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Pharmacological Studies on Diphenylalkylamine Derivatives. (II) On the Actions of l-1,2-Diphenyl-1-dimethylaminoethane Hydrochloride (SPA) - Fujimura H, Kawai K, Ohata K, Shibata S - Bulletin of the Institute for Chemical Research, Kyoto University, 1961, 39(1), 78-94 - Bulletin of the Institute for Chemical Research, Kyoto University (1961), 39(1): 78-94 - Bulletin of the Institute for Chemical Research, Kyoto University 39(1), 78-94 (1961) - Bulletin of the Institute for Chemical Research, Kyoto University 39(1): 78-94 (1961) - Bull Inst Chem Res Kyoto University 39 (1961) 78-94 - Bull. Inst. Chem. Res., Kyoto University 39(1), 78-94 (1961) - Bull. Inst. Chem. Res., Kyoto University 39(1): 78-94 (1961) - Bull Inst Chem Res (Kyoto). 1961 Mar;39(1):78-94 - Folia Pharmacol. Japon., 56, 522 (1960) - http://hdl.handle.net/2433/75782 - http://repository.kulib.kyoto-u.ac.jp/dspace/bitstream/2433/75782/1/chd039_1_078.pdf

Pharmacological Studies on Diphenylalkylamine Derivatives. (II) On the Actions of l-1,2-Diphenyl-1-dimethylaminoethane Hydrochloride (SPA) - Fujimura H, Kawai K, Ohata K, Shibata S - Bulletin of the Institute for Chemical Research, Kyoto University, 1961, 39(1), 78-94 - Bulletin of the Institute for Chemical Research, Kyoto University (1961), 39(1): 78-94 - Bulletin of the Institute for Chemical Research, Kyoto University 39(1), 78-94 (1961) - Bulletin of the Institute for Chemical Research, Kyoto University 39(1): 78-94 (1961) - Bull Inst Chem Res Kyoto University 39 (1961) 78-94 - Bull. Inst. Chem. Res., Kyoto University 39(1), 78-94 (1961) - Bull. Inst. Chem. Res., Kyoto University 39(1): 78-94 (1961) - Bull Inst Chem Res (Kyoto). 1961 Mar;39(1):78-94 - Folia Pharmacol. Japon., 56, 522 (1960) - http://hdl.handle.net/2433/75782 - http://repository.kulib.kyoto-u.ac.jp/dspace/bitstream/2433/75782/1/chd039_1_078.pdf

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Pharmacological Studies on Diphenylalkylamine Derivatives. (II) : On the Actions of l-1,2-Diphenyl-1-dimethylaminoethane Hydrochloride (SPA)
Pharmacological Studies on Diphenylalkylamine Derivatives. (II): On the Actions of l-1,2-Diphenyl-1-dimethylaminoethane Hydrochloride (SPA)
Pharmacological Studies on Diphenylalkylamine Derivatives. II. On the Actions of l-1,2-Diphenyl-1-dimethylaminoethane Hydrochloride (SPA)
Pharmacological Studies on Diphenylalkylamine Derivatives. (II) On the Actions of levo-1,2-Diphenyl-1-dimethylaminoethane Hydrochloride (SPA)
Authors: Hajime Fujimura, Kiyohisa Kawai, Katsuya Ohata, and Shoji Shibata Nakai Laboratory
Received: December 24, 1960 Published: March 10, 1961 Issue Date: 1961-03-10
Bulletin of the Institute for Chemical Research, Kyoto University, March 1961, Volume 39, Issue 1, pages 78-94
Bulletin of the Institute for Chemical Research, Kyoto University, March 1961, Vol. 39, No. 1, pp. 78-94
Bulletin of the Institute for Chemical Research, Kyoto University, 1961, 39(1), 78-94
Bulletin of the Institute for Chemical Research, Kyoto University (1961), 39(1): 78-94
Bulletin of the Institute for Chemical Research, Kyoto University 39(1), 78-94 (1961)
Bulletin of the Institute for Chemical Research, Kyoto University 39(1): 78-94 (1961)
Bull Inst Chem Res Kyoto University 39 (1961) 78-94
Bull. Inst. Chem. Res., Kyoto University 39(1), 78-94 (1961)
Bull. Inst. Chem. Res., Kyoto University 39(1): 78-94 (1961)
Bull Inst Chem Res (Kyoto). 1961 Mar;39(1):78-94
Bull Inst Chem Res (Kyoto). 1961 Mar 10;39(1):78-94
Bull Inst Chem Res Kyoto Univ. 1961 Mar;39(1):78-94
Bull Inst Chem Res Kyoto University. 1961 Mar;39(1):78-94
Folia Pharmacol. Japan., 56, 522 (1960)
Folia Pharmacol. Japon., 56, 522 (1960)
KURENAI : Kyoto University Research Information Repository - Departmental Bulletin Paper
http://en.wikipedia.org/wiki/Lefetamine
