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53716-49-7,MFCD00079028
Catalog No.:AA00I9IA

53716-49-7 | 2-(6-chloro-9H-carbazol-2-yl)propanoic acid

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1g
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$19.00   $14.00
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5g
98%
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$79.00   $55.00
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10g
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$120.00   $84.00
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25g
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00I9IA
Chemical Name:
2-(6-chloro-9H-carbazol-2-yl)propanoic acid
CAS Number:
53716-49-7
Molecular Formula:
C15H12ClNO2
Molecular Weight:
273.7143
MDL Number:
MFCD00079028
SMILES:
OC(=O)C(c1ccc2c(c1)[nH]c1c2cc(cc1)Cl)C
Properties
Computed Properties
 
Complexity:
362  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
19  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
2  
Undefined Atom Stereocenter Count:
1  
XLogP3:
4  

Downstream Synthesis Route
3886-69-9    53716-49-7   
(S,R)-N-(2-phenethyl)-α-methyl(6-chloro-9H-carbazol-2-yl)acetamide 
 
(R,R)-N-(2-phenethyl)-α-methyl(6-chloro-9H-carbazol-2-yl)acetamide 

[1]JournalofPharmaceuticalSciences,1981,vol.70,p.1207-1212

[1]JournalofMedicinalChemistry,2012,vol.55,p.8807-8826,20

[2]AngewandteChemie-InternationalEdition,2014,vol.53,p.3505-3509    Angew.Chem.,2014,vol.53,p.3573-3577,5

[3]OrganicProcessResearchandDevelopment,2019,vol.23,p.891-899

[4]BioorganicandMedicinalChemistryLetters,2006,vol.16,p.2219-2223

[5]ChemMedChem,2012,vol.7,p.1905-1908

[6]JournalofHeterocyclicChemistry,2018,vol.55,p.1765-1774

[1]JournalofMedicinalChemistry,2006,vol.49,p.7588-7591

[2]JournalofMedicinalChemistry,2012,vol.55,p.8807-8826,20

[3]BioorganicandMedicinalChemistry,2011,vol.19,p.4903-4909

127-09-3    53716-49-7   
diethylaminoethyl6-chloro-α-methyl-9H-carbazole-2-acetateacetate 

[1]Patent:WO2008/20270,2008,A1.Locationinpatent:Page/Pagecolumn31-32

53716-49-7   
BSc3041 

[1]JournalofMedicinalChemistry,2006,vol.49,p.7588-7591

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Title: Effects of preoperative administration of carprofen on renal function and hemostasis in dogs undergoing surgery for fracture repair.

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Title: Comparison of carprofen and meloxicam for 72 hours following ovariohysterectomy in dogs.

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Title: Anti-nociceptive efficacy of carprofen, levomethadone and buprenorphine for pain relief in cats following major orthopaedic surgery.

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Title: Neutrophilic dermatitis and immune-mediated haematological disorders in a dog: suspected adverse reaction to carprofen.

Journal: The Journal of small animal practice 20050501

Title: In vivo effects of carprofen, deracoxib, and etodolac on prostanoid production in blood, gastric mucosa, and synovial fluid in dogs with chronic osteoarthritis.

Journal: American journal of veterinary research 20050501

Title: Development of in vitro assays for the evaluation of cyclooxygenase inhibitors and predicting selectivity of nonsteroidal anti-inflammatory drugs in cats.

Journal: American journal of veterinary research 20050401

Title: Detrimental effects of 17beta-oestradiol after permanent middle cerebral artery occlusion.

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Title: Effects of non-steroidal anti-inflammatory drugs on pain-related behaviour in a model of articular pain in the domestic fowl.

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Title: Comparison of the analgesic effects of meloxicam and carprofen administered preoperatively to dogs undergoing orthopaedic surgery.

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Title: Behaviour-based assessment of the duration of laparotomy-induced abdominal pain and the analgesic effects of carprofen and buprenorphine in rats.

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Title: Pharmacokinetics of R(-) and S(+) carprofen after administration of racemic carprofen in donkeys and horses.

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Title: Clinical efficacy of carprofen as an adjunct to the antibacterial treatment of bovine respiratory disease.

Journal: Journal of veterinary pharmacology and therapeutics 20041001

Title: Effect of meloxicam and carprofen on renal function when administered to healthy dogs prior to anesthesia and painful stimulation.

