Pheniramine

Base Information

• Chemical Name: Pheniramine
• CAS No.: 86-21-5
• Molecular Formula: C16H20 N2
• Molecular Weight: 240.348
• Hs Code.: 2933399090
• European Community (EC) Number: 201-656-2
• NSC Number: 47965
• UNII: 134FM9ZZ6M
• DSSTox Substance ID: DTXSID0023454
• Nikkaji Number: J4.935B
• Wikipedia: Pheniramine
• Wikidata: Q656259
• NCI Thesaurus Code: C61889
• RXCUI: 8132
• Pharos Ligand ID: V4J1TM2THRGJ
• Metabolomics Workbench ID: 43604
• ChEMBL ID: CHEMBL1193
• Mol file: 86-21-5.mol

Synonyms:Avil;Bimaleate, Pheniramine;Daneral;Histapyridamine;Maleate, Pheniramine;Pheniramine;Pheniramine Bimaleate;Pheniramine Maleate;Propheniramine;Prophenpyridamine

Chemical Property of Pheniramine

Chemical Property:

• Vapor Pressure: 5.07E-05mmHg at 25°C
• Melting Point: 30-34°C(lit.)
• Refractive Index: 1.556
• Boiling Point: 348.3 °C at 760 mmHg
• PKA: pKa 4.03± 0.08;9.32± 0.06(H2O,t undefined,I=0.30(NaCl)) (Uncertain)
• Flash Point: 164.5 °C
• PSA: 16.13000
• Density: 1.018 g/cm³
• LogP: 3.16520
• Storage Temp.: ?20°C
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 240.162648646
• Heavy Atom Count: 18
• Complexity: 221

Purity/Quality:

99%, ^*data from raw suppliers

Pheniramine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,T
• Hazard Codes: F,T
• Statements: 11-23/24/25-39/23/24/25
• Safety Statements: 16-36/37-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)CCC(C1=CC=CC=C1)C2=CC=CC=N2
• Therapeutic Function: Antihistaminic

Technology Process of Pheniramine

There total 38 articles about Pheniramine 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: 100.0%

3-phenyl-3-(2-pyridyl)propanal (100866-24-8) + dimethyl amine (124-40-3) → pheniramine (86-21-5)

Guidance literature:

With hydrogen; platinum(IV) oxide; In toluene; at 120 ℃; for 12h; under 38000 Torr;

Reference yield: 85.0%

4-dimethylamino-2-phenyl-butyronitrile (50599-78-5) + acetylene (74-86-2,25067-58-7) → pheniramine (86-21-5)

Guidance literature:

(η5-cyclopentadienyl)-η4-cycloocta-1,5-dienecobalt(I); In toluene; at 140 ℃; for 36h; under 10640 Torr;

DOI:10.1021/jo00102a044

Reference yield: 84.0%

3-phenyl-3-pyridin-2-yl-propan-1-ol (46498-51-5) + dimethyl amine (124-40-3) → pheniramine (86-21-5)

Guidance literature:

With [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; bis[2-(diphenylphosphino)phenyl] ether; In toluene; at 20 ℃; Inert atmosphere; Reflux;

upstream raw materials:

2-bromo-pyridine

phenylacetonitrile

2-Benzylpyridine

2-(dimethylamino)ethyl chloride

Downstream raw materials:

((2R,3R,4S,5S,6S)-6-Carboxy-3,4,5-trihydroxy-tetrahydro-pyran-2-yl)-dimethyl-(3-phenyl-3-pyridin-2-yl-propyl)-ammonium; chloride

2-chloro-3-(dimethylamino)naphthalene-1,4-dione

(R)-pheniramine

(S)-pheniramine

Refernces

• 1、 Paul, Bhaskar,Shee, Sujan,Panja, Dibyajyoti,Chakrabarti, Kaushik,Kundu, Sabuj. "Direct Synthesis of N,N-Dimethylated and β-Methyl N,N-Dimethylated amines from nitriles using methanol: Experimental and computational studies". . p. 2890 - 2896. Retrieved 2018/04/14.
• 2、 Dean, William M.,?iau?iulis, Mindaugas,Storr, Thomas E.,Lewis, William,Stockman, Robert A.. "Versatile C(sp2)?C(sp3) Ligand Couplings of Sulfoxides for the Enantioselective Synthesis of Diarylalkanes". supporting information. p. 10013 - 10016. Retrieved 2016/08/16.