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65527-61-9

Basic Information
CAS No.: 65527-61-9
Name: AL-LAD
Article Data: 3
Molecular Structure:
Molecular Structure of 65527-61-9 (AL-LAD)
Formula: C22H27N3O
Molecular Weight: 349.476
Synonyms: 6-Allyl-6-nor-lysergic acid diethylamide;6-Allyl-6-nor-lysergic acid diethylamide;N6-Allyl-norlysergic acid diethylamide;6-allyl-9,10-didehydro-ergoline-8-carboxylic acid diethylamide;N-AllylnorLSD;
Density: 1.18±0.1 g/cm3 (20 oC 760 Torr)
Melting Point: >75°C (dec.)
Boiling Point: 558.2±50.0 °C(Predicted)
Solubility: (0.2 g/L) (25 oC)
Appearance: Pale Brown Solid
PSA: 39.34000
LogP: 3.40010
Synthetic route
106-95-6

allyl bromide

35779-43-2

8β-6-norlysergic acid diethylamide

65527-61-9

N-AllylnorLSD

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 25℃; for 0.5h;88%
106-95-6

allyl bromide

35779-43-2, 71953-76-9

6-norlysergic acid diethylamide

A

65527-61-9

N-AllylnorLSD

B

(6aR,9S)-7-Allyl-4,6,6a,7,8,9-hexahydro-indolo[4,3-fg]quinoline-9-carboxylic acid diethylamide

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.5h;A 0.050 g
B 0.039 g
35779-41-0

9,10-didehydro-N,N-diethyl-6-cyanoergoline-8β-carboxamide

65527-61-9

N-AllylnorLSD

Conditions
ConditionsYield
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
50-37-3

lysergide

65527-61-9

N-AllylnorLSD

Conditions
ConditionsYield
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
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Uses

N-Allylnorylsergic Acid N,N-Diethylamide acts as a D1 dopamine receptor antagonist due to its analogous structure to LSD.

Specification

 AL-LAD, also known as 6-allyl-6-nor-LSD, is a psychedelic drug and an analog of lysergic acid diethylamide (LSD). It is described by Alexander Shulgin in the book TiHKAL (Tryptamines i Have Known And Loved). It is synthesized starting from LSD as a precursor, using allyl bromide as a reactant.