Pheniramine: Difference between revisions
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{{ | {{Drugbox | ||
| Watchedfields = changed | |||
| verifiedrevid = 464200398 | |||
| IUPAC_name = ''N'',''N''-dimethyl-3-phenyl-3-pyridin-2-yl-propan-1-amine | | IUPAC_name = ''N'',''N''-dimethyl-3-phenyl-3-pyridin-2-yl-propan-1-amine | ||
| image = Pheniramine.svg | | image = Pheniramine.svg | ||
<!--Clinical data--> | |||
| tradename = | |||
| Drugs.com = {{drugs.com|international|pheniramine}} | |||
| MedlinePlus = a606008 | |||
| pregnancy_AU = A | |||
| pregnancy_US = C | |||
| legal_status = | |||
| routes_of_administration = Oral ; [[Injection (medicine)|injection]] ([[intramuscular]] or slow [[Intravenous injection|intravenous]]); topical (ophthalmic/nasal solution) | |||
<!--Pharmacokinetic data--> | |||
| bioavailability = | |||
| protein_bound = | |||
| metabolism = [[Liver|Hepatic]] [[hydroxylation]], [[demethylation]] and [[glucuronidation]] | |||
| elimination_half-life = | |||
| excretion = [[Kidney|Renal]] | |||
<!--Identifiers--> | |||
| CASNo_Ref = {{cascite|correct|CAS}} | |||
| CAS_number_Ref = {{cascite|correct|??}} | |||
| CAS_number = 86-21-5 | | CAS_number = 86-21-5 | ||
| ATC_prefix = | | ATC_prefix = D04 | ||
| ATC_suffix = AB05 | | ATC_suffix = AA16 | ||
| ATC_supplemental = {{ATC|R06|AB05}} | |||
| PubChem = 4761 | | PubChem = 4761 | ||
| DrugBank = | | DrugBank_Ref = {{drugbankcite|correct|drugbank}} | ||
| C=16|H=20|N=2 | | DrugBank = DB01620 | ||
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | |||
| ChemSpiderID = 4597 | |||
| UNII_Ref = {{fdacite|correct|FDA}} | |||
| UNII = 134FM9ZZ6M | |||
| KEGG_Ref = {{keggcite|correct|kegg}} | |||
| KEGG = D08355 | |||
| ChEMBL_Ref = {{ebicite|correct|EBI}} | |||
| ChEMBL = 1193 | |||
<!--Chemical data--> | |||
| C=16 | H=20 | N=2 | |||
| molecular_weight = 240.343 g/mol | | molecular_weight = 240.343 g/mol | ||
| | | smiles = n1ccccc1C(c2ccccc2)CCN(C)C | ||
| | | InChI = 1/C16H20N2/c1-18(2)13-11-15(14-8-4-3-5-9-14)16-10-6-7-12-17-16/h3-10,12,15H,11,13H2,1-2H3 | ||
| InChIKey = IJHNSHDBIRRJRN-UHFFFAOYAU | |||
| StdInChI_Ref = {{stdinchicite|correct|chemspider}} | |||
| StdInChI = 1S/C16H20N2/c1-18(2)13-11-15(14-8-4-3-5-9-14)16-10-6-7-12-17-16/h3-10,12,15H,11,13H2,1-2H3 | |||
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | |||
| StdInChIKey = IJHNSHDBIRRJRN-UHFFFAOYSA-N | |||
| | |||
| | |||
| | |||
}} | }} | ||
'''Pheniramine | '''Pheniramine''' ([[International Nonproprietary Name|INN]], trade name '''Avil''', among others) is an [[antihistamine]] with [[anticholinergic]] properties used to treat [[allergy|allergic]] conditions such as [[hay fever]] or [[urticaria]]. It has relatively strong sedative effects, and may sometimes be used off-label as an over-the-counter sleeping pill in a similar manner to other sedating antihistamines such as [[diphenhydramine]]. Pheniramine is also commonly found in [[eyedrops]] used for the treatment of [[allergic conjunctivitis]]. | ||
Pheniramine is generally sold in combination with other medications, rather than as a stand-alone drug, although some formulations are available containing pheniramine by itself. As an example, [[Neo Citran]] contains pheniramine. | |||
== Chemical relatives == | |||
Derivatives of pheniramine include [[chlorphenamine]], [[dexchlorpheniramine]], [[dexbrompheniramine]], [[deschlorpheniramine]], [[triprolidine]], and [[brompheniramine]]. Two other halogenated derivatives, [[iodopheniramine]] and [[fluorpheniramine]], are currently in use for research on combination therapies for malaria and some cancers. The [[halogenation]] of pheniramine increases its potency by 20-fold. | |||
== Side effects == | |||
