34391-04-3

34391-04-3 structure

Name: Levalbuterol
Chemical Name: (R)-salbutamol
CAS Number: 34391-04-3
Molecular Formula: C₁₃H₂₁NO₃
Molecular Weight: 239.311
Catalog: Signaling Pathways GPCR/G Protein Adrenergic Receptor
Create Date: 2018-07-11 10:06:36
Modify Date: 2024-01-02 19:26:43
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].

Name	(R)-salbutamol
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

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	Signaling Pathways >> GPCR/G Protein >> Adrenergic Receptor Research Areas >> Inflammation/Immunology
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.

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

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

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

348135-26-2

~93%

34391-04-3

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

67-56-1

348135-26-2

~95%

870076-72-5

18910-70-8

Detail

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

238762-31-7

~10%

34391-04-3

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

Precursor 3
348135-26-2 67-56-1 238762-31-7
DownStream 0

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%

34391-04-3	50293-90-8
324000-04-6	148563-16-0
661464-94-4	754926-25-5
870076-72-5	69716-64-9