ChemicalBook > CAS DataBase List > 2',6'-Pipecoloxylidide

2',6'-Pipecoloxylidide

Product Name
2',6'-Pipecoloxylidide
CAS No.
15883-20-2
Chemical Name
2',6'-Pipecoloxylidide
Synonyms
PPX;PPX-D9;N-(2,6-DimethyL;Pipecoloxylidide;Desbutylbupivacain;debutylbupivacaine;demethylmepivacaine;desbutylbupivacaine;BUPIVACAINE EP IMP B;n-desbutylbupivacaine
CBNumber
CB1110009
Molecular Formula
C14H20N2O
Formula Weight
232.32
MOL File
15883-20-2.mol
More
Less

2',6'-Pipecoloxylidide Property

Melting point:
114-1170C
Boiling point:
392.3±42.0 °C(Predicted)
Density 
1.087±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,2-8°C
solubility 
Chloroform (Slightly), Methanol (Slightly)
pka
14.85±0.70(Predicted)
form 
Solid
color 
White to Almost white
InChI
InChI=1S/C14H20N2O/c1-10-6-5-7-11(2)13(10)16-14(17)12-8-3-4-9-15-12/h5-7,12,15H,3-4,8-9H2,1-2H3,(H,16,17)
InChIKey
SILRCGDPZGQJOQ-UHFFFAOYSA-N
SMILES
N1CCCCC1C(NC1=C(C)C=CC=C1C)=O
CAS DataBase Reference
15883-20-2(CAS DataBase Reference)
More
Less

Safety

Hazard Codes 
Xi,T
Risk Statements 
25
Safety Statements 
45
RIDADR 
UN 2811 6.1 / PGIII
RTECS 
TM6076000
HazardClass 
6.1
HS Code 
2933399990
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P405Store locked up.

P501Dispose of contents/container to..…

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
M0370020
Product name
Mepivacaine impurity B
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
40 mg
Price
$225
Updated
2025/07/31
Sigma-Aldrich
Product number
1078529
Product name
Bupivacaine Related Compound B
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
50mg
Price
$1470
Updated
2025/07/31
Sigma-Aldrich
Product number
M0370020
Product name
Mepivacaine impurity B
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
m0370020
Price
$220
Updated
2024/03/01
TCI Chemical
Product number
D4348
Product name
N-(2,6-Dimethylphenyl)piperidine-2-carboxamide
Purity
>98.0%(HPLC)(T)
Packaging
25g
Price
$80
Updated
2025/07/31
Sigma-Aldrich
Product number
PHR1756
Product name
Bupivacaine Related Compound B
Purity
Pharmaceutical Secondary Standard; Certified Reference Material
Packaging
20mg
Price
$721.05
Updated
2025/07/31
More
Less

2',6'-Pipecoloxylidide Chemical Properties,Usage,Production

Chemical Properties

White to Off-White

Uses

A major metabolite of Bupivacaine

Uses

N-(2,6-Dimethylphenyl)-1-methyl-1,2,5,6-tetrahydropyridine-2-carboxamide is a Bupivacaine (B689561) Impurity. Bupivacaine (B689561) is a sodium channel blocker, local anesthetic.

Definition

ChEBI: 2,6-Pipecoloxylidide is an amino acid amide.

Synthesis

39627-98-0

15883-20-2

General procedure for the synthesis of N-(2-dimethylphenyl)-2-piperidinecarboxamide from N-(2-dimethylphenyl)pyridine-2-carboxamide: Example-2 Preparation of pyridine-2-carboxylic acid-2',6'-dimethylphenylamine; To a stainless steel reaction flask equipped with a mechanical stirrer were added 25 g of pyridine-2-carboxylic acid-2',6'-dimethylphenylamine, 625 ml methanol, 63 ml acetic acid and 15 g of Raney nickel. Subsequently, argon was passed into the mixture for 5 minutes to displace the air, the reaction flask was sealed and charged with 18 kg/cm2 (260 psi) of hydrogen. The reaction mixture was heated to 50°C and maintained at the same pressure and temperature for 28-30 hours until the reaction was complete. After completion of the reaction, the reaction mixture was filtered to remove the catalyst and the filtrate was concentrated in a rotary evaporator. The crude product was dissolved in 250 ml of toluene, transferred to a partition funnel, 250 ml of water was added and alkalized with 50 ml of 20% aqueous sodium hydroxide. The organic layer was separated and the aqueous layer was extracted twice with 100 ml of toluene. The organic layers were combined and dried with anhydrous magnesium sulfate and subsequently concentrated in a rotary evaporator. The resulting crude solid was recrystallized with 70 ml of toluene to give 18.5 g of slightly pink piperidine-2-carboxylic acid-2',6'-dimethylbenzenemethanamine solid in 72% yield with a melting point of 115.7-116.2 °C. 1H NMR (CDCl3, 300 MHz): δ=8.31 (s, 1H), 7.00 (m, 3H), 3.32 (dd, J=3.2 ,9.7Hz, 1H), 3.0 (m, 1H), 2.68 (m, 1H), 2.14 (s, 6H), 1.98 (m, 1H), 1.93 (s, 1H), 1.77 (m, 1H), 1.59-1.50 (m, 2H), 1.47-1.37 (m, 2H) ppm; 13C NMR (CDCl3, 75MHz) : δ=172.1, 134.7, 133.4, 127.6, 126.5, 59.9, 45.3, 30.0, 25.6, 23.6, 18.1 ppm.

