ALMITRINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C26H29F2N7
Molecular Weight	477.5522
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

FC1=CC=C(C=C1)C(N2CCN(CC2)C3=NC(NCC=C)=NC(NCC=C)=N3)C4=CC=C(F)C=C4

InChI

InChIKey=OBDOVFRMEYHSQB-UHFFFAOYSA-N

InChI=1S/C26H29F2N7/c1-3-13-29-24-31-25(30-14-4-2)33-26(32-24)35-17-15-34(16-18-35)23(19-5-9-21(27)10-6-19)20-7-11-22(28)12-8-20/h3-12,23H,1-2,13-18H2,(H2,29,30,31,32,33)

HIDE SMILES / InChI

Molecular Formula	C26H29F2N7
Molecular Weight	477.5522
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/21412915 | https://www.ncbi.nlm.nih.gov/pubmed/3556128

Almitrine, a selective pulmonary vasoconstrictor and a respiratory stimulant that enhances respiration by acting as an agonist of peripheral chemoreceptors located on the carotid bodies. The drug increases arterial oxygen tension while decreasing arterial carbon dioxide tension in patients with chronic obstructive pulmonary disease. In combination with raubasine, it used under the brand, name Duxil for the treatment of age-related cerebral disorders and functional rehabilitation after stroke. In addition, Duxil has been considered as an alternative treatment for dementia, but because of the low methodological quality of included trials and the small number of trials, the obtained data did not provide sufficient evidence to support the routine use of this drug for the disease.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Sodium/potassium-transporting ATPase subunit alpha-1 16 Target ID: P05023\|\|\|Q9UJ20 Gene ID: 476.0 Gene Symbol: ATP1A1 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/2527061	Binding Agent 1064

