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| | VASICINONE Basic information |
| Product Name: | VASICINONE | | Synonyms: | VASICINONE;(3R)-2,3-Dihydro-3-hydroxypyrrolo[2,1-b]quinazolin-9(1H)-one;(3R)-2,3-Dihydro-3β-hydroxypyrrolo[2,1-b]quinazoline-9(1H)-one;2,3-Dihydro-3-hydroxypyrrolo[2,1-b]quinazolin-9(1H)-one;l-Vasicinone;Pyrrolo[2,1-b]quinazolin-9(1H)-one,2,3-dihydro-3-hydroxy-, (3S)- | | CAS: | 486-64-6 | | MF: | C11H10N2O2 | | MW: | 202.21 | | EINECS: | | | Product Categories: | Alkaloids | | Mol File: | 486-64-6.mol |  |
| | VASICINONE Chemical Properties |
| Melting point | 200-202℃ | | Boiling point | 320.7°C (rough estimate) | | density | 1.50 | | refractive index | 1.5300 (estimate) | | solubility | Soluble in chloroform and ethanol; | | form | powder | | pka | 12.76±0.20(Predicted) | | color | White | | Water Solubility | 1.597g/L(25 ºC) |
| | VASICINONE Usage And Synthesis |
| Description | A further alkaloid present in Adhatoda vasica and Peganum harmala, this base
forms colourless crystals from 95 per cent EtOH. It has [α]22D - 100° (c 0.5,
CHCL3) and the ultraviolet spectrum has absorption maxima at 227, 272, 302
and 315 mfJ.. The alkaloid yields a series of crystalline salts with mineral acids,
e.g. the hydrochloride, m.p. 232-4°C; hydro bromide, m.p. 254-5°C (dec.);
hydriodide, m.p. 222-6°C (dec.); nitrate, m.p. 138-9° C (dec.) and the sulphate,
m.p. l82-5°C (dec.). The optically inactive form of the base has been prepared
synthetically, m.p. 211- 2°C. The alkaloid is an active bronchodilator. | | Definition | ChEBI: Vasicinone is a member of quinazolines. | | target | P450 (e.g. CYP17) | | References | Ghose et al., J. Chem. Soc., 2740 (1932)
Morris, Horford, Adams., J. Amer. Chem. Soc., 57,951 (1935)
Mehta, Naravane, Desai., J. Org. Chem., 28, 445 (1963) |
| | VASICINONE Preparation Products And Raw materials |
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