エプタゾシン
- 関
- eptazocine hydrobromide
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2013/05/29 06:49:06」(JST)
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Eptazocine
|
Systematic (IUPAC) name |
(1S,6S)-1,4-dimethyl-2,3,4,5,6,7-hexahydro-1H-1,6-methano-4-benzazonin-10-ol |
Clinical data |
Pregnancy cat. |
? |
Legal status |
℞ Prescription only |
Routes |
Oral |
Identifiers |
CAS number |
72522-13-5
72150-17-5 (bromide) |
ATC code |
None |
PubChem |
CID 3042090 |
ChemSpider |
2305268 |
UNII |
2208ZLI77S |
Chemical data |
Formula |
C15H21NO |
Mol. mass |
231.333 g/mol |
SMILES
- Oc1ccc2c(c1)[C@@]3(CCN(C[C@H](C2)C3)C)C
|
InChI
-
InChI=1S/C15H21NO/c1-15-5-6-16(2)10-11(9-15)7-12-3-4-13(17)8-14(12)15/h3-4,8,11,17H,5-7,9-10H2,1-2H3/t11-,15-/m1/s1
Key:ZOWQTJXNFTWSCS-IAQYHMDHSA-N
|
Eptazocine (Sedapain) is an opioid analgesic which was introduced in Japan by Morishita in 1987.[1][2][3][4] It acts as a mixed κ-opioid receptor agonist and μ-opioid receptor antagonist.[4][5][6]
See also [edit]
References [edit]
- ^ Index nominum 2000: international drug directory. Taylor & Francis US. 2000. p. 396. ISBN 978-3-88763-075-1. Retrieved 29 November 2011.
- ^ American Chemical Society. Division of Medicinal Chemistry (1990). Annual Reports in Medicinal Chemistry. Academic Press. p. 381. ISBN 978-0-12-040525-1. Retrieved 29 November 2011.
- ^ Nabeshima T, Matsuno K, Kamei H, Kameyama T (May 1985). "The interaction of eptazocine, a novel analgesic, with opioid receptors". Research Communications in Chemical Pathology and Pharmacology 48 (2): 173–81. PMID 2992058.
- ^ a b Hiroshi Nagase; Silvia N. Calderon (21 January 2011). Chemistry of Opioids. Springer. p. 280. ISBN 978-3-642-18106-1. Retrieved 29 November 2011.
- ^ Tamura T, Ogawa J, Taniguchi T, Waki I (January 1990). "[Preferential action of eptazocine, a novel analgesic, with opioid receptors in isolated guinea pig ileum and mouse vas deferens preparations]". Nihon Yakurigaku Zasshi. Folia Pharmacologica Japonica (in Japanese) 95 (1): 41–6. PMID 2154395.
- ^ Dr. Ian Morton; Ian K. M. Morton; Judith M. Hall; Dr. Judith Hall (1999). Concise dictionary of pharmacological agents: properties and synonyms. Springer. p. 113. ISBN 978-0-7514-0499-9. Retrieved 29 November 2011.
