Levorphanol (BioDeep_00000001328)
Secondary id: BioDeep_00000599925
human metabolite blood metabolite Chemicals and Drugs Volatile Flavor Compounds
代谢物信息卡片
(1R,9R,10R)-17-methyl-17-azatetracyclo[7.5.3.0¹,¹⁰.0²,⁷]heptadeca-2(7),3,5-trien-4-ol
化学式: C17H23NO (257.1779548)
中文名称: 消旋啡烷, 右啡肽
谱图信息:
最多检出来源 Viridiplantae(plant) 0.98%
分子结构信息
SMILES: CN1CCC23CCCCC2C1Cc1ccc(O)cc13
InChI: InChI=1S/C17H23NO/c1-18-9-8-17-7-3-2-4-14(17)16(18)10-12-5-6-13(19)11-15(12)17/h5-6,11,14,16,19H,2-4,7-10H2,1H3/t14-,16+,17+/m0/s1
描述信息
Levorphanol is only found in individuals that have used or taken this drug. It is a narcotic analgesic that may be habit-forming. It is nearly as effective orally as by injection. [PubChem]Like other mu-agonist opioids it is believed to act at receptors in the periventricular and periaqueductal gray matter in both the brain and spinal cord to alter the transmission and perception of pain.
D002491 - Central Nervous System Agents > D002492 - Central Nervous System Depressants > D009294 - Narcotics
D002492 - Central Nervous System Depressants > D009294 - Narcotics > D053610 - Opiate Alkaloids
D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents
C78272 - Agent Affecting Nervous System > C67413 - Opioid Receptor Agonist
C78272 - Agent Affecting Nervous System > C241 - Analgesic Agent
D002491 - Central Nervous System Agents > D000700 - Analgesics
同义名列表
25 个代谢物同义名
(1R,9R,10R)-17-methyl-17-azatetracyclo[7.5.3.0¹,¹⁰.0²,⁷]heptadeca-2(7),3,5-trien-4-ol; ICN brand OF levorphanol tartrate; 3-Hydroxy-N-methylmorphinan; 3 Hydroxy N methylmorphinan; 17-Methylmorphinan-3-ol; Tartrate, levorphanol; Levorphanol tartrate; Levorphanol DL-form; Racemethorphanum; Levo dromoran; Levo-dromoran; Dea no. 9733; Methorphinan; LevoDromoran; Dea no. 9220; Levorphanal; dextrorphan; Levorfanolo; Levorphanol; L-Dromoran; DL-morphan; L Dromoran; Levorphan; Levorphanol; Dextrorphan
数据库引用编号
20 个数据库交叉引用编号
- ChEBI: CHEBI:6444
- KEGG: C08014
- KEGGdrug: D08123
- PubChem: 5359272
- PubChem: 3918
- HMDB: HMDB0014992
- Metlin: METLIN1970
- DrugBank: DB00854
- ChEMBL: CHEMBL592
- Wikipedia: Levorphanol
- MeSH: Levorphanol
- chemspider: 16736212
- CAS: 297-90-5
- CAS: 125-73-5
- CAS: 77-07-6
- PMhub: MS000000339
- PubChem: 10214
- NIKKAJI: J86.103K
- RefMet: Levorphanol
- KNApSAcK: 6444
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
1 个相关的物种来源信息
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：
- PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。
文献列表
- Valerie Le Rouzic, Ankita Narayan, Amanda Hunkle, Gina F Marrone, Zhigang Lu, Susruta Majumdar, Jin Xu, Ying-Xian Pan, Gavril W Pasternak. Pharmacological Characterization of Levorphanol, a G-Protein Biased Opioid Analgesic.
Anesthesia and analgesia.
2019 02; 128(2):365-373. doi:
10.1213/ane.0000000000003360. [PMID: 29649035] - Amber R Watson, Ali Roberts. Identifying Levorphanol Ingestion Using Urine Biomarkers in Health Care Patients.
Pain physician.
2018 03; 21(2):E167-E171. doi:
. [PMID: 29565959] - Thien C Pham, Jeffrey Fudin, Robert B Raffa. Is levorphanol a better option than methadone?.
