Salmeterol xinafoate
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Salmeterol xinafoate
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CAS No:
94749-08-3
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Formula:
C25H37NO4.C11H8O3
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Chemical Name:
Salmeterol xinafoate
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Synonyms:
2-Naphthalenecarboxylic acid,1-hydroxy-,compd. with 4-hydroxy-α1-[[[6-(4-phenylbutoxy)hexyl]amino]methyl]-1,3-benzenedimethanol (1:1);2-Naphthalenecarboxylic acid,1-hydroxy-,compd. with (±)-4-hydroxy-α1-[[[6-(4-phenylbutoxy)hexyl]amino]methyl]-1,3-benzenedimethanol (1:1);1,3-Benzenedimethanol,4-hydroxy-α1-[[[6-(4-phenylbutoxy)hexyl]amino]methyl]-,(±)-,1-hydroxy-2-naphthalenecarboxylate (salt);1,3-Benzenedimethanol,4-hydroxy-α1-[[[6-(4-phenylbutoxy)hexyl]amino]methyl]-,1-hydroxy-2-naphthalenecarboxylate (salt);GR 33343G;Salmeterol xinafoate;SN 408;Salmeterol hydroxynaphthoate;Siduomi;Serevent;GR 3343G;Salmetedur;Arial;Serevent Diskus;143982-79-0
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CAS No:
Description
Salmeterol xinafoate is a long-acting beta-2 adrenergic receptor (β2AR) agonist, with Ki of 1.5 nM for WT β2AR, and used for asthma treatment.
Salmeterol xinafoate is a naphthoic acid.|The beta-2 adrenergic agonists are a large group of drugs that mimic the actions of naturally occurring catecholamines such as norepinephrine, epinephrine and dopamine. Direct agonists directly interact with the adrenergic receptors, whereas indirect agonists typically stimulate the release of endogenous catecholamines. The beta-2 adrenergic agonists act mainly on the smooth muscle of the vasculature, bronchial tree, intestines and uterus. These agents also act on the liver stimulating glycogenolysis and release of glucose from the liver and muscle (particularly if used in high doses). The beta-2 adrenergic agonists are used largely as bronchodilators in the management of asthma, both in control of acute symptomatic attacks as well as chronic, long term prevention and management. These agents are some of the most commonly prescribed drugs for asthma and are widely used and proven to be well tolerated and safe. The use of beta adrenergic agonists in asthma has not been associated with elevations in serum aminotransferase or alkaline phosphatase levels or in causing clinically apparent liver disease. When given in large doses or after intentional overdose, beta adrenergic agonists can cause liver injury. Most case reports of liver damage from these agents have been associated with their use in control of premature labor (for their effects on relaxation of uterine smooth muscle). The liver injury typically arises within a few days of starting high dose intravenous beta adrenergic agonists, is usually asymptomatic, not associated with jaundice, and rapidly reversed once the medication is stopped.|A selective ADRENERGIC BETA-2 RECEPTOR agonist that functions as a BRONCHODILATOR when administered by inhalation. It is used to manage the symptoms of ASTHMA and CHRONIC OBSTRUCTIVE PULMONARY DISEASE.
Characteristics
140
6.74190
white solid
1.112g/cm3
137-138 °C
603ºC at 760 mmHg
318.5ºC
1.565
H2O: slightly soluble
-20°C Freezer
Safety Information
NONH for all modes of transport
3
36/37/38
22-24/25-36-26
QJ1970500
Xi
P201, P202, P260, P264, P270, P273, P280, P281, P302+P352, P305+P351+P338, P307+P311, P308+P313, P309+P311, P310, P321, P332+P313, P337+P313, P362, P405, P501
H315
|Danger|H315 (27.78%): Causes skin irritation [Warning Skin corrosion/irritation]|P201, P202, P260, P264, P270, P273, P280, P281, P302+P352, P305+P351+P338, P307+P311, P308+P313, P310, P321, P332+P313, P337+P313, P362, P405, and P501|Aggregated GHS information provided by 70 companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Toxicity
Prospective studies have shown that ALT elevations occur in less than 1% of patients receiving long term oral therapy with typical beta adrenergic bronchodilators, but instances of clinically apparent liver injury have not been reported in any detail. However, several cases of acute elevations in serum aminotransferase levels have been described in pregnant women receiving high doses of beta adrenergic agents intravenously for prevention or control of premature labor (Case 1). Serum alkaline phosphatase, GGT and bilirubin levels are generally normal or within the normal range for later stages of pregnancy. The serum aminotransferase elevations are usually asymptomatic, but may be associated with nausea and right upper quadrant pain. Bilirubin elevations are minimal and cases with jaundice have not been reported. The abnormalities resolve promptly (within 1 to 3 weeks) upon stopping therapy and have not been associated with fatalities or chronic liver injury.
