PRO-LAD

PRO-LAD
Clinical data
Other names	PRO-LAD,; 6-propyl- 6-nor- Lysergic acid diethylamide,; (6aR,9R)- N,N- diethyl- 7-propyl- 4,6,6a,7,8,9- hexahydroindolo- [4,3-fg] quinoline- 9- carboxamide
Routes of; administration	Oral
Legal status
Legal status	DE: NpSG (Industrial and scientific use only); UK: Under Psychoactive Substances Act; US: Analogue to a Schedule I/II drug but only if it is intended for human consumption; Illegal in France;
Pharmacokinetic data
Metabolism	Hepatic
Excretion	Renal
Identifiers
	IUPAC name (8β)-N,N-Diethyl-6-propyl-9,10-didehydroergoline-8-carboxamide;
CAS Number	65527-63-1 ;
PubChem CID	44457803;
ChemSpider	21106361 ;
UNII	RVR83W9XMC;
ChEMBL	ChEMBL22258 ;
CompTox Dashboard (EPA)	DTXSID50215824 ;
Chemical and physical data
Formula	C22H29N3O
Molar mass	351.494 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCN(CC)C(=O)[C@@H]2C=C1c3cccc4[nH]cc(C[C@H]1N(C2)CCC)c34;
	InChI InChI=1S/C22H29N3O/c1-4-10-25-14-16(22(26)24(5-2)6-3)11-18-17-8-7-9-19-21(17)15(13-23-19)12-20(18)25/h7-9,11,13,16,20,23H,4-6,10,12,14H2,1-3H3/t16-,20-/m1/s1 ; Key:HZKYLVLOBYNKKM-OXQOHEQNSA-N ;
	(verify)

PRO-LAD is an analogue of LSD. It is described by Alexander Shulgin in the book TiHKAL. PRO-LAD is a psychedelic drug similar to LSD, and is around as potent as LSD itself with an active dose reported at between 100 and 200 micrograms.^[2]

^ "Arrêté du 20 mai 2021 modifiant l'arrêté du 22 février 1990 fixant la liste des substances classées comme stupéfiants" [Order of May 20, 2021 amending the order of February 22, 1990 setting the list of substances classified as narcotics]. www.legifrance.gouv.fr (in French). 20 May 2021.
^ Hoffman AJ, Nichols DE (September 1985). "Synthesis and LSD-like discriminative stimulus properties in a series of N(6)-alkyl norlysergic acid N,N-diethylamide derivatives". Journal of Medicinal Chemistry. 28 (9): 1252–1255. doi:10.1021/jm00147a022. PMID 4032428.

[1] "Arrêté du 20 mai 2021 modifiant l'arrêté du 22 février 1990 fixant la liste des substances classées comme stupéfiants" [Order of May 20, 2021 amending the order of February 22, 1990 setting the list of substances classified as narcotics]. www.legifrance.gouv.fr (in French). 20 May 2021.

[pmid4032428-2] Hoffman AJ, Nichols DE (September 1985). "Synthesis and LSD-like discriminative stimulus properties in a series of N(6)-alkyl norlysergic acid N,N-diethylamide derivatives". Journal of Medicinal Chemistry. 28 (9): 1252–1255. doi:10.1021/jm00147a022. PMID 4032428.

[1]

[2]

Clinical data

Other names	PRO-LAD, 6-propyl- 6-nor- Lysergic acid diethylamide, (6aR,9R)- N,N- diethyl- 7-propyl- 4,6,6a,7,8,9- hexahydroindolo- [4,3-fg] quinoline- 9- carboxamide
Routes of administration	Oral
Legal status
Legal status	DE: NpSG (Industrial and scientific use only) UK: Under Psychoactive Substances Act US: Analogue to a Schedule I/II drug but only if it is intended for human consumption Illegal in France^[1]
Pharmacokinetic data
Metabolism	Hepatic
Excretion	Renal
Identifiers
IUPAC name (8β)-N,N-Diethyl-6-propyl-9,10-didehydroergoline-8-carboxamide
CAS Number	65527-63-1^Y
PubChem CID	44457803
ChemSpider	21106361^Y
UNII	RVR83W9XMC
ChEMBL	ChEMBL22258^Y
CompTox Dashboard (EPA)	DTXSID50215824
Chemical and physical data
Formula	C₂₂H₂₉N₃O
Molar mass	351.494 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CCN(CC)C(=O)[C@@H]2C=C1c3cccc4[nH]cc(C[C@H]1N(C2)CCC)c34
InChI InChI=1S/C22H29N3O/c1-4-10-25-14-16(22(26)24(5-2)6-3)11-18-17-8-7-9-19-21(17)15(13-23-19)12-20(18)25/h7-9,11,13,16,20,23H,4-6,10,12,14H2,1-3H3/t16-,20-/m1/s1^Y Key:HZKYLVLOBYNKKM-OXQOHEQNSA-N^Y
(verify)