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{{Short description|Medication}}
{{Drugbox
{{Drugbox
| IUPAC_name = 4-{1-hydroxy-2-[(1-methyl-3-phenylpropyl)amino]propyl}phenol
| image = Buphenine.svg
| image = Buphenine.svg
| width =


<!--Clinical data-->
<!-- Clinical data -->
| tradename =
| tradename = Arlidin
| Drugs.com = {{drugs.com|international|buphenine}}
| Drugs.com = {{drugs.com|international|buphenine}}
| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->
| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->
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| routes_of_administration =
| routes_of_administration =


<!--Pharmacokinetic data-->
<!-- Pharmacokinetic data -->
| bioavailability =
| bioavailability =
| protein_bound =
| protein_bound =
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| excretion =
| excretion =


<!--Identifiers-->
<!-- Identifiers -->
| CAS_number = 447-41-6
| CAS_number = 447-41-6
| ATC_prefix = C04
| ATC_prefix = C04
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| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 114655
| ChEMBL = 114655
| synonyms = Nylidrin


<!--Chemical data-->
<!-- Chemical data -->
| IUPAC_name = 4-<nowiki>{1-hydroxy-2-[(1-methyl-3-phenylpropyl)amino]propyl}phenol</nowiki>
| C=19 | H=25 | N=1 | O=2
| C=19 | H=25 | N=1 | O=2
| SMILES = OC(c1ccc(O)cc1)C(NC(C)CCc2ccccc2)C
| molecular_weight = 299.41 g/mol
| smiles = OC(c1ccc(O)cc1)C(NC(C)CCc2ccccc2)C
| InChI = 1/C19H25NO2/c1-14(8-9-16-6-4-3-5-7-16)20-15(2)19(22)17-10-12-18(21)13-11-17/h3-7,10-15,19-22H,8-9H2,1-2H3
| InChIKey = PTGXAUBQBSGPKF-UHFFFAOYAE
}}
}}


'''Buphenine''' (or '''nylidrin''') is a [[Beta2-adrenergic agonist|β<sub>2</sub> adrenoreceptor agonist]]<ref name="pmid2857689">{{cite journal |author=Mittag TW, Tormay A, Messenger M, Podos SM |title=Ocular hypotension in the rabbit. Receptor mechanisms of pirbuterol and nylidrin |journal=Invest. Ophthalmol. Vis. Sci. |volume=26 |issue=2 |pages=163–9 |date=February 1985 |pmid=2857689 |doi= |url=http://www.iovs.org/cgi/pmidlookup?view=long&pmid=2857689}}</ref> that acts as a [[vasodilator]].
'''Buphenine''', also known as '''nylidrin''' and sold under the brand name '''Arlidin''', is a [[Beta2-adrenergic agonist|β<sub>2</sub> adrenoreceptor agonist]]<ref name="pmid2857689">{{cite journal |vauthors=Mittag TW, Tormay A, Messenger M, Podos SM |title=Ocular hypotension in the rabbit. Receptor mechanisms of pirbuterol and nylidrin |journal=Invest Ophthalmol Vis Sci |volume=26 |issue=2 |pages=163–9 |date=February 1985 |pmid=2857689 |url=http://www.iovs.org/cgi/pmidlookup?view=long&pmid=2857689 |url-status=dead |archiveurl=https://archive.today/20130415011509/http://www.iovs.org/cgi/pmidlookup?view=long&pmid=2857689 |archivedate=2013-04-15 }}</ref> that acts as a [[vasodilator]].<ref>{{cite journal| vauthors=Freedman L| title=Arlidin: a new vasodilative sympathomimetic drug | journal=Angiology | year= 1955 | volume= 6 | issue= 1 | pages= 52–8 | pmid=14350296 | doi=10.1177/000331975500600106| s2cid=46317963 }}</ref>

It was developed as a chemical derivative of [[oxilofrine]], and first reported in the literature in 1950.<ref>{{cite journal| vauthors=Külz F, Schneider M| title=Über neue gefäßerweiternde Sympathomimetika |language=German |trans-title=On new vasodilative sympathomimetics | journal=Klin Wochenschr | year= 1950 | volume= 28 | issue=31–32 | pages= 535–7| doi=10.1007/BF01481535 | pmid=14775050 }}</ref>

==See also==
* [[Isoxsuprine]]


==References==
==References==
{{reflist}}
{{Reflist}}


{{Other gynecologicals}}
{{Other gynecologicals}}
{{Adrenergic agonists}}
{{Peripheral vasodilators}}
{{Peripheral vasodilators}}
{{Adrenergic receptor modulators}}
{{Ionotropic glutamate receptor modulators}}


[[Category:Alcohols]]
[[Category:Beta-Hydroxyamphetamines]]
[[Category:Beta2-adrenergic agonists]]
[[Category:Beta2-adrenergic agonists]]
[[Category:Phenethylamines]]
[[Category:NMDA receptor antagonists]]
[[Category:Phenols]]
[[Category:4-Hydroxyphenyl compounds]]
[[Category:Tocolytics]]



{{cardiovascular-drug-stub}}
{{cardiovascular-drug-stub}}
{{genito-urinary-drug-stub}}
{{genito-urinary-drug-stub}}
[[Category:Cerebral vasodilators]]

Latest revision as of 14:37, 24 October 2024

Buphenine
Clinical data
Trade namesArlidin
Other namesNylidrin
AHFS/Drugs.comInternational Drug Names
ATC code
Identifiers
  • 4-{1-hydroxy-2-[(1-methyl-3-phenylpropyl)amino]propyl}phenol
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.006.531 Edit this at Wikidata
Chemical and physical data
FormulaC19H25NO2
Molar mass299.414 g·mol−1
3D model (JSmol)
  • OC(c1ccc(O)cc1)C(NC(C)CCc2ccccc2)C

Buphenine, also known as nylidrin and sold under the brand name Arlidin, is a β2 adrenoreceptor agonist[1] that acts as a vasodilator.[2]

It was developed as a chemical derivative of oxilofrine, and first reported in the literature in 1950.[3]

See also

[edit]

References

[edit]
  1. ^ Mittag TW, Tormay A, Messenger M, Podos SM (February 1985). "Ocular hypotension in the rabbit. Receptor mechanisms of pirbuterol and nylidrin". Invest Ophthalmol Vis Sci. 26 (2): 163–9. PMID 2857689. Archived from the original on 2013-04-15.
  2. ^ Freedman L (1955). "Arlidin: a new vasodilative sympathomimetic drug". Angiology. 6 (1): 52–8. doi:10.1177/000331975500600106. PMID 14350296. S2CID 46317963.
  3. ^ Külz F, Schneider M (1950). "Über neue gefäßerweiternde Sympathomimetika" [On new vasodilative sympathomimetics]. Klin Wochenschr (in German). 28 (31–32): 535–7. doi:10.1007/BF01481535. PMID 14775050.