52549-17-4,MFCD00866111
Catalog No.:AA00I9BR

52549-17-4 | 2-{5H-chromeno[2,3-b]pyridin-7-yl}propanoic acid

Pack Size
Purity
Availability
Price(USD)
Quantity
  
1mg
98%
in stock  
$7.00   $5.00
- +
25mg
98%
in stock  
$12.00   $8.00
- +
1g
98%
in stock  
$107.00   $75.00
- +
5g
98%
in stock  
$234.00   $164.00
- +
10g
98%
in stock  
$421.00   $295.00
- +
25g
98%
in stock  
$900.00 $630.00
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA00I9BR
Chemical Name:
2-{5H-chromeno[2,3-b]pyridin-7-yl}propanoic acid
CAS Number:
52549-17-4
Molecular Formula:
C15H13NO3
Molecular Weight:
255.2686
MDL Number:
MFCD00866111
SMILES:
OC(=O)C(c1ccc2c(c1)Cc1c(O2)nccc1)C
NSC Number:
759832
Properties
Properties
 
BP:
465.7°C at 760 mmHg  
Form:
Solid  
MP:
186-188°C  
Storage:
Keep in dry area;-20 ℃;  

Computed Properties
 
Complexity:
346  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
19  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0  
Rotatable Bond Count:
2  
Undefined Atom Stereocenter Count:
1  
Undefined Bond Stereocenter Count:
0  
XLogP3:
2.7  

Synonyms
 
  
Downstream Synthesis Route
7-(1-bromoethyl)-5H-1-benzopyrano2,3-bpyridine 
  144-55-8    52549-17-4 

[1]CurrentPatentAssignee:MITSUBISHICHEMICALHOLDINGSCORPORATION-US3931205,1976,A

[1]CurrentPatentAssignee:MITSUBISHICHEMICALHOLDINGSCORPORATION-US3931205,1976,A

2-(5H-1benzopyrano2,3-bpyridin-7-yl)propionaldehyde 
  52549-17-4 

[1]CurrentPatentAssignee:MITSUBISHICHEMICALHOLDINGSCORPORATION-US3931205,1976,A

Literature

Title: Assessing the cardiovascular risk between celecoxib and nonselective nonsteroidal antiinflammatory drugs in patients with rheumatoid arthritis and osteoarthritis.

Journal: Circulation journal : official journal of the Japanese Circulation Society 20140101

Title: The effect of topical pranoprofen 0.1% on the clinical evaluation and conjunctival HLA-DR expression in dry eyes.

Journal: Cornea 20121101

Title: Chronic pelvic pain syndrome and semen quality of Korean men in their fourth decade.

Journal: Journal of andrology 20120101

Title: [Therapeutic effects of Pyranoprofen on the mouse dry eye induced by topical medication of Benzalkonium Chloride].

Journal: [Zhonghua yan ke za zhi] Chinese journal of ophthalmology 20120101

Title: Biosynthesis and stereoselective analysis of (-)- and (+)-zaltoprofen glucuronide in rat hepatic microsomes and its application to the kinetic analysis.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20110815

Title: Zaltoprofen inhibits bradykinin-mediated enhancement of glutamate receptor activity in substantia gelatinosa neurons.

Journal: Anesthesia and analgesia 20110801

Title: Zaltoprofen, a noninferior alternative to diclofenac for the treatment of primary knee osteoarthritis -- a comparative evaluation of efficacy and safety in a 4-week, multicentric, randomized, double-blind, double-dummy trial.

Journal: Expert opinion on pharmacotherapy 20110501

Title: Antipyretic and analgesic effects of zaltoprofen for the treatment of acute upper respiratory tract infection: verification of a noninferiority hypothesis using loxoprofen sodium.

Journal: Pharmacology 20110101

Title: Different cellular effects of four anti-inflammatory eye drops on human corneal epithelial cells: independent in active components.

Journal: Molecular vision 20110101

Title: Enantiomeric composition analysis of pranoprofen in equine plasma and urine by chiral liquid chromatography-tandem mass spectrometry in selected reaction monitoring mode.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20101201

Title: Development of a list of potentially inappropriate drugs for the korean elderly using the delphi method.

