MELUADRINE

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 Search

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

Molecular Formula	C12H18ClNO2
Molecular Weight	243.73
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://ncit.nci.nih.gov/ncitbrowser/ConceptReport.jsp?dictionary=NCI_Thesaurus&ns=NCI_Thesaurus&code=C66083
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.

CNS Activity

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Beta-2 adrenergic receptor 203 Target ID: CHEMBL210 Sources: https://ncit.nci.nih.gov/ncitbrowser/ConceptReport.jsp?dictionary=NCI_Thesaurus&ns=NCI_Thesaurus&code=C66083 https://www.ncbi.nlm.nih.gov/pubmed/7192141	Agonist 2678

Conditions

Condition	Modality	Targets	Highest Phase	Product
Obstructive lung disease 1 Sources: https://www.ncbi.nlm.nih.gov/pubmed/7192141	Primary		Basic research	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Effects of 1-(2-chloro-4-hydroxyphenyl)-t-butylaminoethanol (HOKU-81), a new bronchodilator, on isolated trachea and atria of guinea pig.	1979 Aug	537270
Pharmacological studies of 1-(2-chloro-4-hydroxyphenyl)-2-t-butylaminoethanol (HOKU-81), a new bronchodilator. 1st Communication: Bronchodilator and cardiovascular actions.	1980	7192141

Patents

Sample Use Guides

In Vivo Use Guide

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

Substance Class	Chemical Created by `admin` on `Sat Dec 16 16:16:09 UTC 2023` Edited by `admin` on `Sat Dec 16 16:16:09 UTC 2023`
Record UNII	FYC8314117
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

MELUADRINE

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