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Procaine

Product Name
Procaine
CAS No.
59-46-1
Chemical Name
Procaine
Synonyms
P;Novocaine;Novocain;2-(Diethylamino)ethyl 4-aminobenzoate;Procain;Procine;Procaine powder;Procaine hydrochlori;4-amino-benzoicaci2-(diethylamino)ethylester;Jenacain
CBNumber
CB9296712
Molecular Formula
C13H20N2O2
Formula Weight
236.31
MOL File
59-46-1.mol
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Procaine Property

Melting point:
61°
Boiling point:
378.78°C (rough estimate)
Density 
1.0604 (rough estimate)
refractive index 
1.5430 (estimate)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Solid
pka
pKa 9.04±0.01(H2O,t=25,I=0.1(NaCl))(Approximate)
color 
White to Off-White
Water Solubility 
9.45g/L(30 ºC)
Merck 
14,7757
Stability:
Hygroscopic
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
InChIKey
MFDFERRIHVXMIY-UHFFFAOYSA-N
SMILES
C(OCCN(CC)CC)(=O)C1=CC=C(N)C=C1
CAS DataBase Reference
59-46-1(CAS DataBase Reference)
NIST Chemistry Reference
Benzoic acid, 4-amino-, 2-(diethylamino)ethyl ester(59-46-1)
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Safety

RIDADR 
3249
RTECS 
DG2100000
HS Code 
2922.49.3700
HazardClass 
6.1(b)
PackingGroup 
III
Hazardous Substances Data
59-46-1(Hazardous Substances Data)
Toxicity
LD50 in mice (mg/kg): 195 i.p.; 45 i.v. (North, Urbach)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H413May cause long lasting harmful effects to aquatic life

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

TCI Chemical
Product number
P1961
Product name
Procaine
Purity
>98.0%(HPLC)(T)
Packaging
5g
Price
$49
Updated
2024/03/01
TCI Chemical
Product number
P1961
Product name
Procaine
Purity
>98.0%(HPLC)(T)
Packaging
25g
Price
$147
Updated
2024/03/01
TRC
Product number
P755203
Product name
Procaine
Packaging
50g
Price
$140
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0007241
Product name
PROCAINE
Purity
95.00%
Packaging
10G
Price
$1129.59
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0007241
Product name
PROCAINE
Purity
95.00%
Packaging
100G
Price
$2705.01
Updated
2021/12/16
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Procaine Chemical Properties,Usage,Production

Description

Procaine is a local anesthetic with a para-amino function. Sensitization mainly concerns medical, dental and veterinary professions.

Chemical Properties

The hydrochloride salt of 2-(diethylamino) ethyl p-aminobenzoate (C13H21ClN2O2 or N2C6H4COOCH2CH2NH(C2H5)2HCl) is generally referred to as procaine. Although the PABA ester is insoluble in water, the hydrochloride salt is very soluble in water.

Uses

Procaine (Novocain) is mainly used in dental or medical procedures requiring infiltration anesthesia, peripheral block, or spinal block.

Uses

Procaine is a sodium channel blocker and inhibitor of a variety of processes.

Definition

ChEBI: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 local anaesthetic, a central nervous system depressant, 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 2-diethylaminoethanol and a 4-aminobenzoic acid. It is a conjugate base of a procaine(1+).

brand name

Novocain (Hospira).

Biological Functions

Procaine hydrochloride (Novocain) is readily hydrolyzed by plasma cholinesterase, although hepatic metabolism also occurs. It is not effective topically but is employed for infiltration, nerve block, and spinal anesthesia. It has a relatively slow onset and short (1 hour) duration of action. All concentrations can be combined with epinephrine. It is available in dental cartridges with phenylephrine as the vasoconstrictor.

General Description

Procaine was synthesized in 1904 to address the chemical instabilityof cocaine and the local irritation it produced. The pKa of procaine is 8.9; it has low lipid solubility and the estergroup is unstable in basic solutions. Procaine is available inconcentrations ranging from 0.25% to 10% with pHs adjustedto 5.5 to 6.0 for chemical stability. Procaine is also includedin some formulations of penicillin G to decrease the pain ofintramuscular injection.

Contact allergens

Procaine is a local anesthetic with para-amino function. Sensitization mainly concerns the medical, dental, and veterinary professions.

