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Substance Name: Dibucaine [USP]
RN: 85-79-0
UNII: L6JW2TJG99
InChIKey: PUFQVTATUTYEAL-UHFFFAOYSA-N
Note
- A local anesthetic of the amide type now generally used for surface anesthesia. It is one of the most potent and toxic of the long-acting local anesthetics and its parenteral use is restricted to spinal anesthesia. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1006)
Molecular Formula
- C20-H29-N3-O2
Molecular Weight
- 343.4681
- All
- Classifications
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- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Anesthetic (Local)
- 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
- Cinchocaine [INN]
- Dibucaine
- Dibucaine [USP]
MeSH Heading
- Dibucaine
Synonyms
- 2-Butoxy-N-(2-(diethylamino)ethyl)cinchoninamide
- 2-Butoxy-N-(beta-diethylaminoethyl)cinchoninamide
- 2-Butoxyquinoline-4-carboxylic acid diethylaminoethylamide
- 2-N-Butoxy-N-(2-diethylaminoethyl)cinchoninamide
- 4-22-00-02284 (Beilstein Handbook Reference)
- 4-Quinolinecarboxamide, 2-butoxy-N-(2-(diethylamino)ethyl)-
- alpha-Butyloxycinchonic acid-gamma-diethylethylenediamine
- alpha-Butyloxycinchoninic acid diethylethylenediamide
- BRN 0275489
- Cincainum
- Cinchocaine
- Cinchocainum
- Cinchocainum [INN-Latin]
- Cinchoninamide, 2-butoxy-N-(2-(diethylamino)ethyl)-
- Cincocaina
- Cincocaina [DCIT]
- Cincocainio
- Cincocainio [INN-Spanish]
- Dermacaine
- Dibucain
- Dibucaine
- Dibucaine Base
- Dibucainum
- EINECS 201-632-1
- HSDB 3312
- N-(2-(Diethylamino)ethyl)-2-butoxycinchoninamide
- NSC 159055
- Nupercainal
- Nupercainal (VAN)
- Nupercaine
- Percamine
- Sovcaine
- UNII-L6JW2TJG99
Systematic Names
- 4-Quinolinecarboxamide, 2-butoxy-N-(2-(diethylamino)ethyl)-
- Cinchocaine
- Cinchoninamide, 2-butoxy-N-(2-(diethylamino)ethyl)-
Registry Numbers
CAS Registry Number
- 85-79-0
FDA UNII
- L6JW2TJG99
System Generated Number
- 0000085790
Structure Descriptors
InChI
1S/C20H29N3O2/c1-4-7-14-25-19-15-17(16-10-8-9-11-18(16)22-19)20(24)21-12-13-23(5-2)6-3/h8-11,15H,4-7,12-14H2,1-3H3,(H,21,24)InChIKey
PUFQVTATUTYEAL-UHFFFAOYSA-NSmiles
c12c(cc(nc1cccc2)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
child | LDLo | oral | 50mg/kg (50mg/kg) | "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 209, 1969. | |
frog | LDLo | intraspinal | 4mg/kg (4mg/kg) | Journal of Pharmacology and Experimental Therapeutics. Vol. 45, Pg. 291, 1932. | |
guinea pig | LDLo | subcutaneous | 112mg/kg (112mg/kg) | Physiological Reviews. Vol. 12, Pg. 190, 1932. | |
mouse | LD50 | intraperitoneal | 24500ug/kg (24.5mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 10, Pg. 925, 1960. | |
mouse | LD50 | subcutaneous | 28500ug/kg (28.5mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 10, Pg. 925, 1960. | |
mouse | LDLo | intravenous | 6mg/kg (6mg/kg) | Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 39, Pg. 4, 1950. | |
rabbit | LD50 | intravenous | 2500ug/kg (2.5mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Proceedings of the Society for Experimental Biology and Medicine. Vol. 29, Pg. 368, 1932. |
rabbit | LD50 | subcutaneous | 8500ug/kg (8.5mg/kg) | BEHAVIORAL: EXCITEMENT BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Proceedings of the Society for Experimental Biology and Medicine. Vol. 29, Pg. 368, 1932. |
rabbit | LDLo | intraspinal | 2100ug/kg (2.1mg/kg) | Journal of Pharmacology and Experimental Therapeutics. Vol. 54, Pg. 137, 1935. | |
rat | LDLo | intraperitoneal | 7mg/kg (7mg/kg) | Toxicology and Applied Pharmacology. Vol. 1, Pg. 156, 1959. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
pKa Dissociation Constant | 8.85 | (none) | EXP | |
log P (octanol-water) | 4.4 | (none) | EXP | |
Water Solubility | 42 | mg/L | 21 | EXP |
Vapor Pressure | 1.36E-10 | mm Hg | 25 | EST |
Henry's Law Constant | 9.10E-16 | atm-m3/mole | 25 | EST |
Atmospheric OH Rate Constant | 1.45E-10 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.