dr_dolittle
(Stranger) 07-02-02 12:17 No 327957 |
m-methoxyphenylacetic acid--------> | Bookmark | ||||||
Just had a dream and a jeanie granted me a tub of m-methoxyphenylacetic acid. The jeanie has given me one day to bake something with it or it will perish. Can someone help me with a recipe? |
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Nemo_Tenetur (Newbee) 07-02-02 12:47 No 327962 |
m-methoxyphenylacetone | Bookmark | ||||||
Mix it with acetic anhydride and anhydrous sodium or potassium acetate and reflux it several hours. Yield should be about 50 percent meta-methoxyphenylacetone. This is a nice precursor to meta-methoxylated amphetamines. |
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hest (Hive Addict) 07-02-02 13:18 No 327968 |
Re: This is a nice precursor to meta-methoxylated ... | Bookmark | ||||||
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Nemo_Tenetur (Newbee) 07-02-02 16:10 No 327996 |
Better idea ? | Bookmark | ||||||
This could be right, but that's the only target compound (AFAIK) with somewhat CNS activity. If you have a better idea, please let it me know, I want to learn from other bees. |
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GC_MS (Stranger) 07-02-02 18:29 No 328014 |
In the X-methoxyamphetamine series, only ... | Bookmark | ||||||
In the X-methoxyamphetamine series, only 4-methoxyamphetamine (4-MA, PMA) has a certain "desired" effect (but on the other hand, it is reported to be responsible for lethal overdoses - PMA taken as XTC). The 2- and 3-methoxyamphetamines are much less potent. I think I've even read that one of these two has been used as a pharmaceutical drug for a while. -[ A Friend With W33D Is A Friend Indeed ]- |
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Rhodium (Chief Bee) 07-02-02 19:11 No 328021 |
What would the effects of ... | Bookmark | ||||||
What would the effects of 3-Methoxy-4-Bromoamphetamine be? |
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Aurelius (Hive Bee) 07-02-02 21:43 No 328046 |
phenethylamines | Bookmark | ||||||
There's a thread on conversion to pea's from paa's. is the pea analog worthwhile? |
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moo (Hive Bee) 07-03-02 01:07 No 328115 |
MMA | Bookmark | ||||||
There's something about 3-methoxy-4-methylamphetamine in http://www.erowid.org/library/books_onli |
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Dr_Heckyll (Stranger) 07-17-02 22:26 No 333755 |
m-MEO-PEA | Bookmark | ||||||
If you can turn it into 2-(3-Methoxy-phenyl)-ethylamine you have a supposedly very powerful sex stimulant, better than any Viagra. At a dose of 1 mg/kg/day this compound gets male mice to mount 20 times more often then controls on females, and females 5 times more often to show lordosis. So it might spice up your sex life significantly, if that's of any use for you :) Dr. Heckyll & Mr. Jive by Men at Work ...tells my tale. |
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Nemo_Tenetur (Hive Bee) 07-18-02 12:50 No 334066 |
reference ... | Bookmark | ||||||
Could you please post the reference? If this is true and transferable to humans, it would be very nice. |
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Rhodium (Chief Bee) 07-19-02 00:03 No 334277 |
I know it is in a US patent, but I have forgotten ... | Bookmark | ||||||
I know it is in a US patent, but I have forgotten which one. |
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Dr_Heckyll (Stranger) 07-19-02 05:01 No 334400 |
Shit, everyone wants references | Bookmark | ||||||
Shit, everyone wants references: when I apply for I job they want references I don't have, and now they even want references at The Hive. Life really suck. Should have stayed away from the place . Well, at least the references required at The Hive I have, and even beat the Chief Bee with my archive. Rhodium was right, though. It's in a patent: Patent US4419367. Happy hornieness! Hope you have a girlfriend! Dr. Heckyll & Mr. Jive by Men at Work ...tells my tale. |
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Antoncho (Official Hive Translator) 07-19-02 09:03 No 334488 |
OH MY GOD !!!!!!! | Bookmark | ||||||
WOWWWWWWW!!!!!!!!!!! Un-fucking-believable!!! I think i just acquired another 'goal of my life'! Sorry if i sound like an underscrewed science geek - for i am not. But this is just SOOOOOOOOOOOOOOO awesome! I mean, i always thought that making sexual stimulants like Viagra was far out-of-reach for an amateur chemist, and now it turns out it's fucking POSSIBLE - and, moreover, it's a phenethylamine! Just let me quote some passages.
