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Y0000079

Articaine hydrochloride

European Pharmacopoeia (EP) Reference Standard

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Synonym(s):
4-Methyl-3-[[1-oxo-2-(propylamino)propyl]amino]-2-thiophenecarboxylic acid methyl ester hydrochloride, Carticaine chlorhydrate, Carticaine hydrochloride
Empirical Formula (Hill Notation):
C13H20N2O3S · HCl
CAS Number:
23964-57-0
Molecular Weight:
320.84
MDL number:
MFCD00190157
UNSPSC Code:
41116107
PubChem Substance ID:
329830834
NACRES:
NA.24

grade

pharmaceutical primary standard

API family

articaine

manufacturer/tradename

EDQM

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-8°C

SMILES string

CC1=CSC(C(OC)=O)=C1NC(C(C)NCCC)=O.Cl

InChI

1S/C13H20N2O3S.ClH/c1-5-6-14-9(3)12(16)15-10-8(2)7-19-11(10)13(17)18-4;/h7,9,14H,5-6H2,1-4H3,(H,15,16);1H

InChI key

GDWDBGSWGNEMGJ-UHFFFAOYSA-N

Gene Information

human ... SCN10A(6336) , SCN11A(11280) , SCN1A(6323) , SCN2A(6326) , SCN3A(6328) , SCN4A(6329) , SCN5A(6331) , SCN7A(6332) , SCN8A(6334) , SCN9A(6335)

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Related Categories

General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Articaine hydrochloride EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

Biochem/physiol Actions

Articaine is an amide local anesthetic widely used in dentistry. Articaine acts by inhibition of nerve impulse conduction by blockade of sodium channels.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Other Notes

Sales restrictions may apply.

related product

Product No.
Description
Pricing

Y0000081

Articaine impurity E, European Pharmacopoeia (EP) Reference Standard

1042918

Articaine hydrochloride, United States Pharmacopeia (USP) Reference Standard

1042907

Articaine, United States Pharmacopeia (USP) Reference Standard

1042929

Articaine Related Compound A, United States Pharmacopeia (USP) Reference Standard

1042930

Articaine Related Compound B, United States Pharmacopeia (USP) Reference Standard

1042962

Articaine Related Compound E, United States Pharmacopeia (USP) Reference Standard

PHR1882

Articaine, Pharmaceutical Secondary Standard; Certified Reference Material

07356

4-Methyl-N-propyl-3-[[(2RS)-2-(propylamino)propanoyl]amino]thiophene-2-carboxamide hydrochloride, reference material

07380

1-Methylethyl 4-methyl-3-[[(2RS)-2-(propylamino)-propanoyl]amino]thiophene-2-carboxylate hydrochloride, reference material

CRM69760

Methyl 3-[[(2RS)-2-bromopropanoyl]amino]-4-methylthiophene-2-carboxylate, certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

CRM72531

Methyl 3-[[(2RS)-2-(ethylamino)propanoyl]amino]-4-methylthiophene-2- carboxylate hydrochloride, certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Kagan Degerliyurt et al.
Implant dentistry, 22(3), 289-294 (2013-05-08)
Although epinephrine is one of the most commonly used vasoconstrictor in association with local anesthesia in dentistry, systemic effects of topical admission of epinephrine for sinus augmentation have not been investigated yet. The purpose of this study was to reveal
Urticaria due to an intradermal test with articaine hydrochloride.
G Davila-Fernández et al.
Journal of investigational allergology & clinical immunology, 22(5), 373-374 (2012-10-30)
Sepideh Amjad-Iranagh et al.
Journal of molecular modeling, 19(9), 3831-3842 (2013-06-27)
Articaine, as a local anesthetic drug has been simulated in neutral and charged forms, and its interaction with the dimyristoylphosphatidylcholine (DMPC) lipid bilayer membrane is investigated by molecular dynamics simulation using GROMACS software. In order to obtain the optimum location
R Leith et al.
European archives of paediatric dentistry : official journal of the European Academy of Paediatric Dentistry, 13(6), 293-296 (2012-12-14)
Lidocaine has been considered the gold standard for local analgesia agents in dentistry for years. Articaine is now widely used but there has been a reluctance to use it in children. Compared with lidocaine, articaine is 1.5 times as potent
J G Förster et al.
Acta anaesthesiologica Scandinavica, 57(7), 911-919 (2013-03-26)
Articaine and chloroprocaine have recently gained interest as short-acting spinal anaesthetics. Based on previous work comparing articaine 60 mg with chloroprocaine 40 mg, we hypothesised that articaine 40 mg and chloroprocaine 40 mg would produce similar spinal anaesthesa regarding block onset, maximal spread, and
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