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Substance Name: Prilocaine [USAN:USP:INN:BAN]
RN: 721-50-6
UNII: 046O35D44R
InChIKey: MVFGUOIZUNYYSO-UHFFFAOYSA-N
Note
- A local anesthetic that is similar pharmacologically to LIDOCAINE. Currently, it is used most often for infiltration anesthesia in dentistry.
Molecular Formula
- C13-H20-N2-O
Molecular Weight
- 220.314
- 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
- Peripheral Nervous System Agents
- Sensory System Agents
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Names and Synonyms
Name of Substance
- Prilocaine
- Prilocaine [USAN:USP:INN:BAN]
MeSH Heading
- Prilocaine
Synonyms
- 2-(Propylamino)-o-propionotoluidide
- 2-Methyl-alpha-propylaminopropionanilide
- alpha-n-Propylamino-2-methylpropionanilide
- Astra 1515
- BRN 2108498
- Citanest
- EINECS 211-957-0
- HSDB 3386
- N-(2-Methylphenyl)-2-(propylamino)propanamide
- NSC 40027
- o-Methyl-2-propylaminopropionanilide
- o-Methyl-alpha-propylaminopropionanilide
- o-Propionotoluidide, 2-propylamino-
- Prilocaina
- Prilocaina [INN-Spanish]
- Prilocaine
- Prilocainum
- Prilocainum [INN-Latin]
- Propanamide, N-(2-methylphenyl)-2-(propylamino)-
- Propitocaine
- UNII-046O35D44R
Systematic Names
- o-Propionotoluidide, 2-(propylamino)-
- Prilocaine
- Propanamide, N-(2-methylphenyl)-2-(propylamino)-
Mixture Names
- EMLA cream
- Oraqix
Registry Numbers
CAS Registry Number
- 721-50-6
FDA UNII
- 046O35D44R
System Generated Number
- 0000721506
Structure Descriptors
InChI
InChI=1S/C13H20N2O/c1-4-9-14-11(3)13(16)15-12-8-6-5-7-10(12)2/h5-8,11,14H,4,9H2,1-3H3,(H,15,16)InChIKey
MVFGUOIZUNYYSO-UHFFFAOYSA-NSmiles
CCCNC(C)Toxicity
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intraperitoneal | 231mg/kg (231mg/kg) | Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 61, Pg. 455, 1965. | |
| mouse | LD50 | intravenous | 59900ug/kg (59.9mg/kg) | Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 61, Pg. 455, 1965. | |
| mouse | LD50 | subcutaneous | 519mg/kg (519mg/kg) | SKIN AND APPENDAGES (SKIN): HAIR: OTHER BEHAVIORAL: EXCITEMENT LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 61, Pg. 455, 1965. |
Physical Properties
| Physical Property | Value | Units | Temp (deg C) | Source |
|---|---|---|---|---|
| Melting Point | 37-38 | deg C | EXP | |
| log P (octanol-water) | 2.11 | (none) | EXP | |
| Water Solubility | 541 | mg/L | 25 | EST |
| Vapor Pressure | 2.05E-06 | mm Hg | 25 | EST |
| Henry's Law Constant | 7.18E-11 | atm-m3/mole | 25 | EST |
| Atmospheric OH Rate Constant | 1.04E-10 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.