Vasicinone

Vasicinone
Names

IUPAC name (3S)-3-Hydroxy-2,3-dihydro-1H-pyrrolo[2,1-b]quinazolin-9-one
Identifiers
CAS Number	486-64-6
3D model (Jmol)	Interactive image
ChEBI	CHEBI:9936
ChEMBL	ChEMBL3120244
ChemSpider	391238
ECHA InfoCard	100.208.620
PubChem	442935
UNII	G6T5819NXM
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	202.21 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 bronchodilatory activity in vitro but bronchoconstrictory activity in vivo. Vasicinone was shown to have an antianaphylactic action.

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. Both alkaloids are also respiratory stimulants. Vasicine has a cardiac–depressant effect, while vasicinone is a weak cardiac stimulant; the effect can be normalized by combining the alkaloids. Vasicine is reported to have a uterine stimulant effect.

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