procaine

Description

procaine · CAS 59-46-1 · C13H20N2O2. UNII 4Z8Y51M438. Melting Point: 61; Melting Point: 61 °C; Solubility: 9450.

Identification

CAS Registry Number	59-46-1
PubChem CID	4914
Molecular formula	C13H20N2O2
IUPAC name	2-(diethylamino)ethyl 4-aminobenzoate
UNII (FDA)	4Z8Y51M438

Computed Descriptors

Molecular Weight	236.31
XLogP3	1.9
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	7
Exact Mass	236.152477885
Monoisotopic Mass	236.152477885
Topological Polar Surface Area	55.6
Heavy Atom Count	17
Formal Charge	0

Physical & Chemical Properties

Melting Point	61
Melting Point	61 °C
Solubility	9450
Solubility	In water, 9.45X10+3 mg/l @ 30 °C
Solubility	6.81e+00 g/L
LogP	2.14
LogP	log Kow= 1.92
LogP	1.8
LogP	2.1
Dissociation Constants	9.04

Physical description & handling notes

• Solid
• Anhydrous plates, tables from ligroin or ether
• Slightly bitter taste; mp: 51 °C; needles from aq alcohol /Dihydrate/
• Crystals, mp 153-156 °C, sol in water, alcohol /Nitrate/
• Crystals. Six-sided plates, monoclinic or triclinic, mp 153-156 °C. One gram dissolves in 1 ml water and in 30 ml alcohol. Slightly sol in chloroform. Almost insoluble in ether. The pH of a 0.1 M aqueous solution is 6.0. /Hydrochloride/
• ODORLESS; AQ SOLN ACID TO LITMUS; PKA 8.7; SMALL WHITE CRYSTALS; 1 G SOL IN 1 ML WATER OR 15 ML ALC; SLIGHTLY SOL IN CHLOROFORM; PRACTICALLY INSOL IN ETHER /HYDROCHLORIDE/

GHS Hazard Classification

Reported hazard statements	H302 (100%)

Documented Uses

• Used as a local anesthetic; [Kanerva, p. 1829]
• Use (kg; approx.) in Germany (2009): >750
• Consumption (g per capita; approx.) in Germany (2009): 0.00916
• It is used primarily to reduce the pain of intramuscular injection of penicillin, and it is also used in dentistry. [Wikipedia]
• Pharmaceuticals -> Animal Drugs -> Approved in Taiwan
• USUALLY PREPD BY INTERACTION OF 2-DIETHYLAMINOETHANOL WITH P-NITROBENZOYL CHLORIDE, FOLLOWED BY REDUCTION OF 2-DIETHYLAMINOETHYL P-NITROBENZOATE, OR BY ESTERIFYING P-AMINOBENZOIC ACID WITH 2-DIETHYLAMINOETHANOL USING H2SO4 AS CATALYST: US PATENT 812,554 (1906).

Synonyms

procaine; 59-46-1; 2-(Diethylamino)ethyl 4-aminobenzoate; Spinocaine; Procain; Vitamin H3; Duracaine; Nissocaine; Novocaine; Procaine, base; Procaina; Scurocaine; Benzoic acid, 4-amino-, 2-(diethylamino)ethyl ester; Procainum; 2-Diethylaminoethyl 4-aminobenzoate; Diethylaminoethyl p-aminobenzoate

Frequently Asked Questions

What are the CAS number and molecular formula of procaine?

CAS 59-46-1; molecular formula C13H20N2O2; molecular weight — g/mol.

What other names is procaine known by?

procaine, 59-46-1, 2-(Diethylamino)ethyl 4-aminobenzoate, Spinocaine, Procain, Vitamin H3.

Is procaine classified as hazardous?

Hazard statements reported: H302.

What are the key physical properties of procaine?

Melting Point: 61; Melting Point: 61 °C; Solubility: 9450; Solubility: In water, 9.45X10+3 mg/l @ 30 °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.