Methadyl acetate (BioDeep_00000615028)
代谢物信息卡片
Acetilmetadol [inn-spanish];Acetylmethadol;Acetylmethadolum [inn-latin];Betamethadol
化学式: C23H31NO2 (353.2354666)
中文名称: 醋美沙朵
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CCC(C(CC(C)N(C)C)(C1=CC=CC=C1)C2=CC=CC=C2)OC(=O)C
InChI: InChI=1S/C23H31NO2/c1-6-22(26-19(3)25)23(17-18(2)24(4)5,20-13-9-7-10-14-20)21-15-11-8-12-16-21/h7-16,18,22H,6,17H2,1-5H3
描述信息
D002491 - Central Nervous System Agents > D002492 - Central Nervous System Depressants > D009294 - Narcotics
D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents
C78272 - Agent Affecting Nervous System > C67413 - Opioid Receptor Agonist
D002491 - Central Nervous System Agents > D000700 - Analgesics
同义名列表
数据库引用编号
8 个数据库交叉引用编号
- ChEBI: CHEBI:135491
- KEGGdrug: D04973
- PubChem: 10517
- Metlin: METLIN85518
- DrugBank: DB01433
- ChEMBL: CHEMBL170179
- MeSH: Methadyl Acetate
- CAS: 509-74-0
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)
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PharmGKB(0)
0 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
- David A L Newcombe, Andrew A Somogyi, Felix Bochner, Jason M White. Impaired psychomotor function and plasma methadone and levo-alpha-acetylmethadol (LAAM) concentrations in opioid-substitution patients.
Experimental and clinical psychopharmacology.
2017 06; 25(3):223-233. doi:
10.1037/pha0000114. [PMID: 28414496] - Silvia Minozzi, Laura Amato, Cristina Bellisario, Marina Davoli. Maintenance treatments for opiate -dependent adolescents.
The Cochrane database of systematic reviews.
2014 Jun; ?(6):CD007210. doi:
10.1002/14651858.cd007210.pub3. [PMID: 24957634] - B Michel-Lauter, C Maier, A Schwarzer. [Accidental levomethadone intoxication in a palliative patient].
Schmerz (Berlin, Germany).
2012 Dec; 26(6):721-3. doi:
10.1007/s00482-012-1229-2. [PMID: 23093298] - Michael J Mancino, Janette McGaugh, Zachary Feldman, James Poling, Alison Oliveto. Effect of PTSD diagnosis and contingency management procedures on cocaine use in dually cocaine- and opioid-dependent individuals maintained on LAAM: a retrospective analysis.
The American journal on addictions.
2010 Mar; 19(2):169-77. doi:
10.1111/j.1521-0391.2009.00025.x. [PMID: 20163389] - Silvia Minozzi, Laura Amato, Marina Davoli. Maintenance treatments for opiate dependent adolescent.
The Cochrane database of systematic reviews.
2009 Apr; ?(2):CD007210. doi:
10.1002/14651858.cd007210.pub2. [PMID: 19370679] - Bradley T Conner, M Douglas Anglin, Jeffery Annon, Douglas Longshore. Effect of religiosity and spirituality on drug treatment outcomes.
The journal of behavioral health services & research.
2009 Apr; 36(2):189-98. doi:
10.1007/s11414-008-9145-z. [PMID: 18770043] - H Wieneke, H Conrads, J Wolstein, F Breuckmann, M Gastpar, R Erbel, Norbert Scherbaum. Levo-alpha-acetylmethadol (LAAM) induced QTc-prolongation - results from a controlled clinical trial.
European journal of medical research.
2009 Jan; 14(1):7-12. doi:
10.1186/2047-783x-14-1-7. [PMID: 19258204] - J Wolstein, M Gastpar, T Finkbeiner, C Heinrich, R Heitkamp, T Poehlke, N Scherbaum. A randomized, open-label trial comparing methadone and Levo-Alpha-Acetylmethadol (LAAM) in maintenance treatment of opioid addiction.
