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Details

Stereochemistry ABSOLUTE
Molecular Formula C21H25N3O
Molecular Weight 335.4427
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LYSERGIC ACID 2,4-DIMETHYLAZETIDIDE

SMILES

[H][C@@]12CC3=CNC4=C3C(=CC=C4)C1=C[C@H](CN2C)C(=O)N5[C@@H](C)C[C@@H]5C

InChI

InChIKey=DUKNIHFTDAXJON-CTQRGLTFSA-N
InChI=1S/C21H25N3O/c1-12-7-13(2)24(12)21(25)15-8-17-16-5-4-6-18-20(16)14(10-22-18)9-19(17)23(3)11-15/h4-6,8,10,12-13,15,19,22H,7,9,11H2,1-3H3/t12-,13-,15+,19+/m0/s1

HIDE SMILES / InChI

Molecular Formula C21H25N3O
Molecular Weight 335.4427
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Substance Class Chemical
Created
by admin
on Sat Dec 16 11:21:02 UTC 2023
Edited
by admin
on Sat Dec 16 11:21:02 UTC 2023
Record UNII
8SWJ525W4R
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LYSERGIC ACID 2,4-DIMETHYLAZETIDIDE
Common Name English
LSZ
Common Name English
LA-SS-AZ
Common Name English
DIAZEDINE
Brand Name English
AZETIDINE, 1-(((8.BETA.)-9,10-DIDEHYDRO-6-METHYLERGOLIN-8-YL)CARBONYL)-2,4-DIMETHYL-, (2S,4S)-
Systematic Name English
LAMBDA
Brand Name English
LYSERGIC ACID 2,4-DIMETHYLAZETIDIDE, (S,S)-(+)-
Common Name English
Code System Code Type Description
CAS
470666-31-0
Created by admin on Sat Dec 16 11:21:02 UTC 2023 , Edited by admin on Sat Dec 16 11:21:02 UTC 2023
PRIMARY
PUBCHEM
71301249
Created by admin on Sat Dec 16 11:21:02 UTC 2023 , Edited by admin on Sat Dec 16 11:21:02 UTC 2023
PRIMARY
WIKIPEDIA
Lysergic acid 2,4-dimethylazetidide
Created by admin on Sat Dec 16 11:21:02 UTC 2023 , Edited by admin on Sat Dec 16 11:21:02 UTC 2023
PRIMARY Lysergic acid 2,4-dimethylazetidide (LA-SS-Az, LSZ) is an analog of LSD developed by the team led by David E. Nichols at Purdue University. It was developed as a rigid analog of LSD with the diethylamide group constrained into an azetidine ring in order to map the binding site at the 5-HT2A receptor. There are three possible stereoisomers around the azetidine ring, with the (S,S)-(+) isomer being the most active, slightly more potent than LSD itself in drug discrimination tests using trained rats.
EPA CompTox
DTXSID201026958
Created by admin on Sat Dec 16 11:21:02 UTC 2023 , Edited by admin on Sat Dec 16 11:21:02 UTC 2023
PRIMARY
FDA UNII
8SWJ525W4R
Created by admin on Sat Dec 16 11:21:02 UTC 2023 , Edited by admin on Sat Dec 16 11:21:02 UTC 2023
PRIMARY