U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry MIXED
Molecular Formula C22H32N2O6.H2O4S
Molecular Weight 518.578
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of HEXOPRENALINE SULFATE

SMILES

OS(O)(=O)=O.OC(CNCCCCCCNCC(O)C1=CC(O)=C(O)C=C1)C2=CC=C(O)C(O)=C2

InChI

InChIKey=GTDCHGNGVGRHQY-UHFFFAOYSA-N
InChI=1S/C22H32N2O6.H2O4S/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;1-5(2,3)4/h5-8,11-12,21-30H,1-4,9-10,13-14H2;(H2,1,2,3,4)

HIDE SMILES / InChI

Description
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

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Preventing
GYNIPRAL

Approved Use

Gynipral prevents threatened abortion with premature labour.
PubMed

PubMed

TitleDatePubMed
Hexoprenaline: a review of its pharmacological properties and therapeutic efficacy with particular reference to asthma.
1977 Jul
[Tocolysis with hexoprenalin and salbutamol in a clinical comparison].
1983 Mar
A comparison of the relative toxicities of beta-sympathomimetic tocolytic agents.
1985 Oct
Bronchodilators for the prevention and treatment of chronic lung disease in preterm infants.
2001
The effects of fetal breathing movements on the utero-fetal-placental circulation.
2001 Jan
A prospective randomised trial of atosiban versus hexoprenaline for acute tocolysis and intrauterine resuscitation.
2004 Apr
[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
Betamimetics for inhibiting preterm labour.
2004 Oct 18
Beta 2-agonist treatment enhances uterine oxytocin receptor mRNA expression in pregnant rats.
2004 Sep
Arg16 homozygosity of the beta2-adrenergic receptor improves the outcome after beta2-agonist tocolysis for preterm labor.
2005 Dec
Circulatory corticotropin-releasing hormone mRNA concentrations are increased in women with preterm delivery but not in those who respond to tocolytic treatment.
2005 Mar
Flow injection potentiometric assay of hexoprenaline in its pure state, pharmaceutical preparations, and biological samples.
2008
Treatment of pregnant women with a betamimetic and verapamil increases the micronuclei frequency in umbilical cord blood lymphocytes.
2008 Aug
Atosiban versus betamimetics in the treatment of preterm labour in Germany: an economic evaluation.
2009 Jun 19
Management of foetal asphyxia by intrauterine foetal resuscitation.
2010 Sep
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

Sample Use Guides

In Vivo Use Guide
Sources: www.ncbi.nlm.nih.gov/pubmed/195789
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
Name Type Language
HEXOPRENALINE SULFATE
MART.   MI   USAN   WHO-DD  
USAN  
Official Name English
LEANOL
Common Name English
HEXOPRENALINE SULFATE [JAN]
Common Name English
HEXOPRENALINE SULPHATE
Common Name English
Hexoprenaline sulfate [WHO-DD]
Common Name English
DELAPREM
Brand Name English
GYNIPRAL
Common Name English
HEXOPRENALINE SULFATE [USAN]
Common Name English
ETOSCOL
Common Name English
(±)-.ALPHA.,.ALPHA.'-(HEXAMETHYLENEBIS(IMINOMETHYLENE))BIS(3,4-DIHYDROXYBENZYL ALCOHOL) SULFATE (1:1) (SALT)
Common Name English
1,2-BENZENEDIOL, 4,4'-(1,6-HEXANEDIYLBIS(IMINO(1-HYDROXY-2,1-ETHANEDIYL)))BIS-, SULFATE (1:1) (SALT)
Common Name English
BRONALIN
Common Name English
ST1512/SO4
Code English
(±)-.ALPHA.,.ALPHA.'-(HEXAMETHYLENEBIS(IMINOMETHYLENE))BIS(3,4-DIHYDROXYBENZYL ALCOHOL) SULPHATE (1:1) (SALT)
Common Name English
HEXOPRENALINE SULFATE [MART.]
Common Name English
NSC-292266
Code English
1,2-BENZENEDIOL, 4,4'-(1,6-HEXANEDIYLBIS(IMINO(1-HYDROXY-2,1-ETHANEDIYL)))BIS-, SULPHATE (1:1) (SALT)
Common Name English
ST-1512/SO4
Code English
HEXOPRENALINE SULFATE [MI]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C48149
Created by admin on Fri Dec 15 15:34:07 GMT 2023 , Edited by admin on Fri Dec 15 15:34:07 GMT 2023
Code System Code Type Description
USAN
FF-75
Created by admin on Fri Dec 15 15:34:07 GMT 2023 , Edited by admin on Fri Dec 15 15:34:07 GMT 2023
PRIMARY
RXCUI
258331
Created by admin on Fri Dec 15 15:34:07 GMT 2023 , Edited by admin on Fri Dec 15 15:34:07 GMT 2023
PRIMARY RxNorm
ECHA (EC/EINECS)
250-974-8
Created by admin on Fri Dec 15 15:34:07 GMT 2023 , Edited by admin on Fri Dec 15 15:34:07 GMT 2023
PRIMARY
NCI_THESAURUS
C83756
Created by admin on Fri Dec 15 15:34:07 GMT 2023 , Edited by admin on Fri Dec 15 15:34:07 GMT 2023
PRIMARY
ChEMBL
CHEMBL1589896
Created by admin on Fri Dec 15 15:34:07 GMT 2023 , Edited by admin on Fri Dec 15 15:34:07 GMT 2023
PRIMARY
NSC
292266
Created by admin on Fri Dec 15 15:34:07 GMT 2023 , Edited by admin on Fri Dec 15 15:34:07 GMT 2023
PRIMARY
MERCK INDEX
m6013
Created by admin on Fri Dec 15 15:34:07 GMT 2023 , Edited by admin on Fri Dec 15 15:34:07 GMT 2023
PRIMARY Merck Index
FDA UNII
U851S9102C
Created by admin on Fri Dec 15 15:34:07 GMT 2023 , Edited by admin on Fri Dec 15 15:34:07 GMT 2023
PRIMARY
CAS
32266-10-7
Created by admin on Fri Dec 15 15:34:07 GMT 2023 , Edited by admin on Fri Dec 15 15:34:07 GMT 2023
PRIMARY
PUBCHEM
36094
Created by admin on Fri Dec 15 15:34:07 GMT 2023 , Edited by admin on Fri Dec 15 15:34:07 GMT 2023
PRIMARY
SMS_ID
100000086703
Created by admin on Fri Dec 15 15:34:07 GMT 2023 , Edited by admin on Fri Dec 15 15:34:07 GMT 2023
PRIMARY
EVMPD
SUB02516MIG
Created by admin on Fri Dec 15 15:34:07 GMT 2023 , Edited by admin on Fri Dec 15 15:34:07 GMT 2023
PRIMARY
DRUG BANK
DBSALT001080
Created by admin on Fri Dec 15 15:34:07 GMT 2023 , Edited by admin on Fri Dec 15 15:34:07 GMT 2023
PRIMARY
EPA CompTox
DTXSID6046688
Created by admin on Fri Dec 15 15:34:07 GMT 2023 , Edited by admin on Fri Dec 15 15:34:07 GMT 2023
PRIMARY