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Chemical Structure| 94-09-7 Chemical Structure| 94-09-7

Structure of Benzocaine
CAS No.: 94-09-7

Chemical Structure| 94-09-7

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Benzocaine, the ethyl ester of p-aminobenzoic acid (PABA), inhibits voltage-dependent sodium channels (VDSCs) on the neuron membrane and used as a local anesthetic.

Synonyms: Ethyl 4-Aminobenzoate; NSC 41531; NSC 4688

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Product Citations

Product Citations

Ripak, Alexia ; De Kreijger, Simon ; Sampaio, Renato N. ; Vincent, Cooper A. ; Cauet, Emilie ; Jabin, Ivan , et al.

Abstract: Aryl diazonium salts are ubiquitous building blocks in chem., as they are useful radical precursors in organic synthesis as well as for the functionalization of solid materials. They can be reduced electrochem. or through a photo-induced electron transfer reaction. Here, we provide a detailed picture of the ground- and excited-state reactivity of a series of nine rare and earth-abundant photosensitizers with 13 aryl diazonium salts, which also included three macrocyclic calix[4]arene tetradiazonium salts. Nanosecond transient absorption spectroscopy confirmed the occurrence of excited-state electron transfer and was used to quantify cage-escape yields (i.e., the efficiency with which the formed radicals sep. and escape the solvent cage). Cage-escape yields were large; they increased when the driving force for photo-induced electron transfer increased and also tracked with the C-N+2 bond cleavage propensity, among others. A photo-induced borylation reaction was then investigated with all the photosensitizers and proceeded with yields between 9% and 74%.

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Product Details of Benzocaine

CAS No. :94-09-7
Formula : C9H11NO2
M.W : 165.19
SMILES Code : O=C(OCC)C1=CC=C(N)C=C1
Synonyms :
Ethyl 4-Aminobenzoate; NSC 41531; NSC 4688
MDL No. :MFCD00007892
InChI Key :BLFLLBZGZJTVJG-UHFFFAOYSA-N
Pubchem ID :2337

Safety of Benzocaine

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H317-H402
Precautionary Statements:P261-P272-P273-P280-P302+P352-P312-P333+P313-P362+P364-P501

Isoform Comparison

Biological Activity

Target
  • Sodium Channel

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
Zebrafish (Danio rerio) Zebrafish embryos and larvae Immersion 1 g/L 1 hour To evaluate the efficacy of benzocaine as a method of euthanasia for zebrafish embryos and larvae. Results showed benzocaine was almost 100% effective in 4 dpf larvae but failed to induce irreversible death in 24 hpf embryos. Biology (Basel). 2022 Apr 1;11(4):546
Nile Tilapia Anesthesia and stunning experiments Water immersion 40 mg/L and 80 mg/L Single treatment until loss and recovery of visual sensibility indicators To verify whether the presence/absence of a dorsal fin erection (DFE) response can be used as a painless VSI in Nile tilapia. All fish stunned using benzocaine and ice water immersion lose both VSIs, while 95% of fish stunned using CO2 lose these VSIs. In all treatments, DFEs return quicker than VOR. Animals (Basel). 2021 Oct 19;11(10):3007
Arabidopsis Arabidopsis wild type Leaf infiltration 100 μM Single treatment, pathogen inoculation five hours later To investigate the mechanisms underlying BEN’s activation of local plant defense in Arabidopsis. Results showed that BEN significantly enhanced local resistance in wild-type plants, but its effect was notably subdued in SA or JA mutants. Plants (Basel). 2024 Feb 28;13(5):672
Atlantic salmon Atlantic salmon Water exposure 200 mg/L Single dose To study the effect of benzocaine on the metabolome of salmon skin and gill mucus, finding that benzocaine treatment led to disturbances in amino acid metabolic pathways. Metabolites. 2021 Dec 31;12(1):28

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

6.05mL

1.21mL

0.61mL

30.27mL

6.05mL

3.03mL

60.54mL

12.11mL

6.05mL

Dissolving Methods
Please choose the appropriate dissolution scheme according to your animal administration guide.For the following dissolution schemes, clear stock solution should be prepared according to in vitro experiments, and then cosolvent should be added in turn:

in order to ensure the reliability of the experimental results, the clarified stock solution can be properly preserved according to the storage conditions; The working fluid for in vivo experiment is recommended to be prepared now and used on the same day;

The percentage shown in front of the following solvent refers to the volume ratio of the solvent in the final solution; If precipitation or precipitation occurs in the preparation process, it can be assisted by heating and/or ultrasound.
Protocol 1
Protocol 2

References

 

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