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Articaine

Product Name
Articaine
CAS No.
23964-58-1
Chemical Name
Articaine
Synonyms
40045;Articain;ARTICAINE;Articaina;Articainum;Carticaine;ARTICAINE HCL;Unii-D3sq406G9x;Articaine (USP);Articaine (40 mg)
CBNumber
CB9115297
Molecular Formula
C13H20N2O3S
Formula Weight
284.37
MOL File
23964-58-1.mol
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Articaine Property

Melting point:
175-176 °C
Boiling point:
bp0.3 162-167°
Density 
1.178±0.06 g/cm3(Predicted)
storage temp. 
Refrigerator
solubility 
DMSO (Slightly), Methanol (Slightly)
pka
13.46±0.70(Predicted)
form 
Solid
color 
White to Off-White
InChI
InChI=1S/C13H20N2O3S/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)
InChIKey
QTGIAADRBBLJGA-UHFFFAOYSA-N
SMILES
C1(C(OC)=O)SC=C(C)C=1NC(=O)C(NCCC)C
CAS DataBase Reference
23964-58-1(CAS DataBase Reference)
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Safety

HS Code 
2934990002
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
A777900
Product name
Articaine
Packaging
25mg
Price
$135
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA147618
Product name
Articaine
Packaging
500mg
Price
$225
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA147618
Product name
Articaine
Packaging
1g
Price
$389
Updated
2021/12/16
Biorbyt Ltd
Product number
orb134430
Product name
Articaine HCl
Purity
>99%
Packaging
100mg
Price
$414.8
Updated
2021/12/16
Medical Isotopes, Inc.
Product number
63011
Product name
Articaine
Packaging
25mg
Price
$610
Updated
2021/12/16
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Articaine Chemical Properties,Usage,Production

Description

Articaine [4-methyl-3-(2-propylaminopropionamido) thiophene-2-carboxylic acid methyl ester hydrochloride] has been widely used in dentistry since its approval by the U.S. FDA in the year 2000 because of its quick onset and short duration of action. The structure of articaine differs from those of all other amino amide-type local anesthetics in that it contains a thiophene ring instead of a benzene ring and a carbomethoxy group. This renders the molecule more lipophilic and, thus, easier to cross any lipoidal membranes.
Its local anesthetic potency is approximately 1.5-fold that of lidocaine, even though it has similar pKa (7.8) and plasma protein binding (76%) properties. Articaine also is metabolized primarily by plasma cholinesterases because of the presence of an ester group and, therefore, has a much shorter duration of action than lidocaine (i.e., only approximately one-fourth that of lidocaine). Articaine undergoes rapid hydrolysis of the carbomethoxy group to give articainic acid, which is eliminated either unchanged (75%) or as its glucuronides (25%). Compared with to other shortacting, amino amide-type local anesthetics, such as mepivacaine, lidocaine, or prilocaine, articaine is said to be a much safer drug for regional anesthesia and is the drug of choice for dental procedures.

Originator

Ultracain,Hoechst,W. Germany,1976

Uses

Articaine is an amide that also contains an ester linkage, which is hydrolysed rapidly so that the duration of action is short. It is available as a 4% solution with adrenaline for infiltration anaesthesia in dentistry.

Uses

Articaine is an amide based short-acting local anesthetic use for regional anaesthesia in day-case settings such arthroscopy, hand , food surgery and in dentistry.

Definition

ChEBI: 4-methyl-3-[[1-oxo-2-(propylamino)propyl]amino]-2-thiophenecarboxylic acid methyl ester is a thiophenecarboxylic acid.

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.

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.

Articaine Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Articaine manufacturers

WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD
Product
Articaine 23964-58-1
Price
US $0.00/KG
Min. Order
100g
Purity
98%+
Supply Ability
100kg
Release date
2020-12-17
WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD
Product
Articaine
Price
US $0.00/KG
Min. Order
100g
Purity
98%+
Supply Ability
100kg
Release date
2021-01-16
WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD
Product
Articaine HCL
Price
US $0.00/KG
Min. Order
100g
Purity
98%+
Supply Ability
100kg
Release date
2021-02-20

23964-58-1, ArticaineRelated Search:


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  • 4-Methyl-3-[2-[propylamino] propionamido]-2-thiophenecarboxylic acid, methyl ester
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  • 40045
  • 4-Methyl-3-[[1-oxo-2-(propylamino)propyl]amino]-2-thiophenecarboxylic acid methyl ester
  • 4-Methyl-3-[1-oxo-2-(propylamino)propylamino]-2-thiophenecarboxylic acid methyl ester
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