Now, to the synthetic ideas. Ortho-MeO-PEA seems to bee the most potent of them all. To make the aldehyde which would bee converted by standard means into the PEA, one could: a) Nitrate toluene (a la Cheapskate). b) Reduce to toluaniline (again a la Cheapskate, but Patent US3798271 has this rxn in its most perfect form , yield circa quantitative) and steam-distill the ortho-isomer out. c) Diazotize/methanolize the amino group (or Sandmeyer it to smth else, if desired) d) Oxidize the methyl group to aldehyde by any known way, e.g. w/Na peroxodisulfate/FeSO4; or chromic anhydride/PTC Alternatively, one could try to make the aminobenzaldehyde directly from nitrotoluene, similarly to http://orgsyn.org/orgsyn/prep.asp?prep=c Another Q: how does one separate o- and p- nitrotoluenes resulting after intration? Will simple fractional distillation do? Does anyone have better/shorter ideas? Of course, o-MeO-BA could bee easily bought from a chem supply company. Moreover, ortho-cresol, which is also widely available and cheap (not for SWIM, but anyway) would serve as an excellent precursor. Dr. Heckyll, my HUGE thanks to you! Antoncho P.S. Another idea......that has just occurred to me is actually MUCH simpler: a) Brominate plain benzaldehyde b) Methoxylate the haloid (the rxn will run much more smoothly than in case of vanillin beecause of the absense of electron-donating substituents on the ring) or, alternatively, hydroxylate/methylate it. Voila! - here's your meta-MeO-benzaldehyde! |
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Barium (Hive Bee) 07-19-02 09:26 No 334494 |
Or... | Bookmark | ||||||
o-methoxybenzaldehyde (non-watched and quite cheap) is reacted with methyl 2-chloroacetate (Darzen) to o-methoxyphenylacetaldehyde + hydroxylamine --> o-methoxyphenylacetaldoxime which can be dehydrated to the nitrile with acetic anhydride, or reduced as it is to the amine. |
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Mountain_Girl (Hive Bee) 07-19-02 10:05 No 334509 |
For o-MeO-BA maybe ... | Bookmark | ||||||
Oil of Wintergreen = Methyl Salicylate (o-OH.C6H4.COCH3) 1) Methylate with MeI 2) Reduce to benzylic alcohol with Na/EtOH 3) Oxidize to o-MeO-BA with MnO2 ? & what about aspirin as possible precursor ? (I would personally just buy the o-MeO-BA but it's fun to think of the options) |
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foxy2 (Distinctive Doe) 07-19-02 10:36 No 334521 |
Receptivity: the females ability to copulate. | Bookmark | ||||||
Receptivity: the females ability to copulate. The lordosis score measures this by expressing the number of times a female emits the lordosis posture as a percentage of the number of times she is mounted by a sexually experienced and vigorous male. Notice that lordosis does not measure the female's willingness to copulate. Indeed the small test cages used in most studies prevent females escaping from sexually vigorous males. http://salmon.psy.plym.ac.uk/year1/psy12 Those who give up essential liberties for temporary safety deserve neither liberty nor safety |
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raffike (Hive Bee) 07-19-02 10:44 No 334523 |
Better sex through chemistry. :-) | Bookmark | ||||||
Better sex through chemistry. A friend with speed is a friend indeed |
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Antoncho (Official Hive Translator) 07-19-02 12:11 No 334543 |
Thank you! | Bookmark | ||||||
Wow, so many replies in no time - thank you! Special thanks go out to Foxy2 Still, the meaning of the misterious 'mount coefficient' remains unclear. Well, from what i read in that article the link to which Foxy gave, female rats DO give a fuck about having/not having sex, and, although they still get raped occasionally, as it seems, their wish to copulate does play a role So it looks good for the ladies thus far Another question that haunts me - why in the world they never began marketing it? Instead we have that monstrous Viagra, which is probably 100+ times more expensive to synthesize. There are three possibilities i can think of: 1) Not as strong as it should bee to effectively counteract impotence in males. 2) Some medically undesirable side-effects. 3) Recreationally psychoactive properties (at larger doses, maybee?) What do you think, fellow bees? As for the chemistry - why, it never appeared to me bee4 that by simply Reimer-Tiemanning plain old phenol, one can get ~25% yield of ortho-hydroxy-benzaldehyde aka salicylaldehyde. Separation of isomers is real easy in this case: very different acidities (they isolate it by acidifing the mixtr to a controlled pH); plus, IIRC, the para-isomer doesn't steam-distill, while ortho- does. Then just methylate the hydroxy. How d'you like it - four steps total from phenol, huh? Looks quite good to SWIM. Antoncho |
