HEXOPRENALINE

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 Search

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
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 209 Target ID: CHEMBL210 Sources: http://www.ncbi.nlm.nih.gov/pubmed/195789	Agonist 2752

Conditions

Condition	Modality	Highest Phase	Product
Asthma 244 Sources: http://www.ncbi.nlm.nih.gov/pubmed/195789	Palliative	Approved 8583	Unknown Approved Use Unknown
Bronchitis 51 Sources: http://www.ncbi.nlm.nih.gov/pubmed/195789	Primary	Approved 8583	Unknown Approved Use Unknown
Emphysema 13 Sources: http://www.ncbi.nlm.nih.gov/pubmed/195789	Primary	Approved 8583	Unknown Approved Use Unknown
Premature labour 10 Sources: https://www.medicinep.com/gynipral-tocolytic-uterorelaxant-637.html	Preventing	Approved 8583	GYNIPRAL Approved Use Gynipral prevents threatened abortion with premature labour.

Doses

Dose	Population	Adverse 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

AE	Significance	Dose	Population
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

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
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 `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

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Name

Type

Language

IPRADOL

Preferred Name

English

HEXOPRENALINE

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