Pain medicine (Malden, Mass.).
2015 Sep; 16(9):1673-9. doi:
10.1111/pme.12795. [PMID: 26307179] - Vikhyat S Bebarta, Sasha Ramirez, Shawn M Varney. Spice: a new 'legal' herbal mixture abused by young active duty military personnel.
Substance abuse.
2012; 33(2):191-4. doi:
10.1080/08897077.2011.637610. [PMID: 22489593] - Gobi Paramanandam, Eric Prommer, Dawn C Schwenke. Adverse effects in hospice patients with chronic kidney disease receiving hydromorphone.
Journal of palliative medicine.
2011 Sep; 14(9):1029-33. doi:
10.1089/jpm.2011.0103. [PMID: 21823925] - Eric Prommer. Levorphanol: the forgotten opioid.
Supportive care in cancer : official journal of the Multinational Association of Supportive Care in Cancer.
2007 Mar; 15(3):259-64. doi:
10.1007/s00520-006-0146-2. [PMID: 17039381] - Peng Huang, Wei Xu, Su-In Yoon, Chongguang Chen, Parkson Lee-Gau Chong, Lee-Yuan Liu-Chen. Cholesterol reduction by methyl-beta-cyclodextrin attenuates the delta opioid receptor-mediated signaling in neuronal cells but enhances it in non-neuronal cells.
Biochemical pharmacology.
2007 Feb; 73(4):534-49. doi:
10.1016/j.bcp.2006.10.032. [PMID: 17141202] - Samir K Ballas. Does purity of supplements count?.
The American journal of medicine.
2007 Jan; 120(1):e17. doi:
10.1016/j.amjmed.2005.10.065. [PMID: 17208063] - Robert N Pechnick, Russell E Poland. Comparison of the effects of dextromethorphan, dextrorphan, and levorphanol on the hypothalamo-pituitary-adrenal axis.
The Journal of pharmacology and experimental therapeutics.
2004 May; 309(2):515-22. doi:
10.1124/jpet.103.060038. [PMID: 14742749] - E Ban, S Choi, J A Lee, D S Lho, Y S Yoo. Cyclodextrin-mediated micellar electrokinetic chromatography and matrix-assisted laser desorption/ionization time-of-flight mass spectrometry for the enantiomer separation of racemorphan in human urine.
Journal of chromatography. A.
1999 Aug; 853(1-2):439-47. doi:
10.1016/s0021-9673(99)00551-8. [PMID: 10486751] - E T Everhart, P Shwonek, P Jacob, M C Rowbotham, R T Jones. Quantitation of levorphanol in human plasma at subnanogram per milliliter levels using capillary gas chromatography with electron-capture detection.
Journal of chromatography. B, Biomedical sciences and applications.
1999 Jun; 729(1-2):173-81. doi:
10.1016/s0378-4347(99)00160-7. [PMID: 10410940] - A D Blake, G Bot, S Li, J C Freeman, T Reisine. Differential agonist regulation of the human kappa-opioid receptor.
Journal of neurochemistry.
1997 May; 68(5):1846-52. doi:
10.1046/j.1471-4159.1997.68051846.x. [PMID: 9109509] - A D Blake, G Bot, J C Freeman, T Reisine. Differential opioid agonist regulation of the mouse mu opioid receptor.
The Journal of biological chemistry.
1997 Jan; 272(2):782-90. doi:
10.1074/jbc.272.2.782. [PMID: 8995364] - A Galli, E Ranaudo, L Giannini, C Costagli. Reversible inhibition of cholinesterases by opioids: possible pharmacological consequences.
The Journal of pharmacy and pharmacology.
1996 Nov; 48(11):1164-8. doi:
10.1111/j.2042-7158.1996.tb03914.x. [PMID: 8961166] - A Aumatell, R J Wells. Chiral differentiation of the optical isomers of racemethorphan and racemorphan in urine by capillary zone electrophoresis.
Journal of chromatographic science.