http://hdl.handle.net/2433/75782
http://repository.kulib.kyoto-u.ac.jp/dspace/handle/2433/75783
http://repository.kulib.kyoto-u.ac.jp/dspace/bitstream/2433/75782/1/chd039_1_078.pdf
REFERENCES CITATIONS:
FUJIMURA, H. AND KAWAI, K.: Pharmacological studies on diphenylalkylamine derivatives. I. Comparative studies of the actions of the optical isomers of 1,2-diphenyl-1-dimethylaminoethane hydrochloride. Bull. Inst. Chem. Res., Kyoto University 39, 67-77 (1961)
The original paper of this report was written in Japanese and appeared in Folia Pharmacol. Japan., 56, 522 (1960) Folia Pharmacol. Japon., 56, 522 (1960)
K. Ogiu et al., J. Pharm. Soc. Japan 80, 283 (1960)
http://www.emolecules.com/cgi-bin/search?t=ex&q=N%28C%29%28%5BC%40%40H%5D%28c1ccccc1%29Cc2ccccc2%29C
http://pubchem.ncbi.nlm.nih.gov/search/?smarts=N%28C%29%28%5BC%40%40H%5D%28c1ccccc1%29Cc2ccccc2%29C
opioid, opiate, opioids, opiates, narcotic, analgesics, analgetics, central analgesics, opioid analgetics, semi-synthetic opiates, oxycodone, morphine, papaver somniferum, opium poppy, opium, drug, pharmacology, pharmacokinetics, pharmacodynamics, tramadol, tilidine, profadol, Spa, lefetamine, lephetamine, Santenol, 1,2-Diphenyl-1-dimethylaminoethane, (1R)-N,N-dimethyl-1,2-diphenylethanamine, levo-1,2-Diphenyl-1-dimethylaminoethane, Chemical Abstracts Registry CAS # 7262-75-1, PubChem CID 443970, ChemSpider 392017, C16H19N, salvinorin A B Salvia divinorum Neoclerodane Diterpenes, structure-activity relationship, SAR, medicinal chemistry, organic chemistry, chemistry, heroin, benzomorphans, morphinans, 4,5-epoxymorphinans, arylmorphans, phenylmorphans, methadone, diphenylpropylamines, mu opioid receptor, MOR, KOR, DOR, kappa opioid receptor, delta opioid receptor, buprenorphine, subutex, suboxone, drug synthesis, drug chemistry, drug manufacture, pethidine, demerol. Meperidine, prodine, promedol, piperidine, nitrogen chemistry, amine chemistry, 4-anilidopiperidines, 4-anilidopiperidines, piperazine, azaprocin, azabicycloalkanes, fentanyl, sufentanil, carfentanil, remifentanil, alfentanil, benzimidazoles, etonitazene, c
Pharmacological Studies on Diphenylalkylamine Derivatives. (II) : On the Actions of l-1,2-Diphenyl-1-dimethylaminoethane Hydrochloride (SPA)
Pharmacological Studies on Diphenylalkylamine Derivatives. (II): On the Actions of l-1,2-Diphenyl-1-dimethylaminoethane Hydrochloride (SPA)
Pharmacological Studies on Diphenylalkylamine Derivatives. II. On the Actions of l-1,2-Diphenyl-1-dimethylaminoethane Hydrochloride (SPA)
Pharmacological Studies on Diphenylalkylamine Derivatives. (II) On the Actions of levo-1,2-Diphenyl-1-dimethylaminoethane Hydrochloride (SPA)
Authors: Hajime Fujimura, Kiyohisa Kawai, Katsuya Ohata, and Shoji Shibata Nakai Laboratory
Received: December 24, 1960 Published: March 10, 1961 Issue Date: 1961-03-10
Bulletin of the Institute for Chemical Research, Kyoto University, March 1961, Volume 39, Issue 1, pages 78-94
Bulletin of the Institute for Chemical Research, Kyoto University, March 1961, Vol. 39, No. 1, pp. 78-94
Bulletin of the Institute for Chemical Research, Kyoto University, 1961, 39(1), 78-94
Bulletin of the Institute for Chemical Research, Kyoto University (1961), 39(1): 78-94
Bulletin of the Institute for Chemical Research, Kyoto University 39(1), 78-94 (1961)
Bulletin of the Institute for Chemical Research, Kyoto University 39(1): 78-94 (1961)
Bull Inst Chem Res Kyoto University 39 (1961) 78-94
Bull. Inst. Chem. Res., Kyoto University 39(1), 78-94 (1961)
Bull. Inst. Chem. Res., Kyoto University 39(1): 78-94 (1961)
Bull Inst Chem Res (Kyoto). 1961 Mar;39(1):78-94
Bull Inst Chem Res (Kyoto). 1961 Mar 10;39(1):78-94
Bull Inst Chem Res Kyoto Univ. 1961 Mar;39(1):78-94
Bull Inst Chem Res Kyoto University. 1961 Mar;39(1):78-94
Folia Pharmacol. Japan., 56, 522 (1960)
Folia Pharmacol. Japon., 56, 522 (1960)
