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Details

Stereochemistry ABSOLUTE
Molecular Formula C19H23NO5.ClH.H2O
Molecular Weight 399.866
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TRETOQUINOL HYDROCHLORIDE MONOHYDRATE

SMILES

O.Cl.COC1=CC(C[C@@H]2NCCC3=C2C=C(O)C(O)=C3)=CC(OC)=C1OC

InChI

InChIKey=NYRVBYLXLHGXDP-UTLKBRERSA-N
InChI=1S/C19H23NO5.ClH.H2O/c1-23-17-7-11(8-18(24-2)19(17)25-3)6-14-13-10-16(22)15(21)9-12(13)4-5-20-14;;/h7-10,14,20-22H,4-6H2,1-3H3;1H;1H2/t14-;;/m0../s1

HIDE SMILES / InChI
Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE
Molecular Formula H2O
Molecular Weight 18.0153
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE
Molecular Formula C19H23NO5
Molecular Weight 345.3896
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: description was created based on several sources, including: http://www.situsobat.com/2014/04/inolin-tablet-3-mg.html www.drugfuture.com/mt/tretoquinol-hydrochloride.pdf

Trimetoquinol hydrochloride dilates bronchial muscle selectively by stimulating Beta 2-receptors. It is used for the relief of bronchoconstriction associated with bronchitis, asthmatic bronchitis and bronchial asthma. Since the concurrent use of the drug with catecholamines such as Epinephrine and Isoproterenol may induce arrythmia or cardiac arrest in some cases, concurrent use is not recommended. Adverse reactions : Palpitation may occur occasionally, and alteration of blood pressure and precordial pain may appear rarely; headache may occur occasionally; tremor, dizziness, feverish sensation may also be encountered in a rare incidence; occasionally, nausea and anorexia may appear.

Originator

Yamato, E.|Hirakura, M.|Sugasawa S.
3
Curator's Comment: Mitsubishi Tanabe Pharma Corporation transferred the marketing rights of Inolin (Ingredient – Trimetoquinol) to its subsidiary, Tanabe Seiyaku Hanbai Co.Ltd at April 1, 2011. http://www.mt-pharma.co.jp/e/release/nr/2011/pdf/e_110307.pdf

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Agonist
2678
 7.34 null [pKi]
Agonist
2678
 6.49 null [pKi]
Agonist
2678
 5.43 null [pKi]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
Approved
8429
Inolin

Approved Use

It is given as the bronchodilating agent in the management of reversible airways obstruction, as in asthma.
Chronic obstructive pulmonary disease
174
Sources: www.drugfuture.com/mt/tretoquinol-hydrochloride.pdf
 Palliative
Approved
8429
Inolin

Approved Use

It is given as the bronchodilating agent in the management of reversible airways obstruction, as in chronic obstructive pulmonary disease.
Palliative
Approved
8429
Inolin

Approved Use

It is used to treat chronic bronchitis.
PubMed

PubMed

TitleDatePubMed
Bronchodilators for the prevention and treatment of chronic lung disease in preterm infants.
2001
Biochemical activities of trimetoquinol analogs at human beta(1)- and beta(3)-adrenergic receptors.
2001 Jan
Beta-adrenoreceptor agonists for diffuse esophageal spasm.
2002
Single-incision, minimally invasive total hip arthroplasty: length doesn't matter.
2004 Dec
Endoscopic video-assisted breast surgery: procedures and short-term results.
2006 Aug
Long term results after transpupillary thermotherapy in eyes with occult choroidal neovascularisation associated with age related macular degeneration: a prospective trial.
2006 Feb
1-Benzyl-1,2,3,4-tetrahydroisoquinoline-6,7-diols as novel affinity and photoaffinity probes for beta-adrenoceptor subtypes.
2006 Mar 15
Intravenous and intratracheal administration of trimetoquinol, a fast-acting short-lived bronchodilator in horses with 'heaves'.
2006 Nov
Trimetoquinol: bronchodilator effects in horses with heaves following aerosolised and oral administration.
2007 May
The effect of botulinum toxin type A on full-face intense pulsed light treatment: a randomized, double-blind, split-face study.
2008 Aug
Plasma and urinary concentrations of trimetoquinol by LC-MS-MS following intravenous and intra-tracheal administration to horses with heaves.
2008 Dec
[Yersinia psuedotuberculosis septicemia in a healthy young woman].
2008 Mar
Identification and characterization of a novel peptide ligand of Tie2 for targeting gene therapy.
2008 Mar
Eyelid localization in mantle cell lymphoma: long-lasting complete remission after surface brachytherapy.
2009 May-Jun
Errors in opioid prescribing: a prospective survey in cancer pain.
2010 Apr

