butorphanol (BioDeep_00001868105)
Main id: BioDeep_00000001917
代谢物信息卡片
butorphanol
化学式: C21H29NO2 (327.2198174)
中文名称: 布托啡诺
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1CCC2(C3CC4=C(C2(C1)CCN3CC5CCC5)C=C(C=C4)O)O
InChI: InChI=1S/C21H29NO2/c23-17-7-6-16-12-19-21(24)9-2-1-8-20(21,18(16)13-17)10-11-22(19)14-15-4-3-5-15/h6-7,13,15,19,23-24H,1-5,8-12,14H2/t19-,20+,21-/m1/s1
描述信息
Levorphanol in which a hydrogen at position 14 of the morphinan skeleton is substituted by hydroxy and one of the hydrogens of the N-methyl group is substituted by cyclopropyl. A semi-synthetic opioid agonist-antagonist analgesic, it is used as its (S,S)-tartaric acid salt for relief or moderate to severe pain.
D002491 - Central Nervous System Agents > D002492 - Central Nervous System Depressants > D009294 - Narcotics
D002492 - Central Nervous System Depressants > D009294 - Narcotics > D053610 - Opiate Alkaloids
N - Nervous system > N02 - Analgesics > N02A - Opioids > N02AF - Morphinan derivatives
D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents
D002491 - Central Nervous System Agents > D009292 - Narcotic Antagonists
D019141 - Respiratory System Agents > D000996 - Antitussive Agents
C78272 - Agent Affecting Nervous System > C241 - Analgesic Agent
D002491 - Central Nervous System Agents > D000700 - Analgesics
同义名列表
1 个代谢物同义名
数据库引用编号
11 个数据库交叉引用编号
- ChEBI: CHEBI:3242
- KEGG: C06863
- KEGGdrug: D03197
- PubChem: 5361092
- ChEMBL: CHEMBL33986
- MeSH: Butorphanol
- CAS: 42408-82-2
- MetaboLights: MTBLC3242
- PubChem: 9081
- NIKKAJI: J16.487I
- RefMet: Butorphanol
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)
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
- Shylo R Johnson, Christine K Ellis, Chad K Wickham, Molly R Selleck, Amy T Gilbert. Comparison of Ketamine-Xylazine, Butorphanol-Azaperone-Medetomidine, and Nalbuphine-Medetomidine-Azaperone for Raccoon (Procyon Lotor) Immobilization.
Journal of wildlife diseases.
2023 Nov; ?(?):. doi:
10.7589/jwd-d-23-00060. [PMID: 37924235] - Marta Tikhomirov, Paweł Jajor, Tomasz Śniegocki, Błażej Poźniak. Predicting the efficacy of opioid sequestration by intravenous lipid emulsion using biologically relevant in vitro models of drug distribution.
Scientific reports.
2022 11; 12(1):18683. doi:
10.1038/s41598-022-21790-4. [PMID: 36333363] - Mizuho Tashiro, Atsushi Tohei. Recommended doses of medetomidine-midazolam-butorphanol with atipamezole for preventing hypothermia in mice.
The Journal of veterinary medical science.
2022 Mar; 84(3):445-453. doi:
10.1292/jvms.21-0479. [PMID: 35135936] - Minna Guo, Shijiang Liu, Jian Gao, Chuanbao Han, Chun Yang, Cunming Liu. The effects of fentanyl, oxycodone, and butorphanol on gastrointestinal function in patients undergoing laparoscopic hysterectomy: a prospective, double-blind, randomized controlled trial.
BMC anesthesiology.
2022 02; 22(1):53. doi:
10.1186/s12871-022-01594-9. [PMID: 35209847] - Bruno H Pypendop, Yael Shilo-Benjamini. Pharmacokinetics of butorphanol in male neutered cats anesthetized with isoflurane.
Journal of veterinary pharmacology and therapeutics.
