AL-37350A: Difference between revisions
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{{Short description|Chemical compound}} |
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{{Drugbox |
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| verifiedrevid = |
| verifiedrevid = 477346561 |
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| IUPAC_name = (''S'')-(+)-1-(2-Aminopropyl)-8,9-dihydropyrano[3,2-''e'']indole |
| IUPAC_name = (''S'')-(+)-1-(2-Aminopropyl)-8,9-dihydropyrano[3,2-''e'']indole |
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| image = AL- |
| image = AL-37350A Structure.svg |
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| width = 140 |
| width = 140 |
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| legal_US = |
| legal_US = |
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| legal_status = |
| legal_status = |
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| routes_of_administration = |
| routes_of_administration = |
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<!--Pharmacokinetic data--> |
<!--Pharmacokinetic data--> |
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| metabolism = |
| metabolism = |
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| elimination_half-life = |
| elimination_half-life = |
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| excretion = |
| excretion = |
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<!--Identifiers--> |
<!--Identifiers--> |
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| CAS_number_Ref = {{cascite|correct|CAS}} |
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| CAS_number = |
| CAS_number = 362603-40-5 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = KT54N4CC67 |
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| ATC_prefix = |
| ATC_prefix = |
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| ATC_suffix = |
| ATC_suffix = |
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| ChEMBL_Ref = {{ebicite|correct|EBI}} |
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| ChEMBL = 133455 |
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| PubChem = 10331436 |
| PubChem = 10331436 |
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| IUPHAR_ligand = 160 |
| IUPHAR_ligand = 160 |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 8506896 |
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<!--Chemical data--> |
<!--Chemical data--> |
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| C=14 | H=18 | N=2 | O=1 |
| C=14 | H=18 | N=2 | O=1 |
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| smiles = O2c1ccc3c(c1CCC2)c(c[nH]3)C[C@@H](N)C |
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| molecular_weight = 230.305 g/mol |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| smiles = CC(N)Cc3cnc2ccc1OCCCc1c23 |
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| StdInChI = 1S/C14H18N2O/c1-9(15)7-10-8-16-12-4-5-13-11(14(10)12)3-2-6-17-13/h4-5,8-9,16H,2-3,6-7,15H2,1H3/t9-/m0/s1 |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = VVHJUSGIUWQPIT-VIFPVBQESA-N |
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⚫ | '''AL-37350A''' ('''4,5-DHP-AMT''') is a tricyclic [[tryptamine]] derivative which acts as a potent and selective [[agonist]] for the [[serotonin]] [[Receptor (biochemistry)|receptor]] [[5-HT2A receptor|5-HT<sub>2A</sub>]], with a [[Dissociation constant#Protein-ligand binding|Ki]] of 2.0 nM, and moderate selectivity over the related 5-HT<sub>2B</sub> and 5-HT<sub>2C</sub> receptors. It has been shown to have [[Intraocular pressure|ocular hypotensive]] activity in animal models, suggesting it may be useful for the treatment of [[glaucoma]].<ref name="pmid12954071">{{cite journal |vauthors =May JA, Chen HH, Rusinko A, Lynch VM, Sharif NA, McLaughlin MA |title=A novel and selective 5-HT2 receptor agonist with ocular hypotensive activity: (S)-(+)-1-(2-aminopropyl)-8,9-dihydropyrano[3,2-e]indole |journal=Journal of Medicinal Chemistry |volume=46 |issue=19 |pages=4188–95 |date=September 2003 |pmid=12954071 |doi=10.1021/jm030205t |citeseerx=10.1.1.688.6169 }}</ref> |
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⚫ | '''AL-37350A''' is a [[tryptamine]] derivative which acts as a potent and selective [[agonist]] for the [[serotonin]] [[Receptor (biochemistry)|receptor]] [[5-HT2A receptor|5-HT<sub>2A</sub>]], with a [[Dissociation constant#Protein-ligand binding|Ki]] of 2.0 nM, and moderate selectivity over the related 5-HT<sub>2B</sub> and 5-HT<sub>2C</sub> receptors. It has been shown to have [[Intraocular pressure|ocular hypotensive]] activity in animal models, suggesting it may be useful for the |
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==See also== |
==See also== |
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* [[Ramelteon]] |
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* [[AL-38022A]] |
* [[AL-38022A]] |
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* [[CP-132,484]] |
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* [[1-(2-Dimethylaminoethyl)dihydropyrano(3,2-e)indole|4,5-DHP-DMT]] |
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== References == |
== References == |
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{{reflist}} |
{{reflist}} |
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{{Hallucinogens}} |
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{{Serotonergics}} |
{{Serotonergics}} |
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{{Tryptamines}} |
{{Tryptamines}} |
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[[Category:Serotonin receptor agonists]] |
[[Category:Serotonin receptor agonists]] |
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[[Category:Tryptamines]] |
[[Category:Tryptamines]] |
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{{nervous-system-drug-stub}} |
Latest revision as of 00:49, 1 November 2023
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Chemical and physical data | |
Formula | C14H18N2O |
Molar mass | 230.311 g·mol−1 |
3D model (JSmol) | |
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(what is this?) (verify) |
AL-37350A (4,5-DHP-AMT) is a tricyclic tryptamine derivative which acts as a potent and selective agonist for the serotonin receptor 5-HT2A, with a Ki of 2.0 nM, and moderate selectivity over the related 5-HT2B and 5-HT2C receptors. It has been shown to have ocular hypotensive activity in animal models, suggesting it may be useful for the treatment of glaucoma.[1]
See also
[edit]References
[edit]- ^ May JA, Chen HH, Rusinko A, Lynch VM, Sharif NA, McLaughlin MA (September 2003). "A novel and selective 5-HT2 receptor agonist with ocular hypotensive activity: (S)-(+)-1-(2-aminopropyl)-8,9-dihydropyrano[3,2-e]indole". Journal of Medicinal Chemistry. 46 (19): 4188–95. CiteSeerX 10.1.1.688.6169. doi:10.1021/jm030205t. PMID 12954071.