Levalbuterol

Modify Date: 2024-01-02 19:26:43

Levalbuterol Structure
Levalbuterol structure
Common Name Levalbuterol
CAS Number 34391-04-3 Molecular Weight 239.311
Density 1.2±0.1 g/cm3 Boiling Point 433.5±40.0 °C at 760 mmHg
Molecular Formula C13H21NO3 Melting Point N/A
MSDS N/A Flash Point 159.5±17.9 °C

 Use of Levalbuterol


Levalbuterol ((R)-Albuterol; (R)-Salbutamol) is a short-acting β2-adrenergic receptor agonist and the active (R)-enantiomer of Salbutamol. Levalbuterol is a more potent bronchodilator than Salbutamol and has the potential for the treatment of COPD[1].

 Names

Name (R)-salbutamol
Synonym More Synonyms

 Levalbuterol Biological Activity

Description Levalbuterol ((R)-Albuterol; (R)-Salbutamol) is a short-acting β2-adrenergic receptor agonist and the active (R)-enantiomer of Salbutamol. Levalbuterol is a more potent bronchodilator than Salbutamol and has the potential for the treatment of COPD[1].
Related Catalog
In Vitro Levalbuterol (10 μM; 24 hours) induces 11β-HSD1 mRNA expression, however, it does not influence 11β-HSD2expression in airway epithelial cells[1]. Levalbuterol (10 μM; 24 hours) significantly reduces both LPS- and TNF-α-induced NF-κB activity while increasing GRE activation in an 11β-HSD1 dependent manner in a transformed mouse airway epithelial cell line[1]. RT-PCR[1] Cell Line: Murine Club (MTCC) cells Concentration: 10 μM Incubation Time: 24 hours Result: Increased 11β-HSD1 mRNA expression selectively.
In Vivo Levalbuterol (subcutaneous injection; 1 mg/kg; 14 days) significantly decreases pulmonary inflammation in OVA mice, demonstrated a decrease in eosinophilia and IgE[3]. Animal Model: C57BL/6 female mice with a pulmonary allergic model[3] Dosage: 1 mg/kg Administration: Subcutaneous injection; 1 mg/kg; 14 days Result: Decreased pulmonary inflammation after OVA sensitization.
References

[1]. Randall MJ, et al. Anti-inflammatory effects of levalbuterol-induced 11β-hydroxysteroid dehydrogenase type 1 activity in airway epithelial cells.Front Endocrinol (Lausanne). 2015 Jan 12;5:236.

[2]. Ferrada MA, et al. (R)-albuterol decreases immune responses: role of activated T cells.Respir Res. 2008 Jan 14;9:3.

 Chemical & Physical Properties

Density 1.2±0.1 g/cm3
Boiling Point 433.5±40.0 °C at 760 mmHg
Molecular Formula C13H21NO3
Molecular Weight 239.311
Flash Point 159.5±17.9 °C
Exact Mass 239.152145
PSA 72.72000
LogP 0.01
Vapour Pressure 0.0±1.1 mmHg at 25°C
Index of Refraction 1.566
Storage condition 2-8°C

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
CZ6426700
CHEMICAL NAME :
1,3-Benzenedimethanol, alpha(sup 1)-(((1,1-dimethylethyl)amino)methyl)-4-hydroxy-, (-)-
CAS REGISTRY NUMBER :
34391-04-3
LAST UPDATED :
199606
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C13-H21-N-O3
MOLECULAR WEIGHT :
239.35

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
225 mg/kg/90D-I
TOXIC EFFECTS :
Endocrine - hypoglycemia Endocrine - changes in spleen weight
REFERENCE :
TOXID9 Toxicologist. (Soc. of Toxicology, Inc., 475 Wolf Ledge Parkway, Akron, OH 44311) V.1- 1981- Volume(issue)/page/year: 30,106,1996

 Safety Information

Hazard Codes Xn: Harmful;
Risk Phrases R22
Safety Phrases S36
HS Code 2922509090

 Synthetic Route

~93%

Levalbuterol Structure

Levalbuterol

CAS#:34391-04-3

Literature: Merli, Valeriano; Mantovani, Silvia; Bianchi, Stefano; Daverio, Paola Patent: US2005/261368 A1, 2005 ; Location in patent: Page/Page column 7 ;

~95%

Detail
Literature: Merli, Valeriano; Mantovani, Silvia; Bianchi, Stefano; Daverio, Paola Patent: US2005/261368 A1, 2005 ; Location in patent: Page/Page column 8-10 ;

~10%

Levalbuterol Structure

Levalbuterol

CAS#:34391-04-3

Literature: Fine Chemical Corporation Limited Patent: US6365756 B1, 2002 ; Location in patent: Example 13 ;

 Customs

HS Code 2922509090
Summary 2922509090. other amino-alcohol-phenols, amino-acid-phenols and other amino-compounds with oxygen function. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

 Synonyms

(-)-Albuterol
(R)-albuterol
R-Albuterol
Levosalbutamol
(a1R)-a1-[[(1,1-Dimethylethyl)amino]methyl]-4-hydroxy-1,3-benzenedimethanol
(l)-albuterol
(R)-a1-((tert-Butylamino)methyl)-4-hydroxy-m-xylene-a,a'-diol
1,3-Benzenedimethanol, α-[[(1,1-dimethylethyl)amino]methyl]-4-hydroxy-, (αR)-
(-)-a1-(((1,1-Dimethylethyl)amino)methyl)-4-hydroxy-1,3-benzenedimethanol
(R)-salbutamol
4-[(1R)-2-(tert-butylamino)-1-hydroxyethyl]-2-(hydroxymethyl)phenol
2-(Hydroxymethyl)-4-{(1R)-1-hydroxy-2-[(2-methyl-2-propanyl)amino]ethyl}phenol
R-Salbutamol
UNII-EDN2NBH5SS
(-)-Salbutamol
Levalbuterol
Albuterol
MFCD00869868
1,3-Benzenedimethanol, α1-(((1,1-dimethylethyl)amino)methyl)-4-hydroxy-, (α1R)-
Salbutamol
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