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Alfaxalone

CAS No.
23930-19-0
Chemical Name:
Alfaxalone
Synonyms
gr2/234;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;3α-Hydroxy-5α-pregnane-11,12-dione
CBNumber:
CB0756297
Molecular Formula:
C21H32O3
Molecular Weight:
332.48
MDL Number:
MFCD00083468
MOL File:
23930-19-0.mol
Last updated:2024-04-01 18:08:31

Alfaxalone Properties

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|
FDA UNII BD07M97B2A
ATC code N01AX05

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS06
Signal word  Danger
Hazard statements  H301
Precautionary statements  P301+P310
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)

Alfaxalone price More Price(7)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich P5052 5α-Pregnan-3α-ol-11,20-dione powder, ≥98% (TLC) 23930-19-0 10mg $221 2024-03-01 Buy
Usbiological 254595 Alphaxalone 23930-19-0 10mg $389 2021-12-16 Buy
TRC A575530 Alphaxalone 23930-19-0 10mg $605 2021-12-16 Buy
TRC A575530 Alphaxalone 23930-19-0 2.5mg $165 2021-12-16 Buy
TRC A575530 Alphaxalone 23930-19-0 25mg $1320 2021-12-16 Buy
Product number Packaging Price Buy
P5052 10mg $221 Buy
254595 10mg $389 Buy
A575530 10mg $605 Buy
A575530 2.5mg $165 Buy
A575530 25mg $1320 Buy

Alfaxalone Chemical Properties,Uses,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) .
Synthesis_23930-19-0

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.

2089-06-7
23930-19-0
Synthesis of Alfaxalone from ALLOPREGNANETRIONE

Alfaxalone Preparation Products And Raw materials

Alfaxalone Suppliers

Global( 60)Suppliers
Supplier Tel Email Country ProdList Advantage
LEAPCHEM CO., LTD.
+86-852-30606658 market18@leapchem.com China 43348 58
Hunan Yuanye Pharmaceutical Co., Ltd.
+8615857615745 2675013845@qq.com China 87 58
Shaanxi TNJONE Pharmaceutical Co., Ltd
+8618740459177 sarah@tnjone.com China 958 58
Nanjing Shizhou Biotechnology Co., Ltd
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Dideu Industries Group Limited
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AFINE CHEMICALS LIMITED
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Zhejiang J&C Biological Technology Co.,Limited
+1-2135480471 +1-2135480471 sales@sarms4muscle.com China 10523 58
PT CHEM GROUP LIMITED
+86-85511178 +86-85511178 peter68@ptchemgroup.com China 35453 58
ZHEJIANG JIUZHOU CHEM CO., LTD
+86-0576225566889 +86-13454675544 admin@jiuzhou-chem.com;jamie@jiuzhou-chem.com;alice@jiuzhou-chem.com China 20000 58
Young Lively PharminBlock Co.,Ltd
+undefined18600731423 jason_gao@yl-pharminblock.com China 1944 58

View Lastest Price from Alfaxalone manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Alfaxalone pictures 2024-04-02 Alfaxalone
23930-19-0
US $0.00 / kg 1kg 99% 20tons Shaanxi TNJONE Pharmaceutical Co., Ltd
ALFAXALONE USP/EP/BP pictures 2021-07-09 ALFAXALONE USP/EP/BP
23930-19-0
US $1.10 / g 1g 99.9% 100 Tons Min Dideu Industries Group Limited
  • Alfaxalone pictures
  • Alfaxalone
    23930-19-0
  • US $0.00 / kg
  • 99%
  • Shaanxi TNJONE Pharmaceutical Co., Ltd
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 (3α,5α)-3-Hydroxypregnane-11,20-dione 5α-PREGNAN-3α-OL-11, 20-DIONE 23930-19-0 GABA and Glycine Receptor Modulators Ion Channels Ligand-Gated Ion Channels BioChemical Cell Signaling and Neuroscience Cell Biology