Suberanilic Acid

Base Information

• Chemical Name: Suberanilic Acid
• CAS No.: 149648-52-2
• Molecular Formula: C14H19NO3
• Molecular Weight: 249.31
• Hs Code.: 2924299090
• UNII: 5O3JZ9EX86
• DSSTox Substance ID: DTXSID00429494
• Nikkaji Number: J1.557.788F
• Wikidata: Q72501452
• ChEMBL ID: CHEMBL3797785
• Mol file: 149648-52-2.mol

Synonyms:Suberanilic Acid;149648-52-2;8-oxo-8-(phenylamino)octanoic acid;7-PHENYLCARBAMOYLHEPTANOIC ACID;7-(phenylcarbamoyl)heptanoic acid;8-anilino-8-oxooctanoic acid;Octanoic acid, 8-oxo-8-(phenylamino)-;7-Phenylcarbamoyl-heptanoic acid;SuberanilicAcid-d5;8-Anilino-8-oxobutanoic acid;5O3JZ9EX86;UNII-5O3JZ9EX86;L-001301732;Suberanilsaure;SCHEMBL312344;CHEMBL3797785;DTXSID00429494;PAXDAFSGJPGLGR-UHFFFAOYSA-N;8-oxo-8-(phenylamino)octanoicacid;MFCD07777004;AKOS015910814;CG-0046;CS-0172723;FT-0674677;A808936;J-008604

Chemical Property of Suberanilic Acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 123 °C
• Refractive Index: 1.56
• Boiling Point: 488.556 °C at 760 mmHg
• PKA: 4.78±0.10(Predicted)
• Flash Point: 249.27 °C
• PSA: 66.40000
• Density: 1.153 g/cm³
• LogP: 3.12330
• Storage Temp.: Refrigerator
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 249.13649347
• Heavy Atom Count: 18
• Complexity: 260

Purity/Quality:

98%,99%, ^*data from raw suppliers

SuberanilicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NC(=O)CCCCCCC(=O)O
• Uses: An intermediate in the production of Suberoylanilide Hydroxamic Acid and other histone deacetylase inhibitors

Technology Process of Suberanilic Acid

There total 15 articles about Suberanilic Acid 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: 94.0%

oxonane-2,9-dione (10521-06-9) + aniline (62-53-3) → suberanilic acid (149648-52-2)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 0.5h;

DOI:10.1080/00304940109356608

Reference yield: 92.0%

8-hydroxy-N-phenyloctanamide → suberanilic acid (149648-52-2)

Guidance literature:

With potassium permanganate; sodium hydroxide; In water; at 20 ℃;

DOI:10.1002/cssc.201700415

Reference yield: 90.0%

8-oxo-8-(phenylamino)octanoic acid methyl ester (162853-41-0) → suberanilic acid (149648-52-2)

Guidance literature:

With potassium trimethylsilonate; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1002/anie.200703198

upstream raw materials:

octane-1,8-dioic acid

aniline

suberic dianilide

oxonane-2,9-dione

Downstream raw materials:

8-oxo-8-(phenylamino)octanoic acid methyl ester

N¹-methoxy-N¹-methyl-N⁸-phenyloctanediamide

octanedioic acid phenylamide (2-tritylsulfanyl-ethyl)-amide

2,3,4,6-tetra-O-acetyl-1-O-7-(phenylcarbamoyl)hepthydroxamoyl-β-D-galactopyranose

Refernces

• 1、 Davidson, Jessica,Molitor, Elizabeth,Moores, Samantha,Gale, Sarah E.,Subramanian, Kanagaraj,Jiang, Xuntian,Sidhu, Rohini,Kell, Pamela,Zhang,Fujiwara, Hideji,Davidson, Cristin,Helquist, Paul,Melancon, Bruce J.,Grigalunas, Michael,Liu, Gang,Salahi, Farbod,Wiest, Olaf,Xu, Xin,Porter, Forbes D.,Pipalia, Nina H.,Cruz, Dana L.,Holson, Edward B.,Schaffer, Jean E.,Walkley, Steven U.,Maxfield, Frederick R.,Ory, Daniel S.. "2-Hydroxypropyl-β-cyclodextrin is the active component in a triple combination formulation for treatment of Niemann-Pick C1 disease". . p. 1545 - 1561. Retrieved 2019.
• 2、 Calder, Ewen D. D.,Conway, Stuart J.,Folkes, Lisa K.,Hammond, Ester M.,Mistry, Ishna N.,Skwarska, Anna,Sneddon, Deborah. "Hypoxia-activated pro-drugs of the KDAC inhibitor vorinostat (SAHA)". supporting information. . Retrieved 2020/04/24.