Pharmacopsychiatry.
2009 Jan; 42(1):1-8. doi:
10.1055/s-0028-1083818. [PMID: 19153939] - Séverine Crettol, Patricia Digon, Kerry Powell Golay, Marlyse Brawand, Chin B Eap. In vitro P-glycoprotein-mediated transport of (R)-, (S)-, (R,S)-methadone, LAAM and their main metabolites.
Pharmacology.
2007; 80(4):304-11. doi:
10.1159/000107104. [PMID: 17690563] - Nicolas C Clark, Paul Dietze, Michael G Lenné, Jennifer R Redman. Effect of opioid substitution therapy on alcohol metabolism.
Journal of substance abuse treatment.
2006 Apr; 30(3):191-6. doi:
10.1016/j.jsat.2005.11.010. [PMID: 16616162] - Douglas Longshore, Jeffrey Annon, M Douglas Anglin, Richard A Rawson. Levo-alpha-acetylmethadol (LAAM) versus methadone: treatment retention and opiate use.
Addiction (Abingdon, England).
2005 Aug; 100(8):1131-9. doi:
10.1111/j.1360-0443.2005.01122.x. [PMID: 16042643] - Alison Oliveto, James Poling, Kevin A Sevarino, Kishorchandra R Gonsai, Elinore F McCance-Katz, Susan M Stine, Thomas R Kosten. Efficacy of dose and contingency management procedures in LAAM-maintained cocaine-dependent patients.
Drug and alcohol dependence.
2005 Aug; 79(2):157-65. doi:
10.1016/j.drugalcdep.2005.01.007. [PMID: 16002025] - Malcolm S Reid, Burt Angrist, Sherryl A Baker, Siobhan O'leary, Jennifer Stone, Marion Schwartz, Deborah Leiderman, Ann Montgomery, Ahmed Elkashef, Dorota Majewska, James Robinson, John Rotrosen. A placebo controlled, double-blind study of mecamylamine treatment for cocaine dependence in patients enrolled in an opiate replacement program.
Substance abuse.
2005 Jun; 26(2):5-14. doi:
10.1300/j465v26n02_02. [PMID: 16687365] - A Möllenhoff, I Nolte, S Kramer. Anti-nociceptive efficacy of carprofen, levomethadone and buprenorphine for pain relief in cats following major orthopaedic surgery.
Journal of veterinary medicine. A, Physiology, pathology, clinical medicine.
2005 May; 52(4):186-98. doi:
10.1111/j.1439-0442.2005.00710.x. [PMID: 15882404] - Evan D Kharasch, Dale Whittington, Christine Hoffer, Kevin Krudys, Keith Craig, Paolo Vicini, Pam Sheffels, Bojan Lalovic. Paradoxical role of cytochrome P450 3A in the bioactivation and clinical effects of levo-alpha-acetylmethadol: importance of clinical investigations to validate in vitro drug metabolism studies.
Clinical pharmacokinetics.
2005; 44(7):731-51. doi:
10.2165/00003088-200544070-00005. [PMID: 15966756] - David A L Newcombe, Felix Bochner, Jason M White, Andrew A Somogyi. Evaluation of levo-alpha-acetylmethdol (LAAM) as an alternative treatment for methadone maintenance patients who regularly experience withdrawal: a pharmacokinetic and pharmacodynamic analysis.
Drug and alcohol dependence.
2004 Oct; 76(1):63-72. doi:
10.1016/j.drugalcdep.2004.04.004. [PMID: 15380290] - David E Moody, Sharon L Walsh, Douglas E Rollins, Jennifer A Neff, Wei Huang. Ketoconazole, a cytochrome P450 3A4 inhibitor, markedly increases concentrations of levo-acetyl-alpha-methadol in opioid-naive individuals.
Clinical pharmacology and therapeutics.