References

[1] Patent: WO2009/89842, 2009, A1. Location in patent: Page/Page column 5-6
[2] Patent: US9173877, 2015, B1. Location in patent: Page/Page column 24-25
[3] Patent: JP2016/508956, 2016, A. Location in patent: Paragraph 0093; 0095
[4] Helvetica Chimica Acta, 1959, vol. 42, p. 1324,1326

2',6'-Pipecoloxylidide Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

2',6'-Pipecoloxylidide Suppliers

Americas 1 Canada 4 China 285 Europe 3 France 1 Germany 3 India 27 Ireland 2 Japan 4 South Korea 1 Ukraine 1 United Kingdom 10 United States 40 Global 382
Ark Pharm, Inc.
Tel
847-367-3680
Fax
847-367-3681
Email
sales@arkpharminc.com
Country
United States
ProdList
1670
Advantage
56
Pure Chemistry Scientific Inc.
Tel
001-857-928-2050 or 1-888-588-9418
Fax
001-617-206-9595
Email
sales@chemreagents.com
Country
United States
ProdList
10186
Advantage
62
HBCChem, Inc.
Tel
+1-510-219-6317
Fax
+1-650-486-1361
Email
sales@hbcchem.com
Country
United States
ProdList
10648
Advantage
60
TargetMol Chemicals Inc.
Tel
+1-781-999-5354; +17819995354
Email
marketing@targetmol.com
Country
United States
ProdList
32435
Advantage
58
Standardpharm Co. Ltd.
Tel
86-714-3992388
Email
overseasales1@yongstandards.com
Country
United States
ProdList
14332
Advantage
58
Cato Research Chemicals Inc.
Tel
+86-020-81960175-877 4000-868-328
Email
tianwen.zhan@cato-chem.com
Country
United States
ProdList
10404
Advantage
58
Alchem Pharmtech,Inc.
Tel
8485655694
Email
sales@alchempharmtech.com
Country
United States
ProdList
63687
Advantage
58
Protheragen-ING
Tel
+16313385890
Email
info@protheragen-ing.com
Country
United States
ProdList
3868
Advantage
58
Aladdin Scientific
Tel
Email
tp@aladdinsci.com
Country
United States
ProdList
57505
Advantage
58
Alfa Chemistry
Tel
Email
info@alfa-chemistry.com
Country
United States
ProdList
2344
Advantage
58
United States Biological
Tel
--
Fax
--
Email
sales@advtechind.com
Country
United States
ProdList
6075
Advantage
58
Alfa Chemistry
Tel
--
Fax
--
Email
info@Alfa-Chemistry.com
Country
United States
ProdList
6814
Advantage
0
CarboMer, Inc.
Tel
--
Fax
--
Email
sales@carbomer.com
Country
United States
ProdList
4026
Advantage
67
MilliporeSigma (Sigma-Aldrich Corp.)
Tel
--
Fax
--
Email
@sial.com
Country
United States
ProdList
5414
Advantage
58
Parchem Fine & Specialty Chemicals
Tel
--
Fax
--
Email
info@parchem.com
Country
United States
ProdList
1031
Advantage
58
VWR International, LLC.
Tel
--
Fax
--
Email
@sargentwelch.com
Country
United States
ProdList
6262
Advantage
58
MedKoo Biosciences, Inc.
Tel
--
Fax
--
Email
sales@medkoo.com
Country
United States
ProdList
126
Advantage
58
SynQuest Laboratories, Inc.,
Tel
--
Fax
--
Country
United States
ProdList
2301
Advantage
58
Alichem Inc.
Tel
--
Fax
--
Email
sales@alichem.com
Country
United States
ProdList
6167
Advantage
58
Combi-Blocks, Inc.
Tel
--
Fax
--
Email
les@combi-blocks.com
Country
United States
ProdList
2555
Advantage