Sample Use Guides

In Vivo Use Guide
Curator's Comment: Intravenous and intratracheal administration of trimetoquinol are tested also: http://www.ncbi.nlm.nih.gov/pubmed/17124848 http://www.ncbi.nlm.nih.gov/pubmed/17124848 http://www.ncbi.nlm.nih.gov/pubmed/963963 http://www.ncbi.nlm.nih.gov/pubmed/971582
3-12 mg per day (in 2-3 separate doses)
Route of Administration: Oral
In Vitro Use Guide
Pre-incubation of platelet microsomes with Trimethoquinol (10-100 ug/ml) for up to 4 min didn’t suppress production of Thromboxane A2-like activity.
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:25:43 GMT 2023
Edited
by admin
on Fri Dec 15 18:25:43 GMT 2023
Record UNII
SS28YGI1ZQ
Record Status Validated (UNII)
Record Version
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Name Type Language
TRETOQUINOL HYDROCHLORIDE MONOHYDRATE
Common Name English
TRETOQUINOL HYDROCHLORIDE HYDRATE
JAN  
Common Name English
NSC-288748
Code English
TRIMETOQUINOL HYDROCHLORIDE HYDRATE [JAN]
Common Name English
6,7-ISOQUINOLINEDIOL, 1,2,3,4-TETRAHYDRO-1-((3,4,5-TRIMETHOXYPHENYL)METHYL)-, HYDROCHLORIDE, MONOHYDRATE, (S)-
Systematic Name English
VEMS
Brand Name English
TRIMETOQUINOL HYDROCHLORIDE
Common Name English
TRETOQUINOL HYDROCHLORIDE HYDRATE [JAN]
Common Name English
Tretoquinol hydrochloride [WHO-DD]
Common Name English
(-)-1,2,3,4-TETRAHYDRO-1-(3,4,5-TRIMETHOXYBENZYL)ISOQUINOLINE-6,7-DIOL HYDROCHLORIDE MONOHYDRATE
Systematic Name English
INOLIN
Brand Name English
TRETOQUINOL HYDROCHLORIDE
MART.   WHO-DD  
Common Name English
TRETOQUINOL HYDROCHLORIDE [MART.]
Common Name English
RO-07-5965
Code English
TRIMETOQUINOL HYDROCHLORIDE HYDRATE
JAN  
Common Name English
Trimetoquinol hydrochloride hydrate [WHO-DD]
Common Name English
AQ-110
Code English
TRIMETHOQUINOL HYDROCHLORIDE MONOHYDRATE
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID10222852
Created by admin on Fri Dec 15 18:25:43 GMT 2023 , Edited by admin on Fri Dec 15 18:25:43 GMT 2023
PRIMARY
NSC
288748
Created by admin on Fri Dec 15 18:25:43 GMT 2023 , Edited by admin on Fri Dec 15 18:25:43 GMT 2023
PRIMARY
FDA UNII
SS28YGI1ZQ
Created by admin on Fri Dec 15 18:25:43 GMT 2023 , Edited by admin on Fri Dec 15 18:25:43 GMT 2023
PRIMARY
SMS_ID
100000077521
Created by admin on Fri Dec 15 18:25:43 GMT 2023 , Edited by admin on Fri Dec 15 18:25:43 GMT 2023
PRIMARY
CAS
72534-66-8
Created by admin on Fri Dec 15 18:25:43 GMT 2023 , Edited by admin on Fri Dec 15 18:25:43 GMT 2023
PRIMARY
EVMPD
SUB15598MIG
Created by admin on Fri Dec 15 18:25:43 GMT 2023 , Edited by admin on Fri Dec 15 18:25:43 GMT 2023
PRIMARY
ChEMBL
CHEMBL299175
Created by admin on Fri Dec 15 18:25:43 GMT 2023 , Edited by admin on Fri Dec 15 18:25:43 GMT 2023
PRIMARY
PUBCHEM
23724963
Created by admin on Fri Dec 15 18:25:43 GMT 2023 , Edited by admin on Fri Dec 15 18:25:43 GMT 2023
PRIMARY
Related Record Type Details
Structure of TRETOQUINOL
PARENT -> SALT/SOLVATE
Structure of TRETOQUINOL HYDROCHLORIDE ANHYDROUS
ANHYDROUS->SOLVATE
Related Record Type Details
Structure of TRETOQUINOL
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