Journal: American journal of veterinary research 20041001

Title: Human serum albumin-mediated stereodifferentiation in the triplet state behavior of (S)- and (R)-carprofen.

Journal: Journal of the American Chemical Society 20040811

Title: Behavioural assessment of the effects of tumour growth in rats and the influence of the analgesics carprofen and meloxicam.

Journal: Laboratory animals 20040701

Title: Comparison of preoperative carprofen and postoperative butorphanol as postsurgical analgesics in cats undergoing ovariohysterectomy.

Journal: Veterinary anaesthesia and analgesia 20040701

Title: Determination of expression of cyclooxygenase-1 and -2 isozymes in canine tissues and their differential sensitivity to nonsteroidal anti-inflammatory drugs.

Journal: American journal of veterinary research 20040601

Title: In vitro effects and in vivo efficacy of a novel cyclooxygenase-2 inhibitor in dogs with experimentally induced synovitis.

Journal: American journal of veterinary research 20040401

Title: Pharmacological characterisation of acid-induced muscle allodynia in rats.

Journal: European journal of pharmacology 20040308

Title: Influence of feeding and analytical method on the bioequivalence of a racemic drug undergoing enantioselective enterohepatic recycling.

Journal: Journal of pharmaceutical sciences 20040301

Title: Assessing the efficacy of perioperative oral carprofen after cranial cruciate surgery using noninvasive, objective pressure platform gait analysis.

Journal: Veterinary surgery : VS 20040101

Title: Effect of carprofen, etodolac, meloxicam, or butorphanol in dogs with induced acute synovitis.

Journal: American journal of veterinary research 20031101

Title: Effects of postoperative administration of ketoprofen or carprofen on short- and long-term results of femoral head and neck excision in dogs.

Journal: Journal of the American Veterinary Medical Association 20031001

Title: Enantioselective pharmacokinetics and cyclo-oxygenase inhibition of carprofen and carprofen enantiomers in sheep.

Journal: Journal of veterinary pharmacology and therapeutics 20031001

Title: Brush-type chiral stationary phase for enantioseparation of acidic compounds. Optimization of chiral capillary electrochromatographic parameters.

Journal: Journal of chromatography. A 20030711

Title: The steady-state pharmacokinetics and bioequivalence of carprofen administered orally and subcutaneously in dogs.

Journal: Journal of veterinary pharmacology and therapeutics 20030601

Title: Effects of oral administration of meloxicam, carprofen, and a nutraceutical on thyroid function in dogs with osteoarthritis.

Journal: The Canadian veterinary journal = La revue veterinaire canadienne 20030601

Title: Detection and identification of carprofen and its in vivo metabolites in greyhound urine by capillary gas chromatography-mass spectrometry.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20030525

Title: Preliminary study of joint disease in poultry by the analysis of synovial fluid.

Journal: The Veterinary record 20030503

Title: Safety of Cartrophen Vet in the dog: review of adverse reaction reports in the UK.

Journal: The Journal of small animal practice 20030501

Title: Photolysis of NSAIDs. I. photodegradation products of carprofen determined by LC-ESI-MS.

Journal: Journal of chromatographic science 20030401

Title: Clinical efficacy of flunixin, carprofen and ketoprofen as adjuncts to the antibacterial treatment of bovine respiratory disease.

Journal: The Veterinary record 20030329

Title: Clinical evaluation of a nutraceutical, carprofen and meloxicam for the treatment of dogs with osteoarthritis.

Journal: The Veterinary record 20030315

Title: Evaluation of the ability of carprofen and flunixin meglumine to inhibit activation of nuclear factor kappa B.

Journal: American journal of veterinary research 20030201

Title: In vitro stereoselective covalent binding of carprofen glucuronides to human serum albumin: characterization of the mechanism.

Journal: Likars'ka sprava 20030101

Title: Evaluation of a short duration behaviour-based post-operative pain scoring system in rats.

Journal: European journal of pain (London, England) 20030101

Title: Fecal alpha1-proteinase inhibitor concentration in dogs receiving long-term nonsteroidal anti-inflammatory drug therapy.

Journal: Veterinary clinical pathology 20030101

Title: In vitro studies on DNA-photosensitization by different drug stereoisomers.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20030101

Title: Pharmacodynamics and enantioselective pharmacokinetics of racemic carprofen in the horse.

