ChemicalBook > CAS DataBase List > Articaine

Articaine

Product Name
Articaine
CAS No.
23964-58-1
Chemical Name
Articaine
Synonyms
40045;Articain;atecaine;ARTICAINE;Articaina;Articainum;Carticaine;ARTICAINE HCL;Unii-D3sq406G9x;Articaine (USP)
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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Articaine Suppliers

J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Nanjing Chemlin Chemical Co., Ltd
Tel
025-83697070
Fax
+86-25-83453306
Email
info@chemlin.com.cn
Country
China
ProdList
19179
Advantage
64
Chemsky(shanghai)International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32321
Advantage
50
Sinopharm Chemical Reagent Co,Ltd.
Tel
86-21-63210123
Fax
86-21-63290778 86-21-63218885
Email
sj_scrc@sinopharm.com
Country
China
ProdList
9815
Advantage
79
Beijing HuaMeiHuLiBiological Chemical
Tel
010-56205725
Fax
010-65763397
Email
waley188@sohu.com
Country
China
ProdList
12335
Advantage
58
Vientiane Tianjin Hengyuan Technology Co., Ltd.
Tel
15722085254
Fax
022-26358246
Email
phytochemical@126.com
Country
China
ProdList
813
Advantage
55
Finetech Industry Limited
Tel
027-87465837 19945049750
Fax
027-8777-2287
Email
sales@finetechnology-ind.com
Country
China
ProdList
9648
Advantage
58
Hangzhou J&H Chemical Co., Ltd.
Tel
0571-+86-571-87396432
Fax
0571-87396431
Email
sales@jhechem.com
Country
China
ProdList
11578
Advantage
59
Chizhou Kailong Import and Export Trade Co., Ltd.
Tel
Fax
-
Email
xg01_gj@163.com
Country
China
ProdList
9484
Advantage
50
Nanjing XiZe Biotechnology CO., Ltd.
Tel
025-66023220 0086-15250997978
Fax
025-58362220
Email
1511893459@qq.com
Country
China
ProdList
7891
Advantage
55
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View Lastest Price from Articaine manufacturers

Hebei Ganmiao New material Technology Co., LTD
Product
Articaine 23964-58-1
Price
US $13.00-7.00/kg
Min. Order
1kg
Purity
99.9%
Supply Ability
20ton
Release date
2024-06-19
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

23964-58-1, ArticaineRelated Search:


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  • ARTICAINE HCL
  • methyl 4-methyl-3-(2-propylaminopropanoylamino)thiophene-2-carboxylate
  • 4-Methyl-3-[2-[propylamino] propionamido]-2-thiophenecarboxylic acid, methyl ester
  • Carticaine
  • 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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  • Articainum
  • Articainum [inn-latin]
  • Methyl (4-methyl-3-(2-(propylamino)propionamido)-2-thiophencarboxylat)
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