Basic information Safety Supplier Related

6(R)-(4-CARBOXYPHENYLTHIO)-5(S)-HYDROXY-7(E),9(E),11(Z),14(Z)-EICOSATETRAENOIC ACID

Basic information Safety Supplier Related

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
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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
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Safety Information

Safety Statements 
22-24/25
WGK Germany 
3

MSDS

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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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