200,000+ products from a single source!
sales@angenechem.com
116649-85-5 | 9H-Carbazole-9-propanoic acid, 3-[[(4-fluorophenyl)sulfonyl]amino]-1,2,3,4-tetrahydro-, (3R)-
CAS No: 116649-85-5 Catalog No: AG000CXU MDL No:MFCD00887606
Product Description
Catalog Number:
AG000CXU
Chemical Name:
9H-Carbazole-9-propanoic acid, 3-[[(4-fluorophenyl)sulfonyl]amino]-1,2,3,4-tetrahydro-, (3R)-
CAS Number:
116649-85-5
Molecular Formula:
C21H21FN2O4S
Molecular Weight:
416.4658
MDL Number:
MFCD00887606
IUPAC Name:
3-[(3R)-3-[(4-fluorophenyl)sulfonylamino]-1,2,3,4-tetrahydrocarbazol-9-yl]propanoic acid
InChI:
InChI=1S/C21H21FN2O4S/c22-14-5-8-16(9-6-14)29(27,28)23-15-7-10-20-18(13-15)17-3-1-2-4-19(17)24(20)12-11-21(25)26/h1-6,8-9,15,23H,7,10-13H2,(H,25,26)/t15-/m1/s1
InChI Key:
LDXDSHIEDAPSSA-OAHLLOKOSA-N
SMILES:
OC(=O)CCn1c2CC[C@H](Cc2c2c1cccc2)NS(=O)(=O)c1ccc(cc1)F
UNII:
P1ALI72U6C
Properties
Complexity:
689
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
1
Defined Bond Stereocenter Count:
0
Exact Mass:
416.121g/mol
Formal Charge:
0
Heavy Atom Count:
29
Hydrogen Bond Acceptor Count:
6
Hydrogen Bond Donor Count:
2
Isotope Atom Count:
0
Molecular Weight:
416.467g/mol
Monoisotopic Mass:
416.121g/mol
Rotatable Bond Count:
6
Topological Polar Surface Area:
96.8A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2.9
Literature
| Title | Journal |
|---|---|
| Prostaglandin D2 toxicity in primary neurons is mediated through its bioactive cyclopentenone metabolites. | Neurotoxicology 20131201 |
| Asymmetric chemoenzymatic synthesis of ramatroban using lipases and oxidoreductases. | The Journal of organic chemistry 20120518 |
| Induction of apoptosis in non-small cell lung carcinoma A549 cells by PGD₂ metabolite, 15d-PGJ₂. | Cell biology international 20111101 |
| Discovery of potent, selective, and orally bioavailable alkynylphenoxyacetic acid CRTH2 (DP2) receptor antagonists for the treatment of allergic inflammatory diseases. | Journal of medicinal chemistry 20111027 |
| Zwitterionic CRTh2 antagonists. | Journal of medicinal chemistry 20110324 |
| Discovery of MK-7246, a selective CRTH2 antagonist for the treatment of respiratory diseases. | Bioorganic & medicinal chemistry letters 20110101 |
| Prostaglandin D₂ receptor CRTH2 antagonists for the treatment of inflammatory diseases. | Progress in medicinal chemistry 20110101 |
| Prophylactic effects of the histamine H1 receptor antagonist epinastine and the dual thromboxane A2 receptor and chemoattractant receptor-homologous molecule expressed on Th2 cells antagonist ramatroban on allergic rhinitis model in mice. | Biological & pharmaceutical bulletin 20110101 |
| CRTH2 mediates the activation of human Th2 cells in response to PGD(2) released from IgE/anti-IgE treated nasal polyp tissue. | Allergy 20100301 |
| Identification and characterisation of new inhibitors for the human hematopoietic prostaglandin D2 synthase. | European journal of medicinal chemistry 20100201 |
| [CRTH2 antagonist ameliorates airway inflammation in rats with asthma]. | Zhejiang da xue xue bao. Yi xue ban = Journal of Zhejiang University. Medical sciences 20100101 |
| 7-Azaindole-3-acetic acid derivatives: potent and selective CRTh2 receptor antagonists. | Bioorganic & medicinal chemistry letters 20090815 |
| Evidence that 13-14 di-hydro, 15-keto prostaglandin D(2)-induced airway eosinophilia in guinea-pigs is independent of interleukin-5. | Inflammation research : official journal of the European Histamine Research Society ... [et al.] 20090201 |
| IL-16 variability and modulation by antiallergic drugs in a murine experimental allergic rhinitis model. | International archives of allergy and immunology 20090101 |
| A novel antagonist of prostaglandin D2 blocks the locomotion of eosinophils and basophils. | European journal of clinical investigation 20080901 |
