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D-Lysergic Acid Methyl Ester

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CAS:4579-64-0
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D-Lysergic Acid Methyl Ester Basic information
Product Name:D-Lysergic Acid Methyl Ester
Synonyms:9,10-DIDEHYDRO-6-METHYL-ERGOLINE-8-CARBOXYLIC ACID METHYL ESTER;methyl 9,10-didehydro-6-methylergoline-8beta-carboxylate;Lysergic acid methyl;Methyl Lysergic Acid;methyl 9,10-didehydro-6-methylergoline-8;methyl 9,10-didehydro-6-methylergoline-8β-carboxylate;Methyl Ergoline Acid;D-Lysergic Acid Methyl Ester
CAS:4579-64-0
MF:C17H18N2O2
MW:282.34
EINECS:224-964-9
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Mol File:4579-64-0.mol
D-Lysergic Acid Methyl Ester Structure
D-Lysergic Acid Methyl Ester Chemical Properties
Melting point 164-166 °C(Solv: benzene (71-43-2))
Boiling point 469.0±45.0 °C(Predicted)
density 1.30±0.1 g/cm3(Predicted)
storage temp. -20°C Freezer
solubility Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
form Solid
pka17.25±0.40(Predicted)
color Pale Grey to Black
InChIInChI=1/C17H18N2O2/c1-19-9-11(17(20)21-2)6-13-12-4-3-5-14-16(12)10(8-18-14)7-15(13)19/h3-6,8,11,15,18H,7,9H2,1-2H3/t11?,15-/s3
InChIKeyRNHDWLRHUJZABX-RXHCFGRJNA-N
SMILESC12C3C=CC=C4NC=C(C[C@@]1([H])N(C)CC(C(OC)=O)C=2)C=34 |&1:10,r|
Safety Information
MSDS Information
D-Lysergic Acid Methyl Ester Usage And Synthesis
DescriptionLysergic acid methyl ester is an analogue of lysergic acid diethylamide (LSD). It is a member of the tryptamine family and is extremely uncommon. It acts on the 5-HT receptors in the brain, as do most tryptamines.
UsesD-Lysergic Acid Methyl Ester is used in preparation of Serotonin agonists.It is an impurity of Lysergic Acid (L488000). Lysergic Acid and Iso-lysergic Acid are the main cleavage products formed on alkaline hydrolysis of the alkaloids which are characteristic of ergot. Potent hallucinogen; non-selective serotonin receptor agonist.
Preparationsynthesis of lysergic acid methyl ester: A suspension is prepared from 5.0 g of isolysergic acid amide in 80 ml of anhydrous methanol; the mixture is cooled to about -50°C and, under agitation, 40 ml of a 13N solution of hydrogen chloride in anhydrous methanol is added thereto. The clear solution is allowed to warm up to room temperature and further stirred overnight. The primary amount of the thus-formed ester hydrochloride is thus crystallized. By cooling in an ice bath and adding ethyl acetate, the crystallization is completed, and the precipitate is vacuum-filtered. Yield: 5.2 g (84% of theory) of lysergic acid methyl ester, hydrochloride.
D-Lysergic Acid Methyl Ester Preparation Products And Raw materials
Tag:D-Lysergic Acid Methyl Ester(4579-64-0) Related Product Information
9,10-DIDEHYDRO-6-METHYL-ERGOLINE-8-CARBOXYLIC ACID D-Lysergic Acid Methyl Ester ERGOTAMINE TARTRATE Dimethyl carbonate