|
|
| | lasiocarpine Basic information |
| Product Name: | lasiocarpine | | Synonyms: | lasiocarpine;2-Butenoic acid, 2-methyl-, 7[[(2,3-dihydroxy-2-(1-methoxyethyl)-3-methyl-1-oxobutoxy] methyl]-2,3,5,7a-tetrahydro-1H-prrolizin-1-yl ester, [1S-[1alpha(Z), 7(2S*, 3R*), 7aalpha)]-;(Z)-2-Methyl-2-butenoic acid (1S)-7-[[[(2R)-2,3-dihydroxy-2-[(S)-1-methoxyethyl]-3-methylbutanoyl]oxy]methyl]-2,3,5,7aβ-tetrahydro-1H-pyrrolizin-1-yl ester;2-Methyl-2-butenoic acid 7-[[2,3-dihydroxy-2-(1-methoxyethyl)-3-methyl-1-oxobutoxy]methyl]-2,3,5,7A-tetrahydro-1H-pyrrolizin-1-yl ester;Aids002693;Aids-002693;Nsc30625;Lasiocarpin | | CAS: | 303-34-4 | | MF: | C21H33NO7 | | MW: | 411.49 | | EINECS: | | | Product Categories: | | | Mol File: | 303-34-4.mol |  |
| | lasiocarpine Chemical Properties |
| Melting point | 96.5-97.0℃ | | alpha | D -4° (10% alc) | | Boiling point | 531.2°C (rough estimate) | | density | 1.21±0.1 g/cm3 (20 ºC 760 Torr) | | refractive index | 1.5614 (estimate) | | pka | 11.99±0.29(Predicted) | | Water Solubility | 6.754g/L(temperature not stated) | | Stability: | Stable, but is readily hydrolyzed in basic solution and readily oxidized by oxidizing agents. Reacts slowly with atmospheric oxygen. | | LogP | 1.280 | | IARC | 2B (Vol. 10, Sup 7) 1987 | | EPA Substance Registry System | Lasiocarpine (303-34-4) |
| | lasiocarpine Usage And Synthesis |
| Description | A hepatotoxic alkaloid found in Heliotropiurn lasiocarpurn, the base forms
colourless leaflets from petroleum ether and has [α]20D - 4° (EtOH). It is readily
soluble in C6H6 or EtOH but only slightly so in H20. On alkaline hydrolysis it
furnishes angelic acid and heliotridine, C8H1302N, m.p. 116.5-118°C, forming
a hydrochloride, m.p. 122-4°C and the benzoyl derivative hydrochloride, m.p.
180°C. On catalytic hydrogenation it yields a base, C13H230 2N, b.p. 123-5°Cj
8 mm; [α]D + 3.8° (EtOH), yielding a crystalline picrate, m.p. 157 _9°C, and
lasiocarpic acid, C8H160 S, m.p. 95-7°C; [α]D + 10.6° (EtOH). The structure is
therefore angelyllasiocarpylheliotridine, both hydroxyls in heliotridine being
es terifie d | | Chemical Properties | colourless to beige crystalline solid | | Uses | Lasiocarpine is a hepatotoxic and carcinogenic food contaminant. | | General Description | Colorless plates or beige crystalline solid. | | Air & Water Reactions | Decomposes slowly on standing in air at room temperature. Insoluble in water. | | Reactivity Profile | lasiocarpine is readily hydrolyzed by alkali. Reacts readily with oxidizing agents. Reacts slowly with atmospheric oxygen . | | Health Hazard | ACUTE/CHRONIC HAZARDS: When heated to decomposition lasiocarpine emits toxic fumes of nitrogen oxides. | | Fire Hazard | Flash point data for lasiocarpine are not available; however, lasiocarpine is probably combustible. | | References | Men'shikov., Ber., 65,974 (1932) |
| | lasiocarpine Preparation Products And Raw materials |
|