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ChemicalBook--->CAS DataBase List--->22235-81-0

22235-81-0

22235-81-0 Structure

22235-81-0 Structure
IdentificationBack Directory
[Name]

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

22235-81-0
[Synonyms]

YB-M2
N-Isopropylnoratropine
Ipratropium Impurity E
N-DesMethyl IpratropiuM
Ipratropium Bromide Impurity 13
Ipratropium Bromide EP Impurity E
Ipratropium Bromide Impurity 13(Ipratropium EP Impurity E)
Ipratropium Bromide EP Impurity E (N-Isopropyl Noratropine)
N-Isopropyl Noratropine (Ipratropium Bromide EP Impurity E)
Ipratropium Bromide Impurity 13(Ipratropium Bromide EP Impurity E)
endo-(1)-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
endo-(±)-8-aza-8-isopropylbicyclo[3.2.1]oct-3-yl (hydroxymethyl)phenylacetate
α-(HydroxyMethyl)benzeneacetic Acid endo-8-(1-Methylethyl)-8- azabicyclo[3.2.1]oct-3-yl Ester
α-(HydroxyMethyl)benzeneacetic Acid (3-Endo)-8-(1-Methylethyl)-8-azabicyclo[3.2.1]- oct-3-yl Ester
Benzeneacetic acid, α-(hydroxymethyl)-, (3-endo)-8-(1-methylethyl)-8-azabicyclo[3.2.1]oct-3-yl ester
rac-(R*)-α-(Hydroxymethyl)benzeneacetic acid (1R,5S)-8-isopropyl-8-azabicyclo[3.2.1]octane-3α-yl ester
(1R,3r,5S)-8-Isopropyl-8-azabicyclo[3.2.1]octan-3-yl 3-hydroxy-2-phenylpropanoate (Ipratropium Impurity)
[EINECS(EC#)]

244-859-1
[Molecular Formula]

C19H27NO3
[MDL Number]

MFCD28898375
[MOL File]

22235-81-0.mol
[Molecular Weight]

317.423
Chemical PropertiesBack Directory
[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
Hazard InformationBack Directory
[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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