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Prilocaine hydrochloride

Names

[ CAS No. ]:
1786-81-8

[ Name ]:
Prilocaine hydrochloride

[Synonym ]:
N-(α-Propylaminopropionyl)-o-toluidine hydrochloride
EINECS 217-244-0
PrilocaineHydrochloroide
xylonest
Prilocaine hydrochloride
N-(2-Methylphenyl)-2-(propylamino)propanamidhydrochlorid
propitocaine hydrochloride
N-(2-Methylphenyl)-N-propylalaninamide hydrochloride
3MY1&VMR B1 &&HCl
prilocainechloride
l-67hydrochloride
N-(2-Methylphenyl)-N-propylalaninamide hydrochloride (1:1)
N-(2-Methylphenyl)-2-(propylamino)propanamide hydrochloride
MFCD00079279
Citanest Plain
PRILOCAINE HCL
Propanamide, N-(2-methylphenyl)-2-(propylamino)-, hydrochloride (1:1)
Propitocaine HCL
citanesthydrochloride
N-(2-methylphenyl)-N2-propylalaninamide hydrochloride
2-(Propylamino)-N-(o-tolyl)propionamide Hydrochloride
Prilocaine HC

Biological Activity

[Description]:

Prilocaine hydrochloride 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

Chemical & Physical Properties

[ Boiling Point ]:
85°C 4mm

[ Melting Point ]:
168-170ºC

[ Molecular Formula ]:
C13H21ClN2O

[ Molecular Weight ]:
256.772

[ Flash Point ]:
134.3ºC

[ Exact Mass ]:
256.134247

[ PSA ]:
41.13000

[ LogP ]:
3.58750

[ Vapour Pressure ]:
2.05E-05mmHg at 25°C

[ Storage condition ]:
Refrigerator

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UG5775000
CHEMICAL NAME :
o-Propionotoluidide, 2-(propylamino)-, monohydrochloride
CAS REGISTRY NUMBER :
1786-81-8
LAST UPDATED :
199706
DATA ITEMS CITED :
11
MOLECULAR FORMULA :
C13-H20-N2-O.Cl-H
MOLECULAR WEIGHT :
256.81
WISWESSER LINE NOTATION :
3MY1&VMR B1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Parenteral
SPECIES OBSERVED :
Human - man
DOSE/DURATION :
12343 ug/kg/1H-I
TOXIC EFFECTS :
Blood - hemorrhage
REFERENCE :
JATOD3 Journal of Analytical Toxicology. (Preston Pub. Inc., POB 48312, Niles, IL 60648) V.1- 1977- Volume(issue)/page/year: 10,75,1986
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
148 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,692,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
790 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,692,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
56600 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,692,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
30 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
29ZVAB "Handbook of Analytical Toxicology," Sunshine, I., ed., Cleveland, OH, Chemical Rubber Co., 1969 Volume(issue)/page/year: -,99,1969
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
632 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,692,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
55 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,692,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
18 mg/kg
TOXIC EFFECTS :
Behavioral - altered sleep time (including change in righting reflex) Behavioral - convulsions or effect on seizure threshold
REFERENCE :
JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 132,87,1961
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intratracheal
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
65 mg/kg
TOXIC EFFECTS :
Behavioral - altered sleep time (including change in righting reflex) Behavioral - convulsions or effect on seizure threshold
REFERENCE :
JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 132,87,1961 *** REVIEWS *** TOXICOLOGY REVIEW BNYMAM Bulletin of the New York Academy of Medicine. (New York Academy of Medicine, 2 E. 103rd St., New York, NY 10029) Ser 2: V.1- 1925- Volume(issue)/page/year: 52,222,1976 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X6086 No. of Facilities: 7 (estimated) No. of Industries: 1 No. of Occupations: 2 No. of Employees: 628 (estimated) No. of Female Employees: 314 (estimated)

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ RIDADR ]:
NONH for all modes of transport

[ RTECS ]:
UG5775000

[ 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%

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