2021 Nov; 44(6):883-887. doi:
10.1111/jvp.13014. [PMID: 34558086] - E L Oberhaus, D L Thompson, L E Kerrigan, A M Chapman. Plasma prolactin, thyroid-stimulating hormone, melanocyte-stimulating hormone, and adrenocorticotropin responses to thyrotropin-releasing hormone in mares treated with detomidine and butorphanol.
Domestic animal endocrinology.
2021 01; 74(?):106536. doi:
10.1016/j.domaniend.2020.106536. [PMID: 32871339] - Tanya Duke-Novakovski, Carolina Palacios Jimenez, Masako Fujiyama, Shannon G Beazley. Plasma histamine concentrations in horses administered sodium penicillin, guaifenesin-xylazine-ketamine and isoflurane with morphine or butorphanol.
Veterinary anaesthesia and analgesia.
2021 Jan; 48(1):17-25. doi:
10.1016/j.vaa.2020.10.003. [PMID: 33229232] - Qin Cai, Hanlin Gong, Mingbo Fan, Wen Chen, Lun Cai. The analgesic effect of tramadol combined with butorphanol on uterine cramping pain after repeat caesarean section: a randomized, controlled, double-blind study.
Journal of anesthesia.
2020 12; 34(6):825-833. doi:
10.1007/s00540-020-02820-9. [PMID: 32627064] - Lisa L Wolfe, Travis Mays, Mark C Fisher, Michael W Miller. Tissue Residue Levels of the Tranquilizer Combination of Butorphanol, Azaperone, and Medetomidine, and the Antagonists, Naltrexone, Atipamezole, and Tolazoline, in Black Bears (Ursus americanus) Postimmobilization.
Journal of wildlife diseases.
2020 10; 56(4):933-936. doi:
10.7589/jwd-d-19-00012. [PMID: 32348204] - Jiafu Ji, Wenzhen Lin, Amey Vrudhula, Jin Xi, Alexei Yeliseev, John R Grothusen, Weiming Bu, Renyu Liu. Molecular Interaction Between Butorphanol and κ-Opioid Receptor.
Anesthesia and analgesia.
2020 09; 131(3):935-942. doi:
10.1213/ane.0000000000005017. [PMID: 32701545] - Stuart W Paine, Jane Bright, James P Scarth, Pamela R Hincks, Clive M Pearce, Colette Hannan, Marc Machnik, Lynn Hillyer. The intravenous pharmacokinetics of butorphanol and detomidine dosed in combination compared with individual dose administrations to exercised horses.
Journal of veterinary pharmacology and therapeutics.
2020 Mar; 43(2):162-170. doi:
10.1111/jvp.12838. [PMID: 32012314] - H Wang, J-L Wang, H-W Ren, W-F He, M Sun. Butorphanol protects on myocardial ischemia/reperfusion injury in rats through MAPK signaling pathway.
European review for medical and pharmacological sciences.
2019 Dec; 23(23):10541-10548. doi:
10.26355/eurrev_201912_19695. [PMID: 31841210] - Naomi E Crabtree, Cathleen A Mochal-King, Pearce B Sloan, Alison L Eddy, Robert W Wills, Ashley N Meredith, Robin L Fontenot. Synovial butorphanol concentrations and mechanical nociceptive thresholds after intravenous regional limb perfusion in standing sedated horses.
Veterinary surgery : VS.
2019 Nov; 48(8):1473-1482. doi:
10.1111/vsu.13309. [PMID: 31513300] - J Meng, S-J Jiang, D Jiang, Y Zhao. Butorphanol attenuates inflammation via targeting NF-κB in septic rats with brain injury.
European review for medical and pharmacological sciences.
2019 Aug; 23(3 Suppl):161-170. doi:
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Veterinary radiology & ultrasound : the official journal of the American College of Veterinary Radiology and the International Veterinary Radiology Association.
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Veterinary anaesthesia and analgesia.
