词条 | Azidomorphine |
释义 |
| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 458966745 | IUPAC_name = (6β)-Azido-4,5-α-epoxy-17-methyl morphinan-3-ol | image = Azidomorphine2DCSD2.svg | alt = Skeletal formula of azidomorphine | width = 200 | image2 = Azidomorphine-3D-spacefill.png | alt2 = Space-filling model of the azidomorphine molecule | width2 = 180 | 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 = {{cascite|changed|??}} | CAS_number = 22952-87-0 | ATC_prefix = none | ATC_suffix = | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C17H20N4O2/c1-21-7-6-17-10-3-4-11(19-20-18)16(17)23-15-13(22)5-2-9(14(15)17)8-12(10)21/h2,5,10-12,16,22H,3-4,6-8H2,1H3/t10-,11+,12+,16-,17-/m0/s1 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = KZOKOEQTKWBKOK-XHQKLZHNSA-N | PubChem = 5488848 | DrugBank_Ref = {{drugbankcite|correct|drugbank}} | DrugBank = | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 4590009 | C=17 | H=20 | N=4 | O=2 | molecular_weight = 312.366 g/mol | smiles = [N-]=[N+]=N\\[C@H]4[C@@H]5Oc1c2c(ccc1O)C[C@H]3N(CC[C@]25[C@H]3CC4)C | synonyms = Azidomorphine }}Azidomorphine[1] is an opiate analogue that is a derivative of morphine, where the 7,8 double bond has been saturated and the 6-hydroxy group has been replaced by an azide group.[2] Azidomorphine binds with high affinity to the mu opioid receptor,[3] and is around 40x more potent than morphine in vivo. It has similar effects to morphine, including analgesia, sedation, and respiratory depression. However, its addiction liability has been found to be slightly lower than that of morphine in animal studies.[4][5] References1. ^GB Patent 1396663 Analgesic Compositions {{Opioidergics}}2. ^{{ cite journal |author1=Knoll, J. |author2=Fürst, S. |author3=Kelemen, K. | title = The pharmacology of azidomorphine and azidocodeine | journal = Journal of Pharmacy and Pharmacology | year = 1973 | volume = 25 | issue = 12 | pages= 929–939 | pmid = 4150295 | doi=10.1111/j.2042-7158.1973.tb09982.x}} 3. ^{{ cite journal |author1=Horváth, K. |author2=Wollemann, M. | title = Azidomorphine is an agonist of high-affinity opioid receptor binding sites | journal = Neurochemical Research | year = 1986 | volume = 11 | issue = 11 | pages = 1565–1569 | pmid = 2825053 | doi=10.1007/bf00965775}} 4. ^{{ cite journal | author = Knoll, J. | title = Azidomorphines: A new family of potent analgesics with low dependence capacity | journal = Progress in Neuro-Psychopharmacology | year = 1979 | volume = 3 | issue = 1–3 | pages = 95–108 | pmid = 45567 | doi=10.1016/0364-7722(79)90074-2}} 5. ^{{ cite journal |author1=Hill, R. C. |author2=Roemer, D. |author3=Buescher, H. | title = Investigations of the analgesic and morphine-like properties of azidomorphine | journal = Journal of Pharmacology and Experimental Therapeutics | year = 1977 | volume = 201 | issue = 3 | pages = 580–586 | pmid = 405472 }} 6 : Morphinans|Phenols|Ethers|Azides|Mu-opioid agonists|Semisynthetic opioids |
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