Cyclazocine

Cyclazocine: 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

Pregnancy cat. ?

Legal status ?

Routes Oral

Identifiers

CAS number 7346-09-0^N

ATC code None

PubChem CID 19143

IUPHAR ligand 1604

ChemSpider 18063^Y

UNII J5W1B1159C^Y

KEGG D03618^Y

ChEMBL CHEMBL279449^N

Chemical data

Formula C₁₈H₂₅N O

Mol. mass 271.40 g/mol

SMILES eMolecules & PubChem

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^Y
Key:YQYVFVRQLZMJKJ-UHFFFAOYSA-N^Y

N(what is this?) (verify)

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]

Contents

1 Use

2 Dosage

3 See also

4 References

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.^[2]

Dosage

Dosages of 1–3 mg were administered in the tests.

See also

Benzomorphan

References

^ Sydney Archer, Stanley D Glick, Jean M Bidlack (1996). Cyclazocine revisited - Neurochemical Research. 21. pp. 1369–1373. doi:10.1007/BF02532378. http://www.scribd.com/doc/43272398/Cyclazocine-revisited-Neurochemical-Research-1996-21-11-1369-1373-DOI-10-1007-BF02532378-http-dx-doi-org-10-1007-BF02532378.

^ Alfred M. Freedman, MD, Max Fink, MD, Robert Sharoff, MD, and Arthur Zaks, MD. "Cyclazocine and Methadone in Narcotic Addiction". http://jama.ama-assn.org/content/202/3/191.full.pdf.

v · d · eAnalgesics (N02A, N02B)

Opioids
See also: Opioids template

Opium & alkaloids thereof

Codeine^# • Morphine^# • Opium • Laudanum • Paregoric

Semi-synthetic opium
derivatives

Acetyldihydrocodeine • Benzylmorphine • Buprenorphine • Desomorphine • Dihydrocodeine • Dihydromorphine • Ethylmorphine • Diamorphine • Hydrocodone • Hydromorphinol • Hydromorphone • Nicocodeine • Nicodicodeine • Nicomorphine • Oxycodone • Oxymorphone

Synthetic opioids

Alphaprodine • Anileridine • Butorphanol • Dextromoramide • Dextropropoxyphene • Dezocine • Fentanyl • Ketobemidone • Levorphanol • Methadone • Meptazinol • Nalbuphine • Pentazocine • Propoxyphene • Propiram • Pethidine • Phenazocine • Piminodine • Piritramide • Tapentadol • Tilidine • Tramadol

Pyrazolones
Ampyrone/Aminophenazone • Metamizole • Phenazone • Propyphenazone

Cannabinoids
Ajulemic acid • AM404 • Cannabidiol • Cannabis • Nabilone • Nabiximols • Tetrahydrocannabinol

Anilides
Paracetamol (acetaminophen)^# • Phenacetin • Propacetamol

Non-steroidal
anti-inflammatories
See also: NSAIDs template

Propionic acid class

Fenoprofen • Flurbiprofen • Ibuprofen^# • Ketoprofen • Naproxen • Oxaprozin

Oxicam class

Meloxicam • Piroxicam

Acetic acid class

Diclofenac • Indometacin • Ketorolac • Nabumetone • Sulindac • Tolmetin

COX-2 inhibitors

Celecoxib • Rofecoxib • Valdecoxib • Parecoxib • Lumiracoxib

Anthranilic acid
(fenamate) class

Meclofenamate • Mefenamic acid

Salicylates

Aspirin (Acetylsalicylic acid)^# • Benorylate • Diflunisal • Ethenzamide • Magnesium salicylate • Salicin • Salicylamide • Salsalate • Trisalate • Wintergreen (Methyl salicylate)

Atypical, adjuvant and potentiators,
Metabolic agents and miscellaneous
Amitryptiline • Befiradol • Bicifadine • Carisoprodol • Camphor • Cimetidine • Clonidine • Chlorzoxazone • Cyclobenzaprine • Duloxetine • Esreboxetine • Flupirtine • Gabapentin • Glafenine • Hydroxyzine • Ketamine • Menthol • Mephenoxalone • Methocarbamol • Nefopam • Orphenadrine • Pregabalin • Proglumide • Scopolamine • Tebanicline • Trazodone • Gabapentin enacarbil • Ziconotide

^#WHO-EM. ^‡Withdrawn from market. Clinical trials: ^†Phase III. ^§Never to phase III

