Noratropine

Base Information

• Chemical Name: Noratropine
• CAS No.: 16839-98-8
• Deprecated CAS: 16442-56-1
• Molecular Formula: C16H21 N O3
• Molecular Weight: 275.348
• UNII: SN61DB9OW3
• Metabolomics Workbench ID: 67798
• Nikkaji Number: J589.865J,J10.711E,J878.645C
• Wikidata: Q104918488,Q27289292
• Mol file: 16839-98-8.mol

Synonyms:noratropine;noratropine (3(S)-endo)-isomer;noratropine ethanedioate (2:1) salt, endo-(+-)-isomer;norhyoscyamine

Chemical Property of Noratropine

Chemical Property:

• Vapor Pressure: 1.97E-09mmHg at 25°C
• Melting Point: 113-114 °C
• Boiling Point: 440.2°Cat760mmHg
• PKA: 14.12±0.10(Predicted)
• Flash Point: 220°C
• PSA: 69.56000
• Density: 1.21g/cm³
• LogP: 2.17390
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 275.15214353
• Heavy Atom Count: 20
• Complexity: 329

Purity/Quality:

98%Min ^*data from raw suppliers

Atropine impurity B European Pharmacopoeia (EP) Reference Standard ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2CC(CC1N2)OC(=O)C(CO)C3=CC=CC=C3
• Isomeric SMILES: C1C[C@H]2CC(C[C@@H]1N2)OC(=O)C(CO)C3=CC=CC=C3
• Uses: A metabolite of Atropine (A794625). Two metabolites of Atropine (apoatropine and noratropine) were found in rat urine.

Technology Process of Noratropine

There total 11 articles about Noratropine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

Atropine (51-55-8) → Noratropine (16839-98-8)

Guidance literature:

With DAP⁽²⁺⁾*2BF₄^(1-)); oxygen; In acetonitrile; at 20 ℃; Irradiation;

DOI:10.1016/S0040-4039(00)99160-3

Reference yield: 85.0%

atropine-N-oxide hydrochloride (4574-60-1) → Noratropine (16839-98-8)

Guidance literature:

With nanoscale zero-valent iron; In isopropyl alcohol; at 21 ℃; for 3h; Reagent/catalyst; Solvent; Green chemistry;

DOI:10.1039/c7gc00436b

Reference yield: 59.0%

atropine-N-oxide hydrochloride (4574-60-1) → Atropine (51-55-8) + Noratropine (16839-98-8)

Guidance literature:

atropine-N-oxide hydrochloride; With ferrocene; In isopropyl alcohol; at 80 ℃; for 24h;

With sodium hydroxide; In chloroform; water; isopropyl alcohol;

DOI:10.1016/j.bmcl.2010.06.031

upstream raw materials:

ethanol

norhyoscyamine

Atropine

tropoyl chloride

Downstream raw materials:

atropine

Atropine

N-formyl-noratropine

(1R,3R,5S)-3'-hydroxy-2'-phenylpropionic acid 8-isopropyl-8-azabicyclo[3.2.1]oct-3-yl ester