HEXOPRENALINE

Possibly Marketed Outside US

Details

Stereochemistry	MIXED
Molecular Formula	C22H32N2O6
Molecular Weight	420.5001
Optical Activity	UNSPECIFIED
Defined Stereocenters	0 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C(CCCNCC(c1ccc(c(c1)O)O)O)CCNCC(c2ccc(c(c2)O)O)O

InChI

InChIKey=OXLZNBCNGJWPRV-UHFFFAOYSA-N

InChI=1S/C22H32N2O6/c25-17-7-5-15(11-19(17)27)21(29)13-23-9-3-1-2-4-10-24-14-22(30)16-6-8-18(26)20(28)12-16/h5-8,11-12,21-30H,1-4,9-10,13-14H2

HIDE SMILES / InChI

Molecular Formula	C22H32N2O6
Molecular Weight	420.5001
Charge	0
Count

Stereochemistry	MIXED
Additional Stereochemistry	No
Defined Stereocenters	0 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: http://www.ncbi.nlm.nih.gov/pubmed/195789
Curator's Comment:: description was created based on several sources, including, http://home.intekom.com/pharm/intramed/ipradinf.html

Hexoprenaline is a selective beta2-adrenoreceptor agonist indicated for use in the treatment of bronchospasm associated with obstructive airways diseases, including asthma, bronchitis and emphysema. In many countries the drug is used as tocolytic agent (under the trade name gynipral).

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Beta-2 adrenergic receptor 194 Target ID: CHEMBL210 Sources: http://www.ncbi.nlm.nih.gov/pubmed/195789	Agonist 2470

Conditions

Condition	Modality	Highest Phase	Product
Asthma 227 Sources: http://www.ncbi.nlm.nih.gov/pubmed/195789	Palliative	Approved 8043	Unknown Approved Use Unknown
Bronchitis 50 Sources: http://www.ncbi.nlm.nih.gov/pubmed/195789	Primary	Approved 8043	Unknown Approved Use Unknown
Emphysema 13 Sources: http://www.ncbi.nlm.nih.gov/pubmed/195789	Primary	Approved 8043	Unknown Approved Use Unknown
Premature labour 11 Sources: https://www.medicinep.com/gynipral-tocolytic-uterorelaxant-637.html	Preventing	Approved 8043	GYNIPRAL Approved Use Gynipral prevents threatened abortion with premature labour.

PubMed

Title	Date	PubMed
[Tocolysis with hexoprenalin and salbutamol in a clinical comparison].	1983 Mar	6552999
A comparison of the relative toxicities of beta-sympathomimetic tocolytic agents.	1985 Oct	4052188
[Comparison of the cost of treatment of premature labor with atosiban or beta-sympathomimetics from the perspective of the health care payer--a pharmacoeconomic model].	2004 Mar	15141520
Betamimetics for inhibiting preterm labour.	2004 Oct 18	15495104
Beta 2-agonist treatment enhances uterine oxytocin receptor mRNA expression in pregnant rats.	2004 Sep	15278905
Arg16 homozygosity of the beta2-adrenergic receptor improves the outcome after beta2-agonist tocolysis for preterm labor.	2005 Dec	16338281
Circulatory corticotropin-releasing hormone mRNA concentrations are increased in women with preterm delivery but not in those who respond to tocolytic treatment.	2005 Mar	15738517
Flow injection potentiometric assay of hexoprenaline in its pure state, pharmaceutical preparations, and biological samples.	2008	18483573
Treatment of pregnant women with a betamimetic and verapamil increases the micronuclei frequency in umbilical cord blood lymphocytes.	2008 Aug	18679011
Atosiban versus betamimetics in the treatment of preterm labour in Germany: an economic evaluation.	2009 Jun 19	19538754
Management of foetal asphyxia by intrauterine foetal resuscitation.	2010 Sep	21189876
Dependence of the lymphocyte proliferative response on the endogenous cortisol level and sensitivity to β-adrenergic regulation in vitro in the early period of penetrating eye injury.	2010 Sep-Oct	20963649

Sample Use Guides

In Vivo Use Guide

Hexoprenaline can be given by metered aerosol in doses of 200 to 400μg, up to 5 times daily (in asthma), or as an infusion of 0,30 ug and 0,45 ug per minute or as 1-2 tablets q.i.d (0.5 mg per tablet) (maintenance dose in premature labour).

Route of Administration: Other

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Sat Jun 26 06:13:27 UTC 2021` Edited by `admin` on `Sat Jun 26 06:13:27 UTC 2021`
Record UNII	G9L6B3W684
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

HEXOPRENALINE

Official Name

English

HEXOPRENALINE [WHO-DD]

Common Name

English

ST-1512

Code

English

HEXOPRENALINE [MI]

Common Name

English

HEXOPRENALINE [INN]

Common Name

English

ST1512

Code

English

IPRADOL

Brand Name

English

1,2-BENZENEDIOL, 4,4'-(1,6-HEXANEDIYLBIS(IMINO(1-HYDROXY-2,1-ETHANEDIYL)))BIS-

Systematic Name

English

Classification Tree Code System Code

WHO-ATC

R03AC06