Noratropine

Base Information

• Chemical Name: Noratropine
• CAS No.: 16839-98-8
• Molecular Formula: C16H21 N O3
• Molecular Weight: 275.348
• Mol file: 16839-98-8.mol

Synonyms:1aH,5aH-Nortropan-3a-ol, (?à)-tropate (ester) (8CI); Benzeneacetic acid, a-(hydroxymethyl)-, 8-azabicyclo[3.2.1]oct-3-yl ester,endo-(?à)-; Benzeneacetic acid, a-(hydroxymethyl)-,8-azabicyclo[3.2.1]oct-3-yl ester, endo-; N-Demethylatropine; Noratropine

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

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:

• 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

Refernces

• 1、 Ripper, Justin A.,Tiekink, Edward R.T.,Scammells, Peter J.. "Photochemical N-demethylation of alkaloids". . p. 443 - 445. Retrieved 2001.
• 2、 -. "MEANS AND METHODS FOR THE N-DEALKYLATION OF AMINES". Page/Page column 21. . Retrieved 2017/11/10.
• 3、 Kok, Gaik B.,Scammells, Peter J.. "N-Demethylation of N-methyl alkaloids with ferrocene". supporting information; experimental part. p. 4499 - 4502. Retrieved 2010/09/15.