Pranoprofen - ≥99% , CAS No.52549-17-4

CAS: 52549-17-4 Cat. No.: P129299 Molecular Weight: 255.27 EC Number: 682-035-7

GRADE & PURITY ≥99%

Synonyms

DTXSID1023497 | HMS3884O16 | pranoprofen | Pranoprofenum | HMS3651G06 | 2-{5H-chromeno[2,3-b]pyridin-7-yl}propanoic acid | D01578 | SR-05000001513-1 | BDBM50286819 | F17350 | HMS2090J03 | PRANOPROFEN [WHO-DD] | Tox21_112601_1 | BRN 0889798 | AB01275517_03

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Pranoprofen is a PGE2 inhibitor with IC50 of 7.5 μM.
A non-steroidal antiinflammatory.

Specifications

Synonyms

DTXSID1023497 | HMS3884O16 | pranoprofen | Pranoprofenum | HMS3651G06 | 2-{5H-chromeno[2, 3-b]pyridin-7-yl}propanoic acid | D01578 | SR-05000001513-1 | BDBM50286819 | F17350 | HMS2090J03 | PRANOPROFEN [WHO-DD] | Tox21_112601_1 | BRN 0889798 | AB01275517_03

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

Pranoprofen is a cyclooxygenase (COX) inhibitor.

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 504750826
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504750826
• Canonical Smiles: CC(C1=CC2=C(C=C1)OC3=C(C2)C=CC=N3)C(=O)O
• IUPAC Name: 2-(5H-chromeno[2,3-b]pyridin-7-yl)propanoic acid
• InChIKey: TVQZAMVBTVNYLA-UHFFFAOYSA-N
• INCHI: 1S/C15H13NO3/c1-9(15(17)18)10-4-5-13-12(7-10)8-11-3-2-6-16-14(11)19-13/h2-7,9H,8H2,1H3,(H,17,18)
• Isomeric SMILES: CC(C1=CC2=C(C=C1)OC3=C(C2)C=CC=N3)C(=O)O
• RTECS: DJ3100950
• Molecular Weight: 255.27
• Reaxy-Rn: 889798
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=889798&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Benzopyrans
      • Subclass 1-benzopyrans
        • Level5 Chromenopyridines
          • Level6 Chromeno[2,3-b]pyridines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Benzopyrans
• Subclass: 1-benzopyrans
• Intermediate Tree Nodes: Chromenopyridines
• Direct Parent: Chromeno[2,3-b]pyridines
• Alternative Parents: Diarylethers Pyranopyridines Pyridines and derivatives Benzenoids Heteroaromatic compounds Oxacyclic compounds Monocarboxylic acids and derivatives Carboxylic acids Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Chromeno[2,3-b]pyridine - Diaryl ether - Pyranopyridine - Pyridine - Benzenoid - Heteroaromatic compound - Carboxylic acid derivative - Carboxylic acid - Ether - Monocarboxylic acid or derivatives - Azacycle - Oxacycle - Organooxygen compound - Organonitrogen compound - Carbonyl group - Organic oxygen compound - Organopnictogen compound - Organic oxide - Organic nitrogen compound - Hydrocarbon derivative - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as chromeno[2,3-b]pyridines. These are aromatic heteropolycyclic compounds containing pyridine linearly fused to the pyran moiety of a benzofuran ring system.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

F2 Tclin Thrombin (11687 Activities)

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ESR1 Tclin Estrogen receptor alpha (17718 Activities)

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PGR Tclin Progesterone receptor (8562 Activities)

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CHRM2 Tclin Muscarinic acetylcholine receptor M2 (10671 Activities)

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HTR1A Tclin Serotonin 1a (5-HT1a) receptor (14969 Activities)

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ADRA2A Tclin Alpha-2a adrenergic receptor (9450 Activities)

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AR Tclin Androgen Receptor (11781 Activities)

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CHRM1 Tclin Muscarinic acetylcholine receptor M1 (12690 Activities)

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MAOA Tclin Monoamine oxidase A (11911 Activities)

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DRD1 Tclin Dopamine D1 receptor (9720 Activities)

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ACHE Tclin Acetylcholinesterase (18204 Activities)

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PTGS1 Tclin Cyclooxygenase-1 (9233 Activities)

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SLC6A2 Tclin Norepinephrine transporter (10102 Activities)

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SLC6A4 Tclin Serotonin transporter (12625 Activities)

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ADRA1A Tclin Alpha-1a adrenergic receptor (8359 Activities)

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OPRM1 Tclin Mu opioid receptor (19785 Activities)

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DRD3 Tclin Dopamine D3 receptor (14368 Activities)

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SLC6A3 Tclin Dopamine transporter (10535 Activities)

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KCNH2 Tclin HERG (29587 Activities)

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PDE3A Tclin Phosphodiesterase 3A (3309 Activities)

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HTR2B Tclin Serotonin 2b (5-HT2b) receptor (10323 Activities)

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TBXA2R Tclin Thromboxane A2 receptor (5717 Activities)

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PDE4A Tclin Phosphodiesterase 4A (1943 Activities)

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ADORA3 Tchem Adenosine A3 receptor (15931 Activities)

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HRH3 Tclin Histamine H3 receptor (10389 Activities)

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KDR Tclin Vascular endothelial growth factor receptor 2 (20924 Activities)

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Caco-2 (12174 Activities)

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ABCC2 Tchem Canalicular multispecific organic anion transporter 1 (1191 Activities)

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ABCB11 Tchem Bile salt export pump (2311 Activities)

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EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)

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ABCC3 Tbio Canalicular multispecific organic anion transporter 2 (718 Activities)

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TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

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ABCC4 Tchem Multidrug resistance-associated protein 4 (785 Activities)

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Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)

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Plasmodium falciparum (966862 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

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SARS-CoV-2 (38078 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMSO: 20 mg/mL, clear
• Sensitivity: Heat sensitive
• Melt Point(°C): 181-183°C
• Molecular Weight: 255.270 g/mol
• XLogP3: 2.700
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 255.09 Da
• Monoisotopic Mass: 255.09 Da
• Topological Polar Surface Area: 59.400 Ų
• Heavy Atom Count: 19
• Formal Charge: 0
• Complexity: 346.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Jiayi Sun, Jinna Dai, Xingqi Wang, Hong Shang.  (2023)  Chiral LC-MS/MS method development for the enhanced separation and determination of pranoprofen enantiomers and its application to a stereoselective pharmacokinetic study.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2023.109523]