6(R)-(4-CARBOXYPHENYLTHIO)-5(S)-HYDROXY-7(E),9(E),11(Z),14(Z)-EICOSATETRAENOIC ACID
6(R)-(4-CARBOXYPHENYLTHIO)-5(S)-HYDROXY-7(E),9(E),11(Z),14(Z)-EICOSATETRAENOIC ACID Basic information
- Product Name:
- 6(R)-(4-CARBOXYPHENYLTHIO)-5(S)-HYDROXY-7(E),9(E),11(Z),14(Z)-EICOSATETRAENOIC ACID
- Synonyms:
-
- 6(R)-(4-CARBOXYPHENYLTHIO)-5(S)-HYDROXY-7(E),9(E),11(Z),14(Z)-EICOSATETRAENOIC ACID
- 4-[[(1R,2E,4E,6Z,9Z)-1-[(1S)-4-CARBOXY-1-HYDROXYBUTYL]-2,4,6,9-PENTADECATETRAENYL]THIO]-BENZOIC ACID
- BAY-U9773
- 4-[[(1R,2E,4E,6Z,9Z)-1-[(1S)-4-Carboxy-1-hydroxybutyl]-2,4,6,9-pentadecatetraen-1-yl]thio]benzoicacid
- PKJINWOACFYDQN-RBVMPENBSA-N
- Benzoic acid, 4-[[(1R,2E,4E,6Z,9Z)-1-[(1S)-4-carboxy-1-hydroxybutyl]-2,4,6,9-pentadecatetraen-1-yl]thio]-
- CAS:
- 154978-38-8
- MF:
- C27H36O5S
- MW:
- 472.64
- Mol File:
- 154978-38-8.mol
6(R)-(4-CARBOXYPHENYLTHIO)-5(S)-HYDROXY-7(E),9(E),11(Z),14(Z)-EICOSATETRAENOIC ACID Chemical Properties
- Boiling point:
- 680.2±55.0 °C(Predicted)
- Density
- 1.16±0.1 g/cm3(Predicted)
- storage temp.
- −70°C
- solubility
- DMSO: >25 mg/mL
- pka
- 4.06±0.10(Predicted)
- form
- oil
- color
- white
Safety Information
- Safety Statements
- 22-24/25
- WGK Germany
- 3
MSDS
- Language:English Provider:SigmaAldrich
6(R)-(4-CARBOXYPHENYLTHIO)-5(S)-HYDROXY-7(E),9(E),11(Z),14(Z)-EICOSATETRAENOIC ACID Usage And Synthesis
Uses
BAYu9773 is a dual non-selective, CysLT1 and CysLT2 receptor antagonist, having about the same IC50 (20-80 nM) for the inhibition of LT responses in a variety of tissue preparations containing either/or both receptors.
Definition
ChEBI: BAYu9773 is a dicarboxylic acid that is that is (7E,9E,11Z,14Z)-icosa-7,9,11,14-tetraenoic acid substituted by a hydroxy group at position 4S and a (4-carboxyphenyl)sulfanediyl group at 5R. It is a dual cysteinyl leukotriene receptor antagonist that acts at the CysLT1 and CysLT2 receptors (IC50 = 0.44 and 0.30 muM, respectively). It has a role as a leukotriene antagonist. It is a dicarboxylic acid, a secondary alcohol, an organic sulfide, a member of benzoic acids and a polyunsaturated fatty acid. It is functionally related to an icosa-7,9,11,14-tetraenoic acid.
Biological Activity
Cysteinyl leukotriene receptor antagonist with equal affinity at both CysLT 1 and CysLT 2 receptors (pK B values are 6.8 and 6.5 respectively). Competitive antagonist of LTC 4 - and LTE 4 -induced contractions of the guinea pig trachea.
References
1. tudhope sr, cuthbert nj, abram ts, jennings ma, maxey rj, thompson am, et al. bay u9773, a novel antagonist of cysteinyl-leukotrienes with activity against two receptor subtypes. eur j pharmacol 1994,264:317-323.2. muraki m, imbe s, santo h, sato r, sano h, iwanaga t, et al. effects of a cysteinyl leukotriene dual 1/2 receptor antagonist on antigen-induced airway hypersensitivity and airway inflammation in a guinea pig asthma model. int arch allergy immunol 2011,155 suppl 1:90-95.3. wikstrom jonsson e, rosenqvist u, dahlen se. agonist and antagonist activities of the leukotriene analogue bay u9773 in guinea pig lung parenchyma. eur j pharmacol 1998,357:203-211.
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6(R)-(4-CARBOXYPHENYLTHIO)-5(S)-HYDROXY-7(E),9(E),11(Z),14(Z)-EICOSATETRAENOIC ACID(154978-38-8)Related Product Information
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- CHEMBRDG-BB 5922844
- 6(R)-(4-Carboxyphenylthio)-5(S)-hydroxy-7(E),9(E),11(E),14(Z)-eicosatetraenoic acid
- 6(R)-(4-CARBOXYPHENYLTHIO)-5(S)-HYDROXY-7(E),9(E),11(Z),14(Z)-EICOSATETRAENOIC ACID