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Патент USA US2132351

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21,132,351
Patented Oct. 4, . 1938
UNITED ‘STATES PATENT OFFICE
_ araaati _
‘STABLE. Aqueous sow'rlous or sun
‘ TANGES
HAVING‘ AN ANESTHETIC EF
' FECT
Eugen Diirzbaeh and Viktor Bross, Frankfort-on
the-Main-Hochst, Germany, assignors to Win
throp Chemical Company, Inc... New York,
N. Y., a corporation of New York
No Drawing. Application November 11, 1935,
861111 N0. 49,324. In Germany July 14, 1934
9 Claims. (Ci. rev-5'2)
The present invention relates to stable aqueous
solutions of substances having an anesthetic ef
fect, more particularly to stable aqueous solu
tions which, besides the anesthetic agent, con
{'5v tain all salts occurring in the blood.
The commercial solutions of substances having
an anesthetic effect mostly contain inorganic or
organic salts in varying amounts, besides
the anesthetic and a vasoconstricting agent.
10 Though these salts may be found in the human
and animal blood-serum, it was impossible up. to
the viscosity of the blood serum.
As such a sub
stance which raises the viscosity there may be
applied the oxyethyi methyl cellulose.
The following examples serve to illustrate the
invention, but they are not intended to limit it
thereto:
,
,(1) '2 grams of the hydrochloride of the para
aminobenzoic acid-diethylaminoethylester, '7 mg.
of potassium sulfate, 32 mg.‘ of potassium chlo
ride, 400 mg. of sodium chloride, 100' mg. of glu 10
cose, 234 mg. of sodium bicarbonate, 30 mg. of v
the present day to produce stable solutions of calcium chloride, 11 mg. of magnesium chloride
substances having an anesthetic effect, which and 7.5 mg.“ of secondary sodium phosphate are
contain all the salts occurring in the blood, name
15 ly potassium sulfate, potassium chloride, sodium
chloride, sodium bicarbonate, calcium chloride,
magnesium chloride and sodium phosphate.
This is due to the fact that hitherto it was im
possible to prepare stable solutions of blood salts
20 without the aid of colloidal substances, because
the calcium ions soon react with the carbonate
ions and phosphate ions with formation of pre
cipitates or turbidities.
'
Now we have found that when adding all the
25 salts contained in the blood to the commercial
solutions of a compound of the class of amino
benzoic acid-alkamine-esters‘ having an anes
thetic effect, clear‘solutions are obtained which,
even after a prolonged time, show no turbidities.
at If the process is carried out by ?rst dissolving
the blood salts in water, waiting for the precipitations to occur and then adding the anesthetic,
the precipitate completely dissolves. Obviously
the anesthetics together withlthe calcium salts
dissolved in water so as to form 100 grams in all. 15
The solution is lsoionic and isotonic with respect
to the blood serum.
(2) 2 grams of the hydrochloride of the para
aminobenzoic acid diethylaminoethylester, 20 mg.
of the hydrochloride of ortho~dihydroxyphenyl
propanolamine, 250 mg. of oxyethylmethyl-cel 20
lulose, 32 mg. of potassium chloride, 280 mg. of
sodium chloride, 100 mg. of glucose, 30 mg. of
. calcium chloride, 11 mg. of magnesium chloride,
230 mg. of sodium bicarbonate, 3 mg. of sec
ondary sodium phosphate, 4 mg. of primary so 25
dium phosphate and 7 mg. of potassium sulfate
are dissolved in water so as to form 100 grams in
all. The solution is isoionic and isotonic with
regard to the blood serum and shows the same 30
viscosity as the blood serum.
(3) 2 grams of the hydrochloride of the para
aminobenzoic acid diethylaminoethylester, 20 mg.
of the hydrochloride of orthodihydroxyphenyl
propanolamine, 250 mg. of oxyethylmethyl cel ea 6
as yield molecular compounds the solutions of which ' lulose, 32 mg. of potassium chloride, 280 mg. of
are stable to carbonate ions and phosphate ions.
The observation leads to a process for obtain
ingsolutions of substances having an anesthetic
effect which have the same ions as ‘the blood
sodium chloride, 100 mg. of glucose, 30 mg. of
calcium chloride, 11 mg. of magnesium chloride,
230 ,mgpof sodium bicarbonate, 7.5 mg. ofsec
to serum. By using suitable amounts of the vari
ous components it is possible to adjust the iso
ionic solutions of substances having an anesthetic
sulfate and 100 gamma of stearolic acid are
dissolved in water so as to form 100 grams in all.