Drug Information
Aerivio Spiromax is indicated for use in adults aged 18 years and older only.AsthmaAerivio Spiromax is indicated for the regular treatment of patients with severe asthma where use of a combination product (inhaled corticosteroid and long-acting β2 agonist) is appropriate:patients not adequately controlled on a lower strength corticosteroid combination product orpatients already controlled on a high dose inhaled corticosteroid and long-acting β2 agonist.Chronic Obstructive Pulmonary Disease (COPD)Aerivio Spiromax is indicated for the symptomatic treatment of patients with COPD, with a FEV1|Treatment of asthma|Asthma|BroPair Spiromax is indicated in the regular treatment of asthma in adults and adolescents aged 12 years and older not adequately controlled with inhaled corticosteroids and ‘as needed' inhaled short-acting β₂ agonists.|Seffalair Spiromax is indicated in the regular treatment of asthma in adults and adolescents aged 12 years and older not adequately controlled with inhaled corticosteroids and ‘as needed' inhaled short-acting β₂ agonists.
The beta-2 adrenergic agonists are a large group of drugs that mimic the actions of naturally occurring catecholamines such as norepinephrine, epinephrine and dopamine. Direct agonists directly interact with the adrenergic receptors, whereas indirect agonists typically stimulate the release of endogenous catecholamines. The beta-2 adrenergic agonists act mainly on the smooth muscle of the vasculature, bronchial tree, intestines and uterus. These agents also act on the liver stimulating glycogenolysis and release of glucose from the liver and muscle (particularly if used in high doses). The beta-2 adrenergic agonists are used largely as bronchodilators in the management of asthma, both in control of acute symptomatic attacks as well as chronic, long term prevention and management. These agents are some of the most commonly prescribed drugs for asthma and are widely used and proven to be well tolerated and safe. The use of beta adrenergic agonists in asthma has not been associated with elevations in serum aminotransferase or alkaline phosphatase levels or in causing clinically apparent liver disease. When given in large doses or after intentional overdose, beta adrenergic agonists can cause liver injury. Most case reports of liver damage from these agents have been associated with their use in control of premature labor (for their effects on relaxation of uterine smooth muscle). The liver injury typically arises within a few days of starting high dose intravenous beta adrenergic agonists, is usually asymptomatic, not associated with jaundice, and rapidly reversed once the medication is stopped.
Antiasthmatic Agents
Agents that cause an increase in the expansion of a bronchus or bronchial tubes. (See all compounds classified as Bronchodilator Agents.)|Compounds bind to and activate ADRENERGIC BETA-2 RECEPTORS. (See all compounds classified as Adrenergic beta-2 Receptor Agonists.)
salmeterol
Salmeterol xinafoate Use and Manufacturing
A β2-Adrenergic agonist. Structural analog of Albuterol (A514500).
Human drugs -> Aerivio Spiromax -> EMA Drug Category|Drugs for obstructive airway diseases -> Human pharmacotherapeutic group|Human Drugs -> EU pediatric investigation plans|Human drugs -> BroPair Spiromax -> EMA Drug Category|Human drugs -> Seffalair Spiromax -> EMA Drug Category|Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients
Computed Properties
Molecular Weight:603.7
Hydrogen Bond Donor Count:6
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:17
Exact Mass:603.31960277
Monoisotopic Mass:603.31960277
Topological Polar Surface Area:140
Heavy Atom Count:44
Complexity:629
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes
Drug Function and Efficacy
Salmeterol xinafoate aerosol is a new long-acting β2-receptor agonist. It is the first major breakthrough in asthma treatment in the past two decades and the first bronchodilator with anti-inflammatory activity. Salmeterol xinafoate aerosol has an excellent therapeutic effect on patients with nocturnal asthma due to its long duration of action.
Registered Holders
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AARTI PHARMALABS LTD
Active
United States
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NATCO PHARMA LTD
Active
Brazil
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AARTI INDUSTRIES LIMITED,INC
Active
United States
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