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Details

Stereochemistry UNKNOWN
Molecular Formula C18H21NO5
Molecular Weight 331.363
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PROTOKYLOL

SMILES

CC(CC1=CC=C2OCOC2=C1)NCC(O)C3=CC=C(O)C(O)=C3

InChI

InChIKey=LUMAEVHDZXIGEP-UHFFFAOYSA-N
InChI=1S/C18H21NO5/c1-11(6-12-2-5-17-18(7-12)24-10-23-17)19-9-16(22)13-3-4-14(20)15(21)8-13/h2-5,7-8,11,16,19-22H,6,9-10H2,1H3

HIDE SMILES / InChI

Description

Protokylol, a sympathomimetic drug has been utilized in general clinical practice as a bronchodilator. Protokylol (brand names Caytine, Ventaire) is a β-adrenergic receptor agonist which was used as a bronchodilator in Europe and the United States.

CNS Activity

CNS Non-penetrant
1040
Curator's Comment: Only small quantities of Protokylol pass the blood-brain barrier in rats.

Originator

Approval Year

1959
143
Targets

Targets

Primary TargetPharmacologyConditionPotency
Agonist
2752
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Approved
8583
VENTAIRE

Approved Use

Respiratory-system disorders
Doses

Doses

DosePopulationAdverse events​
4 g 4 times / day multiple, oral
Recommended
Dose: 4 g, 4 times / day
Route: oral
Route: multiple
Dose: 4 g, 4 times / day
Sources:
https://academic.oup.com/ajhp/article-abstract/17/4/255/5237544?redirectedFrom=PDFhttps://academic.oup.com/ajhp/article-abstract/17/4/255/5237544?redirectedFrom=PDF
unhealthy
Health Status: unhealthy
Sources:
https://academic.oup.com/ajhp/article-abstract/17/4/255/5237544?redirectedFrom=PDFhttps://academic.oup.com/ajhp/article-abstract/17/4/255/5237544?redirectedFrom=PDF
Sources:
https://academic.oup.com/ajhp/article-abstract/17/4/255/5237544?redirectedFrom=PDFhttps://academic.oup.com/ajhp/article-abstract/17/4/255/5237544?redirectedFrom=PDF
0.5 mg single, intramuscular|subcutaneous
Recommended
Dose: 0.5 mg
Route: intramuscular|subcutaneous
Route: single
Dose: 0.5 mg
Sources:
https://academic.oup.com/ajhp/article-abstract/17/4/255/5237544?redirectedFrom=PDFhttps://academic.oup.com/ajhp/article-abstract/17/4/255/5237544?redirectedFrom=PDF
unhealthy
Health Status: unhealthy
Sources:
https://academic.oup.com/ajhp/article-abstract/17/4/255/5237544?redirectedFrom=PDFhttps://academic.oup.com/ajhp/article-abstract/17/4/255/5237544?redirectedFrom=PDF
Sources:
https://academic.oup.com/ajhp/article-abstract/17/4/255/5237544?redirectedFrom=PDFhttps://academic.oup.com/ajhp/article-abstract/17/4/255/5237544?redirectedFrom=PDF
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer
BSEP
550
Drug as perpetrator​

Drug as perpetrator​

TargetModalityActivityMetaboliteClinical evidence
BSEP
554
 weak [IC50 >982.3 uM]
Sourcing

Sourcing

Vendor/AggregatorIDURL
001 Chemical
DY519699
https://www.001chemical.com/chem/136-70-9
AAA Chemistry
AR-1H9707
ABI Chem
AC1L1JBR
ABI Chem
AC1Q6ZXQ
Alfa Chemistry
136-70-9
https://www.alfa-chemistry.com/cas_136-70-9.htm
BOC Sciences
136-69-6
BOC Sciences
136-70-9
Chemieliva Pharmaceutical Co., Ltd
PBCM1167716
eMolecules
110046186
eMolecules
300976303
Molcore
MC519699
https://www.molcore.com/product/136-70-9
MuseChem
M067007
NCI Plated 2007
113490
NovoSeek
4969
Sigma Aldrich
PH013892
Sigma Aldrich
PH013892|ALDRICH
Smolecule
S540450
http://www.smolecule.com/products/s540450
THE BioTek
bt-280923
https://www.thebiotek.com/product/inhibitors/bt-280923
ZINC
ZINC000000000677
http://zinc15.docking.org/substances/ZINC000000000677
ZINC
ZINC000001704226
http://zinc15.docking.org/substances/ZINC000001704226
ZINC
ZINC000001704227
http://zinc15.docking.org/substances/ZINC000001704227
ZINC
ZINC000001704228
http://zinc15.docking.org/substances/ZINC000001704228
PubMed

