レボプロ・キシフェン
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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2012/10/12 08:41:27」(JST)
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| Levopropoxyphene |
|
IUPAC name
(1R,2S)-1-benzyl-3-(dimethylamino)-2-methyl-1-phenylpropyl propionate
|
Other names
[(2R,3S)-4-dimethylamino-3-methyl-1,2-diphenyl-butan-2-yl]propanoate
|
| Identifiers |
| CAS number |
2338-37-6 N |
| PubChem |
200742 |
| ChemSpider |
173777 Y |
| ChEMBL |
CHEMBL1213351 N |
| Jmol-3D images |
Image 1 |
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O=C(O[C@](c1ccccc1)(Cc2ccccc2)[C@@H](C)CN(C)C)CC
|
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InChI=1S/C22H29NO2/c1-5-21(24)25-22(18(2)17-23(3)4,20-14-10-7-11-15-20)16-19-12-8-6-9-13-19/h6-15,18H,5,16-17H2,1-4H3/t18-,22+/m0/s1 Y
Key: XLMALTXPSGQGBX-PGRDOPGGSA-N Y
InChI=1/C22H29NO2/c1-5-21(24)25-22(18(2)17-23(3)4,20-14-10-7-11-15-20)16-19-12-8-6-9-13-19/h6-15,18H,5,16-17H2,1-4H3/t18-,22+/m0/s1
Key: XLMALTXPSGQGBX-PGRDOPGGBE
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| Properties |
| Molecular formula |
C22H29NO2 |
| Molar mass |
339.47 g mol−1 |
N (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
| Infobox references |
Levopropoxyphene is an antitussive. It is an optical isomer of dextropropoxyphene. The racemic mixture is called propoxyphene. Only the dextro-isomer (dextropropoxyphene) has an analgesic effect; the levo-isomer appears to exert only an antitussive effect. It was formerly marketed in the U.S. by Eli Lilly under the tradename Novrad as an antitussive.[1][2]
References
- ^ Reference.MD: Propoxyphene napsylate
- ^ Lutje Spelberg; Jeffrey Harald (2003). "Enantioselective biocatalytic conversions of epoxides". Rijksuniversiteit Groningen. http://irs.ub.rug.nl/ppn/242581676.
English Journal
- Three-dimensional view of pharmacology.
- Wainer IW1.
- American journal of hospital pharmacy.Am J Hosp Pharm.1992 Sep;49(9 Suppl 1):S4-8.
- The relationship between the stereochemistry of drugs and their therapeutic and toxic effects is discussed. Molecular structures that have the same chemical constituents and are related to each other as an object and its nonsuperimposable mirror image are enantiomers. A molecule that has at least on
- PMID 1530004
- High-affinity dextromethorphan binding sites in guinea pig brain. II. Competition experiments.
- Craviso GL, Musacchio JM.
- Molecular pharmacology.Mol Pharmacol.1983 May;23(3):629-40.
- Binding of dextromethorphan (DM) to guinea pig brain is stereoselective, since levomethorphan is 20 times weaker than DM in competing for DM sites. In general, opiate agonists and antagonists as well as their corresponding dextrorotatory isomers are weak competitors for tritiated dextromethorphan ([
- PMID 6865909
- Reduction of levopropoxyphene N-oxide to propoxyphene by dogs in vivo and rat liver microsomal fraction in vitro.
- McMahon RE, Sullivan HR.
- Xenobiotica; the fate of foreign compounds in biological systems.Xenobiotica.1977 Jun;7(6):377-82.
- 1. When l-propoxyphene-N-oxide was given orally to dogs, reduction occurred in vivo resulting in substantial plasma levels of l-propoxyphene. 2. When l-propoxyphene-N-oxide was given intravenously, near peak plasma levels of propoxyphene occurred in 10 minutes. This suggests that reduction is occurr
- PMID 610054
Related Links
- levopropoxyphene the levo isomer of propoxyphene; the napsylate is used as a centrally acting cough suppressant. ... Disclaimer All content on this website, including dictionary, thesaurus, literature, geography, and other reference ...
- Product name: levopropoxyphene CAS :2338-37-6 Molecular Formula :C22H29NO2 Molecular Weight :339.47g/mol Description :Levopropoxyphene is an antitussive. It is an optical isomer of dextropropoxyphene. The racemic mixture ...