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Osmium (Stoni's sexual toy) 07-19-02 12:36 No 334546 |
Why didn't Shulgin mention this? | Bookmark | ||||||
Why didn't Shulgin mention this? Damn, if this really works... Pfizer will go belly up without Viagra I'm not fat just horizontally disproportionate. |
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Greensnake (Hive Bee) 07-19-02 16:44 No 334591 |
Why Viagra? | Bookmark | ||||||
>Another question that haunts me - why in the world they never began marketing it? Instead we have that monstrous Viagra, which is probably 100+ times more expensive to synthesize. Well, these compounds make males (and seems that females too) willing to have sex, Viagra (and other PDE5 inhibitors) addresses different medical problem - when guy already is willing, but cannot get his stick up because of old age, diabetes or whatever. |
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Rhodium (Chief Bee) 07-19-02 21:41 No 334668 |
If you start with common ortho-cresol ... | Bookmark | ||||||
If you start with common ortho-cresol (o-Me-Phenol), you methylate the phenol, and either make the benzaldehyde or benzyl chloride through any common route, and from there proceed either via the nitrostyrene or benzyl cyanide to the PEA... ...or oxidize the methyl to the acid and then to the alcohol and then as above either via benzyl halide or benzaldehyde. The funny part is that common aspirin also is a good precursor :) |
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Dr_Heckyll (Newbee) 07-20-02 04:04 No 334873 |
This is the beginning... | Bookmark | ||||||
On July 17, 2002, at 22:26, a stranger nicknamed Dr. Heckyll started the revolution with a carefully launched post: the love drugs wave was borne. Make love not war becomes a reality. And this is only the beginning. The good Dr. Heckyll has more on store, so much more. Just be patient... {Make sure you notice that the post is marked with a } Dr. Heckyll & Mr. Jive by Men at Work ...tells my tale. |
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Chemikaze (HyperLab Bee) 07-20-02 14:46 No 335038 |
aspirin | Bookmark | ||||||
And what do you suggest we should do to aspirin to make it o-meo... etc.? When I die bury me upside down so the world can kiss my ass. |
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Rhodium (Chief Bee) 07-20-02 14:49 No 335041 |
Hydrolyse the acetyl ester with aqueous base, ... | Bookmark | ||||||
Hydrolyse the acetyl ester with aqueous base, yielding o-hydroxy-benzoic acid. Reduce the acid to the alcohol, methylate the phenol, and then make either the benzaldehyde or the benzyl halide from the o-methoxy-benzylalcohol. |
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PrimoPyro (Hive Prodigy) 07-20-02 15:05 No 335044 |
Aromatic Nitroso groups | Bookmark | ||||||
Can one react an aromatic nitroso group (Ar-N=O) With hydroxylamine and HCl to form a diazonium salt? Ar-N=O + H2N-OH --> Ar-N=N-OH + H2O Ar-N=N-OH + HCl --> Ar-N#N+Cl- (ionic salt) (# = triple bond) This could prove useful on a larger scale manufacture of your ortho-methoxyphenylalkyl derivatives, by utilizing the following series: Baudisch Reaction: Followed by methylation of the free phenol form, then diazotization of the nitroso via the method proposed above. The final step would be conversion of the phenyl-diazonium salt to the benzaldehyde via the method in Post 322750 (Tricky: "Benzaldehydes from diazonium salt, OTC!", Novel Discourse) which is supplemented by information in OrgSyn. Benzene --> o-(OH)(NO)PhH --> o-(OMe)(NO)PhH --> o-(OMe)(NNCl)PhH --> o-(OMe)(CHO)PhH And from the benzaldehyde its all familiar territory for the rest of the syntheses. PrimoPyro |
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PrimoPyro (Hive Prodigy) 07-20-02 15:10 No 335046 |
On Second Thought | Bookmark | ||||||
