Author Topic: Wanted references  (Read 22630 times)

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Nicodem

  • Guest
“Tryptazolamines” and their pharmacology
« Reply #60 on: September 19, 2004, 02:14:00 PM »
Sorry if I don’t have the titles and abstracts, but I would very much appreciate if anybee would find and post these papers on various aza analogues of DMT and AMT based on the benzimidazol and benzotriazol indole isosteres.

On benzimidazol-ethylamine derivatives:

Pharm. Chem. J. (Engl.Transl.); 10(9); 1976; 1184-1187. [English]
or 
Khim. Farm. Zh.; 10(9); 1976; 51-55.
  [Russian] [Retrieved]

I already have enough papers on the chemistry and synthesis of these compounds, but if anybee knows of any other info on their pharmacology please PM me. Thank you very much. :)


Earlier Requests:

OK, I know...this time I ask nearly the impossible but anyway:
Nikolova M., Daleva L. Marinova V. Farmazia (Sofia) 19 (1969) 31.
and/or
Vasileva E., Natova L. Compt. Rend. Bulgaria 44 (1991) 37.
The papers are probably in Bulgarian but that is OK
Thanks


moo

  • Guest
Here you go
« Reply #61 on: September 20, 2004, 03:01:00 PM »
For Organikum:

Decarboxylation Studies: I
R.Davis and H.P.Schultz
J.Org.Chem., 27, 854 (1962)



This request refers to:

Post 514619

(psyloxy: "Propiophenon from PhCOOH / PrOOH / Fe - 72%", Chemistry Discourse)



Rhodium

  • Guest
Four refs for three bees
« Reply #62 on: September 20, 2004, 11:15:00 PM »
For Psyloxy:
The Bromination of Phenolic Methyl Ethers with Hydrogen Bromide using Sodium Tungstate and Hydrogen Peroxide as Oxidant
Paul Bezodis, James R. Hanson and Philippe Petit

J. Chem. Research (S) 334-335 (1996)

(https://www.thevespiary.org/rhodium/Rhodium/pdf/bromination.h2o2-tungstate.pdf)

Abstract
Sodium tungstate has been found to be an effective catalyst for the nuclear bromination of some aromatic methyl ethers using hydrogen bromide in glacial acetic acid and hydrogen peroxide as the oxidant.


For Lego:
Direct Synthesis of Molecular Self-Complexes in the Indole Series
A. N. Kost, M. A. Yurovskaya, A. S. Vyazgin, and A. Z. Afanas'ev
Chem. Heterocycl. Comp. (Engl. Transl.) 921-925 (1980)
Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1222-1226 (1980)



Abstract
A method for the alkylation of 3-unsubstituted indoles by means of 1-(?-haloalkyl)pyridinium salts via the Friedel-Crafts reaction with the aid of complex catalysts, viz. complexes of zinc, tin and titanium chlorides with pyridine, was developed. On the basis of a study of the electronic spectra of the resulting 1-(3-indolylalkyl)pyridinium salts it was shown that they are molecular self-complexes. The stabilities of the molecular self-complexes were investigated as a function of the length of the alkyl chain and the character of the substituents in the indole ring.
____ ___ __ _

Friedel-Crafts alkylation of indoles
Budylin, V. A.; Ermolenko, M. S.; Kost, A. N.
Khimiya Geterotsiklicheskikh Soedinenii  No. 7,  921-924 (1978)


 
Abstract
Indoles I (R = H, Me; R1 = Bu, MeCHEt, Me2CHCH2, Me3C, PhCMeEt) were prepd. in 30-85% yield by alkylation of the resp. indole with R1X (X = Cl, Br) in the presence of ZnCl2-dipyridine zinc chloride.  The activity of the halides increased in the order: primary, secondary, tertiary.  Alkyl bromides were more reactive than alkyl chlorides.


