Vilanterol | CAS# 503068-34-6 | beta-2 agonist

Vilanterol
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WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 576084

CAS#: 503068-34-6 (free base)

Description: Vilanterol, also known as GW-642444, is a long-acting beta-2 agonist. It selectively induces cAMP accumulation in CHO cells expressing the β2-AR over the β1- and β3-ARs (EC50s = 0.4, 398, and 794 nM for the human receptors, respectively). Vilanterol inhibits contractions induced by electrical stimulation in isolated superfused guinea pig trachea strips. It inhibits bronchospasms induced by histamine. Formulations containing vilanterol, in combination with fluticasone, have been used in the treatment of chronic obstructive pulmonary disease (COPD) and asthma.

Chemical Structure

Vilanterol

CAS# 503068-34-6 (free base)

Instruction

Theoretical Analysis

MedKoo Cat#: 576084
Name: Vilanterol
CAS#: 503068-34-6 (free base)
Chemical Formula: C24H33Cl2NO5
Exact Mass: 485.17
Molecular Weight: 486.430
Elemental Analysis: C, 59.26; H, 6.84; Cl, 14.58; N, 2.88; O, 16.45

Price and Availability

Size	Price	Availability
5mg	USD 315	2 Weeks
10mg	USD 550	2 Weeks
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Synonym: GW 642444; GW642444; GW-642444; Vilanterol

IUPAC/Chemical Name: (R)-4-(2-((6-(2-((2,6-dichlorobenzyl)oxy)ethoxy)hexyl)amino)-1-hydroxyethyl)-2-(hydroxymethyl)phenol

InChi Key: DAFYYTQWSAWIGS-DEOSSOPVSA-N

InChi Code: InChI=1S/C24H33Cl2NO5/c25-21-6-5-7-22(26)20(21)17-32-13-12-31-11-4-2-1-3-10-27-15-24(30)18-8-9-23(29)19(14-18)16-28/h5-9,14,24,27-30H,1-4,10-13,15-17H2/t24-/m0/s1

SMILES Code: ClC1=C(COCCOCCCCCCNC[C@H](O)C2=CC=C(O)C(CO)=C2)C(Cl)=CC=C1

Appearance: A solution in ethanol

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO, DMF, Ethanol

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Instruction:

View handling instruction

Biological target:
In vitro activity:
In vivo activity:

Solubility Data

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
	Soluble in DMSO	0.0	100.00

Preparing Stock Solutions

The following data is based on the product molecular weight 486.43 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:
In vitro protocol:
In vivo protocol:

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1. Cazzola, M., Calzetta, L., and Matera, M.G. β2-adrenoceptor agonists: Current and future direction. Br. J. Pharmacol. 163(1), 4-17 (2011).

2. Mach, R.H., Nader, M.A., Ehrenkaufer, R.L., et al. Comparison of two fluorine-18 labeled benzamide derivatives that bind reversibly to dopamine D2 receptors: In vitro binding studies and positron emission tomography. Synapse 24(4), 322-333 (1996).

3. Procopiou, P.A., Barrett, V.J., Bevan, N.J., et al. Synthesis and structure-activity relationships of long-acting beta2 adrenergic receptor agonists incorporating metabolic inactivation: An antedrug approach. J. Med. Chem. 53(11), 4522-4530 (2010).

4. De Coster, D.A., and Jones, M. Tailoring of corticosteroids in COPD management. Curr.Respir.Care Rep. 3, 121-132 (2014).

5. Cohen, J.S., Miles, M.C., Donohue, J.F., et al. Dual therapy strategies for COPD: The scientific rationale for LAMA + LABA. Int. J. Chron. Obstruct. Pulmon. Dis. 11, 785-797 (2016).

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