Structure of AH 6809
CAS No.: 33458-93-4
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
AH 6809 is an EP and DP receptor antagonist with nearly equal affinity for the cloned human EP1, EP2, EP3-III, and DP1 receptors.
4.5
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Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
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Batch number can be found on the product's label following the word 'Batch'.
CAS No. : | 33458-93-4 |
Formula : | C17H14O5 |
M.W : | 298.29 |
SMILES Code : | O=C(C1=CC(C2=O)=C(OC3=C2C=CC(OC(C)C)=C3)C=C1)O |
MDL No. : | MFCD08056083 |
InChI Key : | AQFFXPQJLZFABJ-UHFFFAOYSA-N |
Pubchem ID : | 119461 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H315-H319-H335 |
Precautionary Statements: | P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313 |
In Vitro:
Cell Line
|
Concentration | Treated Time | Description | References |
mouse bladder smooth muscle cells | 10 μM | AH-6809 (10 μM) significantly reduced the PGE2 (50 μM)-induced change in bladder smooth muscle tone (by 23.7 ±4.4%) but had no significant effect on the frequency of phasic contractions (reduced by 9.7 ±4.7%). | Br J Pharmacol. 2012 Jan;165(2):401-13 | |
guinea-pig tracheal smooth muscle | 10 μM | 30 min | To assess the effect of AH-6809 on insulin-induced contractions, results showed AH-6809 strongly reduced insulin-induced contractions | Br J Pharmacol. 2007 Jan;150(2):136-42 |
guinea-pig tracheal smooth muscle | 0.2-5 μM | 15 min pre-incubation | Antagonized contraction by 17-phenyl-ω-trinor PGE2, pA2=7.35 | Br J Pharmacol. 1992 Feb;105(2):271-8 |
guinea-pig ileum longitudinal smooth muscle | 2 μM | Blocked EP1 receptor-mediated contraction, pA2=7.08 | Br J Pharmacol. 1992 Feb;105(2):271-8 | |
human umbilical vein rings | 1 μM | 30 min | To evaluate the effect of AH 6809 on PGF2a-induced contraction responses, results showed AH 6809 did not exhibit antagonistic effects | Br J Pharmacol. 2003 Aug;139(8):1409-16 |
adult pig brain microvessel membranes | 10 µM | 30 min | AH6809, as an EP1 receptor antagonist, significantly inhibited the binding of [3H]-PGE2 to adult pig brain microvessel membranes by 82-91%. | Br J Pharmacol. 1994 May;112(1):59-64 |
newborn pig brain microvessel membranes | 10 µM | 30 min | AH6809, as an EP1 receptor antagonist, significantly inhibited the binding of [3H]-PGE2 to newborn pig brain microvessel membranes by 82-91%. | Br J Pharmacol. 1994 May;112(1):59-64 |
guinea-pig trachea epithelium-intact strips | 10 μM | 20 min | To evaluate the effect of EP1/EP2 receptor antagonist on bradykinin-induced relaxation, results showed AH 6809 did not significantly affect BK-induced relaxation. | Br J Pharmacol. 2005 Jul;145(6):740-50 |
Guinea-pig tracheal cholinergic nerves | 10 μM | 30 min | To evaluate the effect of AH 6809 on the inhibition of EFS-induced [3H]ACh release by 8-iso-PGE1 and 8-iso-PGE2. Results showed AH 6809 itself had no significant inhibitory effect on cholinergic transmission and did not antagonize the inhibitory actions of 8-iso-PGE1 or 8-iso-PGE2. | Br J Pharmacol. 2004 Feb;141(4):600-9 |
guinea pig tracheal smooth muscle cells | 10 µM | 30 min | To investigate the effect of AH-6809 on growth factor-induced contractions, results showed AH-6809 almost completely abolished growth factor-induced contractions | Respir Res. 2005 Jul 27;6(1):85 |
Rabbit pulmonary smooth muscle cells (PSMC) | 3 μM | To investigate the antagonistic effect of AH 6809 on EP1 receptors and its impact on iloprost-induced vasodilation. Results showed that AH 6809 significantly enhanced the vasodilatory effect of iloprost. | Respir Res. 2007 Jan 26;8(1):4 |
In Vivo:
Species
|
Animal Model
|
Administration | Dosage | Frequency | Description | References |
Rats | Freely moving rats | Continuous infusion into the third ventricle | 2.1, 6.3, or 21 pmol/min | From 2300 to 0500 hr | During the infusion at 21 pmol/min, wakefulness decreased to 82%, and SWS and PS increased to 122% and 161%, of the respective baseline values. These changes can be explained by AH 6809 antagonizing the endogenous PGE2 that acts to augment wakefulness in the brain. | Proc Natl Acad Sci U S A. 1989 Jul;86(14):5666-9 |
Tags: AH 6809 | AH6809 | AH-6809 | Prostaglandin Receptor | inhibitor | 33458-93-4 |
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H260 | In contact with water releases flammable gases which may ignite spontaneously |
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Health hazards | |
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H311 | Toxic in contact with skin |
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H314 | Causes severe skin burns and eye damage |
H315 | Causes skin irritation |
H316 | Causes mild skin irritation |
H317 | May cause an allergic skin reaction |
H318 | Causes serious eye damage |
H319 | Causes serious eye irritation |
H320 | Causes eye irritation |
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H336 | May cause drowsiness or dizziness |
H340 | May cause genetic defects |
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H350 | May cause cancer |
H351 | Suspected of causing cancer |
H360 | May damage fertility or the unborn child |
H361 | Suspected of damaging fertility or the unborn child |
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H362 | May cause harm to breast-fed children |
H370 | Causes damage to organs |
H371 | May cause damage to organs |
H372 | Causes damage to organs through prolonged or repeated exposure |
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Environmental hazards | |
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H411 | Toxic to aquatic life with long-lasting effects |
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H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
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