For josef_k:

One of your wanted refs - Chem. Heterocycl. Compd. 21(12) 1327 - is incorrect and does not point to an article of interest, the other article you wanted follows here:

Synthesis, Molecular Structure, and Absolute Configuration of 1-?-Phenylethyl-3-(2-Cyanoethyl)-4-Piperidone
G. V. Grishina, et al., Chem. Heterocycl. Compd. 21(12), 1362 (198?)




cattleprodder

  • Guest
I ran across this tonight online while reading
« Reply #63 on: September 21, 2004, 06:31:00 AM »
I ran across this tonight online while reading another study.  The following sentence was the second to the last line of the Discussion section of that study:  "Olefins may be converted to primary amines...by reaction with mercury (II) nitrate in acetonitrile (see footnote number 10)."  The final sentence added that the addition would follow Markovnikov's rule which is what we want in the cases of MDA, 3,4-DMA, MMDA and TMA from their respective olefinic precursors.  Namely, safrole, 4-methoxlated eugenol, myristicin and elemicin in that order.

Footnote #10:  H.C. Brown and J.T. Kurek, _J. Am. Chem. Soc._, 91, 5647 (1969).

Thanks. 

(This article seems too good to be true, but let's hope not.)

Rhodium

  • Guest
Aminomercuration
« Reply #64 on: September 21, 2004, 06:09:00 PM »
cattleprodder: That article is already at my page, linked at the end of

https://www.thevespiary.org/rhodium/Rhodium/chemistry/aminomercuration.html


A related procedure is described in

https://www.thevespiary.org/rhodium/Rhodium/chemistry/allylamination.html




lugh

  • Guest
Requested Articles
« Reply #65 on: September 22, 2004, 02:36:00 AM »
In addtion to Rhodium's page, cattleprodder could have found the article's experimental and some other well known bee's posts concerning it in

Post 100234 (missing)

(Osmium: "Solvomercuration-demercuration", Chemistry Discourse)
 ;D


For Captain_America:
Concearning theories of indoles in schizophrenigenesis
Turner, W.J et al., American Journal of Psychiatry 112, 466-467 (1955)


The prior article was included since it was on the same page for the edification
of those that have more confidence in modern medicine than is warranted  ::)

____ ___ __ _

For Potter:
A Simple Method for the Removal of Phenolic Hydroxy-groups
W. Lonsky, et al., J. Chem. Soc. Perkin. Trans. 1975, Part 1, ?2, 169-170

(Vanillin -> 3-MeO-Benzaldehyde)


azole

  • Guest
retrieved refs.
« Reply #66 on: September 22, 2004, 06:17:00 PM »
For Lego:
Zhurnal Organicheskoi Khimii 1(11), 1973-1976 (1965)
See

Post 532695

(azole: "R2N(CH2)3MgCl + HC(OEt)3 : previous work", Tryptamine Chemistry)
.


For Bubbleplate:

Ergot Alkaloids. XXXIII.
Epimerization of the Simpler Amides of D-Lysergic, D-Isolysergic and 1-Methyl-D-lysergic Acids

Cerný and M. Semonský
Coll. Czech. Chem. Commun.
, 34, 694-698 (1969).


   Quaternary ammonium hydroxides, methylates and phenolates and strongly basic anion exchangers in the OH- form were applied to achieve partial isomerization of the simpler amides of D-lysergic, D-isolysergic and 1-methyl-D-lysergic acids at the centre of symmetry C(8) of the molecule. Their effect was compared with that of potassium hydroxide.

Mutterkornalkaloide XIX.
Über die Verwendung von N, N'-Carbonyldiimidazol zur Synthese der D-Lysergsäure-, D-Dihydrolysergsäure(I)- und 1-Methyl-D-dihydrolysergsäure(I)amide

Cerný and M. Semonský
Coll. Czech. Chem. Commun.
, 27,  1585-1592 (1962).


   Substituted amides of D-lysergic, D-dihydrolysergic and 1-methyl-D-dihydrolysergic acids were synthesized in good yields from the corresponding acids and primary and secondary amines with the help of N, N'-carbonyldiimidazole. Successful application of N, N'-carbonyldiimidazole is accounted for the reactivity of the acids and the stability of the intermediate acylated imidazoles.


For Nicodem:

Synthesis and Muscarinic Receptor Binding Profiles of Antagonist Benzotriazole derivatives
B. Cappello, G. Greco, E. Novellino, E. Perissutti, V. Santagada, C. Silipo, A. Vittoria, R. Di Carlo, R. Meli, and G. Muccioli
Il Farmaco
, 48(7), 907-918 (1993).