1993 Dec; 31(12):502-8. doi:
10.1093/chromsci/31.12.502. [PMID: 8120122] - Y X Xu, L Shen, C J Zhang. [Analysis of dextromethorphan and its metabolites in human urine by using gas chromatography-mass spectrometry].
Yao xue xue bao = Acta pharmaceutica Sinica.
1993; 28(2):156-9. doi:
NULL. [PMID: 8328287] - Y Q Xu, H J Fang, Y X Xu, H J Duan, Y Wu. [Studies on the analysis of anileridine, levorphanol, nalbuphine and ethamivan in urine].
Yao xue xue bao = Acta pharmaceutica Sinica.
1991; 26(8):606-10. doi:
. [PMID: 1805523] - Jean Joris, Ann Costello, Ronald Dubner, Kenneth M Hargreaves. Opiates suppress carrageenan-induced edema and hyperthermia at doses that inhibit hyperalgesia.
Pain.
1990 Oct; 43(1):95-103. doi:
10.1016/0304-3959(90)90054-h. [PMID: 2277720] - F Broly, C Libersa, M Lhermitte, B Dupuis. Inhibitory studies of mexiletine and dextromethorphan oxidation in human liver microsomes.
Biochemical pharmacology.
1990 Mar; 39(6):1045-53. doi:
10.1016/0006-2952(90)90283-q. [PMID: 2322292] - G B Faccini, V Puchetti, N Zatti. Dextromethorphan oxidation phenotypes as markers for susceptibility to lung cancer.
Clinical chemistry.
1990 Feb; 36(2):387. doi:
10.1093/clinchem/36.2.387a. [PMID: 2302789] - Z R Chen, A A Somogyi, F Bochner. Simultaneous determination of dextromethorphan and three metabolites in plasma and urine using high-performance liquid chromatography with application to their disposition in man.
Therapeutic drug monitoring.
1990 Jan; 12(1):97-104. doi:
10.1097/00007691-199001000-00018. [PMID: 2305428] - E Jacqz-Aigrain, Y Menard, M Popon, H Mathieu. Dextromethorphan phenotypes determined by high-performance liquid chromatography and fluorescence detection.
Journal of chromatography.
1989 Oct; 495(?):361-3. doi:
10.1016/s0378-4347(00)82647-x. [PMID: 2613825] - D Larrey, G Babany, M Tinel, E Freneaux, G Amouyal, F Habersetzer, P Letteron, D Pessayre. Effect of liver disease on dextromethorphan oxidation capacity and phenotype: a study in 107 patients.
British journal of clinical pharmacology.
1989 Sep; 28(3):297-304. doi:
10.1111/j.1365-2125.1989.tb05430.x. [PMID: 2789923] - N Hazemoto, S Ishizaka, M Haga, Y Kato, S Kurosawa, N Kamo, Y Kobatake. Plasma-polymerized membrane electrode for the determination of dextromethorphan and dimemorfan.
Chemical & pharmaceutical bulletin.
1989 Aug; 37(8):2153-4. doi:
10.1248/cpb.37.2153. [PMID: 2598314] - F O Walker, V P Hunt. An open label trial of dextromethorphan in Huntington's disease.
Clinical neuropharmacology.
1989 Aug; 12(4):322-30. doi:
10.1097/00002826-198908000-00010. [PMID: 2529964] - P Kokkonen, W M Niessen, U R Tjaden, J van der Greef. Applicability of continuous-flow fast atom bombardment liquid chromatography-mass spectrometry in bioanalysis. Dextromethorphan in plasma.
Journal of chromatography.
1989 Jul; 474(1):59-68. doi:
10.1016/s0021-9673(01)93902-0. [PMID: 2768399] - W E Evans, M V Relling, W P Petros, W H Meyer, J Mirro, W R Crom. Dextromethorphan and caffeine as probes for simultaneous determination of debrisoquin-oxidation and N-acetylation phenotypes in children.
Clinical pharmacology and therapeutics.
1989 May; 45(5):568-73. doi:
10.1038/clpt.1989.74. [PMID: 2721111] - L Belec, D Larrey, H De Cremoux, M Tinel, F Louarn, D Pessayre, R Gherardi. Extensive oxidative metabolism of dextromethorphan in patients with almitrine neuropathy.
