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Substance Name: Procaine [INN:BAN]
RN: 59-46-1
UNII: 4Z8Y51M438
InChIKey: MFDFERRIHVXMIY-UHFFFAOYSA-N
Note
- A local anesthetic of the ester type that has a slow onset and a short duration of action. It is mainly used for infiltration anesthesia, peripheral nerve block, and spinal block. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1016).
Molecular Formula
- C13-H20-N2-O2
Molecular Weight
- 236.313
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Anesthetics
- Anesthetics, Local
- Central Nervous System Agents
- Central Nervous System Depressants
- Drug / Therapeutic Agent
- Human Data
- Peripheral Nervous System Agents
- Sensory System Agents
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Names and Synonyms
Name of Substance
- Procaine
- Procaine [INN:BAN]
MeSH Heading
- Procaine
Synonyms
- 2-Diethylaminoethyl 4-aminobenzoate
- 2-Diethylaminoethyl p-aminobenzoate
- 2-Diethylaminoethylester kyseliny p-aminobenzoove
- 2-Diethylaminoethylester kyseliny p-aminobenzoove [Czech]
- 4-14-00-01138 (Beilstein Handbook Reference)
- 4-Aminobenzoesaeure-beta-diethylaminoethylester
- 4-Aminobenzoic acid diethylaminoethyl ester
- Benzoic acid, 4-amino-, 2-(diethylamino)ethyl ester
- Benzoic acid, p-amino-, 2-(diethylamino)ethyl ester
- beta-Diethylaminoethyl 4-aminobenzoate
- BRN 0913480
- Diethylaminoethyl p-aminobenzoate
- Duracaine
- EINECS 200-426-9
- Factor H3
- HSDB 3388
- Nissocaine
- NSC 169497
- p-Aminobenzoic acid 2-diethylaminoethyl ester
- p-Aminobenzoyldiethylaminoethanol
- Procain
- Procaina
- Procaina [INN-Spanish]
- Procaine
- Procaine, base
- Procainum
- Procainum [INN-Latin]
- Spinocaine
- Stoff H3
- UNII-4Z8Y51M438
- Vitamin H3
Systematic Names
- Benzoic acid, 4-amino-, 2-(diethylamino)ethyl ester
- Benzoic acid, p-amino-, 2-(diethylamino)ethyl ester
- Procaine
Registry Numbers
CAS Registry Number
- 59-46-1
FDA UNII
- 4Z8Y51M438
Other Registry Number
- 91484-72-9
System Generated Number
- 0000059461
Structure Descriptors
InChI
InChI=1S/C13H20N2O2/c1-3-15(4-2)9-10-17-13(16)11-5-7-12(14)8-6-11/h5-8H,3-4,9-10,14H2,1-2H3InChIKey
MFDFERRIHVXMIY-UHFFFAOYSA-NSmiles
CCN(CC)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
cat | LDLo | intravenous | 21500ug/kg (21.5mg/kg) | BEHAVIORAL: GENERAL ANESTHETIC | "Nachprufung der Toxicitat von Novocain und Tutocain bei Chloralisierten Tieren, Dissertation," Barke, A., Pharmakologischen Institut der Tierarztlichen Hochschule zu Hannover, Fed. Rep. Ger., 1936Vol. -, Pg. -, 1936. |
cat | LDLo | subcutaneous | 225mg/kg (225mg/kg) | BEHAVIORAL: GENERAL ANESTHETIC | "Nachprufung der Toxicitat von Novocain und Tutocain bei Chloralisierten Tieren, Dissertation," Barke, A., Pharmakologischen Institut der Tierarztlichen Hochschule zu Hannover, Fed. Rep. Ger., 1936Vol. -, Pg. -, 1936. |
dog | LDLo | intraperitoneal | 143mg/kg (143mg/kg) | BEHAVIORAL: GENERAL ANESTHETIC | "Nachprufung der Toxicitat von Novocain und Tutocain bei Chloralisierten Tieren, Dissertation," Barke, A., Pharmakologischen Institut der Tierarztlichen Hochschule zu Hannover, Fed. Rep. Ger., 1936Vol. -, Pg. -, 1936. |
dog | LDLo | subcutaneous | 25mg/kg (25mg/kg) | BEHAVIORAL: GENERAL ANESTHETIC | "Nachprufung der Toxicitat von Novocain und Tutocain bei Chloralisierten Tieren, Dissertation," Barke, A., Pharmakologischen Institut der Tierarztlichen Hochschule zu Hannover, Fed. Rep. Ger., 1936Vol. -, Pg. -, 1936. |