2004 Aug; 76(2):154-66. doi:
10.1016/j.clpt.2004.04.004. [PMID: 15289792] - C B Eap, G Bouchoux, N Scherbaum, M Gastpar, K Powell Golay, P Baumann. Determination of human plasma levels of levo-alpha-acetylmethadol and its metabolites by gas chromatography-mass spectrometry.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2004 Jun; 805(1):141-6. doi:
10.1016/j.jchromb.2004.02.034. [PMID: 15113550] - Tatiana N Nanovskaya, Sujal V Deshmukh, Rachel Miles, Steve Burmaster, Mahmoud S Ahmed. Transfer of L-alpha-acetylmethadol (LAAM) and L-alpha-acetyl-N-normethadol (norLAAM) by the perfused human placental lobule.
The Journal of pharmacology and experimental therapeutics.
2003 Jul; 306(1):205-12. doi:
10.1124/jpet.103.050690. [PMID: 12676878] - Irene Kuo, Joseph Brady, Carol Butler, Robert Schwartz, Robert Brooner, David Vlahov, Steffanie A Strathdee. Feasibility of referring drug users from a needle exchange program into an addiction treatment program: experience with a mobile treatment van and LAAM maintenance.
Journal of substance abuse treatment.
2003 Jan; 24(1):67-74. doi:
10.1016/s0740-5472(02)00343-4. [PMID: 12646332] - Wei Huang, Paul A Bemis, Matthew H Slawson, David E Moody. Determination of l-alpha-acetylmethadol (LAAM), norLAAM, and dinorLAAM in clinical and in vitro samples using liquid chromatography with electrospray ionization and tandem mass spectrometry.
Journal of pharmaceutical sciences.
2003 Jan; 92(1):10-20. doi:
10.1002/jps.10263. [PMID: 12486677] - Alexander N Katchman, Kelly A McGroary, Michael J Kilborn, Craig A Kornick, Paolo L Manfredi, Raymond L Woosley, Steven N Ebert. Influence of opioid agonists on cardiac human ether-a-go-go-related gene K(+) currents.
The Journal of pharmacology and experimental therapeutics.
2002 Nov; 303(2):688-94. doi:
10.1124/jpet.102.038240. [PMID: 12388652] - Lisa M Schrott, Mary Irene Baumgart, Xuewei Zhang, Sheldon B Sparber. Prenatal opiate withdrawal activates the chick embryo hypothalamic pituitary-adrenal axis and dilates vitelline blood vessels via serotonin(2) receptors.
The Journal of pharmacology and experimental therapeutics.
2002 Oct; 303(1):257-64. doi:
10.1124/jpet.102.037044. [PMID: 12235259] - Edward J Cone, Kenzie L Preston. Toxicologic aspects of heroin substitution treatment.
Therapeutic drug monitoring.
2002 Apr; 24(2):193-8. doi:
10.1097/00007691-200204000-00001. [PMID: 11897965] - Raymond G York, Kevin H Denny, David E Moody, Mario E Alburges. Developmental toxicity of levo-alpha-acetylmethadol (LAAM) in tolerant rats.
International journal of toxicology.
2002 Mar; 21(2):147-59. doi:
10.1080/10915810252866105. [PMID: 12022632] - Lisa Borg, Ann Ho, Aaron Wells, Herman Joseph, Phil Appel, David Moody, Mary Jeanne Kreek. The use of levo-alpha-acetylmethadol (LAAM) in methadone patients who have not achieved heroin abstinence.
Journal of addictive diseases.
2002; 21(3):13-22. doi:
10.1300/j069v21n03_02. [PMID: 12094997] - B A Schwetz. From the Food and Drug Administration.
JAMA.
2001 Jun; 285(21):2705. doi:
NULL. [PMID: 11386912] - R E Johnson, M A Chutuape, E C Strain, S L Walsh, M L Stitzer, G E Bigelow. A comparison of levomethadyl acetate, buprenorphine, and methadone for opioid dependence.
The New England journal of medicine.
2000 Nov; 343(18):1290-7. doi:
10.1056/nejm200011023431802. [PMID: 11058673] - M L Cheever, G A Armendariz, D E Moody. Detection of methadone, LAAM, and their metabolites by methadone immunoassays.