British journal of clinical pharmacology.
1989 Mar; 27(3):387-90. doi:
10.1111/j.1365-2125.1989.tb05382.x. [PMID: 2719897] - D Larrey, M Tinel, G Amouyal, E Freneaux, A Berson, H Fouin-Fortunet, G Babany, P Letteron, F Iglicki, J L Slama. Genetically determined oxidation polymorphism and drug hepatotoxicity. Study of 51 patients.
Journal of hepatology.
1989 Mar; 8(2):158-64. doi:
10.1016/0168-8278(89)90003-2. [PMID: 2715619] - O Mortimer, B Lindström, H Laurell, U Bergman, A Rane. Dextromethorphan: polymorphic serum pattern of the O-demethylated and didemethylated metabolites in man.
British journal of clinical pharmacology.
1989 Feb; 27(2):223-7. doi:
10.1111/j.1365-2125.1989.tb05354.x. [PMID: 2713216] - M Hildebrand, W Seifert, A Reichenberger. Determination of dextromethorphan metabolizer phenotype in healthy volunteers.
European journal of clinical pharmacology.
1989; 36(3):315-8. doi:
10.1007/bf00558166. [PMID: 2744072] - S J Vetticaden, B E Cabana, V K Prasad, E D Purich, J H Jonkman, R de Zeeuw, L Ball, L J Leeson, R L Braun. Phenotypic differences in dextromethorphan metabolism.
Pharmaceutical research.
1989 Jan; 6(1):13-9. doi:
10.1023/a:1015835215945. [PMID: 2717511] - D S Weinberg, C E Inturrisi, B Reidenberg, D E Moulin, T J Nip, S Wallenstein, R W Houde, K M Foley. Sublingual absorption of selected opioid analgesics.
Clinical pharmacology and therapeutics.
1988 Sep; 44(3):335-42. doi:
10.1038/clpt.1988.159. [PMID: 2458208] - T Zysset, T Zeugin, A Küpfer. In-vivo and in-vitro dextromethorphan metabolism in SD and DA rat. An animal model of the debrisoquine-type polymorphic oxidation in man.
Biochemical pharmacology.
1988 Aug; 37(16):3155-60. doi:
10.1016/0006-2952(88)90314-0. [PMID: 3401246] - P Baumann, M Jonzier-Perey. GC and GC-MS procedures for simultaneous phenotyping with dextromethorphan and mephenytoin.
Clinica chimica acta; international journal of clinical chemistry.
1988 Feb; 171(2-3):211-22. doi:
10.1016/0009-8981(88)90146-5. [PMID: 3370821] - R J Guttendorf, P J Wedlund, J Blake, S L Chang. Simplified phenotyping with dextromethorphan by thin-layer chromatography: application to clinical laboratory screening for deficiencies in oxidative drug metabolism.
Therapeutic drug monitoring.
1988; 10(4):490-8. doi:
10.1097/00007691-198804000-00021. [PMID: 3201536] - N Motassim, D Decolin, T Le Dinh, A Nicolas, G Siest. Direct determination of dextromethorphan and its three metabolites in urine by high-performance liquid chromatography using a precolumn switching system for sample clean-up.
Journal of chromatography.
1987 Nov; 422(?):340-5. doi:
10.1016/0378-4347(87)80473-5. [PMID: 3437023] - D Larrey, G Amouyal, M Tinel, P Letteron, A Berson, G Labbe, D Pessayre. Polymorphism of dextromethorphan oxidation in a French population.
British journal of clinical pharmacology.
1987 Nov; 24(5):676-9. doi:
10.1111/j.1365-2125.1987.tb03230.x. [PMID: 3435696] - C Köppel, J Tenczer, K Ibe. Urinary metabolism of dextromethorphan in man.
Arzneimittel-Forschung.
1987 Nov; 37(11):1304-6. doi:
NULL. [PMID: 3440042] - H Mascher. High-performance liquid chromatographic determination of dextrorphan and 3-hydroxymorphinan in human plasma based on a selective pre-column sample clean-up.
Journal of chromatography.
