| | 9,10-DIDEHYDRO-6-METHYL-ERGOLINE-8-CARBOXYLIC ACID Basic information |
| Product Name: | 9,10-DIDEHYDRO-6-METHYL-ERGOLINE-8-CARBOXYLIC ACID | | Synonyms: | lysergicacid;9,10-DIDEHYDRO-6-METHYL-ERGOLINE-8-CARBOXYLIC ACID;D-LYSERGIC ACID HYDRATE 95%;LYSERGIC ACID(9,10-DIDEHYDRO-6-METHYLERGOLINE-8-CARBOXYLIC ACID);9,10-Didehydro-6-methylergoline-8-carboxylic;Quinapril hydrochloride,(3S)-2-[(2S)-2-[[(1S)-1-(Ethoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid hydrochloride;D-Lysergic acid hydrate,95%;(6aR,9R)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxylic acid | | CAS: | 82-58-6 | | MF: | C16H16N2O2 | | MW: | 268.31 | | EINECS: | 201-431-9 | | Product Categories: | Chiral Reagents;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Isotope Labelled Compounds | | Mol File: | 82-58-6.mol |  |
| | 9,10-DIDEHYDRO-6-METHYL-ERGOLINE-8-CARBOXYLIC ACID Chemical Properties |
| 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℃ | | LogP | -0.7 at 20℃ |
| HS Code | 29396300 | | DEA Controlled Substances | CSCN: 7300
CSA SCH: Schedule III
NARC: No |
| | 9,10-DIDEHYDRO-6-METHYL-ERGOLINE-8-CARBOXYLIC ACID Usage And Synthesis |
| 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. | | 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. | | Synthesis Reference(s) | Journal of the American Chemical Society, 78, p. 3087, 1956 DOI: 10.1021/ja01594a039 | | Flammability and Explosibility | Not classified | | 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,] |
| | 9,10-DIDEHYDRO-6-METHYL-ERGOLINE-8-CARBOXYLIC ACID Preparation Products And Raw materials |
| Raw materials | Formamide, N-[(9,10-didehydro-6-methylergolin-8-ylidene)[(4-methylphenyl)sulfonyl]methyl]--->Benz[cd]indol-5(1H)-one, 4-bromo-3,4-dihydro--->Benz[cd]indol-5(1H)-one, 3,4-dihydro-4-[methyl(2-oxopropyl)amino]--->Benz[cd]indol-5(1H)-one, 3,4-dihydro-4-[methyl[(2-methyl-1,3-dioxolan-2-yl)methyl]amino]--->Benz[cd]indol-5(1H)-one, 1-(2,2-dimethyl-1-oxopropyl)-3,4-dihydro-4-[methyl[(2-methyl-1,3-dioxolan-2-yl)methyl]amino]--->Ergolin-8-one, 9,10-didehydro-6-methyl--->Ergoline-8-carboxylic acid, 9,10-didehydro-6-methyl-, methyl ester-->Ergolin-8-one, 9,10-didehydro-6-methyl-, (±)--->Benz[cd]indol-5(1H)-one, 4-bromo-1-(2,2-dimethyl-1-oxopropyl)-3,4-dihydro- | | Preparation Products | ISO-LSD-->ERGONOVINE-->6-methylergoline-8beta-carboxylic acid-->Ergometrinine |
|