Opioids
|
|
Opium and
poppy straw
derivatives |
Crude opiate
extracts /
whole opium
products |
- Compote/Kompot/Polish heroin
- Diascordium
- B & O Supprettes
- Dover's powder
- Kendal Black Drop
- Laudanum
- Mithridate
- Opium
- Paregoric
- Poppy straw concentrate
- Poppy tea
- Smoking opium
- Theriac
|
|
Natural opiates |
Opium
alkaloids |
- Codeine
- Morphine
- Oripavine
- Pseudomorphine
- Thebaine
|
|
Alkaloid
salts mixtures |
- Pantopon
- Papaveretum (Omnopon)
|
|
|
Semisynthetics
including
Bentley
compounds |
Morphine
family |
- 2,4-Dinitrophenylmorphine
- 6-MDDM
- Azidomorphine
- Chlornaltrexamine
- Desocodeine
- Desomorphine
- Dihydromorphine
- Hydromorphinol
- Methyldesorphine
- N-Phenethylnormorphine
- RAM-378
|
|
3,6-diesters
of morphine |
- Acetylpropionylmorphine
- Acetylmorphinol (Dihydroheroin)
- Dibenzoylmorphine
- Dipropanoylmorphine
- Heroin (Diacetylmorphine)
- Nicomorphine
|
|
Codeine-dionine
family |
- 6-Monoacetylcodeine
- Benzylmorphine
- Codeine methylbromide
- Ethylmorphine (Dionine)
- Isocodeine
- Heterocodeine
- Pholcodine
- Myrophine
|
|
Morphinones
and morphols |
- 14-Cinnamoyloxycodeinone
- 14-Ethoxymetopon
- 14-Methoxymetopon
- 14-Phenylpropoxymetopon
- 3-Acetyloxymorphone
- 3,14-Diacetyloxymorphone
- Methyldihydromorphine
- 6-MDDM
- 7-Spiroindanyloxymorphone
- Acetylmorphone
- Codeinone
- Codorphone
- Codoxime
- IBNtxA
- Thebacon
- Hydrocodone
- Hydromorphone
- Metopon
- Morphinone
- N-Phenethyl-14-ethoxymetopon
- Nalmexone
- Oxycodone
- Oxymorphol
- Oxymorphone
- Pentamorphone
- Semorphone
|
|
Morphides |
- Chloromorphide
- α-Chlorocodide
|
|
Dihydrocodeine
series |
- 14-Hydroxydihydrocodeine
- Acetyldihydrocodeine
- Dihydrocodeine
- Nicocodeine
- Nicodicodeine
|
|
Nitrogen
morphine
derivatives |
- Codeine-N-oxide
- Morphine-N-oxide
|
|
Hydrazones |
|
|
Halogenated
morphine
derivatives |
|
|
|
Active opiate
metabolites |
- Morphine-6-glucuronide
- 6-Monoacetylmorphine
- Norcodeine
- Normorphine
|
|
|
Morphinans |
- Butorphanol
- Cyclorphan
- Cyprodime
- Dextrallorphan
- Drotebanol
- Ketorphanol
- Levallorphan
- Levorphanol
- Levophenacylmorphan
- Levomethorphan
- Morphinan-3-ol
- Nalbuphine
- Norlevorphanol
- Oxilorphan
- Phenomorphan
- Proxorphan
- Racemethorphan/Methorphan
- Racemorphanol/Morphanol
- Ro4-1539
- Sinomenine/Cocculine
- Xorphanol
|
|
Benzomorphans |
- 8-CAC
- Alazocine
- Anazocine
- Bremazocine
- Butinazocine
- Carbazocine
- Cogazocine
- Dezocine
- Eptazocine
- Etazocine
- Ethylketazocine
- Fluorophen
- Ibazocine
- Ketazocine
- Metazocine
- Moxazocine
- Pentazocine
- Phenazocine
- Tonazocine
- Volazocine
- Zenazocine
|
|
4-Phenylpiperidines |
Pethidines
(Meperidines) |
- 4-Fluoromeperidine
- Allylnorpethidine
- Anileridine
- Benzethidine
- Carperidine
- Difenoxin
- Diphenoxylate
- Etoxeridine (Carbetidine)
- Furethidine
- Hydroxypethidine (Bemidone)
- Morpheridine
- Oxpheneridine (Carbamethidine)
- Pethidine (Meperidine)
- Pethidine Intermediate A
- Pethidine Intermediate B (Norpethidine)
- Pethidine Intermediate C (Pethidinic Acid)
- Pheneridine
- Phenoperidine
- Piminodine
- Properidine (Ipropethidine)
- Sameridine
|
|
Prodines |
- Allylprodine
- Meprodine (α-meprodine / β-meprodine)
- MPPP (Desmethylprodine)
- PEPAP
- Prodine (α-prodine / β-prodine)
- Prosidol
- Trimeperidine (Promedol)
|
|
Ketobemidones |
- Acetoxyketobemidone
- Droxypropine
- Ketobemidone
- Methylketobemidone
- Propylketobemidone
|
|
Others |
- Alvimopan
- Loperamide
- Picenadol
|
|
|
Open chain
opioids |
Amidones |
- Dipipanone
- Isomethadone
- Levomethadone
