11280715112D 1   1.00000     0.00000     0

 25 26  0     0  0            999 V2000
   10.0167   -7.5167    0.0000 C   0  0  0  0  0  0           0  0  0
   10.9167   -6.9917    0.0000 C   0  0  0  0  0  0           0  0  0
    9.1125   -6.9917    0.0000 C   0  0  0  0  0  0           0  0  0
   10.9167   -5.9417    0.0000 C   0  0  0  0  0  0           0  0  0
    2.8042   -5.4292    0.0000 O   0  0  0  0  0  0           0  0  0
    9.1125   -5.9417    0.0000 C   0  0  0  0  0  0           0  0  0
    4.6125   -5.4292    0.0000 C   0  0  3  0  0  0           0  0  0
    1.9000   -5.9417    0.0000 C   0  0  0  0  0  0           0  0  0
    1.9000   -6.9917    0.0000 C   0  0  0  0  0  0           0  0  0
    3.7125   -5.9417    0.0000 C   0  0  0  0  0  0           0  0  0
   10.0167   -5.4167    0.0000 C   0  0  0  0  0  0           0  0  0
   10.0292   -8.5667    0.0000 O   0  0  0  0  0  0           0  0  0
    6.3917   -5.4292    0.0000 N   0  0  0  0  0  0           0  0  0
    1.0000   -7.5167    0.0000 C   0  0  0  0  0  0           0  0  0
   11.8375   -7.5042    0.0000 O   0  0  0  0  0  0           0  0  0
    4.6125   -4.3792    0.0000 O   0  0  0  0  0  0           0  0  0
    0.1042   -5.9417    0.0000 C   0  0  0  0  0  0           0  0  0
    5.5000   -5.9417    0.0000 C   0  0  0  0  0  0           0  0  0
    1.0000   -5.4292    0.0000 C   0  0  0  0  0  0           0  0  0
    7.3000   -5.9417    0.0000 C   0  0  0  0  0  0           0  0  0
    0.1042   -6.9917    0.0000 C   0  0  0  0  0  0           0  0  0
    8.2125   -5.4292    0.0000 C   0  0  0  0  0  0           0  0  0
    1.0000   -8.5542    0.0000 C   0  0  0  0  0  0           0  0  0
   10.9375   -9.0917    0.0000 C   0  0  0  0  0  0           0  0  0
   11.8375   -8.5542    0.0000 C   0  0  0  0  0  0           0  0  0
  2  1  2  0     0  0
  3  1  1  0     0  0
  4  2  1  0     0  0
  5 10  1  0     0  0
  6  3  2  0     0  0
  7 18  1  0     0  0
  8  5  1  0     0  0
  9  8  2  0     0  0
 10  7  1  0     0  0
 11  6  1  0     0  0
 12  1  1  0     0  0
 13 20  1  0     0  0
 14  9  1  0     0  0
 15  2  1  0     0  0
 16  7  1  0     0  0
 17 19  2  0     0  0
 18 13  1  0     0  0
 19  8  1  0     0  0
 20 22  1  0     0  0
 21 17  1  0     0  0
 22  6  1  0     0  0
 23 14  1  0     0  0
 24 12  1  0     0  0
 25 15  1  0     0  0
 11  4  2  0     0  0
 21 14  2  0     0  0
M  END
> <ID>
CHEBI:238698

> <NAME>
bevantolol

> <DEFINITION>
A propanolamine that is 3-aminopropane-1,2-diol in which the hydrogen of the primary hydroxy group is substituted by 3-methylphenyl and one of the hydrogens attached to the nitrogen is substituted by 2-(3,4-dimethoxyphenyl)ethyl. A β1 adrenoceptor antagonist, it has been shown to be as effective as other β-blockers for the treatment of angina pectoris and hypertension.

> <STAR>
3

> <SYNONYM>
1-[2-(3,4-Dimethoxy-phenyl)-ethylamino]-3-m-tolyloxy-propan-2-ol; 1-(3,4-dimethoxyphenethylamino)-3-m-tolyloxy-propan-2-ol; 1-(3,4-dimethoxyphenethylamino)-3-(m-tolyloxy)-2-propanol; 1-((2-(3,4-dimethoxyphenyl)ethyl)amino)-3-(3-methylphenoxy)-2-propanol; (+-)-bevantolol

> <IUPAC_NAME>
1-{[2-(3,4-dimethoxyphenyl)ethyl]amino}-3-(3-methylphenoxy)propan-2-ol

> <INN>
bevantololum; bevantolol; bevantolol; bevantolol

> <FORMULA>
C20H27NO4

> <MASS>
345.43270

> <MONOISOTOPIC_MASS>
345.19401

> <CHARGE>
0

> <SMILES>
COc1ccc(CCNCC(O)COc2cccc(C)c2)cc1OC

> <INCHI>
InChI=1S/C20H27NO4/c1-15-5-4-6-18(11-15)25-14-17(22)13-21-10-9-16-7-8-19(23-2)20(12-16)24-3/h4-8,11-12,17,21-22H,9-10,13-14H2,1-3H3

> <INCHIKEY>
HXLAFSUPPDYFEO-UHFFFAOYSA-N

> <BEILSTEIN_REGISTRY_NUMBER>
2769444

> <CAS_REGISTRY_NUMBER>
59170-23-9

> <REAXYS_REGISTRY_NUMBER>
2769444

> <CHEMIDPLUS>
59170-23-9

> <DRUGBANK_ACCESSION>
DB01295

> <PUBMED_CITATION>
2871781; 2894292

$$$$