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Prilocaine

Names

[ CAS No. ]:
721-50-6

[ Name ]:
Prilocaine

[Synonym ]:
UNII:046O35D44R
Astra 1515
Propanamide, N-(2-methylphenyl)-2-(propylamino)-
Astra 1512
N-(2-méthylphényl)-2-(propylamino)propanamide
EINECS 211-957-0
prilocainum [INN_la]
N-(2-Methylphenyl)-N-propylalaninamide
Citanest
Pricocaine
N-(2-Methylphenyl)-2-(propylamino)propanamid
MFCD00048681
N-(2-methylphenyl)-N2-propylalaninamide
prilocaine
Propitocaine

Biological Activity

[Description]:

Prilocaine is a local anesthetic of the amino amide type.Target: OthersPrilocaine is a local anesthetic of the amino amide type first prepared by Claes Tegner and Nils L?fgren. In its injectable form (trade name Citanest), it is often used in dentistry. It is also often combined with lidocaine as a preparation for dermal anesthesia, for treatment of conditions like paresthesia. As it has low cardiac toxicity, it is commonly used for intravenous regional anaesthesia (IVRA). In some patients, a metabolite of prilocaine may cause the unusual side effect of methemoglobinemia, which may be treated with methylene blue. Maximum dosage for dental use: 8.0 mg/kg (2.7 mg/lb), with a maximum dose of 500 mg.Eutectic Mixture of Local Anesthetics (EMLA) containing 5% lidocaine and prilocaine in a cream was found to give effective topical analgesia in normal and diseased skin, making it useful for superficial surgery and various other clinical procedures. To be effective, an adequate amount must be applied under occlusion and at the right time before the intervention.

[Related Catalog]:

Signaling Pathways >> Membrane Transporter/Ion Channel >> Na+/K+ ATPase
Natural Products >> Others
Research Areas >> Others

[References]

[1]. Eriksson E. Prilocaine. An experimental study in man of a new local anaesthetic with special regards to efficacy, toxicity and excretion. Acta Chir Scand Suppl. 1966;358:1-82.

[2]. Juhlin L, et al. EMLA: a new topical anesthetic. Adv Dermatol. 1990;5:75-91; discussion 92.


[Related Small Molecules]

digoxin | Ouabain Octahydrate | Istaroxime (hydrochloride) | Phlorizin | Digitoxin | ginsenoside Rb1 | Rostafuroxin | Oleandrin | (+)-SJ733 | Acevaltrate | Prilocaine hydrochloride

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
361.6±25.0 °C at 760 mmHg

[ Melting Point ]:
37-38ºC

[ Molecular Formula ]:
C13H20N2O

[ Molecular Weight ]:
220.311

[ Flash Point ]:
134.3±23.3 °C

[ Exact Mass ]:
220.157562

[ PSA ]:
41.13000

[ LogP ]:
1.74

[ Vapour Pressure ]:
0.0±0.8 mmHg at 25°C

[ Index of Refraction ]:
1.543

[ Storage condition ]:
-20°C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UG5760000
CHEMICAL NAME :
o-Propionotoluidide, 2-(propylamino)-
CAS REGISTRY NUMBER :
721-50-6
LAST UPDATED :
199706
DATA ITEMS CITED :
3
MOLECULAR FORMULA :
C13-H20-N2-O
MOLECULAR WEIGHT :
220.35

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
231 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NYKZAU Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. (Nippon Yakuri Gakkai, c/o Kyoto Daigaku Igakubu Yakurigaku Kyoshitsu, Konoe-cho, Yoshida, Sakyo-ku, Kyoto 606, Japan) V.40- 1944- Volume(issue)/page/year: 61,455,1965
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
519 mg/kg
TOXIC EFFECTS :
Behavioral - excitement Lungs, Thorax, or Respiration - dyspnea Skin and Appendages - hair
REFERENCE :
NYKZAU Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. (Nippon Yakuri Gakkai, c/o Kyoto Daigaku Igakubu Yakurigaku Kyoshitsu, Konoe-cho, Yoshida, Sakyo-ku, Kyoto 606, Japan) V.40- 1944- Volume(issue)/page/year: 61,455,1965
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
59900 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NYKZAU Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. (Nippon Yakuri Gakkai, c/o Kyoto Daigaku Igakubu Yakurigaku Kyoshitsu, Konoe-cho, Yoshida, Sakyo-ku, Kyoto 606, Japan) V.40- 1944- Volume(issue)/page/year: 61,455,1965

Safety Information

[ HS Code ]:
2924299090

Customs

[ HS Code ]: 2924299090

[ Summary ]:
2924299090. other cyclic amides (including cyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%


Related Compounds