QUALITATIVE & QUANTITATIVE ANALYSIS OF FALICAIN CONDUCTED AT ROSTOCK UNIVERSITY

• Document Type: CREST
• Collection: General CIA Records
• Document Number (FOIA) /ESDN (CREST): CIA-RDP81-01030R000100300004-3
• Release Decision: RIPPUB
• Original Classification: S
• Document Page Count: 5
• Document Creation Date: December 23, 2016
• Document Release Date: August 12, 2013
• Sequence Number: 4
• Publication Date: October 30, 1953
• Content Type: REPORT

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CENTRAL INTELLIGENCE AGENC
INFORMATION REPORT
SECRET
SECURITY INFORMATION
COUNTRY East Germany
,
SUBJECT Qualititive-& Quantitative Analysis
of Falicain Conducted at BOtock
%University
? DATE OF INFO.
PLACE ACQUIRED
REPORT
DATE DISTR.
NO. OF PAGES
REQUIREMENT
REFERENCES
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30 October 1953
5 ? 50X1-HUM
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THE SOURCE EVALUATIONS IN THIS REPORT ARE DEFINITIVE.
THE APPRAISAL OP CONTENT IS TENTATIVE.
(FOR KEY SEE REVERSE)
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STATE I #X I ARMY WX I NAVY WX I A IR WYC I FEI,
AEC
Note: Washington Distribution Indicated By "X", Fiold Distribution By "#".)
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Declassified in Part - Sanitized Copy Approved for Release 2013/08/12 : CIA-RDP81-01030R000100300004-3
Declassified in Part - Sanitized Copy Approved for Release 2013/08/12 : CIA-RDP81-01030R000100300004-3
?COUNTRY
SUBJECT
.East Germany
SECRET
SECURITY INFORMATION
t Qualitative and Quantitative Analysis of
ralioain Conducted at Roetook University
PLACE ?
ACOUIRED 4
'?
DATE
ACQUIRED
DATE OF INFORMATION
THIS IS UNEVALUATED INFORMATION
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DATE DISTR. // sePt-C?
NO. OF PAGES 4
NO. OF ENCLS. 50X1-HUM
(LISTED BELOW)
SUPPLEMENT TO
REPORT NO.
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16 In. 1951, Dr. Rer. Nat. Harald BRAEUNIGER, chief assistant (Oberassistent)
in the Chemistry Institute of Rostock University and director (Leiter)
df?the.pharmaceutioal section of this inetitutesuggested kresearoh
ptejedt, which would enable to complete the requirements for a 50X1-HUM
doctorate. The project was to investigate methods for qualitative anf
quantitative analysis of. Falieain gtcain is beta-pipeiifino,
4-propoxyPhenyl-ketone hYfioehlorids. and ite degradation Products.
y
the required research work on this project in the 50X1-HUM '
? pharmaceutical section of the Chemistry Institute from. October 1951 .
until March 1953 under Dr:.BRAEUNIGER's technical direction.
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doctorate thesis titled "Investigations on the Qualitative and .
Quantitative Analysis of_Falicain and its Degradation Productel,
includef Our findinip. A synopsis of this repott is attached ages 3
through a inclusive . c.
' ?
2. Patioain was synthesizeeby Dr. Phil. Elmer PROFFT.of Magdebuigi He ?
-? hdediecovered that the propoxyhomolog of one-alkoxy, two..4minoi four- ?
-inCtibbenzeneceieeteningagentaIhad anesthetic properties. While
pursuing this investigation he prepared Falicain, which was found to
ha*e.Otrong surface anesthetic action. ?
3. This new produot has been subjected to pharmacological testing at the
? ? pharmacoloral Institutes! in Halle and Rostock. I
clinical tr ale are still being conducted.' Outstanding contributors
to the subject include Dr. HANNIG (Halls), Dr. PIETSCH (Eye
? .LeiPsig University)1Dr. GOTZEN (Eye Clinic', Halle University), ;
? Bx SCHULTE (Magdeburg) Mr. ORTEL (Dental-Clinic, Halle), and '
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Prof. %Dr. Peter HOLTZ (formerly of the Pharmacological Institute,
Rbetook. and presently at ? Prankfurt/M University) c
Palioain was available
on ,the .market in the Soviet Zone of Germany under the names
Dentofalioain, Ophthafaliciain, Falipid and Rektafalioain.
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"Investigations ohthe Qualitative and Quantitative Analysis of
Palioain and its Degradation Products"
1. This thesis represented a report of work which
under the teOhnical guidance of Dr. H. BRAEUNIOER in the
pharmaceutical section of the Chemistry Institute of Rostock '
University from October 1951 Until March 1953. ,
??
