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Tranilast

Tranilast structure

CAS No:
53902-12-8
Formula:
C18H17NO5
Chemical Name:
Tranilast
Synonyms:
Benzoic acid,2-[[3-(3,4-dimethoxyphenyl)-1-oxo-2-propen-1-yl]amino]-;Benzoic acid,2-[[3-(3,4-dimethoxyphenyl)-1-oxo-2-propenyl]amino]-;2-[[3-(3,4-Dimethoxyphenyl)-1-oxo-2-propen-1-yl]amino]benzoic acid;N 5′;N-(3′,4′-Dimethoxycinnamoyl)anthranilic acid;N-(3,4-Dimethoxycinnamoyl)anthranilic acid;Tranilast;Rizaben;2-(3,4-Dimethoxycinnamoylamino)benzoic acid;MK 341;Tranpro;3,4-DAA;2-[3-(3,4-Dimethoxyphenyl)prop-2-enoylamino]benzoic acid
Categories:
Active Pharmaceutical Ingredients > Antiallergic Drugs

Description

Tranilast is an antiallergic agent.Target: Angiotensin ReceptorTranilast has been approved in Japan and South Korea, since 1982, for the treatment of bronchial asthma, with indications for keloids and hypertrophic scar added in 1993. Tranilast is also used to treat asthma, autoimmune diseases, atopic and fibrotic pathologies, and can also inhibit angiogenesis. The antiproliferative properties of tranilast were found that tranilast elicited an inhibitory effect on fibroblast proliferation

Tranilast Basic Attributes

Molecular Weight：

327.33

Exact Mass：

327.33

Characteristics

PSA：

84.9

XLogP3：

3.2

Appearance：

white to beige

Density：

1.305 g/cm³

Melting Point：

212 °C

Boiling Point：

585.6°C at 760 mmHg

Flash Point：

307.9±30.1 °C

Refractive Index：

1.648

Water Solubility：

DMSO: 18 mg/mL

Storage Conditions：

2-8°C

Toxicity：

LD50 in male, female mice, male, female rats (mg/kg): 780, 680, 1600, 1100 orally; 410, 385, 405, 395 i.p.; 2630, 2820, 3630, 3060 s.c. (Nakazawa, p 385)

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

safety instructions：

26-36

RTECS Number：

DG8731000

Marks：

Precautionary statement(s)：

P264, P270, P301+P312, P330, P501

Hazard Statements：

H302

Tranilast Use and Manufacturing

Methods of Manufacturing

Condensation of anthranilic acid (I) and compound (II) yields the product.

Uses

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), 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. 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. Additionally, tranilast inhibits VEGF-induced angiogenetic activities (i.e., proliferation, migration and tube formation ofvascular endothelial cells) with IC50 values of 22, 18 and 193 μM, which may prove therapeutic for various retinal diseases.[Cayman Chemical]

Computed Properties

Molecular Weight:327.3
XLogP3:3.2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:6
Exact Mass:327.11067264
Monoisotopic Mass:327.11067264
Topological Polar Surface Area:84.9
Heavy Atom Count:24
Complexity:464
Undefined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Drug Function and Efficacy

Pharmacological effects of compound tranilast tablets

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Compound Tranilast Tablets
Specifications	Each tablet contains 80 mg of Tranilast and 2.4 mg of Salbutamol sulfate

Tranilast Capsules
Ingredients	Tranilast.
Indication	When used in combination with or discontinued with the anticoagulant drug warfarin, its effect may be enhanced or weakened and the thrombosis test values may be reduced or increased. Therefore, when used in combination or discontinued clinically, attention should be paid to observing changes in coagulation function.
Specifications	0.1 g
Manufacturer	China Pharmaceutical University Pharmaceutical Co., Ltd.

Tranilast
Specifications	API
Manufacturer	China Pharmaceutical University Pharmaceutical Co., Ltd.

See More Related Drugs

Registered Holders

China Pharmaceutical University Pharmaceutical Co., Ltd.

China
Active
Nanjing Yiheng Pharmaceutical Co., Ltd.

China
Active

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