Journal of analytical toxicology.
1999 Oct; 23(6):500-5. doi:
10.1093/jat/23.6.500. [PMID: 10517557] - H E Jones, E C Strain, G E Bigelow, S L Walsh, M L Stitzer, T Eissenberg, R E Johnson. Induction with levomethadyl acetate: safety and efficacy.
Archives of general psychiatry.
1998 Aug; 55(8):729-36. doi:
10.1001/archpsyc.55.8.729. [PMID: 9707384] - D G Wilkins, A S Valdez, P R Nagasawa, S P Gygi, D E Rollins. Incorporation of drugs for the treatment of substance abuse into pigmented and nonpigmented hair.
Journal of pharmaceutical sciences.
1998 Apr; 87(4):435-40. doi:
10.1021/js970360t. [PMID: 9548895] - A H Oliveto, C Farren, T R Kosten. Effect of LAAM dose on opiate use in opioid-dependent patients. A pilot study.
The American journal on addictions.
1998; 7(4):272-82. doi:
NULL. [PMID: 9809131] - D G Wilkins, A S Valdez, G G Krueger, D E Rollins. Quantitative analysis of l-alpha-acetylmethadol, l-alpha-acetyl-N-normethadol, and l-alpha-acetyl-N,N-dinormethadol in human hair by positive ion chemical ionization mass spectrometry.
Journal of analytical toxicology.
1997 Oct; 21(6):420-6. doi:
10.1093/jat/21.6.420. [PMID: 9323520] - T Eissenberg, G E Bigelow, E C Strain, S L Walsh, R K Brooner, M L Stitzer, R E Johnson. Dose-related efficacy of levomethadyl acetate for treatment of opioid dependence. A randomized clinical trial.
JAMA.
1997 Jun; 277(24):1945-51. doi:
NULL. [PMID: 9200635] - D E Moody, D J Crouch, C O Sakashita, M E Alburges, K Minear, J E Schulthies, R L Foltz. A gas chromatographic-positive ion chemical ionization-mass spectrometric method for the determination of I-alpha-acetylmethadol (LAAM), norLAAM, and dinorLAAM in plasma, urine, and tissue.
Journal of analytical toxicology.
1995 Oct; 19(6):343-51. doi:
10.1093/jat/19.6.343. [PMID: 8926727] - J F Borzelleca, J L Egle, L S Harris, J A Belleville. Toxicological evaluation of mu-agonists. Part II: Assessment of toxicity following 30 days of repeated oral dosing of male and female rats with levo-alpha-noracetylmethadol HCl (NorLAAM).
Journal of applied toxicology : JAT.
1995 Sep; 15(5):339-55. doi:
10.1002/jat.2550150503. [PMID: 8666717] - J F Borzelleca, J L Egle, L S Harris, D N Johnson, J B Terrill, J A Belleville. Toxicological evaluation of mu-agonists. Part I: Assessment of toxicity following 30 days of repeated oral dosing of male and female rats with levo-alpha-acetylmethadol HCl (LAAM).
Journal of applied toxicology : JAT.
1994 Nov; 14(6):435-46. doi:
10.1002/jat.2550140609. [PMID: 7884149] - B F Thomas, A R Jeffcoat, M W Myers, J M Mathews, C E Cook. Determination of l-alpha-acetylmethadol, l-alpha-noracetylmethadol and l-alpha-dinoracetylmethadol in plasma by gas chromatography-mass spectrometry.
Journal of chromatography. B, Biomedical applications.
1994 May; 655(2):201-11. doi:
10.1016/0378-4347(94)00097-2. [PMID: 8081466] - A D Fraser. Clinical toxicology of drugs used in the treatment of opiate dependency.
Clinics in laboratory medicine.
1990 Jun; 10(2):375-86. doi:
. [PMID: 2197054] - N P Skoulis, R C James, R D Harbison, S M Roberts. Depression of hepatic glutathione by opioid analgesic drugs in mice.