Abstract
A series of benzotriazole derivatives were synthesized and tested in order to determine their activities for muscarinic receptor subtypes (M1, M2 and M3).Binding affinities were measured as K1 values by competition against <3H>-N-methylscopolamine in rat cortex, atria and ileum. Pharmacological in vitro tests were performed on isolated tissue preparations (rabbit vas deferens, guinea pig atria and ileum); the compounds showed antimuscarinic activity. The synthesized ligands were characterized by moderate activity; however, some of them displayed interesting selectivity profiles (M2/M1 and M2/M3); particularly, the selectivity exhibited by the benzotriazole derivative 14b was quite similar to that observed for AF-DX 116, a typical M2 specific antagonist.


Studio di alcuni derivati del nucleo benzotriazolico
R. Calvino, V. Mortarini, A. Serafino
Il Farmaco, Ed. Sci.
, 35(3), 240-247 (1980).



Derivati amminoalchilici del benzotriazolo. Nota II.
F. Sparatore, F. Pagani
Il Farmaco, Ed. Sci.
, 20(4), 248-258 (1965).



Derivati amminoalchilici del benzotriazolo.
F. Sparatore, F. Pagani
Il Farmaco, Ed. Sci.
, 17(6), 414-429 (1962).



Synthesis and Investigation of Some Derivatives of Benzimidazole. VII. Phenothiazine Derivatives of Benzimidazole.
N. A. Mukhina, V. M. Pechenina, L. P. Grebenshchikova, V. M. Kurilenko, L. S. Rogova, T. M. Vysokovskii
Khim. Farm. Zh.
, 10(9), 51-55 (1976).
(journal written in Russian)


Rhodium

  • Guest
Wanted ones
« Reply #67 on: September 24, 2004, 06:29:00 PM »
Isolation, Analysis, and Synthesis of Ephedrine and its Derivatives
Gazaliev, A. N.; Zhurinov, M. Zh.; Fazylov, S. D.; Balitskii, S. N.
Chem.Nat.Compd.(Engl.Transl.), 25(3), 261-271 (1989)

Abstract
A review is given of methods for the isolation, quantitative determination, and modification of the ephedrine alkaloids, and advances in this field of natural compound chemistry.
____ ___ __ _

A protocol for the evaluation of new psychoactive drugs in man.
Shulgin AT, Shulgin LA, Jacob P 3rd., Methods Find Exp Clin Pharmacol. 8(5), 313-20 (1986)

Medline (PMID=3724306)



Abstract
A protocol is presented that has proven effective in the determination, in man, of the psychotomimetic potency and qualitative nature of action of a new drug. It involves a minimum of animal screening, but relies heavily upon the use of experienced human subjects. This procedure has been successful in the discovery of over 200 novel CNS-active agents.
____ ___ __ _

Seizure And Analysis Of A Clandestine Methylphenidate Laboratory
Abercrombie Jt; Journal Of The Forensic Science Society 28(2), 121-122 (1988)
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Analysis Of 1-(3,4-Methylenedioxyphenyl)-1-Ethanamines - Homologs Of 3,4-Methylenedioxyamphetamines
Noggle Ft, Clark Cr, Deruiter J; Journal Of Liquid Chromatography 12 (3): 431-444 1989 (EJ KTH)
____ ___ __ _

[Synthesis of radiolabeled amphetamine derivatives]
RS Varma & GW Kabalka
J. Labelled Comp Radiopharm., 23, 1244 (1986)


gsus

  • Guest
for Rhodium
« Reply #68 on: September 25, 2004, 01:28:00 AM »
A protocol for the evaluation of new psychoactive drugs in man.
Shulgin AT, Shulgin LA, Jacob P 3rd., Meth and Find Exptl Clin Pharmacol. 8(5), 313-20 (1986)

Abstract
A protocol is presented that has proven effective in the determination, in man, of the psychotomimetic potency and qualitative nature of action of a new drug. It involves a minimum of animal screening, but relies heavily upon the use of experienced human subjects. This procedure has been successful in the discovery of over 200 novel CNS-active agents.



