1-(sec-Butyl)-4-(4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)-1H-1,2,4-triazol-5(4H)-one

Base Information

• Chemical Name: 1-(sec-Butyl)-4-(4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)-1H-1,2,4-triazol-5(4H)-one
• CAS No.: 106461-41-0
• Molecular Formula: C22H27N5O2
• Molecular Weight: 393.489
• Hs Code.: 2933990090
• European Community (EC) Number: 434-820-9,600-745-7
• UNII: OBT4EGVAZU
• ChEMBL ID: CHEMBL1310553
• DSSTox Substance ID: DTXSID60403376
• Nikkaji Number: J1.276.343C
• Mol file: 106461-41-0.mol

Synonyms:106461-41-0;1-(sec-Butyl)-4-(4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)-1H-1,2,4-triazol-5(4H)-one;2,4-Dihydro-4-[(4-(4-hydroxyphenyl)-1-piperazinyl)phenyl]-2-(1-methylpropyl)-3H-1,2,4-triazole-3-one;2,4-Dihydro-4-[4-[4-(4-hydroxyphenyl)-1-piperazinyl]phenyl]-2-(1-methylpropyl)-3H-1,2,4-triazole-3-one;OBT4EGVAZU;2,4-Dihydro-4-[4-[4-(4-hydroxyphenyl]-1-piperazinyl]-phenyl]-2-(1-methylpropyl)-3H-1,2,4-triazol-3-one;2-butan-2-yl-4-[4-[4-(4-hydroxyphenyl)piperazin-1-yl]phenyl]-1,2,4-triazol-3-one;T-1330;2,4-dihydro-4-(4-(4-(4-hydroxyphenyl)-1-piperazinyl)phenyl)-2-(1-methylpropyl)-3h-1,2,4-triazol-3-one;2,4-Dihydro-4-[4-[4-(4-hydroxyphenyl]-1-piperazinyl]phenyl]-2-(1-methylpropyl)-3H-1,2,4-triazol-3-one;2,4-Dihydro-4-[4-[4-(4-hydroxyphenyl]-1-piperazinyl]phenyl]-2-(1-methylpropyl)-3H-1,2,4-triazol-3-on;2-(sec-butyl)-4-(4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)-2,4-dihydro-3H-1,2,4-triazol-3-one;2-sec-butyl-4-{4-[4-(4-hydroxyphenyl)piperazin-1-yl]phenyl}-2,4-dihydro-3H-1,2,4-triazol-3-one;4-[4-[4-(4-Hydroxyphenyl)piperazin-1-yl]phenyl]-2-[(1RS)-1-methylpropyl]-2,4-dihydro-3H-1,2,4-triazol-3-one;FFAQILVGBAELHN-UHFFFAOYSA-N;2,4-DIHYDRO-4-(4-(4-(4-HYDROXYPHENYL)-1-PIPERAZINYL)PHENYL)-2-(1-METHYLPROPYL)-3H-1,2,4-TRIAZOLE-3-ONE;2,4-dihydro-4-[4-[4-(4-hydroxyphenyl)-1-piperazinyl]-phenyl]-2-(1-methylpropyl)-3H-1,2,4-triazol-3-one;2,4-Dihydro-4-[4-[4-(4-hydroxyphenyl)-1-piperazinyl]phenyl]-2-(1-methylpropyl)-3H-1,2,4-triazol-3-one;T 1330;2,4-Dihydro-4-[4-[4-(4-hydroxylphenyl)piperazin-1-yl]phenyl]-2-(1-methylpropyl)-3H-1,2,4-triazol-3-one;UNII-OBT4EGVAZU;EC 434-820-9;Oprea1_160322;MLS000705004;SCHEMBL2543291;CHEMBL1310553;DTXSID60403376;HMS2553F09;BCP20531;AKOS015900401;AC-5588;1-sec-butyl-4-(4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)-1H-1,2,4-triazol-5(4H)-one;DS-14924;SMR000231829;SY333151;CS-0169055;FT-0657081;FT-0664135;NS00077759;O10328;A843340;AP-312/40633641;2,4-Dihydro-4-[4-[4-hydroxyphenyl]-1-piperazinyl] phenyl]-2-;(R)-1-(sec-Butyl)-4-[4-[4-(4-hydroxyphenyl)-1-piperazinyl]phenyl]-1H-1,2,4-triazol-5(4H)-one;2-(Butan-2-yl)-4-{4-[4-(4-hydroxyphenyl)piperazin-1-yl]phenyl}-2,4-dihydro-3H-1,2,4-triazol-3-one;2-sec-Butyl-4-{4-[4-(4-hydroxyphenyl)piperazin-1-yl]phenyl}-2,4-dihydro-[1,2,4]triazol-3-one

