402473-54-5

Basic information

• Product Name: ONO-AE3-208
• Synonyms: 4-Cyano-2-[[2-(4-fluoro-1-naphthalenyl)-1-oxopropyl]amino]Benzenebutanoic acid;ONO-AE3-208;AE 3-208
• CAS NO: 402473-54-5
• Molecular Formula: C24H21FN2O3
• Molecular Weight: 404.439
• Mol File: 402473-54-5.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 662.36 °C at 760 mmHg
• Flash Point: 354.383 °C
• Appearance: /
• Density: 1.30
• Storage Temp.: -20°C
• Solubility: ≥40.4 mg/mL in DMSO with gentle warming; insoluble in H2O; ≥8.1 mg/mL in EtOH with gentle warming and ultrasonic
• PKA: 4.69±0.10(Predicted)
• CAS DataBase Reference: ONO-AE3-208(CAS DataBase Reference)
• NIST Chemistry Reference: ONO-AE3-208(402473-54-5)
• EPA Substance Registry System: ONO-AE3-208(402473-54-5)

Safety Data

• Hazardous Substances Data: 402473-54-5(Hazardous Substances Data)

Usage

Uses

ONO AE3 208 is a prostaglandin E receptor EP4 antagonist, which inhibits breast cancer metastasis.

Biological Activity

ono-ae3-208 is an antagonist of ep4 [1].ep4 is one of the prostaglandin e2 receptors and is associated with inflammatory disease and cancer such as prostate cancer. as an antagonist of ep4, ono-ae3-208 is expected to be a potential therapy for prostate cancer. in vitro assays show that ono-ae3-208 can suppress the migration and invasion of prostate cancer cells. 10μm of ono-ae3-208 decreases wound healing proportion of pc3 and lncap cell lines in wound-healing assay. and in transwell invasion assay, ono-ae3-208 inhibits cell invasion even at concentration of 0.1μm. ono-ae3-208 is also reported to suppress bone metastasis in vivo [1].since activation of e2 can increase the expression of matrix metalloproteinase (mmp) and release inflammatory cytokines, and then exacerbates abdominal aortic aneurism (aaa) formation, ono-ae3-208 is also used in the studies of aaa formation. it has been proved that ono-ae3-208 can cause the elastic fiber degradation and inhibit aaa formation in vivo in a dose-dependent manner [2].

references

[1] song xu, zhengyu zhang, osamu ogawa,takeshi yoshikawa, hiromasa sakamoto, noboru shibasaki, akayuki goto, liming wang, naoki terada. an ep4 antagonist ono-ae3-208 suppresses cell invasion, migration and metastasis of prostate cancer. cell biochem biophys. 2014, april.[2] utako yokoyama, ryo ishiwata, mei-hua jin, yuko kato, orie suzuki, huiling jin, yasuhiro ichikawa, syun kumagaya, yuzo katayama, takayuki fujita, satoshi okumura, motohiko sato, yukihiko sugimoto, hiroki aoki, shinichi suzuki, munetaka masuda, susumu minamisawa, yoshihiro ishikawa. inhibition of ep4 signaling attenuates aortic aneurysm formation. plos one. 2012, may. 7, 5, e36724.

Relevant articles and documents

Carboxylic acid derivatives, process for producing the same and drugs containing the same as the active ingredient

A carboxylic acid derivative of formula (1) wherein R1 is COOH, COOR6 etc.; A is alkylene etc.; R2 is alkyl, alkenyl, alkynyl etc.; B is carbocyclic ring or heterocyclic ring; R4 is alkyl, cycloalkyl etc.; Rsup