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5-Hydroxy-4-oxo-4H-pyran-2-carboxylic acid is an organic compound characterized by its unique chemical structure, which features a pyran ring with a carboxylic acid group and a hydroxyl group. This molecule is known for its potential applications in various fields due to its chemical properties and reactivity.

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  • 499-78-5 Structure
  • Basic information

    1. Product Name: 5-hydroxy-4-oxo-4H-pyran-2-carboxylic acid
    2. Synonyms: 2-Carboxy-5-hydroxy-4-pyrone, Comenic acid;Comenic acid;5-hydroxy-4-pyrone-2-carboxylic acid;5-hydroxy-4-keto-pyran-2-carboxylic acid;5-hydroxy-4-oxo-pyran-2-carboxylic acid;5-hydroxy-4-oxopyran-2-carboxylic acid;5-hydroxy-4-oxo-4H-pyran-2-carboxylic acid(SALTDATA: FREE);5-Hydroxy-4-oxo-
    3. CAS NO:499-78-5
    4. Molecular Formula: C6H4O5
    5. Molecular Weight: 156.0
    6. EINECS: 207-891-7
    7. Product Categories: API intermediates;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
    8. Mol File: 499-78-5.mol
  • Chemical Properties

    1. Melting Point: 284-294 °C
    2. Boiling Point: 240.29°C (rough estimate)
    3. Flash Point: 187.7 °C
    4. Appearance: /
    5. Density: 1.5720 (rough estimate)
    6. Vapor Pressure: 7.71E-09mmHg at 25°C
    7. Refractive Index: 1.6400 (estimate)
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. Water Solubility: 5.1g/L(25 oC)
    11. CAS DataBase Reference: 5-hydroxy-4-oxo-4H-pyran-2-carboxylic acid(CAS DataBase Reference)
    12. NIST Chemistry Reference: 5-hydroxy-4-oxo-4H-pyran-2-carboxylic acid(499-78-5)
    13. EPA Substance Registry System: 5-hydroxy-4-oxo-4H-pyran-2-carboxylic acid(499-78-5)
  • Safety Data

    1. Hazard Codes: Xn
    2. Statements: 22
    3. Safety Statements: N/A
    4. WGK Germany: 3
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 499-78-5(Hazardous Substances Data)

499-78-5 Usage

Uses

Used in Pharmaceutical Industry:
5-Hydroxy-4-oxo-4H-pyran-2-carboxylic acid is used as a building block for the synthesis of complex organic molecules, particularly in the pharmaceutical industry. Its unique structure allows it to be a key component in the development of new drugs with specific therapeutic properties.
Used in Regenerative Medicine:
In the field of regenerative medicine, 5-hydroxy-4-oxo-4H-pyran-2-carboxylic acid is used as an active ingredient in anti-inflammatory compositions. Its incorporation into these compositions aids in reducing inflammation and promoting tissue repair and regeneration.
Used in Chemical Synthesis:
5-Hydroxy-4-oxo-4H-pyran-2-carboxylic acid serves as a valuable building block for an intramolecular olefin-α-pyrone cycloaddition, which is a crucial step in providing the colchicine ring skeleton. This skeleton is essential for the synthesis of colchicine, a naturally occurring alkaloid with significant medicinal properties.

Check Digit Verification of cas no

The CAS Registry Mumber 499-78-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 4,9 and 9 respectively; the second part has 2 digits, 7 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 499-78:
(5*4)+(4*9)+(3*9)+(2*7)+(1*8)=105
105 % 10 = 5
So 499-78-5 is a valid CAS Registry Number.
InChI:InChI=1/C6H4O5/c7-3-1-5(6(9)10)11-2-4(3)8/h1-2,8H,(H,9,10)

499-78-5 Well-known Company Product Price

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  • (Code)Product description
  • CAS number
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  • Aldrich

  • (681970)  5-Hydroxy-4-oxo-4H-pyran-2-carboxylicacid  97%

  • 499-78-5

  • 681970-1G

  • 2,211.30CNY

  • Detail
  • Aldrich

  • (681970)  5-Hydroxy-4-oxo-4H-pyran-2-carboxylicacid  97%

  • 499-78-5

  • 681970-5G

  • 7,920.90CNY

  • Detail

499-78-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 5-hydroxy-4-oxopyran-2-carboxylic acid

1.2 Other means of identification

Product number -
Other names 2-Carboxy-5-hydroxy-4-pyrone

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:499-78-5 SDS

499-78-5Relevant articles and documents

Design, synthesis and biological evaluation of novel DNA gyrase inhibitors and their siderophore mimic conjugates

Baran?oková, Michaela,Cruz, Cristina D.,Ila?, Janez,Kikelj, Danijel,Lamut, Andra?,Ma?i?, Lucija Peterlin,Skok, ?iga,Tammela, P?ivi,Toma?i?, Tihomir,Zega, Anamarija,Zidar, Nace

, (2020/01/08)

Bacterial DNA gyrase is an important target for the development of novel antibacterial drugs, which are urgently needed because of high level of antibiotic resistance worldwide. We designed and synthesized new 4,5,6,7-tetrahydrobenzo[d]thiazole-based DNA gyrase B inhibitors and their conjugates with siderophore mimics, which were introduced to increase the uptake of inhibitors into the bacterial cytoplasm. The most potent conjugate 34 had an IC50 of 58 nM against Escherichia coli DNA gyrase and displayed MIC of 14 μg/mL against E. coli ΔtolC strain. Only minor improvements in the antibacterial activities against wild-type E. coli in low-iron conditions were seen for DNA gyrase inhibitor – siderophore mimic conjugates.

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