Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C21H32O3 |
Molecular Weight | 332.477 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 8 / 8 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@@]12CC[C@H](C(C)=O)[C@@]1(C)CC(=O)[C@@]3([H])[C@@]2([H])CC[C@@]4([H])C[C@H](O)CC[C@]34C
InChI
InChIKey=DUHUCHOQIDJXAT-OLVMNOGESA-N
InChI=1S/C21H32O3/c1-12(22)16-6-7-17-15-5-4-13-10-14(23)8-9-20(13,2)19(15)18(24)11-21(16,17)3/h13-17,19,23H,4-11H2,1-3H3/t13-,14+,15-,16+,17-,19+,20-,21+/m0/s1
DescriptionSources: http://www.alfaxan.co.uk/what-is-alfaxanCurator's Comment: description was created based on several sources, including:
http://www.vasg.org/pdfs/alfaxalone_vasg_05_11.pdf | https://www.fda.gov/downloads/AnimalVeterinary/Products/ApprovedAnimalDrugProducts/FOIADrugSummaries/UCM326904.pdf
Sources: http://www.alfaxan.co.uk/what-is-alfaxan
Curator's Comment: description was created based on several sources, including:
http://www.vasg.org/pdfs/alfaxalone_vasg_05_11.pdf | https://www.fda.gov/downloads/AnimalVeterinary/Products/ApprovedAnimalDrugProducts/FOIADrugSummaries/UCM326904.pdf
Alfaxalone is a rapidly acting hydrophobic synthetic neurosteroid. It is indicated for the induction and maintenance of anesthesia and for induction of anesthesia followed by maintenance with an inhalant anesthetic, in cats and dogs. Alfaxalone induces anaesthesia through activity at the gamma amino butyric acid sub-type A receptor (GABAA) present on cells in the Central Nervous System (CNS). Alfaxalone enhances the effects of GABA at the GABAA receptors resulting in opening of channels into the cells and an influx of chloride ions. This causes hyperpolarisation of the cells and inhibition of neural impulse transmission. Alfaxalone can be safely combined with premedicants (xylazine, (dex)medetomidine, acepromazine, midazolam), opioids (morphine, methadone, hydromorphone, butorphanol, nalbuphine, buprenorphine, fentanyl), and NSAIDs. Alfaxalone’s adverse reactions are: hypotension, tachycardia, apnea, hypertension, bradypnea and others.
CNS Activity
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: CHEMBL4187 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22538831 |
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Target ID: CHEMBL2072 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22538831 |
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Target ID: GABAA receptor (Bovine) Sources: https://www.ncbi.nlm.nih.gov/pubmed/3032320 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Primary | Alfaxan Approved UseALFAXAN is indicated for the induction and maintenance of anesthesia and for induction of anesthesia followed by maintenance with an inhalant anesthetic, in cats and dogs. Launch Date2012 |
PubMed
Title | Date | PubMed |
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Selective cyclodextrin inhibition of alfaxolone-induced ataxia. | 1996 May |
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Use of alfaxalone in rabbits. | 2009 Feb 7 |
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Effects of gamma-aminobutyric acid (GABA) agonists and a GABA uptake inhibitor on pharmacoresistant seizure like events in organotypic hippocampal slice cultures. | 2009 Oct |
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Role of neurosteroids in regulating cell death and proliferation in the late gestation fetal brain. | 2009 Oct 20 |
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Alfaxalone in cyclodextrin for induction and maintenance of anaesthesia in ponies undergoing field castration. | 2009 Sep |
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Induction of anaesthesia with alfaxalone or propofol before isoflurane maintenance in cats. | 2010 Jul 17 |
Patents
Sample Use Guides
Induction of general anesthesia in cats: range 2.2 - 9.7 mg/kg for cats that did not receive a preanesthetic and 1.0 - 10.8 mg/kg for cats that received a preanesthetic.
Induction of general anesthesia in dogs: range 1.5 - 4.5 mg/kg for dogs that did not receive a preanesthetic and between 0.2 - 3.5 mg/kg for dogs that received a preanesthetic.
Route of Administration:
Intravenous
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/19535226
Alfaxalone at a concentration of 50 uM reversibly blocked ongoing Seizure like events (SLEs) in organotypic hippocampal slice cultures. At a concentration of 20 uM it did not block ongoing SLEs but significantly reduced strength and duration of SLEs.
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NCI_THESAURUS |
C245
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WHO-VATC |
QN01AX05
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N01AX05
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CFR |
21 CFR 522.52
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DEA NO. |
2731
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ACTIVE MOIETY