58
SynQuest Laboratories, Inc. (Part of Central Glass Co., Ltd.)
Tel
--
Fax
--
Email
nfo@synquestlabs.com
Country
United States
ProdList
1897
Advantage
58
OChem Incorporation
Tel
--
Fax
--
Email
sales@ocheminc.com
Country
United States
ProdList
6501
Advantage
60
Accela ChemBio Inc.
Tel
--
Fax
--
Email
info@accelachem.com
Country
United States
ProdList
1054
Advantage
50
Spectrum Chemical Mfg. Corp.
Tel
--
Fax
--
Email
marketing@spectrumchemical.com
Country
United States
ProdList
3113
Advantage
60
Molcan Corporation
Tel
--
Fax
--
Email
info@molcan.com
Country
United States
ProdList
686
Advantage
60
United States Biological
Tel
--
Fax
--
Email
chemicals@usbio.net
Country
United States
ProdList
6214
Advantage
80
Combi-Blocks Inc.
Tel
--
Fax
--
Email
sales@combi-blocks.com
Country
United States
ProdList
6618
Advantage
69
Riedel-de Haen AG
Tel
--
Fax
--
Country
United States
ProdList
6773
Advantage
87
TCI America
Tel
--
Fax
--
Email
sales@tciamerica.com
Country
United States
ProdList
6909
Advantage
75
Matrix Scientific
Tel
--
Fax
--
Email
sales@matrixscientific.com
Country
United States
ProdList
6632
Advantage
80
Biofine International Inc.
Tel
--
Fax
--
Email
sales@biofineintl.com
Country
United States
ProdList
653
Advantage
38
Waterstone Technology, LLC
Tel
--
Fax
--
Email
sales@waterstonetech.com
Country
United States
ProdList
6786
Advantage
30
AlliChem, LLC
Tel
--
Fax
--
Email
sales@allichemllc.com
Country
United States
ProdList
6516
Advantage
60
AK Scientific, Inc.
Tel
--
Fax
--
Email
sales@aksci.com
Country
United States
ProdList
6347
Advantage
65
Aceto Corporation
Tel
--
Fax
--
Email
contact@aceto.com
Country
United States
ProdList
2619
Advantage
75
3B Scientific Corporation
Tel
--
Fax
--
Email
sales@3bsc.com
Country
United States
ProdList
6718
Advantage
47
HONEST JOY HOLDINGS LIMITED
Tel
--
Fax
--
Email
sales@honestjoy.cn
Country
United States
ProdList
6675
Advantage
54
APAC Pharmaceutical, LLC
Tel
--
Fax
--
Email
sales@apacpharma.com
Country
United States
ProdList
6322
Advantage
38
Dishman Europe Ltd
Tel
--
Fax
--
Email
info@dishman-europe.com
Country
United States
ProdList
622
Advantage
58
ChemPacific Corporation
Tel
--
Fax
--
Email
sales@chempacific.com
Country
United States
ProdList
6891
Advantage
51
More
Less

View Lastest Price from 2',6'-Pipecoloxylidide manufacturers

Shanghai Joiny Pharmaceutical Co.,LTD
Product
2',6'-Pipecoloxylidide 15883-20-2
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
1000kg
Release date
2025-09-22
Wuhan Biocar Pharmacy CO.,Ltd.
Product
N-(2,6-Dimethylphenyl)-2-piperidinecarboxamide 15883-20-2
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
8000kg
Release date
2025-03-10
Shandong Xuhuang New material CoLTD
Product
N-(2,6-Dimethylphenyl)-2-piperidinecarboxamide 15883-20-2
Price
US $120.00/KG
Min. Order
1KG
Purity
99.99%
Supply Ability
1T
Release date
2025-02-21

15883-20-2, 2',6'-PipecoloxylidideRelated Search:

N,N-Dimethylformamide Chlorantraniliprole Benzamide Formamide Bupivacaine-d9 4-Hydroxy-N-desbutyl Bupivacaine 2,6-DIMETHYLANILINE HYDROCHLORIDE Bupivacaine Impurity 1-Butyl-1-oxido-N-(2,6-dimethylphenyl)-2-piperidinecarboxamide hydrochloride Bupivacaine Impurity 2-Piperidone 3,5-Diiodo-L-tyrosine dihydrate 3,3',5,5'-TETRAIODOTHYRO-ACETIC ACID 3,4-Dimethoxy-L-phenylalanine N-(2,6-Diphenylmethyl)-1-piperazine acetylamine N-(2,6-Dimethylphenyl)-2-picolinamide N-(2,4,6-Trichlorophenyl)maleimide Levobupivacaine

  • 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
  • 2'',6''-PIPECOLINOXYLIDIDE (2-PIPECOLINOXYLIDIDE)
  • 2’,6’-pipecolylxylidine
  • debutylbupivacaine
  • demethylmepivacaine
  • desbutylbupivacaine
  • n-(2,6-dimethylphenyl)-2-piperidinecarboxamid
  • n-desbutylbupivacaine
  • N-(2',6'-dimethylphenl)-2-Piperidine carboxamide
  • Bupivacaine EP Impurity B
  • Bupivacaine Impurity 4(EP Impurity B)
  • Mepivacaine Impurity 2(Mepivacaine EP Impurity B)
  • Bupivacaine EP Impurity B-d6
  • N-(2,6-Dimethylphenyl)piperidine-2-carboxamide
  • N-(2,6-dimethylphenyl)pipecolinamide
  • 6'-DiMethylphenl)-2-piperidine carboxaMide
  • 2-PiperidinecarboxaMide, N-(2,6-diMethylphenyl)-
  • Bupivacaine Related Compound B (50 mg) ((2RS)-N-(2,6-dimethylphenyl)piperidine-2-carboxamide) (AS)
  • Bupivacaine IMp. B (EP)
  • N-DesMethyl Mepivacaine
  • 2-[(2,6-Dimethylphenyl)carbamoyl]piperidine, 2-[(Piperidin-2-ylcarbonyl)amino]-m-xylene
  • 2',6'-Pipecoloxylidide N-(2,6-Dimethylphenyl)-2-piperidinecarboxamide
  • (RS)-N-(2,6-Dimethylphenyl)piperidine-2-carboxamide
  • Bupivacaine Related Compound B (50 mg) (N-(2,6-dimethylphenyl)piperidine-2-carboxamide)
  • N-(2',6'-DINETHYLPHENYL)-2-PIPERIDINECARBOXAMIDE HCL
  • N-(2',6'- dimethylphenyl)-piperidine-2-
  • Pipecoloxylidide
  • <i>N</i>-(2,6-Dimethylphenyl)piperidine-2-carboxamide
  • Mepivacaine EP Impurity B
  • (RS)-N-(2,6-Dimethylphenyl)piperidi
  • N-(2,6-Dimethylphenyl)piperidine-2-carboxamide&gt
  • PPX
  • N-(2,6-DimethyL
  • 2', 6'- piperidine peroxide
  • 5 - (2-fluorophenyl) - 1h-pyrrole-3-methylnitrile
  • Bupivacaine EP Impurity BQ: What is Bupivacaine EP Impurity B Q: What is the CAS Number of Bupivacaine EP Impurity B Q: What is the storage condition of Bupivacaine EP Impurity B Q: What are the applications of Bupivacaine EP Impurity B
  • PPX-D9
  • Bupivacaine Related Compound B (N-(2,6-dimethylphenyl)piperidine-2-carboxamide) (1078529)
  • (2RS)-N-(2,6-dimethylphenyl)piperidine-2-carboxamide
  • N - (2 ', 6' - xylenyl) - 2-piperidine amide
  • Bupivacaine USP Related Compound B
  • 2',6'-Pipecoloxylidide (6CI, 7CI, 8CI)
  • Bupivacaine Hydrochloride Impurity B
  • Bupivacaine Hydrochloride EP Impurity B
  • Bupivacaine Impurity 4(Bupivacaine EP Impurity B)
  • Mepivacaine Hydrochloride Impurity B
  • N - (2 ', 6' - xylenyl) -2-piperidine formamide
  • 2 6-pipecoloxylidide or 2',6'-Pipecoloxylidide
  • 2 - pipecolinoxylidide IH
  • N-(2',6'-Dimethylphenyl)-2-piperidinecarboxamide
  • BUPIVACAINE EP IMP B