2018 Jul; 45(4):405-413. doi:
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2018 Apr; 23(3):866-877. doi:
10.1016/j.celrep.2018.03.087. [PMID: 29669290] - L-H Huang, J Li, J-P Gu, M-X Qu, J Yu, Z-Y Wang. Butorphanol attenuates myocardial ischemia reperfusion injury through inhibiting mitochondria-mediated apoptosis in mice.
European review for medical and pharmacological sciences.
2018 03; 22(6):1819-1824. doi:
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The Journal of veterinary medical science.
2017 Jul; 79(7):1230-1235. doi:
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American journal of veterinary research.
2017 Jun; 78(6):688-694. doi:
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10.2131/jts.41.595. [PMID: 27665769] - Meredith M Clancy, Butch KuKanich, John M Sykes. Pharmacokinetics of butorphanol delivered with an osmotic pump during a seven-day period in common peafowl (Pavo cristatus).
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Acta cirurgica brasileira.
2014 Dec; 29(12):801-6. doi:
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Interactive cardiovascular and thoracic surgery.
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Veterinary surgery : VS.
2010 Aug; 39(6):754-60. doi:
10.1111/j.1532-950x.2010.00702.x. [PMID: 20459483] - Gretchen E Singletary, Ashley B Saunders, W Brian Saunders, Jan S Suchodolski, Jörg M Steiner, Geoffery T Fosgate, Sandee M Hartsfield. Cardiac troponin I concentrations following medetomidine-butorphanol sedation in dogs.
Veterinary anaesthesia and analgesia.
2010 Jul; 37(4):342-6. doi:
10.1111/j.1467-2995.2010.00540.x. [PMID: 20636565] - Macarena G Sanz, Debra C Sellon, Julie A Cary, Melissa T Hines, Kelly D Farnsworth. Analgesic effects of butorphanol tartrate and phenylbutazone administered alone and in combination in young horses undergoing routine castration.
Journal of the American Veterinary Medical Association.
2009 Nov; 235(10):1194-203. doi:
10.2460/javma.235.10.1194. [PMID: 19912042] - Manthena V S Varma, Bo Feng, R Scott Obach, Matthew D Troutman, Jonathan Chupka, Howard R Miller, Ayman El-Kattan. Physicochemical determinants of human renal clearance.
Journal of medicinal chemistry.
2009 Aug; 52(15):4844-52. doi:
10.1021/jm900403j. [PMID: 19445515] - Vanessa L Cook, Colleen T Meyer, Nigel B Campbell, Anthony T Blikslager. Effect of firocoxib or flunixin meglumine on recovery of ischemic-injured equine jejunum.
American journal of veterinary research.
2009 Aug; 70(8):992-1000. doi:
10.2460/ajvr.70.8.992. [PMID: 19645580] - G Schöffmann, P Winter, R Palme, A Pollak, G Trittenwein, J Golej. Haemodynamic changes and stress responses of piglets to surgery during total intravenous anaesthesia with propofol and fentanyl.
Laboratory animals.
2009 Jul; 43(3):243-8. doi:
10.1258/la.2008.0080026. [PMID: 19246504] - Anna H Edner, Birgitta Essén-Gustavsson, Görel C Nyman. Metabolism during anaesthesia and recovery in colic and healthy horses: a microdialysis study.
Acta veterinaria Scandinavica.
2009 Mar; 51(?):10. doi:
10.1186/1751-0147-51-10. [PMID: 19284560] - D C Sellon, M G Papich, L Palmer, B Remund. Pharmacokinetics of butorphanol in horses after intramuscular injection.
Journal of veterinary pharmacology and therapeutics.
2009 Feb; 32(1):62-5. doi:
10.1111/j.1365-2885.2008.01004.x. [PMID: 19161457] - Mette G Olesen, Mads F Bertelsen, Steve F Perry, Tobias Wang. Effects of preoperative administration of butorphanol or meloxicam on physiologic responses to surgery in ball pythons.
