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Details

Stereochemistry MIXED
Molecular Formula C22H32N2O6
Molecular Weight 420.4993
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of HEXOPRENALINE

SMILES

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

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 420.4993
Charge 0
Count
Stereochemistry MIXED
Additional Stereochemistry No
Defined Stereocenters 0 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

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

Unknown
149124
Targets

Targets

Primary TargetPharmacologyConditionPotency
Agonist
2752
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
Approved
8583
Unknown

Approved Use

Unknown
Primary
Approved
8583
Unknown

Approved Use

Unknown
Primary
Approved
8583
Unknown

Approved Use

Unknown
Preventing
Approved
8583
GYNIPRAL

Approved Use

Gynipral prevents threatened abortion with premature labour.
Doses

Doses

DosePopulationAdverse events​
1 mg 3 times / day multiple, oral
Recommended
Dose: 1 mg, 3 times / day
Route: oral
Route: multiple
Dose: 1 mg, 3 times / day
Sources:
https://www.mims.com/malaysia/drug/info/hexoprenaline?mtype=generic
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: FASTED
Sources:
https://www.mims.com/malaysia/drug/info/hexoprenaline?mtype=generic
Other AEs: Tachycardia, Palpitation...
Other AEs:
Tachycardia
Palpitation
Tremor muscle
Sources:
https://www.mims.com/malaysia/drug/info/hexoprenaline?mtype=generic
1 mg 4 times / day multiple, intravenous
Recommended
Dose: 1 mg, 4 times / day
Route: intravenous
Route: multiple
Dose: 1 mg, 4 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/195789/
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
https://pubmed.ncbi.nlm.nih.gov/195789/
Other AEs: Palpitations, Tremor...
Other AEs:
Palpitations (11%)
Tremor (9%)
Sources:
https://pubmed.ncbi.nlm.nih.gov/195789/
500 ug 6 times / day multiple, respiratory
Recommended
Dose: 500 ug, 6 times / day
Route: respiratory
Route: multiple
Dose: 500 ug, 6 times / day
Sources:
https://www.mims.com/malaysia/drug/info/hexoprenaline?mtype=generic
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
https://www.mims.com/malaysia/drug/info/hexoprenaline?mtype=generic
Other AEs: Tachycardia, Palpitation...
Other AEs:
Tachycardia
Palpitation
Tremor muscle
Sources:
https://www.mims.com/malaysia/drug/info/hexoprenaline?mtype=generic
AEs

