Vasicinone

Vasicinone

Names
Preferred IUPAC name (1S)-1-Hydroxy-2,3-dihydropyrrolo[2,1-b]quinazolin-5(1H)-one
Identifiers
CAS Number	486-64-6
3D model (JSmol)	Interactive image
ChEBI	CHEBI:9936
ChEMBL	ChEMBL3120244
ChemSpider	391238
ECHA InfoCard	100.208.620
PubChem CID	442935
UNII	G6T5819NXM
CompTox Dashboard (EPA)	DTXSID80964090
InChI InChI=1S/C11H10N2O2/c14-9-5-6-13-10(9)12-8-4-2-1-3-7(8)11(13)15/h1-4,9,14H,5-6H2/t9-/m0/s1 Key: SDIVYZXRQHWCKF-VIFPVBQESA-N
SMILES C1CN2C(=NC3=CC=CC=C3C2=O)[C@H]1O
Properties
Chemical formula	C11H10N2O2
Molar mass	202.213 g·mol−1
Density	1.5 g/cm3
Melting point	200 to 202 °C (392 to 396 °F; 473 to 475 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Vasicinone is a quinazoline alkaloid. It shows bronchodilator action in vitro^[1] but bronchoconstrictor action in vivo.^[2] Vasicinone was shown to have an antianaphylactic action.^[3] It has been found within Peganum harmala.^[4]

Vasicinone has also been studied in combination with the related alkaloid vasicine. Both the alkaloids in combination (1:1) showed pronounced bronchodilatory activity in vivo and in vitro.^[5] Both alkaloids are also respiratory stimulants.^[5] Vasicine has a cardiac–depressant effect, while vasicinone is a weak cardiac stimulant; the effect can be normalized by combining the alkaloids.^[5][3] Vasicine is reported to have a uterine stimulant effect.^[3]