Mechanism of action

The fundamental mechanism of analgesia underlying all local anesthetics is the blockade of neurotransmission via inhibition of sodium channels along nerve fibers. Procaine acts mainly by inhibiting sodium influx through voltage gated sodium channels in the neuronal cell membrane of peripheral nerves. When the influx of sodium is interrupted, an action potential cannot arise and signal conduction is thus inhibited.

Clinical Use

Procaine is very quickly metabolizedin the plasma by cholinesterases and in the liver via ester hydrolysisby a pseudocholinesterase. The in vitroelimination half-life is approximately 60 seconds. Any conditionthat decreases the cholinesterase concentration may increaseexposure to procaine and potential toxicity. Decreasedenzyme activity can be found with genetic deficiency, liverdisease, malignancy, malnutrition, renal failure, burns, thirdtrimester of pregnancy, and following cardiopulmonary bypasssurgery. Ester hydrolysis produces PABA, the compoundresponsible for the allergic reactions common to theester anesthetics. Procaine is not used topically because of itsinability to pass through lipid membranes and finds use as aninfiltration agent for cutaneous or mucous membranes, forshort procedures. Procaine is also used for peripheral nerveblock and as an epidural agent to diagnose pain syndromes.

Side effects

When taken by mouth: It is not known whether procaine is safe when taken by mouth. It can cause some side effects including heartburn, migraines, and a serious condition called systemic lupus erythematosus (SLE). SLE causes a variety of symptoms including joint pain, rashes, lung problems, and many other symptoms.

Synthesis

Experimental steps for synthesis of Procaine: In there-necked flask, add p-nitrobenzoic acid 60g, dimethylbenzene 360g, Diethylaminoethanol 44g, reflux divides water, temperature of reaction 141 ~ 143 ℃, reacts 12 hours; React complete, be cooled to less than 20 ℃, reclaim under reduced pressure dimethylbenzene; Reclaim complete, be cooled to less than 40 DEG C, slowly drip 570g6% dilute hydrochloric acid, after adding, stir 30 minutes, be cooled to 20 ~ 25 ℃, filter, obtain filtrate;Upper step filtrate is added in hydrogenation reaction cauldron, add catalyst Ni powder 15g, with nitrogen replacement 2 times, pass into hydrogen, pressure is 10 standard atmospheric pressures, control temperature of reaction 50 ~ 60 ℃ and carry out hydrogenation, react complete, filter, refined salt 16g is added in filtrate, stirring and dissolving, is cooled to 10 ℃, obtains procaine hydrochloride.

Purification Methods

Procain crystallises as the dihydrate from aqueous EtOH and as the anhydrous material from pet ether or diethyl ether. The latter is hygroscopic. [Beilstein 14 IV 1138.]

Procaine Preparation Products And Raw materials

Raw materials

Preparation Products

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Procaine Suppliers

Hebei Guanlang Biotechnology Co., Ltd.
Tel
13383116422
Email
3381425553@qq.com
Country
China
ProdList
997
Advantage
58
Changzhou Sunchem Pharmaceutical Chemical Material Co.,Ltd.
Tel
0519-85195575 15861192208
Fax
85195585
Email
850305@sunkechem.com
Country
China
ProdList
77
Advantage
69
hebei crovell biotech Co,.LTD
Tel
19930503252
Email
mia@crovellbio.com
Country
China
ProdList
1517
Advantage
58
Shanghai Jiaoze Industrial Co., LTD
Tel
021-37318802 18616909727
Fax
021-37318802
Email
liangpanpan@sh-jiaoze.com
Country
China
ProdList
107
Advantage
58
Hebei Clavier Biotechnology Co., LTD
Tel
19930508148
Email
1350255213@qq.com
Country
China
ProdList
912
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
4006608290; 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40241
Advantage
62
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24539
Advantage
81
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44751
Advantage
61
Adamas Reagent, Ltd.
Tel
400-6009262 16621234537
Fax
021-64823266
Email
zhangsn@titansci.com
Country
China
ProdList
14113
Advantage
59
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View Lastest Price from Procaine manufacturers

Wuhan Haorong Biotechnology Co.,Ltd
Product
Procaine Novocaine 59-46-1
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
500
Release date
2023-07-14
Shandong Hanjiang Chemical Co., Ltd
Product
PROCAINE 59-46-1
Price
US $0.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
10T
Release date
2024-01-25
Dorne Chemical Technology co. LTD
Product
PROCAINE 59-46-1
Price
US $1.00/g
Min. Order
1g
Purity
99%
Supply Ability
20 tons
Release date
2024-03-26

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