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4,6-Dihydroxy-2-phenylpyrimidine is a white crystalline chemical compound belonging to the pyrimidine family, characterized by its two hydroxyl groups and a phenyl ring attached to the pyrimidine structure. It has a molecular formula of C9H8N2O2 and a molecular weight of 176.17 g/mol, making it a versatile intermediate in the synthesis of various organic compounds.

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  • 13566-71-7 Structure
  • Basic information

    1. Product Name: 4,6-Dihydroxy-2-phenylpyrimidine
    2. Synonyms: 2-Phenyl-4,6-pyrimidinediol;4-hydroxy-2-phenyl-1H-pyrimidin-6-one;6-Hydroxy-2-phenyl-4(1H)-pyrimidinone
    3. CAS NO:13566-71-7
    4. Molecular Formula: C10H8N2O2
    5. Molecular Weight: 188.18272
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 13566-71-7.mol
  • Chemical Properties

    1. Melting Point: 325-330 °C
    2. Boiling Point: 292.6 °C at 760 mmHg
    3. Flash Point: 130.8 °C
    4. Appearance: /
    5. Density: 1.33 g/cm3
    6. Vapor Pressure: 0.00104mmHg at 25°C
    7. Refractive Index: 1.651
    8. Storage Temp.: Inert atmosphere,Room Temperature
    9. Solubility: N/A
    10. PKA: 5.04±0.10(Predicted)
    11. CAS DataBase Reference: 4,6-Dihydroxy-2-phenylpyrimidine(CAS DataBase Reference)
    12. NIST Chemistry Reference: 4,6-Dihydroxy-2-phenylpyrimidine(13566-71-7)
    13. EPA Substance Registry System: 4,6-Dihydroxy-2-phenylpyrimidine(13566-71-7)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 13566-71-7(Hazardous Substances Data)

13566-71-7 Usage

Uses

Used in Pharmaceutical Industry:
4,6-Dihydroxy-2-phenylpyrimidine is used as an intermediate in the synthesis of pharmaceuticals for its ability to form heterocyclic compounds, which are essential in the development of new drugs with potential therapeutic applications.
Used in Dye Industry:
4,6-Dihydroxy-2-phenylpyrimidine is used as a precursor in the production of dyes due to its ability to form colored compounds, contributing to the development of new dyes with specific properties.
Used in Organic Chemistry:
4,6-Dihydroxy-2-phenylpyrimidine is used as a building block in the synthesis of various organic compounds, including heterocyclic compounds, which have a wide range of applications in different fields.
Used in Medicinal Chemistry and Drug Discovery:
4,6-Dihydroxy-2-phenylpyrimidine is used in the field of medicinal chemistry and drug discovery for its potential to form bioactive molecules with therapeutic properties, contributing to the development of new drugs and treatments.

Check Digit Verification of cas no

The CAS Registry Mumber 13566-71-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,5,6 and 6 respectively; the second part has 2 digits, 7 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 13566-71:
(7*1)+(6*3)+(5*5)+(4*6)+(3*6)+(2*7)+(1*1)=107
107 % 10 = 7
So 13566-71-7 is a valid CAS Registry Number.
InChI:InChI=1/C10H8N2O2/c13-8-6-9(14)12-10(11-8)7-4-2-1-3-5-7/h1-6H,(H2,11,12,13,14)

13566-71-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-hydroxy-2-phenyl-1H-pyrimidin-6-one

1.2 Other means of identification

Product number -
Other names 2-Phenyl-4,6-dihydroxy-pyrimidine

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:13566-71-7 SDS

13566-71-7Relevant articles and documents

Tandem Schiff-Base Formation/Heterocyclization: An Approach to the Synthesis of Fused Pyrazolo-Pyrimidine/Isoxazolo-Pyrimidine Hybrids

Sambaiah,Mallesham, Poosa,Shiva Kumar,Bobde, Yamini,Hota, Prasanta Kumar,Yennam, Satyanarayana,Ghosh, Balaram,Behera, Manoranjan

, p. 586 - 592 (2019)

A new synthesis of pyrazolo[4,3-d]pyrimidines and isoxazolo[4,5-d]pyrimidines is described. Key steps in the synthesis involve Stille coupling of 4,6-dichloro-2-phenyl-pyrimidine with tributyl(1-ethoxyvinyl)stannane and tandem Schiff-base formation/heterocyclization of 2,6-di-aryl-5-fluoro-4-acetylpyrimidine with hydrazines or hydroxylamine to give pyrazolo[4,3-d]pyrimidines and isoxazolo[4,5-d]pyrimidines, respectively. The position of the fluoro group in the A-pyrimidine ring is important for the success of heterocylization reaction.

