Methapyrilene

Base Information

• Chemical Name: Methapyrilene
• CAS No.: 91-80-5
• Molecular Formula: C14H19 N3 S
• Molecular Weight: 261.391
• European Community (EC) Number: 202-099-8
• UN Number: 1851
• UNII: A01LX40298
• DSSTox Substance ID: DTXSID2023278
• Nikkaji Number: J4.348F
• Wikipedia: Methapyrilene
• Wikidata: Q59854145
• NCI Thesaurus Code: C81143
• Pharos Ligand ID: A2PWMBWW8MCB
• Metabolomics Workbench ID: 53286
• ChEMBL ID: CHEMBL1411979
• Mol file: 91-80-5.mol

Synonyms:Lullamin;Methapyrilene;N,N-Dimethyl-N'-2-pyridinyl-N'-(2-thienylmethyl)-1,2-ethanediamine;Restryl;Tenalin;Thenylpyramine;Thionylan

Chemical Property of Methapyrilene

Chemical Property:

• Appearance/Colour: colourless liquid
• Melting Point: 25°C
• Refractive Index: nD25 1.5842 (also reported as 1.5835)
• Boiling Point: 173 - 175 C at 3 mm Hg
• PKA: pKa 3.02 ± 0.05;8.24± 0.11(H2O,t undefined,I=0.30(NaCl)) (Uncertain)
• PSA: 47.61000
• Density: 1.1388 (rough estimate)
• LogP: 2.71130
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: DMSO (Sparingly), Methanol (Slightly)
• Water Solubility.: 601.2mg/L(30 oC)
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 261.12996879
• Heavy Atom Count: 18
• Complexity: 235
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

Methapyrilene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Toxic by ingestion, a carcinogen.
• Hazard Codes: Toxic by ingestion, a carcinogen.

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CN(C)CCN(CC1=CC=CS1)C2=CC=CC=N2
• Uses: Methapyrilene is an intermediate in the synthesis of Methapyrilene Hydrochloride (M259970). Methapyrilene is used as antihistaminic agent.
• Therapeutic Function: Antihistaminic

Technology Process of Methapyrilene

There total 6 articles about Methapyrilene 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:

N-(5-bromo-[2]thienylmethyl)-N',N'-dimethyl-N-[2]pyridyl-ethylenediamine (5768-23-0) → N,N-dimethyl-N'-(pyridine-2-yl)ethane-1,2-diamine (23826-72-4) + methapyrilene (91-80-5)

Guidance literature:

DOI:10.1021/jo01154a005

Reference yield:

N-(5-bromo-[2]thienylmethyl)-N',N'-dimethyl-N-[2]pyridyl-ethylenediamine (5768-23-0) + 1-iodo-propane (107-08-4) → N,N-dimethyl-N'-(pyridine-2-yl)ethane-1,2-diamine (23826-72-4) + methapyrilene (91-80-5)

Guidance literature:

DOI:10.1021/jo01154a005

Reference yield:

2-Chloromethylthiophene (765-50-4) + N,N-dimethyl-N'-(pyridine-2-yl)ethane-1,2-diamine (23826-72-4) → methapyrilene (91-80-5)

Guidance literature:

With sodium hydride; benzene;

DOI:10.1021/ja01196a521

upstream raw materials:

2-Chloromethylthiophene

N,N-dimethyl-N'-(pyridine-2-yl)ethane-1,2-diamine

2-<(2-thienylmethyl)amino>pyridine

2-(dimethylamino)ethyl chloride

Downstream raw materials:

1--2-(N,N-dimethyl-N-oxoamino)ethane