2. In this work methods for the qualitative and '
quantitative analysis of Palioain and its degradation produnts.
the chemical identity of Falicain by Preiiiing betas 50X1-HUM
pper no -s ?yl-p-propoxyphenylketone hydroohloridh(which is
the structure of Falicain as claimed by its original synthesizer
Dr'. Eller SWIFT Of:Nagdeburg). and comparing this product with
Falioein.
ao Preparation of beta-piperidino-thyl-p-propoxyphenyl-
ketone hidrochloride (PPP) is as follows' .
kmixtuih 0"parafOrma1dehyde'and piperidine hydro-
chloride in absolute alcohol is combined, according
to the Mannich condensation, with p-propoxyaceto-
Hphenone. Tbehrystailine product Obtained. has
pleftile4bA'iif163 C which, fl is not
ohangedibrreoryetallization rom a cohol-acetone..
. - ? ?
. Prepared derivativehof PP% and Falicain, viz:, oxime,
two, four-4ipitioihenylhydrazone, reineekite;:hid
cobalt tetrAnitrosodiamine compleiohowed identical'
properties. after synthesis under the same conditions..
4. Palicain ihdecoMppied by-heating in aqueous solution;:but-
ihadeqUate-amountsf:ordearadation pioducte can be Jar:slated'
for identification... subjected Falicain 'to vaiiiimm. 50X1-HUM
distillation and obtained'the, following compounds'.
a. Piperidine--demonstrated by boiling point deteriina-
tion, by_preparation of the reineckate.
b. p-Propoxyphenyl-vinyl ketend-demonstrated by
preparation of the.hidrazone, two, four- I?
-dinitroPhenylhydrazone-and.broMination produnt.
3.
4.
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The absorption curve of Falicain in
ilmeasured with the aid of a Zeiss
alio-generator is a Zeiss instrument
of arcs per second is maintained at
Motor.
the speetrum of A 'tungsten arc
quartz apectiegraph Q 24. The.
of type PP 20 in Which the number
100 by means of a aynchronic
.4024eilthe(ifOlTheing quantitalitiMA0**
analysis to PaliUalmi
? a.; Argentometric, consisting of a simple Vollhard titratiOn'
of the chloride ion in the hydrochloride salt. .
b. Titration of Falicain-reineckate,' consieting of .a Vollhard
potentiometric.titration of the rhodanide of .the complex
released upon decomposition of the reineckate salt with'.
potassium sodium tartrate.
. ,
Propoxyl determination of Falicain, cOneisting.of.a.decom_.
position of-the propoxyl compound by the Zeieel'method.and
titration of the iodine released from the propyriodide with
sodium' thiosulfate.
C?
'with only moderate succesi, to apply iontophoresis to
.the separation of Falicain and degradation products. No practical
application of this process was developed, other than to show that
thestalioain solution had decomposed. is
8. Colorimetric methods which employei 'for the quanti-
tetive.analysis of Falicain consist of the following (Lange- 1
Colorimeter, Type IV was used):
? A. Reineckate in acetone solution.
b; Cobalt complex in alcohol solution (Erdmanh'i salt).
0. Ferronitrososulfate produoed by decomposing the. Falicain-
cobalt complex and adding ferrous ion to the released'
'Oto?Poloo?osool,
nitrite.
:m-Dinitrobenzene reaction.
? 9. polarographicjanalysesviith dome success for
.quantitative assay Of Falicain. 'The'coMpounds-studied
,were' the following:.
Ylos?
Faiicain
)1\
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b. Falicain-reineckate and hyrolysis-products from this salt.
(These were unsuitable for this assay.) ?
CO Falicain decomposed by subjection to heating in aqueous
solution. This assay showed that Falicain can be polaro-
graphed quantitatively in the presence of its breakdown
products.
4. Falicain hydrolyzed in the above fashion under conditione
of complete absence of oxygen. This demonstrated that
the hydrolysis of Falicain is independent of oxygen
Presence.
e. Falicain hydrolyzed in the above fashion under conditioni of
varying hydrogen ion concentration, elevated temperature and
elevated pressure. Thie demonstrated that pH changes:affected
the rate of decomposition, i.e., the greater the acidity, the
less decomposition occurred. The greater the amount of heat
applied, the greater is the decomposition. Increase of
pressure causes greater breakdown.
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Declassified in Part - Sanitized Copy Approved for Release 2013/08/12 : CIA-RDP81-01030R000100300004-3