Bamifylline

Bamifylline
Names


Preferred IUPAC name 8-Benzyl-7-{2-[ethyl(2-hydroxyethyl)amino]ethyl}-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione
Identifiers
CAS Number	2016-63-9^N
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL2110760^N
ChemSpider	15401^Y
ECHA InfoCard	100.116.522
PubChem CID	16229
UNII	ZTY15D026H^Y
CompTox Dashboard (EPA)	DTXSID0022642
InChI InChI=1S/C20H27N5O3/c1-4-24(12-13-26)10-11-25-16(14-15-8-6-5-7-9-15)21-18-17(25)19(27)23(3)20(28)22(18)2/h5-9,26H,4,10-14H2,1-3H3^Y Key: VVUYEFBRTFASAH-UHFFFAOYSA-N^Y
SMILES O=C2N(c1nc(n(c1C(=O)N2C)CCN(CC)CCO)Cc3ccccc3)C
Properties
Chemical formula	C₂₀H₂₇N₅O₃
Molar mass	385.46008
Pharmacology
ATC code	R03DA08 (WHO)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references

Chemical compound

Bamifylline is a drug of the xanthine chemical class which acts as a selective adenosine A₁ receptor antagonist.^[1]^[2]

References

^ Tomai, F; Crea, F; Gaspardone, A; Versaci, F; De Paulis, R; Polisca, P; Chiariello, L; Gioffrè, PA (June 1996). "Effects of A₁ adenosine receptor blockade by bamiphylline on ischaemic preconditioning during coronary angioplasty". European Heart Journal. 17 (6): 846–53. doi:10.1093/oxfordjournals.eurheartj.a014965. PMID 8781823.
^ Kofman, J; Grosclaude, M; Ouechni, MM; Perrin-Fayolle, M (1982). "Comparative effects of bamifylline and theophylline on allergenic bronchospasm induced by the provocative inhalation test: double-blind cross-over study". Le Poumon et le Cœur (in French). 38 (3): 197–202. PMID 6752929.

Short-acting β₂ agonists	Bitolterol Carbuterol Fenoterol Isoetarine Pirbuterol Procaterol Reproterol Rimiterol Salbutamol (albuterol)^#/Levosalbutamol (levalbuterol) Terbutaline Tulobuterol
Long-acting β₂ agonists	Bambuterol Clenbuterol Formoterol/Arformoterol Salmeterol Salmefamol
Ultra-long-acting β₂ agonists	Abediterol Carmoterol Indacaterol Olodaterol Vilanterol
Other	Epinephrine^# Hexoprenaline Isoprenaline (isoproterenol) Orciprenaline (metaproterenol)

Eicosanoid inhibition

Leukotriene antagonists	Montelukast Pranlukast Zafirlukast
Arachidonate 5-lipoxygenase inhibitors	Zileuton
Thromboxane receptor antagonists	Ramatroban Seratrodast
Non-xanthine PDE4 inhibitors	Ibudilast Roflumilast

Others/unknown

Combination products

Receptor
(ligands)

P2X
(ATPTooltip Adenosine triphosphate)

CNTsTooltip Concentrative nucleoside transporters	6-Hydroxy-7-methoxyflavone Adenosine dMeThPmR Estradiol KGO-2142 KGO-2173 MeThPmR Phloridzin Progesterone
ENTsTooltip Equilibrative nucleoside transporters	Barbiturates Benzodiazepines Cilostazol Dilazep Dipyridamole Estradiol Ethanol Hexobendine NBMPR Pentoxifylline Progesterone Propentofylline
PMATTooltip Plasma membrane monoamine transporter	Decynium-22

XOTooltip Xanthine oxidase	Allopurinol Amflutizole Benzbromarone Caffeic acid Cinnamaldehyde Cinnamomum osmophloeum Febuxostat Myo-inositol Kaempferol Myricetin Niraxostat Oxipurinol Phytic acid Pistacia integerrima Propolis Quercetin Tisopurine Topiroxostat
Others	Aminopterin Azathioprine Methotrexate Mycophenolic acid Pemetrexed Pralatrexate Many others