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Key Documents

06952

Sigma-Aldrich

Benzocaine

tested according to Ph. Eur.

Synonym(s):

Benzocainum, 4-Aminobenzoic acid ethyl ester, Ethyl 4-aminobenzoate

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About This Item

Empirical Formula (Hill Notation):
C9H11NO2
CAS Number:
Molecular Weight:
165.19
Beilstein/REAXYS Number:
638434
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

agency

USP/NF
tested according to Ph. Eur.

Quality Level

form

crystalline

solubility

alcohol: soluble 1 gm in 5 ml
chloroform: soluble 1 gm in 2 ml
diethyl ether: soluble 1 gm in 4ml
olive oil: soluble 1 gm in 30-50 ml
water: soluble 1 gm in 2500 ml

application(s)

pharmaceutical (small molecule)

SMILES string

CCOC(=O)c1ccc(N)cc1

InChI

1S/C9H11NO2/c1-2-12-9(11)7-3-5-8(10)6-4-7/h3-6H,2,10H2,1H3

Inchi Key

BLFLLBZGZJTVJG-UHFFFAOYSA-N

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Application

Benzocaine has been used as animal anesthetic.[1]

Biochem/physiol Actions

Benzocaine is the ethyl ester of p-aminobenzoic acid (PABA). Benzocaine acts to inhibit the voltage-dependent sodium channels (VDSCs) on the nerve membrane, stopping the propagation of the action potential.[2]

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

233.6 °F

flash_point_c

112 °C

ppe

Eyeshields, Gloves, type N95 (US)


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To report a case of benzocaine-induced inethemoglobinemia and present a review of the related literature. An 83-year-old man received benzocaine topical anesthesia 600 mg prior to intubation for resection of a thyroid adenoma. The patient became severely cyanotic after induction
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