# Benzomorphan

> Mediated Wiki article. Canonical URL: https://mediated.wiki/source/Benzomorphan
> Markdown URL: https://mediated.wiki/source/Benzomorphan.md
> Source: https://en.wikipedia.org/wiki/Benzomorphan
> Source revision: 1338512236
> License: Creative Commons Attribution-ShareAlike 4.0 International (https://creativecommons.org/licenses/by-sa/4.0/)

{{chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 445992038
| ImageFile = Benzomorphan.png
| ImageClass = skin-invert-image
| ImageSize = 200px
| IUPACName = 6,7-Benzomorphan
| OtherNames = {{bulletedlist|1,2,3,4,5,6-Hexahydro-2,6-methano-3-benzazocine<|10-Azatricyclo[7.3.1.0~2,7~]trideca-2,4,6-triene}}
|Section1={{Chembox Identifiers
| CASNo_Ref = {{cascite|correct|??}}
| CASNo = 575-19-9
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = A8J3S2MS1D
| PubChem = 182394
| SMILES = C1CNC2CC1C3=CC=CC=C3C2
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 158637
| InChI = 1/C12H15N/c1-2-4-12-9(3-1)7-11-8-10(12)5-6-13-11/h1-4,10-11,13H,5-8H2
| InChIKey = NSLKFRGZLUIUKO-UHFFFAOYAF
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/C12H15N/c1-2-4-12-9(3-1)7-11-8-10(12)5-6-13-11/h1-4,10-11,13H,5-8H2
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = NSLKFRGZLUIUKO-UHFFFAOYSA-N
  }}
|Section2={{Chembox Properties
| C=12 | H=15 | N=1
| Appearance = 
| Density = 
| MeltingPt = 
| BoilingPt = 
| Solubility = 
  }}
|Section3={{Chembox Hazards
| MainHazards = 
| FlashPt = 
| AutoignitionPt = 
  }}
}}

'''Benzomorphan''' is a [chemical compound](/source/chemical_compound) that is the  base for a series of [drug](/source/drug)s which variably act on the [sigma receptor](/source/sigma_receptor)s and [κ-opioid receptor](/source/%CE%BA-opioid_receptor)s, including the following compounds:

