4-[(4-Methoxybenzoyl)amino]butanoic acid

Base Information

• Chemical Name: 4-[(4-Methoxybenzoyl)amino]butanoic acid
• CAS No.: 72432-14-5
• Molecular Formula: C12H15 N O4
• Molecular Weight: 237.255
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID60222721
• Nikkaji Number: J348.021F
• Wikidata: Q83101037
• Mol file: 72432-14-5.mol

Synonyms:N-anisoyl-GABA;Ro 13-6680;Ro 136680;Ro-136680

Chemical Property of 4-[(4-Methoxybenzoyl)amino]butanoic acid

Chemical Property:

• Vapor Pressure: 2.15E-10mmHg at 25°C
• Boiling Point: 489.4°C at 760 mmHg
• Flash Point: 249.8°C
• PSA: 75.63000
• Density: 1.198g/cm³
• LogP: 1.68070
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 237.10010796
• Heavy Atom Count: 17
• Complexity: 259

Purity/Quality:

98%Min ^*data from raw suppliers

4-[(4-METHOXYBENZOYL)AMINO]BUTANOIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): A poison by ingestion.
• Hazard Codes: A poison by ingestion.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C(=O)NCCCC(=O)O
• Uses: 4-[(4-Methoxyphenyl)formamido]butanoic Acid is a derivative of Aniracetam(A672800) which is a cognition enhancer related to Piracetam. Nootropic.

Technology Process of 4-[(4-Methoxybenzoyl)amino]butanoic acid

There total 3 articles about 4-[(4-Methoxybenzoyl)amino]butanoic 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:

4-methoxybenzoic acid (100-09-4) → Anisamidobutyric acid (72432-14-5)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

2: N,N-dimethyl-formamide / 20 °C

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;

DOI:10.1002/anie.201106559

Reference yield:

1H-benzo[d][1,2,3]triazol-1-yl 4-methoxybenzoate (200353-70-4) + 4-amino-n-butyric acid (56-12-2) → Anisamidobutyric acid (72432-14-5)

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1002/anie.201106559

Reference yield:

aniracetam (72432-10-1) → Anisamidobutyric acid (72432-14-5)

Guidance literature:

With Tris-HCl buffer; human liver carboxylesterase pI 5.3; at 37 ℃; pH=7.4; Further Variations:; Reagents; Enzyme kinetics;

DOI:10.1248/bpb.20.869

upstream raw materials:

aniracetam

1H-benzo[d][1,2,3]triazol-1-yl 4-methoxybenzoate

4-amino-n-butyric acid

4-methoxybenzoic acid

Downstream raw materials:

aniracetam

Refernces

• 1、 Takai, Satomi,Matsuda, Ayuka,Usami, Yoshiko,Adachi, Tetsuo,Sugiyama, Tadashi,Katagiri, Yoshihiro,Tatematsu, Masae,Hirano, Kazuyuki. "Hydrolytic profile for ester- or amide-linkage by carboxylesterases pI 5.3 and 4.5 from human liver". . p. 869 - 873. Retrieved 2007/10/03.