Journal of the American Veterinary Medical Association.
2008 Dec; 233(12):1883-8. doi:
10.2460/javma.233.12.1883. [PMID: 19072601] - Sean M Wells, Leigh E Glerum, Mark G Papich. Pharmacokinetics of butorphanol in cats after intramuscular and buccal transmucosal administration.
American journal of veterinary research.
2008 Dec; 69(12):1548-54. doi:
10.2460/ajvr.69.12.1548. [PMID: 19045999] - Paul E Makidon, Anna U Bielinska, Shraddha S Nigavekar, Katarzyna W Janczak, Jessica Knowlton, Alison J Scott, Nicholas Mank, Zhengyi Cao, Sivaprakash Rathinavelu, Michael R Beer, J Erby Wilkinson, Luz P Blanco, Jeffrey J Landers, James R Baker. Pre-clinical evaluation of a novel nanoemulsion-based hepatitis B mucosal vaccine.
PloS one.
2008 Aug; 3(8):e2954. doi:
10.1371/journal.pone.0002954. [PMID: 18698426] - R Scott Obach, Franco Lombardo, Nigel J Waters. Trend analysis of a database of intravenous pharmacokinetic parameters in humans for 670 drug compounds.
Drug metabolism and disposition: the biological fate of chemicals.
2008 Jul; 36(7):1385-405. doi:
10.1124/dmd.108.020479. [PMID: 18426954] - Shannon M Riggs, Michelle G Hawkins, Arthur L Craigmill, Philip H Kass, Scott D Stanley, Ian T Taylor. Pharmacokinetics of butorphanol tartrate in red-tailed hawks (Buteo jamaicensis) and great horned owls (Bubo virginianus).
American journal of veterinary research.
2008 May; 69(5):596-603. doi:
10.2460/ajvr.69.5.596. [PMID: 18447789] - A V Kireeva, A B Zelentsova, N V Saĭgushkin, A A Vatalev, S V Volchenko, V N Kuklin. [Chemical-toxicological analysis of butorphanol].
Sudebno-meditsinskaia ekspertiza.
2008 Mar; 51(2):23-6. doi:
NULL. [PMID: 18450095] - S L Walsh, A E Chausmer, E C Strain, G E Bigelow. Evaluation of the mu and kappa opioid actions of butorphanol in humans through differential naltrexone blockade.
Psychopharmacology.
2008 Jan; 196(1):143-55. doi:
10.1007/s00213-007-0948-z. [PMID: 17909753] - Grace J Lim, Yozo Ishiuji, Aerlyn Dawn, Benjamin Harrison, Do Won Kim, Anthony Atala, Gil Yosipovitch. In vitro and in vivo characterization of a novel liposomal butorphanol formulation for treatment of pruritus.
Acta dermato-venereologica.
2008; 88(4):327-30. doi:
10.2340/00015555-0480. [PMID: 18709299] - Anna H Edner, Görel C Nyman, Birgitta Essén-Gustavsson. Metabolism before, during and after anaesthesia in colic and healthy horses.
Acta veterinaria Scandinavica.
2007 Nov; 49(?):34. doi:
10.1186/1751-0147-49-34. [PMID: 18001483] - Gary N W Leung, David K K Leung, Terence S M Wan, Colton H F Wong. High throughput screening of sub-ppb levels of basic drugs in equine plasma by liquid chromatography-tandem mass spectrometry.
Journal of chromatography. A.
2007 Jul; 1156(1-2):271-9. doi:
10.1016/j.chroma.2006.10.006. [PMID: 17054971] - Dianne Little, S Aubrey Brown, Nigel B Campbell, Adam J Moeser, Jennifer L Davis, Anthony T Blikslager. Effects of the cyclooxygenase inhibitor meloxicam on recovery of ischemia-injured equine jejunum.
American journal of veterinary research.