1987 Sep; 420(1):217-22. doi:
10.1016/0378-4347(87)80177-9. [PMID: 3667825] - M Silvasti, P Karttunen, H Tukiainen, P Kokkonen, U Hänninen, S Nykänen. Pharmacokinetics of dextromethorphan and dextrorphan: a single dose comparison of three preparations in human volunteers.
International journal of clinical pharmacology, therapy, and toxicology.
1987 Sep; 25(9):493-7. doi:
NULL. [PMID: 3679620] - J R Woodworth, S R Dennis, O N Hinsvark, L P Amsel, K S Rotenberg. Bioavailability evaluation of a controlled-release dextromethorphan liquid.
Journal of clinical pharmacology.
1987 Feb; 27(2):133-8. doi:
10.1002/j.1552-4604.1987.tb02173.x. [PMID: 3680564] - J R Woodworth, S R Dennis, L Moore, K S Rotenberg. The polymorphic metabolism of dextromethorphan.
Journal of clinical pharmacology.
1987 Feb; 27(2):139-43. doi:
10.1002/j.1552-4604.1987.tb02174.x. [PMID: 3680565] - A Küpfer, B Schmid, G Pfaff. Pharmacogenetics of dextromethorphan O-demethylation in man.
Xenobiotica; the fate of foreign compounds in biological systems.
1986 May; 16(5):421-33. doi:
10.3109/00498258609050249. [PMID: 3739367] - M T Griffin, P Y Law, H H Loh. Neuroblastoma X glioma NG108-15 hybrid cells cultured in a serum-free chemically defined medium: effects on acute and chronic opiate regulation of adenylate cyclase activity.
Brain research.
1985 Dec; 360(1-2):370-3. doi:
10.1016/0006-8993(85)91257-0. [PMID: 3000535] - B Schmid, J Bircher, R Preisig, A Küpfer. Polymorphic dextromethorphan metabolism: co-segregation of oxidative O-demethylation with debrisoquin hydroxylation.
Clinical pharmacology and therapeutics.
1985 Dec; 38(6):618-24. doi:
10.1038/clpt.1985.235. [PMID: 4064464] - G Friedler. Effects of limited paternal exposure to xenobiotic agents on the development of progeny.
Neurobehavioral toxicology and teratology.
1985 Nov; 7(6):739-43. doi:
. [PMID: 3835475] - R Lucek, R Dixon. Quantitation of levorphanol in plasma using high-performance liquid chromatography with electrochemical detection.
Journal of chromatography.
1985 May; 341(1):239-43. doi:
10.1016/s0378-4347(00)84036-0. [PMID: 4019693] - T East, D Dye. Determination of dextromethorphan and metabolites in human plasma and urine by high-performance liquid chromatography with fluorescence detection.
Journal of chromatography.
1985 Feb; 338(1):99-112. doi:
10.1016/0378-4347(85)80074-8. [PMID: 4019660] - R G Achari, H M Ederma, D Chin, S R Oles. Determination of dextromethorphan in biological fluids by liquid chromatography by using semi-microbore columns.
Journal of pharmaceutical sciences.
1984 Dec; 73(12):1821-2. doi:
10.1002/jps.2600731241. [PMID: 6527266] - M Aylward, J Maddock, D E Davies, D A Protheroe, T Leideman. Dextromethorphan and codeine: comparison of plasma kinetics and antitussive effects.
European journal of respiratory diseases.
1984 May; 65(4):283-91. doi:
NULL. [PMID: 6539224] - S Kigoshi, K Kitajima, M Nishio. Effect of dextromethorphan and dimemorfan on the neutral lipids of tumor cells.
Japanese journal of pharmacology.
1984 Feb; 34(2):258-60. doi:
10.1254/jjp.34.258. [PMID: 6748373] - Y H Park, M P Kullberg, O N Hinsvark. Quantitative determination of dextromethorphan and three metabolites in urine by reverse-phase high-performance liquid chromatography.
Journal of pharmaceutical sciences.
1984 Jan; 73(1):24-9. doi:
10.1002/jps.2600730107. [PMID: 6694076] - R Dixon, T Crews, C Inturrisi, K Foley. Levorphanol: pharmacokinetics and steady-state plasma concentrations in patients with pain.
