Atomoxetine

Base Information

• Chemical Name: Atomoxetine
• CAS No.: 83015-26-3
• Molecular Formula: C₁₇H₂₁NO
• Molecular Weight: 255.36
• Hs Code.: 2922299090
• European Community (EC) Number: 617-427-9
• UNII: ASW034S0B8
• DSSTox Substance ID: DTXSID9044297
• Nikkaji Number: J525.770K
• Wikipedia: Atomoxetine
• Wikidata: Q417240
• NCI Thesaurus Code: C74141
• RXCUI: 38400
• Pharos Ligand ID: 6F1APR11NCH5
• Metabolomics Workbench ID: 42679
• ChEMBL ID: CHEMBL641
• Mol file: 83015-26-3.mol

Synonyms:139603, LY;atomoxetine;Atomoxetine HCl;atomoxetine hydrochloride;HCl, Atomoxetine;Hydrochloride, Atomoxetine;LY 139603;N-methyl-gamma-(2-methylphenoxy)benzenepropanamine hydrochloride;Strattera;tomoxetine;Tomoxetine Hydrochloride, (+)-isomer - T351671;tomoxetine hydrochloride, (+-)-isomer;tomoxetine hydrochloride, (-)-isomer

Chemical Property of Atomoxetine

Chemical Property:

• Vapor Pressure: 2.95E-06mmHg at 25°C
• Refractive Index: 1.552
• Boiling Point: 389 °C at 760 mmHg
• PKA: 10.15±0.10(Predicted)
• Flash Point: 164.1 °C
• PSA: 21.26000
• Density: 1.023 g/cm³
• LogP: 4.33020
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 255.162314293
• Heavy Atom Count: 19
• Complexity: 237

Purity/Quality:

(R)-Atomoxetine 97% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Drug Classes: Central Nervous System Stimulants
• Canonical SMILES: CC1=CC=CC=C1OC(CCNC)C2=CC=CC=C2
• Isomeric SMILES: CC1=CC=CC=C1O[C@H](CCNC)C2=CC=CC=C2
• Recent ClinicalTrials: Stimulant vs. Non-stimulant Treatments and Reward Processing in Drug-naive Youth at SUD Risk
• Recent EU Clinical Trials: Crossover, Double-blind, Phase 2 Study of a Fixed Dose Combination of Atomoxetine and Acetazolamide Versus Placebo in Obesity Hypoventilation Syndrome
• Recent NIPH Clinical Trials: Effect of combination treatment of atomoxetine and oxybutynin
• Uses: (R)-Tomoxetine is a compound active at novel site on receptor-operated calcium channels useful for treatment of neurological disorders and diseases.

Technology Process of Atomoxetine

There total 53 articles about Atomoxetine 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: 96.0%

-(-)-1-chloro-3-phenyl-3-(2-methylphenoxy)propane (114446-47-8) + methylamine (74-89-5) → (R)-tomoxetine (105314-52-1,105314-53-2,63940-51-2,83015-26-3)

Guidance literature:

In ethanol; water; at 130 ℃;

DOI:10.1016/j.tetlet.2004.11.052

Reference yield: 89.51%

2-Fluorotoluene (95-52-3) + (R)-N-methyl-3-phenyl-3-hydroxypropylamine (115290-81-8) → (R)-tomoxetine (105314-52-1,105314-53-2,63940-51-2,83015-26-3)

Guidance literature:

(R)-N-methyl-3-phenyl-3-hydroxypropylamine; With potassium hydroxide; In dimethyl sulfoxide; at 130 ℃; for 1h;

2-Fluorotoluene; In dimethyl sulfoxide; at 130 ℃;

Reference yield: 84.0%

(R)-N-(ethoxycarbonyl)-3-(2-methylphenoxy)-3-phenyl-1-propanamine → (R)-tomoxetine (105314-52-1,105314-53-2,63940-51-2,83015-26-3)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; Heating;

DOI:10.1016/S0957-4166(02)00537-2

upstream raw materials:

2-methylchlorobenzene

(R)-N-methyl-3-phenyl-3-hydroxypropylamine

(R)-3-(2-methylphenoxy)-3-phenylprop-1-yl methanesulfonate

methylamine

Downstream raw materials:

(R)-atomoxetine oxalate

Refernces

• 1、 -. "Preparation method of N-methyl-3-(2-methylphenoxy)amphetamine". Paragraph 0081-0092. . Retrieved 2021/09/04.
• 2、 -. "Preparation method of atomoxetine". Paragraph 0003; 0012; 0013. . Retrieved 2020/06/05.