KURENAI : Kyoto University Research Information Repository - Departmental Bulletin Paper
http://en.wikipedia.org/wiki/Lefetamine
http://hdl.handle.net/2433/75782
http://repository.kulib.kyoto-u.ac.jp/dspace/handle/2433/75783
http://repository.kulib.kyoto-u.ac.jp/dspace/bitstream/2433/75782/1/chd039_1_078.pdf
REFERENCES CITATIONS:
FUJIMURA, H. AND KAWAI, K.: Pharmacological studies on diphenylalkylamine derivatives. I. Comparative studies of the actions of the optical isomers of 1,2-diphenyl-1-dimethylaminoethane hydrochloride. Bull. Inst. Chem. Res., Kyoto University 39, 67-77 (1961)
The original paper of this report was written in Japanese and appeared in Folia Pharmacol. Japan., 56, 522 (1960) Folia Pharmacol. Japon., 56, 522 (1960)
K. Ogiu et al., J. Pharm. Soc. Japan 80, 283 (1960)
http://www.emolecules.com/cgi-bin/search?t=ex&q=N%28C%29%28%5BC%40%40H%5D%28c1ccccc1%29Cc2ccccc2%29C
http://pubchem.ncbi.nlm.nih.gov/search/?smarts=N%28C%29%28%5BC%40%40H%5D%28c1ccccc1%29Cc2ccccc2%29C
opioid, opiate, opioids, opiates, narcotic, analgesics, analgetics, central analgesics, opioid analgetics, semi-synthetic opiates, oxycodone, morphine, papaver somniferum, opium poppy, opium, drug, pharmacology, pharmacokinetics, pharmacodynamics, tramadol, tilidine, profadol, Spa, lefetamine, lephetamine, Santenol, 1,2-Diphenyl-1-dimethylaminoethane, (1R)-N,N-dimethyl-1,2-diphenylethanamine, levo-1,2-Diphenyl-1-dimethylaminoethane, Chemical Abstracts Registry CAS # 7262-75-1, PubChem CID 443970, ChemSpider 392017, C16H19N, salvinorin A B Salvia divinorum Neoclerodane Diterpenes, structure-activity relationship, SAR, medicinal chemistry, organic chemistry, chemistry, heroin, benzomorphans, morphinans, 4,5-epoxymorphinans, arylmorphans, phenylmorphans, methadone, diphenylpropylamines, mu opioid receptor, MOR, KOR, DOR, kappa opioid receptor, delta opioid receptor, buprenorphine, subutex, suboxone, drug synthesis, drug chemistry, drug manufacture, pethidine, demerol. Meperidine, prodine, promedol, piperidine, nitrogen chemistry, amine chemistry, 4-anilidopiperidines, 4-anilidopiperidines, piperazine, azaprocin, azabicycloalkanes, fentanyl, sufentanil, carfentanil, remifentanil, alfentanil, benzimidazoles, etonitazene, c

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Title
Pharmacological Studies on Diphenylalkylamine Derivatives.(II) : On the Actions of Z-1, 2-Diphenyl-1-dimethylaminoethane Hydrochloride (SPA)
 Author(s)
Fujimura, Hajime; Kawai, Kiyohisa; Ohata, Katsuya; Shibata,Shoji
Citation
Bulletin of the Institute for Chemical Research, KyotoUniversity (1961), 39(1): 78-94
Issue Date
1961-03-10
URL
http://hdl.handle.net/2433/75782
RightType
Departmental Bulletin Paper
Textversion
publisher
KURENAI : Kyoto University Research Information Repository 
Kyoto University 
 
Pharmacological Studies on DiphenylalkylamineDerivatives. (II) *
On the Actions of Z-1, 2-Diphenyl-1-dimethylaminoethaneydrochloride (SPA)ajime FUJIMURA, Kiyohisa KAWAI,atsuya OHATA and Shoji SHIBATA**Nakai Laboratory)eceived, December 24, 1960he present report describes the further pharmacological studies of SPA, in which anttempt was made to differentiate its action from that of morphine. Although the actionsf SPA resemble those of morphine in many respects, some of its actions are very differe- ent.NTRODUCTIONhe comparative pharmacological studies of the optical isomers of 1, 2-diphenyl-1-dimethylaminoethane hydrochloride in the previous report" have shown that thoughthey were almost alike in their peripheral actions, the /-isomer showed the strongcentral depressant, analgesic and anti-tussive actions which the d-isomer did not orwas markedly weak. The detailed studies of the /-isomer are described in thisreport. The clinical studies of the isomer are now in progress.XPERIMENTAL METHODS. Electroencephalogram in Cathe cerebral