{{colbegin|colwidth=18em}}
* [5,9-DEHB](/source/5%2C9_alpha-diethyl-2'-hydroxybenzomorphan)
*[8-CAC](/source/8-Carboxamidocyclazocine)
* [Alazocine](/source/Alazocine)
* [Anazocine](/source/Anazocine)
* [Bremazocine](/source/Bremazocine)
* [Butinazocine](/source/Butinazocine)
* [Carbazocine](/source/Carbazocine)
* [Cogazocine](/source/Cogazocine)
* [Cyclazocine](/source/Cyclazocine)
* [Dezocine](/source/Dezocine)
* [Eptazocine](/source/Eptazocine) (Homobenzomorphan)
* [Etazocine](/source/Etazocine)
* [Ethylketocyclazocine](/source/Ethylketocyclazocine)
* [Fluorophen](/source/Fluorophen)
* [Gemazocine](/source/Gemazocine)
* [Gpa-1657](/source/Gpa-1657) [14578-59-7]<ref>{{Cite journal |last1=Yokoyama |first1=Naokata |last2=Almaula |first2=Prabodh I. |last3=Block |first3=Fred B. |last4=Granat |first4=Frank R. |last5=Gottfried |first5=Norman |last6=Hill |first6=Ronald T. |last7=McMahon |first7=Elihu H. |last8=Munch |first8=Walter F. |last9=Rachlin |first9=Howard |date=1979 |title=Syntheses, analgetic activity and physical dependence capacity of 5-phenyl-6,7-benzomorphan derivatives |url=https://pubs.acs.org/doi/abs/10.1021/jm00191a016 |journal=Journal of Medicinal Chemistry |volume=22 |issue=5 |pages=537–553 |doi=10.1021/jm00191a016 |pmid=37335 |url-access=subscription }}</ref>
* [GPA 1658](/source/GPA_1658) HCl salt: [26862-29-3]<ref>{{Cite journal |last1=Yokoyama |first1=Naokata |last2=Block |first2=Fred B. |last3=Clarke |first3=Frank H. |date=1970 |title=1,2,3,4,5,6-Hexahydro-6-phenyl-2,6-methano-3-benzazocines. II |url=https://pubs.acs.org/doi/abs/10.1021/jm00297a034 |journal=Journal of Medicinal Chemistry |volume=13 |issue=3 |pages=488–492 |doi=10.1021/jm00297a034|url-access=subscription }}</ref>
* [https://pubchem.ncbi.nlm.nih.gov/#query=GPA-208 GPA-208]
* [GPA-3154](/source/GPA-3154) Fb: [35758-34-0] HCl salt: [35758-32-8]
* [Ibazocine](/source/Ibazocine)
* [ID-1229](/source/ID-1229) [56390-16-0]<ref>{{cite journal |author=Castañer, J. |author2=Paton, D. M. | journal=Drugs of the Future | title=ID-1229 | volume=3 | issue=4 | page=298 | date= 1978 | url=http://journals.prous.com/journals/servlet/xmlxsl/pk_journals.xml_summary_pr?p_JournalId=2&p_RefId=65215&p_IsPs=N | issn=0377-8282 | doi=10.1358/dof.1978.003.04.65215 | access-date=21 October 2025| url-access=subscription }}</ref><ref name="pmid1242327">{{cite journal | vauthors = Yamamoto H, Saito C, Inaba S, Inukai T, Kobayashi K | title = The synthesis and pharmacology of a new analgesic, ID-1229 | journal = Arzneimittel-Forschung | volume = 25 | issue = 5 | pages = 795–801 | date = May 1975 | pmid = 1242327 | doi = 10.1002/chin.197534266 | url = }}</ref><ref>{{cite journal | vauthors=Yamamoto, H, Saito, C, Inaba, S, Inukai, T, Kobayashi, K, Fukumaru, T, Koga, Y, Homma, T, Asami, Y | journal=Chemischer Informationsdienst | title=ChemInform Abstract: THE SYNTHESIS AND PHARMACOLOGY OF A NEW ANALGESIC, ID-1229 | volume=6 | issue=34 | article-number=chin.197534266 | date=26 August 1975 | url=https://onlinelibrary.wiley.com/doi/10.1002/chin.197534266 | issn=0009-2975 | doi=10.1002/chin.197534266 | pmid=1242327 | access-date=21 October 2025| url-access=subscription }}</ref>
* [https://pubchem.ncbi.nlm.nih.gov/compound/123445395 LP-1]<ref>{{Cite journal |last1=Parenti |first1=Carmela |last2=Turnaturi |first2=Rita |last3=Aricò |first3=Giuseppina |last4=Marrazzo |first4=Agostino |last5=Prezzavento |first5=Orazio |last6=Ronsisvalle |first6=Simone |last7=Scoto |first7=Giovanna M. |last8=Ronsisvalle |first8=Giuseppe |last9=Pasquinucci |first9=Lorella |date=2012 |title=Antinociceptive profile of LP1, a non-peptide multitarget opioid ligand |journal=Life Sciences |volume=90 |issue=25–26 |pages=957–961 |doi=10.1016/j.lfs.2012.04.041 |pmid=22580287}}</ref>
* [Ketazocine](/source/Ketazocine)
* [Metazocine](/source/Metazocine)
* [Moxazocine](/source/Moxazocine)
* [Mr2266](/source/Mr2266) [56649-76-4]
* [MR-2034](/source/MR-2034), MR-2033-CL [57236-85-8]
* [Pentazocine](/source/Pentazocine)
* [Phenazocine](/source/Phenazocine)
* [Quadazocine](/source/Quadazocine)
* [Thiazocine](/source/Thiazocine){{Citation needed|date=October 2025}}
* [Tonazocine](/source/Tonazocine)
* [Volazocine](/source/Volazocine)
* [Zenazocine](/source/Zenazocine)
{{colend}}

Some of these agents are used as [analgesic](/source/analgesic)s, including [pentazocine](/source/pentazocine), [phenazocine](/source/phenazocine), [dezocine](/source/dezocine), and [eptazocine](/source/eptazocine).<ref name="urlMedicinal Chemistry - Google Books">{{cite book | url = https://books.google.com/books?id=shXKUzLwUtIC&pg=PA257 | title = Medicinal Chemistry| isbn = 978-81-224-1565-0 | last1 = Kar | first1 = Ashutosh | year = 2005 | publisher = New Age International }}</ref><ref name="pmid2876100">{{cite journal |vauthors=Cittern PA, Kapoor VK, Parfitt RT | title = Preparation and analgesic activity of (−)-11 alpha-substituted 1,2,3,4,5,6-hexahydro-6 alpha,7-(methyleneoxy)-2,6-methano-3-benzazocines | journal = Journal of Medicinal Chemistry | volume = 29 | issue = 10 | pages = 1929–33 |date=October 1986 | pmid = 2876100 | doi = 10.1021/jm00160a022}}</ref>

== See also ==
* [Benzazocine](/source/Benzazocine)
* [Azocine](/source/Azocine)
* [Morphinan](/source/Morphinan)

== References ==
{{Reflist|1}}

{{Chemical classes of psychoactive drugs}}

Category:Benzomorphans

{{organic-compound-stub}}

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Adapted from the Wikipedia article [Benzomorphan](https://en.wikipedia.org/wiki/Benzomorphan) by Wikipedia contributors ([contributor history](https://en.wikipedia.org/wiki/Benzomorphan?action=history)). Available under [Creative Commons Attribution-ShareAlike 4.0 International](https://creativecommons.org/licenses/by-sa/4.0/). Changes may have been made.