Journal: Healthcare informatics research 20101201

Title: Cytotoxicity of topical medications used for infection and inflammation control after cataract surgery in cultured corneal endothelial cells.

Journal: Biocontrol science 20100901

Title: [Preparation of sustained-release capsules of zaltoprofen].

Journal: Sichuan da xue xue bao. Yi xue ban = Journal of Sichuan University. Medical science edition 20100101

Title: Cytotoxicity of five fluoroquinolone and two nonsteroidal anti-inflammatory benzalkonium chloride-free ophthalmic solutions in four corneoconjunctival cell lines.

Journal: Clinical ophthalmology (Auckland, N.Z.) 20100101

Title: Enhanced transdermal absorption and pharmacokinetic evaluation of pranoprofen-ethylene-vinyl acetate matrix containing penetration enhancer in rats.

Journal: Archives of pharmacal research 20090501

Title: Cyclooxygenase (COX)-inhibiting drug reduces HSV-1 reactivation in the mouse eye model.

Journal: Current eye research 20090301

Title: Effect of pranoprofen on endoplasmic reticulum stress in the primary cultured glial cells.

Journal: Neurochemistry international 20090101

Title: Management of ocular inflammation and pain following cataract surgery: focus on bromfenac ophthalmic solution.

Journal: Clinical ophthalmology (Auckland, N.Z.) 20090101

Title: Collagen cross-linking with riboflavin and ultraviolet-A light in keratoconus: One-year results.

Journal: Oman journal of ophthalmology 20090101

Title: Evaluation of the interaction between nonsteroidal anti-inflammatory drugs and methotrexate using human organic anion transporter 3-transfected cells.

Journal: European journal of pharmacology 20081031

Title: Topical ocular delivery of NSAIDs.

Journal: The AAPS journal 20080601

Title: Controlled release of pranoprofen from the ethylene-vinyl acetate matrix using plasticizer.

Journal: Drug development and industrial pharmacy 20070701

Title: Topical pranoprofen 0.1% is as effective anti-inflammatory and analgesic agent as diclofenac sodium 0.1% after strabismus surgery.

Journal: Journal of ocular pharmacology and therapeutics : the official journal of the Association for Ocular Pharmacology and Therapeutics 20070601

Title: A variant of thyrotoxicosis associated with chronic thyroiditis characterized by prolonged fever, absence of anti-thyroidal antibodies, and favorable response to naproxen.

Journal: The American journal of the medical sciences 20070501

Title: Preparation and evaluation of pranoprofen gel for percutaneous administration.

Journal: Drug development and industrial pharmacy 20070101

Title: Gastrointestinal disorders in anaphylaxis.

Journal: Internal medicine (Tokyo, Japan) 20070101

Title: Enhanced transdermal delivery of pranoprofen from the bioadhesive gels.

Journal: Archives of pharmacal research 20061001

Title: NSAID zaltoprofen possesses novel anti-nociceptive mechanism through blockage of B2-type bradykinin receptor in nerve endings.

Journal: Neuroscience letters 20060424

Title: Zaltoprofen, a non-steroidal anti-inflammatory drug, inhibits bradykinin-induced pain responses without blocking bradykinin receptors.

Journal: Neuroscience research 20060401

Title: [Tissue culture of bovine lens as an in vitro model for posterior capsule opacification and the effects of pranoprofen on the cell confluence].

Journal: [Zhonghua yan ke za zhi] Chinese journal of ophthalmology 20060101

Title: Determination of zaltoprofen in human plasma by liquid chromatography with electrospray tandem mass spectrometry: Application to a pharmacokinetic study.

Journal: Rapid communications in mass spectrometry : RCM 20060101

Title: Zaltoprofen inhibits bradykinin-induced responses by blocking the activation of second messenger signaling cascades in rat dorsal root ganglion cells.

Journal: Neuropharmacology 20050601

Title: Preemptive analgesia by zaltoprofen that inhibits bradykinin action and cyclooxygenase in a post-operative pain model.

