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616400-M

Tranilast

Name: Tranilast
Brand: MM

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:

53902-12-8

Molecular Weight:

327.33

UNSPSC Code:

51111800

MDL number:

MFCD00864787

NACRES:

NA.77

Assay:

≥95% (HPLC)

Form:

solid

Quality level:

100

Storage condition:

OK to freeze, protect from light

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Properties

Quality Level

100

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

Description

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

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.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Harmful (C)

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pictograms

GHS07

signalword

Warning

hcodes

H302

pcodes

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c