LSM-775: Difference between revisions

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Updating {{drugbox}} (no changed fields - added verified revid - updated 'DrugBank_Ref', 'UNII_Ref', 'ChEMBL_Ref', 'ChEBI_Ref', 'KEGG_Ref', 'DrugBank_Ref', 'ChEBI_Ref') per Chem/Drugbox validation (report [[Wikipedia talk:WikiProject
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{{Short description|Chemical compound}}
{{Unreferenced stub|auto=yes|date=December 2009}}
{{Drugbox
{{Drugbox
| Watchedfields = changed
| verifiedrevid = 420148762
| verifiedrevid = 447574259
| IUPAC_name = (8β)- 6-methyl- 8- (morpholin- 4- ylcarbonyl)- 9,10- didehydroergoline
| IUPAC_name = (8β)-6-Methyl-8-(morpholin-4-ylcarbonyl)-9,10-didehydroergoline
| image = LSM-775.svg
| image = LSM-775.svg
| width = 200
| width = 200


<!--Clinical data-->
<!--Clinical data-->
| tradename =
| tradename =
| legal_AU =
| legal_AU =
| legal_CA =
| legal_CA =
| legal_UK =
| legal_DE = NpSG
| legal_US =
| legal_UK = PSA
| legal_US =
| routes_of_administration = [[Wiktionary:oral|Oral]]
| legal_status = Illegal in France<ref>{{cite web|date=20 May 2021|title=Arrêté du 20 mai 2021 modifiant l'arrêté du 22 février 1990 fixant la liste des substances classées comme stupéfiants | trans-title = Order of May 20, 2021 amending the order of February 22, 1990 setting the list of substances classified as narcotics |url=https://www.legifrance.gouv.fr/jorf/id/JORFTEXT000043523554|website=www.legifrance.gouv.fr|lang=fr}}</ref>
| routes_of_administration = [[wikt:oral|Oral]]


<!--Pharmacokinetic data-->
<!--Pharmacokinetic data-->
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<!--Identifiers-->
<!--Identifiers-->
| CAS_number_Ref = {{cascite|correct|??}}
| CAS_number = 4314-63-0
| CAS_number = 4314-63-0
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 168Y0PXM7S
| PubChem = 199507
| PubChem = 199507
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
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<!--Chemical data-->
<!--Chemical data-->
| C=20 | H=23 | N=3 | O=2
| C=20 | H=23 | N=3 | O=2
| smiles = O=C(N1CCOCC1)[C@@H]5C=C4c2cccc3c2c(c[nH]3)C[C@H]4N(C)C5
| molecular_weight = 337.43 g/mol
| smiles = O=C(N1CCOCC1)[C@@H]5/C=C4/c2cccc3c2c(cn3)C[C@H]4N(C)C5
| InChI = 1/C20H23N3O2/c1-22-12-14(20(24)23-5-7-25-8-6-23)9-16-15-3-2-4-17-19(15)13(11-21-17)10-18(16)22/h2-4,9,11,14,18,21H,5-8,10,12H2,1H3/t14-,18-/m1/s1
| InChIKey = OTQWCDNEJVKXKG-RDTXWAMCBG
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C20H23N3O2/c1-22-12-14(20(24)23-5-7-25-8-6-23)9-16-15-3-2-4-17-19(15)13(11-21-17)10-18(16)22/h2-4,9,11,14,18,21H,5-8,10,12H2,1H3/t14-,18-/m1/s1
| StdInChI = 1S/C20H23N3O2/c1-22-12-14(20(24)23-5-7-25-8-6-23)9-16-15-3-2-4-17-19(15)13(11-21-17)10-18(16)22/h2-4,9,11,14,18,21H,5-8,10,12H2,1H3/t14-,18-/m1/s1
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}}
}}


'''''N''-Morpholinyllysergamide''' (LSM-775) is a derivative of [[ergine]]. It is reported to have some [[LSD]]-like effects at doses ranging from 75 to 700 micrograms. LSM-775 is said to produce dream like states similar to [[DXM]]. Its visual component is like that of LSD, but it is said to be less intense and not as pronounced as LSD.
'''''N''-Morpholinyllysergamide''' ('''LSM-775''') is a derivative of [[ergine]].<ref>{{cite journal | vauthors = Gogerty JH, Dille JM | title = Pharmacology of d-lysergic acid morpholide (LSM) | journal = The Journal of Pharmacology and Experimental Therapeutics | volume = 120 | issue = 3 | pages = 340–8 | date = July 1957 | pmid = 13476356 | url = http://jpet.aspetjournals.org/content/120/3/340.abstract }}</ref> It is less potent than LSD but is reported to have some [[Lysergic acid diethylamide|LSD]]-like effects at doses ranging from 75 to 700 micrograms and a shorter duration. There are fewer signs of [[cardiovascular]] [[stimulation]] and [[Peripheral nervous system|peripheral]] [[Antitarget|toxicity]] with LSM-775 compared to LSD.<ref name="TiHKAL">{{cite web |url = https://www.erowid.org/library/books_online/tihkal/tihkal26.shtml |title = TiHKAL #26, LSD-25 |publisher = Erowid| vauthors = Shulgin A, Shulgin A }}</ref>{{dubious|date=March 2019}}


== See also ==
{{Hallucinogenic lysergamides}}
* [[1cP-LSD]]
* [[1B-LSD]]
* [[1P-ETH-LAD]]
* [[1P-LSD]]
* [[1V-LSD]]
* [[ALD-52]]
* [[AL-LAD]]
* [[ETH-LAD]]
* [[Lysergic acid 2,4-dimethylazetidide]] (LSZ)
* [[Lysergic acid diethylamide]] (LSD)
* [[O-Acetylpsilocin]] (4-AcO-DMT)
* [[PRO-LAD]]


== References ==
{{DEFAULTSORT:Lsm-775}}
{{reflist}}

{{DEFAULTSORT:LSM-775}}
{{Hallucinogens}}
{{Serotonergics}}
{{Ergolines}}


[[Category:Lysergamides]]
[[Category:Lysergamides]]
[[Category:Morpholines]]
[[Category:4-Morpholinyl compounds]]
[[Category:Serotonin receptor agonists]]
[[Category:Designer drugs]]