cortex of a cat, weighing 2.2 to 4.3 kg, was exposed under etheranesthesia and the dura was removed at the site of the insertion of the induction-and stimulation-electrode and then the spinal cord was sectioned between CI andCII (Encephale isole). The experiment was carried out 2 to 3 hours after thetermination of the anesthesia. As the induction-electrode on the cortex a monopolarAg-AgC1 electrode of the diameter of 0.5 mm was used. As the stimulation-electrodefor the thalamus and the reticular formation two dental broaches which wereinsulated by enamel except at the tips, and placed a distance of 2 mm apart, wereused. The indifferent electrode was fixed on the bone near the site of the induction-electrode.As an amplifier the Universal-type Recorder MPA-204, Sanei Sokuki Co. wasThe original paper of this report was written in Japanese and appeared in Folia pharmacol.apon., 56, 522 (1960).* dm l' )[J):), ~i~ 1 IEi _( 78 )
 
Diphenylalkylamine Derivatives (II)used. The head of the animal was fixed on the Johnson's stereotaxic instrumentand the sites of stimulation were determined according to the stereotaxic atlas ofJasper. All the experiments were carried out at the room temperature of 29 to31°C. All the drugs used were injected intravenously.. Transport Movement in Mouse Intestineice, 12 to 14 g of body weight (male and female mixed) were fasted for 4hours before the experiment. Then the animals were given 0.2 ml/10 g of the char-coal emulsion orally with a stomach tube. The charcoal emulsion was composedof charcoal powder 1.0 g, gum traganth 0.3 g and water 20 g. The animals were kil-led 15, 30 and 60 minutes after being given the emulsion, and the whole intestineincluding the duodenum was excised. After removing the mesentery the intestinewas placed on a glass plate and the extent of charcoal transport from the pylorusin a given time was measured. The rate of transport was determined as a percentvalue of transport distance to the whole length of the intestine.rugs were given subcutaneously 30 minutes before the administration of thecharcoal emulsion. The same procedures were taken as those in the control animals.The effects of the drugs were determined as a percent value of the transportdistance of the animal received the drug to the same distance of the control animal.. Endplate potential of the Saritorius Muscle of Toadhen the skeletal muscle had fully relaxed 30 minutes after the intracardialinjection of 3.0 mg of d-tubocurarine chloride in the toad, the spinal cord was de-stroyed, and the sartorious muscle with the sciatic nerve was isolated and immersedin Ringer solution for 30 minutes. Ozawa's isolation method was used to measurethe endplate potential of the muscle. In some of the experiments the action poten-tial of the muscle, which in fact because of the use of the non-curarized musclewas summated with the endplate potential, was obtained by using the same tech-nique. The action potential of the innervated muscle was induced directly from thenerve. For the electrical stimulation of the sciatic nerve, square wave stimuli of0.5 msec in duration were used. All the potentials after amplification by 4 steps ofR-C combination (time constant 0.3 sec), were recorded on the cathode oscillograph.he other methods used in each experiment are described in detail in theexperimental results.EXPERIMENTAL RESULT. Toxicity) Acute toxicity. i) Mice : The toxic symptoms and LD 50 in mice by theintraperitoneal injection are already reported. The toxic symptoms of the drug bythe oral and subcutaneous routes were similar to those previously reported symp-toms. The LD 50 ofthe drug differed considerably according to the different routesof administration. Table 1 shows the intraperitoneal, subcutaneous and oral toxici-ties as LD 50 in mice.( 79 )

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