Research communications in chemical pathology and pharmacology.
1983 Jul; 41(1):3-17. doi:
. [PMID: 6194546] - J A de Silva, J Pao, M A Brooks. Determination of the analgesic 3-phenoxy-N-methylmorphinan in plasma by gas chromatography using either positive chemical ionization mass spectrometric or nitrogen-phosphorus-specific detection analysis.
Journal of chromatography.
1982 Oct; 232(1):63-77. doi:
10.1016/s0378-4347(00)86008-9. [PMID: 6897248] - B H Min, W A Garland, J Pao. Determination of levorphanol (Levo-Dromoran) in human plasma by combined gas chromatography--negative ion chemical ionization mass spectrometry.
Journal of chromatography.
1982 Aug; 231(1):194-9. doi:
10.1016/s0378-4347(00)80526-5. [PMID: 7119060] - E T Knych. Cross-tolerance between ethanol and levorphanol with respect to stimulation of plasma corticosterone.
Life sciences.
1982 Aug; 31(6):527-32. doi:
10.1016/0024-3205(82)90480-5. [PMID: 6890134] - F J Leinweber, A J Szuna, A C Loh, J Sepinwall, K Carter, M A Schwartz. Pharmacodynamic studies with (-)-3-phenoxy-N-methylmorphinan in rats.
Biochemical pharmacology.
1982 Feb; 31(4):553-9. doi:
10.1016/0006-2952(82)90159-9. [PMID: 6895995] - J P Huidobro-Toro, F Huidobro. Central effects of morphine, levorphanol, (-)-methadone and the opioid-like peptides beta-endorphin and D-alanine2- methionine enkephalinamide on urine volume outflow and electrolytes.
The Journal of pharmacology and experimental therapeutics.
1981 Jun; 217(3):579-85. doi:
NULL. [PMID: 6262490] - R Dixon, T Crews, E Mohacsi, C Inturrisi, K Foley. Levorphanol: a simplified radioimmunoassay for clinical use.
Research communications in chemical pathology and pharmacology.
1981 Jun; 32(3):545-8. doi:
. [PMID: 7268198] - F J Leinweber, A J Szuna, T H Williams, G J Sasso, B A DeBarbieri. The metabolism of (-)-3-phenoxy-N-methylmorphinan in dogs.
Drug metabolism and disposition: the biological fate of chemicals.
1981 May; 9(3):284-91. doi:
. [PMID: 6113942] - P Y Law, T J Ostwald, E L Way, H H Loh. Interaction of diazosulfanilic acid and the opiate receptor: inhibition of specific binding to synaptic membranes and labeling of a membrane lipid stereospecifically protected by opioids.
Molecular pharmacology.
1981 May; 19(3):355-66. doi:
". [PMID: 6267443] - R Dixon, T Crews, E Mochacsi, C Inturrisi, K Foley. Levorphanol:radioimmunoassay and plasma concentration profiles in dog and man.
Research communications in chemical pathology and pharmacology.
1980 Sep; 29(3):535-47. doi:
. [PMID: 7423026] - J W Barnhart. The urinary excretion of dextromethorphan and three metabolites in dogs and humans.
Toxicology and applied pharmacology.
1980 Aug; 55(1):43-8. doi:
10.1016/0041-008x(80)90218-5. [PMID: 7423506] - R M Eisenberg. Effects of naloxone on plasma corticosterone in the opiate-naive rat.
Life sciences.
1980 Mar; 26(12):935-43. doi:
10.1016/0024-3205(80)90114-9. [PMID: 7190205] - R M Eisenberg, S B Sparber. Changes in plasma corticosterone levels as a measure of acute dependence upon levorphanol in rats.
The Journal of pharmacology and experimental therapeutics.
1979 Nov; 211(2):364-9. doi:
. [PMID: 574160] - J W Barnhart, E N Massad. Determination of dextromethorphan in serum by gas chromatography.
Journal of chromatography.
