Procaine
Also known as 2-(Diethylamino)ethyl 4-aminobenzoate, Spinocaine, Procain
Key facts
What buyers check first
- Appearance
- Anhydrous plates, tables from ligroin or ether
- Melting point
- 61 ยฐC
- Solubility
- Crystals, mp 153-156 ยฐC, sol in water, alcohol /Nitrate/
- HS code
- 292249
- Category
- Central nervous system drugs

What is Procaine?
Plain description, key identifiers and synonyms
Procaine is a benzoate ester, formally the result of esterification of 4-aminobenzoic acid with 2-diethylaminoethanol but formed experimentally by reaction of ethyl 4-aminobenzoate with 2-diethylaminoethanol. It has a role as a central nervous system depressant, a local anaesthetic, a peripheral nervous system drug and a drug allergen. It is a benzoate ester, a substituted aniline and a tertiary amino compound. It is functionally related to a 4-aminobenzoic acid and a 2-diethylaminoethanol. It is a conjugate base of a procaine(1+).
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- 2-(diethylamino)ethyl 4-aminobenzoate
- CAS number
- 59-46-1 CAS number cross-checked
- EC number
- 200-426-9
- Molecular formula
- C13H20N2O2
- UNII
- 4Z8Y51M438
- MDL number
- MFCD00007893
- InChIKey
- MFDFERRIHVXMIY-UHFFFAOYSA-N
- InChI
- InChI=1S/C13H20N2O2/c1-3-15(4-2)9-10-17-13(16)11-5-7-12(14)8-6-11/h5-8H,3-4,9-10,14H2,1-2H3
- SMILES (canonical and isomeric)
- CCN(CC)CCOC(=O)C1=CC=C(C=C1)N
Synonyms
- 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
- 2-Diethylaminoethyl p-aminobenzoate
- p-Aminobenzoic acid 2-diethylaminoethyl ester
- 4-Aminobenzoic acid diethylaminoethyl ester
- Benzoic acid, p-amino-, 2-(diethylamino)ethyl ester
- beta-Diethylaminoethyl 4-aminobenzoate
- beta-(Diethylamino)ethyl 4-aminobenzoate
- beta-(Diethylamino)ethyl p-aminobenzoate
- 4-Aminobenzoic acid 2-diethylaminoethyl ester
- 4-14-00-01138 (Beilstein Handbook Reference)
- novocainum (for the hydrochloride)
- Gerovital
Show all 38 synonymsShow fewer synonyms
- Norocaine
- Novocain
- p-Aminobenzoyldiethylaminoethanol
- Allocaine
- 2-(Diethylamino)ethyl-4-aminobenzoate
- Procaine (INN)
- p-Aminobenzyoyldiethylaminoethanol
- 2-Diethylaminoethylester kyseliny p-aminobenzoove
- 4-Amino-benzoic acid 2-diethylamino-ethyl ester
- 2-(Diethylamino)ethyl p-aminobenzoate
- 4-Aminobenzoic acid 2-(diethylamino) ethyl ester
- Factor H3
- Stoff H3
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
| Appearance | Anhydrous plates, tables from ligroin or etherexp.Measured value |
|---|---|
| Melting point | 61 ยฐCexp.Measured value |
| Solubility | Crystals, mp 153-156 ยฐC, sol in water, alcohol /Nitrate/exp.Measured value |
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 236.32 g/molcalc.Computed value |
|---|---|
| Exact mass | 236.1525 Dacalc.Computed value |
| LogP (octanol/water) | 1.77calc.Computed value |
| Topological polar surface area | 55.56 ร
ยฒcalc.Computed value |
| Hydrogen bond donors | 1calc.Computed value |
| Hydrogen bond acceptors | 4calc.Computed value |
| Rotatable bonds | 6calc.Computed value |
| Heavy atoms | 17calc.Computed value |
| Rings | 1calc.Computed value |
| Aromatic rings | 1calc.Computed value |
| Fraction sp3 carbons | 0.46calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 0calc.Computed value |
| Lipinski rule of five | Passes (0 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
Safety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H302Harmful if swallowed.
Precautionary statements (5)
- P264Wash skin thoroughly after handling.
- P270Do not eat, drink or smoke when using this product.
- P301 + P317If swallowed: Get medical help.
- P330Rinse mouth.
- P501Dispose of contents and container in accordance with local regulations.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidProcaine suppliers
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Where suppliers are based
94 suppliers in 18 countries
- United States29
- China28
- Germany4
- Spain4
- United Kingdom4
- India4
- and 12 more countries
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Procaine price
Indicative price range per kg from live supplier offers
Suppliers quote this chemical on request. Send one free request and compare quotes side by side.
Uses and applications
What the substance is used for, by industry and function
Use classes: Pharmaceuticals.
Industries and functions
Pharmacological actions
- Anesthetics, Local
Roles
- aetiopathogenetic role
- allergen
- anaesthetic
- central nervous system depressant
- central nervous system drug
- drug allergen
- local anaesthetic
- peripheral nervous system drug
- pharmaceutical
Pharmacology
Procaine is a benzoic acid derivative with local anesthetic and antiarrhythmic properties. Procaine binds to and inhibits voltage-gated sodium channels, thereby inhibiting the ionic flux required for the initiation and conduction of impulses. In addition, this agent increases electrical excitation threshold, reduces rate of rise of action potential and slows nerve impulse propagation thereby causing loss of sensation.
How it is made
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).
Prepn: A. Einhorn, U.S pat 812,554 (1906), Idem, Ann. 371, 125 (1909), A. Einhorn, E. Uhlfelder, ibid. 131.
(1) By heating chloroethyl-p-nitrobenzoic ester with diethylamine for 24 hours under pressure at 120 ยฐC. The product is then reduced with tin and hydrochloric acid. (2) By condensation of ethylene chlorohydrin with diethylamine. The chloroethyldiethylamine formed is heated with sodium-p-aminobenzoate. (Hydrochloride)
Regulatory status
Inventories, regulations and trade controls that list this substance
Health and food
- Active ingredient in FDA approved drug labels
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Procaine is traded under.
Amino-acids, other than those containing more than one kind of oxygen function, andโฆ
- United States13.4%
- Germany11.1%
- Japan6.6%
* Partner reported figures, a lower bound.
The HS code shown for Procaine is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Procaine, based on the data on this page
What is Procaine?
What is the CAS number of Procaine?
What is the molecular formula and weight of Procaine?
What is Procaine used for?
Is Procaine hazardous?
What is the HS code of Procaine?
Where can I buy Procaine?
Where can I buy Procaine in India?
What is the price of Procaine?
Guides for buyers
Practical guides that help when you source, ship or handle Procaine
- Article, QualityPharma grades explained: IP vs BP vs USP vs EPWhat the Indian, British, US and European pharmacopoeias are, how their monographs differ, what multi grade claims mean and why a grade alone does not make a product fit for medicines.Read
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
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