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Risocaine

Risocaine structure

Risocaine 

structure
  • CAS No:

    94-12-2

  • Formula:

    C10H13NO2

  • Chemical Name:

    Risocaine

  • Synonyms:

    Benzoic acid,4-amino-,propyl ester;Benzoic acid,p-amino-,propyl ester;Propesin;p-Aminobenzoic acid,propyl ester;Keloform P;Propaesin;Propesine;Propyl p-aminobenzoate;Risocaine;4-(Propoxycarbonyl)aniline;Propazyl;Propylcain;Raythesin;n-Propyl p-aminobenzoate;Propyl 4-aminobenzoate;NSC 23516

Description

It exists as crystals or prisms at room temperature. Its melting point is 75°C.

Risocaine Basic Attributes

179.21600

179.22

202-306-1

5CQ88I59ZI

23516

DTXSID3046299

Prisms

2922499990

Characteristics

52.32000

2.41680

1.102g/cm3

75 °C

206-208 °C @ Press: 2 Torr

174.3ºC

1.546

397.9mg/L(25 ºC)

8.15X10-4 mm Hg at 25 deg C /Estimated/

Henry's Law constant = 2.2X10-8 atm-cu m/mole at 25 °C /Estimated/

pKa = 2.49 (conjugate acid)

7.31 MG/CU M= 1 PPM|Hydroxyl radical reaction rate constant = 3.8X10-11 cu cm/molecule-sec at 25 °C /Estimated/

Safety Information

3

R36/37/38

S26-S36

DG3090000

Xi: Irritant;

P264, P280, P302+P352, P305+P351+P338, P321, P332+P313, P337+P313, P362

H315

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P264, P280, P302+P352, P305+P351+P338, P321, P332+P313, P337+P313, and P362|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Toxicity

During intubation for respiratory distress, 28-yr-old white man was administered cetacaine (benzocaine, butyl aminobenzoate butamben, and tetracaine) spray & benzocaine ointment. 90 min later, patient was cyanotic despite ventilation and methemoglobin content was 29% of total hemoglobin. /Butyl aminobenzoate butamben/

LD50 Mouse ip 126 mg/kg

Drug Information

Propyl p-aminobenzoate is used as local anesthetic and antipruritic.

Brain uptake of local anesthetics under steady-state plasma condition and/or following intravenous bolus administration was investigated in rats. All ester-type anesthetics examined such as ethyl (Et), propyl (Pr), butyl (Bu) esters of p-aminobenzoic acid (PABA), and procaine disappeared rapidly from plasma in a dose-dependent manner. Plasma profiles of these compounds were well explained by a 2-compartment model with a Michaelis-Menten type elimination process from a central compartment. ... Extents of brain uptake (brain-to-plasma partition coefficient, Kp value) of these drugs were det ermined at 3 different steady-state plasma concentrations (1-15 microM). The Kp value of each drug was similar under the three different steady-state plasma concentrations. The Kp value increased in the following order; procaine (1.1) less than PABA-Et (1.9) less than lidocaine (2.2) less than PABA-Pr (2.7) less than PABA-Bu (3.6). A linear relationship was observed between the Kp value and the logarithmic value of the partition coefficient obtained in n-heptane/water or n-octanol/water partition system.

Orally or sc administered PABA esters are rapidly hydrolyzed by mammalian system to the alcohol and the free acid. /PABA esters/

p-aminobenzoic acid propyl ester

Risocaine Use and Manufacturing

Uses

Anesthetic (local).

Trade names: Keloform P; Propesin; Propazyl; Propaesin; Propesine; Propylcain; Raythesin; Risocaina; Risocaine; and Risocanium.

The relations between chemical structures, physicochemical properties, chemical reactivity and local anesthetic activity in the iso anesthesin series was studied. The duration of action of propesin was 14 min in rabbits.|Some local anesthetics.../are/ poorly soluble in water and...too slowly absorbed to be toxic. They can be applied directly to wounds and ulcerated surfaces where they remain localized for long periods of time... The most important members...are benzocaine, USP (...anesthesin)... /anesthesin/|Synthesis and properties: Buchi et al, Arzneimittel-Forsch, 18: 791 (1968). Alternate prepn: Kadaba et al, J Pharm Sci, 58 1422 (1969).

Computed Properties

Molecular Weight:179.22
XLogP3:2.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:4
Exact Mass:179.094628657
Monoisotopic Mass:179.094628657
Topological Polar Surface Area:52.3
Heavy Atom Count:13
Complexity:162
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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