2007 Jun; 68(6):614-24. doi:
10.2460/ajvr.68.6.614. [PMID: 17542694] - Rosa Novellas, Rafael Ruiz de Gopegui, Yvonne Espada. Effects of sedation with midazolam and butorphanol on resistive and pulsatility indices in healthy dogs.
Veterinary radiology & ultrasound : the official journal of the American College of Veterinary Radiology and the International Veterinary Radiology Association.
2007 May; 48(3):276-80. doi:
10.1111/j.1740-8261.2007.00242.x. [PMID: 17508517] - Benjamin M Brainard, Vicki L Campbell, Kenneth J Drobatz, Sandra Z Perkowski. The effects of surgery and anesthesia on blood magnesium and calcium concentrations in canine and feline patients.
Veterinary anaesthesia and analgesia.
2007 Mar; 34(2):89-98. doi:
10.1111/j.1467-2995.2006.00300.x. [PMID: 17316389] - Bela M Arosalo, Marja Raekallio, Minna Rajamäki, Elina Holopainen, Tuulia Kastevaara, Hanna Salonen, Satu Sankari. Detecting early kidney damage in horses with colic by measuring matrix metalloproteinase -9 and -2, other enzymes, urinary glucose and total proteins.
Acta veterinaria Scandinavica.
2007 Jan; 49(?):4. doi:
10.1186/1751-0147-49-4. [PMID: 17244354] - Tomohito Inoue, Jeff C Ko, Ronald E Mandsager, Mark E Payton, David S Galloway, Douglas N Lange. Efficacy and safety of preoperative etodolac and butorphanol administration in dogs undergoing ovariohysterectomy.
Journal of the American Animal Hospital Association.
2006 May; 42(3):178-88. doi:
10.5326/0420178. [PMID: 16611929] - Kurt K Sladky, Lisa Krugner-Higby, Elizabeth Meek-Walker, Timothy D Heath, Joanne Paul-Murphy. Serum concentrations and analgesic effects of liposome-encapsulated and standard butorphanol tartrate in parrots.
American journal of veterinary research.
2006 May; 67(5):775-81. doi:
10.2460/ajvr.67.5.775. [PMID: 16649909] - Allison J Stewart. Clostridial myositis and collapse in a standardbred filly.
The Veterinary clinics of North America. Equine practice.
2006 Apr; 22(1):127-43. doi:
10.1016/j.cveq.2005.12.019. [PMID: 16627111] - O Alberto Chiesa, Richard Cullison, David E Anderson, Keesla Moulton, Larry D Galuppo, Jurgen von Bredow. Development of a technique for serial bilateral renal biopsy in steers.
Canadian journal of veterinary research = Revue canadienne de recherche veterinaire.
2006 Apr; 70(2):87-93. doi:
NULL. [PMID: 16639940] - Janet B Hoff, Robert Dysko, Sumiko Kurachi, Ko Kurachi. Technique for performance and evaluation of parapharyngeal hypophysectomy in mice.
Journal of the American Association for Laboratory Animal Science : JAALAS.
2006 Mar; 45(2):57-62. doi:
NULL. [PMID: 16542046] - Parham Gharagozlou, Ezzat Hashemi, Timothy M DeLorey, J David Clark, Jelveh Lameh. Pharmacological profiles of opioid ligands at kappa opioid receptors.
BMC pharmacology.
2006 Jan; 6(?):3. doi:
10.1186/1471-2210-6-3. [PMID: 16433932] - Lysa P Posner, J Brett Woodie, Paul D Curtis, Hollis N Erb, Robert Gilbert, Wendy A Adams, Robin D Gleed. Acid-base, blood gas, and physiologic parameters during laparoscopy in the head-down position in white-tailed deer (Odocoileus virginianus).
Journal of zoo and wildlife medicine : official publication of the American Association of Zoo Veterinarians.
