ChemicalBook > CAS DataBase List > Alfaxalone

Alfaxalone

Product Name: Alfaxalone
CAS No.: 23930-19-0
Chemical Name: Alfaxalone
Synonyms: gr2/234;Alfadione;ALFAXALONE;ALPHAXALONE;Alphaxolone;ALFAXALONE USP/EP/BP;5A-pregnan-3A-ol-11,20-dione;5α-Pregnan-3α-ol-11,20-dione;3-hydroxypregnane-11,20-dione;5α-PREGNAN-3α-OL-11, 20-DIONE
CBNumber: CB0756297
Molecular Formula: C21H32O3
Formula Weight: 332.48
MOL File: 23930-19-0.mol

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Alfaxalone Property

Melting point:: 172-174°
alpha: D26 +113.4° (c = 1.2 in chloroform).
Boiling point:: 409.59°C (rough estimate)
Density: 1.0834 (rough estimate)
refractive index: 1.5192 (estimate)
storage temp.: Store at RT
solubility: chloroform: ≥5 mg/mL, clear, colorless
form: powder
pka: 15.05±0.70(Predicted)
color: white
InChI: InChI=1/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+/s3
InChIKey: DUHUCHOQIDJXAT-YYJIQYHHNA-N
SMILES: [C@]12([H])C(=O)C[C@]3(C)[C@H](CC[C@@]3([H])[C@]1([H])CC[C@@]1([H])C[C@H](O)CC[C@]21C)C(=O)C |&1:0,5,7,10,12,16,19,23,r|

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Safety

Hazard Codes: Xn
Risk Statements: 22
Safety Statements: 22-36
RIDADR: UN 2811 6.1/PG 3
WGK Germany: 3
RTECS: TU4157800
Toxicity: LD50 i.v. in mice: 43 mg/kg (Al-Khawashki)

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word: Danger
Hazard statements: H301Toxic if swalloed
Precautionary statements: P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: P5052
Product name: 5α-Pregnan-3α-ol-11,20-dione
Purity: powder, ≥98% (TLC)
Packaging: 10mg
Price: $227
Updated: 2025/07/31

Usbiological

Product number: 254595
Product name: Alphaxalone
Packaging: 10mg
Price: $389
Updated: 2021/12/16

TRC

Product number: A575530
Product name: Alphaxalone
Packaging: 10mg
Price: $605
Updated: 2021/12/16

TRC

Product number: A575530
Product name: Alphaxalone
Packaging: 2.5mg
Price: $165
Updated: 2021/12/16

TRC

Product number: A575530
Product name: Alphaxalone
Packaging: 25mg
Price: $1320
Updated: 2021/12/16

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Alfaxalone Chemical Properties,Usage,Production

Description

Alfaxalone (Alfaxan, Vetoquinol) is a neurologically active steroid compound that induces general anaesthesia. Alfaxalone exerts its action by binding to GABA receptors on the neuronal cell surface, affecting cell membrane chloride ion transport. It has negligible analgesic properties at therapeutic doses. Alfaxalone may be administered either intravenously or intramuscularly, and due to the possibility of apnoea after intravenous induction this route should be reserved for cases where intubation can be achieved[2].

Originator

Althesin ,Glaxo ,UK ,1972

Uses

Anesthetic;nociception blocker

Definition

ChEBI: Alphaxolone is a corticosteroid hormone.

Manufacturing Process

A solution of 3α-hydroxy-5α-pregn-16-ene-11,20-dione (200 mg) in freshly distilled tetrahydrofuran (8 ml) with 5% palladium on carbon (100 ml) was hydrogenated until hydrogen uptake ceased. The mixture was filtered through a pad of kieselguhr and the tetrahydrofuran removed in vacuum to give 196 mg, MP 171°C to 172°C.

Therapeutic Function

Anesthetic component

Biological Activity

A neurosteroid anesthetic that directly activates and potentiates GABA A receptor-activated membrane current (I GABA ). Efficacy but not potency is determined by the alpha subunit of the receptor (EC 50 values are 1.4, 1.8, 2.1, 2.4 and 2.5 μ M for α 1 β 1 γ 3, α 1 β 1 γ 1, β 1 γ 1, α 2 β 1 γ 2L and α 1 β 1 γ 2L isoforms respectively).

Mechanism of action

Alfaxalone's mechanism of action is chloride ion modulation associated with interaction with the neuronal membrane GABA A receptor[1].

