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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
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.

Approval Year

PubMed

PubMed

TitleDatePubMed
Binding potencies of 3 new beta 2 specific blockers to beta receptors in the ciliary processes and the possible relevance of these drugs to intraocular pressure control.
1984 Apr
Biochemical and physiological effects of S-32-468, a beta-adrenoceptor antagonist with possible oculoselectivity.
1985 Mar
Platelet activity and selective beta-blockade in migraine prophylaxis.
1988 Jun

Sample Use Guides

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.
Name Type Language
SPIRENDOLOL
INN  
INN  
Official Name English
LI-32-468
Code English
SPIRO(CYCLOHEXANE-1,2'-(2H)INDEN)-1'(3'H)-ONE, 4'-(3-((1,1-DIMETHYLETHYL)AMINO)-2-HYDROXYPROPOXY)-
Systematic Name English
S-32-468
Code English
spirendolol [INN]
Common Name English
SUBSTANCE-32468
Code English
Classification Tree Code System Code
NCI_THESAURUS C29576
Created by admin on Fri Dec 15 15:35:25 GMT 2023 , Edited by admin on Fri Dec 15 15:35:25 GMT 2023
Code System Code Type Description
SMS_ID
100000083805
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INN
5083
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WIKIPEDIA
Spirendolol
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CAS
101239-54-7
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SUPERSEDED
EVMPD
SUB10623MIG
Created by admin on Fri Dec 15 15:35:25 GMT 2023 , Edited by admin on Fri Dec 15 15:35:25 GMT 2023
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NCI_THESAURUS
C66562
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ChEMBL
CHEMBL1742454
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EPA CompTox
DTXSID40867154
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CAS
65429-87-0
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FDA UNII
96789094BR
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PUBCHEM
68857
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MESH
C050894
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PRIMARY