trans-Tranilast

Base Information

• Chemical Name: trans-Tranilast
• CAS No.: 70806-55-2
• Molecular Formula: C18H17NO5
• Molecular Weight: 327.337
• Mol file: 70806-55-2.mol

Synonyms:N-Veratryliden-anthranilsaeure;N-veratryliden-anthranilic acid;

Chemical Property of trans-Tranilast

Chemical Property:

• PSA: 88.35000
• LogP: 3.70340
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99%+, ^*data from raw suppliers

trans-Tranilast ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: trans-Tranilast is used to treat bronchial asthma, allergic rhinitis and atopic dermatitis.

Technology Process of trans-Tranilast

There total 15 articles about trans-Tranilast which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 74.0%

2-[(2-carboxyacetyl)amino]benzoic acid (53947-84-5) + 3,4-dimethoxy-benzaldehyde (120-14-9) → Tranilast (70806-55-2)

Guidance literature:

2-[(2-carboxyacetyl)amino]benzoic acid; 3,4-dimethoxy-benzaldehyde; With piperidine; In toluene; for 4h; Heating / reflux; Dean-Stark apparatus;

With hydrogenchloride; In methanol; water;

Reference yield: 62.0%

2-[(2-carboxyacetyl)amino]benzoic acid (53947-84-5) + 3,4-dimethoxy-benzaldehyde (120-14-9) → N-(3,4-dimethoxycinnamoyl)anthranilic acid (53902-12-8,70806-55-2,91920-58-0)

Guidance literature:

2-[(2-carboxyacetyl)amino]benzoic acid; 3,4-dimethoxy-benzaldehyde; With piperidine; In toluene; for 3h; Reflux; Dean-Stark;

With methanol; In water; at 40 ℃;

With hydrogenchloride; In water;

DOI:10.1016/j.ejmech.2019.02.074

Reference yield: 50.0%

3,4-dimethoxy-trans-cinnamic acid (14737-89-4) + chloroformic acid ethyl ester (541-41-3) + meta-aminobenzoic acid (99-05-8,159139-79-4) → Tranilast (70806-55-2)

Guidance literature:

With hydrogenchloride; triethylamine; In N-methyl-acetamide; ethanol; water;

upstream raw materials:

N-(cis-3,4-dimethoxycinnamoyl)anthranilic acid

2-[(2-carboxyacetyl)amino]benzoic acid

3,4-dimethoxy-benzaldehyde

3,4-dimethoxy-trans-cinnamic acid

Downstream raw materials:

2-[[3-(3,4-dimethoxyphenyl)-1-oxopropyl]amino]benzoic acid

Refernces

• 1、 Lo Re, Daniele,Montagner, Diego,Tolan, Dina,Di Sanza, Claudio,Iglesias, Mar,Calon, Alexandre,Giralt. "Increased immune cell infiltration in patient-derived tumor explants treated with Traniplatin: An original Pt(iv) pro-drug based on Cisplatin and Tranilast". . p. 8324 - 8327. Retrieved 2018/08/04.
• 2、 -. "FUSED RING ANALOGUES OF ANTI-FIBROTIC AGENTS". Page/Page column 79. . Retrieved 2011/05/06.