- Methadone
- Normethadone
- Norpipanone
- Phenadoxone (Heptazone)
|
|
Methadols |
- Acetylmethadol
- Alphacetylmethadol
- Alphamethadol
- Betacetylmethadol
- Betamethadol
- Dimepheptanol (methadol)
- Isomethadol
- Levacetylmethadol
- Noracymethadol
|
|
Moramides |
- Desmethylmoramide
- Dextromoramide
- Levomoramide
- Moramide/Racemoramide
|
|
Thiambutenes |
- Diethylthiambutene
- Dimethylthiambutene
- Ethylmethylthiambutene
- Piperidylthiambutene
- Pyrrolidinylthiambutene
- Thiambutene
- Tipepidine
|
|
Phenalkoxams |
- Dextropropoxyphene
- Dimenoxadol
- Dioxaphetyl butyrate
- Levopropoxyphene
- Norpropoxyphene
|
|
Ampromides |
- Diampromide
- Phenampromide
- Propiram
|
|
Others |
- Alimadol
- IC-26
- Isoaminile
- Lefetamine
- R-4066
|
|
|
Anilidopiperidines |
- 3-Allylfentanyl
- 3-Methylfentanyl
- 3-Methylthiofentanyl
- 4-Phenylfentanyl
- Alfentanil
- α-methylacetylfentanyl
- α-methylfentanyl
- α-methylthiofentanyl
- β-hydroxyfentanyl
- β-hydroxythiofentanyl
- β-methylfentanyl
- Brifentanil
- Carfentanil
- Fentanyl
- Lofentanil
- Mirfentanil
- Ocfentanil
- Ohmefentanyl
- Parafluorofentanyl
- Phenaridine
- Remifentanil
- Sufentanil
- Thiofentanyl
- Trefentanil
|
|
Oripavine
derivatives |
- 7-PET
- Acetorphine
- Alletorphine
- BU-48
- Buprenorphine
- Cyprenorphine
- Dihydroetorphine
- Etorphine
- Homprenorphine
- Norbuprenorphine
|
|
Phenazepanes |
- Ethoheptazine
- Meptazinol
- Metheptazine
- Metethoheptazine
- Proheptazine
|
|
Pirinitramides |
|
|
Benzimidazoles |
|
|
Indoles |
- 18-MC
- 7-Hydroxymitragynine
- Akuammine
- Eseroline
- Hodgkinsine
- Ibogaine
- Mitragynine
- Noribogaine
- Pericine
|
|
Diphenylmethyl-
piperazines |
- BW373U86
- DPI-221
- DPI-287
- DPI-3290
- SNC-80
|
|
Opioid peptides |
- Adrenorphin
- Amidorphin
- Biphalin
- Casokefamide
- Casomorphin
- Cytochrophin
- DADLE
- DAMGO
- Deltorphin
- Dermorphin
- Dynorphin
- Endomorphin
- Endorphins
- Enkephalin
- Frakefamide
- Gliadorphin
- Hemorphin
- Leumorphin
- Metkefamide
- Morphiceptin
- Neoendorphin
- Nociceptin
- Octreotide
- Opiorphin
- Rubiscolin
- Spinorphin
- TRIMU 5
- Tynorphin
- Valorphin
|
|
Others |
- AD-1211
- AH-7921
- Azaprocin
- BDPC
- BRL-52537
- Bromadoline
- Bromadol
- C-8813
- Ciprefadol
- Ciramadol
- Doxpicomine
- Enadoline
- Ethanol
- Faxeladol
- GR-89696
- Herkinorin
- ICI-199,441
- ICI-204,448
- J-113,397
- JTC-801
- LPK-26
- MCOPPB
- Methopholine
- MT-45
- N-Desmethylclozapine
- NNC 63-0532
- Nortilidine
- O-Desmethyltramadol
- Phenadone
- Phencyclidine
- Prodilidine
- Profadol
- Ro64-6198
- Salvinorin A
- SB-612,111
- SC-17599
- RWJ-394,674
- TAN-67
- Tapentadol
- Tifluadom
- Tilidine
- Tramadol
- Trimebutine
- U-50,488
- U-69,593
- Viminol
- W-18
|
|
Opioid
antagonists &
inverse agonists |
- 5'-Guanidinonaltrindole
- Alvimopan
- Chlornaltrexamine
- Chloroxymorphamine
- Conorfone
- Cyclazocine
- Cyprodime
- Diacetylnalorphine
- Difenamizole
- Diprenorphine (M5050)
- Gemazocine
- JDTic
- Levallorphan
- LY-255,582
- Methylnaltrexone
- Nalbuphine
- Naldemedine
- Nalmefene
- Nalmexone
- Naloxazone
- Naloxegol
- Naloxonazine
- Naloxone
- Nalorphine
- Nalorphine dinicotinate
- Naltrexol-d4
- Naltrexone
- Naltriben
- Naltrindole
- Norbinaltorphimine
- Oxilorphan
- Quadazocine
- Samidorphan
- Tonazocine
- Zenazocine
|
|
Uncategorized
opioids |
- Anilopam
- Asimadoline
- Axomadol
- FE 200665
- Fedotozine
- Nalfurafine
- Nalorphine
- Nalorphine dinicotinate
- SoRI-9409
|
|
List of opioids
|
|
English Journal
- Asymmetric syntheses of (-)-pentazocine and (-)-eptazocine through an aza-Prins cyclization.
