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

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
endo-(±)-8-aza-8-isopropylbicyclo[3.2.1]oct-3-yl (hydroxymethyl)phenylacetate Structure
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
pka14.12±0.10(Predicted)
color White to Pale Orange
Safety Information
MSDS Information
endo-(±)-8-aza-8-isopropylbicyclo[3.2.1]oct-3-yl (hydroxymethyl)phenylacetate Usage And Synthesis
Chemical PropertiesOff-White to Pale Orange Solid
UsesN-Isopropyl Noratropine is a Noratropine derivative, an intermediate in the production of Ipratropium.
Biological Activityn-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.
endo-(±)-8-aza-8-isopropylbicyclo[3.2.1]oct-3-yl (hydroxymethyl)phenylacetate Preparation Products And Raw materials
Raw materialsNoratropine-->endo-8-isopropyl-8-azabicyclo[3.2.1]octan-3-ol-->Acetyltropylic chloride-->Ethyl phenylacetate-->Atropine-->Acetone
IpratropiuM BroMide IMpurity E Ethyl alpha-Formyl Benzeneacetic Acid Ester endo-8-isopropyl-8-azabicyclo[3.2.1]octan-3-ol 8-Azabicyclo[3.2.1]octan-3-ol,8-(1-methylethyl)-(9CI) Atropic acid METHYL A-FORMYLPHENYLACETATE (endo,anti)-(±)-3-(3-hydroxy-1-oxo-2-phenylpropoxy)-8-isopropyl-8-methyl-8-azoniabicyclo[3.2.1]octane bromide N-isopropyltropinium (R)-2-Phenyl-3-hydroxypropionic acid Atropine EP Impurity D and E (Mixture of 6-beta-Hydroxyhyoscyamine and 7-beta-Hydroxyhyoscyamine) APOATROPINE littorine 6-beta-hydroxyl tropine (S)-Tropic acid Atropine EP Impurity G (Racemic Littorine) Noratropine Atropine sulfate Atropine Impurity 5 (Mixture of Isomers)
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