Phenyltoloxamine

{{Short description|Chemical compound}}

{{More citations needed|date=October 2021}}

{{Drugbox

| Verifiedfields = changed

| verifiedrevid = 464201471

| drug_name = Phenyltoloxamine

| type =

| IUPAC_name = 2-(2-Benzylphenoxy)-N,N-dimethylethanamine

| image = Phenyltoloxamine.svg

| image_class = skin-invert-image

| width = 200

| alt =

| caption =

| tradename =

| Drugs.com = {{drugs.com|international|phenyltoloxamine}}

| MedlinePlus =

| licence_EU =

| licence_US =

| pregnancy_AU =

| pregnancy_US =

| pregnancy_category = C (US)

| legal_US =

| legal_status =

| routes_of_administration = Oral

| CAS_number_Ref = {{cascite|correct|CAS}}

| CAS_number = 92-12-6

| ATC_prefix = None

| PubChem = 7077

| DrugBank = DB11160

| DrugBank_Ref = {{drugbankcite|correct|drugbank}}

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 6810

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = K65LB6598J

| ChEMBL_Ref = {{ebicite|correct|EBI}}

| ChEMBL = 186720

| C = 17

| H = 21

| N = 1

| O = 1

| smiles = O(c1ccccc1Cc2ccccc2)CCN(C)C

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = 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

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = IZRPKIZLIFYYKR-UHFFFAOYSA-N

}}

Phenyltoloxamine is an antihistamine with sedative and analgesic effects.{{cite web | url = https://www.drugbank.ca/drugs/DB11160 | title = Phenyltoloxamine | publisher = Drugbank }}{{cite journal | vauthors = Cronk GA, Naumann DE | title = Phenyltoloxamine--dosage, toxicity, and clinical application | journal = New York State Journal of Medicine | volume = 55 | issue = 10 | pages = 1465–7 | date = May 1955 | pmid = 14370508 | doi = | url = }} It is available in combination with other drugs such as paracetamol (acetominophen).{{cite web | url = https://www.webmd.com/drugs/2/drug-2880/phenyltoloxamine-acetaminophen-oral/details | title = Phenyltoloxamine-acetaminophen oral | publisher = WebMD }}

Common use

{{citations needed|section|date=July 2021}}

Phenyltoloxamine is widely used in preparations as an enhancing agent for some analgesics and antitussives (acetaminophen, dihydrocodeine, codeine, hydrocodone). It is widely used in certain parts of the world as cough suppressant usually with codeine, and sometimes by itself or in addition to dextromethorphan as it, like diphenhydramine, possesses antitussive action of its own and is particularly useful in semi-productive coughs because of its moderate drying action.

Phenyltoloxamine is used in combination with paracetamol, aspirin and other salicylates and other drugs in proprietary preparations available over the counter for backache, muscle strains and similar conditions.

Adverse effects

Common adverse effects are those associated with most anticholinergics, with effects being more pronounced in children and the elderly.{{medcn|date=July 2021}}

Availability

Though it is rare in several Western countries{{which|date=July 2021}}, phenyltoloxamine is widely used on the global scale, particularly in the developing world.

In the past it was not a controlled substance. It was taken off the market but is available OTC again in the US by some{{which|date=July 2021}} pharmaceutical companies. Some preparations contain opiates such as codeine or hydrocodone and are controlled. When used in preparations with acetaminophen it is generally over the counter.

Phenyltoloxamine combinations are sold under wide variety of preparations, brand names and dosages around the world:

  • Aceta-Gesic, Ed-Flex, Dologesic, Duraxin, Flextra-650, Novagesic, Pain-gesic, Phenylgesic - North America
  • Codipront - Europe/South America
  • Codivis - Israel

See also

References

{{Reflist}}

{{Analgesics}}

{{Antihistamines}}

{{Hallucinogens}}

{{Histamine receptor modulators}}

{{Muscarinic acetylcholine receptor modulators}}

Category:Dimethylamino compounds

Category:H1 receptor antagonists

Category:Muscarinic antagonists

Category:Phenol ethers

Category:Benzhydryl compounds