Triprolidine

Base Information

• Chemical Name: Triprolidine
• CAS No.: 486-12-4
• Molecular Formula: C₁₉H₂₂N₂
• Molecular Weight: 278.397
• European Community (EC) Number: 207-627-0,208-985-0,627-740-2
• UNII: 2L8T9S52QM
• DSSTox Substance ID: DTXSID3023718
• Nikkaji Number: J6.005D
• Wikipedia: Triprolidine
• Wikidata: Q417654
• NCI Thesaurus Code: C61992
• RXCUI: 10849
• Pharos Ligand ID: 2R14KM7YU6B1
• Metabolomics Workbench ID: 42785
• ChEMBL ID: CHEMBL855
• Mol file: 486-12-4.mol

Synonyms:Actidil;Anhydrous, Triprolidine Hydrochloride;Hydrochloride Anhydrous, Triprolidine;Hydrochloride, Triprolidine;Pro Actidil;Triprolidine;Triprolidine Hydrochloride;Triprolidine Hydrochloride Anhydrous;Triprolidine Monohydrochloride;Triprolidine Monohydrochloride, (Z)-Isomer;Triprolidine Monohydrochloride, Monohydrate;Triprolidine Oxalate;Triprolidine Oxalate, (trans)-Isomer;Triprolidine, (Z)-Isomer

Chemical Property of Triprolidine

Chemical Property:

• Appearance/Colour: crystals
• Vapor Pressure: 6.16E-09mmHg at 25°C
• Melting Point: 59-61 °C
• Boiling Point: 435.4 °C at 760 mmHg
• PKA: pKa 4.01(H2O t = 23.0) (Uncertain);9.69(H2O t = 23.0) (Uncertain)
• Flash Point: 217.1 °C
• PSA: 16.13000
• Density: 1.061 g/cm³
• LogP: 3.85540
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 278.178298710
• Heavy Atom Count: 21
• Complexity: 336

Purity/Quality:

99% ^*data from raw suppliers

Triprolidine Pharmaceutical Secondary Standard; Certified Reference Material ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Drug Classes: Antihistamines
• Canonical SMILES: CC1=CC=C(C=C1)C(=CCN2CCCC2)C3=CC=CC=N3
• Isomeric SMILES: CC1=CC=C(C=C1)/C(=C\CN2CCCC2)/C3=CC=CC=N3
• Uses: Antihistaminic.
• Therapeutic Function: Antihistaminic

Technology Process of Triprolidine

There total 6 articles about Triprolidine 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: 82.0%

1-[2]pyridyl-3-pyrrolidino-1-p-tolyl-propan-1-ol (70708-28-0) → triprolidine (486-12-4,10191-42-1,13573-69-8)

Guidance literature:

1-[2]pyridyl-3-pyrrolidino-1-p-tolyl-propan-1-ol; With sulfuric acid; In water; at 25 - 105 ℃;

With sodium hydroxide; In water; at 5 - 30 ℃; for 4h; Product distribution / selectivity;

Reference yield:

2-(4-toluoyl)pyridine (78539-88-5) + [2-(Pyrrolidin-1-yl)ethyl]triphenylphosphonium bromide → triprolidine (486-12-4,10191-42-1,13573-69-8) + (Z)-triprolidine (13573-69-8)

Guidance literature:

With potassium tert-butylate; In dichloromethane; at 10 ℃; for 3h;

Reference yield:

2-(4-toluoyl)pyridine (78539-88-5) + [2-(Pyrrolidin-1-yl)ethyl]triphenylphosphonium bromide → triprolidine (486-12-4,10191-42-1,13573-69-8)

Guidance literature:

2-(4-toluoyl)pyridine; [2-(Pyrrolidin-1-yl)ethyl]triphenylphosphonium bromide; With potassium tert-butylate; In dichloromethane; at 10 - 20 ℃;

With methanesulfonic acid; at 190 ℃; for 6h; Further stages;

DOI:10.1080/00304940902802370

upstream raw materials:

2-(4-toluoyl)pyridine

1-[2]pyridyl-3-pyrrolidino-1-p-tolyl-propan-1-ol

Downstream raw materials:

Pro-Actidil

Refernces

• 1、 -. "A PROCESS FOR PREPARATION OF E-ISOMER OF 1-(4-METHYLPHENYL)- 1-(2-PYRID YL)-3-PYRROLIDINO PROP-1-ENE AND ACID ADDITION SALTS THEREOF". Page/Page column 5; 9-10. . Retrieved 2009/08/14.
• 2、 -. "Use of a compound in providing refreshedness on waking and a method for the treatment of drowsiness therewith". . . Retrieved 2008/06/13.