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Articaine Hydrochloride

HCID 32169
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
161448-79-9
Standard SMILES
CCCNC(C)C(=O)Nc1c(C)csc1C(=O)OC.Cl
InChIKey
GDWDBGSWGNEMGJ-UHFFFAOYSA-N
Molecular formula
C13H21ClN2O3S
Average molar mass
320.84 g/mol
Monoisotopic mass
320.0961414

Overview

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

Names & identifiers

Preferred name
Articaine Hydrochloride
IUPAC
methyl 4-methyl-3-[2-(propylamino)propanoylamino]thiophene-2-carboxylate;hydrochloride

Names & synonyms

ARTICAINE HYDROCHLORIDE23964-57-0Articaine HClUltracainSeptanestUltracaineUbistesineHoe-045HOE 045HOE 40045DTXSID2045444Hoe-40045
Show more names
QS9014Q792DTXCID00254444-Methyl-3-(2-(propylamino)propionamido)-2-thiophenecarboxylic acid methyl ester HCl2-Thiophenecarboxylic acid, 4-methyl-3-((1-oxo-2-(propylamino)propyl)amino)-, methyl ester, monohydrochlorideRefChem:916258Hoe045Hoe40045245-957-7

Database identifiers

CAS
161448-79-9、23964-57-0
PubChem CID
32169
DTXSID
DTXSID2045444
ChEMBL
CHEMBL1200819
UNII
QS9014Q792
EC Number
245-957-7

Properties

Computed structural properties

Topological polar surface area
95.7 Ų
Hydrogen bond donors
3
Hydrogen bond acceptors
5
Rotatable bonds
7
Heavy atoms
20
Formal charge
0
Complexity
325

Experimental & physicochemical properties

Human Drugs · 3 items

Breast Feeding; Lactation; Milk, Human; Anesthetics, Local

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 4 items

Warning

H302 (80.6%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 216 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (80.6%)

Toxicology

Effects During Pregnancy and Lactation◉ Summary of Use during Lactation

Chemistry & industry

Pharmacology

FDA Pharmacological Classification · 2 items

ARTICAINE HYDROCHLORIDE

Local Anesthesia [PE]; Amide Local Anesthetic [EPC]; Amides [CS]

MeSH Pharmacological Classification · 1 item

Drugs that block nerve conduction when applied locally to nerve tissue in appropriate concentrations. They act on any part of the nervous system and on every type of nerve fiber. In contact with a nerve trunk, these anesthetics can cause both sensory and motor paralysis in the innervated area. Their action is completely reversible. (From Gilman AG, et. al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 8th ed) Nearly all local anesthetics act by reducing the tendency of voltage-dependent sodium channels to activate.

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Compound notes

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