PRODUCT Properties
| Melting point: | 204 °C (dec.) (lit.) |
| alpha | -54.8o (C=5 IN CHLOROFORM) |
| Boiling point: | 463.55°C (rough estimate) |
| Density | 1.1512 (rough estimate) |
| refractive index | 1.5500 (estimate) |
| storage temp. | 2-8°C |
| solubility | Soluble in DMSO (up to 50 mg/ml with warming), in Ethanol (up to 10 mg/ml with warming) or in organic solvents such as Chloroform (up to 50 mg/ml) |
| form | Solid |
| pka | 12.21±0.60(Predicted) |
| color | White |
| Water Solubility | 11.86g/L(temperature not stated) |
| Merck | 13,6274 |
| BRN | 48732 |
| Stability: | Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month. |
| InChIKey | QVCMHGGNRFRMAD-XFGHUUIASA-N |
| LogP | -0.370 (est) |
| IARC | 2B (Vol. 10, Sup 7) 1987 |
| EPA Substance Registry System | Monocrotaline (315-22-0) |
Description and Uses
A hepatotoxic alkaloid of the pyrrolizidine group obtained from Crotalaria retusa and C. spectabilis, the base is laevorotatory with [α]26D - 55.7° (CHCI3). It may be characterized as the hydrochloride, m.p. 184°C ldec.); [α]28D - 38.4° (H20) and the methiodide which crystallizes from MeOH with 3 moles of solvent, m.p. 205°C (dry, dec.); [α]28D + 23.4° (MeOH). Hydrolysis with boiling Ba(OHh furnishes retronecine and monocrotic acid, C7H120 3, b.p. 145-6°C/ 18 mm which is optically inactive. This acid yields a methyl ester, b.p. 94-6°Cj 18 mm, a p-bromophenacyl ester, m.p. 78°C and a 2:4-dinitrophenylhydrazone, m.p. 95-6°C. Hydrogenation in the presence of Pt02 as catalyst yields retro_x0002_necanol and monocrotalic acid, CSH120S' m.p. 181-2°C; [α]28D - 5.33° (H20) which gives a methyl ester, m.p. 79-800 C; [α]30D - 16.2° (EtOH) and a pbromophenacyl ester, m.p. 162-3°C.
antineoplastic, insect sterilant
Safety
| Symbol(GHS) |   GHS06,GHS08 |
| Signal word | Danger |
| Hazard statements | H301-H351 |
| Precautionary statements | P201-P301+P310+P330 |
| Hazard Codes | T |
| Risk Statements | 25-40-35 |
| Safety Statements | 36/37/39-45 |
| RIDADR | UN 1544 6.1/PG 3 |
| WGK Germany | 3 |
| RTECS | QB3140000 |
| HazardClass | 6.1(b) |
| PackingGroup | III |
| HS Code | 29399990 |
| Hazardous Substances Data | 315-22-0(Hazardous Substances Data) |
| Toxicity | LD50 orally in rats: 71 mg/kg (Newberne) |
