ChemicalBook >> CAS DataBase List >>Prilocaine


Chemical Name:
PRILOCAINE BASE;Aβ25-35;Citanest;Propitocaine;l67;N-(2-methylphenyl)-2-(propylamino)propionamide;L 67;Priloca;astra1512;astra1515
Molecular Formula:
Molecular Weight:
MDL Number:
MOL File:
MSDS File:
Last updated:2023-11-02 17:49:29

Prilocaine Properties

Melting point 37-38°
Boiling point bp0.1 159-162°
Density 1.0117 (rough estimate)
refractive index nD20 1.5298
storage temp. 2-8°C
solubility Slightly soluble in water, very soluble in acetone and in ethanol (96 per cent).
form neat
pka pKa 7.32 or 7.89 (Uncertain)
Water Solubility 6.169g/L(25 ºC)
InChI InChI=1S/C13H20N2O/c1-4-9-14-11(3)13(16)15-12-8-6-5-7-10(12)2/h5-8,11,14H,4,9H2,1-3H3,(H,15,16)
CAS DataBase Reference 721-50-6(CAS DataBase Reference)
EWG's Food Scores 1
NCI Drug Dictionary Citanest
ATC code N01BB04,N01BB54
NIST Chemistry Reference Propanamide, n-(2-methylphenyl)-2-(propylamino)-(721-50-6)


Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
Signal word  Warning
Hazard statements  H302-H319
Precautionary statements  P301+P312+P330-P305+P351+P338
HS Code  2924296000

Prilocaine price More Price(22)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich P2939000 Prilocaine European Pharmacopoeia (EP) Reference Standard 721-50-6 p2939000 $218 2023-06-20 Buy
Sigma-Aldrich PHR3105 Prilocaine pharmaceutical secondary standard, certified reference material 721-50-6 500MG $159 2022-05-15 Buy
Sigma-Aldrich 1560990 Prilocaine United States Pharmacopeia (USP) Reference Standard 721-50-6 200mg $426 2022-05-15 Buy
TRC P725005 Prilocaine 721-50-6 5mg $195 2021-12-16 Buy
AK Scientific M848 Prilocaine 721-50-6 100mg $48 2021-12-16 Buy
Product number Packaging Price Buy
P2939000 p2939000 $218 Buy
PHR3105 500MG $159 Buy
1560990 200mg $426 Buy
P725005 5mg $195 Buy
M848 100mg $48 Buy

Prilocaine Chemical Properties,Uses,Production

Local anesthetic drug

Prilocaine belongs to amide local anesthetic drug with its anesthesia intensity and speed being similar as lidocaine but with a longer duration period and weaker effect on vasodilation. It has a lower toxicity than lidocaine. It is clinically for local anesthesia, especially suitable for treating patients who are not allowed to use adrenaline.
[Pharmacological] its 3% solution has a similar local anesthesia efficacy as the anesthesia drug of 2% lidocaine together with adrenaline. It has a slow onset time which lasts about 6~7min and the duration time of about 1.5~2h. It has a strong penetration capability through mucous membranes. Adrenaline has a slightly prolonged duration of action. PPB is 55% and T1/2 of about 1.5h. It is subject to liver metabolism with its metabolites nitroso toluidine being able to oxidize hemoglobin to form methemoglobin. It can be transported to the fetus through the placenta.
[Adverse reactions] once the usage amount exceeds 600mg, methaemoglobinaemia can occur with cyanosis, tachycardia, headache, dizziness and weakness occurring.
[Note] patients of anemia, congenital or acquired methaemoglobinaemia, respiratory failure or heart failure and hypoxic patients should be disabled. It is forbidden for applied to obstetric anesthesia.
[Usage and dosage] infiltration anesthesia: 0.5% to 1% solution with the duration of action of 1 to 1.5 hours.
Nerve blocking anesthesia: use 1% to 2% solution with the duration of action being 2-3 hours.
Epidural anesthesia: use10 to 30 mL of 1.5%~1% solution with the duration of action of 2.5 to 3.5 hours. Use a maximum dose of 600 mg.
the structural formula of prilocaine
Figure 1 the structural formula of prilocaine
The above information is edited by the Chemicalbook of Dai Xiongfeng.

