Glemanserin

Base Information

• Chemical Name: Glemanserin
• CAS No.: 107703-78-6
• Molecular Formula: C₂₀H₂₅NO
• Molecular Weight: 295.425
• European Community (EC) Number: 694-700-9
• UNII: X96LS7MC5Z
• DSSTox Substance ID: DTXSID4042624
• Nikkaji Number: J352.988F
• Wikipedia: Glemanserin
• Wikidata: Q5567525
• NCI Thesaurus Code: C95216
• Pharos Ligand ID: 6QKJ7XFMQ42W
• ChEMBL ID: CHEMBL18972
• Mol file: 107703-78-6.mol

Synonyms:alpha-phenyl-1-(2-phenylethyl)-4-piperidinemethanol;MDL 11939;MDL-11,939

Chemical Property of Glemanserin

Chemical Property:

• Melting Point: 125-128 °C
• Boiling Point: 434.2 °C at 760 mmHg
• PKA: 14.13±0.20(Predicted)
• Flash Point: 205.6 °C
• PSA: 23.47000
• Density: 1.084 g/cm³
• LogP: 3.61260
• Storage Temp.: Store at RT
• Solubility.: DMSO: ≥8mg/mL
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 295.193614421
• Heavy Atom Count: 22
• Complexity: 299

Purity/Quality:

98%Min ^*data from raw suppliers

MDL 11939 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): N
• Hazard Codes: N
• Statements: 50/53
• Safety Statements: 60-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CCC1C(C2=CC=CC=C2)O)CCC3=CC=CC=C3
• Uses: MDL 11,939 is a potent and selective SR-2 antagonist. It can also be used to treat psychological and brain disorders.

Technology Process of Glemanserin

There total 3 articles about Glemanserin 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: 68.0%

1-phenylethyl-4-benzoyl-3H-pyridine-2,6-dione → glemanserin (107703-78-6,132553-86-7,132553-87-8,132553-88-9)

Guidance literature:

1-phenylethyl-4-benzoyl-3H-pyridine-2,6-dione; With hydrogen; palladium on activated charcoal; In tetrahydrofuran; at 20 ℃; for 3h;

With lithium aluminium tetrahydride; aluminium trichloride; In tetrahydrofuran; for 2h; Heating;

Reference yield:

phenyl-piperidin-4-yl-methanol (38081-60-6) + 1-phenyl-2-bromoethane (103-63-9) → glemanserin (107703-78-6,132553-86-7,132553-87-8,132553-88-9)

Guidance literature:

With potassium carbonate; In ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

phenyl-piperidin-4-yl-methanol (38081-60-6) + 2-phenylethyl tosylate (4455-09-8) → glemanserin (107703-78-6,132553-86-7,132553-87-8,132553-88-9)

Guidance literature:

With potassium carbonate; In 1,4-dioxane; for 3h; Heating;

DOI:10.1021/jm00007a016

upstream raw materials:

phenyl-piperidin-4-yl-methanol

2-phenylethyl tosylate

1-phenyl-2-bromoethane

Downstream raw materials:

Acetic acid (R)-(1-phenethyl-piperidin-4-yl)-phenyl-methyl ester

(R)-(1-Phenethyl-piperidin-4-yl)-phenyl-methanol

(S)-(1-Phenethyl-piperidin-4-yl)-phenyl-methanol

Acetic acid (1-phenethyl-piperidin-4-yl)-phenyl-methyl ester

Refernces

• 1、 Ismaiel,Arruda,Teitler,Glennon. "Ketanserin analogues: The effect of structural modification on 5-HT2 serotonin receptor binding". . p. 1196 - 1202. Retrieved 2007/10/02.