4-(pyridin-4-ylmethyl)phthalazin-1(2H)-one

Base Information

• Chemical Name: 4-(pyridin-4-ylmethyl)phthalazin-1(2H)-one
• CAS No.: 107558-48-5
• Molecular Formula: C14H11N3O
• Molecular Weight: 237.261
• Hs Code.: 2933990090
• European Community (EC) Number: 681-239-3
• DSSTox Substance ID: DTXSID10355038
• Wikidata: Q72504224
• Mol file: 107558-48-5.mol

Synonyms:107558-48-5;4-(pyridin-4-ylmethyl)phthalazin-1(2H)-one;4-(4-Pyridylmethyl)-1(2H)-phthalazinone;4-(pyridin-4-ylmethyl)-2H-phthalazin-1-one;4-[(Pyridin-4-yl)methyl]-2H-phthalazin-1-one;4-(pyridin-4-ylmethyl)phthalazin-1-ol;4-(4-Pyridylmethyl)-1(2H)-phtalazinone;4-(4-Pyridinylmethyl)-1(2H)-phthalazinone;Enamine_000224;ChemDiv1_000169;1(2H)-Phthalazinone,4-(4-pyridinylmethyl)-;Cambridge id 5237055;Oprea1_547303;Oprea1_610142;Oprea1_698345;CBDivE_008555;SCHEMBL905630;HMS587H15;DTXSID10355038;NIQMWTLRDNQDIA-UHFFFAOYSA-N;4-(4-pyridylmethyl)-phthalazinone;HMS1394K04;BCP22597;MFCD00443664;STL058661;STL302072;AKOS001592510;AKOS005710825;DS-3710;SDCCGMLS-0064505.P001;AM808103;4-pyridin-4-ylmethyl-2h-phthalazin-1-one;4-(4-pyridylmethyl)-1 (2H)-phthalazinone;A2090;FT-0642637;1(2H)-Phthalazinone, 4-(4-pyridinylmethyl)-;EN300-111157;4-[(Pyridin-4-yl)methyl]phthalazin-1(2H)-one;AB00076240-01;SR-01000394499;J-513567;SR-01000394499-1;4-(4-Pyridylmethyl)-1(2H)-phthalazinone, AldrichCPR;4-[(pyridin-4-yl)methyl]-1,2-dihydrophthalazin-1-one;F9995-0067

Chemical Property of 4-(pyridin-4-ylmethyl)phthalazin-1(2H)-one

Chemical Property:

• Vapor Pressure: 3.32E-12mmHg at 25°C
• Melting Point: 215-217℃
• Refractive Index: 1.679
• Boiling Point: 538.4 °C at 760 mmHg
• PKA: 11.93±0.40(Predicted)
• Flash Point: 279.4 °C
• PSA: 58.64000
• Density: 1.29 g/cm³
• LogP: 1.90890
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 237.090211983
• Heavy Atom Count: 18
• Complexity: 347

Purity/Quality:

98%min ^*data from raw suppliers

4-(Pyridin-4-ylmethyl)phthalazin-1(2H)-one 99% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=NNC2=O)CC3=CC=NC=C3

Technology Process of 4-(pyridin-4-ylmethyl)phthalazin-1(2H)-one

There total 13 articles about 4-(pyridin-4-ylmethyl)phthalazin-1(2H)-one 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%

3-hydroxy-2-(pyridin-4-yl)-1H-inden-1-one (67592-40-9) → 5-(pyridin-4-yl)methyl-2H-phthalazin-1-one (107558-48-5)

Guidance literature:

With hydrazine hydrate; at 110 ℃; for 8h;

DOI:10.1021/jm9909443

Reference yield:

phthalic anhydride (85-44-9) → 5-(pyridin-4-yl)methyl-2H-phthalazin-1-one (107558-48-5)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium tetrahydroborate / tetrahydrofuran; methanol / 3 h / 20 °C

2: sodium methylate / methanol; Ethyl propionate / 1 h / Reflux

3: hydrazine hydrate / 5 h / 100 °C

With sodium tetrahydroborate; sodium methylate; hydrazine hydrate; In tetrahydrofuran; methanol; Ethyl propionate;

DOI:10.1016/j.cclet.2010.04.004

Reference yield:

2-[4]pyridylacetyl-benzoic acid ethyl ester → 5-(pyridin-4-yl)methyl-2H-phthalazin-1-one (107558-48-5)

Guidance literature:

With hydrazine hydrate; In water; toluene; at 30 - 35 ℃; for 3h; Solvent; Temperature;

upstream raw materials:

3-hydroxy-2-(pyridin-4-yl)-1H-inden-1-one

2-benzofuran-1(3H)-one

phthalic anhydride

phthalonitrile

Downstream raw materials:

vatalanib

C₂₆H₂₅FN₆O

C₂₆H₂₄Cl₂N₆O

C₂₈H₃₀N₆O

Refernces

• 1、 Liu, Yajing,Zhang, Shulan,Li, Ye,Wang, Jianqiang,Song, Yu,Gong, Ping. "Synthesis and cytotoxic evaluation of some new phthalazinylpiperazine derivatives". experimental part. p. 287 - 293. Retrieved 2012/07/01.
• 2、 Zhang, Shu Lan,Liu, Ya Jing,Zhao, Yan Fang,Guo, Qiu Ting,Gong, Ping. "Synthesis and antitumor activities of novel 1,4-substituted phthalazine derivatives". scheme or table. p. 1071 - 1074. Retrieved 2011/10/05.