Chemical Properties

It is a kind of needle-like crystals with the melting point being 37-38 ℃ and the boiling point being 159-162 ℃ (0.133kPa), and refractive index (nD20) being 1.5299. Its hydrochloride ([1786-81-8]) is a white crystalline powder. The Melting point is 167-168 ℃. It is soluble in water and ethanol, slightly soluble in chloroform. It has sour taste and bitter taste and is odorless.


It is a kind of local anesthetic drug. The product has better efficacy than procaine and the local anesthesia intensity and speed being similar as lidocaine but with longer duration time and less toxicity as well as smaller accumulation effect. It is suitable for epidural anesthesia, conduction anesthesia and infiltration anesthesia.

Production method

O-toluidine and α-bromo-propionyl bromide are condensed and further have reaction with propylamine obtain prilocaine.

Chemical Properties

White or almost white, crystalline powder.


Prilocaine is a local anesthetic of the amino amide type. Prilocaine is often used in dentistry. Prilocaine is also often combined with lidocaine as a preparation for dermal anesthesia (lidocaine/prilocaine or EMLA), for treatment of conditions like paresthesia.


In terms of pharmacological parameters, prilocaine is comparable to lidocaine; however, because of a number of toxic manifestations, it is rarely used in medical practice. Citanest and xylonest are well-known synonyms for prilocaine.


ChEBI: An amino acid amide in which N-propyl-DL-alanine and 2-methylaniline have combined to form the amide bond; used as a local anaesthetic.

brand name

lidocaine/prilocaine topical
Brand names: Emla, LiproZonePak, Dolotranz, Livixil Pak, and Anodyne LPT.

General Description

Prilocaine hydrochloride is a water-soluble salt available asa solution for nerve block or infiltration in dental procedures.Prilocaine is used for intravenous regional anesthesiaas the risk of CNS toxicity is low because of the quick metabolism.Prilocaine prepared in the crystal form is used inEMLA for topical administration to decrease painful needlesticks in children. Prilocaine 4% solution should be protectedfrom light and the manufacturer recommends discardingif the solution turns pinkish or slightly darker than lightyellow. Solutions are available in various concentrations upto 4%, with or without epinephrine and with or withoutpreservatives.


Prilocaine is less toxic than lidocaine, with a high clearance, attributable to metabolism in the lungs, kidneys and liver. It is associated with methaemoglobinaemia at doses >600mg. It is sometimes used at a concentration of 0.5% for the provision of intravenous regional anaesthesia, and a combination of prilocaine 3% with felypressin is available for low-volume local infiltration anaesthesia in dental surgery. A 2% formulation is also available for spinal anaesthesia. Prilocaine is also formulated in a eutectic mixture with lidocaine (EMLA) for topical anaesthesia.

Clinical Use

Prilocaine metabolism has beenstudied extensively in animal models, less is known aboutthe human metabolites or the human CYP enzymes involvedin their formation . The metabolism of prilocainein the liver yields o-toluidine, which is a possiblecarcinogen. Many aromatic amines, including o-toluidinehave been shown to be mutagenic, and metabolites of otoluidinehave been shown to form DNA adducts.Metabolites of o-toluidine are also believed to be responsiblefor the methemoglobinemia observed with prilocaineuse. To decrease the potential for methemoglobinemia, strictadherence to the maximum recommended dose should befollowed. Metabolism of prilocaine is extensive with lessthan 5% of a dose excreted unchanged in the urine.


Prilocaine, 2-(propylamino)-o-propiontoluidine (2.2.14), is structurally related to the exact same group as ethidocaine, yet it differs structurally in that during synthesis, o-toluidine is used instead of 2,6-dimethylaniline, and instead of a butyric acid, a fragment of propionic acid, and a terminal propylethylamine group is replaced with a propylamine group. In order to synthesize prilocaine, o-toluidine is reacted with bromopropionyl bromide, and the resulting bromopropionyltoluidide (2.2.13) is then reacted with propylamine, which gives prilocaine [22,23].