Journal: Journal of veterinary pharmacology and therapeutics 20021201

Title: Chlamydia pneumoniae antigens facilitate experimental aortic dilatation: prevention with azithromycin.

Journal: Journal of vascular surgery 20021101

Title: Effects of carprofen and dexamethasone on canine chondrocytes in a three-dimensional culture model of osteoarthritis.

Journal: American journal of veterinary research 20021001

Title: Comparison between meloxicam and carprofen for postoperative analgesia after feline ovariohysterectomy.

Journal: The Journal of small animal practice 20020701

Title: Anti-inflammatory effects of carprofen, carprofen enantiomers, and N(G)-nitro-L-arginine methyl ester in sheep.

Journal: American journal of veterinary research 20020601

Title: Clinical efficacy and pharmacokinetics of carprofen in the treatment of dogs with osteoarthritis.

Journal: The Veterinary record 20020601

Title: Effects of carprofen on renal function and results of serum biochemical and hematologic analyses in anesthetized dogs that had low blood pressure during anesthesia.

Journal: American journal of veterinary research 20020501

Title: Assessment of the postoperative discomfort of intra-auricularly hypophysectomized rats.

Journal: Laboratory animals 20020401

Title: Effects of carprofen (R and S enantiomers and racemate) on the production of IL-1, IL-6 and TNF-alpha by equine chondrocytes and synoviocytes.

Journal: Journal of veterinary pharmacology and therapeutics 20020401

Title: Effect of perioperative oral carprofen on postoperative pain in dogs undergoing surgery for stabilization of ruptured cranial cruciate ligaments.

Journal: Veterinary therapeutics : research in applied veterinary medicine 20020101

Title: Effect of deracoxib, a new COX-2 inhibitor, on the prevention of lameness induced by chemical synovitis in dogs.

Journal: Veterinary therapeutics : research in applied veterinary medicine 20020101

Title: In vitro effects of cyclooxygenase inhibitors in whole blood of horses, dogs, and cats.

Journal: American journal of veterinary research 20011101

Title: Photoreactivity of the nonsteroidal anti-inflammatory 2-arylpropionic acids with photosensitizing side effects.

Journal: Photochemistry and photobiology 20011101

Title: Effect of carprofen on hemostatic variables in dogs.

Journal: American journal of veterinary research 20011001

Title: Analgesia of newborn lambs before castration and tail docking with rubber rings.

Journal: The Veterinary record 20010915

Title: Long-term temporal evaluation of ground reaction forces during development of experimentally induced osteoarthritis in dogs.

Journal: American journal of veterinary research 20010801

Title: Analgesic effects in dogs of carprofen and pethidine together compared with the effects of either drug alone.

Journal: The Veterinary record 20010407

Title: Behavioural effects of laparotomy and analgesic effects of ketoprofen and carprofen in rats.

Journal: Pain 20010201

Title: Effects of anti-inflammatory drugs on lipopolysaccharide-challenged and -unchallenged equine synovial explants.

Journal: American journal of veterinary research 20010101

Title: Stability-indicating high-performance liquid chromatographic assay method and photostability of carprofen.

Journal: Journal of chromatographic science 20010101

Title: Assessing the efficacy of perioperative carprofen administration in dogs undergoing surgical repair of a ruptured cranial cruciate ligament.

Journal: Journal of the American Animal Hospital Association 20010101

Title: Favia AD, et al. Identification and characterization of carprofen as a multitarget fatty acid amide hydrolase/cyclooxygenase inhibitor. J Med Chem. 2012 Oct 25;55(20):8807-26.

Title: Waldherr K, et al. In vitro cytoprotective effects of acetylsalicylic acid, carprofen, meloxicam, or robenacoxib against apoptosis induced by sodium nitroprusside in canine cruciate ligament cells. Am J Vet Res. 2012 Nov;73(11):1752-8.

Title: Sessions JK, et al. In vivo effects of carprofen, deracoxib, and etodolac on prostanoid production in blood, gastric mucosa, and synovial fluid in dogs with chronic osteoarthritis. Am J Vet Res. 2005 May;66(5):812-7.

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Tags:53716-49-7 Molecular Formula|53716-49-7 MDL|53716-49-7 SMILES|53716-49-7 2-(6-chloro-9H-carbazol-2-yl)propanoic acid |Heterocyclic_Building_Blocks