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[CAS NO. 721-50-6] Prilocaine

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Catalog:	HY-B0137
Brand:	MCE
CAS:	721-50-6

Overview

MDL	-
Molecular Weight	220.31
Molecular Formula	C13H20N2O
SMILES	CC(NCCC)C(NC1=CC=CC=C1C)=O

For research use only. We do not sell to patients.

1 Publications Citing Use of MCE

[1]Stem Cell Res Ther. 2021 Feb 4;12(1):107.

Summary

Prilocaine, an amino amide, is a Na, K-ATPase inhibitor. Prilocaine has neurotoxic effects ^[1] ^[2] .

IC50 & Target

Na, K-ATPase ^[2]

In Vitro

Prilocaine is more potent in inhibiting the Na,K-ATPase of plasma membranes of LM cells (transformed fibroblasts) at 37 ℃ (43.8 mM) than at 25 ℃ (28.2 mM) ^[2] .

MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Clinical Trial

NCT Number	Sponsor	Condition	Start Date	Phase
NCT04161586	Ospedale di Circolo - Fondazione Macchi	Anesthesia, Spinal\|Prilocaine\|Ambulatory Surgical Procedures	January 1, 2011
NCT02973048	Centre Hospitalier Universitaire Saint Pierre	Pregnant Women\|Pain\|Hypotension	March 12, 2018	Phase 3
NCT02820688	Bozyaka Training and Research Hospital	Brachial Plexus Blockade	June 2016	Phase 4
NCT00556478	Plethora Solutions Ltd\|Shionogi Inc.	Premature Ejaculation	October 2007	Phase 2\|Phase 3
NCT01591616	Dentsply International\|Dentsply Sirona Inc.	Periodontal Disease	April 2010	Phase 4
NCT03613207	Joanneum Research Forschungsgesellschaft mbH	Dermatology+Skin - Other\|Dermal Pharmacokinetic Measurements	March 22, 2018	Not Applicable
NCT02282280	Astes	Anesthesia	October 2014
NCT03036384	Centre Hospitalier Universitaire Saint Pierre	Pregnant Women	March 2016	Phase 2
NCT05062356	St. Mary´s Research Center, Canada	Chronic Postoperative Pain	November 4, 2021	Phase 1
NCT03441841	Galeno Desenvolvimento de Pesquisas Clínicas\|Biolab Sanus Farmaceutica	Topical Anesthesia	February 28, 2016	Phase 1
NCT02726620	Vanderbilt University Medical Center\|UMC Utrecht	Hypotension	January 5, 2017	Not Applicable
NCT04523961	Mayo Clinic	Anesthesia, Local\|Photodamaged Skin\|Topical and Infiltration Anesthetic Toxicity	January 1, 2021	Phase 2\|Phase 3
NCT00408941	Technical University of Munich	Healthy	December 2006	Phase 4
NCT05289804	University of Dublin, Trinity College\|Alzheimer´s Association	Mild Cognitive Impairment\|Memory Impairment\|Memory Disorders in Old Age	September 1, 2022	Phase 1\|Phase 2
NCT05610007	Indonesia University	Anesthesia\|Anesthesia; Reaction	January 1, 2022	Phase 4
NCT00309673	Assistance Publique - Hôpitaux de Paris	Tuberculosis		Not Applicable
NCT02336958	Helios Research Center	Carotid Stenosis	September 2013	Not Applicable
NCT02813382	AZ St.-Dimpna Geel	Anesthesia, Spinal\|Ambulatory Surgical Procedures\|Hernia, Inguinal\|Hernia, Umbilical	August 2015
NCT02130830	Pontificia Universidad Catolica de Chile	Hemorrhoids\|Pain	May 2014	Phase 3
NCT01309360	Helios Research Center	Other Surgical Procedures	September 2009	Phase 4
NCT03813030	Joanneum Research Forschungsgesellschaft mbH	Healthy\|Dermal Pharmacokinetic Measurement	January 16, 2019	Not Applicable
NCT04693156	Ceylan Saygili\|Istanbul University-Cerrahpasa	Laparoscopic Cholecystectomy\|Cholelithiasis\|Postoperative Analgesia	February 1, 2021	Not Applicable
NCT03038958	Centre Hospitalier Universitaire Saint Pierre\|Hôpital de Braine-l´Alleud	Knee Arthroscopy\|Spinal Anesthesia	April 2016	Phase 4
NCT03607916	Centre Hospitalier Universitaire Saint Pierre	Pregnant Women	February 2014	Phase 2
NCT05042817	University of Liege	Analgesia	September 2021	Not Applicable
NCT03219086	University Hospital, Antwerp\|AZ Klina\|AZ Middelheim	Combined Spinal Epidural Anesthesia\|Prilocaine\|Bupivacaine\|Pain	August 1, 2017	Not Applicable
NCT03366246	Galeno Desenvolvimento de Pesquisas Clínicas\|Biolab Sanus Farmaceutica	Lidocaine Adverse Reaction\|Prilocaine Adverse Reaction	June 7, 2014	Phase 3
NCT01402869	Loma Linda University	Methemoglobinemia	August 2011	Not Applicable
NCT02384915	ASST Gaetano Pini-CTO	Knee Arthritis	January 2015	Phase 4
NCT01643616	Helios Research Center	Other Surgical Procedures	November 2010	Not Applicable
NCT02403687	Express Specialty Pharmacy	Arthritis\|Tendonitis\|Gout\|Radiculopathy\|Muscle Spasms\|Synovitis\|Migraine\|Headache	June 2015
NCT01880775	Diskapi Teaching and Research Hospital	Hemorrhoid\|Peri Anal Fistula	April 2012	Phase 4
NCT00932542	Federal University of São Paulo\|Cristália Produtos Químicos Farmacêuticos Ltda.	Hemorrhoidectomy	April 2010	Phase 2\|Phase 3
NCT01073371	University of Campinas, Brazil\|Fundação de Amparo à Pesquisa do Estado de São Paulo\|Conselho Nacional de Desenvolvimento Científico e Tecnológico	Dental Anesthesia Efficacy	July 2008	Phase 1
NCT04756050	Bozyaka Training and Research Hospital	Phrenic Nerve Paralysis\|Diaphragm Sellae Meningioma\|Complications\|Respiratory Complication\|Nerve Block\|Brachial Plexus Block	February 15, 2021	Phase 4
NCT04784104	Bozyaka Training and Research Hospital	Anesthesia Conduction\|Upper Extremity Surgery\|Pain, Postoperative\|Anesthesia and Analgesia\|Nerve Block\|Brachial Plexus Block	March 5, 2021	Phase 4
NCT02372786	Erasmus Medical Center	Tattoo\|Acne Keloidalis Nuchae	November 2014	Phase 4
NCT04050826	Joanneum Research Forschungsgesellschaft mbH	Healthy\|Dermal Pharmacokinetic Measurements	September 1, 2019	Not Applicable
NCT01425619	Meir Medical Center	Anxiety Disorder\|Allergic Skin Reaction	October 2011	Not Applicable
NCT01921231	Dr. Pere Roura-Poch\|Consorci Hospitalari de Vic	Knee Arthroscopy (for Diagnostic or Therapy)\|Inguinal Hernia Repair (Not Urgent)	May 2007	Phase 4
NCT03799484	The University of Texas Health Science Center, Houston\|Robert Cizik Eye Clinic	Forehead Rhytides\|Forehead Wrinkles	January 4, 2019	Phase 4
NCT04467125	Augusta University	Contraception	January 6, 2020	Phase 4
NCT04394533	Guy´s and St Thomas´ NHS Foundation Trust\|Obstetric Anaesthetists´ Association	Cervical Incompetence in Pregnancy as Antepartum Condition	August 27, 2021	Phase 4