frog | LDLo | intraspinal | 220mg/kg (220mg/kg) | Journal of Pharmacology and Experimental Therapeutics. Vol. 45, Pg. 291, 1932. | |
frog | LDLo | subcutaneous | 600mg/kg (600mg/kg) | CARDIAC: PULSE RATE BEHAVIORAL: EXCITEMENT BEHAVIORAL: GENERAL ANESTHETIC | Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 144, Pg. 197, 1929. |
guinea pig | LDLo | intraperitoneal | 600mg/kg (600mg/kg) | Physiological Reviews. Vol. 12, Pg. 190, 1932. | |
guinea pig | LDLo | intravenous | 50mg/kg (50mg/kg) | Physiological Reviews. Vol. 12, Pg. 190, 1932. | |
guinea pig | LDLo | parenteral | 50mg/kg (50mg/kg) | Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 131, Pg. 171, 1928. | |
guinea pig | LDLo | subcutaneous | 400mg/kg (400mg/kg) | Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 144, Pg. 197, 1929. | |
man | LDLo | oral | 147mg/kg (147mg/kg) | "Poisoning; Toxicology, Symptoms, Treatments," 2nd ed., Arena, J.M., Springfield, IL, C.C. Thomas, 1970Vol. 2, Pg. 73, 1970. | |
mouse | LD50 | intraperitoneal | 124mg/kg (124mg/kg) | Research Progress in Organic-Biological and Medicinal Chemistry. Vol. 2, Pg. 213, 1970. | |
mouse | LD50 | intravenous | 45mg/kg (45mg/kg) | PERIPHERAL NERVE AND SENSATION: LOCAL ANESTHETIC | Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 45, Pg. 382, 1956. |
mouse | LD50 | oral | 350mg/kg (350mg/kg) | BEHAVIORAL: REGIDITY BEHAVIORAL: EXCITEMENT BEHAVIORAL: TREMOR | Arzneimittel-Forschung. Drug Research. Vol. 16, Pg. 1275, 1966. |
mouse | LD50 | subcutaneous | 180mg/kg (180mg/kg) | Farmakologiya i Toksikologiya Vol. 29, Pg. 425, 1966. | |
mouse | LD50 | unreported | 530mg/kg (530mg/kg) | Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 53, Pg. 2S, 1957. | |
rabbit | LD50 | intravenous | 41mg/kg (41mg/kg) | Journal of Pharmacology and Experimental Therapeutics. Vol. 106, Pg. 37, 1952. | |
rabbit | LDLo | intraspinal | 18mg/kg (18mg/kg) | Journal of Pharmacology and Experimental Therapeutics. Vol. 54, Pg. 137, 1935. | |
rabbit | LDLo | subcutaneous | 230mg/kg (230mg/kg) | BEHAVIORAL: GENERAL ANESTHETIC | "Nachprufung der Toxicitat von Novocain und Tutocain bei Chloralisierten Tieren, Dissertation," Barke, A., Pharmakologischen Institut der Tierarztlichen Hochschule zu Hannover, Fed. Rep. Ger., 1936Vol. -, Pg. -, 1936. |
rat | LD50 | intraperitoneal | 260mg/kg (260mg/kg) | Klinische Wochenscrift. Vol. 31, Pg. 97, 1953. | |
rat | LD50 | intravenous | 42mg/kg (42mg/kg) | Klinische Wochenscrift. Vol. 31, Pg. 97, 1953. | |
rat | LD50 | subcutaneous | 600mg/kg (600mg/kg) | Archives Internationales de Pharmacodynamie et de Therapie. Vol. 104, Pg. 388, 1956. | |
women | TDLo | intramuscular | 1600ug/kg (1.6mg/kg) | BEHAVIORAL: ATAXIA BEHAVIORAL: STIFFNESS BEHAVIORAL: REGIDITY | Journal of Neurology, Neurosurgery and Psychiatry. Vol. 34, Pg. 20, 1971. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
Melting Point | 61 | deg C | EXP | |
pKa Dissociation Constant | 8.05 | (none) | 15 | EXP |
log P (octanol-water) | 2.14 | (none) | EXP | |
Water Solubility | 9450 | mg/L | 30 | EXP |
Vapor Pressure | 2.03E-05 | mm Hg | 25 | EST |
Henry's Law Constant | 1.42E-11 | atm-m3/mole | 25 | EST |
Atmospheric OH Rate Constant | 1.31E-10 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.