- Chen Q, Huo X, Yang Z, She X.SourceState Key Laboratory of Applied Organic Chemistry, Department of Chemistry, Lanzhou University, Lanzhou 730000, PR China.
- Chemistry, an Asian journal.Chem Asian J.2012 Nov;7(11):2543-6. doi: 10.1002/asia.201200505. Epub 2012 Aug 21.
- 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.Copyright © 2012 WILEY-VCH Verlag GmbH & Co. K
- PMID 22907930
- Investigation of transport mechanism of pentazocine across the blood-brain barrier using the in situ rat brain perfusion technique.
- Suzuki T, Oshimi M, Tomono K, Hanano M, Watanabe J.SourceDepartment of Pharmaceutics, College of Pharmacy, Nihon University, 7-7-1 Narashinodai, Funabashi-shi, Chiba 274-8555, Japan. tsuzuki@pha.nihon-u.ac.jp
- Journal of pharmaceutical sciences.J Pharm Sci.2002 Nov;91(11):2346-53.
- 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, whi
- PMID 12379919
- Investigation on the influx transport mechanism of pentazocine at the blood-brain barrier in rats using the carotid injection technique.
- Suzuki T, Moriki Y, Goto H, Tomono K, Hanano M, Watanabe J.SourceDepartment of Pharmaceutics, College of Pharmacy, Nihon University, Funabashi, Chiba, Japan. t-suzuki@pha.nihon-u.ac.jp
- Biological & pharmaceutical bulletin.Biol Pharm Bull.2002 Oct;25(10):1351-5.
- 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
- PMID 12392093
Japanese Journal
- 拮抗性鎮痛薬エプタゾシンによる術後硬膜外持続投与の有用性
- 今 久子,山蔭 道明,古瀬 晋吾,永井 荘一郎,並木 昭義
- 日本臨床麻酔学会誌 = The Journal of Japan Society for Clinical Anesthesia 26(5), 594-601, 2006-09-15
- NAID 10018309185
- Postoperative Pain Relief by Epidural Infusion of Opioids in Patients Undergoing Haemorrhoidectomy
- 東 博,辻仲 康伸
- 日本大腸肛門病学会雑誌 58(2), 112-117, 2005
- … 2 days) epidural administration of bupivacaine group (CB, n=22), continuous bupivacaine-morphine mixed group (CBM, n=22), continuous morphine (CM, n=21), continuous buprenorphine (CBP, n=18), continuous eptazocine group (CE, n=14) and diclofenac suppository group as a control group (CO, n=30). …
- NAID 130000787608
- Investigation on the Influx Transport Mechanism of Pentazocine at the Blood-Brain Barrier in Rats Using the Carotid Injection Technique(Biopharmacy)
- Suzuki Toyofumi,Moriki Yoshiaki,Goto Hiroko [他],TOMONO Kazuo,HANANO Manabu,WATANABE Jun
- Biological & pharmaceutical bulletin 25(10), 1351-1355, 2002-10-01
- … In addition, narcotic-antagonist analgesic (buprenorphine, butorphanol or eptazocine) and an opioid antagonist (naloxone) significantly inhibited PTZ transport. …
- NAID 110003638909
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