Befunolol

Title: Befunolol
CAS Registry Number: 39552-01-7
CAS Name: 1-[7-[2-Hydroxy-3-[(1-methylethyl)amino]propoxy]-2-benzofuranyl]ethanone
Additional Names: 7-[2-hydroxy-3-(isopropylamino)propoxy]-2-benzofuranyl methyl ketone; 2-acetyl-7-(2-hydroxy-3-isopropylaminopropoxy)benzofuran
Molecular Formula: C16H21NO4
Molecular Weight: 291.34
Percent Composition: C 65.96%, H 7.27%, N 4.81%, O 21.97%
Literature References: b-Adrenergic blocker. Prepn: K. Ito et al., DE 2223184; eidem, US 3853923 (1972, 1974 both to Kakenyaku Kako). Prepn and activity of optical isomers: J. Nakano et al., Chem. Pharm. Bull. 36, 1399 (1988). Determn of befunolol and metabolites in human plasma: K. Kawahara, T. Ofuji, J. Chromatogr. 168, 266 (1979). Absorption, distribution, excretion in rats: H. Kitagawa et al., Oyo Yakuri 17, 383, 393 (1979), C.A. 91, 13374w-5x (1979). General pharmacology: S. Masumoto et al., Iyakuhin Kenkyu 10, 741 (1979), C.A. 92, 88015s (1980). Pharmacodynamics: S. Harada et al., Arch. Int. Pharmacodyn. Ther. 252, 262 (1981).
Properties: Crystals from cyclohexane/acetone, mp 115°. LD50 in mice: 100-105 mg/kg i.v. (Ito).
Melting point: mp 115°
Toxicity data: LD50 in mice: 100-105 mg/kg i.v. (Ito)
Derivative Type: Hydrochloride
CAS Registry Number: 39543-79-8
Manufacturers' Codes: BFE-60
Trademarks: Benfuran (Kaken); Bentos (Kaken); Glauconex (Alcon)
Molecular Formula: C16H21NO4.HCl
Molecular Weight: 327.80
Percent Composition: C 58.62%, H 6.76%, N 4.27%, O 19.52%, Cl 10.82%
Properties: Crystals from ethyl acetate, mp 163°.
Melting point: mp 163°
Derivative Type: (S)-(-)-Form hydrochloride
CAS Registry Number: 66717-59-7
Properties: Pale yellow prisms from isopropyl alcohol, mp 151-152°. [a]D -15.5° (c = 1 in methanol).
Melting point: mp 151-152°
Optical Rotation: [a]D -15.5° (c = 1 in methanol)
Derivative Type: (R)-(+)-Form hydrochloride
CAS Registry Number: 66685-79-8
Properties: Pale yellow prisms from isopropyl alcohol, mp 151°. [a]D +15.3° (c = 1 in methanol).
Melting point: mp 151°
Optical Rotation: [a]D +15.3° (c = 1 in methanol)
Therap-Cat: Antiglaucoma.
Keywords: ?Adrenergic Blocker; Antiglaucoma.
Behenic Acid Belatacept Belladonna Belladonnine Bemegride

Befunolol
Befunolol.svg
Systematic (IUPAC) name
(RS)-1-{7-[2-hydroxy-3-(propan-2-ylamino)propoxy]- 1-benzofuran-2-yl}ethanone
Clinical data
Trade names Benfuran, Bentos, Betaclar, Glauconex
AHFS/Drugs.com International Drug Names
Legal status  ?
Identifiers
CAS number 39552-01-7
ATC code S01ED06
PubChem CID 2309
ChemSpider 2219 YesY
UNII 418546MT3A YesY
KEGG D07496 YesY
ChEMBL CHEMBL153984 YesY
Chemical data
Formula C16H21NO4 
Mol. mass 291.342 g/mol
 YesY (what is this?)  (verify)

Befunolol (INN) is a beta blocker with intrinsic sympathomimetic activity used in the management of open-angle glaucoma.[1]