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Adimolol

From Wikipedia, the free encyclopedia

Chemical compound

Not to be confused withalimadol.

Pharmaceutical compound

Adimolol
Clinical data

ATC code	none
Identifiers
IUPAC name 3-[3-[[2-hydroxy-3-(1-naphthyloxy)propyl]amino]-3-methyl-butyl]-1H-benzimidazol-2-one
CAS Number	78459-19-5^N
PubChemCID	71227
ChemSpider	64362^Y
UNII	B6CJY5K2ST
ChEMBL	ChEMBL1742448^N
CompTox Dashboard(EPA)	DTXSID00868480
Chemical and physical data
Formula	C₂₅H₂₉N₃O₃
Molar mass	419.525 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES O=C2Nc1ccccc1N2CCC(NCC(O)COc4c3ccccc3ccc4)(C)C
InChI InChI=1S/C25H29N3O3/c1-25(2,14-15-28-22-12-6-5-11-21(22)27-24(28)30)26-16-19(29)17-31-23-13-7-9-18-8-3-4-10-20(18)23/h3-13,19,26,29H,14-17H2,1-2H3,(H,27,30)^Y Key:YWRIUGFSIQMHJK-UHFFFAOYSA-N^Y
^NY (what is this?) (verify)

Adimolol (developmental code nameMEN-935) isantihypertensive agent which acts as anon-selective α₁-,α₂-, andβ-adrenergic receptor antagonist.^[1]

The reaction between 1-naphthyl glycidyl ether (1) and 3-(3-amino-3-methylbutyl)-1H-benzimidazol-2-one (2) gives adimolol (3).^[2]^[3]

^Palluk R, Hoefke W, Gaida W, Mierau J, Bechtel WD (July 1986). "Interactions of MEN 935 (adimolol), a long acting beta- and alpha-adrenolytic antihypertensive agent, with postsynaptic alpha-adrenoceptors in different isolated blood vessels--influence of angiotensin II".Naunyn-Schmiedeberg's Archives of Pharmacology.333 (3):277–83.doi:10.1007/bf00512941.PMID 3020439.S2CID 24300936.
^Hoefke W, Gaida W, Palluk R, Mentrup A (1986). "Adimolol Hydrochloride Hydrate".Drugs of the Future.11: 9.doi:10.1358/dof.1986.011.01.62036.
^US 4255430, Koppe H, Mentrup A, Renth EO, Schromm K, Hoefke W, Muacevic G, issued 1981, assigned to Boehringer Ingelheim Gmbh

Central

α₂-Adrenergic receptor agonists	Clonidine Guanabenz Guanfacine Guanoxabenz Methyldopa^# Tiamenidine^‡
Adrenergic release inhibitors	Bethanidine Bretylium Debrisoquine Guanadrel Guanazodine Guancydine Guanethidine Guanoclor Guanoxan
Imidazoline receptor agonists	Moxonidine Rilmenidine Tolonidine
Ganglion-blocking/nicotinic antagonists	Hexamethonium^‡ Mecamylamine Pentolinium Trimethaphan

Peripheral

Indirect

Monoamine oxidase inhibitors	Pargyline^‡
VMAT inhibitors	Bietaserpine Deserpidine Methoserpidine Reserpine Syrosingopine
Tyrosine hydroxylase inhibitors	Metirosine

Direct

α₁-Adrenergic receptor blockers	Doxazosin Ketanserin Indoramin Prazosin Trimazosin Urapidil
Non-selective α-adrenergic receptor blockers	Phentolamine

Serotonin receptor antagonists	Ketanserin Lidanserin
Endothelin receptor antagonists (for PHTooltip Pulmonary hypertension)	dual (Aprocitentan,Bosentan,Macitentan (+tadalafil),Riociguat) selective (Ambrisentan (+tadalafil),Sitaxentan,Sotatercept)