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ChemicalBook--->CAS DataBase List--->99754-06-0

99754-06-0

99754-06-0 Structure

99754-06-0 Structure
IdentificationBack Directory
[Name]

2-(P-AMYLCINNAMOYL)AMINO-4-CHLOROBENZOIC ACID
[CAS]

99754-06-0
[Synonyms]

ONO-RS-082
2-(4-amylcinnamoyl)amino-4-chlorobenzoic acid
2-(P-AMYLCINNAMOYL)AMINO-4-CHLOROBENZOIC ACID
(E)-4-chloro-2-(3-(4-pentylphenyl)acrylamido)benzoic acid
4-chloro-2-[3-(4-pentylphenyl)prop-2-enoylamino]benzoic acid
2-[[(E)-4-Pentylcinnamoyl]amino]-4-chlorobenzoic acid sodium salt
4-chloro-2-[[(E)-3-(4-pentylphenyl)prop-2-enoyl]amino]benzoic acid
(E)-4-chloro-2-(3-(4-pentylphenyl)acrylamido)benzoic acid(WXC06363)
4-Chloro-2-[[1-oxo-3-(4-pentylphenyl)-2-propen-1-yl]amino]-benzoic acid
Benzoic acid, 4-chloro-2-[[(2E)-1-oxo-3-(4-pentylphenyl)-2-propen-1-yl]amino]-
[Molecular Formula]

C21H22ClNO3
[MDL Number]

MFCD00210755
[MOL File]

99754-06-0.mol
[Molecular Weight]

371.86
Chemical PropertiesBack Directory
[Melting point ]

175-177℃
[storage temp. ]

room temp
[solubility ]

DMSO: ≥20mg/mL
[form ]

powder
[color ]

white
[Sensitive ]

Light Sensitive
[Stability:]

Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months.
Safety DataBack Directory
[Hazard Codes ]

N
[Risk Statements ]

50
[Safety Statements ]

61
[RIDADR ]

UN 3077 9 / PGIII
[WGK Germany ]

2
[HazardClass ]

9
Hazard InformationBack Directory
[Description]

ONO-RS-082 (99754-06-0) is a reversible inhibitor of Ca2+-independent phospholipase A2?(PLA2), IC50=7 μM for guinea pig lung PLA2.1?Inhibits epinephrine-induced thromboxane production in platelets.1?Inhibition of PLA2?by ONO-RS-032 disrupts endosome tubule formation and maintenance of the Golgi complex.2-4?Prevents Xenopus oocyte maturation at stage V.5
[Uses]

ONO-RS-082 is a potent PLA2 and epinephrine inhibitor.ONO-RS-082 is a phospholipase inhibitor.
[in vitro]

previous study found that human platelets stimulated by epinephrine led to enhanced turnover of phosphatidylinositol 4,5-bisphosphate, accumulated inositol trisphosphate, diacylglycerol, and phosphatidic acid, indicating stimulation of phospholipase c. it was shown that these responses could be completely blocked by inhibitors of alpha 2-adrenergic receptors including ono-rs-082 or removal of fibrinogen. in addition, epinephrine could evoked an increased turnover of ester-linked arachidonic acid in aspirin treated platelets that was inhibited by ono-rs-082 or the absence of fibrinogen. moreover, it was found that ono-rs-082 at 3.5 μm was able to inhibit epinephrine-stimulated thromboxane production in human platelets. ono-rs-082 could also disrupt endosome tubule formation and maintenance of the golgi complex [1].
[storage]

Store at -20°C
[References]

1) Banga?et al.?(1986),?Activation of phospholipases A and C in human platelets exposed to epinephrine: role of glycoproteins IIb/IIIa and dual role of epinephrine; Proc. Natl. Acad. Sci. USA?83?9197 2) De Figueiredo?et al. (2001),?Inhibition of transferrin recycling and endosome tubulation by phospholipase A2 antagonists; J. Biol. Chem.?276?47361 3) Schmidt?et al. (2010),?A role for phospholipase A2 activity in membrane tubule formation and TGN trafficking; Traffic?11?1530 4) Bechler and Brown (2014),?Gβ1γ2 activates phospholipase A2-dependent Golgi membrane tubule formation; Front. Cell. Dev. Biol.?28?0004 5) Islam?et al.?(2005),?The distinct stage-specific effects of 2-(p-amylcinnamoyl)amino-4-chlorobenzoic acid on the activation of MAP kinase and Cdc2 kinase in Xenopus oocyte maturation; Cell Signal.?17?507
Spectrum DetailBack Directory
[Spectrum Detail]

2-(P-AMYLCINNAMOYL)AMINO-4-CHLOROBENZOIC ACID(99754-06-0)1HNMR
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