Minaprine

Base Information

• Chemical Name: Minaprine
• CAS No.: 25905-77-5
• Molecular Formula: C17H22 N4 O
• Molecular Weight: 298.388
• Hs Code.: 2934999090
• European Community (EC) Number: 247-329-8
• UNII: 00U7GX0NLM
• DSSTox Substance ID: DTXSID5048477
• Nikkaji Number: J216.777H
• Wikipedia: Minaprine
• Wikidata: Q6863173
• NCI Thesaurus Code: C66158
• Metabolomics Workbench ID: 43096
• ChEMBL ID: CHEMBL278819
• Mol file: 25905-77-5.mol

Synonyms:3-(2-morpholino-ethylamino)-4-methyl-6-phenyl pyridazine, dihydrochloride;3-(morpholinoethyl)amino-4-methyl-6-phenylpyridazine;Agr 1240;Cantor;minaprine;minaprine dihydrochloride;MINAPRINE HYDROCHLORIDE

Chemical Property of Minaprine

Chemical Property:

• Vapor Pressure: 2.29E-11mmHg at 25°C
• Melting Point: 122°
• Boiling Point: 531.2°C at 760 mmHg
• PKA: 6.80±0.10(Predicted)
• Flash Point: 275.1°C
• PSA: 50.28000
• Density: 1.156g/cm³
• LogP: 3.81100
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 298.17936134
• Heavy Atom Count: 22
• Complexity: 316

Purity/Quality:

99%, ^*data from raw suppliers

Minaprine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=NN=C1NCCN2CCOCC2)C3=CC=CC=C3
• Uses: muscle relaxant (skeletal) Minaprine is a central nervous system (CNS) drug through the use of analog synthesis and CYP2D6 enzyme kinetic analyses.
• Therapeutic Function: Antidepressant

Technology Process of Minaprine

There total 6 articles about Minaprine 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: 69.0%

4-(2-AMINOETHYL)MORPHOLINE (2038-03-1) + 3-chloro-4-methyl-6-phenylpyridazine (28657-39-8) + 4-(2-aminoethyl)morpholine hydrochloride (90746-30-8) → minaprine (25905-77-5)

Guidance literature:

at 170 ℃; for 2h;

Reference yield:

phenylboronic acid (98-80-6) → minaprine (25905-77-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 75 percent / Na₂CO₃ / Pd(PPh₃)4 / toluene; ethanol / 12 h / Heating

2: 1.) n-butyllithium, 2,2,6,6-tetramethylpiperidine / 1.) hexane, 0 degC, 30 min, THF, -70 degC, 1.5 h; 2.) -70 degC, 2 h

3: 96 percent / 57percent hydroiodic acid / 5 h / 80 °C

4: 94 percent / phopsphorus oxychloride / 6 h / 90 °C

5: 69 percent / 2 h / 170 °C

With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; hydrogen iodide; sodium carbonate; trichlorophosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In ethanol; toluene;

Reference yield:

3-methoxy-6-phenylpyridazine (4578-42-1) → minaprine (25905-77-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) n-butyllithium, 2,2,6,6-tetramethylpiperidine / 1.) hexane, 0 degC, 30 min, THF, -70 degC, 1.5 h; 2.) -70 degC, 2 h

2: 96 percent / 57percent hydroiodic acid / 5 h / 80 °C

3: 94 percent / phopsphorus oxychloride / 6 h / 90 °C

4: 69 percent / 2 h / 170 °C

With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; hydrogen iodide; trichlorophosphate;

upstream raw materials:

4-(2-AMINOETHYL)MORPHOLINE

3-chloro-4-methyl-6-phenylpyridazine

4-(2-aminoethyl)morpholine hydrochloride

3-methoxy-6-phenylpyridazine

Refernces

• 1、 Wermuth,Exinger. "Morpholinoethylamino-3 methyl-4 phenyl-6 pyridazine dihydrochloride (Agar 1240)". . p. 285 - 289. Retrieved 2007/10/05.