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Tranilast (CAS 53902-12-8)

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Synonym:N-(3,4-Dimethoxycinnamoyl)anthranilic Acid; 2-[[3-(3,4-Dimethoxyphenyl)-1-oxo-2-propenyl]amino]benzoic Acid
Application:An inhibitor of angiogenesis and the release of histamine and prostaglandins
CAS Number:53902-12-8
Purity:≥98%
Molecular Weight:327.33
Molecular Formula:C18H17NO5
Refer to Certificate of Analysis for lot specific data (including water content).
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Product NameCatalog #UnitPriceQtyAddFavorites
Tranilast sc-200389 10 mg $49
Tranilast sc-200389A 50 mg $192
Description
Tranilast is an angiogenesis inhibitor that also inhibits the release of histamine and prostaglandins from basophils and mast cells. Other functions of Tranilast include the ability to inhibit leukotrienes, oxygen radicals, cyclooxygenase-2 expression, cytokines, collagen synthesis, and blocks the production of IL-1 and IL-2 from human T-cells and macrophages. Studies indicate that Tranilast blocks vascular inflammation and disrupts the NF-κB/CBP interaction, which leads to the inhibition of NF-κB dependent transcription activation. Additionally, Tranilast has been reported to inhibit the release of PGE2 and TGF-β from monocytes-macrophages and the transformation of fibroblasts to myofibroblasts, and contraction in vitro. Smooth muscle cell studies have revealed that Tranilast inhibits vascular smooth muscle cell growth, calcium entry, and acts as an antagonist of Angiotensin (angiotensin II).
Technical Information
Physical State:Solid
Solubility:Soluble in DMSO (>10 mg/ml), water (<1 mg/ml), and ethanol (<1 mg/ml).
Storage:Store at room temperature
Melting Point:166.2-168.2 °C (lit.)
Boiling Point:585.55 °C at 760 mmHg
Density:1.30 g/cm3
Refractive Index:n20D 1.65
IC50:prostaglandin D2: IC50 = 0.1 mM; prostaglandin E2: IC50 = ~1-20 µM; thromboxane B2: IC50 = ~10-50 µM; TGF-β1: IC50 = ~100-200 µM; interleukin-8: IC50 = ~100 µM; Hematopoietic prostaglandin D synthase: IC50 = 1.16 µM (human)
pK Values:pKa: 3.45
Safety and Reference Information
WGK Germany:3
RTECS:DG8731000
PubChem CID:5527
Merck Index:14: 9570
MDL Number:MFCD00864787
SMILES:COC1=C(C=C(C=C1)C=CC(=O)NC2=CC=CC=C2C(=O)O)OC
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
References
1. Suzawa, H., et al. 1992. Jpn. J. Pharmacol. 60: 85-90. PMID: 1282575
2. Yamada, H., et al. 1994. J. Biochem. 116: 892-897. PMID: 7533764
3. Isaji, M., et al. 1997. Br. J. Pharmacol. 122: 1061-1066. PMID: 9401770
4. Takahashi, A., et al. 1999. Circ. Res. 84: 543-550. PMID: 10082476
5. Spiecker, M., et al. 2002. Mol. Pharmacol. 62: 856-863. PMID: 12237332
6. Namazi, M.R. and Soma, J. 2005. Med. Hypotheses. 64: 1135-1137. PMID: 15823702
SDS (MSDS)
Certificate of Analysis

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