PRO-LAD

PRO-LAD

Systematic (IUPAC) name
(8β)-N,N-Diethyl-6-propyl-9,10-didehydroergoline-8-carboxamide
Clinical data
Legal status	Controlled in the United States via the Federal Analog Act but only if it is intended for human consumption.
Routes of administration	Oral
Pharmacokinetic data
Metabolism	hepatic
Excretion	renal
Identifiers
CAS Number	65527-63-1 Y
PubChem	CID: 44457803
ChemSpider	21106361 Y
ChEMBL	CHEMBL22258 Y
Synonyms	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
Chemical data
Formula	C22H29N3O
Molecular mass	351.50 g/mol
SMILES CCN(CC)C(=O)[C@@H]2/C=C1/c3cccc4ncc(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
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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.

Legal Status

On June 10th 2014 the UK Advisory Council on the Misuse of Drugs (ACMD) recommended that PRO-LAD be specifically named in the UK Misuse of Drugs Act as a class A drug despite not identifying it as ever having been sold or any harm associated with its use. The UK Home office accepted this advice and announced a ban of the substance to be enacted on 6 January 2015 as part of The Misuse of Drugs Act 1971 (Amendment) (No. 2) Order 2014.

PRO-LAD is illegal in Switzerland as of December 2015.

Literature

• Andrew J. Hoffman, David E. Nichols: Synthesis and LSD-like discriminative stimulus properties in a series of N(6)-alkyl norlysergic acid N,N-diethylamide derivatives. In: Journal of Medicinal Chemistry. 28, 1985, p. 1252–1255, doi:10.1021/jm00147a022.
• T. Niwaguchi, Y. Nakahara, H. Ishii: Studies on lysergic acid diethylamide and related compounds. IV. Syntheses of various amide derivatives of norlysergic acid and related compounds. In: Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan. Vol. 96, No. 5, May 1976, p. 673–678, PMID 987200.
• Robert C. Pfaff, Xuemei Huang, Danuta Marona-Lewicka, Robert Oberlender and David E. Nichols: Lysergamides Revisited. In: NIDA Research Monograph 146: Hallucinogens: An Update. p. 52, 1994, United States Department of Health and Human Services.

See also

• LSD (METH-LAD)
• AL-LAD
• ETH-LAD
• ALD-52

External links

• PRO-LAD entry in TIHKAL
• PRO-LAD entry in TiHKAL • info