Journal: Neuroscience research 20050401

Title: Effects of nonsteroidal anti-inflammatory drugs on experimental allergic conjunctivitis in Guinea pigs.

Journal: Journal of ocular pharmacology and therapeutics : the official journal of the Association for Ocular Pharmacology and Therapeutics 20031201

Title: Capillary electrophoresis with laser induced-fluorescence detection of profens derivatized with the water-soluble fluorogenic reagent 4-N-(4-N'-aminoethyl)piperazino-7-nitro-2,1,3-benzoxadiazole.

Journal: Journal of chromatography. A 20030905

Title: Triphasic waves detected during recovery from lithium intoxication.

Journal: Internal medicine (Tokyo, Japan) 20030901

Title: Thin layer chromatographic resolution of some 2-arylpropionic acid enantiomers using L-(-)-serine, L-(-)-threonine and a mixture of L-(-)-serine and L-(-)-threonine-impregnated silica gel as stationary phases.

Journal: Biomedical chromatography : BMC 20030701

Title: Enantiospecific disposition of pranoprofen in beagle dogs and rats.

Journal: Chirality 20030505

Title: Probenecid-induced changes in the clearance of pranoprofen enantiomers.

Journal: Chirality 20030505

Title: Effects of topical corticosteroids and nonsteroidal anti-inflammatory drugs on prostaglandin e2-induced aqueous flare elevation in pigmented rabbits.

Journal: Ophthalmic research 20030101

Title: Involvement of CYP2C9 and UGT2B7 in the metabolism of zaltoprofen, a nonsteroidal anti-inflammatory drug, and its lack of clinically significant CYP inhibition potential.

Journal: British journal of clinical pharmacology 20020901

Title: Nonsteroidal anti-inflammatory drugs induce apoptosis in association with activation of peroxisome proliferator-activated receptor gamma in rheumatoid synovial cells.

Journal: The Journal of pharmacology and experimental therapeutics 20020701

Title: Effects of topical anti-inflammatory and antiallergic eyedrops on prostaglandin E2-induced aqueous flare elevation in pigmented rabbits.

Journal: Archives of ophthalmology (Chicago, Ill. : 1960) 20020701

Title: NSAID zaltoprofen improves the decrease in body weight in rodent sickness behavior models: proposed new applications of NSAIDs (Review).

Journal: International journal of molecular medicine 20020401

Title: In vitro and in vivo properties of recombinant human serum albumin from Pichia pastoris purified by a method of short processing time.

Journal: Pharmaceutical research 20011201

Title: [A case of nonsteroidal anti-inflammatory drugs (NSAIDs) induced colitis].

Journal: Nihon Shokakibyo Gakkai zasshi = The Japanese journal of gastro-enterology 20010901

Title: Zaltoprofen prevents carbon tetrachloride-induced reduction of body weight in rats.

Journal: International journal of molecular medicine 20010101

Title: Reactive oxygen species are involved in the apoptosis induced by nonsteroidal anti-inflammatory drugs in cultured gastric cells.

Journal: European journal of pharmacology 19991103

Title: Interaction between enoxacin, a new antimicrobial, and nimesulide, a new non-steroidal anti-inflammatory agent in mice.

Journal: Inflammation research : official journal of the European Histamine Research Society ... [et al.] 19960801

Title: Toru Hosoi, et al. Effect of pranoprofen on endoplasmic reticulum stress in the primary cultured glial cells. Neurochem Int. 2009 Jan;54(1):1-6.

Title: Minting Chen, et al. The Therapeutic Effects and Possible Mechanism of Pranoprofen in Mouse Model of Corneal Alkali Burns. J Ophthalmol. 2020 Apr 6;2020:7485912.

Title: Xiaoli Wu,et al. Rescuing Dicer expression in inflamed colon tissues alleviates colitis and prevents colitis-associated tumorigenesis. Theranostics. 2020 Apr 27;10(13):5749-5762.

