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ChemicalBook >  Product Catalog >  Analytical Chemistry >  Standard >  Pharmaceutical Impurity Reference Standards >  endo-(±)-8-aza-8-isopropylbicyclo[3.2.1]oct-3-yl (hydroxymethyl)phenylacetate

endo-(±)-8-aza-8-isopropylbicyclo[3.2.1]oct-3-yl (hydroxymethyl)phenylacetate

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endo-(±)-8-aza-8-isopropylbicyclo[3.2.1]oct-3-yl (hydroxymethyl)phenylacetate Basic information

Product Name:
endo-(±)-8-aza-8-isopropylbicyclo[3.2.1]oct-3-yl (hydroxymethyl)phenylacetate
Synonyms:
  • endo-(±)-8-aza-8-isopropylbicyclo[3.2.1]oct-3-yl (hydroxymethyl)phenylacetate
  • N-Isopropylnoratropine
  • rac-(R*)-α-(Hydroxymethyl)benzeneacetic acid (1R,5S)-8-isopropyl-8-azabicyclo[3.2.1]octane-3α-yl ester
  • N-DesMethyl IpratropiuM
  • α-(HydroxyMethyl)benzeneacetic Acid (3-Endo)-8-(1-Methylethyl)-8-azabicyclo[3.2.1]- oct-3-yl Ester
  • α-(HydroxyMethyl)benzeneacetic Acid endo-8-(1-Methylethyl)-8- azabicyclo[3.2.1]oct-3-yl Ester
  • Ipratropium Bromide Impurity 13(Ipratropium EP Impurity E)
  • Ipratropium Impurity E
CAS:
22235-81-0
MF:
C19H27NO3
MW:
317.42258
EINECS:
2448591
Product Categories:
  • Aroamtics, Pharmaceuticals, Intermediates & Fine Chemicals
  • Aroamtics
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
Mol File:
22235-81-0.mol
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endo-(±)-8-aza-8-isopropylbicyclo[3.2.1]oct-3-yl (hydroxymethyl)phenylacetate Chemical Properties

Melting point:
112-114°C
Boiling point:
448.8±45.0 °C(Predicted)
Density 
1.15±0.1 g/cm3(Predicted)
storage temp. 
Refrigerator
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
Solid
pka
14.12±0.10(Predicted)
color 
White to Pale Orange
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endo-(±)-8-aza-8-isopropylbicyclo[3.2.1]oct-3-yl (hydroxymethyl)phenylacetate Usage And Synthesis

Chemical Properties

Off-White to Pale Orange Solid

Uses

N-Isopropyl Noratropine is a Noratropine derivative, an intermediate in the production of Ipratropium.

Biological Activity

n-isopropylnoratropine is a noratropine derivative and an intermediate in the production of ipratropium, an atropine-like bronchodilator drug via an anticholinergic pathway. n-isopropylnoratropine is used to examine the stability of ipratropium [1].muscarinic acetylcholine receptors are acetylcholine receptors that form g protein-receptor complexes in the cell membranes of certain neurons and other cells.n-isopropylnoratropine is an intermediate in the production of ipratropium and used to examine the stability of ipratropium. ipratropium exhibits broncholytic action by reducing the influence of cholinergic on the bronchial musculature. ipratropium blocks muscarinic acetylcholine receptors and therefore promotes the degradation of cgmp. ipratropium bromide (ib) is an anticholinergic bronchodilatory agent to treat chronic obstructive pulmonary disease. in anesthetized dogs, ipratropium with 0.01 and 0.1 mg/ml constricted the airways to 22 +/- 2% and 20 +/- 3% of control, respectively, whereas larger concentrations caused bronchodilation [2]. in moderate asthmatic patients, ipratropium bromide (ib) induced a significant shift of dose-response curve to inhalation of substance p (sp), suggesting that bronchoconstriction induced by sp could be attributed to a weak cholinergic activation [3].

References

[1]. kasawar gb, farooqui m. development and validation of a stability indicating rp-hplc method for the simultaneous determination of related substances of albuterol sulfate and ipratropium bromide in nasal solution. j pharm biomed anal. 2010 may 1;52(1):19-29.
[2]. groeben h, brown rh. ipratropium decreases airway size in dogs by preferential m2 muscarinic receptor blockade in vivo. anesthesiology. 1996 oct;85(4):867-73.
[3]. crimi n, palermo f, oliveri r, et al. influence of antihistamine (astemizole) and anticholinergic drugs (ipratropium bromide) on bronchoconstriction induced by substance p. ann allergy. 1990 aug;65(2):115-20.

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