| CRTH2 plays an essential role in the pathophysiology of Cry j 1-induced pollinosis in mice. | Journal of immunology (Baltimore, Md. : 1950) 20080415 |
| Discovery of a new class of potent, selective, and orally bioavailable CRTH2 (DP2) receptor antagonists for the treatment of allergic inflammatory diseases. | Journal of medicinal chemistry 20080410 |
| The role of prostaglandin E and thromboxane-prostanoid receptors in the response to prostaglandin E2 in the aorta of Wistar Kyoto rats and spontaneously hypertensive rats. | Cardiovascular research 20080401 |
| Antagonists of the prostaglandin D2 receptor CRTH2. | Drug news & perspectives 20080101 |
| Participation in cysteinyl leukotrienes and thromboxane A2 in nasal congestion model in Brown Norway rats. | International immunopharmacology 20071101 |
| A paracrine role for chemoattractant receptor-homologous molecule expressed on T helper type 2 cells (CRTH2) in mediating chemotactic activation of CRTH2+ CD4+ T helper type 2 lymphocytes. | Immunology 20070801 |
| Interactive effect of histamine and prostaglandin D2 on nasal allergic symptoms in rats. | European journal of pharmacology 20070112 |
| Antagonism of the prostaglandin D2 receptor CRTH2 attenuates asthma pathology in mouse eosinophilic airway inflammation. | Respiratory research 20070101 |
| Successful treatment of eosinophilic otitis media using ramatroban: report of two cases. | Auris, nasus, larynx 20061201 |
| Involvement of cyclooxygenase-2 in allergic nasal inflammation in rats. | International immunopharmacology 20061101 |
| A dominant role for chemoattractant receptor-homologous molecule expressed on T helper type 2 (Th2) cells (CRTH2) in mediating chemotaxis of CRTH2+ CD4+ Th2 lymphocytes in response to mast cell supernatants. | Immunology 20061101 |
| Hierarchy of eosinophil chemoattractants: role of p38 mitogen-activated protein kinase. | European journal of immunology 20060901 |
| Prostanoids as pharmacological targets in COPD and asthma. | European journal of pharmacology 20060308 |
| Prostaglandin D2 causes preferential induction of proinflammatory Th2 cytokine production through an action on chemoattractant receptor-like molecule expressed on Th2 cells. | Journal of immunology (Baltimore, Md. : 1950) 20051115 |
| CRTH2-specific binding characteristics of [3H]ramatroban and its effects on PGD2-, 15-deoxy-Delta12, 14-PGJ2- and indomethacin-induced agonist responses. | European journal of pharmacology 20051107 |
| Effects of fexofenadine hydrochloride in a guinea pig model of antigen-induced rhinitis. | Pharmacology 20051001 |
| Identification of determinants of ligand binding affinity and selectivity in the prostaglandin D2 receptor CRTH2. | The Journal of biological chemistry 20050916 |
| Inhibitory effect of the 4-aminotetrahydroquinoline derivatives, selective chemoattractant receptor-homologous molecule expressed on T helper 2 cell antagonists, on eosinophil migration induced by prostaglandin D2. | The Journal of pharmacology and experimental therapeutics 20050701 |
| Isosteric ramatroban analogs: selective and potent CRTH-2 antagonists. | Bioorganic & medicinal chemistry letters 20050315 |
| Prostaglandin D2-induced eosinophilic airway inflammation is mediated by CRTH2 receptor. | The Journal of pharmacology and experimental therapeutics 20050301 |
| Structural determinants of arylacetic acid nonsteroidal anti-inflammatory drugs necessary for binding and activation of the prostaglandin D2 receptor CRTH2. | Molecular pharmacology 20050301 |
| Minor structural modifications convert the dual TP/CRTH2 antagonist ramatroban into a highly selective and potent CRTH2 antagonist. | Journal of medicinal chemistry 20050224 |
| Participation of chemical mediators in the development of experimental allergic conjunctivitis in rats. | International immunopharmacology 20041101 |
