词条 | Phenampromide |
释义 |
| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 464199839 | IUPAC_name = N-(1-methyl-2-piperidin-1-ylethyl)-N-phenylpropanamide | image = Phenampromide.svg | width = 180 | tradename = | pregnancy_AU = | pregnancy_US = | pregnancy_category = | legal_AU = S9 | legal_CA = Schedule I | legal_UK = | legal_US = Schedule I | legal_DE = Anlage I | routes_of_administration = | bioavailability = | protein_bound = | elimination_half-life = | excretion = | CAS_number_Ref = {{cascite|changed|??}} | CAS_number = 129-83-9 | ATC_prefix = none | ATC_suffix = | PubChem = 8523 | DrugBank_Ref = {{drugbankcite|correct|drugbank}} | DrugBank = | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 16735960 | UNII_Ref = {{fdacite|correct|FDA}} | UNII = 0600L2M6EZ | C=17 | H=26 | N=2 | O=1 | molecular_weight = 274.40 g/mol | smiles = CCC(N(C1=CC=CC=C1)[C@@H](CN2CCCCC2)C)=O | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C17H26N2O/c1-3-17(20)19(16-10-6-4-7-11-16)15(2)14-18-12-8-5-9-13-18/h4,6-7,10-11,15H,3,5,8-9,12-14H2,1-2H3/t15-/m1/s1 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = DHTRHEVNFFZCNU-OAHLLOKOSA-N | synonyms = }}Phenampromide is an opioid analgesic from the ampromide family of drugs, related to other drugs such as propiram and diampromide. It was invented in the 1960s[1] by American Cyanamid Co.[2] Although never given a general release, it was trialled and 50mg codeine ≈ 60mg phenampromide. Tests on the 2 isomers showed that all of the analgesic effects were caused by the (S) isomer. In the book [3] a 4-phenyl group added to the piperidine-ring produces a drug some x60 morphine[4]. The potency derives from the fact that it overlays fentanyl. Phenampromide produces similar effects to other opioids, including analgesia, sedation, dizziness and nausea. Phenampromide is in Schedule I of the Controlled Substances Act 1970 of the United States as a Narcotic with ACSCN 9638 with a zero aggregate manufacturing quota as of 2014. The free base conversion ratio for salts includes 0.88 for the hydrochloride.[5] It is listed under the Single Convention for the Control of Narcotic Substances 1961 and is controlled in most countries in the same fashion as is morphine. References1. ^Portoghese PS. Stereochemical Studies on Medicinal Agents II. Absolute Configuration of (-)-Phenampromide. Journal of Medicinal Chemistry. 1965 Mar;8:147-50. {{Opioidergics}}{{analgesic-stub}}2. ^US Patent 3016382 3. ^Opioids - R.Lenz et all 4. ^US Patent 3518274 Phenyl substituted n-(2-aminoethyl)-n-benzylamides 5. ^http://www.deadiversion.usdoj.gov/fed_regs/quotas/2014/fr0825.htm 5 : Synthetic opioids|Piperidines|Propionamides|Anilides|Mu-opioid agonists |
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