65527-61-9

Basic information

• Product Name: AL-LAD
• Synonyms: AL-LAD;N-Allylnorylsergic Acid N,N-DiethylaMide;N-Allylnorlysergic acid N,N-diethylamide;(8beta)-9,10-Didehydro-N,N-diethyl-6-(2-propenyl)-ergoline-8-carboxamide;8618031153937 ada@tuskwei.com;AL-LAD whastapp;6-allyl-6-nor-LSD;(6aR,9R)-N,N-diethyl-7-prop-2-enyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide
• CAS NO: 65527-61-9
• Molecular Formula: C₂₂H₂₇N₃O
• Molecular Weight: 349.46928
• Product Categories: Aromatics, Heterocycles, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 65527-61-9.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 558.2±50.0 °C(Predicted)
• Appearance: Pale Brown Solid
• Density: 1.18±0.1 g/cm3 (20 oC 760 Torr)
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• PKA: 17.31±0.40(Predicted)
• CAS DataBase Reference: AL-LAD(CAS DataBase Reference)
• NIST Chemistry Reference: AL-LAD(65527-61-9)
• EPA Substance Registry System: AL-LAD(65527-61-9)

Safety Data

• Hazardous Substances Data: 65527-61-9(Hazardous Substances Data)

Usage

Uses

Used in Research Applications:
AL-LAD is used as a research chemical for studying the effects of psychedelic substances on the human brain and their potential therapeutic applications. Its structural similarity to LSD allows researchers to investigate the mechanisms of action and the potential benefits of psychedelics in treating various mental health conditions.
Used in Psychedelic Therapy:
AL-LAD is used as a potential therapeutic agent in psychedelic therapy for treating mental health disorders such as depression, anxiety, and post-traumatic stress disorder (PTSD). Its unique effects on perception and cognition may help patients gain new insights into their psychological issues and promote personal growth and healing.
Used in Recreational Settings:
AL-LAD is also used recreationally by some individuals for its mind-altering effects, which can include visual and auditory hallucinations, euphoria, and a sense of connectedness with others and the environment. However, it is important to note that the use of AL-LAD in recreational settings may carry risks and should be approached with caution and proper harm reduction practices.

Synthetic route

allyl bromide (106-95-6) + 8β-6-norlysergic acid diethylamide (35779-43-2) → N-AllylnorLSD (65527-61-9)

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 25℃; for 0.5h;	88%

allyl bromide (106-95-6) + 6-norlysergic acid diethylamide (35779-43-2, 71953-76-9) → N-AllylnorLSD (65527-61-9) + (6aR,9S)-7-Allyl-4,6,6a,7,8,9-hexahydro-indolo[4,3-fg]quinoline-9-carboxylic acid diethylamide

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.5h;	A 0.050 g B 0.039 g

9,10-didehydro-N,N-diethyl-6-cyanoergoline-8β-carboxamide (35779-41-0) → N-AllylnorLSD (65527-61-9)

Conditions	Yield
Multi-step reaction with 2 steps 1: 61 percent / Zn / acetic acid; H2O / 4 h / Heating 2: 88 percent / K2CO3 / dimethylformamide / 0.5 h / 25 °C View Scheme

lysergide (50-37-3) → N-AllylnorLSD (65527-61-9)

Conditions	Yield
Multi-step reaction with 3 steps 1: 71 percent / CCl4; CHCl3 / 6 h / Heating 2: 61 percent / Zn / acetic acid; H2O / 4 h / Heating 3: 88 percent / K2CO3 / dimethylformamide / 0.5 h / 25 °C View Scheme

Upstream product

• 50-37-3 lysergide 
• 35779-41-0 9,10-didehydro-N,N-diethyl-6-cyanoergoline-8β-carboxamide 
• 106-95-6 allyl bromide 
• 35779-43-2 6-norlysergic acid diethylamide 
• 35779-43-2 8β-6-norlysergic acid diethylamide 

Relevant articles and documents

Stereochemical and NMR Reassignment of 6-Norlysergic Acid Diethylamide and 6-Nor-6-allyllysergic Acid Diethylamide

Conditions are described for the preparation of a salt of 8β-norlysergic acid diethylamide (8β-nor-LSD) 1 as a single epimer from cyanamide 3, whereas earlier preparations gave mixtures of 1 with the 8α epimer 4 in variable proportions: the earlier NMR assignment of 1 is amended and the N(6) alkylation of 1 and 4 with allyl bromide is discussed.

Synthesis and LSD-like discriminative stimulus properties in a series of N(6)-alkyl norlysergic acid N,N-diethylamide derivatives

A convenient method for the synthesis of N(6)-alkyl norlysergic acid N,N-diethylamide derivatives was developed. A series of these compounds was synthesized and tested for substitution in the two-lever drug discrimination assay, in rats trained to discriminate injections of d-LSD tartrate (185.5 nmol/kg, ip) from saline. A dose-response curve for each of the compounds in the series was generated. Structure-activity relationships were developed, based on comparison of the estimated ED50 values from these curves. Of the compounds that substituted for LSD, the N(6)-ethyl and -allyl were approximately 2-3 times more potent than LSD itself. The N(6)-propyl was equipotent to LSD, while the isopropyl derivative was half as active. The n-butyl compound was 1 order of magnitude less potent than LSD, suggesting a similarity to the SAR of certain serotonin and dopamine agonists. By contrast, no generalization occurred to norlysergic acid N,N-diethylamide and the N(6)-2-phenethyl derivative.