Compound: Adrenalone
SMILES: O=C(c1cc(O)c(O)cc1)CNC
InChIKey: PZMVOUYYNKPMSI-UHFFFAOYSA-N
Synonyms: Adrenalone, 99-45-6, Adrenone, 1-(3,4-Dihydroxyphenyl)-2-(methylamino)ethanone, Stypnone, 4-Methylaminoacetocatechol, 4-Methylaminoacetopyrocatechol, 3',4'-Dihydroxy-2-(methylamino)acetophenone, 1-(3,4-dihydroxyphenyl)-2-(methylamino)ethan-1-one, Ethanone, 1-(3,4-dihydroxyphenyl)-2-(methylamino)-, NSC-243611, EGU41QL329, DTXSID5048710, NSC243611, DTXCID8028636, RefChem:553113, u2134, 202-756-9, Stryphnon, Adrenon, Stypnon, Chemosan, Haemodan, Kephrine, Ketogaze, Remestyp, Stryphnone, Styphnone, Methaminoacetocatechol, 1-(3,4-DIHYDROXY-PHENYL)-2-METHYLAMINO-ETHANONE, Adrenalona, U 2134, NSC 243611, component of Epitrate, MLS001032115, ACETOPHENONE, 3',4'-DIHYDROXY-2-(METHYLAMINO)-, NCGC00160472-01, Adrenonum, SMR000718615, 3,4-Dihydroxy-.alpha.-methylaminoacetophenone, Adrenalonum, Adrenalone [USAN:INN], Adrenalonum [INN-Latin], Adrenalona [INN-Spanish], CAS-99-45-6, EINECS 202-756-9, adrenalon, BRN 2366101, UNII-EGU41QL329, Stryphnon;, Chemosan;, Haemodan;, Kephrine;, Ketogaze;, Remestyp;, Adrenon;, Damazor;, ADRENALONE [MI], ADRENALONE [INN], Adrenalone (USAN/INN), ADRENALONE [USAN], ADRENALONE [MART.], cid_7436, ADRENALONE [WHO-DD], WLN: QR BQ DV1M1, SCHEMBL123124, CHEMBL2103996, SCHEMBL29550997, BDBM94970, PZMVOUYYNKPMSI-UHFFFAOYSA-, ADRENALONE [USP IMPURITY], CHEBI:134821, ALBB-025687, Tox21_113112, MFCD00707523, SBB072639, STL412109, AKOS004119969, Tox21_113112_1, AB06968, DB13394, FA51364, NCGC00160472-02, AC-10027, ADRENALINE IMPURITY C [EP IMPURITY], DB-057784, Acetophenone,4'-dihydroxy-2-(methylamino)-, NS00003497, ST45028726, Ethanone,4-dihydroxyphenyl)-2-(methylamino)-, 3', 4'-Dihydroxy-2-(methylamino)acetophenone, 3, 4-Dihydroxy-.alpha.-methylaminoacetophenone, D02774, G78270, 1-(3,4-Dihydroxyphenyl)-2-methylamino-ethanone, AB01563148_01, AB01563148_02, EN300-1826265, Acetophenone, 3', 4'-dihydroxy-2-(methylamino)-, 1-(3,4-Dihydroxyphenyl)-2-(methylamino)ethanone #, ADRENALINE TARTRATE IMPURITY C [EP IMPURITY], Q2186476, 1-[3,4-bis(oxidanyl)phenyl]-2-(methylamino)ethanone, Adrenaline EP Impurity C; Dipivefrine EP Impurity B, BRD-K82343404-003-02-4, BRD-K82343404-003-03-2, Ethanone, 1-(3, 4-dihydroxyphenyl)-2-(methylamino)-, 1-(3,4-dihydroxyphenyl)-2-methylaminoethanone hydrochloride, InChI=1/C9H11NO3/c1-10-5-9(13)6-2-3-7(11)8(12)4-6/h2-4,10-12H,5H2,1H3
Theoretical properties:
molecular_formula: C9H11NO3
molecular_weight: 181.19 g/mol
exact_mass: 181.07389321 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 3
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 3
heavy_atom_count: 13
topological_polar_surface_area: 69.6 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Adrenalone is an aromatic ketone.
chembl: ADRENALONE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: 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.