ChemicalBook > CAS DataBase List > Articaine hydrochloride

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
More
Less

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
More
Less

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)
More
Less

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.

More
Less

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
More
Less

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

More
Less

Articaine hydrochloride Suppliers

MedChemexpress LLC
Tel
021-58955995
Fax
609-228-5909
Email
sales@medchemexpress.cn
Country
United States
ProdList
4861
Advantage
58
AdooQ BioScience, LLC
Tel
+1 (866) 930-6790
Fax
+1 (866) 333-9607
Email
info@adooq.com
Country
United States
ProdList
2782
Advantage
58
Alfa Chemistry
Tel
1-516-6625404
Fax
1-516-927-0118
Email
support@alfa-chemistry.com
Country
United States
ProdList
9171
Advantage
60
TargetMol Chemicals Inc.
Tel
+1-781-999-5354 +1-00000000000
Email
marketing@targetmol.com
Country
United States
ProdList
32165
Advantage
58
Standardpharm Co. Ltd.
Tel
86-714-3992388
Email
overseasales1@yongstandards.com
Country
United States
ProdList
14332
Advantage
58
Protheragen-ING
Tel
+16313385890
Email
info@protheragen-ing.com
Country
United States
ProdList
3868
Advantage
58
Aladdin Scientific
Tel
+1-+1(833)-552-7181
Email
sales@aladdinsci.com
Country
United States
ProdList
57505
Advantage
58
Alfa Chemistry
Tel
Email
info@alfa-chemistry.com
Country
United States
ProdList
2344
Advantage
58
Aston Chemical
Tel
13000000000
Email
sales@astonchem.com
Country
United States
ProdList
1634
Advantage
58
Waterstone Technology, LLC
Tel
--
Fax
--
Email
sales@waterstonetech.com
Country
United States
ProdList
6786
Advantage
30
Cayman Chemical Company
Tel
--
Fax
--
Email
cayman@caymanchem.com
Country
United States
ProdList
6213
Advantage
81
Interchem Corporation USA
Tel
--
Fax
--
Email
esa@interchem.com
Country
United States
ProdList
469
Advantage
58
eNovation Chemicals LLC
Tel
--
Fax
--
Email
ales@eNovationChem.com
Country
United States
ProdList
1673
Advantage
58
2A Biotech USA
Tel
--
Fax
--
Email
info@2abiotech.com
Country
United States
ProdList
1785
Advantage
58
MilliporeSigma (Sigma-Aldrich Corp.)
Tel
--
Fax
--
Email
@sial.com
Country
United States
ProdList
5414
Advantage
58
Selleck Chemicals LLC
Tel
--
Fax
--
Email
sales@selleckchem.com
Country
United States
ProdList
1848
Advantage
58
BASF SE
Tel
--
Fax
--
Email
jennifer.moore-braun@basf.com
Country
United States
ProdList
285
Advantage
58
Fluorochem Ltd.
Tel
--
Fax
--
Email
enquiries@fluorochem.co.uk
Country
United States
ProdList
4583
Advantage
58
VWR International, LLC.
Tel
--
Fax
--
Email
@sargentwelch.com
Country
United States
ProdList
6262
Advantage
58
AK Scientific, Inc.
Tel
--
Fax
--
Email
sales@aksci.com
Country
United States
ProdList
6347
Advantage
65
ACIC Fine Chemicals Inc.
Tel
--
Fax
--
Email
sales@acic.com
Country
United States
ProdList
492
Advantage
48
Oakwood Products, Inc.
Tel
--
Fax
--
Email
sales@oakwoodchemical.com
Country
United States
ProdList
6193
Advantage
74
OChem Incorporation
Tel
--
Fax
--
Email
sales@ocheminc.com
Country
United States
ProdList
6501
Advantage
60
United States Biological
Tel
--
Fax
--
Email
chemicals@usbio.net
Country
United States
ProdList
6214
Advantage
80
MedChemExpress
Tel
--
Fax
--
Email
sales@medchemexpress.com
Country
United States
ProdList
6398
Advantage
58
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
Matrix Scientific
Tel
--
Fax
--
Email
sales@matrixscientific.com
Country
United States
ProdList
6632
Advantage
80
Olinax Inc.
Tel
--
Fax
--
Email
info@olinax.com
Country
United States
ProdList
404
Advantage
50
More
Less

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:


  • methyl 4-methyl-3-[[(1-oxo-2-(propylamino)propyl]amino]-2-thenoate monohydrochloride
  • CarticaineHCl
  • Ultracaine
  • CARTICAINE HYDROCHLORIDE
  • Ultracain
  • 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
  • Articaine HCI
  • 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
  • IN STOCK ARTICAINE HYDROCHLORIDE CAS NO.23964-57-0
  • ARTICAINE HYDROCHLORIDE CAS NO.23964-57-0
  • ARTICAINE HYDROCHLORIDE 99%
  • Articaine hydrochloride 23964-57-0
  • 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/Articaine hcl
  • Articaine hydrochloride hcl
  • Artecaine hydrochloride
  • 23964-57-0
  • C13H20N2O3SHCl
  • C13H20N2O3SClH
  • API
  • research chemical
  • Pharmaceutical intermediate
  • local anesthetic
  • BDO