AEs

AESignificanceDosePopulation
Palpitation
1 mg 3 times / day multiple, oral
Recommended
Dose: 1 mg, 3 times / day
Route: oral
Route: multiple
Dose: 1 mg, 3 times / day
Sources:
https://www.mims.com/malaysia/drug/info/hexoprenaline?mtype=generic
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: FASTED
Sources:
https://www.mims.com/malaysia/drug/info/hexoprenaline?mtype=generic
Tachycardia
1 mg 3 times / day multiple, oral
Recommended
Dose: 1 mg, 3 times / day
Route: oral
Route: multiple
Dose: 1 mg, 3 times / day
Sources:
https://www.mims.com/malaysia/drug/info/hexoprenaline?mtype=generic
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: FASTED
Sources:
https://www.mims.com/malaysia/drug/info/hexoprenaline?mtype=generic
Tremor muscle
1 mg 3 times / day multiple, oral
Recommended
Dose: 1 mg, 3 times / day
Route: oral
Route: multiple
Dose: 1 mg, 3 times / day
Sources:
https://www.mims.com/malaysia/drug/info/hexoprenaline?mtype=generic
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: FASTED
Sources:
https://www.mims.com/malaysia/drug/info/hexoprenaline?mtype=generic
Palpitations 11%
1 mg 4 times / day multiple, intravenous
Recommended
Dose: 1 mg, 4 times / day
Route: intravenous
Route: multiple
Dose: 1 mg, 4 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/195789/
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
https://pubmed.ncbi.nlm.nih.gov/195789/
Tremor 9%
1 mg 4 times / day multiple, intravenous
Recommended
Dose: 1 mg, 4 times / day
Route: intravenous
Route: multiple
Dose: 1 mg, 4 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/195789/
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
https://pubmed.ncbi.nlm.nih.gov/195789/
Palpitation
500 ug 6 times / day multiple, respiratory
Recommended
Dose: 500 ug, 6 times / day
Route: respiratory
Route: multiple
Dose: 500 ug, 6 times / day
Sources:
https://www.mims.com/malaysia/drug/info/hexoprenaline?mtype=generic
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
https://www.mims.com/malaysia/drug/info/hexoprenaline?mtype=generic
Tachycardia
500 ug 6 times / day multiple, respiratory
Recommended
Dose: 500 ug, 6 times / day
Route: respiratory
Route: multiple
Dose: 500 ug, 6 times / day
Sources:
https://www.mims.com/malaysia/drug/info/hexoprenaline?mtype=generic
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
https://www.mims.com/malaysia/drug/info/hexoprenaline?mtype=generic
Tremor muscle
500 ug 6 times / day multiple, respiratory
Recommended
Dose: 500 ug, 6 times / day
Route: respiratory
Route: multiple
Dose: 500 ug, 6 times / day
Sources:
https://www.mims.com/malaysia/drug/info/hexoprenaline?mtype=generic
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
https://www.mims.com/malaysia/drug/info/hexoprenaline?mtype=generic
PubMed

PubMed

TitleDatePubMed
Management of foetal asphyxia by intrauterine foetal resuscitation.
2010-09
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.
2010-05-17
Atosiban versus betamimetics in the treatment of preterm labour in Germany: an economic evaluation.
2009-06-19
Treatment of pregnant women with a betamimetic and verapamil increases the micronuclei frequency in umbilical cord blood lymphocytes.
2008-08
Flow injection potentiometric assay of hexoprenaline in its pure state, pharmaceutical preparations, and biological samples.
2008
Arg16 homozygosity of the beta2-adrenergic receptor improves the outcome after beta2-agonist tocolysis for preterm labor.
2005-12
Circulatory corticotropin-releasing hormone mRNA concentrations are increased in women with preterm delivery but not in those who respond to tocolytic treatment.
2005-03
Betamimetics for inhibiting preterm labour.
2004-10-18
Beta 2-agonist treatment enhances uterine oxytocin receptor mRNA expression in pregnant rats.
2004-09
A prospective randomised trial of atosiban versus hexoprenaline for acute tocolysis and intrauterine resuscitation.
2004-04
[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].
2004-03
The effects of fetal breathing movements on the utero-fetal-placental circulation.
2001-01
Bronchodilators for the prevention and treatment of chronic lung disease in preterm infants.
2001
A comparison of the relative toxicities of beta-sympathomimetic tocolytic agents.
1985-10
[Tocolysis with hexoprenalin and salbutamol in a clinical comparison].
1983-03
Hexoprenaline: a review of its pharmacological properties and therapeutic efficacy with particular reference to asthma.
1977-07