Toxicology and applied pharmacology.
1989 Jun; 99(1):139-47. doi:
10.1016/0041-008x(89)90119-1. [PMID: 2471291] - H Rosenkrantz, R W Fleischman. In vivo carcinogenesis assay of L-alpha-acetylmethadol.HCl in rodents.
Fundamental and applied toxicology : official journal of the Society of Toxicology.
1988 Nov; 11(4):626-39. doi:
10.1016/0272-0590(88)90126-1. [PMID: 3229587] - K Verebey, A DePace, S J Mulé. Quantitation of l-alpha-acetylmethadol and its metabolites in human serum by capillary gas-liquid chromatography and nitrogen detection.
Journal of chromatography.
1985 Oct; 343(2):339-48. doi:
10.1016/s0378-4347(00)84602-2. [PMID: 4066875] - S H Kuttab, F Nowshad, L Shargel. Effect of phenobarbital pretreatment on the plasma and urinary levels of (-)-alpha-acetylmethadol and its metabolites.
Journal of pharmaceutical sciences.
1985 Mar; 74(3):331-4. doi:
10.1002/jps.2600740323. [PMID: 4009444] - J H Mendelson, J Ellingboe, B A Judson, A Goldstein. Plasma testosterone and luteinizing hormone levels during levo-alpha-acetylmethadol maintenance and withdrawal.
Clinical pharmacology and therapeutics.
1984 Apr; 35(4):545-7. doi:
10.1038/clpt.1984.75. [PMID: 6705455] - R C James, R W Freeman, R D Harbison. L-alpha-acetylmethadol-induced tissue alterations in mice.
Drug and chemical toxicology.
1984; 7(1):91-112. doi:
10.3109/01480548409014175. [PMID: 6723548] - B A Judson, A Goldstein. Episodes of heroin use during maintenance treatment with stable dosage of (-)-alpha-acetylmethadol (methadyl acetate, LAAM).
Drug and alcohol dependence.
1983 Jun; 11(3-4):271-8. doi:
10.1016/0376-8716(83)90018-2. [PMID: 6617466] - R C James, R D Harbison. Hepatic glutathione and hepatotoxicity: effects of cytochrome P-450 complexing compounds SKF 525-A, L-alpha acetylmethadol (LAAM), norLAAM, and piperonyl butoxide.
Biochemical pharmacology.
1982 May; 31(10):1829-35. doi:
10.1016/0006-2952(82)90484-1. [PMID: 7104014] - B S Finkle, T A Jennison, D M Chinn, W Ling, E D Holmes. Plasma and urine disposition of 1-alpha-acetylmethadol and its principal metabolites in man.
Journal of analytical toxicology.
1982 Mar; 6(2):100-5. doi:
10.1093/jat/6.2.100. [PMID: 7098447] - L Lichtblau, B S Finkle, S B Sparber. Cumulation of active metabolites of levo-alpha-acetylmethadol in the rat fetus and neonate.
Life sciences.
1982 Jan; 30(3):307-12. doi:
10.1016/0024-3205(82)90513-6. [PMID: 7070211] - C H Kiang, S Campos-Flor, C E Inturrisi. Determination of acetylmethadol and metabolites by use of high-performance liquid chromatography.
Journal of chromatography.
1981 Jan; 222(1):81-93. doi:
10.1016/s0378-4347(00)81035-x. [PMID: 7217329] - V C Charuvastra, J Panell, W Ling, J Ouren. Follow-up study of subjects on methadyl acetate and methadone.
Drug and alcohol dependence.
1980 Nov; 6(5):273-84. doi:
10.1016/0376-8716(80)90195-7. [PMID: 7460760] - K L McGilliard, G D Olsen. Stereospecific radioimmunoassay of alpha-l-acetylmethadol (LAAM).
The Journal of pharmacology and experimental therapeutics.
1980 Oct; 215(1):205-12. doi:
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The Journal of pharmacology and experimental therapeutics.
1980 May; 213(2):284-8. doi:
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Biopharmaceutics & drug disposition.