PubMed

TitleDatePubMed
Effects of N-aralkyl substitution of beta-agonists on alpha- and beta-adrenoceptor subtypes: pharmacological studies and binding assays.
1982-02
The resolution of dopamine and beta 1- and beta 2-adrenergic-sensitive adenylate cyclase activities in homogenates of cat cerebellum, hippocampus and cerebral cortex.
1979-12-28
N-Aralkyl substitution increases the affinity of adrenergic drugs for the alpha-adrenoceptor in rat liver.
1979-01
[CONTRIBUTION ON SYMPTOMATIC THERAPY OF ASTHMA WITH PROTOKYLOL].
1964-02-28
Patents

Patents

JP2002541233A
406

Sample Use Guides

In Vivo Use Guide
0.2-0.6 ml, aerosol
Route of Administration: Respiratory
In Vitro Use Guide
Protokylol dose-dependently (10(-6) - 10(-4) mM) induced guinea-pig trachea relaxation.
Name Type Language
PROTOKYLOL
INN   MI   WHO-DD  
INN  
Official Name English
VENTAIRE
Preferred Name English
Protokylol [WHO-DD]
Common Name English
PROTOKYLOL [MI]
Common Name English
protokylol [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C48149
Created by admin on Mon Mar 31 18:24:05 GMT 2025 , Edited by admin on Mon Mar 31 18:24:05 GMT 2025
NCI_THESAURUS C319
Created by admin on Mon Mar 31 18:24:05 GMT 2025 , Edited by admin on Mon Mar 31 18:24:05 GMT 2025
Code System Code Type Description
MERCK INDEX
m9274
Created by admin on Mon Mar 31 18:24:05 GMT 2025 , Edited by admin on Mon Mar 31 18:24:05 GMT 2025
PRIMARY Merck Index
NCI_THESAURUS
C74198
Created by admin on Mon Mar 31 18:24:05 GMT 2025 , Edited by admin on Mon Mar 31 18:24:05 GMT 2025
PRIMARY
SMS_ID
100000080837
Created by admin on Mon Mar 31 18:24:05 GMT 2025 , Edited by admin on Mon Mar 31 18:24:05 GMT 2025
PRIMARY
ChEMBL
CHEMBL1201273
Created by admin on Mon Mar 31 18:24:05 GMT 2025 , Edited by admin on Mon Mar 31 18:24:05 GMT 2025
PRIMARY
WIKIPEDIA
Protokylol
Created by admin on Mon Mar 31 18:24:05 GMT 2025 , Edited by admin on Mon Mar 31 18:24:05 GMT 2025
PRIMARY
DRUG CENTRAL
2318
Created by admin on Mon Mar 31 18:24:05 GMT 2025 , Edited by admin on Mon Mar 31 18:24:05 GMT 2025
PRIMARY
EPA CompTox
DTXSID20861796
Created by admin on Mon Mar 31 18:24:05 GMT 2025 , Edited by admin on Mon Mar 31 18:24:05 GMT 2025
PRIMARY
DRUG BANK
DB06814
Created by admin on Mon Mar 31 18:24:05 GMT 2025 , Edited by admin on Mon Mar 31 18:24:05 GMT 2025
PRIMARY
CAS
136-70-9
Created by admin on Mon Mar 31 18:24:05 GMT 2025 , Edited by admin on Mon Mar 31 18:24:05 GMT 2025
PRIMARY
FDA UNII
8Y5Y4EEO2V
Created by admin on Mon Mar 31 18:24:05 GMT 2025 , Edited by admin on Mon Mar 31 18:24:05 GMT 2025
PRIMARY
ECHA (EC/EINECS)
205-255-3
Created by admin on Mon Mar 31 18:24:05 GMT 2025 , Edited by admin on Mon Mar 31 18:24:05 GMT 2025
PRIMARY
EVMPD
SUB10144MIG
Created by admin on Mon Mar 31 18:24:05 GMT 2025 , Edited by admin on Mon Mar 31 18:24:05 GMT 2025
PRIMARY
MESH
C010312
Created by admin on Mon Mar 31 18:24:05 GMT 2025 , Edited by admin on Mon Mar 31 18:24:05 GMT 2025
PRIMARY
PUBCHEM
4969
Created by admin on Mon Mar 31 18:24:05 GMT 2025 , Edited by admin on Mon Mar 31 18:24:05 GMT 2025
PRIMARY
INN
920
Created by admin on Mon Mar 31 18:24:05 GMT 2025 , Edited by admin on Mon Mar 31 18:24:05 GMT 2025
PRIMARY
ACTIVE MOIETY
Structure of PROTOKYLOL
NIH
NCATS
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ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
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