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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
$221
Updated
2024/03/01
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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Alfaxalone Suppliers

Hunan Well Medicine Synthesis Technology Co., Ltd
Tel
13574065797
Email
3877753494@qq.com
Country
China
ProdList
33
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58
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15839
Advantage
69
Nanjing Sunlida Biological Technology Co., Ltd.
Tel
025-57798810
Fax
025-57019371
Email
sales@sunlidabio.com
Country
China
ProdList
3239
Advantage
55
Shanghai TaoSu Biochemical Technology Co., Ltd.
Tel
021-33632979
Fax
021-34692979
Email
info@tsbiochem.com
Country
China
ProdList
8065
Advantage
58
ChemStrong Scientific Co.,Ltd
Tel
0755-0755-66853366 13670046396
Fax
0755-28363542
Email
sales@chem-strong.com
Country
China
ProdList
18042
Advantage
56
EMMX Biotechnology LLC
Tel
888-539-0666
Fax
888-539-0666
Email
info@emmx.com
Country
United States
ProdList
8447
Advantage
60
UHN Shanghai Research & Development Co., Ltd.
Tel
021-58958002 18930822973
Fax
021-58958618
Email
xiaoyangw@gmail.com
Country
China
ProdList
2128
Advantage
58
Zhengzhou Acme Chemical Co., Ltd.
Tel
0371-037163312495,13303845143 13303845143
Fax
QQ3001379618
Email
3001379618@qq.com
Country
China
ProdList
9990
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58
Shenzhen Polymeri Biochemical Technology Co., Ltd.
Tel
+86-400-002-6226 +86-13028896684;
Email
sales@rrkchem.com
Country
China
ProdList
57412
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58
Shenzhen Botel Biotechnology Co. Ltd.
Tel
0755-22202135 13316968096
Email
1979313431@qq.com
Country
China
ProdList
8897
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58
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View Lastest Price from Alfaxalone manufacturers

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:


  • 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
  • Alfadione
  • 23930-19-0
  • GABA and Glycine Receptor Modulators
  • Ion Channels
  • Ligand-Gated Ion Channels
  • BioChemical
  • Cell Signaling and Neuroscience
  • Cell Biology