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麻薬効力減衰剤

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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2015/04/16 21:58:10」(JST)

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Cyclazocine is a mixed opioid agonist/antagonist related to dezocine, pentazocine and phenazocine. This family of opioid drugs is called the benzomorphans or benzazocines.^[1] It is a KOR agonist and MOR partial agonist, and also has high affinity for the DOR.^[2]

Use

Research into the use of cyclazocine for the treatment of bipolar patients with depression was undertaken by Fink and colleagues (1970). It showed that 8 out of 10 patients experienced moderate improvement.

Research during the 1960s and 1970s into the possible use of cyclazocine for management of pain, and later for assisting treatment of narcotic addiction was severely hampered by the drug's psychotomimetic, dysphoric, and hallucinatory effects.^[3]

References

^ Archer, S.; Glick, S. D.; Bidlack, J. M. (1996). "Cyclazocine Revisited". Neurochemical Research 21 (11): 1369–1373. doi:10.1007/BF02532378. PMID 8947927.
^ Bidlack JM, Cohen DJ, McLaughlin JP, Lou R, Ye Y, Wentland MP (July 2002). "8-Carboxamidocyclazocine: a long-acting, novel benzomorphan". J. Pharmacol. Exp. Ther. 302 (1): 374–80. doi:10.1124/jpet.302.1.374. PMID 12065740.
^ Freedman, A. M.; Fink, M.; Sharoff, R.; Zaks, A. (1967). "Cyclazocine and Methadone in Narcotic Addiction" (pdf). The Journal of the American Medical Association 202 (3): 191–194. doi:10.1001/jama.1967.03130160065011. PMID 6072354.

English Journal

Acid-mediated ring-expansion reaction of N-aryl-2-vinylazetidines: synthesis and unanticipated reactivity of tetrahydrobenzazocines.

Shimizu T1, Koya S, Yamasaki R, Mutoh Y, Azumaya I, Katagiri K, Saito S.
The Journal of organic chemistry.J Org Chem.2014 May 16;79(10):4367-77. doi: 10.1021/jo500249c. Epub 2014 Apr 28.
The aza-Clasen rearrangement of N-aryl-2-vinylazetidines has been explored. N-Aryl-2-vinylazetidines were transformed to corresponding tetrahydrobenzazocines in good yields. Unexpectedly, the tetrahydrobenzazocine was unstable and readily isomerized to vinyltetrahydroquinoline in the presence of aci
PMID 24731245

Redefining the structure-activity relationships of 2,6-methano-3-benzazocines. Part 8. High affinity ligands for opioid receptors in the picomolar Ki range: oxygenated N-(2-[1,1'-biphenyl]-4-ylethyl) analogues of 8-CAC.

Wentland MP1, Jo S, Gargano JM, VanAlstine MA, Cohen DJ, Bidlack JM.
Bioorganic & medicinal chemistry letters.Bioorg Med Chem Lett.2012 Dec 15;22(24):7340-4. doi: 10.1016/j.bmcl.2012.10.081. Epub 2012 Oct 27.
N-[2-(4'-methoxy[1,1'-biphenyl]-4-yl)ethyl]-8-CAC (1) is a high affinity (K(i)=0.084 nM) ligand for the μ opioid receptor and served as the lead compound for this study. Analogues of 1 were made in hopes of identifying an SAR within a series of oxygenated (distal) phenyl derivatives. A number of ne
PMID 23142613

Latent inhibition in an insect: the role of aminergic signaling.

Fernández VM1, Giurfa M, Devaud JM, Farina WM.
Learning & memory (Cold Spring Harbor, N.Y.).Learn Mem.2012 Nov 16;19(12):593-7. doi: 10.1101/lm.028167.112.
Latent inhibition (LI) is a decrement in learning performance that results from the nonreinforced pre-exposure of the to-be-conditioned stimulus, in both vertebrates and invertebrates. In vertebrates, LI development involves dopamine and serotonin; in invertebrates there is yet no information. We st
PMID 23161448

Japanese Journal

オピエートのフロンティア電子密度の統計解析

水上善博
滋賀大学教育学部紀要. 3, 自然科学 54, 35-39, 2004
… calculations.Calculated opiates are morphine, oxymorphone, levorphanol, nalorphine, naloxone, levallorphan, heroin, codeine, etorphine, dihydromorphine, normorphine, pentazocine, apomorphine, buprenorphine, butorpahnol, dihydrocodeine, oxycodone, thebaine, bremazocine, cyclazocine, ketocyclazocine, naloxazone, naltrexazone, oxymorphazone.25 molecules have common molecular skeleton that includes 10 atoms(one nitrogen atom, one oxygen atom and 8 carbon atoms).Electron densities of HOMO on these 10 atoms are used to perform principal component …
NAID 110001183530

オピエート分子の構造に関する理論的研究

水上善博,清水英里佳
情報化学討論会・構造活性相関シンポジウム講演要旨集 tokusi(0), JP31-JP31, 2001
… Calculated molecules are morphine, oxymorphone, levorphanol, nalorphine, naloxone, levallorphan, heroin, codeine, etorphine, dihydromorphine, normorphine, pentazocine, apomorphine, buprenorphine, butorpahnol, dihydrocodeine, oxycodone, thebaine, bremazocine, cyclazocine, ketocyclazocine, naloxazone, naltrexazone, naltrexone, oxymorphazone. …
NAID 130004575375

オピエート分子の構造に関する理論的研究

水上善博,清水英里佳
情報化学討論会講演要旨集 tokusi(0), JP31-JP31, 2001
… Calculated molecules are morphine, oxymorphone, levorphanol, nalorphine, naloxone, levallorphan, heroin, codeine, etorphine, dihydromorphine, normorphine, pentazocine, apomorphine, buprenorphine, butorpahnol, dihydrocodeine, oxycodone, thebaine, bremazocine, cyclazocine, ketocyclazocine, naloxazone, naltrexazone, naltrexone, oxymorphazone. …
NAID 130004575179

Related Pictures

★リンクテーブル★

リンク元	「シクラゾシン」「サイクラゾシン」
拡張検索	「ethylketocyclazocine」

「シクラゾシン」

Cyclazocine
Systematic (IUPAC) name
	3-(Cyclopropylmethyl)-6,11-dimethyl-1,2,3,4,5,6-hexahydro-2,6-methano-3-benzazocin-8-ol; or; 2-Cyclopropylmethyl-2'-hydroxy-5,9-dimethyl-6,7-benzomorphan
Clinical data
Legal status	?;
Routes of; administration	Oral
Identifiers
CAS Registry Number	7346-09-0
ATC code	None
PubChem	CID 19143
IUPHAR ligand	1604
ChemSpider	18063
UNII	J5W1B1159C
KEGG	D03618
ChEMBL	CHEMBL56585
Chemical data
Formula	C18H25NO
Molecular mass	271.40 g/mol
	SMILES Oc1ccc4c(c1)C2(C(C(N(CC2)CC3CC3)C4)C)C;
	InChI InChI=1S/C18H25NO/c1-12-17-9-14-5-6-15(20)10-16(14)18(12,2)7-8-19(17)11-13-3-4-13/h5-6,10,12-13,17,20H,3-4,7-9,11H2,1-2H3 ; Key:YQYVFVRQLZMJKJ-UHFFFAOYSA-N ;
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