Identification | Back Directory | [Name]
9,10-DIDEHYDRO-6-METHYL-ERGOLINE-8-CARBOXYLIC ACID | [CAS]
82-58-6 | [Synonyms]
Lysergic lysergicacid Lyserginezuur D-LYSERGIC ACID HYDRATE 95% D-Lysergic acid hydrate,95% 9,10-Didehydro-6-methylergoline-8-carboxylic 9,10-DIDEHYDRO-6-METHYL-ERGOLINE-8-CARBOXYLIC ACID LYSERGIC ACID(9,10-DIDEHYDRO-6-METHYLERGOLINE-8-CARBOXYLIC ACID) (6aR,9R)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxylic acid Quinapril hydrochloride,(3S)-2-[(2S)-2-[[(1S)-1-(Ethoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid hydrochloride | [EINECS(EC#)]
201-431-9 | [Molecular Formula]
C16H16N2O2 | [MDL Number]
MFCD00133297 | [MOL File]
82-58-6.mol | [Molecular Weight]
268.31 |
Chemical Properties | Back Directory | [Appearance]
beige to brown powder | [Melting point ]
>170°C (dec.) | [alpha ]
D20 +40° (c = 0.5 in pyridine) | [Boiling point ]
411.48°C (rough estimate) | [density ]
1.1028 (rough estimate) | [vapor pressure ]
0Pa at 20℃ | [refractive index ]
1.6240 (estimate) | [storage temp. ]
Controlled Substance, -20°C Freezer | [pka]
3.44, 7.68(at 25℃) | [Water Solubility ]
267mg/L at 20℃ |
Hazard Information | Back Directory | [Chemical Properties]
beige to brown powder | [Uses]
Labelled Lysergic acid. 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.
Controlled substanc | [Uses]
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.
Controlled substance. | [Definition]
ChEBI: An ergoline alkaloid comprising 6-methylergoline having additional unsaturation at the 9,10-position and a carboxy group at the 8-position. | [Description]
A precursor of the semisynthetic ergot
derivatives, but having no biological activity itself. It is subject
to controls under the Controlled Substances Act of 1970 in the
United States, since it is the immediate precursor for the synthesis
of LSD. Lysergic acid is obtained by hydrolysis of ergot
alkaloids, either obtained from grains infected with Claviceps
or, more commonly, by fermentation in submerged culture. | [Synthesis Reference(s)]
Journal of the American Chemical Society, 78, p. 3087, 1956 DOI: 10.1021/ja01594a039 | [Flammability and Explosibility]
Notclassified | [Purification Methods]
It crystallises from water as a hydrate. The methyl ester crystallises from C6H6 and has m 168o; the amide [478-94-4] has m 242o(dec) (from MeOH) and []546 +15o (c 0.5, pyridine).The (-)-hydrochloride has m 208-210o(dec, from MeOH). [Kornfeld et al. J Am Chem Soc 7 6 5256 1954,Kornfeld et al. J Am Chem Soc 78 3087 1956, Beilstein 25 III/IV 934,] |
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