C17H21NO |
Molecular Weight | 255.3547 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CN(C)CCOC1=C(CC2=CC=CC=C2)C=CC=C1
InChI
InChIKey=IZRPKIZLIFYYKR-UHFFFAOYSA-N
InChI=1S/C17H21NO/c1-18(2)12-13-19-17-11-7-6-10-16(17)14-15-8-4-3-5-9-15/h3-11H,12-14H2,1-2H3
Molecular Formula | C17H21NO |
Molecular Weight | 255.3547 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Phenyltoloxamine is an ethanolamine derivative with antihistaminic property, which is used in combination with some analgesics for the temporary relief of minor aches and pains associated with headache; backache; muscular aches; temporarily reduces fever and some others disorders. Phenyltoloxamine blocks H1 histamine receptor, thereby inhibiting phospholipase A2 and production of endothelium-derived relaxing factor, nitric oxide. Subsequent lack of activation of guanylyl cyclase through nitric oxide results in decreased cyclic GMP levels, thereby inhibiting smooth muscle constriction of various tissues, decreasing capillary permeability and decreasing other histamine-activated allergic reactions.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: CHEMBL231 Sources: https://www.ncbi.nlm.nih.gov/pubmed/8227466 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Palliative | Bristalin Approved UsePhenyltoloxamine is a first generation antihistamine that is used for symptoms of the common cold and as a short acting sedative. Launch Date1951 |
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Primary | DOLOGESIC Approved UseUnknown |
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Palliative | DOLOGESIC Approved UseUnknown |
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Palliative | DOLOGESIC Approved UseUnknown |
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Palliative | DOLOGESIC Approved UseUnknown |
PubMed
Title | Date | PubMed |
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[Antimycobacterial antihistaminics]. | 1989 Aug |
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Chromatographic analysis of phenethylamine-antihistamine combinations using C8, C18 or cyano columns and micellar sodium dodecyl sulfate-pentanol mixtures. | 2001 Apr |
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Ligand-based approach to in silico pharmacology: nuclear receptor profiling. | 2006 Nov-Dec |
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First-generation H1 antihistamines found in pilot fatalities of civil aviation accidents, 1990-2005. | 2007 May |
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Feasibility study of day case thyroidectomy. | 2008 Oct |
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Identification of potent chemotypes targeting Leishmania major using a high-throughput, low-stringency, computationally enhanced, small molecule screen. | 2009 Nov 3 |
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Drugs associated with more suicidal ideations are also associated with more suicide attempts. | 2009 Oct 2 |
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(2-Methyl-phen-yl)(phen-yl)methanol. | 2010 Jul 31 |
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Clinical expert guidelines for the management of cough in lung cancer: report of a UK task group on cough. | 2010 Oct 6 |
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Profiling of a prescription drug library for potential renal drug-drug interactions mediated by the organic cation transporter 2. | 2011 Jul 14 |
Patents
Sample Use Guides
adults and children 12 years of age and older: take 1 or 2 tablespoons of DOLOGESIC (acetaminophen, phenyltoloxamine citrate, alcohol liquid); every 4 to 6 hours.
children under 12 years of age: Consult a physician; do not give this product to children under 12 years of age. This product will provide more than the recommended dose (overdose) of non-aspirin and could cause serious health problems
Route of Administration:
Oral
Substance Class |
Chemical
Created
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K65LB6598J
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C29578
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NBK548789
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ACTIVE MOIETY |