--------

Synthesis of High Specific Activity 1 2 3 I-Labeled N-Isopropyl p-Iodoamphetamine via Organoborane Chemistry
RS Varma & GW Kabalka
J. Labelled Comp Radiopharm., 23, 1244-1245 (1986)




Rhodium

  • Guest
Forensic Articles
« Reply #69 on: September 27, 2004, 06:38:00 PM »
Impurities in illicit amphetamine
Huizer H, Theeuwen AB, Verweij AM, Sinnema A, van der Toorn JM.
J. Forensic. Sci Soc. 21(3), 225-32 (1981)
____ ___ __ _

Isolation, Analysis, and Synthesis of Ephedrine and its Derivatives
Gazaliev, A. N.; Zhurinov, M. Zh.; Fazylov, S. D.; Balitskii, S. N.
Chem.Nat.Compd.(Engl.Transl.), 25(3), 261-271 (1989)

Abstract
A review is given of methods for the isolation, quantitative determination, and modification of the ephedrine alkaloids, and advances in this field of natural compound chemistry.
____ ___ __ _

Seizure And Analysis Of A Clandestine Methylphenidate Laboratory
Abercrombie Jt; Journal Of The Forensic Science Society 28(2), 121-122 (1988)
____ ___ __ _

Analysis Of 1-(3,4-Methylenedioxyphenyl)-1-Ethanamines - Homologs Of 3,4-Methylenedioxyamphetamines
Noggle Ft, Clark Cr, Deruiter J; Journal Of Liquid Chromatography 12 (3): 431-444 1989
____ ___ __ _

[Synthesis of BDB]
Azafonov, N. E.; Sedishev, I. P.; Zhulin, V. M.
Bull.Acad.Sci.USSR Div.Chem.Sci.(Engl.Transl.) 39, 4.1, 738-741 (1990)
[Translation of Izv.Akad.Nauk SSSR Ser.Khim. 4, 829-832 (1990)]
____ ___ __ _

[Synthesis of BDB]
Solbach, M.; Guendisch, D.; Wuellner, U.; Blocher, A.; Kovar, K.-A.; Machulla, H.-J.
J.Labelled Compd.Radiopharm. 40, 522-524 (1997)
____ ___ __ _

[N-Methylation by Reduction of N-COOEt Carbamates]
Marshall, F. J. and McMahon, R. E.
J.Labelled Compd.Radiopharm. 6, 261 (1970)
____ ___ __ _

Structure-Activity-Relationships Of MDMA and Related-Compounds - A New Class Of Psychoactive-Drugs
Nichols DE, Oberlender R,
Ann. N. Y. Acad. Sci, 600, 613-625 (1990)


Rhodium

  • Guest
For Indole_Amine:
« Reply #70 on: September 27, 2004, 08:47:00 PM »
Indole_Amine: ChemInform is not a journal, it is a collection of abstracts pointing to other recent publications. Here are some of the publications your ChemInform abstracts are pointing to:


Reductive aminations of carbonyl compounds with borohydride and borane reducing agents
Baxter, E. W.; Reitz, A. B.
Org. React. (N.Y.), 59, 1-714 (2002)
Excerpts posted in

Post 533416

(Rhodium: "Org. React. 59: Reductive amination w/ BH3 & MBH4", Novel Discourse)

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Enantioselective Borohydride Reduction Catalyzed by Optically Active Cobalt Complexes
Tohru Yamada,Takushi Nagata, Kiyoaki D. Sugi, Kiyotaka Yorozu, Taketo Ikeno, Yuhki Ohtsuka, Daichi Miyazaki, Teruaki Mukaiyama
Chemistry - A European Journal, 9(18), 4485-4509 (2003)
Posted in

Post 533407

(Rhodium: "Reductions with modified borohydride reagents", Novel Discourse)

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Sodium Borohydride-Iodine, an Efficient Reagent for Reductive Amination of Aromatic Aldehydes
Ira Saxena, Ruli Borah, Jadab C. Sarma
Indian Journal of Chemistry Sect. B, 41(9), 1970-1971 (2002)
Already posted in

Post 436354

(Rhodium: "Archive of  "Wanted References" Volume 1", Novel Discourse)

____ ___ __ _

Chemoselective and stereoselective reductions with modified borohydride reagents
Guy Windey, Karl Seper, John H. Yamamoto, PharmaChem, 15-18 (2002)
Posted in

Post 533407

(Rhodium: "Reductions with modified borohydride reagents", Novel Discourse)

____ ___ __ _

This is not the particular book review you asked for, but maybe the following suits you just as as well?