Side effects

Alfaxalone is safe and effective at 12–15 mg/kg IM for routine noninvasive procedures and lasts approximately 40–45 min. The most common side effects are dose-dependent but transient hypotension (15 min), hypoventilation, and apnea. Higher doses of alfaxalone (12 mg/kg) may cause mild hypoxemia, which can be corrected by administration of supplemental oxygen via face mask. Muscle twitching occurs toward the end of immobilization and can be used as a sign of impending emergence[1].

Synthesis

It is prepared by reduction of 3,11,20-trioxo-5-α-pregnane with trimethyl phosphite in the presence of an iridium catalyst. Only this reducing agent forms the axial alcohol (3α) .

References

[1] Marini, R. and J. Haupt. “Anesthesia and Select Surgical Procedures.” The Common Marmoset in Captivity and Biomedical Research 61 1 (2019).
[2] Molly Varga BVetMed DZooMed MRCVS. “Anaesthesia and Analgesia.” Textbook of Rabbit Medicine (Second Edition) (2014): 178-202.

Alfaxalone Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Alfaxalone manufacturers

Xi an Biohorlden Industry Trade Co Ltd

Product: Alfaxalone 23930-19-0
Price: US $0.00-0.00/g
Min. Order: 1g
Purity: 99%
Supply Ability: 5 kg
Release date: 2025-06-05

Shaanxi TNJONE Pharmaceutical Co., Ltd

Product: Alfaxalone 23930-19-0
Price: US $0.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 20tons
Release date: 2024-04-01

Dideu Industries Group Limited

Product: ALFAXALONE 23930-19-0
Price: US $1.10/g
Min. Order: 1g
Purity: 99.9%
Supply Ability: 100 Tons Min
Release date: 2021-07-08

23930-19-0, AlfaxaloneRelated Search:

AGOMELATINE Alphadolone 5-ALPHA-PREGNAN-3-ALPHA, 17-DIOL-11,20-DIONE 5-ALPHA-PREGNAN-3-ALPHA, 17,21-TRIOL-11,20-DIONE 21-ACETATE Alfaxalone Alfadolone Mixture Δ16-Alfaxalone 5-ALPHA-PREGNAN-3-ALPHA, 17,21-TRIOL-11,20-DIONE 3-ACETATE Alfaxalone 5-ALPHA-PREGNAN-3-BETA, 17,21-TRIOL-11,20-DIONE 3alpha,21-dihydroxy-5alpha-pregnane-11,20-dione 21-acetate 5-ALPHA-PREGNAN-3-ALPHA, 17,21-TRIOL-11,20-DIONE 3,21-DIACETATE ALFAXALONE ACETATE

3ALPHA-HYDROXY-5ALPHA-PREGNANE-11,20-DIONE

3-HYDROXY-5ALPHA-PREGNANE-11,20-DIONE

5ALPHA-PREGNAN-3ALPHA-OL-11,20-DIONE

ALFAXALONE

ALPHAXALONE

(3-alpha,5-alpha)-3-hydroxypregnane-11,20-dione

20-dione,3-alpha-hydroxy-5-alpha-pregnane-1

20-dione,3-hydroxy-,(3-alpha,5-alpha)-pregnane-1

3-hydroxypregnane-11,20-dione

gr2/234

5A-pregnan-3A-ol-11,20-dione

Pregnane-11,20-dione, 3-hydroxy-, (3.alpha.,5.alpha.)-

3-Hydroxy-5α-pregnane-11,20-dione, Alfaxalone

5α-Pregnan-3α-ol-11,20-dione

3α-Hydroxy-5α-pregnane-11,12-dione

(3α,5α)-3-Hydroxypregnane-11,20-dione

Pregnane-11,20-dione,3-hydroxy-, (3a,5a)-

Alphaxolone

Pregnane-11,20-dione, 3-hydroxy-, (3α,5α)-

(3R,5S,8S,9S,10S,13S,14S,17S)-17-acetyl-3-hydroxy-10,13-dimethyltetradecahydro-1H-cyclopenta[a]phenanthren-11(2H)-one

ALFAXALONE USP/EP/BP

5α-PREGNAN-3α-OL-11, 20-DIONE

Alfadione

23930-19-0

GABA and Glycine Receptor Modulators

Ion Channels

Ligand-Gated Ion Channels

BioChemical

Cell Signaling and Neuroscience

Cell Biology