Pheniramine may cause drowsiness, [[bradycardia]] and over-dosage may lead to sleep disorders. Overdose may lead to [[seizures]], especially in combination with alcohol. | |||
People combining with [[cortisol]] in the long term should avoid pheniramine as it may cause lowered levels of adrenaline (epinephrine) which may lead to loss of consciousness. | |||
== See also == | |||
* [[Tripelennamine]] | |||
* [[Diphenhydramine]] | |||
* [[Doxylamine]] | |||
{{ | == References == | ||
* [http://www.racgp.org.au/cmi/swcavilt.pdf Leaflet on Avil]{{dead link|date=April 2013}} by The [[Royal Australian College of General Practitioners]] | |||
== External links == | |||
*{{MedlinePlusEncyclopedia|002529|Pheniramine overdose}} | |||
{{ | {{Hypnotics}} | ||
{{Antihistamines}} | |||
{{Cholinergics}} | |||
{{Hallucinogens}} | |||
{{Histaminergics}} | |||
{{Serotonergics}} | |||
[[ | [[Category:Amines]] | ||
[[ | [[Category:H1 receptor antagonists]] | ||
[[Category:Pyridines]] |
Revision as of 19:50, 6 April 2015
File:Pheniramine.svg | |
Clinical data | |
---|---|
AHFS/Drugs.com | International Drug Names |
MedlinePlus | a606008 |
Pregnancy category | |
Routes of administration | Oral ; injection (intramuscular or slow intravenous); topical (ophthalmic/nasal solution) |
ATC code | |
Pharmacokinetic data | |
Metabolism | Hepatic hydroxylation, demethylation and glucuronidation |
Excretion | Renal |
Identifiers | |
| |
CAS Number | |
PubChem CID | |
DrugBank | |
ChemSpider | |
UNII | |
KEGG | |
ChEMBL | |
E number | {{#property:P628}} |
ECHA InfoCard | {{#property:P2566}}Lua error in Module:EditAtWikidata at line 36: attempt to index field 'wikibase' (a nil value). |
Chemical and physical data | |
Formula | C16H20N2 |
Molar mass | 240.343 g/mol |
3D model (JSmol) | |
| |
| |
(verify) |
Pheniramine (INN, trade name Avil, among others) is an antihistamine with anticholinergic properties used to treat allergic conditions such as hay fever or urticaria. It has relatively strong sedative effects, and may sometimes be used off-label as an over-the-counter sleeping pill in a similar manner to other sedating antihistamines such as diphenhydramine. Pheniramine is also commonly found in eyedrops used for the treatment of allergic conjunctivitis.
Pheniramine is generally sold in combination with other medications, rather than as a stand-alone drug, although some formulations are available containing pheniramine by itself. As an example, Neo Citran contains pheniramine.
Chemical relatives
Derivatives of pheniramine include chlorphenamine, dexchlorpheniramine, dexbrompheniramine, deschlorpheniramine, triprolidine, and brompheniramine. Two other halogenated derivatives, iodopheniramine and fluorpheniramine, are currently in use for research on combination therapies for malaria and some cancers. The halogenation of pheniramine increases its potency by 20-fold.
Side effects
Pheniramine may cause drowsiness, bradycardia and over-dosage may lead to sleep disorders. Overdose may lead to seizures, especially in combination with alcohol. People combining with cortisol in the long term should avoid pheniramine as it may cause lowered levels of adrenaline (epinephrine) which may lead to loss of consciousness.
See also
References
External links
- Pages with script errors
- Pages with broken file links
- Template:drugs.com link with non-standard subpage
- E number from Wikidata
- ECHA InfoCard ID from Wikidata
- Chemical articles with unknown parameter in Infobox drug
- Drugs with no legal status
- Drugboxes which contain changes to watched fields
- All articles with dead external links
- Articles with dead external links from April 2013
- Articles with invalid date parameter in template
- Amines
- H1 receptor antagonists
- Pyridines