Tolazoline

Base Information

• Chemical Name: Tolazoline
• CAS No.: 59-98-3
• Molecular Formula: C10H12 N2
• Molecular Weight: 160.219
• Hs Code.: 2933290090
• European Community (EC) Number: 200-448-9
• NSC Number: 35110
• UNII: CHH9H12AQ3
• DSSTox Substance ID: DTXSID3023683
• Nikkaji Number: J4.796A
• Wikipedia: Tolazoline
• Wikidata: Q413772
• NCI Thesaurus Code: C66608
• RXCUI: 10634
• Pharos Ligand ID: 9X64UPW5K3FF
• Metabolomics Workbench ID: 43088
• ChEMBL ID: CHEMBL770
• Mol file: 59-98-3.mol

Synonyms:Benzalolin;Divascol;Pridazole;Priscol;Priscoline;Tolazoline;Tolazoline Hydrochloride;Tolazoline Monohydrochloride

Chemical Property of Tolazoline

Chemical Property:

• Melting Point: 66-69 ºC
• Refractive Index: 1.6392 (estimate)
• Boiling Point: 338.2°Cat760mmHg
• PKA: pKa 10.3(H2O t undefined I = 0.1) (Uncertain)
• Flash Point: 158.3°C
• PSA: 24.39000
• Density: 1.09g/cm³
• LogP: 0.99520
• Storage Temp.: 2-8°C
• Solubility.: alcohol: freely soluble
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 160.100048391
• Heavy Atom Count: 12
• Complexity: 169

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Benzylimidazoline >97.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-28-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN=C(N1)CC2=CC=CC=C2
• Uses: Tolazoline is used for treating stable forms of pulmonary hypertension in newborns, and in cases where systemic arterial oxygenation cannot be achieved in the usual manner under careful observation of professionals. Reactant for synthesis of imidazoline-containing drug
• Therapeutic Function: Vasodilator

Technology Process of Tolazoline

There total 22 articles about Tolazoline 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: 99.0%

ethylenediamine (107-15-3,85404-18-8) + 2-phenylthioacetamide (645-54-5) → tolazoline (59-98-3)

Guidance literature:

In tetrahydrofuran; at 80 ℃; for 16h;

DOI:10.1016/j.tet.2012.04.117

Reference yield: 80.2%

phenylacetic acid (103-82-2) + ethylenediamine (107-15-3,85404-18-8) → tolazoline (59-98-3)

Guidance literature:

In toluene; at 110 ℃;

DOI:10.1080/00397919708004139

Reference yield: 80.0%

phenylacetaldehyde (122-78-1) + ethylenediamine (107-15-3,85404-18-8) → tolazoline (59-98-3)

Guidance literature:

With iodine; potassium carbonate; potassium iodide; In water; at 90 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2005.10.134

upstream raw materials:

N-(cyanomethyl)-2-phenylacetamide

phenylacetonitrile

ethanolamine

ethylenediamine

Downstream raw materials:

1,2-Dibenzyl-2-imidazoline

1-β-Diethylaminoethyl-2-benzyl-2-imidazoline

2-benzyl-1-methyl-4,5-dihydro-1H-imidazole

4,5-Dihydro-1,3-dimethyl-2-(phenylmethyl)imidazolium-iodid

Refernces

• 1、 Ziegler,Shabica. "-". . p. 1133. Retrieved 1959.
• 2、 Jiang, Ruihang,Sun, Hong-Bin,Li, Shuang,Zhan, Kun,Zhou, Junjie,Liu, Lei,Zhang, Kai,Liang, Qionglin,Chen, Zhangpei. "Synthesis of tetrazoles, triazoles, and imidazolines catalyzed by magnetic silica spheres grafted acid". supporting information. p. 2652 - 2662. Retrieved 2018/11/26.
• 3、 Galley, Guido,Stalder, Henri,Goergler, Annick,Hoener, Marius C.,Norcross, Roger D.. "Optimisation of imidazole compounds as selective TAAR1 agonists: Discovery of RO5073012". supporting information; experimental part. p. 5244 - 5248. Retrieved 2012/09/07.