Review: Reductions by the Alumino- and Borohydrides in Organic Synthesis, 2nd edition (by Jacqueline Seyden-Penne)
Hoye, R. C. J. Chem. Educ. 76, 33 (1999)

This book focuses entirely on the aluminohydride and borohydride reducing agents. It condenses a large body of information into a valuable user-friendly resource for synthetic organic chemists. The author states that "This second edition has been broadly updated, but it is no longer exhaustive. As in the previous edition, the examples are selected in order to cover problems that are frequently encountered in synthesis."

The first chapter (13 pages) gives an excellent summary of the approximately two dozen most widely used aluminohydride and borohydride reagents. Information is presented on the main applications of each reagent and its solubility characteristics, stability, and handling requirements. Cross-references are liberally given to subsequent chapters where more complete reactivity profiles and examples are found. Chapters two through five (155 pages) detail reduction of the main functional groups by these reagents.

Chapter two covers reductions of carbon-heteroatom single bonds (C-Hal, C-O, C-N, C-P). Reagents capable of effecting a desired single-bond cleavage are described, as are mechanistic considerations of the process. Chemoselectivity and regioselectivity are duly noted.

Chapter three is concerned with reduction of double bonds (C=C, C=O, C=N) and is by far the largest chapter in the book. Reduction of carbon-oxygen double bonds is organized by functional group. The examples for aldehydes and ketones illustrate the potential for selectivity in the presence of other functional groups; the control of stereoselectivity, including a discussion of the factors favoring the Felkin-Ahn or Houk models; a survey of enantioselective reducing agents, particularly those developed in recent years; and the influence of neighboring substituents on stereoselectivity as the result of chelation control. These concerns and further consideration of conditions for partial reduction are given for carboxylic acid derivatives. Similar examples are included for reduction of carbon-nitrogen double bonds.

Carbon-carbon and carbon-nitrogen triple bonds, both isolated and conjugated, are treated in Chapter four. The examples illustrate the potential for chemo-, regio-, and stereoselectivity. Chapter five addresses the reduction of "other derivatives", including nitro and nitroso derivatives, azides, organometallics, sulfides (sulfoxides, sulfones, and amine oxides), phosphine oxides and phosphates, silyl derivatives, and boron reagents. Seyden-Penne concludes with a large table (11 pages) that "shows at a glance" the various methods by which major functional groups can be obtained by hydride reduction with cross references to the appropriate sections of the text.

This book is a thorough and dense compilation of experimental results and observations that highlight selectivity at every level as well as experimental practicality. The 10-page index appears to be well organized and the referencing is extensive (more than 1000 references in 33 pages). Given the prevalent role of hydride reduction reactions in organic synthesis, many practitioners will want to have ready access to this book, and it is a must for all science libraries.
____ ___ __ _
latest addition (09-27-04): Edit: Yet another Review:

Review: Reductions by the Alumino- and Borohydrides in Organic Synthesis (by J. Seyden-Penne)
K. Smith, Appl. Organometal. Chem. 12, 881 (1998)

This book is an update from the first edition, which was published in 1991. In the first edition there was an attempt at comprehensive coverage of the topic, but in the second edition any such attempt has been forced to be abandoned. Nevertheless, this second edition is packed with information, cites around 1200 references, and provides a very useful source for anyone contemplating a complex hydride reduction.

The book is organized into five chapters, followed by 11 pages of synoptic tables, then the references and a subject index.

Chapter 1 introduces the most commonly used reagents, indicates their stability and solubility characteristics and briefly describes their main applications. Chapters 2–5 present the reduction of the main functional groups, with reference to features of selectivity and compatibility.
Chapter 2 deals with cleavage of carbon–heteroatom single bonds (halides, sulphonates, epoxides, alcohols, ethers, ammonium salts etc).
Chapter 3, the largest chapter with over 100 pages, deals with reduction of double bonds (other than C=C bonds). The bulk of the chapter (85 pages) concerns reductions of carbonyl compounds, including sections on different kinds of carbonyl compounds, asymmetric reductions and regioselectivity of the reduction of a,b-unsaturated derivatives. The chapter also covers imines, enamines, nitrogen heterocycles and oximes/hydrazones.
Chapter 4 deals with reduction of triple bonds and Chapter 5 with other derivatives (nitro compounds, azides, organometallics, and sulphur, phosphorus, silicon and boron compounds).

