Two down more to go: The asymmetric syntheses of (-)-pentazocine and (-)-eptazocine are presented. The highlights of the syntheses are the construction of the core skeleton through an aza-Prins cyclization and intramolecular Friedel-Crafts reaction.

01 Nov 2002·Journal of Pharmaceutical SciencesQ3 · MEDICINE

Investigation of Transport Mechanism of Pentazocine across the Blood‐Brain Barrier Using the In Situ Rat Brain Perfusion Technique

Q3 · MEDICINE

Article

Author: Jun Watanabe ; Manabu Hanano ; Toyofumi Suzuki ; Kazuo Tomono ; Masakazu Oshimi

To characterize pentazocine (PTZ) transport across the blood-brain barrier (BBB), the cerebrovascular permeability-surface area product (PS(inf)) of PTZ was determined by a well-established in situ rat brain perfusion technique. The uptake kinetics of PTZ by the rat brain exhibited saturability, which indicates the simultaneous mechanisms of carrier-mediated transport and passive diffusion. The kinetic parameters were estimated as follows: maximal influx rate (V(max)), 27.2 +/- 5.2 nmol/s/g brain; apparent Michaelis constant (K(m)) for the saturable component of PTZ uptake, 2.9 +/- 0.5 mM; nonsaturable uptake rate constant (K(d)), 1.5 +/- 0.3 microL/s/g brain. BBB transport of PTZ was significantly inhibited by cationic drugs such as diphenhydramine, propranolol, and eptazocine (a narcotic-antagonist analgesic), but not by choline, suggesting that the PTZ transport system is shared by cationic drugs. Furthermore, co-perfusion of verapamil caused a significant (two-fold) increase in the BBB permeability to PTZ. This finding indicates that PTZ may be a substrate of the endogenous BBB efflux transport system, P-glycoprotein. These findings demonstrate that the primary mechanism governing the uptake of PTZ by the brain is carrier-mediated transport, not passive diffusion.

01 Jan 2002·Biological and Pharmaceutical BulletinQ4 · MEDICINE

Investigation on the Influx Transport Mechanism of Pentazocine at the Blood-Brain Barrier in Rats Using the Carotid Injection Technique.

Q4 · MEDICINE

Article

Author: Suzuki, Toyofumi ; Hanano, Manabu ; Moriki, Yoshiaki ; Goto, Hiroko ; Tomono, Kazuo ; Watanabe, Jun

The influx transport mechanism of pentazocine (PTZ) at the blood-brain barrier (BBB) was investigated in rats using the carotid injection technique. The uptake kinetics of PTZ into the rat brain exhibited saturability, which occurred by both nonsaturable and carrier-mediated transport processes. The in vivo kinetic parameters were estimated as follows: the maximal uptake rate (Jmax), 3.6 +/- 1.2 micromol/min/g brain and the apparent Michaelis constant (K1), 3.7 +/- 1.7 mM for the saturable component of PTZ into the brain, and the nonsaturable uptake rate constant (Kd), 0.06 +/- 0.04 ml/min/g brain. The uptake of PTZ by the brain was strongly inhibited by lidocaine, imipramine and propranolol, and also by H1-antagonists such as mepyramine, diphenhydramine. In addition, narcotic-antagonist analgesic (buprenorphine, butorphanol or eptazocine) and an opioid antagonist (naloxone) significantly inhibited PTZ transport. These results suggest that PTZ permeates into the brain via a carrier-mediated transport system, which may widely recognize the cationic drugs.

100 Deals associated with Eptazocine Hydrobromide

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KEGG	Wiki	ATC	Drug Bank
D01879	Eptazocine Hydrobromide	N02AD	-

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Indication	Country/Location	Organization	Date
Cancer Pain	JP	Nichi-Iko Pharmaceutical Co., Ltd.	12 Jan 1987
Pain, Postoperative	JP	Nichi-Iko Pharmaceutical Co., Ltd.	12 Jan 1987

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