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SDS
Tags:52549-17-4 Molecular Formula|52549-17-4 MDL|52549-17-4 SMILES|52549-17-4 2-{5H-chromeno[2,3-b]pyridin-7-yl}propanoic acid
Catalog No.: AA00I9BR
52549-17-4,MFCD00866111
52549-17-4 | 2-{5H-chromeno[2,3-b]pyridin-7-yl}propanoic acid
Pack Size: 1mg
Purity: 98%
in stock
$7.00 $5.00
Pack Size: 25mg
Purity: 98%
in stock
$12.00 $8.00
Pack Size: 1g
Purity: 98%
in stock
$107.00 $75.00
Pack Size: 5g
Purity: 98%
in stock
$234.00 $164.00
Pack Size: 10g
Purity: 98%
in stock
$421.00 $295.00
Pack Size: 25g
Purity: 98%
in stock
$900.00 $630.00
Quantity
- +
Add to Card
Order Now
bulk Quotation Request
Technical Information
Catalog Number: AA00I9BR
Chemical Name: 2-{5H-chromeno[2,3-b]pyridin-7-yl}propanoic acid
CAS Number: 52549-17-4
Molecular Formula: C15H13NO3
Molecular Weight: 255.2686
MDL Number: MFCD00866111
SMILES: OC(=O)C(c1ccc2c(c1)Cc1c(O2)nccc1)C
NSC Number: 759832
Properties
BP: 465.7°C at 760 mmHg  
Form: Solid  
MP: 186-188°C  
Storage: Keep in dry area;-20 ℃;  
Complexity: 346  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 0  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 19  
Hydrogen Bond Acceptor Count: 4  
Hydrogen Bond Donor Count: 1  
Isotope Atom Count: 0  
Rotatable Bond Count: 2  
Undefined Atom Stereocenter Count: 1  
Undefined Bond Stereocenter Count: 0  
XLogP3: 2.7  
104:   
Downstream Synthesis Route
7-(1-bromoethyl)-5H-1-benzopyrano2,3-bpyridine 
  144-55-8    52549-17-4 

[1]CurrentPatentAssignee:MITSUBISHICHEMICALHOLDINGSCORPORATION-US3931205,1976,A

52549-19-6    52549-17-4 

[1]CurrentPatentAssignee:MITSUBISHICHEMICALHOLDINGSCORPORATION-US3931205,1976,A

2-(5H-1benzopyrano2,3-bpyridin-7-yl)propionaldehyde 
  52549-17-4 

[1]CurrentPatentAssignee:MITSUBISHICHEMICALHOLDINGSCORPORATION-US3931205,1976,A

Literature fold

Title: Assessing the cardiovascular risk between celecoxib and nonselective nonsteroidal antiinflammatory drugs in patients with rheumatoid arthritis and osteoarthritis.

Journal: Circulation journal : official journal of the Japanese Circulation Society20140101

Title: The effect of topical pranoprofen 0.1% on the clinical evaluation and conjunctival HLA-DR expression in dry eyes.

Journal: Cornea20121101

Title: Chronic pelvic pain syndrome and semen quality of Korean men in their fourth decade.

Journal: Journal of andrology20120101

Title: [Therapeutic effects of Pyranoprofen on the mouse dry eye induced by topical medication of Benzalkonium Chloride].

Journal: [Zhonghua yan ke za zhi] Chinese journal of ophthalmology20120101

Title: Biosynthesis and stereoselective analysis of (-)- and (+)-zaltoprofen glucuronide in rat hepatic microsomes and its application to the kinetic analysis.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences20110815

Title: Zaltoprofen inhibits bradykinin-mediated enhancement of glutamate receptor activity in substantia gelatinosa neurons.

Journal: Anesthesia and analgesia20110801

Title: Zaltoprofen, a noninferior alternative to diclofenac for the treatment of primary knee osteoarthritis -- a comparative evaluation of efficacy and safety in a 4-week, multicentric, randomized, double-blind, double-dummy trial.

Journal: Expert opinion on pharmacotherapy20110501

Title: Antipyretic and analgesic effects of zaltoprofen for the treatment of acute upper respiratory tract infection: verification of a noninferiority hypothesis using loxoprofen sodium.