Hahahaha, forget all that crap. I totally misses the obvious: Phenol + reimer-tiemann + DMS methylation. Man, thats a lot simpler. Phenol is cheap, CHCl3 is cheap, KOH is cheap. DMS can be made from cheap MeOH and H2SO4. Cheap cheap cheap! A lot cheaper and easier than the prior post of mine. Yeah the reimer tiemann yield isnt so hot from phenol, and some of it will be the wrong isomer, but the ingedients are so cheap, easy to get, and its such an easy reaction, that one shouldnt be stopped by this imperfection. Just my opinion. PrimoPyro |
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Dr_Heckyll (Newbee) 07-20-02 17:23 No 335078 |
Cheap | Bookmark | ||||||
When calculating the cost, you'll have to consider the effort to clean up the aldehyde and subsequent intermediates till you arrive at the o-methoxybenzaldehyde. Even an optimized Reimer-Tiemann (Patent US4755613) yields only about 77% of the desired isomer. The p-isomer can be extracted with Et2O. How laborious is the methylation and the clean-up? How compares that to a price of ~$450 for 2.5 kg of o-methoxybenzaldehyde? Assuming an all-over by-weight yield of 50% based on the o-methoxybenzaldehyde, and a dose of 10 mg of o-methoxyphenylethylamine, this is only $0.0036 for the o-methoxybenzaldehyde per dose, which in my opinion is insignificant. Dr. Heckyll & Mr. Jive by Men at Work ...tells my tale. |
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Chemikaze (HyperLab Bee) 07-20-02 20:10 No 335123 |
reducing acid | Bookmark | ||||||
Rhodium: How would we reduce acid to alcohol...EDIT:oops? When I die bury me upside down so the world can kiss my ass. |
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Rhodium (Chief Bee) 07-20-02 20:20 No 335127 |
LAH, Na/EtOH, NaBH4/I2, NaBH4/H2SO4 etc... | Bookmark | ||||||
LAH, Na/EtOH, NaBH4/I2, NaBH4/H2SO4 etc... |
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toad (Stranger) 08-05-02 23:46 No 341824 |
2-methoxy-phenethylamine *dud* (Rated as: excellent) |
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Hiyall, 2-methoxy-phenethylamine = *dud* sorry to burst the bubble but i saw this exciting patent a couple of years ago and forged ahead with the 2-methoxy-pea. was even so fortunate to find that it's available commercially! unfortunatly its effects were nothing like described in the patent (for myself [male] and also a female experimentor friend). If I recall correctly we Worked it up to 75-100mg in a single dose and also tried 5-10mg several times a day as described in the patent. I have since lost my notes on this subject so I must resort to memory with regards to the activity or lack there of. There was definitely something going on but not sexually stimulating, mentally stimulating, or otherwise interesting to this experienced lab rat. no idea about the other subs, we chose not to pursue them due to the lack of positive results with 2-meo and the fact that that we would have to spend a lot of time/effort/money to synth the 3-meo ourselves. We ended up throwing all the remaining 2-meo material away... yet another case of wishful patenting... or perhaps the other subs are better than the 2-meo??? seems there are *a lot* of patents like this, where the baby just doesn't live up to it's billing. hope this saves a few bees some valuable time/effort/money. keep digging and dreaming ! cheers, Toadie master of the alchemikal arts |
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Dr_Heckyll (Hive Bee) 08-06-02 04:30 No 341915 |
Patents | Bookmark | ||||||
Just because something is patented doesn't mean it's real and working! One of my "favourite" patents is a way of treating tumors by irradiating its antimatter. In practice, they put a mirror next to the patient in about 1 m distance. Then they irradiate with some hard radiation the virtual mirror image of the tumor, i.e. a point about 1 m behind the mirror, some 2 m away from the actual tumor, where they claim is the antimatter part of the tumor, and by destroying it's antimatter, the patient gets cured... . (I'm citing from memory; if you're curious, just search patents for "antimatter", there isn't much popping up, and one of the few is it .) So no, a patents doesn't guarantee the validity of a technology. But a reputable company, let's say Merck & Co., is less likely than individual inventors or small companies/institutes to patent some weird dreams. Happiness, health and wealth through chemistry... |
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