L-Pyroglutamic Acid beta-Naphthylamide

Base Information

• Chemical Name: L-Pyroglutamic Acid beta-Naphthylamide
• CAS No.: 22155-91-5
• Molecular Formula: C15H14 N2 O2
• Molecular Weight: 254.288
• Hs Code.: 2933790090
• European Community (EC) Number: 244-809-9
• UNII: 6G5U8A2YEH
• DSSTox Substance ID: DTXSID10944800
• Nikkaji Number: J285.446E
• Wikidata: Q27162619
• Mol file: 22155-91-5.mol

Synonyms:L-pyrrolidonyl-beta-naphthylamide;LPBN;pyroglutamic acid-beta-naphthylamide;pyrrolidonyl-beta-naphthylamide

Chemical Property of L-Pyroglutamic Acid beta-Naphthylamide

Chemical Property:

• Appearance/Colour: Light pink-white crystals
• Vapor Pressure: 3.79E-15mmHg at 25°C
• Melting Point: 184°-185°C
• Boiling Point: 616.9 °C at 760 mmHg
• Flash Point: 260.9 °C
• PSA: 58.20000
• Density: 1.311 g/cm³
• LogP: 2.45870
• Storage Temp.: 2-8°C
• Solubility.: methanol: 50 mg/mL, clear, colorless
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 254.105527694
• Heavy Atom Count: 19
• Complexity: 369

Purity/Quality:

98% ^*data from raw suppliers

L-Pyroglutamic acid-beta-naphthylamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-50/53
• Safety Statements: 22-24/25-61-60

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)NC1C(=O)NC2=CC3=CC=CC=C3C=C2
• Isomeric SMILES: C1CC(=O)N[C@@H]1C(=O)NC2=CC3=CC=CC=C3C=C2
• Uses: Substrate for the assay of pyrrolidonylpeptidase. L-PYROGLUTAMIC ACID BETA-NAPHTHYLAMIDE is a substrate for pyroglutamate aminopeptidase. Used for colorimetric determination of pyrrolidonyl peptidase activity in bacteria A substrate for pyroglutamate aminopeptidase. Used for differentiation of Group A streptococci and enterococci from other streptococci.

Technology Process of L-Pyroglutamic Acid beta-Naphthylamide

There total 2 articles about L-Pyroglutamic Acid beta-Naphthylamide 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: 83.0%

C15H15N2O3(1-)*K(1+) → pglu-beta-naphtylamide (22155-91-5)

Guidance literature:

With 4-methyl-morpholine; bis(trichloromethyl) carbonate; potassium hydroxide; In water; acetonitrile; at 20 ℃; for 0.00277778h; Inert atmosphere;

DOI:10.1002/chem.202100059

Reference yield:

L-Glutamine-β-naphthylamide (735-82-0) → pglu-beta-naphtylamide (22155-91-5)

Guidance literature:

With human secreted glutaminyl cyclase; In aq. buffer; at 30 ℃; pH=8;

DOI:10.1016/j.toxicon.2014.04.012

Reference yield:

pglu-beta-naphtylamide (22155-91-5) → naphthalen-2-ylamine (91-59-8) + Pyroglutamic acid (149-87-1)

Guidance literature:

With pyroglutamylaminopeptidase; glycerol; In water; at 37 ℃; for 4h; Product distribution; enzymatic hydrolysis, phosphate buffer, pH=6.7;

DOI:10.1016/S0040-4020(01)89074-8

upstream raw materials:

L-Glutamine-β-naphthylamide

Downstream raw materials:

naphthalen-2-ylamine

Pyroglutamic acid

Refernces

• 1、 Fuse, Shinichiro,Komuro, Keiji,Otake, Yuma,Masui, Hisashi,Nakamura, Hiroyuki. "Rapid and Mild Lactamization Using Highly Electrophilic Triphosgene in a Microflow Reactor". supporting information. p. 7525 - 7532. Retrieved 2021/03/17.