M: CNS

anat(n/s/m/p/4/e/b/d/c/a/f/l/g)/phys/devp

noco(m/d/e/h/v/s)/cong/tumr, sysi/epon, injr

proc, drug(N1A/2AB/C/3/4/7A/B/C/D)

v · d · eHallucinogens

Psychedelics
5-HT_2AR agonists
Lysergamides: AL-LAD • ALD-52 • BU-LAD • CYP-LAD • DAM-57 • Diallyllysergamide • Ergometrine (Ergonovine, Ergobasine) • ETH-LAD • LAE-32 • LSA (Ergine, Lysergamide) • LSD • LSH • LPD-824 • LSM-775 • Lysergic Acid 2-Butyl Amide • Lysergic Acid 2,4-Dimethylazetidide • Lysergic Acid 3-Pentyl Amide • Methylergometrine • Methylisopropyllysergamide • Methysergide • MLD-41 • PARGY-LAD • PRO-LAD;
Phenethylamines: Aleph • 2C-B • 2C-B-Dragonfly · 2C-B-FLY • 2C-C-FLY • 2C-D-FLY • 2C-E-FLY • 2C-I-FLY • 2CBFly-NBOMe • 2C-T-7-FLY • 2C-C • 2C-C-NBOMe • 2C-CN-NBOMe • 2C-D • 2CD-5EtO • 2C-D-NBOMe • 2C-E • 2C-EF • 2C-E-NBOMe • 2C-F • 2C-F-NBOMe • 2C-G • 2C-G-NBOMe • 2C-H-NBOMe • 2C-I • 2C-N • 2C-N-NBOMe • 2C-O • 2C-O-4 • 2C-P • 2C-T • 2C-T-2 • 2C-T-4 • 2C-T-4-NBOMe • 2C-T-7 • 2C-T-7-NBOH • 2C-T-8 • 2C-T-9 • 2C-T-13 • 2C-T-15 • 2C-T-17 • 2C-T-21 • 2C-TFM • 2C-TFM-NBOMe • 2C-YN • 2CBCB-NBOMe • 25B-NBOMe • 25I-NBMD • 25I-NBOH • 25I-NBOMe • 3C-E • 3C-P • 5-APB • 5-APDB • 6-APB • 6-APDB • Br-DFLY • DESOXY • DMMDA • DMMDA-2 • DOB • DOB-FLY • DOM-FLY • DOC • DOEF • DOET • DOF • DOI • DOM • DON • DOPR • DOTFM • Escaline • Ganesha • HOT-2 • HOT-7 • HOT-17 • IAP • Isoproscaline • Jimscaline • Lophophine • MDA • MDEA • MDMA • MMA • MMDA • MMDA-2 • MMDA-3a • MMDMA • Macromerine • Mescaline • Methallylescaline • NBOMe-mescaline • Proscaline • TCB-2 • TFMFly • TMA;
Piperazines: pFPP • TMFPP;
Tryptamines: 1-Methyl-5-methoxy-diisopropyltryptamine • 2,N,N-TMT • 4-HO-5-MeO-DMT • 4-Acetoxy-DET • 4-Acetoxy-DIPT • 4-Acetoxy-DMT • 4-Acetoxy-DPT • 4-Acetoxy-MiPT • 4-HO-DPT • 4-HO-MET • 4-Propionyloxy-DMT • 4-HO-MPMI • 5-Me-MIPT • 5-N,N-TMT • 5-AcO-DMT • 5-MeO-2,N,N-TMT • 5-MeO-α,N,N-TMT • 5-MeO-α-ET • 5-MeO-α-MT • 5-MeO-DALT • 5-MeO-DET • 5-MeO-DIPT • 5-MeO-DMT • 5-MeO-DPT • 5-MeO-EiPT • 5-MeO-MET • 5-MeO-MIPT • 5-MeO-MPMI • 7,N,N-TMT • α,N,N-TMT • α-ET • α-MT • AL-37350A • Baeocystin • Bufotenin • DALT • DBT • DCPT • DET • DIPT • DMT • DPT • EiPT • Ethocin • Ethocybin • Iprocin • MET • Miprocin • MIPT • Norbaeocystin • PiPT • Psilocin • Psilocybin;
Others: AL-38022A • Ibogaine • Noribogaine • Voacangine

Dissociatives
NMDAR antagonists
Adamantanes: Amantadine • Memantine • Rimantadine;
Arylcyclohexylamines: 3-MeO-PCP • 4-MeO-PCP • Dieticyclidine • Esketamine • Eticyclidine • Gacyclidine • Ketamine • Methoxetamine • Neramexane • Phencyclidine • PCPr • Rolicyclidine • Tenocyclidine • Tiletamine;
Morphinans: Dextrallorphan • Dextromethorphan • Dextrorphan • Methorphan (Racemethorphan) • Racemorphan;
Others: 2-MDP • 8A-PDHQ • Aptiganel • Dexoxadrol • Dizocilpine (MK-801) • Etoxadrol • Ibogaine • Midafotel • NEFA • Nitrous Oxide • Noribogaine • Perzinfotel • Remacemide • Selfotel • Xenon

Deliriants
mAChR antagonists
3-Quinuclidinyl benzilate • Atropine • Benactyzine • Benzatropine • Benzydamine • Biperiden • Brompheniramine • CAR-226,086 • CAR-301,060 • CAR-302,196 • CAR-302,282 • CAR-302,368 • CAR-302,537 • CAR-302,668 • Chlorpheniramine • Chloropyramine • Clemastine • CS-27349 • Cyclizine • Cyproheptadine • Dicyclomine (Dicycloverine) • Dimenhydrinate • Diphenhydramine • Ditran • Doxylamine • EA-3167 • EA-3443 • EA-3580 • EA-3834 • Elemicin • Flavoxate • Hydroxyzine • Hyoscyamine • Meclizine • Myristicin • N-Ethyl-3-piperidyl benzilate • N-Methyl-3-piperidyl benzilate • Pyrilamine • Orphenadrine • Oxybutynin • Pheniramine • Phenyltoloxamine • Procyclidine • Promethazine • Scopolamine (Hyoscine) • Tolterodine • Trihexyphenidyl • Tripelennamine • Triprolidine • WIN-2299

