LSM-775

LSM-775
Clinical data
Other names	LSM-775, N-Morpholinyllysergamide, Lysergic acid morpholide
Routes of; administration	Oral
Legal status
Legal status	DE: NpSG (Industrial and scientific use only) ; UK: Under Psychoactive Substances Act ; Illegal in France;
Pharmacokinetic data
Metabolism	hepatic
Excretion	renal
Identifiers
	show IUPAC name
CAS Number	4314-63-0 ;
PubChem CID	199507;
ChemSpider	172695 ;
UNII	168Y0PXM7S;
CompTox Dashboard (EPA)	DTXSID50195718 ;
Chemical and physical data
Formula	C20H23N3O2
Molar mass	337.423 g·mol−1
3D model (JSmol)	Interactive image;
	show SMILES
	show InChI

N-Morpholinyllysergamide (LSM-775) is a derivative of ergine.^[2] It is less potent than LSD but is reported to have some LSD-like effects at doses ranging from 75 to 700 micrograms and a shorter duration. There are fewer signs of cardiovascular stimulation and peripheral toxicity with LSM-775 compared to LSD.^[3]^{[dubious – discuss]}

References[]

^ "Arrêté du 20 mai 2021 modifiant l'arrêté du 22 février 1990 fixant la liste des substances classées comme stupéfiants". www.legifrance.gouv.fr (in French). 20 May 2021.
^ Gogerty JH, Dille JM (July 1957). "Pharmacology of d-lysergic acid morpholide (LSM)". The Journal of Pharmacology and Experimental Therapeutics. 120 (3): 340–8. PMID 13476356.
^ Shulgin A, Shulgin A. "TiHKAL #26, LSD-25". Erowid.

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[1] "Arrêté du 20 mai 2021 modifiant l'arrêté du 22 février 1990 fixant la liste des substances classées comme stupéfiants". www.legifrance.gouv.fr (in French). 20 May 2021.

[2] Gogerty JH, Dille JM (July 1957). "Pharmacology of d-lysergic acid morpholide (LSM)". The Journal of Pharmacology and Experimental Therapeutics. 120 (3): 340–8. PMID 13476356.

[TiHKAL-3] Shulgin A, Shulgin A. "TiHKAL #26, LSD-25". Erowid.

[1]

[2]

[3]

show v t Ergolines
Lysergic acid derivatives	2-Bromo-LSD (BOL-148) Amesergide Bromocriptine Cabergoline Dihydroergocornine Dihydroergocristine Dihydroergocryptine (Dihydroergonovine, Dihydroergobasine) Dihydroergotamine Epicriptine Ergine (LSA; LA-111; Lysergamide) Ergocornine Ergocristine Ergocryptine Ergoloid (Dihydroergotoxine) Ergometrine (Ergonovine, Ergobasine) Ergometrinine Ergostine Ergotamine Ergotoxine Ergovaline Lisuride LY-215,840 LSH Lysergic acid Lysergic acid methyl ester Lysergol Mesulergine Metergoline MIPLA Methysergide Sergolexole
Psychedelic lysergamides	1B-LSD 1cP-LSD 1P-ETH-LAD 1P-LSD AL-LAD ALD-52 BU-LAD Diallyllysergamide (DAL) Dimethyllysergamide (DAM-57) ECPLA Ergonovine ETFELA ETH-LAD IP-LAD LAE-32 LSD LPD-824 LSM-775 LSH LSD-Pip Lysergic Acid 2-Butylamide Lysergic Acid 2,4-Dimethylazetidide Lysergic Acid 3-Pentylamide Methylergometrine (Methylergonovine, Methylergobasine) MIPLA MLD-41 PARGY-LAD PRO-LAD
Clavines	9-Deacetoxyfumigaclavine C Agroclavine Chanoclavine Chanoclavine II Costaclavin Cycloclavine Elymoclavine Epoxyagroclavine Festuclavine Fumigaclavine A Fumigaclavine B Fumigaclavine C Paliclavine Penniclavine Setoclavine
Other ergolines	Acetergamine CY-208,243 Ergoline Lergotrile Nicergoline Pergolide
Natural sources	Achnatherum robustum (Sleepy Grass) Claviceps spp. (Ergot) Morning glory: Argyreia nervosa (Hawaiian Baby Woodrose), Ipomoea spp.(Morning Glory, Tlitliltzin, Badoh Negro), Rivea corymbosa (Coaxihuitl, Ololiúqui)

Clinical data

Other names	LSM-775, N-Morpholinyllysergamide, Lysergic acid morpholide
Routes of administration	Oral
Legal status
Legal status	DE: NpSG (Industrial and scientific use only) UK: Under Psychoactive Substances Act Illegal in France^[1]
Pharmacokinetic data
Metabolism	hepatic
Excretion	renal
Identifiers
show IUPAC name (8β)-6-Methyl-8-(morpholin-4-ylcarbonyl)-9,10-didehydroergoline
CAS Number	4314-63-0^Y
PubChem CID	199507
ChemSpider	172695^Y
UNII	168Y0PXM7S
CompTox Dashboard (EPA)	DTXSID50195718
Chemical and physical data
Formula	C₂₀H₂₃N₃O₂
Molar mass	337.423 g·mol⁻¹
3D model (JSmol)	Interactive image
show SMILES O=C(N1CCOCC1)[C@@H]5C=C4c2cccc3c2c(c[nH]3)C[C@H]4N(C)C5
show InChI InChI=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^Y Key:OTQWCDNEJVKXKG-RDTXWAMCSA-N^Y