Prilocaine

Description

Prilocaine · CAS 721-50-6 · C13H20N2O. UNII 046O35D44R. Boiling Point: 159-162 °C at 1.00E-01 mm Hg; Boiling Point: 159-162 °C @ 1 mm Hg; Melting Point: 37-38 °C.

Identification

CAS Registry Number	721-50-6
PubChem CID	4906
Molecular formula	C13H20N2O
IUPAC name	N-(2-methylphenyl)-2-(propylamino)propanamide
UNII (FDA)	046O35D44R

Computed Descriptors

Molecular Weight	220.31
XLogP3	2.1
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	5
Exact Mass	220.157563266
Monoisotopic Mass	220.157563266
Topological Polar Surface Area	41.1
Heavy Atom Count	16
Formal Charge	0

Physical & Chemical Properties

Boiling Point	159-162 °C at 1.00E-01 mm Hg
Boiling Point	159-162 °C @ 1 mm Hg
Melting Point	37-38 °C
Melting Point	37 - 38 °C
Solubility	541
Solubility	3.26e-01 g/L
LogP	2.11
LogP	log Kow= 2.11
LogP	2.1
Dissociation Constants	PKA 7.89

Physical description & handling notes

• Solid
• Needles
• WHITE
• ODORLESS
• INITIALLY ACID & THEN BITTER TASTE
• Crystals from ethanol + isopropyl ether; readily sol in water; mp 167-168 °C /Hydrochloride/

GHS Hazard Classification

Reported hazard statements	H302 (98.6%), H315 (91.3%), H319 (92.8%), H412 (97.1%)

Documented Uses

• Use (kg; approx.) in Germany (2009): >1000
• Consumption (g per capita; approx.) in Germany (2009): 0.0122
• O-TOLUIDINE IS CONDENSED WITH 2-BROMOPROPIONYL BROMIDE & RESULTING 2-BROMO-O-PROPIONOTOLUIDIDE IS IN TURN CONDENSED WITH PROPYLAMINE TO YIELD PRILOCAINE (BASE). AN ACETONE SOLN OF BASE TREATED WITH HCL YIELDS THE OFFICIAL SALT. /PRILOCAINE HCL/
• Prilocaine is synthesized by reacting 2-aminotoluene with 2-bromopropionyl chloride and then with n-propylamine. /Hydrochloride/
• It has a pharmacological profile similar to that of lidocaine.
• Used as a local anaesthetic and is often used in dentistry.

Synonyms

prilocaine; 721-50-6; Propitocaine; prilocaine base; N-(2-Methylphenyl)-2-(propylamino)propanamide; Prilocaina; Prilocainum; Astra 1515; o-Methyl-2-propylaminopropionanilide; Propanamide, N-(2-methylphenyl)-2-(propylamino)-; o-Propionotoluidide, 2-(propylamino)-; 2-(Propylamino)-o-propionotoluidide; Astra 1512; o-Methyl-alpha-propylaminopropionanilide; 2-Methyl-alpha-propylaminopropionanilide; alpha-n-Propylamino-2-methylpropionanilide

Frequently Asked Questions

What are the CAS number and molecular formula of Prilocaine?

CAS 721-50-6; molecular formula C13H20N2O; molecular weight — g/mol.

What other names is Prilocaine known by?

prilocaine, 721-50-6, Propitocaine, prilocaine base, N-(2-Methylphenyl)-2-(propylamino)propanamide, Prilocaina.

Is Prilocaine classified as hazardous?

Hazard statements reported: H302, H315, H319, H412.

What are the key physical properties of Prilocaine?

Boiling Point: 159-162 °C at 1.00E-01 mm Hg; Boiling Point: 159-162 °C @ 1 mm Hg; Melting Point: 37-38 °C; Melting Point: 37 - 38 °C.

Facts on this page are taken from PubChem (US National Library of Medicine) and Wikidata. Grade-specific data — assay, moisture, particle size, packaging, shelf life — is issued per batch on the COA and is not published here.