| 词条 | Morphine-N-oxide |
| 释义 |
| Name = Morphine-N-oxide | ImageFile = morphine N-oxide.svg | ImageFile_Ref = {{chemboximage|correct|??}} | ImageName = Canonical, stereo, Kekulé, skeletal formula of morphine-N-oxide | IUPACName = (4R,4aR,7S,7aR,12bS)-3-Methyl-2,3,4,4a,7,7a-hexahydro-1H-4,12-methano[1]benzofuro[3,2-e]isoquinoline-7,9-diol 3-oxide{{Citation needed|date = November 2011}} |Section1={{Chembox Identifiers | CASNo = 639-46-3 | CASNo_Ref = {{cascite|correct|??}} | PubChem = 5362459 | ChemSpiderID = 4515047 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | EINECS = 211-355-8 | KEGG = C11786 | KEGG_Ref = {{keggcite|correct|kegg}} | SMILES = CN1(=O)CC[C@@]23[C@H]4Oc5c2c(C[C@@H]1[C@@H]3C=C[C@@H]4O)ccc5O | SMILES1 = CN1(=O)CC[C@]23[C@H]4OC5=C(O)C=CC(C[C@@H]1[C@@H]2C=C[C@@H]4O)=C35 | StdInChI = 1S/C17H19NO4/c1-18(21)7-6-17-10-3-5-13(20)16(17)22-15-12(19)4-2-9(14(15)17)8-11(10)18/h2-5,10-11,13,16,19-20H,6-8H2,1H3/t10-,11+,13-,16-,17-,18?/m0/s1 | StdInChI_Ref = {{chemspidercite|correct|chemspider}} | StdInChIKey = AMAPEXTUMXQULJ-APQDOHRLSA-N | StdInChIKey_Ref = {{chemspidercite|correct|chemspider}} }} |Section2={{Chembox Properties | C=17 | N=1 | H=19 | O=4 }} }}Morphine-N-oxide (genomorphine) is an active opioid metabolite of morphine. Morphine itself, in trials with rats, acts 11–22 times more potent than morphine-N-oxide subcutaneously and 39–89 times more potent intraperitoneally. However, pretreatment with amiphenazole or tacrine increases the potency of morphine-N-oxide in relation to morphine (intraperitoneally more so than in subcutaneous administration). A possible explanation is that morphine-N-oxide is rapidly inactivated in the liver and impairment of inactivation processes or enzymes increases functionality.[1] Morphine-N-oxide can also form as a decomposition product of morphine outside the body and may show up in assays of opium and poppy straw concentrate. Codeine and the semi-synthetics such as heroin, dihydrocodeine, dihydromorphine, hydromorphone, and hydrocodone also have equivalent amine oxide derivatives. Morphine-N-Oxide has a DEA ACSCN of 9307 and annual production quota of 655 grammes in 2013. It is a Schedule I controlled substance in the US.[2] See also
References1. ^{{Cite journal | last1 = Fennessy | first1 = M. R. | title = The analgesic action of morphine-n-oxide | journal = British Journal of Pharmacology | volume = 34 | issue = 2 | pages = 337–344 | year = 1968 | pmid = 5687589 | pmc = 1703337 | doi=10.1111/j.1476-5381.1968.tb07055.x}} {{Opioidergics}}{{analgesic-stub}}2. ^http://www.deadiversion.usdoj.gov/fed_regs/quotas/2013/fr0620.htm 5 : Opioid metabolites|Morphinans|Phenols|Mu-opioid agonists|Amine oxides |
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