Newsgroups: alt.drugs From: yshan@bcarh697.bnr.ca (Yogi Shan) Subject: Re: Research information Message-ID: <1994Jun8.211107.26019@bcarh54a.bnr.ca> Date: Wed, 8 Jun 1994 21:11:07 GMT Lamont Granquist (lamont@hyperreal.com) wrote: : synner@cyberspace.com (Ben Lincoln) writes: : >Hello. I'm doing a research project on various psychedelics and I was : >wondering if anyone here has information on any of the following substances: : > BZ, STP, and MK-801 : BZ comes up frequently on alt.drugs, but all i ever bother to remember is : that its nasty... BZ = 3-quinuclidinyl benzillate Developed in the '50s; stockpiled as a non-lethal chemical warfare agent by U.S. DoD until the early '80s. Related to the JB-series (eg. Ditran) of benzillate ester hallucinogens. Synthesis is simple, if I recall correctly: esterify 3-quinuclidinol with benzillic acid. I believe it made a very brief appearance on the streets as either "TWA" or "DMZ" during the '60s, according to published sources. I believe the effects are of the deliriant- type, similar to datura/belladonna/atropine. [ correction added 5/97: "Correct statement is that BZ has never been available. TWA & DMZ were benactyzine & Ditran, but I'm not sure which is which." -- yshan@nortel.ca ] Further info, including tox data may be found in the "Merck Index", available in the Reference section of any decent library. Yogi ============================================================================= Newsgroups: alt.drugs Message-ID: <5QQYd2N3zI@bion101.bionic.zer.de> From: M.LIEBERMANN@BIONIC.zer.de (Martin Liebermann) Subject: Re: Research information Date: Tue, 07 Jun 1994 21:16:00 +0200 [text deleted -cak] About BZ i found the following news in my archive: ---------------------snip------------------------------------------------------ Nachricht von : bwhite@oucsace.cs.ohiou.edu (William E. White ) Betrifft : Re: Your worst nightmare Erstellungsdatum : 06.02.1994 14:19:29 W+0:00 In article , Joseph E. Gladstone wrote: >: Sounds like BZ to me. I guess it's closely related to nerve gas. The feature >: film "Jacob's Ladder" portrayed BZ experiments in Vietnam during the war. >: Jody >No way - BZ lasts for quite a while depending on doseage, 8 - 72 hours. >Cholinergics produce wierd effects, but not predictably nightmarish. Actually, BZ (quinuclidinol benzilate, or QNB) is an anticholinergic, acting specifically on muscarinic receptors. It is extremely potent (and is, in fact, used in research for its antimuscarinic properties). It also seems to have a greater LD50/ED50 ratio than other antimuscarinics (such as atropine, scopolamine, etc). But I wouldn't try it, it's still not particularly safe. Incidentally, it has been reported to tend to induce nightmarish hallucinations/delusions (I could never find out why). In any case, I can imagine that in a combat situation, one could easily find onesself in a bad trip. (Bad ASCII drawing to follow): ASCII drawing of QNB (sorry, not too great. The two rings on the top and bottom are phenyl groups). / \\ N || | / \ \ O \ // | | | || | | | |__O--C-----C--O--H \ / / | / \\ || | \ // -- | Bill White +1-614-594-3434 | bwhite@oucsace.cs.ohiou.edu | | 31 Curran Dr., Athens OH 45701 | bwhite@bigbird.cs.ohiou.edu (alternate) | | SCA: Erasmus Marwick, Dernehealde Pursuivant, Dernehealde, Middle Kingdom | ---------------snap----------------------------------------------------------- MK-801 I've never heard of. Greetings Martin Liebermann M.Liebermann@bionic.zer.de * PGP-key available * fon/fax +49 +521 446729 ## CrossPoint v3.02 R ## ============================================================================= Subject: Re: Research information Newsgroups: alt.drugs Date: Tue, 7 Jun 94 18:52:05 EDT BZ is the benzoicc acid ester of 3-Quinuclidinol. I believe it was explored as a chemical warfare incapicitating agent by the CIA. I know Dr. James Moore who used to be a prof at the U of DE and made compounds for the CIA. He tells some amazing tales. Case in point: He made BZ for the CIA and got some on his hands. He felt very disoriented. "I felt like the whole world turned sideways on me." This effect lasted for days and so he asked the big boys at the CIA how to get back. They told him to take some THA (tetrahydroacridine) that is now used as an experimental Alzheimers treatment. He claims it straightened him right out. MK-801 is a sigma opiate receptor agonist (I think) not sure about that one. Thanks. --keith ============================================================================= Os, this is terrible compound - long-lasting atropine-like hallucinations. Don't do it at home :)) Antidote - tetrahydroacridine. Synth. - Sternbach, Kaiser, JACS, 74, 2215 (1952) - from 3-quinuclidinol (synth. by Sternbach & Kaiser from methyl isonicotinate and ehyl bromoacetate -> cyclisation this quat. salt with metal potassium - sorry, lost this reference...) and chlorodiphenylacetylchloride (synth. - JACS, v.65, 769 (1943)) another QNB-like compd - N-ethyl-3-piperidol benzilate, ED near 5 mg on 70 kg man, duration 5-6 hours) Ditran aka N-ethyl-3-piperidol phenyl-cyclopentyl-glycolate, ED 5-15 mg, duration 8-12 hours. ============================================================================= Synthesis is very simple. This is from Chemical Abstracts, 1959, vol 53, #1385h, under the heading "Esters of diaryl hydroxyacetic acids." It references US Patent # 2,843,593. "Thus, 15 grams anhydrous methyl benzilate in 50 cc dry toluene is added with stirring to 1.2 gram of sodium metal dispersed in 50 cc toluene, the mixture kept below 30 degrees (C) by external cooling during hydrogen evolution. (1 hour). Whereupon 5.2 grams anhydrous 3-quinuclidinol in toluene is added, the mixture refluxed 30 minutes (turns reddish), cooled to -20 degrees C, (turns pale yellow) extracted 3 times with cold 1-normal HCl, made alkaline with 35 cc 15% NaOH, extracted 3 times with chloroform, dried over sodium sulfate, evaporated till crystallization begins, 50 cc of acetone added, allowed to stand 24 hours in a refrigerator (not further defined), and the precipitate filtered off and washed with acetone to give 84.2% benzilic acid ester of 3 quinuclidinol, melting point 160-161. " Also: Journal of the American Chemical Society, May 5, 1952, page 2215-2219+ Also, from the Merck Index, a reference to a WHO (World Health Organization) publication, under heading 3-Quinuclidinol. "Health Aspects of Chemical and Biological Weapons (WHO, Geneva, 1970, pp 49-51) =============================================================================