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4-Hydroxyphenylglyoxal Hydrate is an organic compound that serves as a valuable intermediate in the synthesis of various pharmaceuticals. It is characterized by its reactivity and functional groups, which make it a versatile building block for creating a wide range of therapeutic agents.

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  • 197447-05-5 Structure
  • Basic information

    1. Product Name: 4-HYDROXYPHENYLGLYOXAL HYDRATE
    2. Synonyms: 4-HYDROXYPHENYLGLYOXAL HYDRATE;P-HYDROXYPHENYLGLYOXAL MONOHYDRATE;4-Hydroxyphenylglyoxal hydrate 95%;4-HYDROXYPHENYLGLYOXAL HYDRATE, 95+%;Zinc01728403;(4-Hydroxyphenyl)(oxo)acetaldehyde;2-(4-Hydroxyphenyl)-2-oxoacetaldehyde hydrate;(4-hydroxyphenyl)(oxo)acetaldehyde hydrate
    3. CAS NO:197447-05-5
    4. Molecular Formula: C8H8O4
    5. Molecular Weight: 168.15
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 197447-05-5.mol
  • Chemical Properties

    1. Melting Point: 108-110°C
    2. Boiling Point: 389.8 °C at 760 mmHg
    3. Flash Point: 189.5 °C
    4. Appearance: /
    5. Density: N/A
    6. Vapor Pressure: 8.97E-07mmHg at 25°C
    7. Refractive Index: N/A
    8. Storage Temp.: N/A
    9. Solubility: DMSO (Slightly), Methanol (Slightly)
    10. CAS DataBase Reference: 4-HYDROXYPHENYLGLYOXAL HYDRATE(CAS DataBase Reference)
    11. NIST Chemistry Reference: 4-HYDROXYPHENYLGLYOXAL HYDRATE(197447-05-5)
    12. EPA Substance Registry System: 4-HYDROXYPHENYLGLYOXAL HYDRATE(197447-05-5)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: 36/37/38
    3. Safety Statements: 26-36/37/39
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 197447-05-5(Hazardous Substances Data)

197447-05-5 Usage

Uses

Used in Pharmaceutical Industry:
4-Hydroxyphenylglyoxal Hydrate is used as a key building block for the synthesis of various pharmaceuticals. Its unique chemical structure allows it to be incorporated into the development of new drugs, enhancing their efficacy and therapeutic potential.
In the synthesis of pharmaceuticals, 4-Hydroxyphenylglyoxal Hydrate is utilized for its ability to form stable bonds with other molecules, contributing to the creation of novel drug candidates with improved pharmacological properties. This makes it an essential component in the advancement of medicinal chemistry and drug discovery efforts.

Preparation

Obtained by oxidation of p-hydroxyacetophenone with selenium oxide.

Check Digit Verification of cas no

The CAS Registry Mumber 197447-05-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,9,7,4,4 and 7 respectively; the second part has 2 digits, 0 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 197447-05:
(8*1)+(7*9)+(6*7)+(5*4)+(4*4)+(3*7)+(2*0)+(1*5)=175
175 % 10 = 5
So 197447-05-5 is a valid CAS Registry Number.
InChI:InChI=1/C8H6O3.H2O/c9-5-8(11)6-1-3-7(10)4-2-6;/h1-5,10H;1H2

197447-05-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-(4-hydroxyphenyl)-2-oxoacetaldehyde,hydrate

1.2 Other means of identification

Product number -
Other names OR1597

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:197447-05-5 SDS

197447-05-5Relevant articles and documents

One-pot, Three-component Synthesis of a New Series of 2-Amino-4-aroyl-5-oxo-5,6-dihydro-2H-pyrano[3,2-c]quinoline-3-carbonitrile in the Presence of SBA-15 as a Nanocatalyst

Khalafy, Jabbar,Arlan, Fatemeh Majidi,Chalanchi, Shahin Soleimani

, p. 149 - 153 (2018/01/26)

One-pot, three-component reaction of arylglyoxals, malononitrile and 4-hydroxyquinolin-2(1H)-one in the presence of SBA-15 as a nanocatalyst and using green solvent systems under various temperatures afforded the 2-amino-4-aroyl-5-oxo-5,6-dihydro-2H-pyrano[3,2-c]quinoline-3-carbonitrile derivatives. The best yield (70-96%) were obtained using 20% mol of SBA-15 as a nanocatalyst in H2O/EtOH (1:1) at 80 °C. The simplicity of work up procedure, using green solvent system, and good to excellent yields of products are the main advantages of this synthetic strategy.