Electropolymerization of [2 × 2] grid-type cobalt(II) complex with thiophene substituted dihydrazone ligand

Napiera?a, Sergiusz,Kubicki, Maciej,Patroniak, Violetta,Wa??sa-Chorab, Monika

, (2021)

The grid-type complex [Co4(L1-2H)4] containing dihydrazone ligand decorated with thiophene rings has been prepared. The complex undergoes oxidative electropolymerization onto ITO electrode to form purple thin film. The morphology of

Rational drug design of 6-substituted 4-anilino-2-phenylpyrimidines for exploration of novel ABCG2 binding site

Silbermann, Katja,Li, Jiyang,Namasivayam, Vigneshwaran,Stefan, Sven Marcel,Wiese, Michael

, (2021)

In the search for novel, highly potent, and nontoxic adjuvant chemotherapeutics to resolve the major issue of ABC transporter-mediated multidrug resistance (MDR), pyrimidines were discovered as a promising compound class of modern ABCG2 inhibitors. As ABC

Electronic absorption and emission properties of bishydrazone [2?×?2] metallosupramolecular grid-type architectures

Holub, Jan,Santoro, Antonio,Lehn, Jean-Marie

, p. 223 - 231 (2019/06/07)

Several ditopic ligands containing two tridentate bishydrazone coordination subunits and their Zn(II) and Cd(II) [2 × 2] grid-type complexes were prepared and their photoluminescent properties studied. A special attention was devoted to the influence of the orientation of the hydrazone group N–N[dbnd]in the core of the ligands and their complexes. Its reversal from [pyridine[dbnd]N–N–pyrimidine] (L1) to [pyridine–N–N[dbnd]pyrimidine] (L2) has a strong impact on the observed absorption and emission behaviour of particular ligands (L1 and L2) as well as of their [2 × 2] grid assemblies. The further lateral functionalization of the ligands led to different emission quantum yields of the resulting grids, while their emission and absorption spectra varied very little. The simplest derivative L1 turned out to have the best performance with, for its Zn(II) complex, relatively high quantum yield 60%.

Preparation and application of neutral C-H bond anion recognition receptor

-

Paragraph 0016, (2017/02/17)

The invention discloses a novel compound capable of detecting and recognizing chloride ions, particularly relates to preparation and application of a neutral C-H bond anion recognition receptor, and belongs to the technical field of supramolecular chemistry molecular recognition. The structural formula of the receptor compound is as follows (as shown in the description). Through the pyrimidine receptor compound based on a neutral C-H bond, the anion recognition property can be greatly improved, and the pyrimidine receptor compound and the chloride ion can form a stable complex compound in the proportion of the pyrimidine receptor compound to the chloride ions being 1 to 1. The compound is good in selectivity, high in combining capacity and high in sensitivity, can be used for detecting and recognizing the chloride ions in biological samples or environmental samples, and has good application prospects.

'Green' synthesis of 2-substituted 6-hydroxy-[3H]-pyrimidin-4-ones and 4,6-dichloropyrimidines: Improved strategies and mechanistic study

Opitz, Andreas,Sulger, Werner,Daltrozzo, Ewald,Koch, Rainer

, p. 814 - 824 (2015/05/20)

An improved route to 2-substituted 6-hydroxy-[3H]-pyrimidin-4-ones 4 and to 2-substituted 4,6-dichloropyrimidines 5 is reported. Without using highly toxic reactants, compounds 4 can be prepared conveniently in a one pot synthesis on a one mol scale with average yields up to 80%. 4,6-Dichloropyrimidines 5, which are usually prepared in small quantities, are synthesized with average yields of 80%, using up to 80g of starting material. The mechanism of the chlorination of 4 is investigated computationally for the first time. The results suggest that the chlorination with phosphoryl chloride occurs in an alternating phosphorylation-chlorination manner (pathway 1) which is preferred over a sequence which starts with two phosphorylations. The investigated 4,6-dichloropyrimidines described herein form strong complexes with dichlorophosphoric acid but weak complexes with hydrochloric acid (generated during workup). These latter complexes explain the necessity of using aqueous sodium carbonate during the working up. In order to prevent possible formation of pyrimidinium salts between intermediates or the final dichloropyrimidines and unreacted hydroxypyrimidone, the latter could be deactivated with a strong acid such as dichlorophosphoric acid, thus allowing chlorination but prohibiting salt formation. Because of its general applicability to all nitrogen heterocycle chlorinations with phosphoryl chloride, the proposed route to dichloropyrimidines without solvent or side products, using less toxic reactants, is of general synthetic interest.

NOVEL IMMUNE SYSTEM MODULATORS

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Page/Page column 92, (2013/03/14)

The present invention relates to a compound of Formula I: or a pharmaceutically acceptable salt thereof, wherein the symbols are as defined in the specification; a pharmaceutical composition comprising the same; and a method for treating or preventing autoimmunity disease using the same.

NOVEL IMMUNE SYSTEM MODULATORS

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Page/Page column 134, (2013/02/28)

The present invention relates to a compound of Formula I: or a pharmaceutically acceptable salt thereof, wherein the symbols are as defined in the specification; a pharmaceutical composition comprising the same; and a method for treating or preventing autoimmunity disease using the same.

Design, synthesis and antifungal activities of novel strobilurin derivatives containing pyrimidine moieties

Zhang, Xiang,Gao, Yong-Xin,Liu, Hui-Jun,Guo, Bao-Yuan,Wang, Hui-Li

, p. 2627 - 2634 (2012/10/29)

Strobilurins are one of the most important classes of agricultural fungicides. To discover new strobilurin derivatives with high activity against resistant pathogens, a series of novel β-methoxyacrylate analogues were designed and synthesized by integrati

N-Substituted Glycine Derivatives: Prolyl Hydroxylase Inhibitors

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Page/Page column 8, (2008/12/06)

The invention described herein relates to certain pyrimidinedione N-substituted glycine derivatives of formula (I) which are antagonists of HIF prolyl hydroxylases and are useful for treating diseases benefiting from the inhibition of this enzyme, anemia being one example.

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