The entry point for many will be the synoptic tables. Here it is possible to look up a class of compound and choose a precursor substrate; the table will provide a list of reagents for the transformation and section references indicating where the reactions are discussed. The appropriate sections in Chapters 2–5 will provide the detailed discussion of those reactions and Chapter 1 will give an outline of the characteristics of the chosen reagent. Thus, the book is ideal for identifying the most useful references for any given reduction.

Because it is so densely packed with information, the text is somewhat difficult to read. This is almost unavoidable if the coverage is to remain so full and the book so short (220 pages), and the difficulty is easily outweighed by the value of the work as a source of reference and information.

This book is an imperative purchase for all chemical libraries and for any individuals who make regular use of complex hydride reductions.
____ ___ __ _

Reductions by the Alumino- and Borohydrides in Organic Synthesis, 2nd Edition
Jacqueline Seyden-Penne
ISBN: 0-471-19036-5, 224 pages (1997)
Published by

John Wiley & Sons

(http://www.wiley.com/WileyCDA/WileyTitle/productCd-0471190365.html)

   
Table of Contents
  • Description and Characteristics of the Main Reagents
  • Cleavage of the Carbon-Heteroatom Single Bond
  • Reduction of Double Bonds
  • Reduction of Triple Bonds
  • Other Derivatives
  • Synoptic Tables
  • References
  • Index
A complete guide to selection and use of the best reagents for a wide range of transformations

This book is the updated and expanded Second Edition of Jacqueline Seyden-Penne's practical guide to selection of reducing reagents in organic synthesis. It is an indispensable working resource for organic synthetic chemists—the only reference focusing exclusively on aluminohydrides and borohydrides and their derivatives.

Simple to use, it is organized according to specific reductions so that chemists can more easily match the best reagent to a given transformation. Throughout, Dr. Seyden-Penne emphasizes four crucial categories: compatibility, possibilities for partial reduction, the regio- and stereoselectivity of reductions that are altered or controlled by neighboring groups, and asymmetric reductions.

Extremely well-referenced, Reductions by the Alumino- and Borohydrides in Organic Synthesis provides the most up-to-date, detailed coverage of:
  • Successful techniques for performing highly selective reductions
  • Chemo-, regio-, stereo-, and enantioselective reductions of both simple and complex compounds
  • Best methods for obtaining the main functional groups by hydridereduction, provided in quick-reference tabular form
  • New and more selective reagents developed within the last five years
  • Experimental conditions, including solvent and temperature, and yields for most cases described.



java

  • Guest
Wanted: articles in Reduction of OH with RP/I
« Reply #71 on: September 30, 2004, 07:23:00 PM »
In folowing a lead from an old post from Labrat as to the use of RP/I in the reduction of OH , nitrites , halogens to the alkane......as in the use of primary amino alcohols...java

Reagents for Organic Synthesis Vol.1, 449, 1967 [Retrieved]

Survey of Organic Synthesis Vol.7, pg.332& pg.7, 1970


gsus

  • Guest
Fieser and Fieser for java
« Reply #72 on: September 30, 2004, 10:54:00 PM »
Reagents for Organic Synthesis Vol.1, 449, 1967




gsus

  • Guest
retrievals
« Reply #73 on: October 02, 2004, 10:18:00 AM »
mentioned in the Vitus Verdegast post above:


Analgesic Activity Profile of a-Allylphenethylamine HCl (Aletamine)
I. Shemano, J.T. Hitchens, S. Goldstein, J.M. Beiler
Arch. int. Pharmacodyn., 172, 251-259 (1968)



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for 7is

Improved pharmacological activity via pro-drug modification: comparative pharmacokinetics of sodium gamma-hydroxybutyrate and gamma-butyrolactone
Lettieri J, Fung H-L, Research Communications in Chemical Pathology and Pharmacology 22(1), 107-118 (1978)

Abstract
Although gamma-butyrolactone (GBL) rapidly converts to gamma-hydroxybutyrate (GHB) in vivo, the lactone gave significantly more prolonged hypnotic effects than GHB when equimolar doses were compared both parenterally and orally in rats. Plasma drug concentrations were higher after GBL administration through both routes, consistent with the observed differences in the pharmacological activity of these two compounds. Oral GBL was absorbed much faster than oral GHB, with the dual effects of decreasing potential first-pass metabolism and elevating plasma drug concentrations to the region where capacity-limited elimination is operative. Parenteral GBL produced a slower initial drug plasma clearance than parenteral GHB. In spite of the rapid metabolism of GBL to GHB, the apparent tissue distribution of these two compounds may be different.



