Wikipedia:WikiProject Chemicals/Chembox validation/VerifiedDataSandbox and Norfenefrine: Difference between pages
(Difference between pages)
Content deleted Content added
Saving copy of the {{drugbox}} taken from revid 456636462 of page Norfenefrine for the Chem/Drugbox validation project (updated: 'CAS_number'). |
consistent citation formatting |
||
Line 1: | Line 1: | ||
{{Short description|Sympathomimetic drug}} |
|||
{{ambox | text = This page contains a copy of the infobox ({{tl|drugbox}}) taken from revid [{{fullurl:Norfenefrine|oldid=456636462}} 456636462] of page [[Norfenefrine]] with values updated to verified values.}} |
|||
{{Infobox drug |
|||
{{Drugbox |
|||
| Verifiedfields = changed |
| Verifiedfields = changed |
||
⚫ | |||
| Watchedfields = changed |
|||
⚫ | |||
⚫ | |||
⚫ | |||
| image = Norfenefrine.png |
| image = Norfenefrine.png |
||
| image2 = (R)-Norfenefrine molecule ball.png |
|||
| alt2 = Ball-and-stick model of (R)-Norfenefrine |
|||
<!--Clinical data--> |
<!--Clinical data--> |
||
| tradename = |
| tradename = |
||
| Drugs.com = {{drugs.com|international|norfenefrine}} |
| Drugs.com = {{drugs.com|international|norfenefrine}} |
||
⚫ | |||
| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X --> |
|||
⚫ | |||
| pregnancy_US = <!-- A / B / C / D / X --> |
|||
⚫ | |||
⚫ | |||
| legal_AU = <!-- Unscheduled / S2 / S3 / S4 / S5 / S6 / S7 / S8 / S9 --> |
|||
| legal_CA = <!-- / Schedule I, II, III, IV, V, VI, VII, VIII --> |
|||
| legal_UK = <!-- GSL / P / POM / CD / Class A, B, C --> |
|||
| legal_US = <!-- OTC / Rx-only / Schedule I, II, III, IV, V --> |
|||
⚫ | |||
⚫ | |||
<!--Pharmacokinetic data--> |
<!--Pharmacokinetic data--> |
||
| bioavailability = |
| bioavailability = |
||
| protein_bound = |
| protein_bound = |
||
| metabolism = ''m''-hydroxymandelic acid<ref name="pmid4277715">{{cite journal | vauthors = Hengstmann JH, Konen W, Konen C, Eichelbaum M, Dengler HJ | title = The physiological disposition of p-octopamine in man | journal = Naunyn-Schmiedeberg's Archives of Pharmacology | volume = 283 | issue = 1 | pages = 93–106 | year = 1974 | pmid = 4277715 | doi = 10.1007/bf00500148 | s2cid = 35523412 }}</ref><ref>{{cite journal | vauthors = D'Andrea G, Nordera G, Pizzolato G, Bolner A, Colavito D, Flaibani R, Leon A | title = Trace amine metabolism in Parkinson's disease: low circulating levels of octopamine in early disease stages | journal = Neuroscience Letters | volume = 469 | issue = 3 | pages = 348–351 | date = January 2010 | pmid = 20026245 | doi = 10.1016/j.neulet.2009.12.025 | s2cid = 12797090 }}</ref> |
|||
| metabolism = |
|||
| elimination_half-life = |
| elimination_half-life = |
||
| excretion = |
| excretion = |
||
<!--Identifiers--> |
<!--Identifiers--> |
||
| CAS_number_Ref = {{cascite| |
| CAS_number_Ref = {{cascite|changed|??}} |
||
| CAS_number = |
| CAS_number = 536-21-0 |
||
| CAS_supplemental = <br />15308-34-6 ([[hydrochloride]]) |
|||
| ATC_prefix = C01 |
| ATC_prefix = C01 |
||
| ATC_suffix = CA05 |
| ATC_suffix = CA05 |
||
| PubChem = 4538 |
| PubChem = 4538 |
||
| DrugBank_Ref = {{drugbankcite|correct|drugbank}} |
|||
| DrugBank = |
|||
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
||
| ChemSpiderID = 4379 |
| ChemSpiderID = 4379 |
||
| UNII_Ref = {{fdacite| |
| UNII_Ref = {{fdacite|correct|FDA}} |
||