Chemical Property of 1-(sec-Butyl)-4-(4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)-1H-1,2,4-triazol-5(4H)-one

Chemical Property:

• Vapor Pressure: 2.03E-14mmHg at 25°C
• Melting Point: 177-179°C
• Refractive Index: 1.647
• Boiling Point: 587.9 °C at 760 mmHg
• PKA: 12.18±0.30(Predicted)
• Flash Point: 309.4 °C
• PSA: 66.53000
• Density: 1.25 g/cm³
• LogP: 3.16720
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 393.21647512
• Heavy Atom Count: 29
• Complexity: 576

Purity/Quality:

99%, ^*data from raw suppliers

2,4-Dihydro-4-[4-[4-(4-hydroxyphenyl]-1-piperazinyl]phenyl]-2-(1-methylpropyl)-3H-1,2,4-triazol-3-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R48/22:Harmful: danger of serious damage to health by prolonged exposure if swallowed.; R50/53:Very toxic to aquatic orga
• Hazard Codes: Xn:Harmful;;
• Statements: R48/22:Harmful: danger of serious damage to health by prolonged exposure if swallowed.; R50/53:Very toxic to aquatic orga
• Safety Statements: S2:Keep out of the reach of children.; S22:Do not breathe dust.; S36:Wear suitable protective clothing.; S6

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C)N1C(=O)N(C=N1)C2=CC=C(C=C2)N3CCN(CC3)C4=CC=C(C=C4)O
• Uses: An intermediate in the synthesis of Itraconazole An intermediate in the synthesis of Itraconazole.

Technology Process of 1-(sec-Butyl)-4-(4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)-1H-1,2,4-triazol-5(4H)-one

There total 12 articles about 1-(sec-Butyl)-4-(4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)-1H-1,2,4-triazol-5(4H)-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: 98.0%

2-(sec-butyl)-4-(4-(4-(4-methoxyphenyl)piperazin-1-yl)phenyl)-2,4-dihydro-3H-1,2,4-triazol-3-one (252964-68-4) → (-)-(R)-2,4dihydro-4-[4-[4-(4-hydroxyphenyl)-1-piperazinyl]phenyl]-2-(1-methylpropyl)-3H-1,2,4-triazol 3-one (106461-41-0)

Guidance literature:

With hydrogen bromide; In water; at 120 ℃; Heating / reflux;

Reference yield: 61.1%

N'-sec-butylformohydrazide (939027-86-8) + phenyl N-(4-(4-(4-hydroxyphenyl)-1-piperazinyl)phenyl)carbamate (184177-81-9) → (-)-(R)-2,4dihydro-4-[4-[4-(4-hydroxyphenyl)-1-piperazinyl]phenyl]-2-(1-methylpropyl)-3H-1,2,4-triazol 3-one (106461-41-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In 5,5-dimethyl-1,3-cyclohexadiene; at 140 ℃; for 20h; Solvent; Temperature; Reagent/catalyst; Concentration;

Reference yield: 56.6%

N'-sec-butylformohydrazide (939027-86-8) + C19H23N3O3 → (-)-(R)-2,4dihydro-4-[4-[4-(4-hydroxyphenyl)-1-piperazinyl]phenyl]-2-(1-methylpropyl)-3H-1,2,4-triazol 3-one (106461-41-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dimethyl sulfoxide; toluene; at 110 ℃; for 25h;

upstream raw materials:

2-(sec-butyl)-4-(4-(4-(4-methoxyphenyl)piperazin-1-yl)phenyl)-2,4-dihydro-3H-1,2,4-triazol-3-one

4-[4-(4-methoxy-phenyl)-piperazin-1-yl]-phenylamine

phenyl (4-(4-(4-methoxyphenyl)piperazin-1-yl)phenyl)carbamate

butan-2-one formylhydrazone

Downstream raw materials:

(2S,4R)-itraconazole

Refernces

• 1、 Pace, Jennifer R.,Deberardinis, Albert M.,Sail, Vibhavari,Tacheva-Grigorova, Silvia K.,Chan, Kelly A.,Tran, Raymond,Raccuia, Daniel S.,Wechsler-Reya, Robert J.,Hadden, M. Kyle. "Repurposing the Clinically Efficacious Antifungal Agent Itraconazole as an Anticancer Chemotherapeutic". supporting information. p. 3635 - 3649. Retrieved 2016/05/24.
• 2、 -. "SMALL MOLECULE INHIBITORS OF FIBROSIS". Paragraph 00349; 00354. . Retrieved 2015/01/06.