Ebopiprant - ≥98% , CAS No.2005486-31-5

CAS: 2005486-31-5 Cat. No.: E647754 Molecular Weight: 599.74 PubChem CID: 122522051

GRADE & PURITY ≥98%

Synonyms

Z1AVZ44TEJ | L-Valine, (3S)-3-((((2S)-3-((1,1'-biphenyl)-4-ylsulfonyl)-2-thiazolidinyl)carbonyl)amino)-3-(4-fluorophenyl)propyl ester | OBE022 | OBE-022 | EBOPIPRANT [WHO-DD] | UNII-Z1AVZ44TEJ | SCHEMBL18055682 | Ebopiprant | [(3S)-3-(4-fluorophenyl)-3-[[

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Ebopiprant (OBE022) is an oral and selective prostaglandin F 2α ( PGF 2α ) receptor antagonist, with K i s of 1 nM, 26 nM for human and rat FP receptors, respectively.

In Vitro

Ebopiprant (OBE022) and OBE002 are assayed for FP binding affinity by competitive binding analysis with 3H-PGF2α using HEK293 cells stably transfected with the FP receptor. Binding affinities (K i ) of OBE022 for the human and rat FP receptor are 1 nM and 26 nM respectively. For OBE002, K i s are 6 nM for the human and 313 nM for the rat FP receptor. The binding of both OBE022 and OBE002 is reversible and competitive since increasing concentrations of either compound causes successive decreases in the slope of the binding curves, consistent with an increase in equilibrium dissociation constant (K D ) without a reduction in receptor density. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Time-course of the cumulative percentage of delivers mice after RU486-induced preterm parturition at GD17, in OBE022, nifedipine or vehicle treatment groups. Oral treatment with OBE022 delays the preterm birth caused by RU486 administration as reflected by a shift to the right of the percentage of delivery curve. The effect of oral treatment with nifedipine is comparable. Both OBE022 and nifedipine show a trend to increase the time of first pup delivery. As an important consequence of the prolongation of gestation, dams deliver viable pups. Combination of OBE022 and nifedipine cause a synergistic effect on the delay of RU486-induced preterm birth as reflected by a more pronounced shift to the right of the percentage of delivery curve, in comparison to OBE022 or nifedipine alone. Also, a larger increase of the time of first pup delivery is observed . MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

IC50& Target:Human FP Receptor 1 nM (Ki) Rat FP Receptor 26 nM (Ki)

Specifications

Synonyms

Z1AVZ44TEJ | L-Valine, (3S)-3-((((2S)-3-((1, 1'-biphenyl)-4-ylsulfonyl)-2-thiazolidinyl)carbonyl)amino)-3-(4-fluorophenyl)propyl ester | OBE022 | OBE-022 | EBOPIPRANT [WHO-DD] | UNII-Z1AVZ44TEJ | SCHEMBL18055682 | Ebopiprant | [(3S)-3-(4-fluorophenyl)-3-[[

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Ebopiprant (OBE022) is an oral and selective prostaglandin F 2α ( PGF 2α ) receptor antagonist, with K i s of 1 nM, 26 nM for human and rat FP receptors, respectively.

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

ANTAGONIST

Purity

≥98%

Names and Identifiers

• Canonical Smiles: CC(C)C(C(=O)OCCC(C1=CC=C(C=C1)F)NC(=O)C2N(CCS2)S(=O)(=O)C3=CC=C(C=C3)C4=CC=CC=C4)N
• IUPAC Name: [(3S)-3-(4-fluorophenyl)-3-[[(2S)-3-(4-phenylphenyl)sulfonyl-1,3-thiazolidine-2-carbonyl]amino]propyl] (2S)-2-amino-3-methylbutanoate
• InChIKey: UUIBKACUTXYSAK-YCVJPRETSA-N
• INCHI: 1S/C30H34FN3O5S2/c1-20(2)27(32)30(36)39-18-16-26(23-8-12-24(31)13-9-23)33-28(35)29-34(17-19-40-29)41(37,38)25-14-10-22(11-15-25)21-6-4-3-5-7-21/h3-15,20,26-27,29H,16-19,32H2,1-2H3,(H,33,35)/t26-,27-,29-/m0/s1
• Isomeric SMILES: CC(C)[C@@H](C(=O)OCC[C@@H](C1=CC=C(C=C1)F)NC(=O)[C@H]2N(CCS2)S(=O)(=O)C3=CC=C(C=C3)C4=CC=CC=C4)N
• Alternate CAS: 2005486-31-5
• PubChem CID: 122522051
• MeSH Entry Terms: (S)-2-amino-3-methyl-butyric acid (S)-3-(((S)-3-(biphenyl-4-sulfonyl)-thiazolidine-2-carbonyl)-amino)-3-(4-fluoro-phenyl)-propyl ester;obe022
• Molecular Weight: 599.74

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Alpha amino acid esters

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives
• Direct Parent: Alpha amino acid esters
• Alternative Parents: Valine and derivatives Biphenyls and derivatives Benzenesulfonamides Benzenesulfonyl compounds Fluorobenzenes Fatty acid esters Organosulfonamides Aryl fluorides Thiazolidines Sulfonyls Secondary carboxylic acid amides Carboxylic acid esters Monocarboxylic acids and derivatives Dialkylthioethers Azacyclic compounds Organopnictogen compounds Organofluorides Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Valine or derivatives - Alpha-amino acid ester - Biphenyl - Benzenesulfonamide - Benzenesulfonyl group - Halobenzene - Fluorobenzene - Fatty acid ester - Fatty acyl - Benzenoid - Organosulfonic acid amide - Monocyclic benzene moiety - Aryl halide - Aryl fluoride - Thiazolidine - Sulfonyl - Organosulfonic acid or derivatives - Organic sulfonic acid or derivatives - Secondary carboxylic acid amide - Carboxylic acid ester - Carboxamide group - Azacycle - Organoheterocyclic compound - Dialkylthioether - Thioether - Monocarboxylic acid or derivatives - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Primary amine - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Organofluoride - Organohalogen compound - Primary aliphatic amine - Carbonyl group - Amine - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as alpha amino acid esters. These are ester derivatives of alpha amino acids.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

PTGFR Tclin Prostaglandin F2-alpha receptor (1 Activities)

Discover Target: PTGFR

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMSO : 250 mg/mL (416.85 mM; Need ultrasonic)
• Molecular Weight: 599.700 g/mol
• XLogP3: 4.900
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 12
• Exact Mass: 599.192 Da
• Monoisotopic Mass: 599.192 Da
• Topological Polar Surface Area: 152.000 Ų
• Heavy Atom Count: 41
• Formal Charge: 0
• Complexity: 956.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 3
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1