5,5'-Methylenedianthranilic acid

Base Information

• Chemical Name: 5,5'-Methylenedianthranilic acid
• CAS No.: 7330-46-3
• Molecular Formula: C15H14N2O4
• Molecular Weight: 286.287
• European Community (EC) Number: 230-830-0
• UNII: WAN82A3TCL
• DSSTox Substance ID: DTXSID60223536
• Nikkaji Number: J39.616H
• Wikidata: Q72444055
• ChEMBL ID: CHEMBL1370674
• Mol file: 7330-46-3.mol

Synonyms:7330-46-3;5,5'-Methylenedianthranilic acid;bis(4-amino-3-carboxyphenyl)methane;2-amino-5-[(4-amino-3-carboxyphenyl)methyl]benzoic acid;5,5'-Methylenebis(anthranilic acid);NSC-37136;WAN82A3TCL;CCRIS 8068;CHEMBL1370674;EINECS 230-830-0;5,5'-methylenebis(2-aminobenzoic acid);Benzoic acid, 3,3'-methylenebis[6-amino-;NSC37136;6,6'-Diaminodiphenylmethane-3,3'-dicarboxylic acid (MBAA);C15H14N2O4.2ClH;C15-H14-N2-O4.2Cl-H;BENZOIC ACID, 3,3'-METHYLENEBIS(6-AMINO-;UNII-WAN82A3TCL;Cambridge id 5180504;NCIStruc1_001068;NCIStruc2_001481;Oprea1_629034;Oprea1_743017;CBDivE_004555;MLS000123316;SCHEMBL107442;DTXSID60223536;HMS2442K21;NCI37136;5,5'-Methylenebis(anthanilic acid);BDBM50388541;CCG-36881;MFCD00059640;NCGC00013433;STK366509;AKOS000268606;3,3'-Methylenebis(6-aminobenzoic acid);NCGC00013433-02;NCGC00096548-01;AS-84385;NCI60_003422;SMR000123970;3,3'-methanediylbis(6-aminobenzoic acid);3,3'-methylenebis[6-(amino)-benzoic acid];4,4'-diamino-3,3'-dicarboxydiphenylmethane;FT-0761639;M0717;F88652;2-amino-5-[(4-amino-3-carboxy-phenyl)methyl]benzoic acid;Benzoic acid, {3,3'-methylenebis[6-amino-,} dihydrochloride

Chemical Property of 5,5'-Methylenedianthranilic acid

Chemical Property:

• Melting Point: 262℃ (water acetic acid )
• Boiling Point: 576.4 °C at 760 mmHg
• PKA: 2.24±0.10(Predicted)
• Flash Point: 302.4 °C
• PSA: 126.64000
• Density: 1.442 g/cm³
• LogP: 3.00060
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 286.09535693
• Heavy Atom Count: 21
• Complexity: 365

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1CC2=CC(=C(C=C2)N)C(=O)O)C(=O)O)N

Technology Process of 5,5'-Methylenedianthranilic acid

There total 6 articles about 5,5'-Methylenedianthranilic 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: 85.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) → 4,4'-diamino-3,3'-dicarboxydiphenylmethane (7330-46-3)

Guidance literature:

With hydrogenchloride; In water; at 70 ℃; for 4h;

Reference yield:

4,4'-methylenebisanthranilic acid dimethyl ester (31383-81-0) → 4,4'-diamino-3,3'-dicarboxydiphenylmethane (7330-46-3)

Guidance literature:

With sodium hydroxide;

Reference yield:

N,N'-methylene bis(anthranilic acid) (61098-02-0) → 4,4'-diamino-3,3'-dicarboxydiphenylmethane (7330-46-3)

Guidance literature:

With hydrogenchloride;

upstream raw materials:

4,4'-methylenebisanthranilic acid dimethyl ester

N,N'-methylene bis(anthranilic acid)

hydrogenchloride

formaldehyd

Downstream raw materials:

4,4'-diamino diphenyl methane

Refernces

• 1、 Li, Jian,Chen, Jing,Gui, Chunshan,Zhang, Li,Qin, Yu,Xu, Qiang,Zhang, Jian,Liu, Hong,Shen, Xu,Jiang, Hualiang. "Discovering novel chemical inhibitors of human cyclophilin A: Virtual screening, synthesis, and bioassay". . p. 2209 - 2224. Retrieved 2007/10/03.