Journal: Pharmacology20110101

Title: Different cellular effects of four anti-inflammatory eye drops on human corneal epithelial cells: independent in active components.

Journal: Molecular vision20110101

Title: Enantiomeric composition analysis of pranoprofen in equine plasma and urine by chiral liquid chromatography-tandem mass spectrometry in selected reaction monitoring mode.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences20101201

Title: Development of a list of potentially inappropriate drugs for the korean elderly using the delphi method.

Journal: Healthcare informatics research20101201

Title: Cytotoxicity of topical medications used for infection and inflammation control after cataract surgery in cultured corneal endothelial cells.

Journal: Biocontrol science20100901

Title: [Preparation of sustained-release capsules of zaltoprofen].

Journal: Sichuan da xue xue bao. Yi xue ban = Journal of Sichuan University. Medical science edition20100101

Title: Cytotoxicity of five fluoroquinolone and two nonsteroidal anti-inflammatory benzalkonium chloride-free ophthalmic solutions in four corneoconjunctival cell lines.

Journal: Clinical ophthalmology (Auckland, N.Z.)20100101

Title: Enhanced transdermal absorption and pharmacokinetic evaluation of pranoprofen-ethylene-vinyl acetate matrix containing penetration enhancer in rats.

Journal: Archives of pharmacal research20090501

Title: Cyclooxygenase (COX)-inhibiting drug reduces HSV-1 reactivation in the mouse eye model.

Journal: Current eye research20090301

Title: Effect of pranoprofen on endoplasmic reticulum stress in the primary cultured glial cells.

Journal: Neurochemistry international20090101

Title: Management of ocular inflammation and pain following cataract surgery: focus on bromfenac ophthalmic solution.

Journal: Clinical ophthalmology (Auckland, N.Z.)20090101

Title: Collagen cross-linking with riboflavin and ultraviolet-A light in keratoconus: One-year results.

Journal: Oman journal of ophthalmology20090101

Title: Evaluation of the interaction between nonsteroidal anti-inflammatory drugs and methotrexate using human organic anion transporter 3-transfected cells.

Journal: European journal of pharmacology20081031

Title: Topical ocular delivery of NSAIDs.

Journal: The AAPS journal20080601

Title: Controlled release of pranoprofen from the ethylene-vinyl acetate matrix using plasticizer.

Journal: Drug development and industrial pharmacy20070701

Title: Topical pranoprofen 0.1% is as effective anti-inflammatory and analgesic agent as diclofenac sodium 0.1% after strabismus surgery.

Journal: Journal of ocular pharmacology and therapeutics : the official journal of the Association for Ocular Pharmacology and Therapeutics20070601

Title: A variant of thyrotoxicosis associated with chronic thyroiditis characterized by prolonged fever, absence of anti-thyroidal antibodies, and favorable response to naproxen.

Journal: The American journal of the medical sciences20070501

Title: Preparation and evaluation of pranoprofen gel for percutaneous administration.

Journal: Drug development and industrial pharmacy20070101

Title: Gastrointestinal disorders in anaphylaxis.

Journal: Internal medicine (Tokyo, Japan)20070101

Title: Enhanced transdermal delivery of pranoprofen from the bioadhesive gels.

Journal: Archives of pharmacal research20061001

Title: NSAID zaltoprofen possesses novel anti-nociceptive mechanism through blockage of B2-type bradykinin receptor in nerve endings.

Journal: Neuroscience letters20060424

Title: Zaltoprofen, a non-steroidal anti-inflammatory drug, inhibits bradykinin-induced pain responses without blocking bradykinin receptors.

Journal: Neuroscience research20060401

Title: [Tissue culture of bovine lens as an in vitro model for posterior capsule opacification and the effects of pranoprofen on the cell confluence].

Journal: [Zhonghua yan ke za zhi] Chinese journal of ophthalmology20060101

Title: Determination of zaltoprofen in human plasma by liquid chromatography with electrospray tandem mass spectrometry: Application to a pharmacokinetic study.

Journal: Rapid communications in mass spectrometry : RCM20060101

Title: Zaltoprofen inhibits bradykinin-induced responses by blocking the activation of second messenger signaling cascades in rat dorsal root ganglion cells.