2005 Dec; 36(4):642-7. doi:
10.1638/04-072.1. [PMID: 17312721] - Craig A Harms, Gregory A Lewbart, Clifford R Swanson, Jennifer M Kishimori, Shane M Boylan. Behavioral and clinical pathology changes in koi carp (Cyprinus carpio) subjected to anesthesia and surgery with and without intra-operative analgesics.
Comparative medicine.
2005 Jun; 55(3):221-6. doi:
. [PMID: 16089168] - Tamas D Ambrisko, Yoshiaki Hikasa, Kota Sato. Influence of medetomidine on stress-related neurohormonal and metabolic effects caused by butorphanol, fentanyl, and ketamine administration in dogs.
American journal of veterinary research.
2005 Mar; 66(3):406-12. doi:
10.2460/ajvr.2005.66.406. [PMID: 15822583] - L M Malavasi, H Augustsson, M Jensen-Waern, G Nyman. The effect of transdermal delivery of fentanyl on activity in growing pigs.
Acta veterinaria Scandinavica.
2005; 46(3):149-57. doi:
10.1186/1751-0147-46-149. [PMID: 16261927] - Erik H Hofmeister, Christine M Egger. Transdermal fentanyl patches in small animals.
Journal of the American Animal Hospital Association.
2004 Nov; 40(6):468-78. doi:
10.5326/0400468. [PMID: 15533967] - Dawn E Crandell, Karol A Mathews, Doris H Dyson. Effect of meloxicam and carprofen on renal function when administered to healthy dogs prior to anesthesia and painful stimulation.
American journal of veterinary research.
2004 Oct; 65(10):1384-90. doi:
10.2460/ajvr.2004.65.1384. [PMID: 15524325] - Debra C Sellon, Malcolm C Roberts, Anthony T Blikslager, Catherine Ulibarri, Mark G Papich. Effects of continuous rate intravenous infusion of butorphanol on physiologic and outcome variables in horses after celiotomy.
Journal of veterinary internal medicine.
2004 Jul; 18(4):555-63. doi:
10.1892/0891-6640(2004)18<555:eocrii>2.0.co;2. [PMID: 15320598] - Ivan Pavlik, Jan Suchy, Dalibor Pacík, Richard Bokr, Mariano Sust, Jesús Villoria, Montserrat Abadías. Comparison of cizolirtine citrate and metamizol sodium in the treatment of adult acute renal colic: a randomized, double-blind, clinical pilot study.
Clinical therapeutics.
2004 Jul; 26(7):1061-72. doi:
10.1016/s0149-2918(04)90178-6. [PMID: 15336471] - Louise L Southwood. Postoperative management of the large colon volvulus patient.
The Veterinary clinics of North America. Equine practice.
2004 Apr; 20(1):167-97. doi:
10.1016/j.cveq.2003.12.004. [PMID: 15062464] - Deborah V Wilson, A Thomas Evans, Rachael A Carpenter, David R Mullineaux. The effect of four anesthetic protocols on splenic size in dogs.
Veterinary anaesthesia and analgesia.
2004 Apr; 31(2):102-8. doi:
10.1111/j.1467-2987.2004.00152.x. [PMID: 15053748] - Franco Lombardo, R Scott Obach, Marina Y Shalaeva, Feng Gao. Prediction of human volume of distribution values for neutral and basic drugs. 2. Extended data set and leave-class-out statistics.
Journal of medicinal chemistry.
2004 Feb; 47(5):1242-50. doi:
10.1021/jm030408h. [PMID: 14971904] - Koichi Maruyama, Shinhiro Takeda, Takashi Hongo, Noriyuki Kobayashi, Chol Kim, Ryo Ogawa. Oral clonidine premedication exacerbates hypotension following tourniquet deflation by inhibiting noradrenaline release.
Journal of Nippon Medical School = Nippon Ika Daigaku zasshi.
2004 Feb; 71(1):44-50. doi:
10.1272/jnms.71.44. [PMID: 15129595]