Miscellaneous

Cannabinoids
CB₁R agonists

Cannabinol • CP-47,497 • CP-55,244 • CP-55,940 • DMHP • HU-210 • JWH-018 • JWH-030 • JWH-073 • JWH-081 • JWH-200 • JWH-250 • Nabilone • Nabitan • Nantradol • Parahexyl • THC (Dronabinol) • WIN-55,212-2

D₂R agonists

Apomorphine • Bromocriptine • Cabergoline • Lisuride • Memantine • Pergolide • Piribedil • Pramipexole • Ropinirole • Rotigotine
* Also indirect D₂ agonists such as dopamine reuptake inhibitors (cocaine, methylphenidate), releasing agents (amphetamine, methamphetamine), and precursors (levodopa).

GABA_AR agonists

Eszopiclone • Gaboxadol • Ibotenic Acid • Muscimol • Zolpidem • Zopiclone

Inhalants
Mixed MOA

Butane • Chloroform • Diethyl Ether (Ether) • Enflurane • Freon • Gasoline (Petrol) • Kerosene (Paraffin) • Propane • Toluene

κOR agonists

2-EMSB • 2-MMSB • Alazocine • Bremazocine • Butorphanol • Cyclazocine • Cyprenorphine • Dextrallorphan • Dezocine • Enadoline • Herkinorin • HZ-2 • Ibogaine • Ketazocine • Metazocine • Nalbuphine • Nalorphine • Noribogaine • Pentazocine • Phenazocine • Salvinorin A • Spiradoline • Tifluadom • U-50,488 • U-69,593

σR agonists

Dextrallorphan • Dextromethorphan • Dextrorphan • Noscapine (Narcotine)

Others

Efavirenz • Glaucine • Isoaminile

Categories:
Synthetic opioids
Phenols
Benzomorphans
Kappa agonists

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
Pregnancy cat.	?
Legal status	?
Routes	Oral
Identifiers
CAS number	7346-09-0^N
ATC code	None
PubChem	CID 19143
IUPHAR ligand	1604
ChemSpider	18063^Y
UNII	J5W1B1159C^Y
KEGG	D03618^Y
ChEMBL	CHEMBL279449^N
Chemical data
Formula	C₁₈H₂₅N O
Mol. mass	271.40 g/mol
SMILES	eMolecules & PubChem
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^Y Key:YQYVFVRQLZMJKJ-UHFFFAOYSA-N^Y
N(what is this?) (verify)

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Look at other dictionaries:

cyclazocine — [sī΄klə zō′sēn΄, sī΄klə zō′sin] n. [ CYCL(O) + (PENTA)ZOCINE] a painkilling, nonaddictive, synthetic drug, C18H25NO, that blocks the effects of heroin or morphine … English World dictionary
cyclazocine — noun Etymology: cycl + azocine (C7H7N), probably from az + octa + 2 ine Date: 1966 an analgesic drug C18H25NO that inhibits the effect of morphine and related addictive drugs and is used in the treatment of drug addictio … New Collegiate Dictionary
cyclazocine — /suy klaz euh seen , sin, suy kleuh zoh seen, sin/, n. Pharm. a synthetic nonnarcotic and nonaddictive analgesic, C18H25NO, that blocks the effects of morphine or morphinelike drugs: used to treat heroin or morphine addiction. [contr. and alter.… … Universalium
cyclazocine — noun A particular narcotic … Wiktionary
cyclazocine — cy·claz·o·cine sī klaz ə .sēn, sən n an analgesic drug C18H25NO that inhibits the effect of morphine and related addictive drugs and is used in the treatment of drug addiction * * * cy·cla·zo·cine (si″klə zoґsēn) a narcotic… … Medical dictionary
cyclazocine — cy·claz·o·cine … English syllables
cyclazocine — n. synthetic drug protecting against the addictive effects of the morphine group … Dictionary of difficult words
cyclazocine — sīˈklazəˌsēn, sə̇n noun ( s) Etymology: cycl + azocine (as in phenazocine herein) : an analgesic drug C18H25NO that inhibits the effect of morphine and related addictive drugs and is used in the treatment of drug addiction * * * /suy klaz euh… … Useful english dictionary
cyc — cyclazocine; cycle; cyclotron * * * cyclophosphamide … Medical dictionary
cyc — • cyclazocine; • cycle; • cyclotron … Dictionary of medical acronyms & abbreviations

Academic Dictionaries and Encyclopedias

Cyclazocine

Contents

Use

Dosage

See also

References

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Wikipedia

Cyclazocine

Contents

Use

Dosage

See also

References

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