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for Rhodium

The Cocaine Diastereoisomers
Allen AC, Cooper DA, Kiser WO, Cottrell RC
J. Forensic Sci. 26(1), 12-26 (1981)

Abstract
In the past, it has been argued in court, from a theoretical basis, that the techniques available to the forensic chemist would differentiate the “cocaines.” This work has moved that argument from the realm of the theoretical into that of experimental fact. The techniques of infrared spectroscopy (IR), nuclear magnetic resonance (NMR), and mass spectrometry (MS) will unequivocally identify the racemic cocaine diastereoisomer. In addition, this work shows that the enantiomeric form of cocaine can be assigned by crystal tests, IR, and melting point techniques. The pure enantiomers of allococaine and pseudoallococaine were not isolated. This does not create a problem because the techniques of NMR and MS, as performed in this study, will not differentiate enantiomers. Therefore, the logical sequence of first identifying the diastereoisomer (via IR, MNR, or MS) and then determining the chirality by crystal tests, IR, melting points, or optical rotation measurements is valid.



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Identification of Some Chemical Analogues and Positional Isomers of Methaqualone
Dal Cason TA, Angelos SA, Washington O
J. Forensic Sci. 26(4), 793-833 (1981)

Abstract
The drug 2-methyl-3-ortho-tolyl-4-quinazolinone (methaqualone) and 15 chemical analogues and positional isomers were synthesized and identified by spectroscopic techniques. The series of analogues studied includes the compounds formed through substitution of hydrogen or halogen atoms in place of the methyl group of the 3-tolyl substituent in methaqualone. Additionally, the substituent's positional orientation of ortho, meta, or para is considered. Infrared, nuclear magnetic resonance, and mass spectra of the compounds are distinctive, and reference spectra are provided. Gas-liquid and thin-layer chromatographic systems for analysis of the compounds as well as melting point and ultraviolet data are discussed.



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The Characterization of Some 3,4-Methylenedioxyphenylisopropylamine (MDA) Analogs
Dal Cason TA, J. Forensic Sci. 34, 928–961 (1989)

Abstract
The seizure in 1986 of a large-scale clandestine laboratory producing both the N-ethyl and the N,N-dimethyl analogs of 3,4-methylenedioxyphenylisopropylamine (3,4-methylenedioxyamphetamine [MDA]) and the recent identification of N-hydroxy MDA hydrochloride (HCl) indicate an interest by illegal laboratory operators in the synthesis of noncontrolled MDA analogs. Currently, identification of these new analogs may be hampered due to lack of available standards or reference data or both. This potential problem prompted the synthesis of the following N-substituted MDA analogs: N-methyl, N-ethyl, N-propyl, N-isopropyl, N-hydroxy, and N,N-dimethyl MDA. Each compound was prepared by reductive amination of 3,4-methylene-dioxyphenyl-2-propanone (MDP-2-P) using the appropriate amine hydrochloride and sodium cyanoborohydride. In addition, the acetyl derivatives of MDA, N-hydroxy MDA, and MDP-2-P oxime are reported. Spectral and chromatographic data are presented for each of the compounds synthesized.



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A Fatality Involving U4Euh
FT Davis and ME Brewster
J. Forensic Sci. 33, 549-553 (1988)

Abstract
A fatality following ingestion of diazepam and 4,5-dihydro-4-methyl-5-phenyl-2-oxazolamine, a cyclic derivative of phenylpropanolamine known as U4EuH or 4-methyl aminorex, is described. Solid dosage samples of U4EuH were analyzed using gas chromatography, ultraviolet and infrared spectroscopy, nuclear magnetic resonance, and mass spectrometry. Physiological fluids were analyzed quantitatively by gas chromatography and qualitatively by gas chromatography-mass spectrometry. Concentrations of 4,5-dihydro-4-methyl-5-phenyl-2-oxazolamine were: in blood 21.3 mg/L; in urine 12.3 mg/L. Diazepam concentration in blood was 0.8 mg/L.




