trimecaine

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Names

[ CAS No. ]:
616-68-2

[ Name ]:
trimecaine

[Synonym ]:
Justecaina
Trimecain
Mesidicain
trimecaine
Acetamide, 2-(diethylamino)-N-(2,4,6-trimethylphenyl)-
Mesokain
N,N-Diethyl-N-mesitylglycinamide
2-Diethylaminoacetyl-2',4',6'-trimethylanilide
Mesidicaine
N-sym-Trimethylphenyldiethylaminoacetamide
Diethylglycinemesidide
Mesocaine

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
360.3±30.0 °C at 760 mmHg

[ Melting Point ]:
44°

[ Molecular Formula ]:
C15H24N2O

[ Molecular Weight ]:
248.364

[ Flash Point ]:
171.7±24.6 °C

[ Exact Mass ]:
248.188858

[ PSA ]:
32.34000

[ LogP ]:
2.82

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

[ Index of Refraction ]:
1.544

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
AE2075000
CHEMICAL NAME :
Acetanilide, 2-(diethylamino)-2',4',6'-trimethyl-
CAS REGISTRY NUMBER :
616-68-2
BEILSTEIN REFERENCE NO. :
2697351
LAST UPDATED :
199612
DATA ITEMS CITED :
4
MOLECULAR FORMULA :
C15-H24-N2-O
MOLECULAR WEIGHT :
248.41

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 :
180 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
PCJOAU Pharmaceutical Chemistry Journal (English Translation). Translation of KHFZAN. (Plenum Pub. Corp., 233 Spring St., New York, NY 10013) No.1- 1967- Volume(issue)/page/year: 23,222,1989
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
295 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JAPMA8 Journal of the American Pharmaceutical Association, Scientific Edition. (Washington, DC) V.29-49, 1940-60. For publisher information, see JPMSAE. Volume(issue)/page/year: 48,402,1959
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
187 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
RPTOAN Russian Pharmacology and Toxicology (English Translation). Translation of FATOAO. (Euromed Pub., 33, Woodlands Rd., Surbiton, Surrey, UK) V.30- 1967- Volume(issue)/page/year: 50,112,1987
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Mammal - cat
DOSE/DURATION :
129 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FATOAO Farmakologiya i Toksikologiya (Moscow). For English translation, see PHTXA6 and RPTOAN. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.2- 1939- Volume(issue)/page/year: 39,426,1976

Synthetic Route

Precursor & DownStream

Precursor

  • 2-nitromesitylene
  • 2,4,6-Trimethylaniline
  • 2-Chloro-N-(2,4,6-trimethyl-phenyl)-acetamide
  • Diethylamine

DownStream

  • diethyl-methyl-[2-oxo-2-(2,4,6-trimethylanilino)ethyl]azanium,iodide
  • N-ethyltrimecaine
  • diethyl-[2-oxo-2-(2,4,6-trimethylanilino)ethyl]-propan-2-ylazanium,iodide
  • N,N-Diethyl-N-(2-oxo-2-((2,4,6-trimethylphenyl)amino)ethyl)-2-propen-1-aminium bromide
  • diethyl-[2-oxo-2-(2,4,6-trimethylanilino)ethyl]-prop-2-ynylazanium,chloride
  • benzyl-diethyl-[2-oxo-2-(2,4,6-trimethylanilino)ethyl]azanium,chloride
  • [2-(diethylamino)-2-oxoethyl]-diethyl-[2-oxo-2-(2,4,6-trimethylanilino)ethyl]azanium,chloride
  • diethyl-bis[2-oxo-2-(2,4,6-trimethylanilino)ethyl]azanium,chloride
  • diethyl-[2-(2-methoxyanilino)-2-oxoethyl]-[2-oxo-2-(2,4,6-trimethylanilino)ethyl]azanium,chloride
  • (2-chlorophenyl)methyl-diethyl-[(2,4,6-trimethylphenyl)carbamoylmethyl ]azanium bromide

Related Compounds

  • Trimecaine HCl
  • Trimecaine-d10 hydrochloride