| UNII = D2P3M6SRN5 |
| UNII = D2P3M6SRN5 |
||
| KEGG_Ref = {{keggcite|correct|kegg}} |
| KEGG_Ref = {{keggcite|correct|kegg}} |
||
Line 45: | Line 39: | ||
<!--Chemical data--> |
<!--Chemical data--> |
||
| C=8 | H=11 | N=1 | O=2 |
| C = 8 | H = 11 | N = 1 | O = 2 |
||
| molecular_weight = 153.178 g/mol |
|||
| smiles = OC(c1cc(O)ccc1)CN |
| smiles = OC(c1cc(O)ccc1)CN |
||
| synonyms = Norfenephrine<br />Norphenephrine<br />Norphenylephrine<br />''meta''-Norsynephrine<br />''meta''-Octopamine<br />3-Octopamine |
|||
| InChI = 1/C8H11NO2/c9-5-8(11)6-2-1-3-7(10)4-6/h1-4,8,10-11H,5,9H2 |
|||
| InChIKey = LRCXRAABFLIVAI-UHFFFAOYAV |
|||
| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
||
| StdInChI = 1S/C8H11NO2/c9-5-8(11)6-2-1-3-7(10)4-6/h1-4,8,10-11H,5,9H2 |
| StdInChI = 1S/C8H11NO2/c9-5-8(11)6-2-1-3-7(10)4-6/h1-4,8,10-11H,5,9H2 |
||
Line 55: | Line 47: | ||
| StdInChIKey = LRCXRAABFLIVAI-UHFFFAOYSA-N |
| StdInChIKey = LRCXRAABFLIVAI-UHFFFAOYSA-N |
||
}} |
}} |
||
'''Norfenefrine''' ([[International Nonproprietary Name|INN]]; also known as '''''meta''-octopamine''', '''3-octopamine''', and '''3,β-dihydroxyphenethylamine''') is an [[adrenergic]] [[drug|agent]] used as a [[sympathomimetic]] [[drug]] which is marketed in [[Europe]], [[Japan]], and [[Mexico]].<ref name="Macdonald1997">{{cite book | author = Macdonald F | title = Dictionary of Pharmacological Agents | url = https://books.google.com/books?id=DeX7jgInYFMC&pg=PA104 | access-date = 24 April 2012 | year = 1997 | publisher = CRC Press | isbn = 978-0-412-46630-4 | page = 104 }}</ref><ref name="Index Nominum 2000: International Drug Directory">{{cite book | title = Index Nominum 2000: International Drug Directory | url = https://books.google.com/books?id=5GpcTQD_L2oC&pg=PA750 | access-date = 24 April 2012 | year = 2000 | publisher = Taylor & Francis | isbn = 978-3-88763-075-1 | page = 750 }}</ref> Along with its [[structural isomer]] [[Octopamine|''p''-octopamine]] and the [[tyramine]]s, norfenefrine is a [[natural product|naturally occurring]], [[endogenous]] [[trace amine]] and plays a role as a minor [[neurotransmitter]] in the [[brain]].<ref name="pmid340613">{{cite journal | vauthors = Danielson TJ, Boulton AA, Robertson HA | title = m-Octopamine, p-octopamine and phenylethanolamine in rat brain: a sensitive, specific assay and the effects of some drugs | journal = Journal of Neurochemistry | volume = 29 | issue = 6 | pages = 1131–1135 | date = December 1977 | pmid = 340613 | doi = 10.1111/j.1471-4159.1977.tb06519.x | s2cid = 26137006 }}</ref> |
|||
Some brand names for it include Coritat, Energona, Hypolind, and Novadral. |
|||
== See also == |
|||
* [[meta-Tyramine|''m''-Tyramine]] |
|||
* [[Phenylephrine]] |
|||
* [[Metaraminol]] |
|||
* [[Ciclafrine]] |
|||
== References == |
|||
{{Reflist}} |
|||
{{Cardiac stimulants excluding cardiac glycosides}} |
|||
{{Neurotransmitters}} |
|||
{{Adrenergic receptor modulators}} |
|||
{{TAAR ligands}} |
|||
{{Phenethylamines}} |
|||
[[Category:Alpha-adrenergic agonists]] |
|||
[[Category:Cardiac stimulants]] |
|||
[[Category:Norepinephrine-dopamine releasing agents]] |
|||
[[Category:Neurotransmitters]] |
|||
[[Category:Phenols]] |
|||
[[Category:Phenylethanolamines]] |
|||
[[Category:TAAR1 agonists]] |
|||
[[Category:Trace amines]] |
|||
{{nervous-system-drug-stub}} |