Tris[3-(hydroxy-κO)-2-methyl-4H-pyran-4-onato-κO4]iron
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Tris[3-(hydroxy-κO)-2-methyl-4H-pyran-4-onato-κO4]iron
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CAS No:
33725-54-1
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Formula:
C18H15FeO9
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Chemical Name:
Tris[3-(hydroxy-κO)-2-methyl-4H-pyran-4-onato-κO4]iron
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Synonyms:
Iron,tris[3-(hydroxy-κO)-2-methyl-4H-pyran-4-onato-κO4]-;Iron,tris(3-hydroxy-2-methyl-4H-pyran-4-onato-O3,O4)-;Iron,tris(3-hydroxy-2-methyl-4H-pyran-4-onato)-;4H-Pyran-4-one,3-hydroxy-2-methyl-,iron complex;Tris[3-(hydroxy-κO)-2-methyl-4H-pyran-4-onato-κO4]iron;Ferric maltol;ST 10;ST 10-021;Tris[3-(hydroxy-κO)-2-methyl-4H-pyran-4-onato-κO4]iron(III);Accrufer;Feraccru;157431-25-9
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CAS No:
Description
Ferric maltol is an iron(III) atom complexed with 3 maltol molecules to increase the bioavailability compared to iron(II), without depositing it in the duodenum as insoluble ferric hydroxide and phosphate. Ferric maltol has been described in literature since at least the late 1980s as a potential treatment for iron deficiency. Ferric maltol was granted FDA Approval on 25 July 2019.
Tris[3-(hydroxy-κO)-2-methyl-4H-pyran-4-onato-κO4]iron Basic Attributes
431.2 g/mol
431.006543 g/mol
MA10QYF1Z0
B03AB|B - Blood and blood forming organs
Toxicity
Data regarding overdoses of ferric maltol are not readily available, however toxicity is expected with acute ingestion of 20mg/kg and 200-250mg/kg is potentially fatal. Patients experiencing an overdose may present with nausea, vomiting, abdominal pain, diarrhea, hypoperfusion, metabolic acidosis, and systemic toxicity. Overdoses should be treated with symptomatic and supportive measures which may include the use of desferroxamine. Hemodialysis will not remove iron but will remove the iron-desferroxamine complex.
Data regarding the protein binding of ferric maltol is not readily available.
Drug Information
Ferric maltol is indicated to treat iron deficiency in adults.|Feraccru is indicated in adults for the treatment of iron deficiency.|Treatment of iron deficiency anaemia (IDA)
Ferric maltol is used to provide supplemental iron to patients with an iron deficiency. It has a wide therapeutic index as patients generally take 30mg twice daily, while concentrations of 20mg/kg may produce toxicity. Patients should be counselled regarding the risk of inflammatory bowel disease flares, iron overload, and accidental ingestion in children.
Agents which improve the quality of the blood, increasing the hemoglobin level and the number of erythrocytes. They are used in the treatment of anemias. (See all compounds classified as Hematinics.)
Ferric maltol dissociates in the gastrointestinal tract, leading to a Tmax of 1.5-3.0 hours for iron concentrations. Mean serum iron increases by 14±6µmol/L in iron deficient patients following a single dose. a 60mg dose is approximately 14% bioavailable. 60 minutes after injection of radiolabelled ferric maltol, 11+2% of the dose is present in the bone marrow, 18±1% is present in the liver, and 2.6±1% is in the urine. Maltol has an AUC of 0.022-0.205h\*µg/mL and maltol glucuronide has an AUC of 9.83-30.9h\*µg/mL.|39.8-60% of an oral dose of ferric maltol is excreted in the urine as a glucuronide conjugate. Iron and ferric maltol are not excreted in the urine and unabsorbed ferric maltol is eliminated in the feces.|Data regarding the volume of distribution of ferric maltol is not readily available.|Data regarding the clearance of ferric maltol is not readily available.
_In vitro_, ferric maltol metabolism is predominantly glucuronidation of maltol by UGT1A6 and sulfation.
Maltol has a half life of 0.7h.
Ferric maltol dissociates as the iron atom is donated to unknown iron uptake mechanisms, possibly beta 3 integrin or divalent metal transporter 1, in the ileum and duodenum. Once the iron is in circulation, it then associates with transferrin and ferritin.
Accrufer
Tris[3-(hydroxy-κO)-2-methyl-4H-pyran-4-onato-κO4]iron Use and Manufacturing
Human drugs -> Feraccru -> EMA Drug Category|Antianemic preparations -> Human pharmacotherapeutic group|Human Drugs -> EU pediatric investigation plans|Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients
Computed Properties
Molecular Weight:431.2
Hydrogen Bond Acceptor Count:9
Exact Mass:431.006543
Monoisotopic Mass:431.006543
Topological Polar Surface Area:148
Heavy Atom Count:28
Complexity:200
Covalently-Bonded Unit Count:4
Compound Is Canonicalized:Yes
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