Adrenalone

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Adrenalone

Clinical data
Pregnancy category	No data
Routes of administration	Topical
ATC code	A01AD06 (WHO) B02BC05 (WHO)
Pharmacokinetic data
Metabolism	MAO, COMT
Excretion	Renal
Identifiers
IUPAC name 1-(3,4-dihydroxyphenyl)-2-(methylamino)ethanone
CAS Number	99-45-6 N 62-13-5 (hydrochloride)
PubChem CID	7436
ChemSpider	7158 Y
UNII	EGU41QL329
KEGG	D02774 Y
ChEMBL	ChEMBL2103996 N
CompTox Dashboard (EPA)	DTXSID5048710
ECHA InfoCard	100.002.506
Chemical and physical data
Formula	C9H11NO3
Molar mass	181.191 g·mol−1
3D model (JSmol)	Interactive image
Melting point	235 to 236 °C (455 to 457 °F) (decomposes)
SMILES O=C(c1cc(O)c(O)cc1)CNC
InChI InChI=1S/C9H11NO3/c1-10-5-9(13)6-2-3-7(11)8(12)4-6/h2-4,10-12H,5H2,1H3 Y Key:PZMVOUYYNKPMSI-UHFFFAOYSA-N Y
NY (what is this?)  (verify)

Adrenalone is an adrenergic agonist used as a topical vasoconstrictor and hemostatic. Formerly, it was also used to prolong the action of local anesthetics. It is the ketone form of epinephrine (adrenaline). Contrary to epinephrine, adrenalone mainly acts on alpha-1 adrenergic receptors, but has little affinity for beta receptors. The drug is largely obsolete, being superseded by other hemostatics such as thrombin, fibrinogen, and vasopressin analogues.^[1]