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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;Carticaine chlorhydrate;Articaine hydrochloride;Artecaine hydrochloride
CBNumber:
CB5875144
Molecular Formula:
C13H20N2O3S.ClH
Molecular Weight:
320.839
MDL Number:
MFCD00190157
MOL File:
23964-57-0.mol
Last updated:2024-04-01 18:08:31

Articaine hydrochloride Properties

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
FDA UNII QS9014Q792

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P305+P351+P338
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)
NFPA 704
0
2 0

Articaine hydrochloride price More Price(20)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SML1093 Articaine hydrochloride ≥98% (HPLC) 23964-57-0 50mg $120 2024-03-01 Buy
Sigma-Aldrich PHR1881 Articaine Hydrochloride Pharmaceutical Secondary Standard; Certified Reference Material 23964-57-0 500mg $250 2024-03-01 Buy
Cayman Chemical 17883 Articaine (hydrochloride) ≥98% 23964-57-0 50mg $67 2024-03-01 Buy
Cayman Chemical 17883 Articaine (hydrochloride) ≥98% 23964-57-0 1g $917 2024-03-01 Buy
Sigma-Aldrich Y0000079 Articaine hydrochloride European Pharmacopoeia (EP) Reference Standard 23964-57-0 y0000079 $150 2024-03-01 Buy
Product number Packaging Price Buy
SML1093 50mg $120 Buy
PHR1881 500mg $250 Buy
17883 50mg $67 Buy
17883 1g $917 Buy
Y0000079 y0000079 $150 Buy

Articaine hydrochloride Chemical Properties,Uses,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

Global( 312)Suppliers
Supplier Tel Email Country ProdList Advantage
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View Lastest Price from Articaine hydrochloride manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Articaine hydrochloride pictures 2024-04-26 Articaine hydrochloride
23964-57-0
US $36.00-1.00 / kg 1kg 99% 300tons Hebei Dangtong Import and export Co LTD
Articaine hydrochloride pictures 2024-04-24 Articaine hydrochloride
23964-57-0
US $0.00-0.00 / kg 1kg 99% 500 Wuhan Haorong Biotechnology Co.,Ltd
Articaine hydrochloride pictures 2024-04-15 Articaine hydrochloride
23964-57-0
US $1.00 / mg 1000mg 99 5ton/month ANHUI SHENGZHIKAI BIOTECHNOLOGY CO.,LTD

Articaine hydrochloride Spectrum

methyl 4-methyl-3-[[(1-oxo-2-(propylamino)propyl]amino]-2-thenoate monohydrochloride CarticaineHCl CARTICAINE HYDROCHLORIDE Articaine hydrochloride Methyl 4-methyl-3-(2-propylaminopropanoylamino)thiophene-2-carboxylate hydrochloride Articaine Hydrochloride (125 mg) 4-methyl-3-[2-(propylamino)propanoylamino]thiophene-2-carboxylic acid methyl ester hydrochloride Methyl 4-methyl-3-[(N-propylalanyl)amino]-2-thiophenecarboxylate hydrochloride 4-Methyl-3-[[1-oxo-2-(propylamino)propyl]amino]-2-thiophenecarboxylic acid methyl ester hydrochloride Carticaine chlorhydrate Articaine Hydrochloride Impurity methyl 4-methyl-3-(2-(propylamino)propanamido)thiophene-2-carboxylate hydrochloride methyl 4-methyl-3-[(N-propylalanyl)amino]thiophene-2-carboxylate hydrochloride Hoe-045 Methyl 4-methyl-3-[[(2RS)-2-(propylamino)propanoyl]-amino]thiophene-2-carboxylate hydrochloride Articaine Impurities1812 Articaine HCL powder Articaine Hydrochloride (1042918) 6-Dichlorophenyl)-5-methylisoxazole-4-carbonyl chloride ARTICAINE HYDROCHLORIDE CAS NO.23964-57-0 ARTICAINE HYDROCHLORIDE 99% Articaine hydrochloride 23964-57-0 Articaine hydrochloride/Articaine hcl Ultracaine Ultracain Articaine HCI IN STOCK ARTICAINE HYDROCHLORIDE CAS NO.23964-57-0 Articaine hydrochloride hcl Artecaine hydrochloride 23964-57-0 C13H20N2O3SHCl C13H20N2O3SClH research chemical Pharmaceutical intermediate local anesthetic API BDO