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Merck
CN

SML2743

TM30089

≥98% (HPLC)

别名:

2-(3-(4-Fluoro-N-methylphenylsulfonamido)-3,4-dihydro-1H-carbazol-9(2H)-yl)acetic acid, 3-[[(4-Fluorophenyl)sulfonyl]methylamino]-1,2,3,4-tetrahydro-9H-carbazole-9-acetic acid, CAY 10471, CAY-10471, CAY10471, TM 30089, TM-30089, {3-[(4-Fluorobenzenesulfonyl)methylamino]-1,2,3,4-tetrahydrocarbazol-9-yl}acetic acid

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关于此项目

经验公式（希尔记法）:
C21H21FN2O4S
化学文摘社编号:
844639-57-2
分子量:
416.47
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD08062186

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SMILES string

Fc1ccc(cc1)[S](=O)(=O)N(C2CCc3[n](c4c(c3C2)cccc4)CC(=O)O)C

InChI

1S/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)

InChI key

CANCTKXGRVNXFP-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

Quality Level

100

Biochem/physiol Actions

Orally active, potent and selective prostaglandin D2 receptor DP2 (CRTH2) antagonist without affinity or activity toward DP1 (PTGDR) and TP (TBXA2R).
TM30089 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) that 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).

pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1

存储类别

11 - Combustible Solids

wgk

WGK 3

法规信息

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分析证书(COA)

Lot/Batch Number
0000095862

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David F Woodward et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 31(1), 368-375 (2016-10-23)
The purpose of these studies was to test the hypothesis that a selected polypharmacological approach for treating the prostanoid-mediated component of inflammatory diseases would produce a therapeutic effect superior to global inhibition of prostaglandin (PG) biosynthesis by aspirin-like drugs. The
Miriam Peinhaupt et al.
Journal of leukocyte biology, 104(1), 159-171 (2018-04-03)
Prostaglandin (PG) D2 is the ligand for the G-protein coupled receptors DP1 (D-type prostanoid receptor 1) and DP2 (also known as chemoattractant receptor homologous molecule, expressed on Th2 cells; CRTH2). Both, DP1 and DP2 are expressed on the cellular surface
Hideyuki Ito et al.
Journal of the American Society of Nephrology : JASN, 23(11), 1797-1809 (2012-09-22)
Urinary excretion of lipocalin-type PGD(2) synthase (L-PGDS), which converts PG H(2) to PGD(2), increases in early diabetic nephropathy. In addition, L-PGDS expression in the tubular epithelium increases in adriamycin-induced nephropathy, suggesting that locally produced L-PGDS may promote the development of
Trond Ulven et al.
Journal of medicinal chemistry, 48(4), 897-900 (2005-02-18)
Ramatroban, a thromboxane A(2) receptor (TP) antagonist with clinical efficacy in asthma and allergic rhinitis, was recently shown to also antagonize the prostaglandin D(2) receptor CRTH2. Here we report that minor structural changes to ramatroban result in a compound (13)
Nanae Nagata et al.
PloS one, 12(4), e0175452-e0175452 (2017-04-11)
Prostaglandin D2 (PGD2) is a lipid mediator involved in sleep regulation and inflammation. PGD2 interacts with 2 types of G protein-coupled receptors, DP1 and DP2/CRTH2 (chemoattractant receptor homologous molecule expressed on T helper type 2 cells)/GPR44 to show a variety
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