A Green, Organometallic Catalyzed Synthesis of a Series of Novel Functionalized 4-Aroyl-4H-benzo[g]chromenes through One-pot, Three Component Reaction

Khalafy, Jabbar,Ilkhanizadeh, Siamand,Ranjbar, Masoumeh

, p. 951 - 956 (2018/02/15)

A new series of 4-aroyl-4H-benzo[g]chromene derivatives have been synthesized through an efficient, straightforward, and environmentally acceptable one-pot, three component reaction of malononitrile, different arylglyoxals, and 2-hydroxy-1,4-naphtoquinone (lawsone) in short reaction times and high to excellent yields. The zinc complex of amino acid L-proline, that is, Zn[L-proline]2 has been prepared and used as highly active, recyclable, noncorrosive, and water soluble Lewis acid catalyst for this transformation.

Synthesis and antitumor evaluation of 2,3-diarylbenzofuran derivatives on HeLa cells

He, Guo-Xue,Yuan, Jing-Mei,Zhu, Hai-Miao,Wei, Kai,Wang, Ling-Yun,Kong, Shi-Lin,Mo, Dong-Liang,Pan, Cheng-Xue,Su, Gui-Fa

supporting information, p. 1660 - 1664 (2017/04/04)

2,2-Dihydroxyarylethanones, readily prepared from the commercially available aromatic ethyl ketones, were reacted with resorcinol, 3-methoxyphenol or 2-methoxyphenol in multi steps one-pot manner promoted by trifluoroacetic acid to furnish the 2,3-diarylbenzofuran derivatives in 22–95% yield. Sixteen targeted compounds were synthesized and characterized by 1H NMR, 13C NMR and HRMS. MTT assay indicated that most compounds possessed effectively inhibitory activities against the proliferation of HeLa cell. Among them, 4f had the highest inhibitory activities, with the IC50 being 13.40?±?2.04?μmol/L. Cell cycle analysis, Annexin V-FITC/propidium iodide dual staining assay and western blotting analysis revealed that 4f inhibited the proliferation of Hela cell through apoptosis induction in a dose-dependent manner via obviously up-regulated the levels of Bak and Bim, while striking down-regulated the level of Bcl-2 and Bcl-xL protein.

A Green Synthesis of 7-amino-5-(4-aroyl)-1,3-dimethyl-2,4-dioxo-1,2,3,4,5,8-hexahydropyrido[2,3-d]pyrimidine-6-carbonitrile Derivatives by a One-pot Three-component Reaction

Javahershenas, Ramin,Khalafy, Jabbar

, p. 3163 - 3168 (2017/10/06)

The synthesis of polyfunctionalized 7-amino-5-(4-aroyl)-1,3-dimethyl-2,4-dioxo-1,2,3,4,5,8-hexahydropyrido[2,3-d]pyrimidine-6-carbonitrile derivatives by a green approach was achieved via one-pot three-component reaction of arylglyoxals, malononitrile, and 1,3-dimethyl-6-aminouracil in the presence of urea as organocatalyst in EtOH:H2O (1:1) at 60°C. This protocol provides a mild and fast procedure to structurally diverse bicyclic pyridopyrimidines in good to excellent yields.

Metal-free dual sp3 C-H functionalization: I2- promoted domino oxidative cyclization to construct 2,5-disubstituted oxazoles

Gao, Qing-He,Fei, Zhuan,Zhu, Yan-Ping,Lian, Mi,Jia, Feng-Cheng,Liu, Mei-Cai,She, Neng-Fang,Wu, An-Xin

, p. 22 - 28 (2013/01/15)

An I2-promoted sp3 C-H functionalization has been developed for the synthesis of 2,5-disubstituted oxazoles from easily available methyl ketones and benzylamines without any metal and peroxide catalyst. This domino oxidative cyclization process involves the cleavage of C-H bond and the formation of C-N, C-O bonds.

A convenient synthesis of novel 2,8-disubstituted pyrido[3,4-b]pyrazines possessing biological activity

Antoine, Maud,Gerlach, Matthias,Guenther, Eckhard,Schuster, Tilmann,Czech, Michael,Seipelt, Irene,Marchand, Pascal

experimental part, p. 69 - 82 (2012/03/27)

A regioselective synthetic route to 2,8-disubstituted pyrido[3,4-b] pyrazines, by initial condensation reaction between suitable diaminopyridines and α-keto aldehydes equivalents, has been developed. Focusing on the functionalization on C-8, 2-aryl-8-bromo- and 8-amino-2-arylpyrido[3,4-b] pyrazines have been synthesized. Anilines, amides, and ureas have been introduced at the 8-position from key intermediates. 2,8-Disubstituted pyrido[3,4-b]pyrazines thus prepared were found to be of biological interest. Georg Thieme Verlag Stuttgart. New York.

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