Appearance

Solid

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Powder	-20°C	3 years
	4°C	2 years
In solvent	-80°C	6 months
	-20°C	1 month

Solvent & Solubility

In Vitro:

DMSO : 100 mg/mL ( 453.91 mM ; Need ultrasonic)

H ₂ O : 2.5 mg/mL ( 11.35 mM ; Need ultrasonic)

Preparing
Stock Solutions

Concentration Solvent Mass	1 mg	5 mg	10 mg

1 mM	4.5391 mL	22.6953 mL	45.3906 mL
5 mM	0.9078 mL	4.5391 mL	9.0781 mL
10 mM	0.4539 mL	2.2695 mL	4.5391 mL

* Please refer to the solubility information to select the appropriate solvent.

In Vivo:

1.

Add each solvent one by one: PBS

Solubility: 50 mg/mL (226.95 mM); Clear solution; Need ultrasonic
2.

Add each solvent one by one: 10% DMSO >> 40% PEG300 >> 5% Tween-80 >> 45% saline

Solubility: ≥ 2.5 mg/mL (11.35 mM); Clear solution
3.

Add each solvent one by one: 10% DMSO >> 90% (20% SBE-β-CD in saline)

Solubility: ≥ 2.5 mg/mL (11.35 mM); Clear solution
4.

Add each solvent one by one: 10% DMSO >> 90% corn oil

Solubility: ≥ 2.5 mg/mL (11.35 mM); Clear solution

* All of the co-solvents are available by MCE.

References

[1] M Mete, et al. Neurotoxic effects of local anesthetics on the mouse neuroblastoma NB2a cell line. Biotech Histochem. 2015 Apr;90(3):216-22.
[2] H Kutchai, et al. Effects of local anaesthetics on the activity of the Na,K-ATPase of canine renal medulla. Pharmacol Res. 2000 Jan;41(1):1-7.

Synonyms

Propanamide, N-(2-methylphenyl)-2-(propylamino)-

o-Propionotoluidide, 2-(propylamino)-

N-(2-Methylphenyl)-2-(propylamino)propanamide

Astra 1512

Citanest

o-Methyl-2-propylaminopropionanilide

2-Methyl-α-propylaminopropionanilide

Prilocaine

Propitocaine

Astra 1515

(±)-N-(2-Propylaminopropionyl)-2-toluidine

DL-(±)-Prilocaine

(±)-Prilocaine

NSC 40027

2-Propylamino-N-o-tolyl-propionamide

2-(Propylamino)-N-(o-tolyl)propanamide

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