| 词条 | Nalodeine |
| 释义 |
| Verifiedfields = | Watchedfields = | verifiedrevid = | IUPAC_name = (4R,4aR,7S,7aR,12bS)-9-methoxy-3-prop-2-enyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7-ol | image = File:Nalodeine.svg | width = | tradename = | pregnancy_AU = | pregnancy_US = | pregnancy_category = | legal_AU = | legal_CA = | legal_UK = | legal_US = | legal_status = | routes_of_administration = | bioavailability = | protein_bound = | metabolism = | elimination_half-life = | excretion = | CAS_number_Ref = | CAS_number = 56195-50-7 | CAS_supplemental = | ATC_prefix = | ATC_suffix = | PubChem = 5486632 | DrugBank_Ref = | DrugBank = | ChemSpiderID_Ref = | ChemSpiderID = 4588998 | C=20 | H=23 | N=1 | O=3 | molecular_weight = 325.40152 g/mol | smiles = COC1=C2C3=C(CC4C5C3(CCN4CC=C)C(O2)C(C=C5)O)C=C1 | StdInChI = 1S/C20H23NO3/c1-3-9-21-10-8-20-13-5-6-15(22)19(20)24-18-16(23-2)7-4-12(17(18)20)11-14(13)21/h3-7,13-15,19,22H,1,8-11H2,2H3/t13-,14+,15-,19-,20-/m0/s1 | StdInChIKey = XAOWELGMJQTJQR-WYIOCLOVSA-N | synonyms = N-Allylnorcodeine }}Nalodeine, also known more commonly as N-allylnorcodeine, is an opioid antagonist (specifically, an antagonist of the μ-opioid receptor) that was never marketed but is of notability in having been the first opioid antagonist to have been discovered.[1][2] It was first reported in 1915, and this was followed by the clinical introduction of nalorphine (N-allylnormorphine) in 1954, naloxone (N-allyloxymorphone) in 1960, and naltrexone (N-methylcyclopropyloxymorphone) in 1963.[2] Nalmefene (6-desoxy-6-methylene-naltrexone), another structurally related opioid antagonist derivative, was also subsequently introduced, in 1996.[3] In animals, nalodeine both reverses morphine- and heroin-induced respiratory depression and acts as a respiratory stimulant in its own right (i.e., when given alone).[4] Similarly to nalorphine, nalodeine has also been found to act as an agonist of the κ-opioid receptor.[5] See also
References1. ^{{cite book|author=Gavril Pasternak|title=The Opiate Receptors|url=https://books.google.com/books?id=vhfyBwAAQBAJ&pg=PA4|date=17 April 2013|publisher=Springer Science & Business Media|isbn=978-1-60761-990-1|pages=4–}} {{Opioidergics}}{{Nervous-system-drug-stub}}2. ^1 {{cite book|author=Anil Aggrawal|title=APC Essentials of Forensic Medicine and Toxicology|url=https://books.google.com/books?id=iSH8CgAAQBAJ&pg=PA554|publisher=Avichal Publishing Company|isbn=978-81-7739-441-2|pages=554–}} 3. ^{{cite book|author1=Robert M. Julien|author2=Claire D. Advokat|author3=Joseph E. Comaty|title=Primer of Drug Action|url=https://books.google.com/books?id=GF_mKNKUTqYC&pg=PA349|date=8 October 2010|publisher=Worth Publishers|isbn=978-1-4292-3343-9|pages=349–}} 4. ^{{cite book|author=Bentham Science Publishers|title=Current Medicinal Chemistry|url=https://books.google.com/books?id=eMw2LsjQ5PQC&pg=PA423|date=April 1995|publisher=Bentham Science Publishers|pages=423–}} 5. ^{{cite journal | vauthors = Cho N, Hirobe M, Takayanagi I | title = Effects of epoxidation on the actions of normorphine, norcodeine, N-allylnormorphine(nalorphine) and N-allylnorcodeine on the electrically stimulated guinea pig ileum | journal = Chem. Pharm. Bull. | volume = 33 | issue = 4 | pages = 1681–6 | year = 1985 | pmid = 4042244 | doi = 10.1248/cpb.33.1681| url = http://ci.nii.ac.jp/els/110003625574.pdf?id=ART0004132094&type=pdf&lang=en&host=cinii&order_no=&ppv_type=0&lang_sw=&no=1458783098&cp=}} 6 : Alcohols|Antidotes|Kappa agonists|Morphinans|Opioid antagonists|Phenol ethers |
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