effect obtainable according to the present inven
ondary sodium phosphate, 7 mg. of potassium
(t) 0.5 gram of N-hexyl-anthraniiic acid-beta
diethyl~aminoethylamide-phosphate
(prepared
tion to the osmotic pressure of the blood plasma; \ by heating to 200° C. equal parts by weight of
t5 the hydrogen ion concentration may vary. N-hexylanthranilic acid ethylester and l-amino
There may be added to the solutions vasocon
2-diethylamlno-ethane and distilling the basic
strictors such as dihydroxyphenylethanolmethyl
amide under reduced pressure), 2 mg. of the hy
amine or other substances having a similar ef
drochloride of ortho-dihydroxyphenylethanol
feet, for instance, the 3.4-dihydroxyphenylpro
' 50 panolamine or the '3.4-dihydroxyphenyl-alpha-' methylamine, 250 mg. of oxyethylmethyl cel 50
ethanolamine. Furthermore stabilizing ‘agents lulose, 32 mg. of potassium chloride, 630mg. of
may be added'to the solutions. It may also be sodium'chloride, 100 mg. of glucose, 30 mg. of
calcium chloride, 11 mg. of magnesium chloride.
advantageous to add tothe solutions such physi
ologically indifferent substances as increase the
g5 viscosity of the solution in order to adjust it to
230 mg- of sodium bicarbonate and '7 mg. of
potassium sulfate are dissolved in water so as to 55.
2
2,182,851
form 100 grams in all.
The solutions are com
pletely stable even at body temperature.‘
We claim:
'
1. A stable aqueous solution containing an
anesthetic selected from the group consisting of
amino-benzoic acid-alkamine-esters and potas
sium-, sodium-, calcium- and magnesium-cations
as well as sulfuric acid-, hydrochloric acid-, car
10
bonic acid- and phosphoric acid anions.
2. A_ stable aqueous solution containing an
anesthetic selected from the group consisting of
6. A stable aqueous solution containing the
hydrochloride of para-aminobenzoic acid di
ethylaminoethyl ester, potassium-, sodium-, cal
cium¢ and magnesium-cations as well as sul
furic acid_-, hydrochloric acid-, carbonic acid
and phosphoric acid anions and a vasoconstrictor.
7. A stable aqueous solution containing the
hydrochloride of para-aminobenzoic acid di
ethylaminoethyl ester, potassium-, sodium-, cal
cium- and magnesium-cations as well as sulfuric
acid-, hydrochloric acid-, carbonic acid- and
amino-benzoic acid-alkamine-esters, potassium-,
phosphoric acid anions, a vasoconstrictor and a
sodium-, calcium- and magnesium-cations as well
as sulfuric acid-, hydrochloric acid-, carbonic
physiologically indi?erent substance raising the
viscosity of the ‘solution.
15 acid- and phosphoric acid anions and a vasocon
strictor.
3. A stable aqueous solution containing an
anesthetic selected from the group consisting of
amino-benzoic acid-alkamine-esters, potassium-,
20 sodium-, calcium- and magnesium-cations as well
8. A stable aqueous solution containing 2% 15
of the hydrochloride of para-aminobenzoic acid
diethylaminoethyl ester, 0.007% of potasium sul
fate, 0.032% of potassium chloride, 0.4% of so
dium chloride, 0.1% of glucose, 0.234% of sodium
bicarbonate, 0.03% of calcium chloride, 0.011% 20
as sulfuric acid-, hydrochloric acid-, carbonic ' of magnesium chloride, 0.0075% of secondary so
acid- and phosphoric acid anions, a vasocon
stiictor and a physiologically indifferent sub
stance raising the viscosity of the solution.
4. A stable aqueous solution‘ containing N
dium phosphate and a vasoconstrictor.
9. A stable aqueous solution containing 2%
of the hydrochloride o1’ para-aminobenzoic acid
cium- and magnesium-cations as .well as sul
diethylaminoethyl ester, 0.007% of potassium 25
sulfate, 0.032% 01’ potassium chloride, 0.28% of,v
sodium chloride, 0.02% of the hydrochloride of
orthodihydroxyphenylpropanolamine, 0.25% of
furic acid-, hydrochloric acid-, carbonic acid
oxyethylmetnyl cellulose, 0.1% of glucose, 0.234% '
heXyl-ahthranillc ' acid-beta-diethylaminoethyl-
amide-phosphate and potassium-, sodium-, cal
30 and phosphoric acid anions.
~
5. A stable aqueous solution containing the
hydrochloride of para-aminobenzoic acid di
ethylaminoethylester and potassium-, sodium-,
calcium- and magnesium-cations as well as sul
of sodium bicarbonate, 0.03% of calcium chloride, 30
0.01l% of magnesium chloride, 0.003% of sec
ondary sodium‘ phosphate, 0.004% of primary
sodium phosphate and a vasoconstrictor.
furic acid-, hydrochloric acid-, carbonic acid
EUGEN D6RZBACH.
and phosphoric acid anions.
vm'roa BROSS.
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