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(+)-3-[[(4-Fluorophenyl)sulfonyl]methylamino]-1,2,3,4-tetrahydro-9H-carbazole-9-acetic acid

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(+)-3-[[(4-Fluorophenyl)sulfonyl]methylamino]-1,2,3,4-tetrahydro-9H-carbazole-9-acetic acid Basic information
Product Name:(+)-3-[[(4-Fluorophenyl)sulfonyl]methylamino]-1,2,3,4-tetrahydro-9H-carbazole-9-acetic acid
Synonyms:9H-Carbazole-9-acetic acid, 3-[[(4-fluorophenyl)sulfonyl]MethylaMino]-1,2,3,4-tetrahydro-;CS-1157;TM30089 (CAY10471);TM 30089;TM-30089;CAY10471 Racemate;TM30089 Racemate;CAY 10471,CAY10471,TM30089,Inhibitor,CAY-10471,TM 30089,TM-30089,CAY10471 Racemate,inhibit,Prostaglandin Receptor,CAY-10471 Racemate;CAY10471 Racemate, 10 mM in DMSO
CAS:844639-57-2
MF:C21H21FN2O4S
MW:416.47
EINECS:
Product Categories:
Mol File:844639-57-2.mol
(+)-3-[[(4-Fluorophenyl)sulfonyl]methylamino]-1,2,3,4-tetrahydro-9H-carbazole-9-acetic acid Structure
(+)-3-[[(4-Fluorophenyl)sulfonyl]methylamino]-1,2,3,4-tetrahydro-9H-carbazole-9-acetic acid Chemical Properties
Melting point 165-173℃ (dichloromethane )
Boiling point 639.1±65.0 °C(Predicted)
density 1.41±0.1 g/cm3(Predicted)
storage temp. Store at -20°C
solubility DMSO: 150 mg/mL (360.17 mM)
form Solid
pka4.33±0.10(Predicted)
color Off-white to light yellow
InChI1S/C21H21FN2O4S/c1-23(29(27,28)16-9-6-14(22)7-10-16)15-8-11-20-18(12-15)17-4-2-3-5-19(17)24(20)13-21(25)26/h2-7,9-10,15H,8,11-13H2,1H3,(H,25,26)
InChIKeyCANCTKXGRVNXFP-UHFFFAOYSA-N
SMILESFc1ccc(cc1)[S](=O)(=O)N(C2CCc3[n](c4c(c3C2)cccc4)CC(=O)O)C
Safety Information
WGK Germany WGK 3
Storage Class11 - Combustible Solids
Hazard ClassificationsAquatic Acute 1
Aquatic Chronic 1
Eye Irrit. 2
Skin Irrit. 2
Skin Sens. 1
MSDS Information
(+)-3-[[(4-Fluorophenyl)sulfonyl]methylamino]-1,2,3,4-tetrahydro-9H-carbazole-9-acetic acid Usage And Synthesis
UsesCAY10471 Racemate (TM30089 Racemate) is a potent and highly selective prostaglandin D2 receptor CRTH2 antagonist, with a Ki of 0.6 nM for hCRTH2, selective over human thromboxane A2 receptor TP (Ki, >10000 nM) or PGD2 receptor DP (Ki, 1200 nM). CAY10471 Racemate also has effect on mouse and rat orthologs of CRTH2[1].
Biological ActivityTM30089 is a ramatroban analog and an orally active, high-affinity, potent and selective prostaglandin D2 receptor 2 (DP2; CRTH2) antagonist (Ki = 0.6 nM/hDP2 against 1.2 nM PGD2; Ki = 1.2 μM/hDP1 against 0.5 nM PGD2, >10 μM/hTP against 5 nM SQ29548) th at blocks PGD2-induced responses in hDP2 transfectants (IP1/βarr IC50 = 1.2/3.0 nM) and exhibits in vivo efficacy in a murine model of renal tubulointerstitial fibrosis (20 mg/kg b.i.d. p.o., starting 4 days before or 3 days after unilateral ureteral obstruction/UUO).
IC 50CRTH2: 0.6 nM (Ki)
References[1] Ulven T, et al. Minor structural modifications convert the dual TP/CRTH2 antagonist ramatroban into a highly selective and potent CRTH2 antagonist. J Med Chem. 2005 Feb 24;48(4):897-900. DOI:10.1021/jm049036i
(+)-3-[[(4-Fluorophenyl)sulfonyl]methylamino]-1,2,3,4-tetrahydro-9H-carbazole-9-acetic acid Preparation Products And Raw materials
Tag:(+)-3-[[(4-Fluorophenyl)sulfonyl]methylamino]-1,2,3,4-tetrahydro-9H-carbazole-9-acetic acid(844639-57-2) Related Product Information
Tris(pentafluorophenyl)borane 2-Fluorophenyl cyclopentyl ketone TPP 4'-Hydroxyacetophenone Aniline (+)-3-[[(4-Fluorophenyl)sulfonyl]methylamino]-1,2,3,4-tetrahydro-9H-carbazole-9-acetic acid