PubMed

Title	Date	PubMed
[Competitive study of the effects of naloxone and of almitrine on fentanyl analgesia in the anesthetized dog: effects on the muzzle opening reflex and blood gases].	1980	6110396
Peripheral neuropathy in patients treated with almitrine dimesylate.	1985 Jun 1	2860446
Biliary drug lithiasis: dipyridamole gallstones.	1992 Nov 28	1360065
Physiology in medicine: importance of hypoxic pulmonary vasoconstriction in maintaining arterial oxygenation during acute respiratory failure.	2001	11299064
The oxygenation variations related to prone positioning during mechanical ventilation: a clinical comparison between ARDS and non-ARDS hypoxemic patients.	2001 Aug	11511948
Right ventricular response to high-dose almitrine infusion in patients with severe hypoxemia related to acute respiratory distress syndrome.	2001 Jan	11176154
Effect of almitrine on upper airway muscle contraction in young and old rats.	2001 Jan 26	11165230
Association of oral almitrine and medroxyprogesterone acetate: effect on arterial blood gases in chronic obstructive pulmonary disease.	2001 Jul	11453318
Effect of inhaled prostacyclin in combination with almitrine on ventilation-perfusion distributions in experimental lung injury.	2001 Mar	11374607
Effects of combined high-dose partial liquid ventilation and almitrine on pulmonary gas exchange and hemodynamics in an animal model of acute lung injury.	2001 Mar	11355128
High or low doses of almitrine bismesylate in ARDS patients responding to inhaled NO and receiving norepinephrine?	2001 Nov	11810116
Oxygen sensitive chemoreceptors in the first gill arch of the tadpole, Rana catesbeiana.	2001 Nov	11760099
[Comparative changes in PaO2 in moderately hypoxemic COPD patients treated with almitrine versus placebo for one year].	2001 Sep	11787328
Effects of almitrine on diaphragm contractile properties in young and old rats.	2002	11844967
The effects of intravenous almitrine on oxygenation and hemodynamics during one-lung ventilation.	2002 Apr	11916780
Treatment of hypoxaemia during one-lung ventilation with almitrine.	2002 Apr 13	11965308
Jian Nao Ning for treatment of memory impairment in patients with mild or moderate multi-infarct dementia.	2002 Dec	16579082
Primary alveolar hypoventilation and response to the respiratory stimulant almitrine.	2002 Dec	12512759
Effect of position, nitric oxide, and almitrine on lung perfusion in a porcine model of acute lung injury.	2002 Dec	12391113
[Effect of almitrine/raubasine on cerebral metabolism in the elderly].	2002 Mar 30	11984975
Effect of ventilatory drive on carbon dioxide sensitivity below eupnea during sleep.	2002 May 1	11991874
Vascular pharmacology of acute lung injury and acute respiratory distress syndrome.	2002 Nov	12747964
Selective pulmonary vasodilation in acute respiratory distress syndrome.	2003 Apr	12682462
Long-term effects of almitrine bismesylate in COPD patients with chronic hypoxaemia.	2003 Jun	12814142
Effects of almitrine bismesylate on arterial blood gases in patients with chronic obstructive pulmonary disease and moderate hypoxaemia: a multicentre, randomised, double-blind, placebo-controlled study.	2003 May-Jun	12915747
pO2 - Do we treat the right thing?	2003 Sep-Oct	14665766
[Effects of Tianzhi Keli on extracellular acetylcholine and catecholamine levels in striatum of rats with neuromitochondrial impairment].	2005 Jan	15714821
[The effects of antidepressant treatment on efficacy of antihypertensive therapy in elderly hypertension].	2006 Aug	17074147
An anesthesiologist's guide to hypoxic pulmonary vasoconstriction: implications for managing single-lung anesthesia and atelectasis.	2006 Feb	16547431
[Research of kingsbrain on improving the learning and memory ability of MCAO rats].	2006 Mar	16722378
[Effect of prepared Polygonum multiflorum on striatum extracellular acetylcholine and choline in rats of intracerebral perfusion with sodium azide].	2006 May	17048685
[A clinical study on a randomized, double-blind control of Chinese medicine granules in treatment of vascular dementia].	2006 Oct	17225547
[Clinical research of effect of Yishen Yangnao capsule on vascular dementia].	2007 Apr	17608233
Current concepts in the management of hepatopulmonary syndrome.	2008	19183751
Association between inflammatory mediators and response to inhaled nitric oxide in a model of endotoxin-induced lung injury.	2008	18954441
[Combination of thiotropium bromide with almitrine and pulmonary rehabilitation in the treatment of patients with chronic obstructive pulmonary disease].	2008	18441680
[Clinical investigation on electroacupuncture treatment of vascular dementia with "Xiusanzhen"].	2008 Apr	18630591
Anaesthesia for serial whole-lung lavage in a patient with severe pulmonary alveolar proteinosis: a case report.	2008 Nov 27	19038019
[Effect of long-time retention of scalp needle on the abilities of cognition, daily living activity and P300 in vascular dementia patients].	2008 Oct	19097507
Obesity hypoventilation syndrome.	2009 Apr	19561923
Stability-indicating methods for the determination of a mixture of almitrine and raubasine by derivative spectrophotometry.	2009 Jun	20355207
Rescue strategies for refractory hypoxemia: a critical appraisal.	2009 Nov 26	20948686
The neuronal guidance protein netrin-1 reduces alveolar inflammation in a porcine model of acute lung injury.	2010	20969752
Almitrine-Raubasine combination for dementia.	2011 Mar 16	21412915
Evaluation of Almitrine Infusion During Veno-Venous Extracorporeal Membrane Oxygenation for Severe Acute Respiratory Distress Syndrome in Adults.	2019 Aug	29337729

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:23:47 UTC 2023` Edited by `admin` on `Fri Dec 15 15:23:47 UTC 2023`
Record UNII	9A1222NBG4
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ALMITRINE

Official Name

English

ALMITRINE [MI]

Common Name

English

1,3,5-TRIAZINE-2,4-DIAMINE, 6-(4-(BIS(4-FLUOROPHENYL)METHYL)-1-PIPERAZINYL)-N,N'-DI-2-PROPENYL-

Systematic Name

English

Almitrine [WHO-DD]

Common Name

English

2,4-BIS(ALLYLAMINO)-6-(4-(BIS(P-FLUOROPHENYL)METHYL)-1-PIPERAZINYL)-S-TRIAZINE

Common Name

English

almitrine [INN]

Common Name

English

6-(4-(BIS(4-FLUOROPHENYL)METHYL)1-PIPERAZINYL)-N,N'-DI-2-PROPENYL-1,3,5-TRIAZINE-2,4-DIAMINE

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C47795