MedKoo Cat#: 592631 | Name: Pirbuterol hydrochloride
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Description:

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

Pirbuterol hydrochloride is a Bronchodilator. Pirbuterol hydrochloride is a beta 2 adrenergic agonist with a structure similar to that of albuterol, except for the substitution of a pyridine ring for the benzene ring.

Chemical Structure

Pirbuterol hydrochloride
Pirbuterol hydrochloride
CAS#38029-10-6

Theoretical Analysis

MedKoo Cat#: 592631

Name: Pirbuterol hydrochloride

CAS#: 38029-10-6

Chemical Formula: C12H22Cl2N2O3

Exact Mass: 312.1007

Molecular Weight: 313.22

Elemental Analysis: C, 46.02; H, 7.08; Cl, 22.64; N, 8.94; O, 15.32

Price and Availability

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10mg USD 350.00
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Synonym
Pirbuterol hydrochloride
IUPAC/Chemical Name
2,6-Pyridinedimethanol, alpha(sup 6)-(((1,1-dimethylethyl)amino)methyl)-3-hydroxy-, dihydrochloride
InChi Key
XIDFCZTVVCWBGN-NVJADKKVSA-N
InChi Code
InChI=1S/C12H20N2O3.2ClH/c1-12(2,3)13-6-11(17)8-4-5-10(16)9(7-15)14-8;;/h4-5,11,13,15-17H,6-7H2,1-3H3;2*1H/t11-;;/m1../s1
SMILES Code
c1(c(O)ccc([C@@H](CNC(C)(C)C)O)n1)CO.Cl.Cl
Appearance
Solid powder
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
Shelf Life
>3 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
2934.99.03.00
More Info
Product Data
Biological target:
Pirbuterol hydrochloride is a Bronchodilator.
In vitro activity:
A chemical biology approach identifies a beta 2 adrenergic receptor (beta2AR) agonist ARA-211 (Pirbuterol), which causes apoptosis and human tumor regression in animal models. ARA-211 inhibition of the Raf/Mek/Erk1/2 pathway is mediated by PKA and not exchange protein activated by cAMP (EPAC). ARA-211 is selective and suppresses P-Erk1/2 but not P-JNK, P-p38, P-Akt or P-STAT3 levels. beta2AR stimulation results in inhibition of anchorage-dependent and -independent growth, induction of apoptosis in vitro and tumor regression in vivo. beta2AR antagonists and constitutively active Mek-1 rescue from the effects of ARA-211, demonstrating that beta2AR stimulation and Mek kinase inhibition are required for ARA-211 antitumor activity. Furthermore, suppression of growth occurs only in human tumors where ARA-211 induces cAMP formation and decreases P-Erk1/2 levels. Reference: Oncogene. 2007 May 31;26(26):3777-88. https://pubmed.ncbi.nlm.nih.gov/17260025/
In vivo activity:
A chemical biology approach identifies a beta 2 adrenergic receptor (beta2AR) agonist ARA-211 (Pirbuterol), which causes apoptosis and human tumor regression in animal models. ARA-211 inhibition of the Raf/Mek/Erk1/2 pathway is mediated by PKA and not exchange protein activated by cAMP (EPAC). ARA-211 is selective and suppresses P-Erk1/2 but not P-JNK, P-p38, P-Akt or P-STAT3 levels. beta2AR stimulation results in inhibition of anchorage-dependent and -independent growth, induction of apoptosis in vitro and tumor regression in vivo. beta2AR antagonists and constitutively active Mek-1 rescue from the effects of ARA-211, demonstrating that beta2AR stimulation and Mek kinase inhibition are required for ARA-211 antitumor activity. Furthermore, suppression of growth occurs only in human tumors where ARA-211 induces cAMP formation and decreases P-Erk1/2 levels. Reference: Oncogene. 2007 May 31;26(26):3777-88. https://pubmed.ncbi.nlm.nih.gov/17260025/

Preparing Stock Solutions

The following data is based on the product molecular weight 313.22 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.

Recalculate based on batch purity %
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:
Carie AE, Sebti SM. A chemical biology approach identifies a beta-2 adrenergic receptor agonist that causes human tumor regression by blocking the Raf-1/Mek-1/Erk1/2 pathway. Oncogene. 2007 May 31;26(26):3777-88. doi: 10.1038/sj.onc.1210172. Epub 2007 Jan 29. PMID: 17260025.
In vitro protocol:
Carie AE, Sebti SM. A chemical biology approach identifies a beta-2 adrenergic receptor agonist that causes human tumor regression by blocking the Raf-1/Mek-1/Erk1/2 pathway. Oncogene. 2007 May 31;26(26):3777-88. doi: 10.1038/sj.onc.1210172. Epub 2007 Jan 29. PMID: 17260025.
In vivo protocol:
Carie AE, Sebti SM. A chemical biology approach identifies a beta-2 adrenergic receptor agonist that causes human tumor regression by blocking the Raf-1/Mek-1/Erk1/2 pathway. Oncogene. 2007 May 31;26(26):3777-88. doi: 10.1038/sj.onc.1210172. Epub 2007 Jan 29. PMID: 17260025.
1: Weber RW, Nelson HS. Pirbuterol hydrochloride: evaluation of beta adrenergic agonist activity in reversible obstructive pulmonary disease and congestive heart failure. Pharmacotherapy. 1984 Jan-Feb;4(1):1-10. Review. PubMed PMID: 6142449. 2: Mohamed ME, Aboul-Enein HY. Fluorometric and spectrophotometric determination of pirbuterol hydrochloride in authentic and dosage forms. J Assoc Off Anal Chem. 1985 Nov-Dec;68(6):1222-5. PubMed PMID: 4086446. 3: Rude RE, Turi Z, Brown EJ, Lorell BH, Colucci WS, Mudge GH Jr, Taylor CR, Grossman W. Acute effects of oral pirbuterol on myocardial oxygen metabolism and systemic hemodynamics in chronic congestive heart failure. Circulation. 1981 Jul;64(1):139-45. PubMed PMID: 7237712. 4: Li T, Cao J, Li Z, Wang X, He P. Broad screening and identification of β-agonists in feed and animal body fluid and tissues using ultra-high performance liquid chromatography-quadrupole-orbitrap high resolution mass spectrometry combined with spectra library search. Food Chem. 2016 Feb 1;192:188-96. doi: 10.1016/j.foodchem.2015.06.104. Epub 2015 Jun 30. PubMed PMID: 26304337.