1980 Apr; 1(4):203-9. doi:
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Clinical pharmacology and therapeutics.
1980 Apr; 27(4):492-501. doi:
10.1038/clpt.1980.69. [PMID: 7357808] - W Ling, M Blakis, E D Holmes, C J Klett, W E Carter. Restabilization with methadone after methadyl acetate maintenance.
Archives of general psychiatry.
1980 Feb; 37(2):194-6. doi:
10.1001/archpsyc.1980.01780150084009. [PMID: 7352850] - B A Judson, A Goldstein. Levo-alpha-acetylmethadol (LAAM) in the treatment of heroin addicts. I. Dosage schedule for induction and stabilization.
Drug and alcohol dependence.
1979 Nov; 4(6):461-6. doi:
10.1016/0376-8716(79)90024-3. [PMID: 533680] - D P Desmond. Effectiveness of psychotherapeutic counseling in methadone maintenance.
Drug and alcohol dependence.
1979 Nov; 4(6):439-47. doi:
10.1016/0376-8716(79)90022-x. [PMID: 533679] - G A Young, G F Steinfels, N Khazan. Spontaneous vs. naloxone-induced abstinence in dependent rats self-administering L-alpha-acetylmethadol (LAAM) or morphine.
Pharmacology, biochemistry, and behavior.
1979 Apr; 10(4):585-9. doi:
10.1016/0091-3057(79)90237-5. [PMID: 223173] - D A Downs. Interactions of acetylmethadol or methadone with other drugs in rhesus monkeys.
Pharmacology, biochemistry, and behavior.
1979 Mar; 10(3):407-14. doi:
10.1016/0091-3057(79)90205-3. [PMID: 109865] - T A Jennison, B S Finkle, D M Chinn, D J Crouch. The quantitative analysis of 1-alpha-acetylmethadol and its principal metabolites in biological specimens by gas chromatography-chemical ionization-multiple ion monitoring mass spectrometry.
Journal of chromatographic science.
1979 Feb; 17(2):64-74. doi:
10.1093/chromsci/17.2.64. [PMID: 479337] - E Toro-Goyco, B R Martin, L S Harris. The binding of LAAM and its metabolites to blood constituents.
NIDA research monograph.
1979; 27(?):54-60. doi:
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The American journal of drug and alcohol abuse.
1979; 6(2):197-205. doi:
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Journal of pharmaceutical sciences.
1978 Oct; 67(10):1483-5. doi:
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The Journal of pharmacology and experimental therapeutics.
1978 Aug; 206(2):475-91. doi:
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Research communications in chemical pathology and pharmacology.
1978 Aug; 21(2):351-4. doi:
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NIDA research monograph.
1978; ?(19):260-70. doi:
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The Journal of pharmacology and experimental therapeutics.
1977 Nov; 203(2):377-87. doi:
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Life sciences.
1977 Sep; 21(5):719-26. doi:
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The Journal of pharmacology and experimental therapeutics.
1977 Sep; 202(3):646-53. doi:
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The Medical journal of Australia.
1977 Jul; 2(5):150-2. doi:
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Drug metabolism and disposition: the biological fate of chemicals.
1977 Jul; 5(4):321-8. doi:
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Pharmacology, biochemistry, and behavior.
1977 Jun; 6(6):671-6. doi:
10.1016/0091-3057(77)90093-4. [PMID: 263550] - M M Kochhar, P P Davidson, R S Bhushan. Metabolism and probable active metabolite of alpha-l-acetylmethadol in rat.
Research communications in chemical pathology and pharmacology.
1977 Feb; 16(2):251-63. doi:
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JAMA.
1977 Jan; 237(2):138-42. doi:
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Clinical pharmacology and therapeutics.
1977 Jan; 21(1):16-25. doi:
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1976 Dec; 129(?):329-38. doi:
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1976 Jul; ?(8):54. doi:
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1976 Jul; ?(8):64-5. doi:
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1976 Apr; 28(4):316-8. doi:
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