1979 Aug; 163(4):390-5. doi:
10.1016/s0378-4347(00)81642-4. [PMID: 544605] - R Dixon, J J Carbone, E Mohacsi, C Perry. Dextromethorphan: radioimmunoassay and pharmacokinetics in the dog.
Research communications in chemical pathology and pharmacology.
1978 Nov; 22(2):243-55. doi:
. [PMID: 734214] - G Ramachander, K R Bapatla, J F Emele. Sex differences in plasma half-life of dextrorphan in rats administered dextromethorphan.
Journal of pharmaceutical sciences.
1978 Sep; 67(9):1326-7. doi:
10.1002/jps.2600670939. [PMID: 690847] - G Ramachander, F D Williams, J F Emele. Effect of salicylamide and acetaminophen on dextromethorphan hydrobromide metabolism: possible pharmacological implications.
Journal of pharmaceutical sciences.
1978 Jun; 67(6):761-4. doi:
10.1002/jps.2600670607. [PMID: 660449] - H H Loh, P Y Law, T Ostwald, T M Cho, E L Way. Possible involvement of cerebroside sulfate in opiate receptor binding.
Federation proceedings.
1978 Feb; 37(2):147-52. doi:
". [PMID: 203492] - M Furlanut, L Cima, P Benetello, P Giusti. Gas-liquid chromatographic determination of dextromethorphan in serum and brain.
Journal of chromatography.
1977 Oct; 140(3):270-4. doi:
10.1016/s0021-9673(00)93589-1. [PMID: 914917] - E A Hosein, M Lapalme, E B Vadas. Monitoring the stereospecificity of morphine action in vivo and in vitro through brain membrane lipid fluidity.
Biochemical and biophysical research communications.
1977 Sep; 78(1):194-201. doi:
10.1016/0006-291x(77)91239-6. [PMID: 907670] - G Ramachander, F D Williams, J F Emele. Determination of dextrorphan in plasma and evaluation of bioavailability of dextromethorphan hydrobromide in humans.
Journal of pharmaceutical sciences.
1977 Jul; 66(7):1047-8. doi:
10.1002/jps.2600660740. [PMID: 886444] - R A Scherrer, S M Howard. Use of distribution coefficients in quantitative structure-activity relationships.
Journal of medicinal chemistry.
1977 Jan; 20(1):53-8. doi:
10.1021/jm00211a010. [PMID: 13215] - B L Herndon, K Paull, H Baeder, D A Ringle. Comparison of immunogenicity of opiates bound to protein at different sites on the molecule: N-carboxy morphine-BSA.
Pharmacological research communications.
1976 Jun; 8(3):325-35. doi:
10.1016/0031-6989(76)90022-9. [PMID: 800261] - J P O'Callaghan, S G Holtzman. Prenatal administration of morphine to the rat: tolerance to the analgesic effect of morphine in the offspring.
The Journal of pharmacology and experimental therapeutics.
1976 Jun; 197(3):533-44. doi:
NULL. [PMID: 932990] - D A Ringle, B L Herndon. Immunologic effects of morphine administration in rabbits.
Journal of immunology (Baltimore, Md. : 1950).
1975 Sep; 115(3):876-83. doi:
NULL. [PMID: 50375] - L I Lowney, K Schulz, P J Lowery, A Goldstein. Partial purification of an opiate receptor from mouse brain.
Science (New York, N.Y.).
1974 Feb; 183(4126):749-53. doi:
10.1126/science.183.4126.749. [PMID: 4821242] - S J Mulé, M L Bastos, D Jukofsky. Evaluation of immunoassay methods for detection, in urine, of drugs subject to abuse.
Clinical chemistry.
1974 Feb; 20(2):243-8. doi:
10.1093/clinchem/20.2.243. [PMID: 4130418] - A L Misra, N L Vadlamani, R Bloch, S J Mule. Differential pharmacokinetic and metabolic profiles of the stereoisomers of 3-hydroxy-N-methyl morphinan.
Research communications in chemical pathology and pharmacology.
1974 Jan; 7(1):1-16. doi:
NULL. [PMID: 4811450] - T A Williams, K A Pittman. Pentazocine radioimmunoassay.