Journal: Neuropharmacology20050601

Title: Preemptive analgesia by zaltoprofen that inhibits bradykinin action and cyclooxygenase in a post-operative pain model.

Journal: Neuroscience research20050401

Title: Effects of nonsteroidal anti-inflammatory drugs on experimental allergic conjunctivitis in Guinea pigs.

Journal: Journal of ocular pharmacology and therapeutics : the official journal of the Association for Ocular Pharmacology and Therapeutics20031201

Title: Capillary electrophoresis with laser induced-fluorescence detection of profens derivatized with the water-soluble fluorogenic reagent 4-N-(4-N'-aminoethyl)piperazino-7-nitro-2,1,3-benzoxadiazole.

Journal: Journal of chromatography. A20030905

Title: Triphasic waves detected during recovery from lithium intoxication.

Journal: Internal medicine (Tokyo, Japan)20030901

Title: Thin layer chromatographic resolution of some 2-arylpropionic acid enantiomers using L-(-)-serine, L-(-)-threonine and a mixture of L-(-)-serine and L-(-)-threonine-impregnated silica gel as stationary phases.

Journal: Biomedical chromatography : BMC20030701

Title: Enantiospecific disposition of pranoprofen in beagle dogs and rats.

Journal: Chirality20030505

Title: Probenecid-induced changes in the clearance of pranoprofen enantiomers.

Journal: Chirality20030505

Title: Effects of topical corticosteroids and nonsteroidal anti-inflammatory drugs on prostaglandin e2-induced aqueous flare elevation in pigmented rabbits.

Journal: Ophthalmic research20030101

Title: Involvement of CYP2C9 and UGT2B7 in the metabolism of zaltoprofen, a nonsteroidal anti-inflammatory drug, and its lack of clinically significant CYP inhibition potential.

Journal: British journal of clinical pharmacology20020901

Title: Nonsteroidal anti-inflammatory drugs induce apoptosis in association with activation of peroxisome proliferator-activated receptor gamma in rheumatoid synovial cells.

Journal: The Journal of pharmacology and experimental therapeutics20020701

Title: Effects of topical anti-inflammatory and antiallergic eyedrops on prostaglandin E2-induced aqueous flare elevation in pigmented rabbits.

Journal: Archives of ophthalmology (Chicago, Ill. : 1960)20020701

Title: NSAID zaltoprofen improves the decrease in body weight in rodent sickness behavior models: proposed new applications of NSAIDs (Review).

Journal: International journal of molecular medicine20020401

Title: In vitro and in vivo properties of recombinant human serum albumin from Pichia pastoris purified by a method of short processing time.

Journal: Pharmaceutical research20011201

Title: [A case of nonsteroidal anti-inflammatory drugs (NSAIDs) induced colitis].

Journal: Nihon Shokakibyo Gakkai zasshi = The Japanese journal of gastro-enterology20010901

Title: Zaltoprofen prevents carbon tetrachloride-induced reduction of body weight in rats.

Journal: International journal of molecular medicine20010101

Title: Reactive oxygen species are involved in the apoptosis induced by nonsteroidal anti-inflammatory drugs in cultured gastric cells.

Journal: European journal of pharmacology19991103

Title: Interaction between enoxacin, a new antimicrobial, and nimesulide, a new non-steroidal anti-inflammatory agent in mice.

Journal: Inflammation research : official journal of the European Histamine Research Society ... [et al.]19960801

Title: Toru Hosoi, et al. Effect of pranoprofen on endoplasmic reticulum stress in the primary cultured glial cells. Neurochem Int. 2009 Jan;54(1):1-6.

Title: Minting Chen, et al. The Therapeutic Effects and Possible Mechanism of Pranoprofen in Mouse Model of Corneal Alkali Burns. J Ophthalmol. 2020 Apr 6;2020:7485912.

Title: Xiaoli Wu,et al. Rescuing Dicer expression in inflamed colon tissues alleviates colitis and prevents colitis-associated tumorigenesis. Theranostics. 2020 Apr 27;10(13):5749-5762.

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