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Details

Stereochemistry RACEMIC
Molecular Formula C21H31NO3
Molecular Weight 345.4757
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SPIRENDOLOL

SMILES

CC(C)(C)NCC(O)COC1=C2CC3(CCCCC3)C(=O)C2=CC=C1

InChI

InChIKey=YLBMSIZZTJEEIO-UHFFFAOYSA-N
InChI=1S/C21H31NO3/c1-20(2,3)22-13-15(23)14-25-18-9-7-8-16-17(18)12-21(19(16)24)10-5-4-6-11-21/h7-9,15,22-23H,4-6,10-14H2,1-3H3

HIDE SMILES / InChI

Molecular Formula C21H31NO3
Molecular Weight 345.4757
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Description

Spirendolol (LI 32-468) is a β adrenergic receptor antagonist. It possesses high affinity for metabolic beta-adrenoreceptors which mediate glycogenolysis that is 100 times more potent than propranolol. In human volunteer studies, a single dose of 2 mg LI 32-468 elicited virtually no cardiac beta-adrenoreceptor blockade (predominantly beta-1), whereas a maximal metabolic beta-adrenoreceptor blocking effect (beta-2) was demonstrated. Spirendolol was a potent inhibitor of ocular beta-adrenoceptors, with a 9-12 fold selectivity over inhibition of beta-adrenoceptors in cardiac tissue. When applied topically, Spirendolol was more effective than timolol in decreasing intraocular pressure in normal albino rabbits.

CNS Activity

Approval Year

PubMed

Sample Use Guides

In Vivo Use Guide
In order to study the mode of action of beta-adrenoreceptor antagonists in essential tremor the efficacy of single oral doses of 2, 4 and 10 mg Spirendolol (LI 32-468) was compared with a single oral dose of 120 mg propranolol in a randomised, double blind, placebo controlled trial.
Route of Administration: Oral
In Vitro Use Guide
Spirendolol (LI 32-468) binds potently (KD=6.6 nM) to beta2-receptor sites derived from the ciliary processes of animal eyes.
Substance Class Chemical
Record UNII
96789094BR
Record Status Validated (UNII)
Record Version