Adimolol

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 ;
PubChem CID	71227;
ChemSpider	64362 ;
UNII	B6CJY5K2ST;
ChEMBL	ChEMBL1742448 ;
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) ; Key:YWRIUGFSIQMHJK-UHFFFAOYSA-N ;
	(what is this?) (verify)

Adimolol (developmental code name MEN-935) is antihypertensive agent which acts as a non-selective α₁-, α₂-, and β-adrenergic receptor antagonist.^[1]

Synthesis

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

Synthesis of adimolol

^ 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

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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
PubChem CID	71227
ChemSpider	64362^Y
UNII	B6CJY5K2ST
ChEMBL	ChEMBL1742448^N
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)