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
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:16:35 GMT 2025
Edited
by admin
on Mon Mar 31 19:16:35 GMT 2025
Record UNII
G9L6B3W684
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
IPRADOL
Preferred Name English
HEXOPRENALINE
INN   MI   WHO-DD  
INN  
Official Name English
ST-1512
Code English
HEXOPRENALINE [MI]
Common Name English
hexoprenaline [INN]
Common Name English
ST1512
Code English
1,2-BENZENEDIOL, 4,4'-(1,6-HEXANEDIYLBIS(IMINO(1-HYDROXY-2,1-ETHANEDIYL)))BIS-
Systematic Name English
Hexoprenaline [WHO-DD]
Common Name English
Classification Tree Code System Code
WHO-ATC R03AC06
Created by admin on Mon Mar 31 19:16:35 GMT 2025 , Edited by admin on Mon Mar 31 19:16:35 GMT 2025
WHO-ATC R03CC05
Created by admin on Mon Mar 31 19:16:35 GMT 2025 , Edited by admin on Mon Mar 31 19:16:35 GMT 2025
WHO-VATC QR03CC05
Created by admin on Mon Mar 31 19:16:35 GMT 2025 , Edited by admin on Mon Mar 31 19:16:35 GMT 2025
WHO-VATC QR03AC06
Created by admin on Mon Mar 31 19:16:35 GMT 2025 , Edited by admin on Mon Mar 31 19:16:35 GMT 2025
Code System Code Type Description
INN
2650
Created by admin on Mon Mar 31 19:16:35 GMT 2025 , Edited by admin on Mon Mar 31 19:16:35 GMT 2025
PRIMARY
SMS_ID
100000083961
Created by admin on Mon Mar 31 19:16:35 GMT 2025 , Edited by admin on Mon Mar 31 19:16:35 GMT 2025
PRIMARY
EPA CompTox
DTXSID7048322
Created by admin on Mon Mar 31 19:16:35 GMT 2025 , Edited by admin on Mon Mar 31 19:16:35 GMT 2025
PRIMARY
WIKIPEDIA
HEXOPRENALINE
Created by admin on Mon Mar 31 19:16:35 GMT 2025 , Edited by admin on Mon Mar 31 19:16:35 GMT 2025
PRIMARY
ChEMBL
CHEMBL1589896
Created by admin on Mon Mar 31 19:16:35 GMT 2025 , Edited by admin on Mon Mar 31 19:16:35 GMT 2025
PRIMARY
RXCUI
5307
Created by admin on Mon Mar 31 19:16:35 GMT 2025 , Edited by admin on Mon Mar 31 19:16:35 GMT 2025
PRIMARY RxNorm
FDA UNII
G9L6B3W684
Created by admin on Mon Mar 31 19:16:35 GMT 2025 , Edited by admin on Mon Mar 31 19:16:35 GMT 2025
PRIMARY
DRUG BANK
DB08957
Created by admin on Mon Mar 31 19:16:35 GMT 2025 , Edited by admin on Mon Mar 31 19:16:35 GMT 2025
PRIMARY
MESH
D006594
Created by admin on Mon Mar 31 19:16:35 GMT 2025 , Edited by admin on Mon Mar 31 19:16:35 GMT 2025
PRIMARY
NCI_THESAURUS
C170044
Created by admin on Mon Mar 31 19:16:35 GMT 2025 , Edited by admin on Mon Mar 31 19:16:35 GMT 2025
PRIMARY
CAS
3215-70-1
Created by admin on Mon Mar 31 19:16:35 GMT 2025 , Edited by admin on Mon Mar 31 19:16:35 GMT 2025
PRIMARY
PUBCHEM
3609
Created by admin on Mon Mar 31 19:16:35 GMT 2025 , Edited by admin on Mon Mar 31 19:16:35 GMT 2025
PRIMARY
MERCK INDEX
m6013
Created by admin on Mon Mar 31 19:16:35 GMT 2025 , Edited by admin on Mon Mar 31 19:16:35 GMT 2025
PRIMARY Merck Index
EVMPD
SUB08041MIG
Created by admin on Mon Mar 31 19:16:35 GMT 2025 , Edited by admin on Mon Mar 31 19:16:35 GMT 2025
PRIMARY
DRUG CENTRAL
1372
Created by admin on Mon Mar 31 19:16:35 GMT 2025 , Edited by admin on Mon Mar 31 19:16:35 GMT 2025
PRIMARY
Related Record Type Details
Structure of HEXOPRENALINE DIHYDROCHLORIDE
SALT/SOLVATE -> PARENT
BETA-2 ADRENERGIC RECEPTOR
TARGET -> AGONIST
Related Record Type Details
Structure of HEXOPRENALINE
ACTIVE MOIETY
NIH
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