| CRTH2 is a prominent effector in contact hypersensitivity-induced neutrophil inflammation. | International immunology 20040701 |
| Pharmacokinetic analysis of ramatroban using a recirculatory model with enterohepatic circulation by measuring portal and systemic blood concentration difference in Sprague-Dawley and Eisai hyperbilirubinemic rats. | Pharmaceutical research 20040601 |
| [Study of thromboxane A2 antagonist reduction in the treatment of patients with perennial allergic rhinitis]. | Arerugi = [Allergy] 20040601 |
| Evaluation of anti-platelet aggregatory effects of aspirin, cilostazol and ramatroban on platelet-rich plasma and whole blood. | Blood coagulation & fibrinolysis : an international journal in haemostasis and thrombosis 20040301 |
| 11-Dehydro-thromboxane B2, a stable thromboxane metabolite, is a full agonist of chemoattractant receptor-homologous molecule expressed on TH2 cells (CRTH2) in human eosinophils and basophils. | The Journal of biological chemistry 20040227 |
| Ramatroban (BAY u 3405): a novel dual antagonist of TXA2 receptor and CRTh2, a newly identified prostaglandin D2 receptor. | Cardiovascular drug reviews 20040101 |
| Chemoattractant receptor-homologous molecule expressed on Th2 cells activation in vivo increases blood leukocyte counts and its blockade abrogates 13,14-dihydro-15-keto-prostaglandin D2-induced eosinophilia in rats. | The Journal of pharmacology and experimental therapeutics 20031101 |
| [The 3 effective cases of cough variant asthma with ramatroban]. | Arerugi = [Allergy] 20031101 |
| Ramatroban, a TP receptor antagonist, improves vascular responses to acetylcholine in hypercholesterolemic rabbits in vivo. | European journal of pharmacology 20030502 |
| An orally bioavailable small molecule antagonist of CRTH2, ramatroban (BAY u3405), inhibits prostaglandin D2-induced eosinophil migration in vitro. | The Journal of pharmacology and experimental therapeutics 20030401 |
| Ramatroban, a thromboxane A2 receptor antagonist, prevents macrophage accumulation and neointimal formation after balloon arterial injury in cholesterol-fed rabbits. | Journal of cardiovascular pharmacology 20030401 |
| The role of chemical mediators in eosinophil infiltration in allergic rhinitis in mice. | International immunopharmacology 20030401 |
| Participation of chemical mediators other than histamine in nasal allergy signs: a study using mice lacking histamine H(1) receptors. | European journal of pharmacology 20020809 |
| Thromboxane A2 inhibition: therapeutic potential in bronchial asthma. | American journal of respiratory medicine : drugs, devices, and other interventions 20020101 |
| Prostanoid EP(1)- and TP-receptors involved in the contraction of human pulmonary veins. | British journal of pharmacology 20011201 |
| [Ramatroban (Baynas): a review of its pharmacological and clinical profile]. | Nihon yakurigaku zasshi. Folia pharmacologica Japonica 20011201 |
| Differential effects of prostacyclin and iloprost in the isolated carotid artery of the guinea-pig. | European journal of pharmacology 20010824 |
| Necessity of thromboxane A2 for initiation of platelet-mediated contact sensitivity: dual activation of platelets and vascular endothelial cells. | Journal of immunology (Baltimore, Md. : 1950) 20010101 |
| Synthesis and biological evaluation of new tetrahydronaphthalene derivatives as thromboxane receptor antagonists. | Bioorganic & medicinal chemistry letters 19980602 |
| Binding characteristics of the new thromboxane A2/prostaglandin H2 receptor antagonist [3H]BAY U 3405 to washed human platelets and platelet membranes. | Biochemical pharmacology 19920804 |
Related Products
Featured Products
© 2019 Angene International Limited. All rights Reserved.