Research communications in chemical pathology and pharmacology.
1974 Jan; 7(1):119-43. doi:
NULL. [PMID: 4855777] - L Terenius. Characteristics of the 'receptor' for narcotic analgesics in synaptic plasma membrane fraction from rat brain.
Acta pharmacologica et toxicologica.
1973; 33(5):377-84. doi:
10.1111/j.1600-0773.1973.tb01539.x. [PMID: 4801083] - B A Winter, A Goldstein. A photochemical affinity-labelling reagent for the opiate receptor(s).
Molecular pharmacology.
1972 Nov; 8(6):601-11. doi:
NULL. [PMID: 4641001] - C W Gorodetzky. Sensitivity of thin-layer chromatography for detection of 16 opioids, cocaine and quinine.
Toxicology and applied pharmacology.
1972 Nov; 23(3):511-8. doi:
10.1016/0041-008x(72)90053-1. [PMID: 4117468] - A Gero. Application of enzyme kinetics to a problem in pharmacology: receptor affinities and efficacies in the action of morphine and related drugs on human serum esterase.
Enzymologia.
1970 May; 38(5):283-307. doi:
NULL. [PMID: 4193894] - E F Gale. Effect of morphine derivatives on lipid metabolism in Staphylococcus aureus.
Molecular pharmacology.
1970 Mar; 6(2):134-45. doi:
". [PMID: 5418232] - J M Fujimoto, R I Wang. A method of identifying narcotic analgesics in human urine after therapeutic doses.
Toxicology and applied pharmacology.
1970 Jan; 16(1):186-93. doi:
10.1016/0041-008x(70)90175-4. [PMID: 4190432] - B von Cube, H Teschemacher, A Herz, R Hess. [Permeation of active morphine-like substances at their sites of antinociceptive action in the brain as a function of their lipid-solubility following intravenous and intraventricular application].
Naunyn-Schmiedebergs Archiv fur Pharmakologie.
1970; 265(5):455-73. doi:
". [PMID: 4190489] - T Akera, T M Brody. The addiction cycle to narcotics in the rat and its relation to catecholamines.
Biochemical pharmacology.
1968 May; 17(5):675-88. doi:
10.1016/0006-2952(68)90004-x. [PMID: 5689799] - C C Hug. Transport of narcotic analgesics by choroid plexus and kidney tissue in vitro.
Biochemical pharmacology.
1967 Feb; 16(2):345-59. doi:
10.1016/0006-2952(67)90035-4. [PMID: 4166084] - M J Ettinger, A Gero. Interactions of narcotics and their antagonists with human serum esterase. II: nature of the antagonism.
Archives internationales de pharmacodynamie et de therapie.
1966 Nov; 164(1):111-9. doi:
NULL. [PMID: 4165952] - M J Ettinger, A Gero. Interactions of narcotics and their antagonists with human serum esterase. I: sites of action and nature of the inhibitory effect.
Archives internationales de pharmacodynamie et de therapie.
1966 Nov; 164(1):96-119. doi:
NULL. [PMID: 4165953] - C C Hug, L B Mellett, E J Cafruny. Stop-flow analysis of the renal excretion of tritium-labeled dihydromorphine.
The Journal of pharmacology and experimental therapeutics.
1965 Nov; 150(2):259-69. doi:
NULL. [PMID: 4159230] - J M FUJIMOTO, R J FRENCH, J K GRAHAM, C E INTURRISI. EFFECTS OF LEVORPHANOL AND LEVALLORPHAN ON OSMOLALITY OF SERUM FROM WATER LOADED RATS.
Proceedings of the Society for Experimental Biology and Medicine. Society for Experimental Biology and Medicine (New York, N.Y.).
1963 Oct; 114(?):193-5. doi:
10.3181/00379727-114-28622. [PMID: 14076877] - L B MELLETT, L A WOODS. The intra cellular distribution of N-C14-methyl levorphanol in brain, liver and kidney tissue of the rat.
The Journal of pharmacology and experimental therapeutics.
1959 Feb; 125(2):97-104. doi:
NULL. [PMID: 13631607]