Tranilast
Item № 13044
CAS № 53902-12-8
Purity ≥98%
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5 mg $15.00 $0.00
10 mg $29.00 $0.00
50 mg $120.00 $0.00

Pricing updated 2015-09-02. Prices are subject to change without notice.

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Description
Synonyms
  • N-(3',4'-Dimethyoxycinnamoyl) Anthranilic Acid
  • Tranpro
  • MK 341
  • Rizaben
  • SB 252218

Tranilast is a compound that exhibits anti-inflammatory and immunomodulatory effects by inhibiting lipid mediator and cytokine release from inflammatory cells and interfering with PDGF- and TGF-β1-induced proliferation and migration of vascular medial smooth muscle cells. Tranilast suppresses production of prostaglandin D2 (IC50 = 0.1 mM)1, prostaglandin E2 (IC50 = ~1-20 µM), thromboxane B2 (IC50 = ~10-50 µM), TGF-β1 (IC50 = ~100-200 µM), and interleukin-8 (IC50 = ~100 µM) in in vitro models as well as attenuates of the proinflammatory activity of human monocytes.2 While originally marketed as an antiallergenic drug, the efficacy of tranilast in preventing restenosis after percutaneous coronary intervention has been tested in a large-scale clinical trial.3 Additionally, tranilast inhibits VEGF-induced angiogenetic activities (i.e., proliferation, migration and tube formation of vascular endothelial cells) with IC50 values of 22, 18 and 193 µM, which may prove therapeutic for various retinal diseases.4

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Technical Information
Formal Name 2-​[[3-​(3,​4-​dimethoxyphenyl)-​1-​oxo-​2-​propen-​1-​yl]amino]-​benzoic acid
CAS Number 53902-12-8
Synonyms
  • N-(3',4'-Dimethyoxycinnamoyl) Anthranilic Acid
  • Tranpro
  • MK 341
  • Rizaben
  • SB 252218
Molecular Formula C18H17NO5
Formula Weight 327.3
Purity ≥98%
Formulation A crystalline solid
SMILES O=C(/C=C/C1=CC=C(OC)​C(OC)​=C1)​NC2=C(C(O)​=O)​C=CC=C2
InChI Code ​1S/C18H17NO5/c1-23-15-9-7-12(11-16(15)​24-2)​8-10-17(20)​19-14-6-4-3-5-13(14)​18(21)​22/h3-11H,1-2H3,(H,19,20)​(H,21,22)​/b10-8+
InChI Key NZHGWWWHIYHZNX-CSKARUKUSA-N

WARNING - This product is not for human or veterinary use.

Shipping & Storage
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
Stability 2 years
Product Downloads & Resources
Product Downloads

Download Product Insert 97 Kb PDF

Download Safety Data Sheet (SDS) 24 Kb PDF

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Additional Information

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References & Background Reading
Product Description References

1. Ikai, K., Ujihara, M., Fujii, K., et al. Inhibitory effect of tranilast on prostaglandin D synthetase. Biochem Pharmacol 38(16) 2673-2676 (1989).

2. Capper, E.A., Roshak, A.K., Bolognese, B.J., et al. Modulation of human monocyte activities by tranilast, SB 252218, a compund demonstrating efficacy in restenosis. J Pharmacol Exp Ther 295(3) 1061-1069 (2000).

3. Holmes, D.R., Savage, M., LaBlanche, J., et al. Results of prevention of restenosis with tranilast and its outcomes (PRESTO) trial. Circulation 106 1243-1250 (2002).

4. Koyama, S., Takagi, H., Otani, A., et al. Tranilast inhibits protein kinase C-dependent signalling pathway linked to angiogenic activities and gene expression of retinal microcapillary endothelial cells. Br J Pharmacol 127 537-545 (1999).

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