15883-20-2

Basic information

• Product Name: 2',6'-Pipecoloxylidide
• Synonyms: Pipecolinoyl-2,6-xylidide;N-(2',6'-dimethylphenyl)-piperidine-2- carboxylic amide;Des-butyl Bupivacaine (Bupivacaine metabolite);Desbutylbupivacain;N-(2',6'-Dimethylphenyl)-2-Pip;(2RS)-N-(2,6-DIMETHYLPHENYL) -2-PIPERIDINE CARBOXAMIDE;2',6'-Pipecoloxylidide;N-(2,6-Dimethylphenyl)-2-piperidinecarboxamide
• CAS NO: 15883-20-2
• Molecular Formula: C₁₄H₂₀N₂O
• Molecular Weight: 232.32
• EINECS: 1308068-626-2
• Product Categories: Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 15883-20-2.mol
• Article Data: 14

Chemical Properties

• Melting Point: 114-1170C
• Boiling Point: 392.3 ºC at 760 mmHg
• Flash Point: 149 ºC
• Appearance: Off-white to light yellow powder
• Density: 1.087 g/cm³
• Storage Temp.: -20°C Freezer
• PKA: 14.85±0.70(Predicted)
• CAS DataBase Reference: 2',6'-Pipecoloxylidide(CAS DataBase Reference)
• NIST Chemistry Reference: 2',6'-Pipecoloxylidide(15883-20-2)
• EPA Substance Registry System: 2',6'-Pipecoloxylidide(15883-20-2)

Safety Data

• Hazard Codes: Xi,T
• Statements: 25
• Safety Statements: 45
• RIDADR: UN 2811 6.1 / PGIII
• RTECS: TM6076000
• Hazardous Substances Data: 15883-20-2(Hazardous Substances Data)

Usage

Description

2',6'-Pipecoloxylidide is a chemical compound derived from the piperidine family, characterized by its white to off-white appearance. It is a significant metabolite of Bupivacaine, a widely used local anesthetic.

Uses

Used in Pharmaceutical Industry:
2',6'-Pipecoloxylidide is used as an impurity reference substance for Bupivacaine (B689561), a sodium channel blocker and local anesthetic. Its presence in the pharmaceutical industry is crucial for quality control and ensuring the safety and efficacy of Bupivacaine-based medications.
Used in Anesthetic Applications:
As a metabolite of Bupivacaine, 2',6'-Pipecoloxylidide plays a role in the anesthetic process, contributing to the overall effectiveness of the local anesthetic in medical and surgical procedures. Its understanding and study can help improve the development of new anesthetic agents and enhance patient care.
Used in Research and Development:
2',6'-Pipecoloxylidide serves as a valuable compound for researchers in the field of pharmaceuticals and medicinal chemistry. It can be used to study the metabolic pathways of Bupivacaine and potentially develop new drugs with improved properties or reduced side effects.

Upstream product

• 110-52-1 1,4-dibromo-butane 
• 102881-97-0 2-amino-N-(2,6-dimethyl-phenyl)-malonamic acid ethyl ester 
• 39627-98-0 2-pyridine-carboxamide-N-(2,6-dimethylphenyl) 
• 87-62-7 2,6-dimethylaniline 
• 67-56-1 methanol 
• 98-98-6 2-Picolinic acid 
• 4043-87-2 pipecolic Acid 
• 28697-07-6 N-benzyloxycarbonyl D/L-pipecolinic acid 
• 636-80-6 2-picolinic acid hydrochloride 
• 1537190-05-8 C₁₄H₂₀N₂O*C₁₆H₁₅NO₃ 
• 27262-40-4 (S)-2',6'-pipecoloxylidide 
• 67-63-0 isopropyl alcohol 
• 100616-40-8 N-(2,6-dimethyl-phenyl)-2-hydroxyimino-malonamic acid ethyl ester 
• 15960-82-4 ethyl 3-((2,6-dimethylphenyl)amino)-3-oxopropanoate 

Downstream Products

• 27262-40-4 (S)-2',6'-pipecoloxylidide 
• 78289-28-8 pipecolic-2-acid-2',6'-xylidide 
• 14252-80-3 bupivacaine hydrochloride 
• 98626-61-0 1-propyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide 
• 27262-39-1 (S)-dibenzoyl-2-pipecolinoxylidide-L-tartrate 

Relevant articles and documents

Design of an integrated process of chromatography, crystallization and racemization for the resolution of 2′,6′-pipecoloxylidide (PPX)

An integrated process for the chiral separation of the industrially relevant substance 2′,6′-pipecoloxylidide (PPX), an intermediate in the manufacture of a number of anesthetics, was developed. By combining three different techniques, chromatography, crystallization, and racemization, high productivity was achieved. All unit operations were executed using a common solvent system, full recycling, and a minimum of solvent exchanges or removals. The target molecule was obtained with an enantiopurity of >99.5 wt %.

Preparation method of bupivacaine hydrochloride

The invention discloses a preparation method of bupivacaine hydrochloride. The preparation method includes the steps of: 1) preparing N-(2,6-xylyl)-2-piperidineformamide; 2) preparing the bupivacaine hydrochloride. The reaction routes in the two steps are described in the specification. The method has high yield, high product quality and low operation cost, allows automation operation of equipment, has good stability, and can satisfy industrial demands.

Topalgia treatment methods and compositions for treating

The invention relates to the compounds of formula (I) or its pharmaceutical acceptable salts, as well as polymorphs, solvates, enantiomers, stereoisomers and hydrates thereof. The pharmaceutical compositions comprising an effective amount of compounds of formula (I), and methods for the treatment of local pain may be formulated for oral, buccal, rectal, topical, transdermal, transmucosal, intravenous, parenteral administration, syrup, or injection. Such compositions may be used to treatment of infiltration, nerve block, epidural, intrathecal anesthesia, pain, severe pain, chronic pain, chemotherapy induced pain, neuropathic pain, post herpetic neuralgia, neuralgia, motor neurone disease, diabetic neuropathy, postheipetic neuralgia, injury, post-operative pain, osteoarthritis, rheumatoid arthritis, multiple sclerosis, spinal cord injury, migraine, HIV related neuropathic pain, cancer pain and Sower back pain.