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Details

Stereochemistry ABSOLUTE
Molecular Formula C12H18ClNO2
Molecular Weight 243.73
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MELUADRINE

SMILES

CC(C)(C)NC[C@H](O)C1=CC=C(O)C=C1Cl

InChI

InChIKey=LIXBJWRFCNRAPA-NSHDSACASA-N
InChI=1S/C12H18ClNO2/c1-12(2,3)14-7-11(16)9-5-4-8(15)6-10(9)13/h4-6,11,14-16H,7H2,1-3H3/t11-/m0/s1

HIDE SMILES / InChI

Description
Curator's Comment: Description was created based on several sources, including http://medkoo.com/products/10316 https://www.ncbi.nlm.nih.gov/pubmed/537270

Meluadrine (Hoku 81) is a beta-adrenergic receptor agonist with tocolytic activity. Meluadrine binds to and activates beta-2 adrenergic receptors of myometrial smooth muscle in the uterus, thereby activates adenyl cyclase, an enzyme that catalyzes the conversion of adenosine triphosphate (ATP) to cyclic-3',5'-adenosine monophosphate (cAMP). Increased cAMP levels leads to a reduction in intracellular calcium concentration, thereby causes smooth muscle relaxation and decreases the intensity of uterine contractions. Meluadrine is a bronchodilator, and one of the metabolites of tulobuterol. Meluadrine was approximately 8 times more potent than tulobuterol, approximately twice as potent as salbutamol, and approximately as potent as isoprenaline in relaxing effect on the isolated tracheal smooth muscle preparation of guinea pigs.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Effects of 1-(2-chloro-4-hydroxyphenyl)-t-butylaminoethanol (HOKU-81), a new bronchodilator, on isolated trachea and atria of guinea pig.
1979 Aug
Pharmacological studies of 1-(2-chloro-4-hydroxyphenyl)-2-t-butylaminoethanol (HOKU-81), a new bronchodilator. 1st Communication: Bronchodilator and cardiovascular actions.
1980
Patents

Sample Use Guides

In Vivo Use Guide
Curator's Comment: When administered orally, the duration of bronchodilating effect of HOKU-81 was almost as long as that of salbutamol.
Unknown
Route of Administration: Oral
In Vitro Use Guide
Meluadrine (Hoku 81) induced relaxation of isolated guinea pig tracheal muscle preparations with ED50 3.2 x 10(-9) M
Name Type Language
MELUADRINE
INN  
INN  
Official Name English
(-)-(R)-.ALPHA.-((TERT-BUTYLAMINO)METHYL)-2-CHLORO-4-HYDROXYBENZYL ALCOHOL
Systematic Name English
meluadrine [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C48149
Created by admin on Sat Dec 16 16:16:10 GMT 2023 , Edited by admin on Sat Dec 16 16:16:10 GMT 2023
NCI_THESAURUS C319
Created by admin on Sat Dec 16 16:16:10 GMT 2023 , Edited by admin on Sat Dec 16 16:16:10 GMT 2023
Code System Code Type Description
SMS_ID
100000081469
Created by admin on Sat Dec 16 16:16:10 GMT 2023 , Edited by admin on Sat Dec 16 16:16:10 GMT 2023
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CAS
134865-33-1
Created by admin on Sat Dec 16 16:16:10 GMT 2023 , Edited by admin on Sat Dec 16 16:16:10 GMT 2023
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EPA CompTox
DTXSID8048810
Created by admin on Sat Dec 16 16:16:10 GMT 2023 , Edited by admin on Sat Dec 16 16:16:10 GMT 2023
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EVMPD
SUB08730MIG
Created by admin on Sat Dec 16 16:16:10 GMT 2023 , Edited by admin on Sat Dec 16 16:16:10 GMT 2023
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ChEMBL
CHEMBL2104709
Created by admin on Sat Dec 16 16:16:10 GMT 2023 , Edited by admin on Sat Dec 16 16:16:10 GMT 2023
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INN
7649
Created by admin on Sat Dec 16 16:16:10 GMT 2023 , Edited by admin on Sat Dec 16 16:16:10 GMT 2023
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FDA UNII
FYC8314117
Created by admin on Sat Dec 16 16:16:10 GMT 2023 , Edited by admin on Sat Dec 16 16:16:10 GMT 2023
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NCI_THESAURUS
C66083
Created by admin on Sat Dec 16 16:16:10 GMT 2023 , Edited by admin on Sat Dec 16 16:16:10 GMT 2023
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PUBCHEM
3045414
Created by admin on Sat Dec 16 16:16:10 GMT 2023 , Edited by admin on Sat Dec 16 16:16:10 GMT 2023
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