Synthesis of Prilocaine from Propylamine and 2-Chloropropionyl chloride and o-Toluidine

Prilocaine Preparation Products And Raw materials

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View Lastest Price from Prilocaine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Prilocaine pictures 2023-12-06 Prilocaine
US $10.00 / kg 1kg 99% 1000kg Nantong Guangyuan Pharmaceutical Technology Co,Ltd
Prilocaine pictures 2023-12-06 Prilocaine
US $130.00 / kg 1kg 99% 10T Hubei Chuyan Biopharmaceutical Co., Ltd
Prilocaine pictures 2023-12-06 Prilocaine
US $0.00-0.00 / KG 1KG 99% 500 Wuhan Haorong Biotechnology Co.,Ltd
  • Prilocaine pictures
  • Prilocaine
  • US $10.00 / kg
  • 99%
  • Nantong Guangyuan Pharmaceutical Technology Co,Ltd
  • Prilocaine pictures
  • Prilocaine
  • US $130.00 / kg
  • 99%
  • Hubei Chuyan Biopharmaceutical Co., Ltd
  • Prilocaine pictures
  • Prilocaine
  • US $0.00-0.00 / KG
  • 99%
  • Wuhan Haorong Biotechnology Co.,Ltd

Prilocaine Spectrum

astra1512 o-Propionotoluidide, 2-(propylamino)- (6CI, 8CI) Propanamide, N-(2-methylphenyl)-2-(propylamino)- (9CI) Prilocaine (200 mg) 2-(PropylaMino)-N-(o-tolyl)propanaMide Prilocaine HCl (base) Prilocaine N-(2-Methylphenyl)-2-propylamino-propanamide (±)-2′-Methyl-2-(propylamino)propionanilide PRILOCAINE USP API 2-(propylamino)-o-propionotoluidid 2-(Propylamino)-o-propionotoluidide 2-Methyl-alpha-propylaminopropionanilide alpha-n-Propyl-amino-2-methylpropionanilide alpha-n-propylamino-2-methylpropionanilide Astra 1512 Astra 1515 PRILOCAINE n-(2-methylphenyl)-2-propylamino-propanamide astra1515 L 67 n-(2-methylphenyl)-2-(propylamino)-propanamid o-Methyl-2-propylaminopropionanilide o-Methyl-alpha-propylaminopropionanilide o-Propionotoluidide, 2-(propylamino)- o-Propionotuluidide, 2-propylamino- Propanamide, N-(2-methylphenyl)-2-(propylamino)- (+-)-N-(2-Propylaminopropionyl)-2-toluidine 2-Methyl-a-propylaminopropionanilide DL-(+-)-Prilocaine N-(2,6-Dimethylphenyl)-2-(propylamino)propanamide NSC 40027 2-(propylamino)propion-o-toluidide PRILOCAINE EPP PRILOCAINE EPP(CRM STANDARD) PRILOCAINE HCL USP Prilocaine USP/EP/BP Prilocaine 13C D3 European Market, Prilocaine Powder for Relieving Pain Prilocaine Price 721-50-6 Prilocaine (1560990) β-Amyloid peptide(25-35) IN STOCK PRILOCAINE BASE CAS NO.721-50-6 PRILOCAINE BASE CAS NO.721-50-6 Prilocaine Cas number:(721-50-6) Anesthesia Mepivacaine CAS NO. 721-50-6 N1-(2-methylphenyl)-N2-propylalaninamide Prilocaine, >96% prilocaine pure Bulk Supply Prilocaine Priloca Prilocainc N-(2-methylphenyl)-2-(propylamino)propionamide PRILOCAINE BASE Citanest l67 Propitocaine Aβ25-35 Prilocaine CAS721-50-6 Prilocain