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Articaine hydrochloride

Product Name
Articaine hydrochloride
CAS No.
23964-57-0
Chemical Name
Articaine hydrochloride
Synonyms
Ultracain;Ultracaine;Articaine HCI;IN STOCK ARTICAINE HYDROCHLORIDE CAS NO.23964-57-0;Hoe-045;CarticaineHCl;Articaine HCL powder;Articaine hydrochloride;Carticaine chlorhydrate;Artecaine hydrochloride
CBNumber
CB5875144
Molecular Formula
C13H20N2O3S.ClH
Formula Weight
320.839
MOL File
23964-57-0.mol
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Articaine hydrochloride Property

Melting point:
177-178°
storage temp. 
Keep in dark place,Inert atmosphere,2-8°C
solubility 
H2O: soluble20mg/mL, clear
form 
powder
color 
white to beige
Stability:
Hygroscopic
InChI
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
InChIKey
GDWDBGSWGNEMGJ-UHFFFAOYSA-N
SMILES
C1(NC(=O)C(C)NCCC)C(C)=CSC=1C(=O)OC.Cl
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26
WGK Germany 
3
HazardClass 
IRRITANT
HS Code 
2934990002
Toxicity
LD50 i.v. in mice: 37 mg/kg (Muschaweck, Rippel)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML1093
Product name
Articaine hydrochloride
Purity
≥98% (HPLC)
Packaging
50mg
Price
$120
Updated
2024/03/01
Sigma-Aldrich
Product number
PHR1881
Product name
Articaine Hydrochloride
Purity
Pharmaceutical Secondary Standard; Certified Reference Material
Packaging
500mg
Price
$250
Updated
2024/03/01
Cayman Chemical
Product number
17883
Product name
Articaine (hydrochloride)
Purity
≥98%
Packaging
50mg
Price
$67
Updated
2024/03/01
Cayman Chemical
Product number
17883
Product name
Articaine (hydrochloride)
Purity
≥98%
Packaging
1g
Price
$917
Updated
2024/03/01
Sigma-Aldrich
Product number
Y0000079
Product name
Articaine hydrochloride
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
y0000079
Price
$150
Updated
2024/03/01
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Articaine hydrochloride Chemical Properties,Usage,Production

Description

Articaine hydrochloride is a thiophene-containing local anesthetic pharmacologically similar to mepivacaine. Most local anesthetics act by abolishing voltage-gated sodium channel currents indiscriminately in all populations of neurons. Articaine is an amide local anesthetic most commonly used in dentistry. It possesses a unique ester side chain that is metabolized rapidly by circulating esterases. Articaine is reported to modify cardiac action potentials and ion currents only at concentrations higher than the therapeutic range needed to inhibit voltage-gated sodium channels.

Chemical Properties

White or almost white, crystalline powder.

Originator

Ultracain,Hoechst,W. Germany,1976

Uses

Articaine hydrochloride, belonging to the group of amide anesthetics, is a local anesthetic with a short duration of action. It is utilized for regional anesthesia in day-case surgeries such as arthroscopy, hand and foot surgery, and dentistry.

Manufacturing Process

3-α-Chloropropionylamino-2-carbomethoxy-4-methylthiophene (prepared from 3-amino-2-carbomethoxy-4-methylthiophene and chloropropionyl chloride) was dissolved in toluene and n-propylamine added. The whole mixture was heated to boiling for 6 to 7 hours. After cooling, the propylamine hydrochloride that had formed was removed by washing with water, The toluene phase was dried with sodium sulfate, and then the solvent and excess propylamine were removed by distillation. The oily residue was taken up in ether. The hydrochloride of 3-n-propylamino-α-propionylamino-2- carbomethoxy-4-methylthiophene was obtained by introducing hydrogen chloride gas or by means of methanolic hydrogen chloride. The base boils at 162°C to 167°C under 0.3 mm of mercury pressure and the hydrochloride melts at 177°C to 178°C.

brand name

Septanest (Cilag-Chemie, Switzerland); Septocaine (Cilag-Chemie, Switzerland); Ultracaine (Hoechst AG, Germany).

Therapeutic Function

Local anesthetic

Contact allergens

This local amide-type anesthetic is seldom reported as allergenic even in patients sensitized to other amidetype molecules like lidocaine, prilocaine, mepivacaine, or bupivacaine.

Biochem/physiol Actions

Articaine hydrochloride helps to alleviate pain and blocks transmission of the pain signal. Articaine is an amide local anesthetic widely used in dentistry. Articaine acts by inhibition of nerve impulse conduction by blockade of sodium channels.

Metabolism

Articaine is the only amide local anesthetic containing a thiophene aromatic ring rather than benzene. Because articaine hydrochloride is the only widely used amide local anesthetic that also contains an ester group, biotransformation of articaine hydrochloride occurs in both plasma (hydrolysis by plasma esterase—similarly to other ester local anesthetics) and liver (hepatic microsomal enzymes—similarly to other amide local anesthetics). The metabolism of articaine hydrochloride is initiated by hydrolysis of the carboxylic acid ester groups to obtain free carboxylic acid. Its primary metabolite, articainic acid, is pharmacologically inactive, undergoing additional biotransformation to form articainic acid glucuronide. Additional metabolites have been detected in animal studies. From this point, the reaction can follow several pathways: cleavage of carboxylic acid, formation of an acid amino group by internal cyclization, and oxidation.

Mode of action

Articaine Hydrochloride is the hydrochloride salt form of articaine, an amide-type local anesthetic. Its mechanism of action involves reversible blockage of nerve impulse conduction through binding to specific sodium ion channels on the membrane, thereby interfering with the electrical excitation in the nerve, slowing the propagation of the nerve impulse and reducing the rate of action potential rise. This results in a loss of sensation at the site of injection. Articaine hydrochloride is used for relief of pain in minor operations, usually in combination with the vasoconstrictor epinephrine.

Articaine hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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Articaine hydrochloride Suppliers

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View Lastest Price from Articaine hydrochloride manufacturers

Wuhan Haorong Biotechnology Co.,Ltd
Product
Articaine hydrochloride 23964-57-0
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
500
Release date
2023-07-14
shandong perfect biotechnology co.ltd
Product
Articaine HCl 23964-57-0
Price
US $0.00/g
Min. Order
1g
Purity
98% HPLC
Supply Ability
1kg
Release date
2023-08-03
Hebei Yanxi Chemical Co., Ltd.
Product
Articaine hydrochloride 23964-57-0
Price
US $40.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
10 tons
Release date
2023-09-08

23964-57-0, Articaine hydrochlorideRelated Search:

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  • C13H20N2O3SHCl
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