CAS Number33458-93-4
Synonyms6-Isopropoxy-9-oxo-9H-xanthene-2-carboxylic acid; Tocris-0671; AH 6809; 6-Isopropoxy-9-oxoxanthene-2-carboxylic acid
Molecular FormulaC17H14O5
Molecular Weight298.29
Purity98.00%
Density1.3±0.1 g/cm3
Boiling Point514.2±50.0 °C at 760 mmHg
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 33458-93-4 |
| Catalog No. | 2A-1182749 |
| Chinese Name | 6-异丙氧基-9-氧杂蒽酮-2-羧酸 |
| Synonyms | 6-Isopropoxy-9-oxo-9H-xanthene-2-carboxylic acid; Tocris-0671; AH 6809; 6-Isopropoxy-9-oxoxanthene-2-carboxylic acid |
| Molecular Formula | C17H14O5 |
| Molecular Weight | 298.29 |
| Purity | 98.00 |
| Density | 1.3±0.1 g/cm3 |
| Boiling Point | 514.2±50.0 °C at 760 mmHg |
| Storage Condition | 2-8℃ |
| Application | AH 6809 is an EP and DP receptor antagonist with similar affinity for human EP1, EP2, EP3-III and DP1 receptors. |
| PubChem ID | 329770690 |
| MDL Number | MFCD08056083 |
| SMILES | CC(C)Oc1ccc2c(=O)c3cc(C(=O)O)ccc3oc2c1 |
| InChI | InChI=1S/C17H14O5/c1-9(2)21-11-4-5-12-15(8-11)22-14-6-3-10(17(19)20)7-13(14)16(12)18/h3-9H,1-2H3,(H,19,20) |
| InChI Key | AQFFXPQJLZFABJ-UHFFFAOYSA-N |
| NACRES Code | NA.77 |
| UNSPSC | 12352200 |
| Hazard Symbols | transportation |
| Bioactivity | AH 6809 is an EP and DP receptor antagonist with nearly equal affinity for the cloned human EP1, EP2, EP3-III, and DP1 receptors.IC50 Value: ~3 nM (EC50 for calcium mobilization by PGE2) [1]Target: EP/DP receptorin vitro: AH6809also antagonized the aggregatory effect of U-46619 in whole blood (pA2 = 4.45). However, concentrations of AH6809 up to 300 microM were without effect upon either ADP- or platelet activating factor (Paf)-induced aggregation (pA2 less than 3.5) [2]. Preincubation of control cells in 10(-4) M concentrations of AH6809 inhibited PGE2-induced activation of AC by greater than 80% without significant (P greater than .05) inhibition of basal activity by the antagonist [3].in vivo: Exposure to a selective COX-2 inhibitor (SC58125) or an EP1/EP2 antagonist (AH6809), but not an EP4 antagonist (AH23848B), significantly reduced cell proliferation of esophageal explants in 24 hour-organ culture experiments [4]. Oral administration of the EP1 receptor antagonist, AH6809 (10 mg/kg/day, for 4 days), significantly reduced the systolic blood pressure in db/db, but not in control mice [5]. Related Catalog Signaling Pathways >> GPCR/G Protein >> Prostaglandin Receptor Research Areas >> Inflammation/Immunology References [1]. http://www.millipore.com/publications.nsf/a73664f9f981af8c852569b9005b4eee/cae2c825891fb78e85257b19005fa865/$FILE/HTS099C%20ep1%20datasheet%20121212.pdf [2]. Keery RJ, et al. AH6809, a prostaglandin DP-receptor blocking drug on human platelets. Br J Pharmacol. 1988 Jul;94(3):745-54. [3]. Capehart AA, et al. Effects of a putative prostaglandin E2 antagonist, AH6809, on chondrogenesis in serum-free cultures of chick limb mesenchyme. J Cell Physiol. 1991 Jun;147(3):403-11. [4]. Piazuelo E, et al. Characterization of the prostaglandin E2 pathway in a rat model of esophageal adenocarcinoma. Curr Cancer Drug Targets. 2012 Feb;12(2):132-43. [5]. Rutkai I, et al. Activation of prostaglandin E2 EP1 receptor increases arteriolar tone and blood pressure in mice with type 2 diabetes. Cardiovasc Res. 2009 Jul 1;83(1):148-54. Chemical & Physical Properties Density 1.3±0.1 g/cm3 Boiling Point 514.2±50.0 °C at 760 mmHg Molecular Formula C17H14O5 Molecular Weight 298.290 Flash Point 192.9±23.6 °C Exact Mass 298.084137 PSA 76.74000 LogP 3.91 Vapour Pressure 0.0±1.4 mmHg at 25°C Index of Refraction 1.618 InChIKey AQFFXPQJLZFABJ-UHFFFAOYSA-N SMILES CC(C)Oc1ccc2c(=O)c3cc(C(=O)O)ccc3oc2c1 Storage condition 2-8℃ |
| Use of | Properties Articles48 Name 9-oxo-6-propan-2-yloxyxanthene-2-carboxylic acid Synonym More Synonyms AH 6809 Biological Activity Related Catalog Signaling Pathways >> GPCR/G Protein >> Prostaglandin Receptor Research Areas >> Inflammation/Immunology References [2]. Keery RJ, et al. AH6809, a prostaglandin DP-receptor blocking drug on human platelets. Br J Pharmacol. 1988 Jul;94(3):745-54. [3]. Capehart AA, et al. Effects of a putative prostaglandin E2 antagonist, AH6809, on chondrogenesis in serum-free cultures of chick limb mesenchyme. J Cell Physiol. 1991 Jun;147(3):403-11. [4]. Piazuelo E, et al. Characterization of the prostaglandin E2 pathway in a rat model of esophageal adenocarcinoma. Curr Cancer Drug Targets. 2012 Feb;12(2):132-43. [5]. Rutkai I, et al. Activation of prostaglandin E2 EP1 receptor increases arteriolar tone and blood pressure in mice with type 2 diabetes. Cardiovasc Res. 2009 Jul 1;83(1):148-54. Chemical & Physical Properties Molecular Formula C17H14O5 Exact Mass 298.084137 PSA 76.74000 Index of Refraction 1.618 InChIKey AQFFXPQJLZFABJ-UHFFFAOYSA-N Storage condition 2-8℃ |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available |
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