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4397-53-9

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4397-53-9 Usage

Chemical Properties

creamish to yellow crystalline powder

Uses

Different sources of media describe the Uses of 4397-53-9 differently. You can refer to the following data:
1. 4-Benzyloxybenzaldehyde is a position isomer of the adenylyl cyclase activator 2-Benzyloxybenzaldehyde. 4-Benzyloxybenzaldehyde also has much less potent anticancer activity against HL-60 cells that i ts isomeric counterpart.
2. 4-Benzyloxybenzaldehyde is used in the synthesis of (5-fluoro-(2R*,3S*)-2,3-bis(4-hydroxyphenyl)pentanenitrile),an estrogen receptor β-selective ligand. It is a position isomer of the adenylyl cyclase activator 2-benzyloxybenzaldehyde.

Synthesis Reference(s)

Journal of Medicinal Chemistry, 32, p. 192, 1989 DOI: 10.1021/jm00121a035

General Description

4-(Benzyloxy)benzaldehyde was used in the synthesis of (5-fluoro-(2R*,3S*)-2,3-bis(4-hydroxyphenyl)pentanenitrile),an estrogen receptor β-selective ligand.

Check Digit Verification of cas no

The CAS Registry Mumber 4397-53-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,3,9 and 7 respectively; the second part has 2 digits, 5 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 4397-53:
(6*4)+(5*3)+(4*9)+(3*7)+(2*5)+(1*3)=109
109 % 10 = 9
So 4397-53-9 is a valid CAS Registry Number.
InChI:InChI=1/C14H12O2/c15-10-12-6-8-14(9-7-12)16-11-13-4-2-1-3-5-13/h1-10H,11H2

4397-53-9 Well-known Company Product Price

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  • (Code)Product description
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  • Packaging
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  • Detail
  • Alfa Aesar

  • (A15934)  4-Benzyloxybenzaldehyde, 98%   

  • 4397-53-9

  • 25g

  • 424.0CNY

  • Detail
  • Alfa Aesar

  • (A15934)  4-Benzyloxybenzaldehyde, 98%   

  • 4397-53-9

  • 100g

  • 1344.0CNY

  • Detail
  • Alfa Aesar

  • (A15934)  4-Benzyloxybenzaldehyde, 98%   

  • 4397-53-9

  • 500g

  • 5984.0CNY

  • Detail

4397-53-9Relevant articles and documents

Coordination chemistry of [methyl-3-(4-benzyloxyphenyl)methylene] dithiocarbazate with divalent metal ions: Crystal structures of the N,S Schiff base and of its bis-chelated nickel(II) complex

Islam, M. Al-Amin A. A.,Tarafder, M. Tofazzal H.,Chanmiya Sheikh,Ashraful Alam,Zangrando, Ennio

, p. 531 - 537 (2011)

The condensation of 4-benzyloxybenzaldehyde with S-methyldithiocarbazate (SMDTC) yielded the Schiff base methyl-3-[(4-benzyloxyphenyl)methylene] dithiocarbazate (HL) that, upon reaction with different metal ions, afforded bis-chelated complexes, ML2

Decatungstate Catalyzed Synthesis of Trifluoromethylthioesters from Aldehydes via a Radical Process

Ye, Zhegao,Lei, Ziran,Ye, Xiaodong,Zhou, Liejin,Wang, Yanan,Yuan, Zheliang,Gao, Feng,Britton, Robert

supporting information, p. 765 - 775 (2021/12/17)

Here we report a mild and general method for the trifluoromethylthiolation of aldehydes using N-trifluoromethylthiosaccharin as the CF3S radical source and sodium decatungstate (NaDT) as the photocatalyst. This reaction proceeds via hydrogen at

Catalytic study of the copper-based magnetic nanocatalyst on the aerobic oxidation of alcohols in water

Dehkordi, S. Saeid Saei,Albadi, Jalal,Jafari, Abbas Ali,Samimi, Heshmat Allah

, p. 2527 - 2538 (2021/03/24)

A copper-based magnetic nanocatalyst has been prepared by co-precipitation method and characterized by FESEM, EDS, TEM, XRD, XRF, ICP–OES, FTIR, and BET analysis. This new nanocatalyst displays a good activity toward the aerobic oxidation of a wide range of alcohols in water. Moreover, it is recyclable up to five following runs by simple filtration without any significant loss of its catalytic activity.

Discovery of 4-benzyloxy and 4-(2-phenylethoxy) chalcone fibrate hybrids as novel PPARα agonists with anti-hyperlipidemic and antioxidant activities: Design, synthesis and in vitro/in vivo biological evaluation

Hassan, Rasha M.,Aboutabl, Mona E.,Bozzi, Manuela,El-Behairy, Mohammed F.,El Kerdawy, Ahmed M.,Sampaolese, Beatrice,Desiderio, Claudia,Vincenzoni, Federica,Sciandra, Francesca,Ghannam, Iman A.Y.

, (2021/08/03)

In the current work, a series of novel 4-benzyloxy and 4-(2-phenylethoxy) chalcone fibrate hybrids (10a-o) and (11a-e) were synthesized and evaluated as new PPARα agonists in order to find new agents with higher activity and fewer side effects. The 2-propanoic acid derivative 10a and the 2-butanoic acid congener 10i showed the best overall PPARα agonistic activity showing Emax% values of 50.80 and 90.55%, respectively, and EC50 values of 8.9 and 25.0 μM, respectively, compared to fenofibric acid with Emax = 100% and EC50 = 23.22 μM, respectively. These two compounds also stimulated carnitine palmitoyltransferase 1A gene transcription in HepG2 cells and PPARα protein expression. Molecular docking simulations were performed for the newly synthesized compounds to study their predicted binding pattern and energies in PPARα active site to rationalize their promising activity. In vivo, compounds 10a and 10i elicited a significant hypolipidemic activity improving the lipid profile in triton WR-1339-induced hyperlipidemic rats, including serum triglycerides, total cholesterol, LDL, HDL and VLDL levels. Compound 10i possessed better anti-hyperlipidemic activity than 10a. At a dose of 200 mg/kg, it demonstrated significantly lower TC, TG, LDL and VLDL levels than that of fenofibrate at the same dose with similar HDL levels. Compounds 10i and 10a possessed atherogenic indices (CRR, AC, AI, CRI-II) like that of fenofibrate. Additionally, a promising antioxidant activity indicated by the increased tissue reduced glutathione and plasma total antioxidant capacity with decreased plasma malondialdehyde levels was demonstrated by compounds 10a and 10i. No histopathological alterations were recorded in the hepatic tissue of compound 10i (200 mg/kg).

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