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词条 2CB-Ind
释义

  1. Analogues and derivatives

  2. See also

  3. References

{{Use dmy dates|date=June 2013}}{{Drugbox
| Verifiedfields = changed
| verifiedrevid = 477216871
| IUPAC_name = (5-bromo-4,7-dimethoxy-2,3-dihydro-1H-inden-1-yl)methanamine
| image = 2CB-ind_structure.png
| tradename =
| legal_status = Uncontrolled
| routes_of_administration = Oral
| CAS_number_Ref = {{cascite|changed|??}}
| CAS_number = 912342-23-5
| ATC_prefix = none
| PubChem = 16086368
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 17245022
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 424890
| C=12 | H=16 | Br=1 | N=1 | O=2
| molecular_weight = 286.164 g/mol
| smiles = COc1c(Br)cc(OC)c2c1CCC2CN
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C12H16BrNO2/c1-15-10-5-9(13)12(16-2)8-4-3-7(6-14)11(8)10/h5,7H,3-4,6,14H2,1-2H3
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = HCLPGYNQMVSQIM-UHFFFAOYSA-N
}}2CB-Ind is a conformationally-restricted derivative of the phenethylamine hallucinogen 2C-B, discovered in 1974 by Alexander Shulgin. It acts as a moderately potent and selective agonist for the 5-HT2A and 5-HT2C receptors, but unlike the corresponding benzocyclobutene derivative TCB-2 which is considerably more potent than the parent compound 2C-B, 2CB-Ind is several times weaker, with racemic 2CB-Ind having a Ki of 47nM at the human 5-HT2A receptor, only slightly more potent than the mescaline analogue (R)-jimscaline.[1][2]

Analogues and derivatives

{{2C-B analogues and derivatives}}

See also

  • AMMI

References

1. ^{{cite journal |last1= McLean |first1= TH |title= 1-Aminomethylbenzocycloalkanes: conformationally restricted hallucinogenic phenethylamine analogues as functionally selective 5-HT2A receptor agonists |journal= Journal of Medicinal Chemistry |volume= 49 |issue= 19 |pages= 5794–803 |year= 2006 |pmid= 16970404 |doi= 10.1021/jm060656o |display-authors=etal|citeseerx= 10.1.1.688.9849 }}
2. ^{{Cite thesis |type=PhD. |title=Towards a biophysical understanding of hallucinogen action |url=http://proquest.umi.com/pqdlink?Ver=1&Exp=01-23-2014&FMT=7&DID=1417800971&RQT=309&attempt=1&cfc=1 |last=Braden |first=Michael Robert |year=2007 |publisher=Purdue University }}
{{Serotonergics}}{{DEFAULTSORT:2cb-Ind}}{{nervous-system-drug-stub}}

3 : Bromoarenes|Phenol ethers|Indanes

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