616400-M
Tranilast
An anthranilic acid analog that acts as a potent inhibitor of VEGF- and vascular permeability factor-induced angiogenesis and collagen synthesis.
Synonym(s):
Tranilast, N-(3ʹ,4ʹ-Dimethoxycinnamoyl)anthranilic Acid
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About This Item
Empirical Formula (Hill Notation):
C18H17NO5
CAS Number:
Molecular Weight:
327.33
UNSPSC Code:
51111800
MDL number:
NACRES:
NA.77
Assay:
≥95% (HPLC)
Form:
solid
Storage condition:
OK to freeze, protect from light
Quality Segment
description
Merck USA index - 14, 9570
assay
≥95% (HPLC)
form
solid
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze, protect from light
color
pale yellow
solubility
DMSO: 200 mg/mL
storage temp.
−20°C
SMILES string
N(c2c(cccc2)C(=O)O)C(=O)\C=C\c1cc(c(cc1)OC)OC
InChI
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
General description
An anthranilic acid analog that acts as a potent inhibitor of VEGF- and vascular permeability factor-induced angiogenesis and collagen synthesis. Inhibits VEGF- and PMA-stimulated PKC activity in retinal capillary endothelial cells without affecting the VEGF binding or VEGF receptor phosphorylation. Also has antiallergic, anti-inflammatory, and antiproliferative properties. Induces Ca2+ mobilization in vascular smooth muscle.
Biochem/physiol Actions
Primary Target
VEGF- and vascular permeability factor-induced angiogenesis and collagen synthesis
VEGF- and vascular permeability factor-induced angiogenesis and collagen synthesis
Preparation Note
Following reconstitution, aliquot and freeze (-20°C).
Other Notes
Koyama, S., et al. 1999. Br. J. Pharmacol. 127, 537.
Isaji, M., et al. 1998. Life Sci. 63, PL71.
Isaji, M., et al. 1997. Br. J. Pharmacol. 122, 1061.
Isaji, M., et al. 1998. Life Sci. 63, PL71.
Isaji, M., et al. 1997. Br. J. Pharmacol. 122, 1061.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Harmful (C)
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signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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