| Identification | More | [Name]
Procaine hydrochloride | [CAS]
51-05-8 | [Synonyms]
2-DIETHYLAMINO-4-AMINO-BENZOATE HYDROCHLORIDE
2-DIETHYLAMINOETHYL 4-AMINOBENZOATE HYDROCHLORIDE
2-DIETHYLAMINOETHYL P-AMINOBENZOATE HYDROCHLORIDE
4-AMINO-BENZOIC ACID 2-DIETHYLAMINO-ETHYL ESTER
4-AMINOBENZOIC ACID 2-DIETHYLAMINOETHYL ESTER HYDROCHLORIDE
AKOS B006598
ART-CHEM-BB B006598
LABOTEST-BB LT00772261
NOVOCAINE HYDROCHLORIDE
P-AMINOBENZOIC ACID 2-(DIETHYLAMINO)ETHYL ESTER HYDROCHLORIDE
P-AMINOBENZOIC ACID DIETHYLAMINO-ETHYL ESTER HYDROCHLORIDE
P-AMINOBENZOYLDIETHYLAMINOETHANOL HYDROCHLORIDE
PROCAINE
PROCAINE HCL
PROCAINE HYDROCHLORIDE
PROCAIN HYDROCHLORIDE
TIMTEC-BB SBB001081
aminocaine
anadolor
anesthesol | [EINECS(EC#)]
200-077-2 | [Molecular Formula]
C13H21ClN2O2 | [MDL Number]
MFCD00007893 | [Molecular Weight]
272.77 | [MOL File]
51-05-8.mol |
| Chemical Properties | Back Directory | [Appearance]
white crystalline powder | [Melting point ]
155-156 °C(lit.)
| [Boiling point ]
195-196°C 17mm | [density ]
1.1761 (rough estimate) | [refractive index ]
1.5270 (estimate) | [Fp ]
195-196°C/17mm | [storage temp. ]
room temp | [solubility ]
Solution S is clear (2.2.1) and colourless (2.2.2, Method II). | [form ]
Crystals or Crystalline Powder | [color ]
Colorless to white | [Stability:]
Stable. Incompatible with strong oxidizing agents. | [Water Solubility ]
soluble | [Sensitive ]
Air Sensitive | [Merck ]
14,7757 | [BRN ]
3917802 | [Contact allergens]
Procaine is a local anesthetic with para-amino function.
Sensitization mainly concerns the medical, dental,
and veterinary professions. | [InChIKey]
HCBIBCJNVBAKAB-UHFFFAOYSA-N | [LogP]
2.364 (est) | [CAS DataBase Reference]
51-05-8(CAS DataBase Reference) | [EPA Substance Registry System]
51-05-8(EPA Substance) |
| Hazard Information | Back Directory | [Chemical Properties]
white crystalline powder | [Uses]
A sodium channel blocker and DNA methylation inhibitor | [Uses]
Local anesthesic;Na+ channel blocker | [Uses]
Non Caine local anesthetic. | [Uses]
Procaine is a local anesthetic of the amino ester group that is primarily used as a topical anesthetic. Procaine is also used to control the pain of intramuscular injection of penicillin as well as in
dentistry. | [Hazard]
Toxic by ingestion. | [Description]
Procaine hydrochloride, also called Novocain, or Novocaine, a topical anesthetic, which can block the nerve fiber conduction temporarilyand has a narcotic effect,strong effect, low toxicity, and non-addictive, but on the skin, mucosal penetration is weak, unsuitable for surface anesthesia, patients are used for infiltration, conduction and spinal anesthesia.
The structure of procaine hydrochloride with aromatic primary amino, easy oxidation discoloration pH, temperature, UV, oxygen and metal ions can accelerate the oxidation discoloration. The aqueous solution was stable in pH3.0~5. So preparation of procaine hydrochloride injection, it generally takes add acid to regulate pH 3.3 to 5.5, and strictly control the sterilization temperature and time. to 100 ℃ steam sterilization 30min circulation is appropriate, and should pay attention to shading, sealed save.
The above information is edited by the chemicalbook of Kui Xiongfeng. | [Application]
Procaine hydrochloride has been used as a component of Krebs Henseleit buffer for incubating the left ventricular cardiac tissue in its resting length. It has also been used as an inducer in M9 media for induction assay. It is a sodium channel blocker and DNA methylation inhibitor. | [Definition]
ChEBI: Procaine hydrochloride is an organic molecular entity. | [Brand name]
Novocain (Hospira). | [General Description]
Procaine hydrochloride is a synthetic compound that belongs to the class of local anesthetic drugs. It has a structure similar to the natural compounds that participate in nerve impulse transmission. It shows interaction with the cellular membranes causing membrane lipids to expand, membrane-bound calcium to displace and change the structure of the proteins that are responsible for regulating the cell permeability and shape.
Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards. | [Biochem/physiol Actions]
Procaine is a Na+ channel blocker, commonly used as an anesthetic agent and is considered safer than cocaine. It is also useful as a painkiller to treat pain, associated with joints and tendons. | [Synthesis]
The synthesis method of procaine hydrochloride is to carry out esterification reaction between p-nitrobenzoic acid and diethylaminoethanol, add Ni powder and other catalysts, and then introduce hydrogen to carry out hydrogenation reaction; this synthesis method has the characteristics of high yield, simple operation and environmental protection.
| [Purification Methods]
Novocain is recrystallised from aqueous EtOH. It is soluble at 25o in H2O (86.3%), EtOH (2.6%) and Me2CO (1%), it is slightly soluble in CHCl3, but is almost insoluble in Et2O. The anhydrous free base is recrystallised from ligroin or Et2O and has m 61o. [Einhorn Justus Liebigs Ann Chem 371 125 1909, IR: Szymanski & Panzica J Amer Pharm Assoc 47 443 1958, Beilstein 14 IV 1138.] | [Mode of action]
Procaine Hydrochloride is the hydrochloride salt form of procaine, 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. | [Precautions]
Procaine hydrochloride is used for infiltration, nerve block, peridural and spinal anest sthesia. It is considered a fairly safe drug if suitable precautions are observed. However, as with any anesthetic， idiosyncrasy may be encountered. Slow administration and avoidance of accidental intravenous injection are advisable. In local administration, if increased sensitivity to procaine is suspected, as in patients with cardiac disease or endocrine disorders (such as hyperthyroidism), an initial small dose to test tolerance is recommended. (Physicians' Desk Reference, 35th ed, p. 695) |
| Safety Data | Back Directory | [Hazard Codes ]
T | [Risk Statements ]
R25:Toxic if swallowed.
R43:May cause sensitization by skin contact.
R36/37/38:Irritating to eyes, respiratory system and skin .
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [RIDADR ]
UN 2811 6.1/PG 3
| [WGK Germany ]
3
| [RTECS ]
DG2275000
| [TSCA ]
Yes | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29242990 | [Safety Profile]
Poison by ingestion, subcutaneous, intravenous, and intraperitoneal routes. Human systemic effects: acute renal fdure. May have human reproductive effects. See also ESTERS. When heated to decomposition it emits very toxic fumes of HCl and NO,. Used as a local anesthetic. | [Toxicity]
LD50 in mice (mg/kg): 660 ± 60 s.c. (Goldenthal) |
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