fogged

  • Guest
For Rhodium
« Reply #74 on: October 04, 2004, 08:59:00 AM »
Methamphetamine synthesis via reductive alkylation hydrogenolysis of phenyl-2-propanone with N-benzylmethylamine
Harry F. Skinner, Forensic Sci. Int. 60(3), 155-162 (1993)
DOI:

10.1016/0379-0738(93)90234-2





Abstract
Methamphetamine was synthesized by reductive alkylation hydrogenolysis of phenyl-2-propanone with N-benzylmethylamine. The expected product N-benzylmethamphetamine, once formed, undergoes hydrogenolysis to methamphetamine and toluene. The progress of the reaction, the intermediates formed during the reaction, and the products were analyzed by gas chromatography and mass spectrometry.
____ ___ __ _

Spectral distinction between cis- and trans-4-methylaminorex
A. W. By , B. A. Dawson , B. A. Lodge and W-W. Sy, Forensic Sci. Int. 43(1), 83-91 (1989)
DOI:

10.1016/0379-0738(89)90124-2





Abstract
The recent identification of the anorectic agent 4-methylaminorex (2-amino-4-methyl-5-phenyl-2-oxazoline) as a police exhibit in Canada led to the need to synthesize a reference standard specimen. Since this substance can occur as cis and trans isomers, both had to be prepared and characterized spectrally. cis-4-Methylaminorex was made from the erythro amino alcohol norephedrine (phenylpropanolamine), while the trans compound was made from the threo diastereoisomer norpseudoephedrine, in both cases by the treatment of the substrate with cyanogen bromide in a methanolic solution of sodium acetate. In this paper, the 13C- and 1H-NMR, infrared (IR), mass (MS) and ultraviolet (UV) spectra are reported, together with a commentary on the distinguishing features noted between the sets of spectra.

Nicodem

  • Guest
For Ganesha
« Reply #75 on: October 04, 2004, 02:04:00 PM »

Medicinal chemistry and structure-activity relationships of hallucinogens.
Nichols, D.E., and Glennon, R.A.
In: Jacobs, B.L., ed. Hallucinogens: Neurochemical, Behavioral, and Clinical Perspectives. New York: Raven Press, 1984. pp. 95-142.








indole_amine

  • Guest
for Barium...
« Reply #76 on: October 04, 2004, 09:48:00 PM »
Retrieved:

Catalytic debenzylation. The effect of substitution on the strength of the O-benzyl and N-benzyl linkages
(R. Baltzly and J. Buck)
J. Am. Chem. Soc. Vol 65 (1943) pages 1984-1992





effects of amines on O-benzyl group hydrogenolysis
(C. Bronislav and R. Bartsch)
J. Org. Chem. 49 (1984) 4076-4078





indole_amine

gsus

  • Guest
for Rhodium
« Reply #77 on: October 09, 2004, 03:15:00 AM »
Structure-Activity-Relationships Of MDMA and Related-Compounds - A New Class Of Psychoactive-Drugs
Nichols DE, Oberlender R,
Ann. N. Y. Acad. Sci, 600, 613-625 (1990)




Organikum

  • Guest
Azeotropes of 1-chloro-2-propanone
« Reply #78 on: October 13, 2004, 11:01:00 AM »
Referring to this post:

Post 535431

(lugh: "Purification of Chloroacetone", Chemistry Discourse)


this article would be needed for the wanted information:

Lecat, Ann Soc Sci Bruxelles 4 21-7 (1927); Cent II, 226, (1927)

Either the whole article or the azeotrope and other data on chloroacetone from the article.

regards
ORG


lugh

  • Guest
For Embezzler: Electrosynthesis of 1,4 Butanediol
« Reply #79 on: October 14, 2004, 02:13:00 AM »
Butler, A. L.; Peters, D. G.
Synthesis of 1,4-Butanediol by Catalytic Reduction of 2-Bromo- and 2-Iodoethanol with Homogeneous-Phase Nickel(I) Salen Electrogenerated at Carbon and Mercury Cathodes
J. Electrochem. Soc. 144, 4212–4217 (1997)




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